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May/December Romance Ch. 01

By: CorsetLvr



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.

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


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.


May/December Romance Ch. 01



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."




May/December Romance Ch. 01



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.




May/December Romance Ch. 01



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.




May/December Romance Ch. 01



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. 



May/December Romance Ch. 02



I led Karen to my bedroom and spread her out in the center of the bed. "Do you think you are ready to try mixing a little pain with your pleasure?" I asked.

"Yes Ma'am, I think I'm more than ready to try that," she replied with a mixture of anticipation, excitement, and some degree of fear of the unknown apparent on her face.

I reached into my bedside table drawer and pulled out my favorite set of clover leaf nipple clamps. Karen's eyes grew wide when she saw the clamps and I heard a gasp as she realized the clamps intended purpose. 

"Are you still game?" I asked.

"Yes Ma'am," my young lover said.

With that, I leaned over her prone body and took her right nipple between my fingers. She gasped as my fingers began to apply pressure to her already partially erect nipple. It quickly grew fully turgid as I applied pressure. I bent over and took her nipple between my lips and sucked hard on it. The gasp that flowed from her lips as I sucked was soon followed by a loud moan as I applied pressure on Karen's nipple with my teeth. 

I quickly repeated the same procedure on her other nipple. Her Hershey kiss nipples sprang to attention and I couldn't help but admire them. I slowly released the tension on the clamp and allowed it to slowly grip her nipple. Karen groaned and her eyes shot wide open as the pain shot from her nipple throughout her body.

"How is that, can you handle it?" I asked.

"Uhhh yea, I think so, it's just so intense," she replied.

"The pain will fade in a little while, ready for the other one?" I asked.

"Yes Ma'am, please go ahead."

The sound that came from Karen as I placed the second clamp on her nipple was more of a moan than a groan. I could tell she was getting into it from the glassy look in her eyes. She was concentrating on the intense sensations in her breasts. I placed my hand over her pussy and noted a gush of liquid flowing from her pussy. Yes! She was really getting into this new experience. 

"Something tells me you really like the clamps," I stated.

"MMmmm, it's so intense, it's nothing like I have ever felt before," she said, a dreamy quality clearly evident in her voice.

"Are you ready for more, ready to explore more of what you are capable of experiencing?" I asked.

"Yes, I think so," she said, slowly, almost hesitantly.

"Do you think you are ready to try being spanked?" I asked.

"Yes, please Ma'am, I think I would like that," she said, the excitement evident in her tone.

I pulled Karen across my lap, settling her ass over my thighs. I could feel her wetness against my thigh and the coolness of the chain connecting the clamps brush my calf as she got settled in position. My right hand rested on her tight, athletic, almost boyish ass, holding her in position while my other hand reached down to grip the chain. I noticed the base of the anal plug still buried deep in the crease of her ass.

"Are your nipples getting numb yet?" I asked, knowing that after a while, the reduced blood flow to her nipples would cause them to begin to get numb.

"Yes, a little, how did you know?" she replied inquisitively.

"It's not like I haven't experienced the clamps myself," I said with a giggle. "Well, we can't have you getting all numb, can we?" I stated. With that I pulled on the chain. What Karen didn't know was that the clamps tightened further when the chain was pulled. A fresh bolt of pain shot through her as they tightened and she groaned in response. The groaned transferred into a throaty moan. I quickly realized that she was at the stage where pain and pleasure were starting to merge into pure sensation. 

"Are you ready now?" I asked.

"Yes Ma'am, please." 

My hand rose from its resting position on her ass and I saw her tighten up. "Just relax, it will feel better," I counseled her.

I started to lightly spank her ass and upper thighs, sometimes stopping to stroke her increasingly pink skin between blows. Karen's soft murmurs grew into moans and I began to slowly increase the intensity with which I spanked her. I could see her tighten her ass and clinch the plug in her rectum after each spank. Her hips began to rise to meet my hand and I felt a fresh batch of juice begin to flow from her pussy onto my thigh. 

I recognized that she was ready for more. Once again I increase the intensity of my spanks and took the chain connecting the clamps between the fingers of my free hand. I began to give the chain a gentle tug in time with the strokes of my hand. Karen's groans metamorphisized into an almost animal grunt every time my hand made contact with her ass. Her ass and thighs changed to a bright red glowing hue as the strength of the blows grew. I stopped to rub her ass and felt the heat radiating from her skin. 

"Don't stop... please don't stop... more... I need more... harder," she groaned.

I gave Karen what she wanted, no, what she needed. My hand began to slowly rise and fall on her ass once again and she again began to raise her hips to meet the blows. I also increased the gentle tugs on the nipple clamps to firmer jerks. I tried to talk to her a few times but I quickly realized she was lost in sub-space. My voice was probably a far off thing that she was probably having a hard time concentrating on anything other than the sensations she was experiencing.

I settled into a steady rhythm and my wandered a bit as I considered what a rare gift had stumbled through my door. Karen was definitely a natural sub. This was her first experience with pain play and she had moved into sub space as if it had been into it for years. I had known more than a few subs over the years, but none were as naturally talented as Karen. The fact that she is a masochist is a major plus. As if that wasn't enough, she is just so damned cute. I knew one thing for sure; I was going to enjoy this. 

I forced myself to break out of my reverie and pay attention to Karen, and her responses. She was close to orgasm. I knew her well enough to recognize the signs of her imminent release. She just needed a little more to push her over the edge. Besides, my hand was tingling and starting to ache from spanking the rock hard flesh of her ass and thighs. 

I spread her legs and started to spank her pussy. I aimed so that my fingers whipped her exposed clit. Her ass clinched continuously around the plug and I could see the tremors rippling through the rest of her body. The juice was flowing from her pussy like a river onto my thigh and splattering all over both of us as my hand landed on her labia in a wet smack. She was there, on the edge. She just needed one more slight push to put her over the edge. 

I pulled the clamps off of her nipples. The blood surged back into her hard nipples and she experienced a rush of commingled pain and pleasure. 

Karen's groans turned into screams. She didn't cum, she erupted. There has to be a term for something that is more than a mere orgasm, but I don't know what it is. I know it when I see it though, and I was seeing it. 

Finally, after what seemed like minutes she went limp across my lap. I realized instantly that she had passed out. I managed to move her onto the bed. I covered her with a blanket after removing the plug from her very relaxed asshole. 

I decided to go take a shower and wash her juice from my body while she slept. My stomach growled and I suddenly remembered something about fixing lunch. 



May/December Romance Ch. 03



After a long, hot shower during which I shaved, I went to the kitchen and fixed myself a sandwich and sliced some fruit. I prepared a second plate for Karen, knowing that she would probably be hungry when she woke up. I sat down at my laptop in my office and tried to get some work done while she slept.

The operative word is tried. My mind kept wandering to Karen. I couldn't help but wonder if this weekend was just a fling for her or was she looking for more. I decided on a game plan to discover which was the case, and how to take this relationship forward. I also knew that I would have to have a discussion with Greg about this as well to make sure he was cool with it and to get his input as well.

I managed to get a couple of hours work done and looked outside and noticed the shadows were starting to get long. I thought I should probably go check on Karen. She was just beginning to stir when I walked in. 

I sat down on the bed next to her and asked, "How do you feel?" 

"Good, really good," she said, smiling. "I'm sore too, but in a good way, you know what I mean?"

"Yea, I know, like the soreness brings back a lot of good memories?" I asked.

"That's exactly what I meant; I just couldn't put the words together. I guess I'm still a little fuzzy headed. "What happened anyway?"

"You passed out when you came and I let you sleep," I said. 

"Ohhh yea... when I came... what a cum it was," she said, a broad smile across her face. "I didn't know I was capable of cumming that hard. What I can remember of it anyway. There are a lot of things that are pretty fuzzy about what happened."

I giggled and said, "Yea, you were in sub space most of the time. That's not unusual. You probably don't even remember me talking to you. You were pretty much out of it."

"Hmmm, sub space huh? I've read about it but I sorta thought it was like a fairy tale or something."

"Well, I think you found out first hand that's it's a bit more than a fairy tale," I said.

"I guess so," she said, thoughtfully.

"We can talk later, you must me hungry. Come on, I fixed you something. I think you could use a shower first," I said.

I ushered her into the bathroom and got her into the shower. I went to get her lunch from the refrigerator and got something to wash it down.

I met a still slightly wet Karen in the living room and put her plate and drink in front of her. She thanked me and dove in like she hadn't eaten in a week. I couldn't help but envy her youthful metabolism that allowed her to eat like that.

After she had finished she snuggled up next to me, her head on my shoulder. I thought the time was right for a chat and said, "Would you like to talk about a few things?"

"Yea, I guess so, like what?" she asked.

"Well, I was just wondering about what you thought about everything you had experienced in the last couple of days, and about me," I replied.

"OK, I think that would be a good idea," Karen said.

"I know it's still early but I mainly just wanted to know if this was just a fling for you, or are you looking for more than that. Is that something that you have even thought about?" I asked.

"Yes, I have given it a lot of thought, as a matter of fact," she said in a way that made me think that she was ready for the question. 

"Would you like to share those thoughts with me," prompting her to carry on with a conversation while at the same time allowing her to stay within her comfort zone.

"Lori, I feel like I have found out a lot about myself in these few hours that we have spent together. I don't just mean the sex, although I have no complaints about the sex. The sex has been better than I ever thought possible," she said.

"OK, please go on," I said, realizing she had a lot more to say to me.

"What I think I have discovered is that I have genuine attraction to women. To be honest, when I came here I was curious but now that curiosity has been satisfied and now I know I am at least bisexual. I have found that being with a woman not only satisfies a large part of my sexuality but a large part of my emotional needs as well. I don't know how all this will affect my attitude towards men, but I feel like I have plenty of time to figure that out for myself," she said, stopping to take a breath and gather her thoughts before continuing. 

I knew she was considering what to say next. I waited patiently while she did so. My arm was draped across her shoulders and I slowly caressed her silky hair and soft skin as she thought about where to go next with this conversation. 

"I don't think I'm telling you anything new when I say that I have discovered the submissive side of my sexuality. I think you probably saw that side of me before I really had any clue about it. It's like a door that I didn't even know existed has been opened for me. It's like a lot of things that I have felt, but didn't really understand, have all come into sharp focus because of what you have shared with me. For that, and so many other things, I would like to thank you," she said.

"You are more than welcome sweetie. It was my pleasure to show you that side of yourself. When I say my pleasure, I mean it, literally," I said with a bit of a giggle. 

She went on, "Obviously, I'm more than anxious to continue exploring these new facets to my sexuality."

"I think that would be a very good idea," I said.

"The main question I have is what part you will have in that exploration," she stated.

"What part do you want me to play?" I asked.

"Well...," she said, hesitating, "I have very strong feeling for you Lori, or should I call you Ma'am?"

"Lori is fine for now. Please go on," I said.

