Cute Girls

May/December Romance Ch. 01

“The following story is fictitious. However, the people and the events are based in real experiences. This story is something of a labor of love for me. I have worked on it, on and off for several years. As it grew longer, I finally decided to post it in segments as a multi-chapter story. I hope you enjoy it and I look forward to your feedback. Please take the time to vote. ”

Chapter 1

I heard a knock on the door as I stepped out of the shower. Tossing the towel across the shower curtain rod and throwing on a robe as I went to the door. There I found Karen, my stepdaughter Kim’s best friend, at the door. Kim and Karen had gone to high school together and were now freshmen at a local college.

“Hello Lori is Kim at home,” she asked. Immediately I was suspicious. I knew that Karen was fully aware that Kim, her little brother, and her father had gone to visit my husband”s parents. I had decided not to join them, as I had a major project due at work and a test coming up in a class I was taking at night. Over the years, Karen had become a part of our extended family, frequently accompanying us on family outings or just hanging around the house. She had even gone with us to the nudist camp that our family belonged to, and had gone with us on vacation the previous summer to a nudist resort in Florida.

“Hello Karen, they all went to go visit Kim’s grandparents. I thought you knew,” I replied.

“OH that’s right, I forgot. Well, as long as I’m here, do you mind if I come in and visit for a while?”

“No, not at all. Come on in and make yourself at home while I dry my hair. I just got out of the shower. Would you like a glass of wine? I just opened a bottle,” I said. “Well, help yourself; you know where the glasses are. Please bring me a glass as well.”

I went back to my bathroom, dispensing with the robe as I went. Karen had seen me nude on numerous occasions and I was not at all bashful about being nude in her presence. I was running the hair dryer when I noticed her sitting in a chair behind me. I noticed a particular interest in the way she watched me as I finished up. I kept noticing the way she was looking at me whenever I glanced at her reflection in the bathroom mirror. Something I had never noticed before.

Turning off the dryer, I turned and she handed me the glass of wine she had poured for me. I asked if she’d like to move into the living room where we could chat for a while. She readily agreed and we made the move. I turned on the stereo to an easy listening rock station and we sat down, her on a love seat and me on the couch across from her.

We chatted for a while about school, her and Kim’s social life, and their friends. I got the distinct impression something was up, some reason for her visit. Possibly something she wanted to say or ask me. Her eyes were dancing wildly about, sometimes blatantly staring at me, sometimes absently staring at the floor as if she was self-conscious about looking at me.

Finally, she said, “Can I ask you a personal question?”

“Sure go right ahead.” We, my husband Greg and I, had always tried to have an open relationship with the kids. Their Mom was pretty much out of the picture and I had more or less assumed the role since we had first gotten together. Kim was 14 when we had met at the nudist camp, she having met me at the pool and later introducing me to her father. Kim and I had a great relationship, more like a little sister to me then a daughter. The openness I shared with Kim had been extended to Karen, in a more limited way. I knew a few details of her sexual history, mainly concerning previous boyfriends, gleaned from these few conversations and a few bits and pieces from Kim.

“This is kind of embarrassing,” Karen said.

“Go ahead, ask me anything you like,” I said, trying to reassure her and encourage her.

“OK, Kim said that you are bisexual. Is that true?” she asked.

Slightly stunned for a moment, I reflected on my answer and said, “Yes, that is true.”

While we; Karen, Kim, and I; had spoken of sex on occasion, it was usually in general terms, nothing specific. At least not as specific as the track this conversation was beginning to take. I had made no secret of my sexual orientation to Kim when she had asked me. However, I made sure she understood that this knowledge was not for general distribution. Explaining to her that there were many in society that did not understand, or were too close minded to accept the fact, that many women chose to share their intimacy with other women. I had compared my bisexuality to the nudist lifestyle in which she was raised. Children from nudist families accept nudism for what it is, a non-threatening, non-sexual lifestyle devoted to “natural living.” She and her brother had come to look forward to their trips to the camp and the chance to see their friends there, mainly children of other nudist families. Kim understood that society in general does not accept nudism, equating nudity to sexual behavior. Nudists are very careful to make the point that sexuality is not part of the lifestyle.

I’d like to take this opportunity to interject a bit of my own personal history and information. I had started going to the nudist camp that we now belong to several years ago, as a guest of a female lover and her husband. She and I usually stayed out by the pool whenever we went. There we had met a young girl, Kim. She sorta attached herself to us as girls sometimes do to older women, feeling the need to be a part of a more mature circle of women. Kim did not know about my relationship with my friend, Cindy, just that we came to the camp frequently together. Cindy and I adopted Kim, and she was part of our circle of friends at poolside.

Kim frequently mentioned her father; that he was divorced, and had pointed him out in the distance on a few occasions. He was usually off in another part of the camp, participating in athletic activities with his friends. Kim had mentioned that she would like me to meet him a few times, but I never really thought too much about it. I had recently gone through a divorce also, and wasn’t really looking for a relationship.

Anyway, we did finally meet and I was somewhat taken by him. Kim was definitely playing the matchmaker and I could see her fingerprints all over the meeting. To make an increasingly long story short, he eventually called me and asked me out. The rest is history.

One of the things I found attractive about Greg was his attitude about my bisexuality. My previous relationships with men, including my marriage, had been with men that were either threatened by my sexuality or who were only interested in what was in it for them. Typical reactions were, “what can a woman do you for you that I can’t” or focused on the possibility of sleeping with other women. While I had enjoyed an occasional 3-some, I found that many of these men only looked at me as a tool to help them live out their own fantasies with little regard for my own wishes. This lack of sensitivity and selfishness had definitely cast a shadow on my outlook concerning any long-term relationship with a man.

Greg, on the other hand, turned out to be a breath of fresh air. He was supportive and sensitive to my needs for female intimacy. As it turns out, he had been a member of a swinger group with his ex-wife. Their divorce was not connected to that, it had resulted from other problems in their relationship and she had moved out of state for a new job, leaving the kids with Greg. After dating for about a month, I finally broke the news to Greg about my being bisexual. He took it calmly, with a “no big deal” attitude. To say I was shocked would be an understatement. I was expecting the worst, sure that his reaction would eventually lead to us breaking up.

He explained that female bisexuality is very common among his swinger friends and that his ex was bi. He went on to say, almost reading my mind, that he wasn’t threatened by it and that if I wanted to spend time with my lovers it was no big deal to him. He would be pleased if I might consider including him occasionally, but it was not a prerequisite to a relationship with him if I did not. Man, was that a relief and I remember thinking that this guy is too good to be true.

For the record, I am 40 years old, actively bisexual since I was 20, have been employed at various times as a chemist and microbiologist, and am currently finishing up graduate school in environmental science. I am 5′0″ tall, about 103 #, 32B-23-34, have blonde hair, green eyes, and usually keep my pussy at least partially shaved with just a thing strip of hair on top for decoration. While not a work out addict, I do exercise regularly and have managed to stay in pretty good shape with just a slight mound of a belly that I am perpetually working on.

Karen went on to ask me several other questions about my being bisexual, my personal history, and about bisexuality in general. I attempted to give her straightforward, honest answers, just as I had done with Kim when she had asked.

Finally, when she stopped to reflect on my answers for a moment I asked, “Karen, can I ask something now?”

“Ahh, sure Lori, go ahead.”

“OK, can I ask why all the questions about me being bisexual?”

“Aaaahhhh,” Karen stuttered for a moment, “well, you see, aaahhh, you know, well, I have been sorta attracted to some of the girls at school. And… you know…. well… I guess I get turned on by the idea of, you know, being with them sometimes.”

“I see,” I said in reply, then continuing, “You fantasize about being with another woman, maybe while you are masturbating?”

“Aaahhh, Uuuhhh, yea, I guess so,” she said, blushing a bright shade of pink.

I went on to assure her that her reaction was OK. Many women felt the same way and had similar fantasies. I explained her fantasies were very natural and nothing to be embarrassed or ashamed about. I told her she was going through a period in her life of sexual awakening and discovering a desire for some sexual exploration. This too was natural and as long as she was safe and used at least a little intelligence about it, it could be a wonderful part of her life. She seemed reassured by my reaction and comments and her bright blush began to fade.

I suggested we get a refill of wine and head out to the hot tub for a soak. She liked that idea and she made the move out to the patio, obtaining the refill as she did. Meanwhile, I grabbed some towels and joined her.

I stopped for a minute as I approached the sliding glass door leading to the patio, and watched Karen as she finished undressing. I looked at her as a sexual being, perhaps for the first time. I had seen her nude at the camp and in the hot tub many times. I scanned her tall, athletic frame. She has shoulder length auburn hair; brown eyes; smallish, very firm “cupcake” breasts with smallish, long nipples; a taut flat belly; sparse, silky pubic hair; prominent labia; a tight almost boyish ass; and long, well-muscled legs. She stands about 5′8″ and I guessed her weight to be about 130 lbs, much of it lanky muscle. Kim and Karen had gotten to be friends through their participation on the soccer team. Both girls were quite good and had been picked to the all-state team. Karen’s athletic prowess was clearly evident in her physique and figure. She was not “gorgeous” in the classical sense, but I still found her cute and very attractive.

I was jolted from my voyeuristic reverie when our eyes met and she saw me watching her. She smiled and I opened the door to join her. We soon were soaking up the heat of the water, bubbles softly caressing our bodies, a wine glass in our hands.

