This is based on a true story as related to me. Events and descriptions have been altered for storytelling purposes and, of course, the names have been changed.
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I will never forget my first contact with Ryan.
"I am a discrete, professional, single male. I will awaken you sexually…expose you to a sensual world of eroticism all around you. Meet me…and change your life. I am genuine and will not disappoint. Only your prompt reply will convince me of your interest and sincerity," the message glared on the computer screen.
He had answered my ad in an on-line swinger's dating service. I suppose it was a same mix of curiosity and desperation that had me sign up in the first place that made me reply back to the mysterious message. My ad had lingered for months attracting many inquiries, from couples, single men, and single women. I checked it daily and I was typically nonchalant about answering. But Ryan's message definitely caught my attention.
We traded messages over the next week, mine flirtatious, his assertive and confident. I started out coy, but was dying to meet him at the end. Finally, we agreed to meet at a local restaurant the next Friday night, for dinner only. I spent the next week in a funk of anxiety and anticipation. It was like I was a child again, looking forward to some big event, while time seemed to pass slower and slower, as the event grew near. I was determined to look good, dress conservative yet mildly seductive. I wanted, needed, to make a good impression with Ryan and not especially for him, but for me.
I live in a small town where I had moved when I married my first love. My husband and I were employed as professionals, enjoyed lucrative careers, and had started a family, I had given birth to a son. However, over time and for a number of reasons, my husband and I began to grow apart. Our relationship became empty, lifeless, and while I remained faithful to him, he finally admitted he was having an affair and wanted out. Suddenly I was on my own, filing for divorce, coping with a disconcerting emptiness, and scrambling for answers to questions I thought only other people had to contend with.
My son became the focus of my life. My ex and I agreed to share custody. While opportunities to meet new prospective partners were few in the immediate area I knew I could not bring myself to leave my only child. I had to stay, I had to make the best of it. Conscious of my divorce, my professional status, and being in a small town, I maintained a very proper lady like demeanor. I did not want my son, my employer, or my husband's family, hearing gossip. Recreational activities, my career, travel, and being a parent were fulfilling my life. My lack of sexual activity was of little concern. I had suppressed myself sexually through the almost two years of separation and divorce, and for some time previous. I had somehow denied it, but as our marriage broke down, the sexual gratification from my husband was on a similar, steady decline.
However, as time passed and I adjusted to my new life, I felt a sexual hunger returning. I began to look at the men I would meet differently, and while maintaining my lady like façade as a happy and content divorcee, began to secretly long for companionship and sex. I didn't act on these feelings immediately, I wanted desperately to remain discrete, which was one of the motivators for me to check out alternative ways to meet men, and to a lesser extent women. I cannot say I am truly bisexual, but could envision myself trying at least some soft play with another of my sex.
Medium height at 5'6" I had an athletic build for a woman which I worked hard to keep in top form. Golden blonde hair and blue eyes on a finely featured symmetrical face I had always felt confident, if not just a little sexy, with my look. My breasts were large and firm, a size 36C, with rose colored aureola and plump nipples. My thighs and legs were long and muscular converging on a neatly trimmed pussy with a long slender slit of my womanhood. In my mid-thirties I kept my weight under control, in fact, due to the stress I had been through I was actually lighter and slimmer than I had been ten years ago.
Among my many pastimes I am a voracious reader. As my sexual appetite increased I found myself seeking more and more material on sex, particularly from a social perspective. Which is where I discovered the 'lifestyle' or 'swinging' as it is more popularly known. As baby boomers age into their forties and fifties their impact on the 'lifestyle' has been as dramatic as it has been to other areas of the economy. Facilities, organization, rules, and even social acceptability have improved. While truly for couples, single women were welcomed, and I read that for many women it was a discrete and safe diversion from the bar scene. Wanting to avoid the latter it caught my interest.
It was my curiosity about the 'lifestyle' that led me to find where local swing clubs were located and find an on-line swinger's dating service site on the net. I went back to it a few times before actually logging on and creating an identity. Feeling just a bit excited and embarrassed, I filled out a few of the basic questions ignoring more detailed information requested. The thought 'I can't believe I'm doing this' crossed my mind more than once. I had no way of knowing where any of this would lead.