"Well... like I said, I have very strong feeling for you. To be honest, I don't know if that is because of the intensity of what I have experienced in the last couple of days, or because there is more there. I know I have fallen in lust with you, but I realize that I shouldn't make any assumptions on there being more than that between us," she said, turning and looking deeply in my eyes.

I saw that it took a lot for her to say that to me and I let her gather her thoughts for a minute. I was also digesting what she had said as well. I was somewhat impressed with her maturity of her words. She was definitely mature enough to understand that lust and love were two things that were easily confused in the heat of passion, especially in young adults like her. I knew that I had been guilty of that on a few occasions in my life. Fortunately, I had never made any serious life changing mistakes as a result of it. I knew that many people couldn't say the same thing, especially at her age. 

What she had said made me consider my own feelings for Karen as well. Yes, I did like her. Yes, I did lust for her. Yes, her emerging sexuality did excite me. Yes, I was turned on by the idea of being the teacher of such a sexy young woman. On the other hand, I couldn't help but wonder how she would fit into the other parts of my life. There was my career, my family, and my relationship with Greg. How would a relationship with Karen, if I could dare call what we might have a relationship, fit into all that. 

I finally realized that all these issues could be put onto a back burner. Nothing had to be settled now. This was just a time for us to share how we felt about each other and maybe make a few decisions of where we needed to go in the short term.

Karen built up a fresh head of steam and charged on. I liked that about her. 

"I know that you have a full life already, and I'm just not sure how I would fit into that. Of course that assumes you share any of the same feelings I do. I may be assuming too much," she said. It was like she had been reading my thoughts. 

"Karen, I do like you a lot, and a lot of the things you have said were thoughts that I have had myself, at least from my own perspective. I share most of your concerns as well. I will say that I am happy that you are able to recognize these issues. It shows a lot of maturity for someone your age. I also realize that we may be jumping the gun in trying to make decisions right now. Like you said, it's still early in our relationship, and yes I think it is the beginning of a relationship. Lets just take it one day at a time and we will go from there, OK?" 

"OK, that sounds good to me. I'm just so happy that you don't just look at this as a fling. I do want you to be a part of life, however that works out. I know that I am in a situation where I will have to be happy with whatever I can get from you," she said, a tone of almost melancholy permeating her voice.

"Lori... sweetheart, you should never have to settle for anything. You are a beautiful young woman, an exciting lover; you have such a refreshing attitude towards exploring your sexuality, and have the potential to be a wonderful sub to some lucky Dom. Whoever is lucky enough to be a part of your life will come away from it better off for having you in their life. At this point, I don't know whether we will end up as lovers, a Domme/sub couple, in a triad relationship with Greg, or just friends; but I do know that I want you in my life to some degree or another."

It was if a lot of tension drained from her like a balloon deflating as she listened to my words. I'm sure Karen had been prepared for the worst.

"We don't have to decide anything today. We'll work out some plans on where we will go from here tomorrow. Does that sound good to you?" I asked.

"Yea, that sounds good to me," she replied. 

"What do you think about hopping into the hot tub and relaxing for a while?" I asked.

"That sounds great, let's go."

"You go ahead, I'll get us a glass of wine, get us some towels, OK?" I said.

"OK, see you there," Karen replied. 

I had poured two glasses of wine and arrived at the hot tub. Karen had still not arrived and I wondered why. She arrived a few minutes later.

"I had to pee and saw the plug in the bathroom and decided to put it back in. Is that alright?" she asked.

"Yea, I guess so. It looks like I will need to replace my set of plugs. It looks like you have grown attached to them," I said as she climbed into the hot tub.

"Would that be alright? I mean I'll buy you a new set to replace them. I guess I have grown attached to them like you said. Besides liking the way a plug feels in my ass, you know... the full feeling; it makes me feel closer to you. Like a part of you is with me all the time," she said.

"Yes, you can keep them, and no you don't have to replace them. Let's just call it a present, OK?"

"Thank you Ma'am, I appreciate your generosity," she said, lowering her eyes in a naturally submissive manner. 

"Maybe I'll take you toy shopping later this week. Every woman should have at least a few toys of her own," I said, shifting into Domme mode. 

"Yes Ma'am, I would enjoy that," she replied excitedly.

"I think I would too," I responded.

"Do you think I can try the large plug after we get out? I didn't want to use it without asking you first Ma'am."

"Yes, if you think you are ready for it," I replied.

"I'm not sure, it scares me a little, but there is only one way to find out, isn't there Ma'am?" she asked, smiling at me. 

We sat and soaked in silence for a while, both lost in our own thoughts. I realized that a lot of those thoughts involved several "what ifs." I draped an arm across Karen's shoulders and almost absent-mindedly my fingers found their way to her turgid nipple which was at the water surface.

"Mmmm, that feels nice," she purred.

"Do you have anything planned for next weekend," I asked.

"Nothing important that I can't get out of," she replied. "May I ask what you had in mind?"

"Let's just call it a surprise. I would have to do some checking and make some arrangements and so it's just a possibility at this time. I will talk to you later this week about it if it works out," I said. 

"Yes Ma'am," she replied. 

"Let me ask you this though. What would you think about spending a weekend thoroughly exploring your submissive side?"

"I would love it Ma'am, especially if it was with you," Karen replied.

"Oh yes, it would be with me. I should tell you that your limits would be thoroughly tested and explored. Does that scare you?" I asked.

"Uhhhmmm... yes I suppose it does scare me on at least one level. At the same time it excites me on another level. I... I think... I think what scares me isn't being tested, as you said, but maybe more what I would end up finding out about myself," she said.

"I'm sure you are dealing with a lot of things about your self image right now. You've done a lot of self-exploration in a short period of time. It'll take some time to come to terms with all of this," I said, trying to be as reassuring as I could. 

"It sounds like you have been there," she said, the implied questions hanging there.

"Yes, I have, our sexuality has a lot to do with our self-image. My discovery of my sexuality didn't happen in such a concentrated time frame as you have experienced. I don't know if I could have handled it as well as you have when I was your age. I'll tell you all about my sexual history one of these days. Not now," I said authoritatively. 

"Yes Ma'am, I will look forward to hearing whatever you have to tell me about yourself," she said, sinking further into her submissive zone. 

"I'm starting to shrivel. Let's get out and we'll see if you can handle the big plug," I stated.

"Yes Ma'am," Karen replied, a bit of excitement in her voice, as she handed me a towel.

I quickly found the large plug and a bottle of lube and met Karen in the bathroom. I handed her both and said, "OK, go for it. I'll stay here for moral support."

Karen removed the medium plug and put it in the sink to be cleaned as I had taught her. She then applied a fresh dose of lube to her ass and the large plug. I could see more than a little wide eyed anxiety and anticipation in her face as she handled it. I didn't want to tell her that even though I had a lot more experience with anal play than she did, I had never been able to take the large plug. 

She sat the plug on top of the toilet seat and settled her ass over it. She got about three quarters of the way down the flared portion with no problem, that part being about the same size as the medium plug that she had just removed and had become accustomed to. The problem came soon after that. I could see the growing pain in her facial expression and the tension in her body as she continued to try to force the girth into her ass. 

"Remember to relax and push out. Don't fight it," I said.

"Yes... Aaaaahhh...Ma'am," she grunted.

She had it almost all the way in now, only lacking less than an inch before the getting past the widest part of flare and allowing the small neck to lock the plug into place in her rectum. 

"You're doing very well, you're almost there. Just use your legs to bounce up and down and it will pop right in," I instructed.

Karen followed my instructions and bounced once, using her body weight to force the last of the plug into her ass. A loud "whoosh" of exhaled breath, followed by a groan of relief, accompanied the closing of her sphincter around the neck of the plug. 

"You did very well little one, I'm proud of you. You demonstrated remarkable self control. How does it feel?" I asked.

"Thank you Ma'am. That was so intense. I didn't think I could take anymore. I'm glad you taught me the little bounce trick. I was about to give up. My ass is sooo stretched and I feel sooo full. I didn't think I could take the pain as it went in, but I didn't want to disappoint you. I guess my fear of disappointing you was what helped me through it. It feels great now. I like it and I'm sure it was worth everything to get to feel it in me like it is now," she replied, pouring herself out to me.

I couldn't help but think that Karen had greater potential than any novice sub I had ever met. She definitely had the basic requirements, a need and enthusiasm to serve and please a Dom/me. Her personality and outlook was right for this lifestyle. The self-discipline that I just witnessed was another key attribute I prized in a sub. I could only imagine the possibilities that she represented. 

My horniness was again peaked by watching her take the plug. I thought it was a good time to test her ability and willingness to please me. 

"Follow me," I instructed.

"Yes Ma'am," she replied.

I led her to my bedroom and told her to kneel. I pulled a chair in front of her and sat down. I quickly taught her a proper kneeling posture, instructing her to spread her legs and place her upturned hands on her thighs. She quickly and enthusiastically followed my instructions. So far, so good. 

"Do you want to please me, Karen?" I asked.

"Yes Ma'am, more than anything," she replied, her eyes downcast and her voice totally subservient. 

I took her chin in my hands, lifted her eyes to meet mine, and said, "Good, I will give you your opportunity. You are to give me pleasure unselfishly. Your own pleasure is of no concern to me now. If you do well I may reward you with an orgasm later, but now I wish to test your abilities to serve me, to give me pleasure. A Domme is never obligated to give pleasure to a sub. He or she may do so as it pleases them. Do you understand and accept that?"

"Yes Ma'am, I understand completely and am thrilled to serve you," she replied. 

"Good, let us begin." I pulled her mouth to my own and our lips met in a sweet kiss that grew more passionate as it continued. My tongue invaded her mouth, dueling with her tongue as the heat of my passion grew.

I took her hair in my fingers and pulled her to my breasts. My nipples were already hard with anticipation. "Suck my nipples as I have taught you little one," I said.

She answered with a moan and I felt her begin to alternate soft kisses around my breasts. The kisses became firmer and she moved closer and closer to my nipples. I gasped as I felt her lips latch onto a nipple. Her kisses and sucking became stronger, lighting a fire between my legs, a fire that I was soon to have quenched. I moved her mouth from breast to breast as suited me, directing her with tugs of her hair, using her mouth for my own pleasure. Her sucking grew more urgent as she nursed on my turgid nipples and pulled on my piercings with her teeth. The sucking turned into soft nibbles and I showed my approval through my more frequent moans of pleasure. The nibbles in turn grew firmer and turned into soft bites. 

I could feel my labia becoming engorged, congested, swelling between my clenched thighs, longing for attention. I pulled her head towards my pussy. Karen followed my lead and was soon comfortably situated between my legs, my thighs draped over her shoulders.

"My pussy, fuck my pussy... with your tongue," I gasped, my voice heavy with lust.

Karen moaned her understanding of what I wanted and I felt her fingers spread my engorged labia. This was quickly followed by the sensation of being filled by her tongue spearing into my tunnel. I groaned in pleasure at the feeling of her soft tongue filling me.