After getting comfortable, I resumed the previous conversation, asking Karen to tell me about her sexual experiences. She went on to briefly describe her few attempts at intercourse with her boyfriends, mostly disastrous or largely unsatisfying. I consoled her, telling her that my experiences at her age had been fairly similar. She did mention that she particularly enjoyed oral sex. She said that her only orgasm with a boy was the result of his mostly inept attempt to satisfy her with his mouth. She continued, telling me that she had found, to her surprise that she really liked, and apparently had a talent for sucking cock. She described the satisfaction and power she felt from taking a guy’s cock into her mouth. I nodded my agreement and let her continue. I could see she was starting to open up to me, and the level of excitement in her voice escalated as she carried on with her narrative.

She seemed to be particularly interested in anal sex. After questioning her about it, she admitted she had done some masturbatory exploration of her own bottom and had found it quite pleasurable. Most of her exploration had been done with her fingers and small objects such as a candle.

A certain degree of shyness settled over her when she started to tell me of her few exploratory experiences with girls. Her tale started with a young friend when she was 13 or 14, “practicing” kissing during sleepovers. She then described her more recent adventures with a “friend.” This was primarily limited to touching each others breasts, watching each other masturbate, followed by masturbating each other.

What Karen did not know was that I knew the “friend” was Kim. She keeps very few secrets from me and was very excited about telling me about it. It was, to a degree, a rite of passage into womanhood for her. Kim had told me about showing Karen the vibrator I had gotten her as a 16th birthday present. I had decided on it after repeatedly finding dead batteries in the vibe that I kept in my nightstand after Kim had “borrowed” it. I figured that if she was going to masturbate, as most girls her age do, she might as well have her own. Therefore, I got her a nice AC power, plug-in massager.

“Karen,” I said, “I know the `friend’ was Kim. You don’t think she could keep that juicy of a piece of news from me did you?”

I found the look of shock and surprise on Karen’s face amusing. The full impact of the closeness that Kim and I shared was suddenly becoming apparent to her. That look was quickly replaced by a smile as she came to recognize that she had been found out.

I think she also found it amusing that I knew about her and Kim yet had never mentioned it or made an issue of it.

“Kim said that you and she could talk about just about anything. I guess I just found out how true that is. She’s lucky to have such a cool mom, even if you are only her step-mom,” she replied.

“Well, more importantly, she’s my friend as well as my stepdaughter Karen. Sometimes it”s hard to be both, but I try. We share a closeness that is impossible for most moms and daughters, but she was my friend before she was my stepdaughter.

Besides, her Dad did a pretty good job of raising her. You know her; she has her act pretty well put together. Usually she needs a friend, or big sister, or whatever, a hell of a lot more then a mom.”

“Yea, I guess so,” Karen said simply. She sat quietly for a few moments, reflecting on my words and my relationship with her best friend.

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A personal note to my readers. I know that my relationship with Kim and the type of lifestyle that we live may be unusual and to some degree shocking to some of my readers. All I will say in defense is that it has produced a remarkably well adjusted, intelligent young woman. My relationship with Kim is unique, admittedly, no argument from me. However, when I look at the sexually and psychologically mal-adjusted people of my generation and Kim’s, I think she has turned out pretty damn well. Her father and I have taken the attitude that kids are gonna be sexually active, and to a certain degree should be. Exploration of their sexuality is part of their maturation into adults and can result in a healthy attitude towards sexuality and a reasonable degree of self-confidence. We have not taken the approach of many parents, that is, to ignore an adolescent”s emerging sexuality and curiosity and hope it goes away, what we refer to as the “head in the sand” approach. Just say no to sex and chastity seems to run counter to our modern society where kids are surrounded by sex, explicit and implied, for most of their lives.

Please understand that Kim is in no way promiscuous. She has never been encouraged to be promiscuous, quite the opposite. Our emphasis, as parents, has been that if she is going to being sexually intimate, then be aware of the risks, and confident in her choice of partners. She has been fully informed of the dangers of sex, both medical and social.

Furthermore, we have never imposed on her the double standard attitude that “good girls” don’t have sex. I took her for her first Ob-Gyn check up shortly after she became sexually active and she and I have taken our birth control pills together every morning since. She lost her virginity using a condom I gave her after getting the full safe sex lecture from me. She continues to use condoms and is a firm believer in safe sex. The loss of her virginity was planned, with my knowledge and after some pretty extensive

Q&A sessions. I met her “victim,” a long time boyfriend, beforehand and told her if she was sure that this was the guy then I had no objections to her choice. She went into it with eyes wide open and made an informed decision. It was a wonderful, if not necessarily earth shattering, experience for her and she was happy with the way it turned out. It was certainly a much better outcome for her than my first experience. I can’t think of a better result for a mother to wish her daughter.

Anyway, I digress from the story, but wanted to make my point before you, the reader, concluded I was some sort of sexual pervert or monster.

*************************

After Karen recovered from her shock, she launched into a series of increasingly specific questions about my previous female lovers and sexual interests. She seemed to be pretty well informed and her question demonstrated a certain degree of intelligence and sexual sophistication. When I brought this up, she said she had been doing her research, mainly on the internet and in chat rooms. I should have known. A thought flashed through my mind as I wondered if by some quirk of fate she might have talked to me in some of these chat rooms. When I asked about it, it turned out she was using another network than I was, so it was unlikely. Besides, the alias she used was unfamiliar.

Our conversation was fairly wide ranging. We talked about intercourse, oral sex, anal sex, sex toys, 3-somes, and even bondage and spanking. She did seem pretty well informed and her questions tended to be directed at specifics, rather than general concepts, more concerned with my likes and dislikes and what I liked about different activities. Again, I tried to be open and honest with her, even to the point that I sometimes found myself ever so slightly embarrassed.

I had noticed that her eyes kept traveling to my pierced nipples. Earlier, while we were in the living room I thought I saw her taking quick peeks at my latest addition, my clitoral hood piercing. She had asked about them earlier, during a trip to the nudist camp. Her previous questions were pretty much limited to the details of the piercing process itself, cost, pain involved, etc. Karen’s questions now were more involved with the erotic effect of the piercings and what role they played in my sexuality and how they felt.

I was beginning to wrinkle and the heat was taking its toll so I suggested we go back inside. Besides, my wine glass was empty once again and all the talking had made my throat dry. We stepped out of the hot tub and I tossed Karen a towel. After we had both dried off, I noticed she made no move for her clothes. I simply chalked it up to her gradual conversion to our nudist lifestyle.

style.

After we refilled the wine glasses and settled into the living room once again, I noticed a change in Karen. We sat quietly for several minutes and it was clear she was thinking hard about something. What that might be filled my mind as I waited for her to spill it.

Whatever it was, it was going to be interesting, as I watched her nipple harden from their normal semi-turgid state to full hardness. I took another sip of wine and waited.

“Aaaah, Lori. There’s something I need to ask you and I’m not sure how to say it,” she blurted out at last.

“Just go ahead and say it, however you want. I’ll give you the benefit of the doubt and not jump to any conclusions until you are finished. I think you know by now that you can ask, or say, just about anything to me,” I replied.

She contemplated that for a few moments while I sat patiently. Finally she said, “Aah,

Aah, well, what I wanted to ask is if you had ever been with an inexperienced woman before. You know, aah, someone, aah, you know, someone that had never really been with another woman before.”

“Yes Karen I have, on a couple of occasions,” I said, trying to remain calm, at least so that Karen wouldn’t notice. I suddenly realized where this was going; her curiosity was more then just the curiosity typical of a woman her age.

“Even someone my age?” she asked and then continued before I could answer, “Well shit, I think you know what I’m getting at here. Would you ever consider being with me, teaching me?”

“Before you say anything, just let me say I think you are not only one of the sexiest women I’ve ever met, but the way you carry yourself and the way you handle your sexuality is such a turn-on to me. You are in some ways an inspiration, a role model for the kind of woman I want to be. It’s not just the sex, although that it is part of it. It’s the way you have helped Kim, and the rest of the family, your intelligence, your personality, and all the rest that makes you the person you are.”

I sat in silence for a moment, stunned. It wasn’t like I hadn”t suspected Karen’s intentions. What struck me was the intensity of her words, and the emotion with which they were delivered. It wasn’t as if I hadn’t occasionally fantasized about the possibility of have a fresh, eager, and enthusiastic younger woman as a lover. In the real world, however, I had always gravitated towards older, more experienced women. I did have to admit though, her enthusiasm and the depth of her desire for me was a major turn-on.

I looked at Karen for a moment, as I my mind spun considered her comments and their implications. Our eyes met and I could see the smoldering desire in them. She diverted her gaze, shyly casting her eyes downward. I could the excitement she was feeling from having laid herself open to me as she had. At the same time I could see the gnawing self doubt and fear of rejection. I could imagine what she was thinking, the fear that I would simply write her off, her confession as that off a mixed up, immature girl. What I saw was in fact a very mature, intelligent, and sensual young woman in the full bloom of her awakening sexuality. The temptation was too much to pass up.

“Karen, come over here and sit by me,” I said in my best attempt at a sultry, sexy voice.