The responses I got were, to say the least, interesting. Ryan didn't come along at first, and if he had, I probably would not have responded with any encouragement. I was close, but not yet ready to begin seeing someone again. I corresponded with couples, and a few men and women that seemed intelligent and interesting. I enjoyed the attention and soon found going to the site to pick up mail was a daily ritual. I was still somewhat inhibited, and although a genuine interest in men and women had definitely returned to me, I needed something to get over that last bit of apprehension. And that's when Ryan's message flashed on my computer screen.
Our first date was at a nice restaurant, his suggestion, and to be dinner only although I think we both knew it could lead to more if impressions were favorable. I found Ryan to be very attractive. He was tall and lean, just over 6', very well dressed and, although almost ten years my senior, in great physical shape. He was polite, courteous, a real gentleman. He complimented my looks, my perfume, my clothes, and laughed easily at my offbeat humor. I thoroughly enjoyed his company, I had not realized how much I missed the companionship of a man, and it felt good.
We ate, drank, and talked for what seemed to be hours. Ryan listened to me intently as I told him things I never thought capable of. The swinger's forum where we met opened up intimate things about one's fantasies and inner most desires that one rarely will share. I had so many things I wanted to experience, and hadn't. Ryan showed little emotion through it all. Finally, when I asked him to share one of his fantasies Ryan told me that he, and some of his friends, had been participating in 'the lifestyle'. Perhaps it was the wine, my mood, the situation, or maybe simply that I knew he was interested, I found myself expressing an interest in 'lifestyle' activities, if in fact, we got to know one another better.
By the end of the evening all the talk of sex, my fantasies, and his mere presence had me very aroused. I decided I wanted to seduce him but the more I made advances, the more he seemed to retreat. Ryan plays the game of seduction better than anyone I know. And the disinterest he conveyed, by his lack of response to my behavior, only served to make me want him more. I sensed he knew perfectly well all along I wanted him, but decided to enjoy my pursuit. It bothered me but I realized I was the overanxious one looking for a conquest. Ryan stayed cool throughout. He walked me to my car after dinner, gave me a light kiss good bye and began to walk to his car.
"Ryan…" I heard myself saying. "Why don't you follow me to my place…we can have a night cap…my son is at his father's."
He nodded, accepting with a smile. "Drive carefully," he called out as he got in his car. At the house we continued to talk. Turns out he liked single malt scotch whisky which fortunately I had in the house, for the odd time when my father visits. I handed him the scotch and sat beside him on the sofa. I deliberately placed my hand on his thigh and rubbed it toward the inside. He didn't flinch, instead looked at me intently, peering deep into my eyes. He casually brought his arm over my shoulder but went no further. The silence was deafening as I looked at him, my eyes pleading to be kissed. 'Did he want me to beg him for it…surely he could see I wanted him,' I thought.
"Ryan…do you find me…attractive?" I stumbled over the words such was the state of my insecurity at the moment.
"Of course Andrea, you are a very sexy woman," he said soothingly and leaned forward to kiss me. A soft moan escaped from me as he said it. My body tingled with raw desire as our lips lingered together. He drew back, then forward again, I felt my mouth opening, his tongue moving deliberately forward. We kissed long and hard, I grew wetter by the moment. His hand moved off the top of the couch and caressed my hair, I loved that and wondered how he knew.
Our kisses grew more passionate and soon my make up was smeared about my face. I didn't care, I loved it, lost in the moment. It felt liberating, it had been…too long. His other hand was on my thigh, rubbing gently, I could feel the sensation through my silk stockings. I shuddered slightly as his hand shifted down to the sensitive area behind my knee and stroked it lightly with the tips of his fingers. He seemed to know all the right spots to caress and stimulate me.
"Andrea, do you want me to stay with you tonight?" Ryan whispered in my ear.
I didn't answer but my eyes betrayed my desire. He nodded slowly. "Take off your clothes for me…slowly…that's it… seductively…sensuously," he murmured as I began unbuttoning my blouse.
Ryan watched me intently. When I reached the last button I stood, then let my blouse slip to the floor behind me. My skirt was next leaving me in a fine lace bra, panty, and garter belt set. Being well dressed, for all occasions, was a minor fetish of mine. I moved to unhook one of the garters when he interrupted me.