Karen's tongue buried deep, lapping up the flood of juices sluicing from within me. I pulled her head tight into my pussy. My thighs gripped her head. This is what I wanted, what I needed, an overwhelming need for this kind of primal and raw sex. I was using her to meet my own needs and she seemed to revel in it, fulfilling her own need to please me.

I pulled Karen's mouth up to my clit and I was soon lost in a cloud of euphoria as her tongue danced around its exposed shaft. Her finger slid into the flooded chasm of my pussy and began to massage my G-spot. I was delighted with her initiative. I moaned my approval of her efforts.

I pulled harder on her headed and she instinctively understood my need. Her lips locked on my clit and began to suckle upon it. She alternated between suckling and softly pulling on my hood piercing with her lips and teeth. The sensation of Karen's tongue flicking the tip of my clit while her lips continued to suckle it coincided with her sliding a second finger into my slit. 




May/December Romance Ch. 03



I could feel the pressure building, my orgasm approaching rapidly. I could hear my moans filling the room as if they were piped in from a premium sound system that had been cranked up to the max. Through the fog of pleasure I felt my legs trembling and I recognized the signs of my impending release.

No, I decided, not yet. I was not through, I wanted the urgency to build more before I allowed myself the release of orgasm. In a moment of clarity I decided I was not yet ready to release Karen from her service to me. I knew that when I did cum it was going to be huge and I would be wiped out and unable to continue. I wanted this to last a bit longer, as much for my own ultimate pleasure as for my need to have to have this new found sub worship my body. I could tell that she was 100% focused on making me cum and I wanted to teach her a lesson. I wanted to teach her that I had control over my own pleasure and not her. After all, this was a teaching lesson for her as much as it was a need on my part for sexual release. 

"Stop... enough for now... my ass... please my ass... with your mouth," I groaned.

"Yes Ma'am," she dutifully replied.

The very intense sensation of Karen's mouth on my clit was suddenly replaced by the much softer feeling of her lips on my ass cheeks. My body immediately shifted gears from the driving need of approaching orgasm to wallowing in the sensuality of Karen's mouth and hands making love to my ass. 

Her hands cupped my buttocks and spread them. Her mouth zeroed in on the rosebud of my asshole. I rolled my hips back to give her better access. I couldn't help but groan as I felt the soft sensation of her lips kissing and her tongue swabbing the ring of my asshole. She began tentatively at first, growing accustomed to this new experience but she quickly took on her new chore with growing enthusiasm and confidence. That confidence was fed by the growing volume of my mewling moans as I absorbed the sensations that flowed from my ass. 

Her tongue speared into my asshole. OH goddess how I love that feeling! The sweet sensation of her soft tongue burrowing into my ass is something I will never get enough of. Spurred on by my groans, Karen continued to push her long tongue deeper and deeper until her face was buried as deep as she could get into the crease of my ass. Her moan joined mine as I flexed my sphincter and grabbed her tongue.

I floated in the sensations. Pure pleasure, without the overwhelming need to cum, enfolded me in its embrace. Karen's mouth and tongue seemed tireless in their pursuit of worshipping my ass and I was more than happy to let her get her fill. My pussy was flowing like a river down to my ass and mixing with the saliva

on her tongue as it fucked my ass.

As much as I was loving the attention that Karen was paying my ass, I was ready for more. That nagging need to cum was growing once again. Her attentions had brought me to a high level of arousal, but not enough to pull my trigger. I pulled her head from my ass and back to my pussy once again. 

"Your fingers... in my ass... put them in my ass... fuck me. Suck my clit. I want to cum," I groaned passionately. 

"Yes Ma'am," she moaned into my pussy. 

Her fingers slid easily into my saliva slickened ass and began to rapidly saw in and out of my gaping asshole. My climax built rapidly once again. I struggled to hold it back, to allow my pleasure and my ultimate release to build in intensity. The fullness in my ass and the sweet sensations of her lips on my clit folded together. I realized that I was tugging hard on my own nipple piercings. The resulting pain/pleasure shooting from my chest only added to the heat that was building inside me. 

Somehow, through the cloud of molten lust that enshrouded me, I felt Karen's fingers from her free hand slide into my pussy. They curled upwards to apply pressure to my G-spot. The sensations from my ass, pussy, clit, and nipples were too much and I lost the ability to consciously feel any single stimulus. Tremors rolled through my body. 

I was unable to consciously sense what happened, but Karen later told me that she bit down on my clit and that was all it took for me to lose the struggle to hold back my orgasm. All I remember was my body levitating off the bed as every muscle in my body spasmed and then the sound of a woman screaming as she experienced an earth moving orgasm. I later realized that that someone was me.

My orgasm, or was it orgasms, seemed to be unending. It went on and on and I thought I would lose my mind as the result of the pleasure deliriums while the convulsions rolled through my body. I finally slumped in exhaustion on the bed. I was barely aware of what was going on around me.

"Damn," I gasped several moments later. I rolled my head to the side and saw Karen sitting beside me. Our eyes met and I could see the arousal bright in her eyes. 

"Ma'am, can I cum? I need it so bad," she asked.

"Yes, you can get yourself off. I don't think I am capable of helping you at this moment," I replied.

"That's OK, I understand," she said. 

I watched as she slid a hand to her pussy and began to furiously stroke her pussy. Within seconds she groaned and began to shudder and cry through her own orgasm.

Two thoughts went through my mind as she spooned next to me, her hand wrapped around me and cupping my breast. One was that she had come so easily after pleasing me and without touching herself while attending to me. She had been definitely unselfish and totally focused on my pleasure. I was somewhat amazed at the level of satisfaction that she derived from pleasing me. The second thought was how natural she had made the act of asking for my permission to cum seem. I thought about these things and how all the pieces seemed to being coming together as the clouds of sleep overtook me and I dropped into a contented slumber.



May/December Romance Ch. 04



Lori awoke with sunlight streaming into her bedroom. Still groggy, she took stock of her situation. The first and most important thing she noticed was a female hand cupping her breast and a definitely female form snuggled into her back and their legs intertwined. Her warm breath was on her back. With a sudden flash of insight, the events of the last couple of days came back to her. Yes… Karen, the body belonged to Karen; sweet, sweet Karen; Karen with the delicious pussy, pert breasts, and seemingly boundless enthusiasm for sexual discovery. Delicious memories of the last few days flooded Lori’s thoughts.

Lori’s revelry was interrupted by the overwhelming urge to pee. She slowly slid out of Karen’s soft embrace so as to not awaken her and padded across the soft, carpeted floor towards the bathroom. As she wiped, Lori noticed that she was just ever so slightly tender from Karen’s energetic service of her pussy the previous evening. Mmmm… yes, she does have potential, she thought. While Lori had initiated more than a few women to the mysteries of woman to woman love and the darker world of BDSM, she couldn’t recall ever encountering one that she was so taken with. Certainly she had never encountered one that seemed so naturally talented for both areas of her sexuality. 

Feeling the incessant need for caffeine, Lori brushed her teeth and made her way to the kitchen and soon had coffee brewing. While sipping her first cup of the morning Lori made a full appraisal of the recent events and began to finalize the plans she had considered the previous day. Lori is a planner, a result of her type A personality. “Plan the work and work the plan,” was her professional motto and it extended to many parts of her personal life as well. Just as she was finalizing a checklist of items to take care of for her future plans with Karen, the object of her thoughts came bounding naked out of the bedroom. Lori couldn’t help but marvel at her youthful energy. The wonders of youth, she thought.

“Good morning Ma’am,” she said.

“Good morning little one, it seems like you rested well,” Lori, replied.  

“Mmmmm… Yes ma’am, I loved sleeping with you, it was wonderful,” Karen replied.

“How are you feeling today?” Lori asked.

“I feel great, thank you Ma’am. I do have one problem that I need your help with though.”

“What’s that?” she asked.

“I fell asleep with the large plug in and now I can’t get it out and I really need to get it out if you know what I mean,” Karen stated, a slight grimace on her face.

Lori giggled and said, “Yes, I know what you mean. The lube just dried overnight and its locked in place. Just try using a little lube around your asshole and it should come out. Call me if you need some help, I’ll be in here. I think you have had enough of the large plug, why don’t you give yourself a rest for a while. After all, we don’t want you to get too stretched, do we?” she said.

Lori went to retrieve the Sunday paper and had just settled in with a fresh cup of coffee when she heard a rather loud, relieved groan come from the general direction of the master bathroom. She couldn’t help but be amused by Karen’s predicament and the resulting vocal demonstration of her relief upon resolving the issue.

Lori scanned the front page as she heard the shower being turned on in the bathroom. She quickly decided her mind wasn’t into the paper and got up to go join Karen in the shower. Karen was pleasantly surprised when she felt Lori body slide in beside her. Lori’s shorter, more compact body pressed up against her lanky frame and she felt Lori’s arms reach around her to cup her buttocks.

“MMmmm, you feel so good,” Karen commented.

“Is your ass sore?” Lori asked.

“Yes, a little tender, but a good sore. You know what I mean?” she replied.

“Yes, I think I do. You probably over did it with leaving the large plug in overnight. You probably should lay off them for a few days,” Lori stated, a slight smile adorning her face.

“If you say so Ma’am, but I have gotten used to the plugs, and I like the way they make me feel connected to you, even when we are apart,” she replied.

“Well, its not like we have been apart all that much for the last couple of days. We have been practically joined at the hip,” she said as she picked up the bar of soap and began to run it over the exposed tight flesh of Karen’s body.

Karen giggled and said, “Yea, isn’t it’s been great and I know the realities of life are about to take over. This weekend has been more wonderful than I could ever explain to you. I can’t help but wonder how I’m going to make it through the week without you. I know Greg and the kids will be home this afternoon and I need to get out of here.”

“We have some time, before then, to be together,” Lori said, continuing to wash Karen, her slippery hands rubbing across her taut, smallish breasts and feeling the hard nipples pressing into her palms.

Karen gasped as she absorbed the sensations of her hands on her sensitive breasts. “I can’t believe how easily you can turn me on Lori. I’ve never been like this before. It’s like I’m constantly turned on when I’m with you. Sometimes I feel like I could cum just from the way you look at me.”

“Do you want to cum now?” Lori asked.

“It wouldn’t take much for me to cum. Your hands feel so good on my skin. I can feel myself dripping,” Karen replied.

“Oh really? Let’s see.” Lori slid her hand down to Karen’s bare pussy and felt the slippery juices mixing with the shower water. Lori slid her finger into the cleft of her wet labia and found her clit. A few quick strokes with her finger tip left Karen moaning with pleasure.

“Cum for me,” she whispered. Seconds later Karen cried out, her screams echoing in the enclosed space of the shower. Lori felt the younger woman’s legs buckle as the orgasm washed over her and had to hold onto her to keep her from falling.

Lori looked at Karen, an amazed expression on her face as she struggled to regain her composure. Karen’s legs again locked into place and Lori was able to release her grip that had kept her from falling.