Karen’s face lit up with joy and our eyes met. She moved over to the couch, her body moving with an athletic fluidity that I always thought characterized Karen. She sat next to me, our thighs rubbing against each other, resulting in an almost electric sensation. I wrapped my arm around her and pulled her close; her head settling against my shoulder in a warm and intimate embarrass. I felt her hair brushing across my nipple as it cascaded across my chest. I heard a soft, gentle, almost inaudible murmur escape her lips as our flesh made contact and I pulled her even closer to me. The embrace was warm and intimate and a wonderful moment. More importantly it gave me a few moments to consider what I was getting myself into and to decide how to proceed.

“Lori,” Karen softly whispered, “can I make one final confession?”

“Sure, go ahead,” I whispered back.

“When I told you that I had fantasized about being with another woman.”

“Yes, go on,” I replied.

“It was always you in the fantasies,” she said with lightness in her voice and the barest hint of a nervous giggle.

“Well, I hope I can live up to you expectations,” I said merrily.

“I think you already have,” she said giggling. “Just being here with you like this,” she continued in a more somber tone.

“If that’s all you need from me, then its no problem,” I said in a teasing tone. Karen was unable to see the broad smile on my face.

“No, no, no! That’s not what I meant,” she said frantically, then added, “I just meant that this is nice.”

“I certainly wouldn’t want to be accused of leaving your education incomplete,” I said, trying to restrain my sudden urge to giggle.

“I would surely hope not,” she said, almost relieved.

I rolled her head toward me and we just stared at each other for a moment. I saw there the enthusiastic passion, eagerness, and smoldering lust lying dormant but ready. I also saw the fear, self-doubt, and shyness of an inexperienced woman. I made a note to be careful to encourage one set of characteristics while helping to alleviate the other.

I bent toward her, our lips scant inches apart. I saw the desire and need she was feeling, feelings closely mirroring my own. I pulled her to me and our lips met in a tentative, timid kiss.

Whatever timidity existed, it was soon overcome by pressing desire and passion. The kiss developed into a wild exploration as our lips and tongues dueled in a lustful dance.

I had uncorked the bottle, and I was sure the genie could never be induced to return.

Somehow we ended up with Karen sprawled beneath me, my lips moving across the long graceful expanse of her neck, kissing and licking as it went, finally ending at her ears. She took great delight in having her earlobes kissed, and nibbled. Her oohs, aahs, and soft moans of pleasure testifying to its affect. The hardness of her Hershey kiss nipples pressed firmly into my breasts and when one of my thighs slipped between hers, I felt the wetness of her pussy on my skin.

Breaking from our shared kiss, I sat up slightly and said, “Why don’t we move to the bedroom where we can be more comfortable.”

“Good idea, I’m all for comfort,” she said happily. “I’ll get us a refill, meet you there.”

I went to the bedroom and lit some scented candles and then made myself comfortable on the bed. A few minutes later Karen joined me, carrying two glasses of wine. I studied her for a moment, trying to gauge her psychological state. She seemed to be in a turmoil of conflicting excitement and reserved shyness. I suggested she make herself comfortable on the bed so that we could continue our conversation. It was clear she was uncomfortable and needed time to relax before we proceeded. I was in no hurry and my intuition told me the wait would be worth it. She said she needed to use the restroom and I pointed it out to her.

While she was gone, I pulled out a few of my favorite toys and some lube from the nightstand so that they would be readily available later. I hope their presence wouldn’t shock Karen. My hunch said no. I was later to find out that that hunch was correct.

Karen was soon lying beside me on the bed. I decided to try and get her talking and hopefully it would help her relax. I asked her about the fantasies she had about me and what they had involved. She replied slowly in the beginning, but as she went on, her description became more and more animated, coming more quickly as she went on. It was quickly clear that Karen may be somewhat inexperienced, but she certainly did not lack in imagination. Her description of our fantasy encounters was totally uninhibited and could only be characterized as out right kinky. These fantasies included just about everything she had mentioned earlier when she had discussed her interests, from anal to spanking and bondage. I was forced to remind myself that Karen may be young, but her level of sexual sophistication was quite advanced.

I encouraged Karen’s description, urging her on with subtle comments, producing more details as she continued. The level of her excitement was obvious as her narrative went on. Her breathing was rapid, eyes wide, and nipples oh so beautifully taut. I had to admit that her story was having a similar impact on me. I felt a delicious stirring in my pussy and my nipples were matching Karen’s as I visualized the events that she described in great detail. Her areas of interest so closely matched my own that I thought we were twins, at least in terms of our sexuality.

Karen suddenly grew quiet, her doe-like eyes staring at me intently. “I’m sorry I went on and on like that. I didn’t realize I had gotten so carried away. I guess you got me going and I just didn’t know when to shut up,” she said bashfully.

“No, not at all sweetheart. Your fantasy was wonderful, and you told it in such a delicious way. You have a tremendous imagination; I couldn’t help but feel like I was in the fantasy with you.”

“You were,” she said, smiling and turning her eyes away from mine.

“Yea, I guess I was,” I replied.

Karen grew quiet again, in a thoughtful, reflective sort of way. Our eyes met and I saw the smoldering passion in them. She had remained a discrete distance from me as we lay on the king-size bed while she was describing her fantasy. I watched as her eyes traveled up and down my body, taking me in, caressing me with her eyes. Slowly, but deliberately, she rolled over near me. Her action was a deliberate sign, an indication to me that she was ready for more, ready to proceed, and ready to live out the fantasy that had brought her to my bed.

I reached out and caressed her, my hand sliding across her back, softly, slowly, a mere hint of physical contact. Our eyes met again and I heard just the faintest of moans from deep within her. She rolled closer to me and we were soon lying next to each other, snuggling, and our faces scant inches apart. Her eyes implored me to go on; to make love to her, to take her, to teach her the ways of love and sex only another woman could know.

Our lips met and the shy, girlish Karen was transformed, converted into a sexually hungry animal, in need of the release of feelings that had been so long pent up within her. Her kiss was aggressive and passionate. Her lips pressed softly against my own, her tongue urgently thrust into my mouth, exploring and dueling with my own. Her body was electric against my own. Her breasts were pressed against the soft flesh of my chest, her nipples pressing insistently into the yielding flesh of my breasts. I reached around her, pulling her closer to me, running my hands over her slim athletic form, Karen’s body molded into my own.

“Mmmmmm, you feel so good, your mouth, your body against my own,” she said, finally breaking our kiss. “I need you Lori; I need you to make love to me, to take me. I need you to show me all the things I have only dreamed of. Will you do that for me? Please?” she begged.

“Yes, you feel wonderful too Karen, and yes I will show you what you have fantasized about, but I have one condition. I will teach you anything you want to learn, but you have to be able to communicate with me. Fantasy is one thing, reality is another. I will teach you and do to you whatever you like, within reason, but you have to tell me what and when you want it. As I said reality and fantasy are different. I don’t want to overdo it. We all have limits, and I don’t want to overstep them, at least not now. Later will come the time for pushing limits, do you understand?”

“Yes Lori, I think I do understand, I agree to anything you want,” she replied.

“OK then, where shall we start? What shall it be first,” I asked.

“HHhmmm, that’s fairly easy, I guess. I want you to teach me to how to make love to you. I want to taste your pussy, and learn how to give you pleasure,” she said, smiling as she said it.

At that point I was so horny that her request was hard to protest. I needed to cum fairly soon, hopefully allowing me to concentrate on the other things yet to come. I rolled over onto my back, pulling her with me and our lips met again, our kiss urgent and insistent and slightly rough.

Breaking our kiss, I began the instruction, “OK, I like my neck and ears kissed, sometimes nibbled lightly.” She needed little prodding and her mouth was soon at work. Her lips, tongue, and teeth danced across my neck, then my ears and I heard my own sigh as she did so.

“Now my breasts Lori,” I instructed. “Start by licking them, around the edges, then move on to the nipples.” Her mouth and hands were soon feverishly kissing, licking, and caressing the soft flesh of my breasts. “Slow down, there is no hurry, I’m not going anywhere. Take your time and enjoy it, savor it. This is an experience worth savoring.”

The pace of her ministrations slowed and a noticeable change occurred. It was obvious to me that the message I was trying to get across to her was starting to sink in. My own soft moans of pleasure were rapidly accompanied by her own as she experienced the joy of tasting another woman’s body. She was starting to relax, feeling rather then thinking.

“Yes, that’s it Karen. You’re getting the hang of it now. Just relax and make love to me, experience my pleasure through my body. Don’t just do something to me; participate in the lovemaking. Mmmmmmm, yes… That’s it sweetheart.”

Her mouth began a slow, sensual dance across my breasts, caressing and savoring the texture and taste of my skin against her lips and tongue. I felt her body begin to relax against my own, no longer as stiff and tense as it had been earlier.

“OK Karen, now move on to my nipples. Most women like them sucked and licked, as I’m sure you already know. I also like mine bitten, pulled, and pinched. Soft at first, then harder as I become more aroused. You can take the nipple rings between your lips and teeth and pull on them. The rings make them more sensitive and it can be very intense for me. Do you understand and have any questions?” I asked.

“Aaaaaahhh, no not really. Well, maybe one. How do I know if I’m too rough? I’m afraid I’m going to hurt you,” she said. The look in her eyes conveyed a serious note of concern. I could see that she was looking forward to this, turned on by it even, but at the same time unsure of herself.

“Just go slowly Karen, and pay attention to how I react to what you are doing. I’ll let you know if there is a problem. This is part of the trust lovers must share. I trust you sweetheart. You just have to learn to trust me too,” I said in reply.

“I trust you Lori. I guess I’m just a little ahhhh…. nervous, you know? I wouldn’t be here if I didn’t trust you.”

Karen became progressively more aggressive with me. She seemed to be cueing off my reaction. I’ve always been more than a little vocal during sex, but now I was even more so, providing her with clues and reassuring her that I was enjoying what she was doing.

The delicious sensations from a mixture of pain and pleasure were soon bringing on the familiar but always welcome result in me. Karen took one of my nip rings between her teeth, her lips wrapped around the long shaft of my nipple, and pulled upwards. Our eyes met as the feeling shot through me. I smiled at her and I could see that she was reassured by my reaction. My mind was beginning to drift; I was trying to focus on Karen, but at the same time awash in my own passion.

“Are you ready to move on Karen?” I asked. I saw her quick node as she continued to pay oral homage to my breasts. “OK, my pussy is ready for some attention. Are you ready for that?”

“Ohhhh yes,” she moaned, “more then you’ll ever know Lori. I’ve been ready for that for months. Just tell me what to do.”

“OK, slide on down and get comfortable,” I instructed. “What I want you to do first to take a good look; it”s sometimes amazing how unfamiliar some women are with basic female anatomy. Feel free to use your fingers and locate all the…. ahhhhh…. important parts of a woman”s sexual anatomy. All women are built differently, for example right now my lips are pretty full and puffy from being turned on, and they are probably a little bigger then average.”

I felt her fingers moving around my cunt, spreading my lips so that she could she the entrance to my pussy. Then I felt her fingers moving up to where my clit and its hood were located.

“Yes, that’s right, go ahead and pull back the hood on my clit. You can use the ring if you want to pull it back. Ohhhh, yes, Mmmmm! You should be able to see the shaft. I’d say my clit is a little longer then average. Some women’s are tiny and you can’t even see it or they are covered by a really heavy hood.”

“Now, slide a finger a little way inside me,” I said as I continued her instruction, “if you sorta bend your finger up toward my belly, on the front wall of my pussy, you should feel a little bump. It”s about the size of an almond. Do you feel it?”

“Yea, I think so. Yea, now I do definitely,” Karen replied, her concentration intense.

“OK, yes that’s it Karen, I can feel you right on it. Do you know what it is?” I asked?

“No, not really. But I do know that I have found a spot like that inside me that feels good when I masturbate,” she said with a big grin on her face.

“Well, that’s what’s called the G-spot. It has a lot of nerves and can feel very good when massaged or pressed against when you are being fucked,” I informed her.

“Ohhhh, so that’s where the G-spot is. I’ve heard of it and stuff, but didn’t really know where it is,” Karen said excitedly.

“Usually, a firm touch works best when massaging the G-spot. Its not like the clit and needs a little more pressure. The other thing is that pressure on the G-spot can cause some women to ejaculate, almost like a man. When I was your age, a lot of women assumed that they were peeing when that happened. It”s not pee, so if it happens, don’t freak out. By the way, I’m one of those women that have a tendency to squirt when they cum, especially during a real intense orgasm.”

Karen, smiling, sorta giggled, and said, “OK, I’ll remember that and try to not get too hysterical when and if it happens. Actually, it kinda sounds neat. I can’t wait to see it for myself. Maybe you can even help me see if I can squirt too.”

“I’d love to help out,” I said, grinning. “I just have one more thing to show you, then maybe we can play some more.”

“OK, sure, what’s that? Anything you say prof,” Karen replied, her statement intermingled with girlish giggles.

“Now that your finger is nice and all lubed up, pull it out. Now slowly rub it across the entrance to my ass,” I instructed. I soon felt the firmness of my anxious student”s finger against the opening to my back door. “That’s it; slowly rub in a circular pattern across it. Mmmmm, that feels good.”

My comment was rewarded with a warm smile from Karen. “Alright, remember that the ass has a lot of nerve ending, its the second most sensitive area, next to a woman’s clit. Now, I want you to slowly slide it in. Remember to always use lots of lubrication during anal play.” I knew that lubrication would not be a problem; I could feel my pussy juice flowing down into the crease of my ass.

“How’s that Lori, like that?” she asked after the tip of her finger had slid inside.

“Yes, just like that, excellent,” I said, attempting to reassure her. “You should be able to feel a couple of muscular rings there. Those are the sphincter muscles. It”s always important to make sure that they are relaxed before proceeding with anal sex play.

Usually one or two well lubed fingers will do that. Once you have done that, you can proceed to push in deeper. Aaah, yeaaaa, like that. Mmmmm, go ahead and use another finger now.”

I went on to explain the care that should be exercised in anal sex, going into some detail into the fragile nature of the tissues involved and the potential for infection if you weren’t careful to clean up afterwards. During this entire lecture Karen slowly thrust her fingers in and out of my ass while listening intently, taking it all in. I struggled to maintain my concentration as her fingers evoked pleasure from me while at the same time I tried to carry on something resembling an intelligent discussion about the care and fucking of my bottom.

“OK, I guess that ends the lecture portion of our lesson,” I said jokingly, remembering her reference to me as prof. “Its now time to move on to the lab part of your instruction. Do you have any question Karen?”

“No, I don’t think so,” she replied. “You are such a wonderful teacher, I’ve already learned lots. I do have one ummm….., not exactly a question, ahhhh…. more like a request.

“OK, go ahead, what is it?” I asked.

“Well, not right now, but maybe later, do you think, uummmm…., this is sorta embarrassing. Do you think you could do this to my ass? Maybe with something bigger then a finger?” she said. Then before I could reply, she went on, “You know, aahhh…. like maybe with one of those?” she said, tilting her head to indicate the toys on the night stand.

“Yes Karen, I don’t see why not. I take it that you want me to take your anal cherry, is that it?”

“Yes, that’s exactly it; I want you to fuck my ass. There I said it. I’ve been curious about what’s its like for a while now and after hearing you talk about it, I’m even more curious. Like I told you, I’ve used my own fingers back there and stuff, but I want to know what its like to be really full.”

“Well, we’ll take care of that later, are you ready to have some fun? I sure know that I am,” I said with a laugh and a broad grin.

“OHH YES, definitely. What do you want me to do?” she said enthusiastically.

“Well, let”s see. Why don’t you do whatever you want to do? After all, this is your first time. Don’t worry about me; I’ll help out with a few hints when you need it. I’m pretty tough and I doubt you are capable of hurting me over my threshold for absorbing it, and I’m not that hard to please either. Just relax and do to me what you think you would enjoy or what you think or know I enjoy and you’ll do fine. Just go with your intuition and what feels natural? Just remember the two most important things about having sex.”

“OK, I’ll bite, what are the two most important things about sex,” she said smiling.

“Just relax, it should never be work, and most importantly, have fun, OK?”

“I think I can handle that!” she replied excitedly.

“OK, are you ready? Here goes nothing.”

She had continued to slowly saw her fingers in and out of my ass during our discussion and it was having an effect on me. I put my legs up over her shoulders, raising my hips to her mouth and allowing her fingers better access to my asshole. My mind was starting to cloud over again and my body was more then ready for some serious pleasure. I knew that she had everything it takes to be a great lover, and that now was the opportunity to show me, and more importantly herself, what she was capable of.

Karen’s head descended towards the junction of my thighs and I felt her burrowing deeper into my ass, producing an unconscious groan from me. The conscious part of my mind quickly faded out of focus and I gave myself up to the sensations that she was beginning to produce in my body. I felt her lips on the soft flesh of my thighs as she slowly, teasingly kissed her way toward my pussy. Her tongue was licking up the generous juices that had become smeared across my thighs. Then I felt her tongue bashfully lick my swollen labia, tentatively, haltingly slide across them, up one side to near my clit, then down the other.

I groaned loudly at the sensation of her tongue on my sensitized flesh and it seemed to reassure Karen. I felt some of the rigid stiffness in her body begin to melt away and she was soon licking happily away at my cunt. She began to suck my labia between her lips, flicking her tongue against them. Her tongue worked its way between the engorged fullness of my lips and I felt it pushing into the depth of my cunt. My pussy was flowing heavily and her sucking and kissing produced a wonderfully erotic sound as she ate her first pussy. Her tongue was now buried deep and her mouth sucked up my juices thirstily.

The feel of her tongue deep in my cunt rapidly pushed the last bits of concern for Karen out of my mind. I had completely surrendered to her and what she was doing to me. Suddenly I realized my hand was intertwined in her hair, pulling her mouth deeper into my gushing womanhood. I realized the cries of lust filling the room were my own. All the while she was tongue fucking me; her fingers were continuing to fuck my ass, their pace and stroke length increasing as she went on.

“Aaaahhhh, yes sweetheart, so good. You are a natural pussy eater,” I said, meaning it. Her style may have been somewhat indicative of her inexperience, but it showed a definite talent. Karen merely moaned into my pussy in response to my praise of her talent.

“Why don’t you lick my clit now Karen? I’m ready for more,” I requested. Her mouth quickly moved to my pleasure button and she took the hood ring between her teeth and pulled on it gently. That was enough to render a loud groan from me and she looked up at me, obviously concerned that she had hurt me.

“Did I hurt you Lori? I’m sorry,” she asked, clearly upset.

“No Karen, it felt great, I liked it, go on.”