“I never… I’ve never… cum that fast before,” she gasped, the surprise still evident in her voice. 

“Maybe you have learned something else about yourself, eh? Maybe you are capable of much more than you had ever thought possible. Hopefully this is just one of many things you have yet to learn about yourself and your sexuality,” Lori replied.

“Yes Ma’am, I hope so,” Karen said, still somewhat startled.

“We’re going to be running out of hot water soon. Why don’t you help me wash. No more playing for now. I don’t really want to take a cold shower. We need to talk and make some plans. We’ll do that after our shower,” Lori stated, somewhat authoritatively.

“Yes Ma’am,” Karen replied, with a certain degree of disappointment in her voice. Karen took over the soap and washed Lori, her hands still lingering occasionally of her more erogenous areas. Lori languished in the feeling of her young lover’s hands as they moved across her sensitive body, especially her breasts, ass, and pussy. They washed each other’s hair with fragrant shampoo and finished rinsing just as the hot water heater gave out. The first blast of luke-warm water was enough to motivate the two women to shut off the water and exit the steamy shower in search of towels. 

They dried each other, teasingly, like two kids romping after a bath. Lori couldn’t help but marvel at the childish feelings she had with Karen. It was if she was being transported back in time to a more care free time in her life when the stresses of her professional life and family did not exist. In some ways it provided a relief, a way to vent the stresses that could sometimes seem so overwhelming. 

Lori delivered a lingering, smoldering kiss on Karen’s luscious lips and said, “Let’s go talk, OK?” Karen merely nodded in agreement. 

Lori took Karen’s hand and led her out of the bathroom. She saw the rumpled sheets on the bed and she flashed back to the memories of the torrid sex they had shared there last night. She was tempted to pull her onto that bed and try to relieve some of that passion, but her rational, mature side took over and she continued her journey to the living room. She needed a more neutral space for this discussion. 

They settled on the couch and snuggled in together. Lori threw her around the slender yet muscular shoulders of the taller woman and Karen placed her head on the offered shoulder of her older lover. They shared this tender position for a few moments while Lori gathered her thoughts. Finally she launched into the discussion she had been considering for the last day.

“Karen, just listen to me for now. I have very strong feeling for you and I think you do for me as well. We both know this and have discussed it. Also, as we have discussed before, this is complicated by the fact that I am married to Greg. While Greg and I have shared others lovers in our lives since shortly after we met, they have never been anyone who I felt as intensely about as I do about you. I have never felt the kind of intense intimacy that I do with you. While I have felt love for many of my lovers, it has been the type of love you feel with an intimate friend. I guess what I am trying to say is that this is all new to me and I need to work out some things in my own life to make room for you. I’m not saying that won’t happen. I’m just not sure how all this is going to work out. A lot of it will depend on Greg. I don’t feel that Greg will be threatened by you in any way. I think a lot of this may come down to what sort of chemistry that you and Greg will have together. Needless to say, Greg and I will need to have a long discussion about you when he gets home. Do you understand all this?” Lori said, taking a deep breath and allowing Karen to respond.

“Yes Ma’am, I understand perfectly,” she replied. 

“OK good, as for now lets make a few tentative plans for how we will proceed from here in the short term. You have told me that you have no firm plans for next weekend. I’d like you to plan on going away with me next weekend. Don’t worry about packing a lot, just a few personal items like your tooth brush. I don’t think you will need a lot in the way of clothes. 

Karen giggled upon here that, but Lori kept going, “I still need to work out some details for what I have in mind. It’s a surprise, so you shouldn’t expect a lot of details. I will say one thing and that is the weekend will be dedicated to exploring and testing yourself sexually and as a sub.”

“Mmmm, that sounds good to me,” she replied as Lori stopped for a moment to catch her breath.

“Before you agree so readily, let me say that your limits will be tested very thoroughly. It may be the most exhaustive experience of your life. When I say exhaustive I mean not only physically but emotionally and mentally as well. Does that scare you little one?” Lori asked.

“Hmmmm… Yes Ma’am, I suppose it does, but at the same time it excites me. I have never been afraid of a challenge. Well… not too much anyway.”

“OK, good. If he agrees, I plan on Greg joining us for part of the weekend, but not all of it. I need some time alone with you. Do you agree with that?” she asked.

“Yes Ma’am, we have talked about him joining us, or I should say me joining the two of you, and I would be happy to share myself with him if that pleases you.”

“Spoken like a true submissive,” Lori said as she planted a kiss on the top of Karen’s head.

“Well, there a couple of reasons for him to be there that I won’t go into now. I will say that I think it’s absolutely necessary in order to determine if there is the chemistry between you two that I mentioned before. We know that you and I have that sexual and emotional chemistry. The missing ingredient is Greg. That’s what we have to determine before we can figure out where all of this is going.”

“I can understand that Ma’am. Now that you mention it, it makes a lot of sense actually,” Karen replied. 

“OK, good. I’m glad you see that. Now here is what I want you to do. You’re going to leave this afternoon and go back home. When you do, I want you to email me your class schedule. I expect you to work your ass off on your school work this week. I know that you are probably behind on some things after spending the weekend with me and I don’t want you to be further behind after taking next weekend off.”

“Yes Ma’am, I was actually a little bit ahead on most of work. Now that I have someone like you looking over my shoulder, so to speak, I’m sure I will be highly motivated to get what I need done,” Karen said.

“OK, that’s good, but I won’t let our relationship cause a slip in your performance. Is that clearly understood?” Lori asked.

“Yes Ma’am, crystal clear,” she replied.

“We will have an opportunity to see each other a few times this week to prepare a few things for next weekend. However, I don’t expect that we will have an opportunity to play. At least for now, the only time we will be able to share together will be on weekends. Is that understood and accepted?” Lori asked.

“Yes Ma’am, it’s actually more than I could ever hope for. I’m sure I will miss you during the week, but if I can at least see you it will help. Can I make a request?” she asked somewhat emotionally.

“Yes, go ahead,” Lori replied.

“Can I use the plugs when I’m away from you? I think it will help me feel like I’m still connected, if that makes any sense.”

“Yes, I think that would be OK, as long as you don’t overdo it like you did last night. The large plug should only be used for short periods of time, no more than a couple of hours. The small and medium plugs can be used for longer periods of time,” Lori replied.

“OK, I can do that Ma’am, thank you,” she said.

“Finally, one more thing, you are not allowed to masturbate this week. I want you to be ready for me next weekend. I expect to see some self-discipline from you and an example of your ability of self-control. Is that understood?”
“Yes Ma’am,” Karen said, casting her eyes down. “It will be very hard for me, but I will do as you wish. I know that I will be constantly thinking about everything I experienced with you this weekend and anticipating everything yet to be explored next weekend. I know I will be constantly aroused by these thoughts and memories,” she said.

“I realize that. This is as much of a test of your ability to follow directions as it is my desire for you to be ready for me next weekend. Can I trust you to follow my directions?” Lori asked.

“Ohhh yes Ma’am, it would kill me to displease you,” she replied.

Lori couldn’t help but be amazed at how naturally submissive this young woman was. Her response was without thought, and without consideration. It simply flowed from as if it was part of her. 

“OK good, now that we have that out of the way there is one more thing. We need to go run an errand together this week. It would be better if it was early as possible. Can you meet me between classes tomorrow?” Lori asked.

“Yes Ma’am, would lunch time be good for you. I don’t have a class until 3:00 in the afternoon on Monday afternoons.”

“Hmmm… let me see.” I picked up my PDA lying on the coffee table and quickly checked my schedule for a forgotten lunch or early afternoon meeting. Seeing none, I said, “Yes that will work. I will give you an address where I will meet you tomorrow at noon. We can get a bite to eat afterwards. I’ll take a long lunch.”

“OK, that’s all for now. Do you have anything else you want to add little one?”

“No Ma’am, except that I think I like you calling me ‘little one,’ it makes me feel so warm inside. I’m really looking forward to this, more than you can ever know. I feel more alive right now than I think I ever have, and definitely more loved,” Karen said, looking up adoringly into Lori’s eyes.

“I’m glad to hear that little one, I hope you always feel that way and it just grows with time,” Lori replied. Lori felt, and heard, Karen’s stomach growl and looking at the clock and noticing it was almost noon, decided it was time for something to eat. “Do you think you can manage to whip us up some breakfast while I make some phone calls?” she asked.

“Yes Ma’am, it would be my pleasure to cook for you,” she replied.

“Ok, get with it. I’ll be in the office if you can’t find anything. Just come ask,” she replied.

Lori kissed her young lover and pulled her up from the couch, sending her to the kitchen. She gave her ass a swat as she sent her off, which resulted in a warm, if not slightly lusty, smile from Karen. 

Upon reaching her home office, Lori retrieved her private phone book which was reserved for “lifestyle” friends. First she called Sharon and Ken. They were long time swinging friends that were also deeply into the BDSM lifestyle. They were careful to keep the two lifestyles separate, as many swingers could not appreciate their BDSM activities. They made a few discrete exceptions to this rule in the case of friends such as Lori who shared an interest in both lifestyles. Ken is a very talented and experienced Dom and Sharon is his very submissive partner. They have a weekend cabin that is very extensively outfitted as a BDSM “play pen,” as they call it. Greg and Lori had been invited up to their cabin for a few play parties that included several other dual lifestyle couples such as themselves. While these parties were more swinger type parties, it did allow for some mild D/s play for those among the attendees that were BDSM oriented. 

After punching a few buttons, Lori heard Sharon’s voice come on the line. She quickly explained the situation with Karen and asked if they had plans for the cabin the following weekend. Sharon replied that they were not planning on going to the cabin, that they had family obligations the next weekend. Lori asked if she might be able to borrow it for the weekend. Sharon replied that she didn’t think that would be a problem but that she would need to clear it with “Master.” 

Lori heard Sharon calling Ken and soon heard his voice on the phone. After recounting the story of a novice sub that she was planning to train and the request to borrow the cabin, Ken quickly agreed. Lori realized that Ken seemed somewhat surprised and pleased at the request. He knew of Lori’s past involvement in the BDSM lifestyle but other than occasionally “borrowing” a sub at one of his, or similar parties that she had been out of it for some time. Lori realized that Ken was honestly excited to hear that she was getting back into the lifestyle to some degree. In addition, most Doms are excited about the prospect of a new sub. Lori made sure to leave the unstated prospect of Ken “borrowing” her new sub at one of his future parties hanging out there, as further motivation for his cooperation. Her description of Karen was the final nail that was needed to seal the deal. 

Ken made arrangements to meet Lori in order to get her a set of keys to the cabin. He said he would be looking forward to hearing more about the new sub and the details of her training. It was clear he hoped to voyeuristically share in Lori’s excitement from training this new sub. Lori was happy to do so for such a good and cooperative friend.