Her look of concern was rapidly replaced with a smile and she returned to work on my hard clit. She began to lick my clit, tentatively at first, with broad slow licks. Soon her tongue was flicking rapidly against my clit like the wings of a butterfly driving me higher and higher, closer to my peak. My hands were pulling her head tight into my cunt, wrapped in the tendrils of her hair. My legs were contracting as well, raising my hips and forcing her mouth against my feverish pussy. For the first time I noticed that Karen’s free hand was buried between her own thighs, a blur of frantic activity as she frigged herself.

“Aaahhhh!!!!” I moaned loudly. “YES! GOD YES! That’s it… lick my clit…, fuck my ass, harder, faster. I’m close Karen…, so close. Suck my clit, bite it. Make me cum, make me cum so goooodddddd,” I heard myself screaming.

Her lips were suckling at my hard, throbbing clit, her moans causing a wicked vibration against it. She was alternating nibbling on it and flicking her tongue rapidly across its exposed tip. Karen’s fingers felt like a blur as they flew in and out of my anus. I felt a sharp bolt of pleasure/pain from my chest and somehow in my delirium of passion I realized that it was from my own hands, pulling sharply on my nipple rings. I was on the ragged edge of release, posing on the precipice of orgasm.

“OH FUCK YEA!!!! I’M CUMMING, CUMMING ALL OVER YOUR FACE, I screamed.”

In a flash of pleasure, my climax peaked and I flew over the edge into blissful release. My clit seemingly exploded between Karen’s lips and my asshole contracted tightly around her fingers. My fingers clamped tightly around my nipples, intensifying and stretching out my orgasm. The pleasure rolled through me, over and over, one wave after another crashing across me. My entire body was contracted in a tight bow, Karen’s head clamped tightly between my thighs.

“OH LORI, LORI, CUMMINNnnnnn TOOoooooo,” Karen’s cries of pleasure mixed with my own as she came also.

As I began to float down from the velvety heights of my climax, I looked down and watched as Karen twitched through the final stages of her orgasm. Her hand was clenched tightly between her muscular thighs.

Finally Karen’s eyes came into focus and met my own. Her face was covered with my juices and a broad smile. “That was wonderful, I would never have imagined that going down on another woman would be such a turn on,” she said.

“I know what you mean Karen, I felt the same way my first time too,” I replied. I took her hand and pulled her up next to me, then proceeded to lick and kiss my juices from her face and lips. We finally settled in together, snuggling and sharing occasional kisses as we individually reflected on the evening”s events. Our bodies relaxed and molded into each other and I could feel the taut softness of her breast pressed into my arm.

“You know the only thing I miss? I mean making love to a woman instead of a guy,” she said, finally breaking the quietness of our thoughts.

“What’s that sweetheart,” I asked.

“Well don’t get me wrong, I loved the things we have done and the things you have shown me. Its just that I sorta miss that feeling of a hard cock inside me, filling me, you know what I mean?”

“Yes, I know exactly what you mean Karen. I feel the same way sometimes. Being with another woman will never replace my love for men, or being fucked for that matter. It”s just different; it”s great in its own way, but different.”

“Mmmmmmm, yea. I see your point,” she stated.

“However, I do have at least a partial solution. If you are interested, that is,” I said, smiling.

Karen’s eyes and face lit up and she said, “What’s that, tell me.” Her enthusiasm and energy were quickly peaked again.

“Well, I do have my trusty strap on dildo sitting over there,” I said, nodding toward the neglected selection of toys on the bedside table. “It may not be as good as a hot throbbing cock attached to a nice, hard male body, but I think it has some advantages in its own right.”

“Like what, Karen?” she asked enthusiastically.

“Well, for one thing, it’ll never cum when you are right on the edge and just need a few more thrusts to cum yourself. It never has a problem getting a hard on after a few too many drinks with the boys. It”s always there when you need it, and besides, I think the feeling of a hard cock attached to a soft feminine lover is unique and wonderful in its own right. Besides who knows more about how a woman likes to be fucked then another woman,” I responded.

Karen grew pensive for a moment, clearly considering what I had said. Then suddenly her eyes met mine and quite seriously said, “Aaaaahhh, Karen, would you and your toy over there please fuck me. I really need it. I know you understand.”

I smiled at her and said, “Sweetheart, it would be my pleasure.” I rolled across the bed and grabbed the strap on from the nightstand. Karen watched, fascinated as I put it on and strapped it tight to my hips. Just for the record, it had a leather harness to which I had attached a vibrating egg that rested against my clit and provided some stimulation to my partner”s clit. The dildos were interchangeable, and I had a medium sized 7″ dildo attached at the moment. I also had another small plug shaped dildo attached to the crotch strap that went inside me. I could attach another for my ass if I wanted but decided it wasn’t worth the trouble at the time. Karen was anxious to be fucked and I have to admit it, so was I.

Karen sat watching intently, silent, as I prepared. Her nipples were hard again and I could see her excitement as she waited for me to begin. I rolled over to her and we kissed in a passionate embrace, our breast pressed tightly together, our nipples digging into the soft flesh of each other”s breasts. I felt her wet pussy as it straddled my thigh, softly undulating against it. She was still very wet from her previous orgasm and I knew lube wouldn’t be necessary.

My lips left hers and traveled to her nipple. As I began to suck, I felt her body shudder and heard her moan. My hand traveled to her other nipple and I pinched it, rolling it between my fingers. Her hand traveled down to the dildo, holding it, feeling its hardness. I knew she would be thinking about what it would feel like buried in her, anticipating the sensation of being filled and stretched along its length and girth. I couldn’t help but smile.

Finally, Karen’s anticipation had grown past the point of being bearable and she said, “Please Lori, I’m ready, take me. Fuck me with your hard cock. I need it so bad.” The need and passion were clearly evident on her face.

“OK baby, here we go,” I replied. I moved between her thighs, which she spread. I rubbed the tip of the dildo across the moist flesh of her labia, splitting them and letting the tip slide between them. A soft moan escaped her lips. I wiped some of the juices from her pussy and applied it to the length of the rubber phallus.

I looked up at her and smiled as I place the tip in the furrow of her womanhood once again. I squatted back on my haunches and gripped her thighs with my hands. Suddenly, I thrust forward with my hips and simultaneously pulled back on her thighs and half of the dildo slid into her easily. Her breath whooshed from between her lips and her fingers flew to her nipples as she felt the dildo pushing inside her.

I started a slow rocking motion, teasing her with the dildo as it slowly moved deeper and deeper inside Karen. Her hips thrust back toward me, trying to capture more of it inside her cunt.

The motion of Karen’s body grew more frantic a she tried to push herself up onto the dildo. I continued to deny her the fullness her heated mind and wet pussy wanted so badly. Finally she cried out, pleading, “Pleaaaaasssseeeeee! Please give it to me. I need to be fucked Karen, give it to me. I’m about to explode!”

I smiled at her and calmly replied, “Oh, is that what you want Karen? All you had to do was ask.” I drove the dildo hard into her and felt a satisfying lurch as our hips slapped wetly together. My own pussy contracted around the small dildo inside me, and the pressure of her pubic bone pressed the egg against my clit.

“Aaaaahhhhhh, yessssssss,” she hissed, “that’s what I want, what I need. Give it to me. Fuck me the way you know I want to be fucked Lori. Fill my pussy with your cock, deep and hard.”

The shy, reserved woman I had known was suddenly gone, replaced by a woman thoroughly engulfed in the passion and lust that she was experiencing. The change was a surprise, but one that I enjoyed. The needful tone in her voice was quickly replaced with that of someone totally involved in the pleasure that was now enveloping her. Karen’s fingers tightened around her nipples, pinching them tightly, with more force than I would have suspected that she would have enjoyed. It was another surprising revelation about this young woman. It was starting to look as if we were alike in several ways.

I was driving the dildo deep into her now, stretching her wide, filling the void of her cunt. The more I gave her, the more she seemed to want. She had no limits. My thrusts resulted in a noticeable wet, squishing sound as I slid in, her pussy was soaked. I recall thinking this is how sex should be, pure passion, all out, with no limits, hot and wet.

Karen’s moans and groans and cries for “more… harder” soon degraded to a series of unintelligible grunts and screams as her passion rose to a peak. My own concerns and observations of my new lover soon dissolved as I allowed myself to merely experience the sensations, smells, sights, and sounds of fucking Karen. Somehow, I realized that my own sounds of building lust had joined hers as I began to strive for my own release.

Karen’s eyes flew wide open, staring at me as she screamed, “YYYeeeeeesssss!!!! OHHH Gooodddddd YESssssss!!! I’m cummmmming….” I continued to drive into her, as her hips thrust up to meet me and the dildo. My own inevitable orgasm was rushing onward.

An electrical charge flowed through my body and my screams of release rose from my lips to join Karen’s as they began to trail off. I drove the dildo into her one last time and ground my hips into her, both our pussies feeling the respective dildos deep inside and both our clits enjoying the vibrations from the egg. This final action set Karen off into a second orgasm while I enjoyed the after shocks of pleasure rippling though my body from my first.

We both lay there, enjoying the warmth of each other; our wet bodies pressed closely together, our labored breathing slowly returning to normal.

Karen opened her eyes and looked into mine deeply, smiling. “That was so wonderful, you were wonderful Lori, better than any guy I have ever been with,” she said.

“Well, that probably had more to do with the guys you were with than my talents,” I replied. “I’m sure that the young men you have been with are probably just a little short on experience and stamina. That will change, with time. Believe me, its gets better.”

As I rolled off her, the wet dildo still jutting out from my hips slapped her thigh and we both giggled. I summoned the energy to pull the harness off and turn off the vibe. Karen helped out, loosening the harness buckle on one side.

That done, we snuggled back together under the blankets; enjoying the after-glow from the pleasure we had shared. “Ummmmm, Lori? Can I ask you a question?” she asked timidly, seemingly unsure of herself.

“Sure sweetheart, after what we just shared I don’t think there is anything you can’t ask me,” I replied.

“OK, well I was just wondering, well, you know, whether Greg is a good lover? I hope you don’t mind me asking.”

Of course I don’t mind Karen, and the answer is yes, he is a wonderful lover, the best I have ever had. He is sensitive, imaginative, has a great cock, lots of stamina, and never fails to leave me satisfied.”

“Mmmmm, he sounds wonderful,” she replied, “it”s just that I’ve never been with an older, more experienced man.”

“Well, maybe we need to do something about that,” I said, smiling at her, our eyes meeting.

“Are you saying what I think you are saying?” she asked. “That you wouldn’t mind me being with him, you know, him fucking me?”

“I don’t see why not, we have shared several lovers over the years. Besides 3-somes are a special treat for us, and I know he would love being with you. Maybe not right away, I think I’m going to be selfish and keep you to myself for a while,” I said, smiling

broadly. “Besides, there are a lot of things you want to learn and explore about sex, right? Maybe I should save Greg as a graduation present.”

“Ooohhh, that sounds exciting, I like presents,” Karen replied. “What would you suggest as my next lesson Ms. Professor?”

“Hmmm, let’s see. Well, you did say you were interested in anal sex, right?”

“Yes, but I’ve never really had anything in my bottom other than my fingers,” she stated.

“I think we can do something about that if you are game. You’re gonna need some practice at relaxing and stretching before you are ready to take Greg’s big cock up that beautiful bottom of yours,” I replied.

Karen’s face lit up in anticipation as she said, “Sure, I’m game for just about anything, what did you have in mind?”

“Well, I think I might have the perfect toy for this purpose, just relax for a minute while I get it,” I replied. Some time ago I had bought a set of three anal plugs that contained a small, medium, and large sized plug. They were part of what was sold as an “Anal Training Kit” that I had gotten for just such occasions when I was playing with a lover that was new to anal sex. I retrieved the smallest of the three and a tube of lube from the nightstand.

As I returned to the bed, I instructed Karen to pull her knees up to her chest. I went on to explain that anal penetration is most commonly done with a woman in doggy position, but that with her on her back and legs up provided a better position and straighter angle into the rectum. She quickly did as I instructed as I applied some lube to my fingers. I couldn’t help but pause for a moment and admire Karen’s tight, muscular ass. I found myself really looking forward to introducing her to the pleasures of anal sex. The role of teacher was beginning to grow on me, I suppose.

I began to slowly massage the rosebud of Karen’s asshole with my finger, spreading the lube over it. My finger produced a soft murmur of pleasure from her. “Just relax,” I said, softly. As I felt her beginning to relax, I let me finger slowly begin to slide deeper into her opening. Ever so slowly she opened to accept me.

My finger slid in, and I slowly rotated it, stretching her sphincter muscles. As I squirted more lube on my fingers, I asked, “How are you doing? You are awfully quiet.”

“Mmmmm, I’m doing wonderful, what you are doing feels great Lori.”

“Good, I’m glad you are enjoying it. Ready for another finger?” I asked. As I talked, I reached up, and with my free hand began to slowly rub Karen’s clit. A second finger joined the first, and soon it was buried deep in her bottom. A slight grimace of pain crossed Karen’s face but was quickly replaced by a look of pleasure.

“I know sweetheart, it hurts a little, just relax and try pushing out with your ass as I push in. Like you had to go to the bathroom,” I instructed her.

“It”s really OK, I kinda like the pain, and it sorta blends with the pleasure. Your fingers on my clit helps a lot,” she replied.

I giggled and said, “Yea, I know what you mean, been there, done that.”

As I slid a third finger into her ass, I watched her face closely and rather than the grimace of pain I had seen earlier, a look of pure pleasure was evident on her face and a deep moan escaped her lips. I remember recalling that either I”m one heck of a teacher or Karen was a very gifted student. Maybe both, I thought. Whichever was the case, it was clear that Karen was wonderfully anal erotic.

I began sliding my fingers in and out of her ass, fucking her with my fingers. I felt her opening to them, my fingers sliding easier through the ring of muscle guarding her ass. Her excitement was growing rapidly and I knew she would cum soon if I kept this up much longer. I softened my strokes on her clit and heard her moan of frustration quickly followed by the feeling of Karen”s ass tightly gripping my fingers.

I stopped moving and asked, “OK, you are about loosened up enough for the main event, you ready?”

“Mmmmmm, yea, I think so, but what you were doing felt so wonderful.”

I chuckled and said, “I know, but we have something to accomplish here. You can go back to being you slutty self as soon as I get your ass properly stretched. Isn”t that what we were out to accomplish after all?”

“Yea, I suppose so, it just felt so good. Let”s go ahead and get it over with I guess. But first can I tell you something?”

“Of course,” I said, “you can always say anything to me.”

“Well, this is kinda embarrassing but I really like it when you called me a slut. I don”t know, it just made me feel so sexy and hmmmm… nasty I suppose is the word I”m looking for.”

“That”s OK Karen; you can be my little slut anytime you want to. I just want you to enjoy yourself and maybe along the way learn a few things about making love and perhaps even about yourself,” I said sincerely.

I had slid my fingers out of Karen”s ass while we had been talking and had worked at getting the plug nicely lubricated. She watched intently as I had done so. I walked over towards her on the bed and saw the excitement mixed with a little bit of fear on her face.

“Are you ready?” I asked.

“Yea, ready as I”m gonna be.”

“Good, just remember to push out and try and relax. Don”t tighten up. I”ll take it nice and slow, but if you want me to stop or you need to rest let me know, OK?”

“Sure,” she said her voice barely a whisper.

Karen”s eye widened slightly as I approached her with the plug. It was the first time she had really gotten a good look at it. “Just remember to relax and try and push out,” I reminded her again. “It will only hurt more if you tighten up. If it does hurt, tell me and I”ll stop or slow down. Let me know how you are feeling, talk to me. OK?”

“I”ll try,” she said a little sheepishly.

I could see that her sphincter was still slightly open from my fingers. I placed the well lubricated tip of the plug against the opening and she gasped. “Are you OK?”

“Yes, it was just a little cold and surprised me is all.”

“Sorry about that, it”ll warm up fast. Ready?”

“UH HUH,” she moaned.

I slowly started to slide the tip in, watching her reaction. Her ass seemed to spread easily to accept the tip and I stopped when I reached the point where the flare of the plug began to bulge.

“You doing alright Karen?”

“MMmmmm, yea wonderful Lori. Please keep going, I like it,” she moaned.

“OK, but this is where it gets a wider, so let me know how you are doing, OK”

“UH HUHhhh!”

I stroked the tip back and forth a few times and was rewarded by Karen”s moans. I began to push in once again and was surprised as I watched her ass relax and almost swallow the bulge in the plug. I resumed stroking her clit as well. Just as I had gotten the widest point in her she said, “stop for a minute please.”

I stopped and said, “you are just about there, that”s the widest part.” Karen”s eyes were a little glassy and she was softly moaning. I noticed for the first time that she had her hands wrapped around her legs, holding them against her chest and her hands were once again pulling and pinching her nipples.

“It hurts so good. Do it, shove it up my ass pleeeeze,” she pleaded.

I gave a final nudge and the plug slid into place, almost as if it was sliding downhill. Her ass closed around the thin neck at the base. One final gentle nudge and the base was nestled tightly against the stretched rosebud of her ass.

“Oh GOD! I feel so full, so wide open, so stretched. Its wonderful,” she moaned. I watched as her fingers pulled her nipples almost frantically. I re-doubled my stroking of her clit and her moans turned to ecstatic grunts as her orgasm grew near. I closed my finger tips around the base of the plug and slowly moved it ever so slightly in and out. Her body began to quiver and I pinched her clit with my other hand. That was all it took and she exploded. Her screams of pleasure echoed around my bedroom and her body thrashed against my hands.

Suddenly she fell limp on the bed. My concern immediately grew. I slid up to the bed and checked her pulse, it was strong and steady. While her breathing was still rapid and ragged, it was already beginning to slow. I smiled to myself and realized she had passed out. I told myself that I was just too good of a teacher. I had had lovers pass out on me before, so I wasn’t too concerned. I decided some rest was in order and pulled a blanket up over her and let her sleep.

I decided now was good a time as any to get some of that work done that I had brought home from the office. I left her in my bed and headed off to my study.

I snuggled in next to Karen a few hours later and pulled the blanket up over both of us. She snuggled into my embrace and I soon fell into an exhausted sleep. My last thought being how nice it was to have her there next to me.

I awoke to the sound of birds outside, sunlight peaking through the curtains, and the smell of coffee. Coffee? HUH? I rolled over and there was a nude, smiling Karen sitting on the side of the bed. The previous night came back to me suddenly. I quickly became concerned how Karen would react to the night”s activities. A good long look at her told me I didn”t have anything to fear.