After saying her goodbyes and picked up the phone again she called her friend Misti. Misti, another long time lifestyle friend, owned one of the most exclusive lingerie stores in the area. In addition to lingerie, she carried a wide range of sex toys. Her clientele included most of the folks from the swinging and BDSM communities in the surrounding area. The prices of her products were a bit high, but not unreasonably so. More importantly, the quality was impeccable. Misti always claimed that she wouldn’t sell anything that she wouldn’t use. Lori was totally confident in Misti’s statement that she had “tested” most of the products that she sold. Misti also had a very talented seamstress named Susan that did custom work and alterations. Susan and her husband were also active in the lifestyle. 




May/December Romance Ch. 04



Lori called her at the shop and was pleased when she heard Misti answer the phone. Lori explained what she wanted and that it was to be “custom work” and that she needed it by Friday. Lori went on to state that she understood that they didn’t normally do rush work of this type but was hoping that they might be able to accommodate her. After asking a few questions, and taking some notes, Misti said that she would call her seamstress and get back to Lori in a few minutes. She indicated that they might be able to work something out.    

The phone range five minutes later. Misti said that she had talked to her seamstress and that they could in fact accommodate her request as long as they were able to get in for a fitting the following day. Lori was pleased with this and said that she had already made arrangements to be there at noon and asked if that was acceptable. Misti said that would be perfect and said she would be looking forward to seeing her and Lori’s new “friend.” Lori thanked her and said that she owed both her and Susan a big favor and wouldn’t forget about it. Misti giggled and said that she would make sure that she and Susan were repaid. After exchanging small talk for a few minutes they said goodbye and Lori hung up.

Karen couldn’t help but reflect on what she might have gotten herself into. Misti and Susan were aggressive bisexual women that loved nothing more than “double teaming” another woman at a swing party. Lori had observed this on more than a few occasions but had never actually been in the middle of a Misti/Susan sandwich. She had been with both women individually at parties, however, and had always enjoyed these encounters. Lori heard the clattering of dishes and smelled the odor of bacon coming from the kitchen and decided to go investigate Karen’s progress. As she did so her thoughts went back to Susan and Misti and couldn’t help but think that there were worse ways to pay back a favor then being between these two very sexy women. 

Lori secretly watched Karen in the kitchen. She was a blur of activity. She was amused by the way her ass peaked out of the apron that she had found. Karen’s hard nipples and nicely rounded breasts also made an attractive dent in the front of apron. ‘Goddess help me, I am so turned on by her,’ she thought.

“Is breakfast about ready,” Lori asked, startling Karen.

“Yes Ma’am, please have a seat. How would you like your eggs.”
“Over medium please,” She replied.

Karen had prepared a feast. Bacon, biscuits, orange juice, and hash browns covered the table as well as butter and jelly for the biscuits. A plate with Lori’s eggs suddenly appeared before her. She felt her own stomach rumble as she started to load her plate as she made a mental note to spend an extra hour in the gym as payback for all that she was about to eat. Karen stood next to her, watching as she dove into the items on the table. 

Lori noticed her and realized she was waiting permission to eat. She said, “Sit down and eat little one.” 

“Yes Ma’am, I was just waiting to see if there was anything else I could get you.”

“No, I am fine, go ahead and eat. I don’t think I need for you to wait on me right now,” she replied, giggling. 

Karen voraciously dove into her meal, her hunger obvious as she ate with gusto. Lori laughed to herself, thinking how you could always tell a woman that loved to fuck by the way she ate. 

After fulfilling their need for nurioushment, Lori helped Karen clean up the kitchen and load the dishwasher. Noting the time on the wall clock, she said, “It will soon be time for you to leave. Before you go, I want to grant you one wish. What is it that you desire most to help carry you through the week before we can play again?” she asked.

“Whatever pleases you Ma’am,” she replied.

“That’s not what I asked little one, I want to know what would please you. You have earned a reward. You should take it graciously and tell me what it is that desire,” Lori said rather formally.

“Ahhhh… yes Ma’am… would you… I mean… ahhhh… would you whip me please… and then… uhhhh… use me for your pleasure like you did last night?” she said stumbling over her own tongue.

“Is that what you really want, or what you think I thin I want?” Lori asked.

“No Ma’am, it’s what I want,” she replied.

“Very well, follow me,” Lori instructed.

Lori took her to the bedroom and opened her toy drawer. She quickly had Karen equipped with ankle and wrist cuffs. She positioned her in the middle of the room and attached her wrist cuffs to a rope that she managed to loop over a hook in the ceiling that Karen had not noticed before. The long rope dangled in front of her and she couldn’t help but wonder what it was for. Working quickly Lori attached a spreader bar to her ankle cuffs, leaving her standing with her legs spread wide, her ass and pussy exposed to the cool air. Karen felt the gathering juices in her pussy as she was being quickly and effectively bound. Finally, Lori took the rope and pulled on it, causing Karen’s arms to rise towards the ceiling. She looped the rope around the spreader bar and pulled hard, causing Karen to rise up on her toes. Tying a quick knot, Karen was left exposed, her arms raised, legs spread, her weight on her toes. 

Karen had never felt so helpless and exposed. A growing sense of fear built inside her. ‘What had she gotten herself into,’ she thought. The fear seemed to evolve into something else inside her, excitement and arousal. She struggled to calm herself and trust her Mistress as she knew she must. Her Mistress? She had said it, at least to herself. Even in her current state she realized she liked the sound of it. Yes, she wanted Lori as her Mistress, to serve her as her sub, her slave if she would have her.

Karen’s reverie was interrupted by a swooshing sound and the feel of the flogger on her back. Lori began to slowly and lightly cover her body with strokes of the flogger. It seemed to sensitize her skin like a caress. The strokes came harder and quicker until Karen was gasping as each stroke landed, causing her body to take on a nice pinkish hue. She welcomed the caress of the flogger, reveling in its caress as they became firmer and firmer. The strokes of the flogger created a hunger in her for more. The hunger was like something she had never felt before. As the strokes came harder, pain came with them. After overcoming her initial fear of the pain she began to welcome it, almost wallow in it. There was something comforting in it. Karen began to feel herself float even as she felt, as if from a distance, the muscles in her calves begin to cramp from bearing the weight of her body. 

Karen heard herself groan, almost unconsciously as the flogger landed on her bare breasts. Her nipples felt like they were on fire as the straps of the lash landed across their turgid surface. 

Lori recognized Karen beginning to fall into the embrace of subspace. ‘It’s so easy for her,’ she thought. ‘If I had been able to find it so easily, would I have ever given up being a sub,’ she wondered. In some ways Lori was almost jealous of Karen. Lori took those feeling and harnessed them to put back into her efforts with her young sub.

Through the gathering haze of subspace Karen felt something new, different. The strokes raining down on her were now different. Lori had laid down the flogger and picked up a crop. Karen was somehow able to recognize the sharp bite of the crop as Lori expertly worked it over the most sensitive parts of her body. Karen felt it land on the exposed surface of her back and belly, the inside of her thighs, around the circumference of her breasts. The fire within her grew, taking the pain and pleasure like gasoline, fueling her passion. Karen was long past the point where pain and pleasure were distinctly different. It was all the same.

Lori listened to Karen’s groans as they grew to screams, glad the house was far enough away from neighbors to cause a problem. She realized she could gag her, but she so loved to hear those cries of passion, pain, and ultimately… release. She did so love to hear those sounds from a sub, especially when she was the source of them. The control over Karen was like an aphrodisiac to her. It fueled her own inner fires and the cries were like a catalyst for those fires.

Lori played Karen like a musical instrument. She knew that she could make her cum anytime she wanted, if cum was the right word. She realized that it would be more intense than a mere orgasm, and more devastating in its intensity. 

Lori decided that Karen was as far into subspace as she cared to take her. As if through a thick fog Karen heard her words, “Cum for me now little one.” 

Lori directed the blows of the crop to Karen’s pussy and nipples, alternating her target so that they could not be anticipated. The flat leather tip of the crop repeatedly landed on her labia, clit, and nipples. The blows of the crop were accompanied by a wet splat as they landed on her labia. Karen’s pussy was releasing a steady stream of juice that flowed down her legs and dripped to form a pool on the carpet below. 

Her Mistress’s words and the directed blows of the crop were too much for the impassioned sub. She exploded, her screams echoing off the walls. Her body trembled and shuddered as electric bolts flowed through her. It was too much for her fevered mind to take and she slumped in her bonds, her legs giving out.

Lori rushed to her sub and quickly pulled the slip not on the rope that had kept her suspended through the session. She slumped into her arms and she gently lowered her to the floor. Working quickly, she removed the rope, cuffs, and spreader bar. Kneeling next to the exhausted Karen, she waited patiently and watched as she recovered and floated back out of subspace. Karen’s body was covered in a fine sheen of perspiration and her pussy continued to drip. Her ragged breath slowly began to come back to normal. Her eyes were open but had a distant focus. 

Finally, after several minutes she blinked and moved her head slightly. Her eyes focused on Lori and she smiled. “Thank you Mistress,” she gasped through a mouth parched by her recent vocal excesses. 

“You’re welcome little one. Can you get up now?” Lori asked.

“I think so, maybe with a little help,” she said.

Lori helped to her feet, her legs still wobbly. ‘Rubber band’ legs she thought, amused. She helped Karen to the bed and after getting her there went for a glass of water. Holding Karen’s head up, she put the glass to her lips and helped her drink. She cautioned her to drink slowly but made sure she drank the whole glass knowing that she was slightly dehydrated from her efforts. 

“Rest, just rest little one,” Lori said soothingly and lovingly. Lori had put her own needs on a back burner for the moment, realizing that the needs of her sub came first. 

She felt a huge degree of tenderness for the young woman she held to her breast. She again was astonished by the intensity of her emotions. To some degree she had fought against them, unwilling to admit to herself the depth of feeling she had for this girl. Perhaps the intensity of this most recent session had allowed those feeling to break out of the bottle in which Lori had kept them. They lay like this for several minutes. Lori was caught up in her thoughts while Karen recovered and sank deeper in the tenderness of the embrace she shared with her Mistress. Karen felt so much at peace with herself, partly the result of her recent trip to subspace, partly the result of the intense orgasm, but mostly due to the love she felt for her Mistress. She suddenly realized that she was connected to someone in a way she had always sought. She had sought to be owned and cared for in a way she had never recognized. The totality of this feeling was more than she had ever anticipated. This feeling seemed to wrap her like a warm blanket. 

Karen roused from reverie and said, “Ma’am, may I please you now?”

“If you feel up to it,” Lori replied.

“Yes Ma’am I would like that, if you would. How would you like me to please you?”

“Just make love to me Karen, soft and slow and tender for now, I will let you know when I want more,” she replied to her young lover.

Karen, if nothing else, was very capable of following instructions. Her mouth and fingers moved slowly and tenderly over Lori. Their lingering kisses re-stoked Lori’s fires. The kisses on her neck and ears enflamed her further. By the time Karen’s mouth reached her breasts she was an inferno. Lori fought to keep from rushing Karen. The delicate caresses were too sweet to be rushed.