“Good morning Lori, I brought you some coffee; I thought you could use it. I wasn”t sure how you take your coffee.” She leaned across the bed and kissed me, softly but with an underlying passion.

“Uuuhhh,” I grunted, “black is fine. At least you could let me brush my teeth before you lay a lip lock on me.”

“Don”t be ridiculous, your lips are sweet no matter what time of the day it is,” she replied.

“If you say so.” With that I got up, grabbed my coffee, and headed for the bathroom. Even in my sleep fogged condition I noticed how Karen seemed to glow. Later I found her in the kitchen, standing over the toaster a butter knife in her hand.

“Would you like a bagel?” she asked.

“Yes sure, that would be nice.”

“I wanted to make you a nice breakfast but this was the best I could do,” she said.

“No, that”s fine. I need to go to the grocery. I”m afraid the cupboard is bare, at least for breakfast stuff.”

I sat down at the kitchen table and she placed a bagel covered in cream cheese in front of me. Seconds later she was refilling my coffee cup.

“Have you already eaten?” I somehow managed to get out between bites.

“Yea, I ate a while ago when I was waiting for you to wake up.”

“OK, why don”t you grab some coffee for yourself and join me in the hot tub while I try and steam out the cobwebs,” I said.

“That sounds like a good idea,” she said, a little too perkily for this time of the morning.

A few minutes later I was beginning to feel human and took stock of the situation. Karen didn”t seem like she was in any serious distress concerning the events of the previous evening. I sat and gave some thought to how I felt about them. I had to admit to myself that it had been a truly enjoyable and memorable experience. Karen was certainly a wonderful lover and had all the potential in the world to become an outstanding one. She was damn cute, had a wonderful body, an exciting attitude, a unique openness to try new things, was an energetic and passionate lover, and most of all seemed to share a lot of common sexual interests with me.

There was just one problem; I was old enough to be her mother. How did I really feel about seducing a girl her age? Wait one minute, I told myself. Who seduced who? In some ways it was her that at least presented the opening. She was the one that came out and made it clear of her desire for me. Besides, it”s not like she is a child. She is a full-grown woman that knew what she was getting into. I ended up coming to the conclusion that the best thing to do was to just table that issue and not beat myself up over it.

I looked at her and noted her warm smile and sparkling eyes and decided that there was no ethical issue to whip myself over. She seemed as happy as I had ever seen her. I decided the time had come for a talk.

“How do you feel this morning Karen?” I asked to get the conversation started.

“I have never felt so wonderful in my life,” she said.

“Did you enjoy yourself last night?”

“More than I could ever hope to express to you,” she replied enthusiastically. “Did you enjoy yourself Lori?” she asked expectantly.

“Ohhh you were wonderful sweetheart, truly wonderful. You are so sweet and giving, and such a tremendous lover.”

“Really?” she asked, genuinely surprised at my response.

“Yes, I meant every word.”

“I just thought that someone like me, you know, so inexperienced, wouldn”t have been that great for someone like you,” she replied.

“Well, you are inexperienced, but your other qualities more than made up for it.”

“Other qualities? Like what?” she asked, a quizzical look on her face.

“Well let see, for one thing you are absolutely gorgeous, adventurous, open minded, passionate, and seem to have an almost inexhaustible reserve of sexual energy,” I said, meaning every word.

“Hey, as I recall, and I don”t recall a whole lot, I was the one that passed out last night, so much for my sexual energy. As for the rest, thank you, that means a lot coming from you. Does that mean there is hope for me?”

“First off, there is no need to be ashamed of passing out after an orgasm like you had last night. I don”t know if I have ever seen a woman have such an intense orgasm as that one. Second, there is no need to thank me, I was just being honest. That”s how I really feel about you. Third, there is no need for hope. You have all the potential in the world, both as a beautiful lover, and as a wonderful woman.”

“Thank you Ma”am, that means a lot to me coming from you. I guess I have always had a little bit of a crush on you, but always thought of you as unattainable, at least until last night.”

“Karen, you don”t have to call me Ma”am. I”m not your mother and after last night I would hope you don”t think of me like you would your mother.”

“I like calling you Ma”am. It”s kinda funny but that is how I have always thought of you. Its just my of showing you my respect for you. I just want you to know how I truly do respect you. Please let me.”

Something clicked in my mind. A lot of things seemed to come together in a flash of insight. A lot of things I found sort of curious about Karen. I decided there was no time like the present to address them and charged right in. I sensed that Karen wouldn”t feel comfortable bringing it up. I think her comments were her way of dropping a hint.

“OK, if you want to address me as Ma”am, that”s alright with me. I do have one question though, would you prefer to call me Mistress?” There it was the thing I felt had been left unsaid. I was out in the open now and I watched her closely as she reacted.

The blush rose in her face almost immediately and her eyes dropped, unable to make contact with my own. I knew it! It all made sense now.

She sat there quiet, not speaking until finally she said almost in a whisper, “Yes, Ma”am, I would love to call you Mistress, I think I want that more than anything else I have ever wanted in my life.”

“You have been reading about Dominance and submission on the internet, haven”t you Karen?” I asked. Knowing that was probably the only place a woman her age would be exposed to D/s.

“Yes Ma”am, it started there and then I found some books on it and it just went from there,” she replied, before slightly more animated.

My curiosity began rise. “What books have you been reading?”

It started with the Sleeping Beauty Series, and Exit to Eden, and then I got my hands on a copy of Story of O,” she said, as if she was talking about the current New York Times best sellers.

“Those books are mainly about slavery, is that what you want to be, a slave?” I asked.

“I”m not sure; I kinda doubt it, at least right now. I have realized I am a submissive, and probably a masochist as well. I know I yearn to serve a Dom or Domme, maybe both. There is so much I have yet to experience and I have been careful to take it one step at a time. I don”t want to get myself in a situation that I regret later on. I have talked with enough subs online to know that is not all that uncommon. I think I have been very careful about the whole thing. I have had more than one offer to meet a Dom that I have met online but never felt comfortable with the whole situation. Most that I have met want a submissive, but don”t really understand what it means to be a real Dominant. They think it”s just about the sex and don”t understand the need a sub has to serve.”

My estimation of Karen went up tremendously as her words sunk in. She may be young, but she was level headed, intelligent, and wise beyond her years. In other words she wasn”t the type of sub that would lead with her ass instead of her head. I had known many of the former type, too many. After I considered her words fully I agreed with her observations and told her that I too had seen what she described all to often.

She sat quietly for a moment, reflecting, and then said, “Can I ask you a question?”

“Sure, you know you can ask me anything. I don”t have any secrets from you.”

“Well, I just get the impression you know a lot more about D/s and BDSM than I do. Am I right?” I looked at her and saw the hopeful expression on her face as she awaited my reply.

I smiled at her and her eyes brightened when she saw my reaction to her question. “I guess its time you learned some things about me,” I said.

I went on to describe a significant piece of my sexual history. A story I had never fully shared with anyone other that Greg, my husband. I started with meeting a former lesbian lover named Debbie. She was not quite a full fledged Domme, but was definitely a top. I told her how we she had incorporated a lot of D/s into our sex life together. I then went on to describe how Debbie had explained to me one night how she liked to be dominated occasionally and had asked me to top her. I asked her if she understood what a switch was and got a nod in response. I explained how the experience was a revelation to me, how natural it had felt to top Debbie and how much it had scared me later.

Up to that point in my life I had always looked for and usually found more aggressive and powerful male and female lovers. It had just felt right with them. I suppose it had a lot to do with how I saw myself as a woman and a lover and even more so about my insecurities. The experience had left me re-evaluating myself, not only as a woman, but as a lover as well.

I went on explaining to Karen how ultimately my newly found power had caused my relationship with Debbie to come to an end. We were just no longer sexually compatible and she understood that better than I did at the time. We finally wished me well and sent me on my way to find other partners with which to explore my new sexuality. We parted as friends and still remained friends. She would occasionally call and tell me of her new lovers and describe the details of her sessions with them. We had even shared a few encounters when her need to be topped had re-surfaced.

Karen sat in stunned silence as I went on to describe the next phase of my life as I went on to explore and learn more of my Dominant side. I told her of some of the submissive lovers I had known and loved, and of one in particular with whom I had shared my life. Her name was Susan and we had lived together for about 3 years until our jobs forced us to separate. It was a difficult and in some ways tragic story. We had remained friends and I told of how she had found a new Domme in Seattle where she now lived and how they now lived happily together.

I stopped the story of my life long enough to refill our coffee cups from the decanter I had brought with us. I then launched into a description of how my Dominant side has affected by my bisexuality. I soon found I was never really happy with sub males. Something about them never reached that point in my personality where my Dominant tendencies lay. My relationships with men were pretty well limited to vanilla encounters or with Doms and their female subs. I explained how these relationships were primarily occasional flings, never long lasting and only with Doms that could accept me as a Dominant equal. I was, in a way, a sort of visiting Domme to those who were usually in a long standing, well-established D/s relationship. I rarely felt the need to bottom to them. However, more often than not, these relationships would end when the Dom tried to exert his will over me and break me into being another sub to serve him.

Karen spoke up, having sat listening to my every word, and asked, “You said you rarely felt the need to bottom to them, what you meant by that.”

I launched into an explanation of how there was still some part of my sexual psyche that occasionally needed the release of bottoming to a Dom/me. There was some part of me that clung to the sub part of me that I had explored with Debbie so many years ago. I described to Karen how I looked at it as a safety valve that needed release occasionally and how much delight I took in the simplicity of only caring for the pleasure of a Dominant. I then went on to explain that I rarely found the strength of personality in a woman to give myself freely. I told her that, for whatever psychological reason, I usually only found this in a man. Perhaps it was due to deep down psychosocial association with the dominance of a male. I wasn”t sure, but knew that it was of who I was and had long ago accepted it as part of who I was rather than trying to rationalize it away.

Karen sat quietly, absorbing what I had to tell her of my life. She had only spoken occasionally, asking short, concise questions meant to clarify my story.

I decided it was time to wrap up my life history. “That brings us to the present. When I met Greg a lot of that changed. Ours is primarily a vanilla relationship, but when I begin to get than need to bottom he has shown himself to be more than a capable Dom. At least after I trained him,” I said with a smile. I continued, “when he introduced me to swinging I found that I began to meet a few submissive women through the lifestyle. Most are not full-time subs or slaves, but do have an inclination towards bottoming. Most are in marriages that are pretty much vanilla in nature. Even within swinging they do not openly flaunt their submissiveness. However, every once in a while they meet someone like me.”

“I have developed some wonderful relationships with a few of these women and usually with their husbands or boyfriends as well. Many of their men realize that they do not have within them what it is their sub partners need to feel fulfilled. They accept that this is part of what they need, just as they openly accept that they are bisexual. I think that for many of them it is a relief that they have found someone like me so that their needs are met. They know that it won”t lead to the temptation to find someone less “safe” to meet it, which might ultimately threaten their relationship. As in all of swinging it is understood that the primary relationship with your significant other comes first. No one is out to destroy or threaten that relationship.”

“I can think of many occasions when a husband has happily sent his wife off to spend time with me, knowing that she will be happier and more satisfied when she returns. I have had a few tell me that their time with me has seemed to solve an unspoken but constantly irritating condition in their relationship.”

“I suppose the same is true for Greg and myself. While I think I could be happy with Greg in a strictly vanilla relationship, I don”t think I would be as happy as I am now that I am able to exercise the Dominant part of my sexuality through these women. It is definitely a release for me.”

Karen looked at me, smiling, and said, “It sounds like a wonderful solution to me.”

“Oh, it is,” I replied, “but there are just a few problems with this solution, as you put it.”

“What are they?” she asked.

“First off,” I began, “for a variety of reasons that I won”t go into now, I”m not often able to include Greg in these sessions. Ultimately I would like to be in a situation where Greg is included in some way in this part of my life. Maybe not necessarily as a co-Dominant, although, as I said, I think he has a lot of potential in that regard. He is my life partner, my lover, and my husband and I want to be able to share as much of myself as I can.”

“That”s understandable,” Karen said, thoughtfully.

“Secondly,” I went on, “I am only able to see these subs occasionally. Sometimes it is months between sessions. This is often due to scheduling conflicts or often just because they only occasionally need to express their submissive side. Like I said earlier, these are not full time subs or slaves. I have spent enough time with some of them that we have developed some mutual history and I have come to feel that I know their needs. However, there is much lacking in this type of arrangement. While I care for each one of my sub friends, our relationship lacks a sense of continuity and shared intimacy and to a large degree commitment. They are not committed to me, no more than a patient is committed to a doctor. They are not my subs; their commitment is to their husbands and boyfriends. We provide what each other needs, release, but there is not the intimacy that a true D/s relationship should truly be based on.”

“Hhmmm, I understand,” Karen commented.

“Do you?” I asked.

“I think so.”

“Well, I”m starting to turn into a prune,” I said, looking at my shriveled fingers. What do you say we grab a shower and move to the living room so we can continue our chat?

“Sounds like a great idea.”

As she stepped out of the hot tub I noticed the base of the anal plug between the cheeks of her ass. I had forgotten all about it, assuming she had taken it out!

“Uh Karen, I forgot to take the anal plug out last night before I went to sleep.”

“Yea, I know, but that”s OK. I have kinda gotten to like it. Sometimes I almost forget it is there, but then I squeeze it with my bottom and it feels so good,” she said excitedly.

“I didn”t intend for you to keep it in so long.”

“I took it out for a while when I had to go to the bathroom this morning. I cleaned it and myself real good and then found the lube and put it back in when I was done,” she said cheerfully smiling.

“Well, lets take it for now and after we get out of the shower we”ll see if you are ready for the next size bigger,” I explained.

“MMmmm, that sounds wonderful.”

“Bend over the vanity for me, and I”ll take it out,” I said, a firm tone to my voice.”

“Yes, Ma”am.”

I chuckled to myself as I realized how desperate Karen was for my control. I wasn”t yet sure about her as a sub but found myself beginning to consider the possibility more and more as time went on.

“Here we go,” I warned and grasped the plug base and began to pull it out.

“Aaahhh, that”s the part I don”t like,” Karen groaned.

“Why”s that?” I asked.

“It leaves me so empty and hollow inside, I already miss it. I don”t think I can get used to that,” she said.

“Maybe I”ll have to buy you a set of your own butt plugs.”

“I”d rather use yours,” she said, a hopeful gleam in her eye.

“We”ll see,” I said in reply. I slapped her ass just enough to get her attention

Karen gasped; her hand flew to her ass which was just starting to turn a faint pink and said, “Promise you”ll give me more of that later?”

“We”ll see, maybe if you earn it. Now move that lovely ass of yours or we”ll never get our shower.”

Our shower together was fun and playful. Karen delighted in how I could soap my body and then scrub hers with it. We scrubbed each others body until we were pink. We shampooed each other”s hair. I paid particular attention to her ass, making sure it was very clean and sweet smelling, inside and out. Karen eventually came on my soapy fingers, three in her ass and three more in her pussy stroking her G-spot while my thumb stroked her clit.

After drying each other with warm fluffy towels, I told Karen to stay there and I went to retrieve the medium ass plug. I quickly had it lubed and told her to “assume the position” leaning over the vanity again. I felt Karen will her ass to relax as my fingers applied more lube to first the opening, then the interior of her ass. I spanked her once again and she groaned but made no comment.

“OK, since you have become accomplished at putting a plug in and taking it out,” I began. “I”ll let you put this one in by yourself.” I placed the plug sitting upright on the toilet seat lid and said, “Go for it, its all yours. You know the drill by now.”

“Yes Ma”am,” she said, somewhat demurely, her eyes locked on the increased girth of the new plug. I again saw the mixture of fear and excitement in her face that had been there the night before when she was first introduced to the smaller one.

I watched as she spread her legs and squatted over the toilet. She reached down and held the plug with one hand while steadying herself with the other. She stopped when her descent resulted in the tip of the plug resting against her anus. A determined look spread across her face and she once again began her descent. I could see the tension in her body as she began to fill her ass with the plugs width. Her legs trembled slightly as she continued lowering herself. Her descent was slow, but still faster than I would have thought possible. She was certainly taking the plug faster than I would have been able to take it in my own ass. She did not speak, but did make some grunting noises mixed with occasional groans as she continued lowering herself. I instinctively knew that these were from the mixture of pain and pleasure she was feeling. When a majority of the plug was inside, she released it and in one motion dropped down, pushing past the bulge and letting in seat itself in her ass. I was amazed, she had taken the plug much more easily than I would have expected of a woman of her limited experience.

“How do you feel? Are you OK?” I queried her.

“Mmmmm, it feels wonderful, I”m so full” she replied dreamily. “I especially like when the bulge spreads me the widest. It hurts so good,” she said with a rising note of excitement in her voice.

“I can see that you have really taken to having your ass filled. I can”t wait to see Greg spread your cheeks and fill you with his nice thick cock.”

“Me either Ma”am,” she replied, the dreamy look back. “Can I ask a favor please Ma”am?”

“It depends, what is it?” I asked.

“Can I please touch myself, I need to cum real bad,” she pleaded, her need suddenly evident in her eyes.

“Yes, go ahead. I”m gonna go fix us some lunch; meet me in the living room when you are done.”

“Thank you so much Ma”am,” she replied, a warm glow on her face. The words were not even out of her mouth when one hand was on her clit and the other had a firm grip on a nipple. I gave her a warm smile and turned to leave.

I hadn”t made it ten steps towards the kitchen when I heard her now familiar howl of pleasure. “My, she is certainly a hot one,” I said to no one but myself.

Moments later she joined me in the kitchen, her body still flushed and glowing from her recent release.

“Feel better?” I asked with a grin on my face.

“Yes, Ma”am, much better,” she replied.

“Well, the day may come when you will be required to earn your orgasms. How do you feel about that?” I said, hinting at my interest in orgasm control and denial techniques when in a D/s session.

Sudden awareness of what I was saying lit up her face and she said, “That excites me a lot Ma”am.”

“Well, we”ll see. You are a long way from being ready for something like that.”

“If you say so Ma”am, but I think you might be surprised how ready I am.”

Not wanting to get into that discussion at this point, I changed the subject and asked, “How does your ass feel?”

“It feels great, like its keeping me on the edge of full blown arousal. I love the feeling of fullness buried in it. I can”t help but clinch down on it with the muscles in my ass and I feel it in my pussy. It wouldn”t take much for me to be begging for an orgasm,” she said with an expectant look on her face.

Her description raised my own temperature. I took her by the hand and simply said, “Follow me.” Lunch was suddenly forgotten.

Tags: Fetish, Story