When she felt Karen’s soft lips grazing across the inside of her thighs it was as if she had melted into a pool of liquid lava. Her patience long since exhausted, Lori pulled her young lover’s head to her pussy and moaned, “Make me cum.”

That was all Karen needed to hear and she attacked the older woman’s flowing pussy with pent up passion. She sucked up the juices pooled inside her chasm and engorged labia and lashed out with her tongue across the exposed tip of her clit. Lori gasped as she felt the energetic attack on her pussy. 

The feeling of one, then two fingers sliding deep into her pussy and seeking out her G-spot was accompanied by the sensation of a tongue taking up a steady tempo against the tip of her clit. Karen’s fingers began to saw in and out of her pussy. The wet slurping sounds keeping time with the stroke of her finger fucking her. Lori felt her orgasm approaching fast like an oncoming train. She didn’t fight it.

She came with a loud groan. It wasn’t the monster orgasm she usually strived for, but it served to quell the urgent need she felt. It would suffice until she was able to build to the larger cum that she soon hoped would overwhelm her. Lori did not squirt as she did with her bigger cums, but she did produce a sizeable gush of liquid that Karen readily lapped from around her still pistoning fingers. Karen did not slow down, merely backed off on her aggressive licking of her clit until it became a little less sensitive. 

Lori felt her tight pussy stretching and expanding as a third finger slid inside. Lori slowed the pace of her fingers, rather concentrating on massaging her G-spot as she knew she enjoyed. Her tongue flicked her hood piercing as she managed to slide her other hand to the tight pucker of Lori’s ass. Lori groaned her approval as a finger began to rim the opening of her ass, gathering up the juices that had leaked there before slowly starting to slide within. 

Lori’s hips began to hump wildly against her mouth and fingers. She was losing control. Lori’s fingers grasped her nipple piercings, tugging them harshly as that sensation added to the growing cacophony of stimuli. She clamped down with her pussy on the fingers buried deep there. A second slim finger joined its predecessor in her ass and she groaned at the increased fullness.

Karen’s lipped sealed over her clit, sucking on it as the tip of her tongue danced over its head. Lori was on the edge waiting for the final push to take over into the bliss of release. This was a place she dearly loved. The moment of “almost orgasm” that in some ways was as sweet as the orgasm itself. She struggled to stay there, unwilling to give up its embrace. She floated in that world of intense pleasure. She felt all the sensations; her fingers on her nipples, the insistent pace of the tongue and suckling lips on her clit, the pressure on her G-spot, the fullness in her pussy, and the sawing motion of the fingers in her ass. It all merged into one glowing ball of intense pleasure and sensation. She balanced on the edge of release, needing only one last tiny bit of a push to send her over into the joyous oblivion of her orgasm.

That final push came in the form of Karen nibbling on her clit. That was all it took and the pent up volcano of her orgasm rushed to the surface and exploded. Lori, cried out her release in a way that Karen had become accustomed to. Karen, having become familiar with the intensity of her orgasms was ready for it. She quickly withdrew her fingers from Lori’s pussy and sealed her mouth over it to suck up her eruption. Her young lover got more than she had hoped for. Lori’s body quivered through her orgasm and her thighs clenched tight around Karen’s head, trapping her in place. The force of her squirting orgasm surprised Karen and she struggled to swallow the cyprine fluid as it filled her mouth. Her fingers were likewise trapped deep in Lori’s ass as her ass clenched tight around them. 

After several strong squirts they slowed to a stop and Lori’s thighs loosened around her head. Karen was able to come up for air, gasping and choking. Lori was a rag doll draped across the bed as she struggled to recover from the intense orgasm. 

Lori’s eyes finally focused and she saw Karen kneeling beside her, lovingly stroking her hair. The smile on Karen’s face told her all she needed to know. The sub was very proud of herself for providing the kind of pleasure her Mistress had just experienced. As the fog cleared in Lori’s pleasure ravaged head she thought, ‘Pride is not usually a good thing in a sub, but in this case I think it may be justified.’

Lori pulled Karen down next to her and they cuddled and spooned as they languished in the intimacy of their post-sex embrace. Lori felt herself starting to doze when the phone next to the bed rang. She answered it. It was Greg, calling to inform her that he and kids were on the way home and would be there in about two hours. After hanging up, Lori realized that she needed to get up and get moving. She had things to do before they got home, not least of which was to get Karen on her way. She decided there was definitely time to share a shower. As she got up, pulling Karen up with her, she took one look at the bed and seeing the huge wet spot there, giggled and decided that changing the sheets was something she needed to add to the list. 

Karen followed her in silence to the bathroom. They both knew the meaning of the phone call. Their weekend of sharing and exploration was over. It was time to go back to the real world that these walls had sheltered them from for the last few days. That is, until the next time.

Their shower was tender, intimate, and largely silent as they shared their last few minutes together. Both seemed caught up in thoughts of the separation that they would both soon suffer. That is, until the next time, they both thought. That seemed to be the eternal spring of hope they shared, until next time. 

Karen donned her clothes that she had arrived in, and had shed, what seemed like such a long time ago. Meanwhile, Lori straightened up the bedroom that looked exactly what it had become over the last few days, a passion pit. She put away the toys, directing Karen to take the ones that needed to be cleaned to the bathroom sink. The others were returned to their hiding place. Karen helped as she stripped the bed and she sent her to the laundry room with the linens that smelled as if they had witnessed a lesbian orgy. ‘Not a bad description actually’ Lori thought. 

Karen returned and they worked together in silence and quickly had the bed remade and the bedroom looking presentable. Lori dug around in a closet and found a small carryon bag that Karen could use to transport her anal plugs. She threw in an almost new tube of lube as an after thought and her analytical mind added it to her mental shopping list. She also threw in a business card on which she had written a personal email address and cell phone number. 

After completing their chores they looked at each other, both seemingly afraid to speak first. They came together in a hug that soon grew into a mild necking session. The murmured expressions of love and caring to each other as they did so.

Lori finally spoke, “You need to go on and get out of here before we get started again.”




May/December Romance Ch. 04



“I know, it’s just hard to say goodbye,” Karen replied.

“I feel the same way, but I have to pull myself together and think about what I’m going to tell Greg. I need some time. Besides, it’s not goodbye, it’s just until next time.”

“Yea, you’re right, until next time,” Karen repeated like a mantra.

With that they kissed a final time and Karen departed. Lori went to the laundry room to start the load of sheets. While she did, she tried to wrap her mind around what she was going to tell Greg. It wasn’t as if she felt guilty. Their relationship wasn’t the type to allow for guilt. At least not guilt about sex. Lori was a bit unsure of whether she felt guilty because of her feelings for Karen. ‘What were those feeling anyway?’ she thought. Love? Did she love this girl? She pushed those thoughts to the back of her mind with an admonishment that it was to early to tell. Besides, she needed to focus on Greg now. 

Lori had gone to her bedroom and opened a window, hoping to allow it to air out somewhat. It definitely smelled of sex. She threw on some casual clothes and was just finishing doing so when she heard the front door open and her family come tumbling in the door. She went to join them and they all ran past her, shouting hurried greetings, as they moved towards bathrooms after their long road trip. 

‘Real life returns,’ Lori thought. 

To be continued. 



May/December Romance Ch. 05



Dear Reader, please read the proceeding chapters before attempting to read this chapter.

Lori's period of calm and introspection was interrupted by the arrival of her husband and the kids. Her husband Greg, his 16 year old son Mike, and 19 year old daughter Kim were running around the house, unpacking, emptying out the car, and sorting laundry. Lori was used to the hyperkinetic activity, but the pandemonium was something of a shock after the quiet she had shared with Karen for the last few days. It took a few minutes for her mind to shift gears. Accomplishing her mental conversion, she jumped in to help and soon found relative peace in the laundry room. As she pulled the sheets she had washed earlier from the washing machine she couldn't help but reflect back on the activities of the weekend and the contrasting activity which was now surrounding her. 

Her thoughts of Karen were soon replaced with the practical matters of her domestic life as she moved into the kitchen and started working on preparing dinner. She joined her family for their first family meal in several days. Lori was quickly brought up to date on the details of Greg and the kid's weekend that had been spent with his parents. She smiled and asked a few questions but was otherwise quiet as was she inundated with detailed minutiae of their weekend. She couldn't help but reflect on how different Greg's weekend had been from her own. She saved the details of her weekend for later, when she and Greg would be alone. When asked, she simply said that she had had a quiet weekend. She did mention to Kim that Karen had stopped by and that she asked that she call her when she got home. 

After finishing their meal, Lori retreated to the kitchen once again to clean up and load the dishwasher. Greg joined her and they quickly knocked out the task. Mike and Kim had retreated to their rooms and settled into the ritual of showers, homework, and television. 

"You are awfully quiet Lori," Greg noted.

"We'll talk later sweetie. I do have some things to discuss with you, but now is not the time or place," she replied.

"OK, that's fine. I'm going to watch a little bit of the game and then I'll meet you in the bedroom after the kids settle down. I sure missed you this weekend," he replied. 

"Mmmm hmmm, me too," she replied, smiling at him while recognizing their own secret code for the fact that he was horny. Lori expected that Greg would be horny when he got home. That was not unusual after spending a few days away. They had a very active sex life together and going without sex for more than a day or two was very unusual. The rare exception was when they were apart on a business trip or otherwise separated. 

As Lori thought about Greg's announcement, she realized that she was more than a little horny herself. It wasn't as if she had gone without sex during his absence, but her activities had left her in one of her hyper-sexual moods. She had missed the type of energetic sex they enjoyed together and that allowed her to take a more passive role. Lori felt her pussy grow warm and moisten at the thought of her husband's large cock filling and stretching her.

Lori kept herself busy for an hour or so with a few minor items that had been left undone during her weekend. Her mind was again abuzz with flash back memories of her weekend. She found herself remembering the feel of Karen's breasts in her hands, the taste of her pussy on her tongue, the feel of her lips against her own, and the sensation of her mouth on her sex. Lori's thoughts also flashed to the present and she day dreamed a bit about the passionate sex she was sure she would soon be sharing with her husband. 

Somewhat amazed, she found that she was again getting even more aroused as this swirl of erotic imagery invaded her thoughts.

Lori was in bed, reading, when Greg slipped under the sheets and snuggled up to her back. His semi-rigid cock slipped into the crease of her ass and his upper arm reached around her to cup her breast. She soaked in the sensation of his fit body pressed against her own.

"MMmmmm, it feels good to have you back," she groaned.

"It's good to be back. You know I always miss sleeping with you," Greg said.

"I know you miss something, but I'm not sure it's sleep," Lori said, teasing her husband.

"Well... there's that too, but I do missing sleeping with you too."

Lori felt Greg's cock swelling and she contracted her ass muscles, gripping it firmly. He groaned in response and then said, "I think someone missed me as much as I missed her, huh?"

"Yes, I definitely missed you sweetie," she said, while continuing to rhythmically grasp his cock with her ass cheeks. 

"I guess you didn't enjoy your quiet weekend alone as much as you had thought," he replied.

"Well... as it turns out it wasn't as quiet as I thought it would be and I wasn't alone."

"Oh really? Details, I want details," he said as Lori took his cock in her hand and shifted it so that it was against her rapidly moistening pussy lips. She slowly rocked her hips back and forth, coating his tumescence with her juices. 

"MMmmmmm, I missed that," Lori cooed.

"So did I darling, but what about the details, I'm waiting," he said.

Lori slipped Greg's cock into the opening of her vagina. She rocked her hips back at the same time he drove his hips forward. Lori felt the familiar sensation of her husband's thick cock stretching her pussy and they both groaned in response. She contracted her PC muscles and then began recounting the events of the weekend. Greg slowly rocked his hips back and forth as he listened. They weren't really fucking, merely sharing the intimacy of being joined while Lori told her tale. He remained quiet and listened to the details of his wife's passionate weekend. Lori responded to his slow, shallow thrusts with occasional contractions of her PC muscles, slowly massaging her hubby's cock with her pussy. This was an often practiced tantric technique that they commonly used for such intimate conversations. They both reached a level of arousal but felt no need to strive for their orgasms, at least not yet. Completion was something that was saved for later. The experience was not entirely without pleasure; however, intimacy was the more immediate goal they sought. It wasn't that Lori's words didn't have an effect on Greg's level of arousal. The imagery that her words created did have an impact but he had the discipline to control himself. He knew the wait would be worth it. Likewise, telling her story, and the memories they stirred, weren't without a similar impact on Lori. 

When she finished telling Greg the details of her weekend she asked, "Well, what do you think?"

"I guess the obvious question is whether this was a one time thing, or do you want something more?" Greg replied. 

"We talked about getting together again next weekend, but if we do I'd want you to be part of that," she answered. 

"OK, then I guess the question should be whether you are interested in an ongoing relationship with Karen."

"If I did want a relationship, would that bother you?" she asked.

"I think you know that I've never been threatened by anyone you wanted to play with in the past, but I get the feeling that you want more from Karen than just another fuck buddy," he replied.

Lori unconsciously massaged his cock with her pussy while she considered her response. Greg had asked the question she had been asking herself all day. It was if having him ask it was the catalyst she needed to come to terms with her own needs and desires. 

"Karen allowed a part of me to come out of hiding. It's as if..." she paused, "as if a part of me had been put on a shelf when I met you and Karen allowed me to take it off the shelf. I really don't have a problem with that, in fact I enjoyed it tremendously. What does concern me is how this could affect our relationship."

Greg considered her statement for a moment and then said, "I can understand your concerns, however, isn't this a lot like the conversations we had when we first opened our relationship and got into swinging."

"Yes, I guess it is. The difference is that when you explained swinging to me you made it clear that it was about sex, and not love. I'm not sure what I feel for Karen, but I could see myself falling in love with her."

"Do you ever see your love for Karen as being something that could threaten you love for me?" Greg asked.

"No! Of Course not! I love you more than I could ever imagine loving anyone," Lori exclaimed. 

"And I feel the same about you," he stated, trying to be as supportive and reassuring as possible. 

Lori responded by quickening the pace at which she massaged his cock with her pussy. Greg could feel the muscles of her pussy rippling up and down the length of his shaft. It was a way for her to show her love in an intrinsically intimate manner.

"If you are worried that I will feel threatened or jealous of your relationship with Karen, please don't. I have enough confidence in our relationship that I know we are capable of working out any issues that might develop. I know they will develop but we have always been able to work out our problems. Isn't that what we always tell the newbie swingers. The difference between swingers and other couples is their ability to communicate and share? I also know that she has freed you to bring out your Domme side. I have always realized that is a part of you had covered up for the sake of our relationship. I'm happy that you have found someone to let you expose that side of your sexuality. I do have one question though."

"What's that?" she replied.

"Where do you see this all going, I mean what is your best case scenario for a relationship with Karen and how would I fit into it?" he asked.

"Hmmmm... best case," she said while considering his question. "I suppose this is a fantasy for the most part, but my best case scenario would be that this would lead to a triad relationship. I know you don't really have the Dom gene, or whatever it is, but our relationship would evolve to where she is my sub but would also be our lover. Of course there are some practical considerations that would interfere with that fantasy."

"Such as," Greg asked.

"Such as your kids," Lori replied. 

"Well... we have a lot of time before we have to deal with that and besides, we are both professional problem solvers. I'm sure that we could work something out if and when we get to that point," he said. 

"You have a good point there," she said, again rapidly fluttering her pussy muscles along his shaft. Greg buried his cock to the base in response to her vaginal gymnastics. They both groaned. 

"OK, so what's next? Where do we go from here?" he asked.

"I'll tell you, but I need you to fuck me first," she said, shaking her ass.

"I thought you would never ask," he replied. "How do you want it?"

"I need to be fucked hard and deep. Make me feel like a woman. Don't worry about being too rough," she replied, an element of expectation in her voice.

Greg responded by thrusting hard and deep into her. She, in turn, responded with a loud groan as she felt his cock fill her. He rolled them over so that they ended up in the doggy position, a particular favorite of Lori's, especially when she was in the mood for a hard, deep fuck. She loved the way his cock reached into her depths, allowing her to feel his cock pounding her in areas that few other positions provided. Lori relaxed her pussy muscles and allowed him to drive hard and deep, over and over, pounding her hard. She could feel his thick cock rubbing her G-spot as it made its way in and out of her tightness. 

Lori loved the way this man fucked her. There was no thing that she could put her finger on. Certainly his equipment was part of it. His thick cock filled her so nicely, stretching her in a way she truly loved. His length was perfect too. Long enough to reach deep within, while not so long that her cervix took a beating. There was more to it than that though. It was part experience, part sensitivity to her needs and moods, part endurance, and to a large part is was just raw talent. Greg was a man that was born to fuck and to please women. It was, she thought, the greatest of his many talents. It wasn't that he didn't have many other sexual skills in his tool set, but it was the one at which he was head and shoulders above all of her other past and present lovers. 

Lori senses were in a confused swirl as her husband continued to drive onwards towards their respective releases. Her ears were filled with a cacophony of noise; chief among them being her own enthusiastic moans as well as the slap of Greg's hips upon her ass as he energetically fucked her. The squishy sounds of his cock in her very wet cunt served as accompaniment to the percussion line of their bodies meeting. Greg's own raspy moans and panting kept pace with the other sounds.

Her nose detected the mixture of her own aroused, uniquely female aroma as well as the muskier scent of her man. Her aroused, pierced nipples were repeatedly dragged across the surface of the sheets as she thrust back to meet the invading length of Greg's cock. She felt her pussy stretched by the girth of his cock as well as the pressure and friction on her swollen G-spot. The wet sensation of the liquid flowing from her pussy and the resulting coolness as it evaporated added a contrast to the heat she felt within. She felt her clit, hard, swollen and teased by the feeling of her labia being tugged by the action of his cock diving through them. 

As much as she had enjoyed playing with her new, young lover, this is what Lori needed. To be taken, used, fucked hard. It fed the small but significant submissive side of her personality. It was as if she needed this to feed a hunger, a void withing her psych-sexual being. The hunger allowed her to stay balanced. While her dominant side was allowed to come out over the course of the weekend, she needed this to remain in equilibrium with her other side. It wasn't something she could explain, even to Greg, but in his un-spoken, intuitive way he did understand.

Lori could feel herself getting close. She knew from experience it was going to be a big one, an explosion rather than a whimper. So close, so very close. She held herself there, close to the edge, allowing the intensity to build. From long experience Greg sensed it too. Her body tensed as she got close, her pussy fluttered, and she became more vocal. Greg picked up the pace and the force of his thrusts, almost violently banging into her chasm. 

Lori was not a great sexual orator, especially when being "done" as she now was. That's not say she isn't extremely vocal. Her standard vocabulary consists of the more garden variety moans, groans, and an assortment of "Oh Yea, harder, deeper, faster," progressing to a screams of "I'm cumming." Occasionally she varied from her normal pattern when she needed to give more specific instructions to a lover. 

This was one of those times. "Spank me, spank me hard, make my ass hot," she cried. Greg granted her wish and his hands left her hips and began to rain down a series of slaps. Her firm ass barely moved as the blows made contact. The pink handprints merged until her ass had a bright red glow. It seemed to Greg as if she timed her backward thrusts of her hips so that her ass met his hand. They soon developed a rhythm where his thrusts, her thrusts, her groans and his slaps of her ass were in perfect synchronization. 

Lori reached down and tugged on her clit hood piercing. The resulting combination of pain and pleasure was enough to set her off. The explosion came. It was a full G-spot cum, complete with a forceful ejaculation that soaked both lovers. Her screams of release echoed in the bedroom as lightning bolts of pleasure flowed through her body. Her body shook and trembled with the strength of her climax. 

After what seemed liked an eternity of an orgasm, she slumped down onto the bed. Greg moved with her, embedded deep within her still spasming void. Greg could feel the heat still radiating from her still glowing ass cheeks. Lori continued to quiver in the aftermath of her orgasm. Greg could feel her pussy clenching his rod as she came down from her peak. He knew she was probably only semi-conscious but would recover quickly and he would be able to continue. He took shallow, slow strokes into her to keep his own momentum going. He knew that after her first big cum it would be his turn. Like any great lover, he was patient and willing to wait on his own orgasm. 

Lori slowly returned to some form of lucidity after a few minutes of "down time." She rolled her hips, bearing down again with her pussy and looked over her shoulder at her husband's eyes. "Thank you, I needed that," she said, her voice gravelly. 

"I'm glad you enjoyed yourself, I sorta liked it too. I think your step-son probably got an earful when you came. The poor kid is probably jerking off right now," he replied. Lori grabbed a glass of water within arm's reach on the bedside table. She took a long swallow and passed it back to Greg.

"Sorta huh?" she said. 

"Well, not as much as you apparently did, but I'll get my turn."

"Speaking of which, I need the special treatment," she said, using their own code for anal sex. Lori swiveled her hips enticingly, knowing the action and her admission would have the desired effect on her husband.

"How do you want it?" he asked.

"I think you know how I want it," she replied.

"MMmmm Hmmm," he moaned.

Lori pulled forward and off of her husband's cock, groaning as she experienced the emptiness suddenly return. Any loss she felt she knew would soon be replaced by an even more filling sensation. Anal sex with Greg was not something she was capable of enjoying on a regular basis, but it was an experience she did enjoy thoroughly. It was a mood thing for her, especially, like then, when she felt particularly submissive. It was another of her sexual hungers. When the time and mood was right it was something that was all encompassing, an urgent need within her that had to be filled. Now was one of those times. 

Lori flipped onto her back and raised her legs so that her still red ass was exposed to Greg. Her hands grasped the back of her knees and she pulled them to her breasts. She loved anal in this position, particularly watching the expression on Greg's face as he stretched her ass with his thick cock and later deposited his seed deep within her. Normally there would be a need to stop and make sure they were both well lubricated. Greg's cock was well lubricated with a combination of her pussy juice and his precum. A small river of her juice flowed down to the rosette of her asshole after she flipped over. It didn't take but a moment for Greg to work some of those juices into her ass with his finger. Besides, Lori, contrary to how some female practitioners of anal sex felt, enjoyed the slightly painful sensation of entry and didn't want it to be too slippery. 

Greg knee walked until he was in position over her splayed ass. "You ready?" he asked. 

"Yea, give it to me. I want it," she groaned as she reached down to further spread the cheeks of her ass, allowing him wide open access to her asshole. 

From long experience with his wife he knew she could be a little bit too anxious for her own good and Greg knew that despite her eagerness, she needed time to accept his large girth in her very tight ass. Greg tapped the head of his cock on her anal star a few times, depositing some additional precum and signaling to her his intention to begin. 

He began to push the plum shaped head of his cock into her ass. The large crown was the widest part of his cock and the beginning was not the easiest part, or at least less so than with a smaller endowed man. Lori pushed out in preparation for his insertion. 




May/December Romance Ch. 05



Her groan of mixed pain and pleasure signaled the beginning of his trip into her ass. Lori was experienced in the art of anal sex and she knew how to concentrate on relaxing to allow for easier entry of Greg's cock. She had met several women over the years that had bad experiences with anal and she knew that if a woman expected it to be painful they wouldn't be able to relax and it became a self fulfilling prophecy. 

Lori gasped as she felt her anal ring close around the bulbous head of his cock. She knew that the hardest part was over. She murmured her encouragement and Greg continued to slowly slide into the hot, tights depths of her anus. She could feel herself stretching to accommodate the girth of his thick cock. She loved this feeling, the stretching, the first thrust that left her feeling so completely full of her man. It could definitely be a submissive experience for her, but not always. Sometimes it just filled a need for hot and nasty sex. It was always a very intimate experience for her; after all, what could be more intimate than having a man buried in your ass. It wasn't something she shared with anyone she did not feel a great degree of trust in as well as a large degree of sexual chemistry. Opening her ass to a lover was the most intimate form of sex in her very expansive sexual repertoire. 

Greg continued going deeper and deeper, stretching and filling his wife's ass. He occasionally stopped to allow her to get accustomed to his thickness. She would wordlessly signal her readiness to proceed by gestures and moans. Greg finally felt the base of his cock come to a stop against the softness of Lori's ass cheeks. Her cheeks were still slightly warm from the previous spanking they had received. Lori signaled her satisfaction by grunting as she felt him pressing deep into her. He stopped for a moment, letting her once again grow accustomed to him. He knew, from experience, that she would be ready for some more active sex very soon. Once she was ready to have her ass fucked, she was very ready.

"I'm ready, give it to me, fuck my ass sweetie," she moaned.

Greg began to slowly withdraw. His thrusts started slow and short but very quickly picked up speed and length until he was sawing in and out of his wife's asshole with the precision of a swiss watch. Her moans and demonstrative words of encouragement only fueled his desire to take her ass. It wasn't long before he was pounding into her ass with almost the same enthusiasm as he had fucked her pussy moments before. 

Lori was reveling in the fucking her ass was receiving. She truly loved to feel a hard cock deep within her. It was as if she was lifted to an alternative level of existence during anal sex. All conscious thought was gone, she just lived for the experience. She almost sub-consciously shouted encouragement to Greg. She wanted her ass plundered, used, defiled, and taken. Separate sensations of pain and pleasure that she had experienced earlier faded away. All that was left was the pure sensation she felt in her ass. Greg was caught in his own lust and was happy to oblige her. 

Lori could feel every bump and vein of the hard cock thrusting into her ass. She loved the way it twitched when it hit bottom. Greg, on the other hand, loved the feel of the velvet vice of her ass. Lori would clamp down on his cock as it sawed back and forth, increasing the tightness to an even greater degree. He knew he wouldn't last much longer, but he also knew from the look on Lori's face as her head swung back and forth on the pillow that she wouldn't last much longer either.

From long experience Greg recognized the signs of Lori's impending orgasm and he sped up his strokes even further to match her climb. Through the walls of her stretched anal canal she could feel the almost imperceptible swelling of his cock that she knew signaled his own release. She reached down and took her nipples between her fingers. She began to alternately pinch her nips and pull the piercings so that the sensations of combined pain and pleasure melted into the swirl of other sensations she was experiencing. 

Greg's roar of release signaled his orgasm. Her eyes met his and she could see the familiar look of ultimate satisfaction in them. Lori felt his cock throbbing and her anal canal being bathed in his hot seed as he buried himself deep and spurted his load. These new sensations were enough to trigger her own climax. Lori's own screams of pleasure created a non-harmonious symphony with Greg's that indicated the culmination of their passion. Her ass reflexively clamped tightly around his throbbing cock, milking it of its load and her pussy ejaculated, spraying Greg's stomach and crotch. Her body arched off the bed, a drawn bowstring of desire, driving his cock even deeper. Her fingers pulled her nipples almost cruelly, shaping them into extended peaks. He short stroked her spasming ass as he continued to discharge his seed deep in the boiling cauldron of her velvet smooth canal.

After what seemed like an eternity of bliss Lori slumped back onto the bed. Her breathing was ragged, coming to her in gasps. Greg rocked forward and he caught himself above her on his elbows. His own breath was coming in huge gulps as he too recovered. Lori's body continued to quiver with the after shocks of her cum. 

It had been a momentous orgasm for them both, definitely one for the record books. Lori had always found her anal orgasms to be huge, but this was a doozie. It was several minutes before either of them were coherent enough to acknowledge the other.

Greg opened his eyes and saw the smiling face of the love of his life below him. He lowered his head and they shared a long, slow kiss. Lori moaned softly and tightened her bottom to clench the softening cock in her ass. She felt Greg's cock slowly slide out of her ass. It was the one thing she liked the least about anal sex, the emptiness that she felt after being so satisfyingly full.

Greg slumped beside her on the bed and she got up to go to the bathroom to complete the after sex ritual they always seemed to perform. She got a warm, wet washcloth and cleaned the juices covering her crotch and ass. A shower would come later, but now was a time for temporary repairs. She wet another washcloth and returned to Greg and began to lovingly clean him up. It was a chore they shared unselfishly. The task usually fell to the one that was able to perform it first. While she was temporarily out of it earlier, she now felt suddenly energized by their enthusiastic love making. She knew that Greg had worked hard and would take longer to recover. 

After cleaning Greg up, Lori lay down and they moved into a loving cuddle. "Thank you, I needed that," she said.

"No, thank you, that was unbelievable. Maybe I should go away more often. You were quite the brazen slut tonight" he replied. Lori giggled in response. It was a long standing joke between them. Their busy business schedules required frequent business trips and they always seemed to have great sex when they returned to their communal bed.

"I have a feeling that the kids enjoyed it too. I could hear Kim moaning when I went to the bathroom. She's probably trying to wear out her vibrator again."

Greg smiled and said, "Good for her."

"Do you think we could talk about this situation with Karen a little bit more? I want you to know I don't have a problem with any of it. I just want to be kept in the loop so I know what is going and do what I can to help our if necessary."

"Have I told you how much I love you and how lucky I am to have you lately?" she asked.

"No, but it's nice to hear," he said with a chuckle.

"OK, back to Karen. I've been thinking about it and I have come up with the beginnings of a plan. Let me lay it out for you and see what you think. It does involve you."

"Mmmm, I was waiting for the part where someone was going to get laid," he wisecracked.

Lori punched him softly in the arm and said, "I'm trying to be at least a little bit serious here. Do you want to hear it or not?"

"Yes dear, please go ahead," he said.

"OK, you know the cabin that my friend Cathy has, right?" He nodded. "I thought I would take Karen up there next weekend. Friday night would be some serious BDSM play and training with just the two of us. You could join us on Saturday, say about 6:00. Karen has some serious fantasies that I think you could help her out with. I'll save the details so that it'll be a surprise. Besides, from talking to her I know she has never done a 3-sum and I seriously doubt she has ever enjoyed a male lover as talented as you are. Unfortunately, most of her sexual history with men has been rather unspectacular. I know I was pretty much the same when I was her age."

"Well, thank you for the compliment milady," Greg replied.

"You know you are the best, so just cut the false modesty crap," she said, smiling at her husband. 

"If you say so, but I have never been one to brag."

"I know that. Bragging, pimping you to unfortunate women, and showing you off is my job. You know I like showing you off and making them jealous by letting them know that I can have you every night." 

"OK, OK, OK, so go on."

"Well, Karen wants to experience what a full blown BDSM scene is like. That's my plan. Cathy's little cabin-dungeon is the perfect spot for it. I plan on giving her everything she wants and more. I want to really see if she has the potential as a sub that I think she does. All I need for you to do is play along. The stuff I have planned for after you get there won't be nearly as intense as Friday and Saturday before you get there. I will have come to some conclusions as to her potential by the time you arrive. It won't be like a vanilla 3-sum, but it should be fun though. Do you think you are up to helping me train a virgin subbie?"

"I don't see why not, as long as you don't let me make a fool of myself," he replied. 

"Just follow my lead and that definitely won't be a problem," she countered. 

"OK, I think I can handle that. I've been following your lead since we met, haven't I?" he asked, smiling broadly.

"It didn't seem like I needed to lead you to much a little while ago," she said, giggling.

"I guess you have a point there," he responded.

"Besides testing Karen's potential as a sub, I really want to see if there is any chemistry between her and you. I realize I can't count on it. It's more of a hope at this stage. As I said earlier, I do fantasize about this turning into more than just a casual relationship at some point. If it does come to that, I would hope that you are part of that."

"I think I would like that. I do admit I have looked at her with more than mild appreciation over the years. Now that she is a young woman my attraction to her is even stronger,"

"I sorta thought so, after all I do know you better than anyone. I know that glance of yours when you are checking out a woman and don't want anyone to know."

"I'm busted huh?" he replied.

"Yes, definitely, but its OK, I love you anyway. I've long recognized it as just part of who you are. Besides, what you probably don't notice when you are gawking is that I'm usually checking those women out at the same time. Just for the record, I found out that your attraction to Karen is definitely mutual. She has the hots for you too" 

"I do not gawk!" he said emphatically. "That's nice to know about Karen though. I'm glad an old man like me still can catch the eye of a young woman."

"OK, you don't gawk much," Lori said, smiling, "and you are not old, more like mature, well seasoned, and experienced."

"I'm kinda sticky, how about a shower? I'll wash your back," he offered. 

"Sounds great, lets go," she replied. 

It was a long shower and both were glad they had the oversized water heater installed in the house. More than a few moans could be heard coming from the bath area. 

Pursuant to the Berne Convention, this work is copyright with all rights reserved by its author unless explicitly indicated.