I have had many interesting relationships over the years but none that compares with those of last year. In February, I met a woman who was an investor in a business scheme that I was investigating as a radio talk-show host. She was attractive and looked to be an easy mark for a con artist. I spoke with her and within a few days she had canceled out on her business deal. She invited me for a drink to thank me for saving her money; then a reciprocating invitation to my place for a simple dinner and conversation.
When Sheryl, a 5'4", 110#, green-eyed blonde, showed up expecting champagne to warm up to the night's anticipated events, she instead received passionate kisses whilst I slipped her jeans off, pushing her to the living room floor as I did so, and feasting on her delectable cunt. Following her delightful moans of ecstasy, several orgasms later, we retired to the upstairs bedroom to begin the seduction.
Sheryl is in her early 40's, 'straight' and not into drugs, smoking or alcohol. She dresses professionally conservative and her only fantasy when we met was to be able to spend a whole night with her married lover. Following her last marriage, she had several one-night stands and preferred to "hump 'em and dump 'em" rather than work on a relationship. One of her dates (she belonged to a dating service) invited her to a swing party. He would buy her erotic clothing that she gave to Goodwill. She decided that the date was a voyeur and a pervert, resulting in another rejection.
Sheryl enjoyed my recounting of past tales that created new fantasies for Sheryl. Stories like an ex-wife who would dress in a fur coat, heels and thigh highs for an evening on the town; being sucked off while driving with the top-down in a large metropolitan city; fucking my secretary on my desk and other stories, too many to relate now. I am an investigative reporter in a large city. This allows me the opportunity to meet many people; one of special interest is the proprietor of a major swing club.
Sheryl and I made only one agreement in seeing each other, that neither of us wanted a committed or monogamous relationship. We both enjoyed the freedom to meet other people and did not want jealous, possessive or full-time partners who inhibited that freedom. Without restrictions, our relationship blossomed and we enjoyed many days and nights of pleasure. She gives the best head in town and could suck my cock dry and then revitalize it for another long sensuous session of lovemaking. She is, fortunately, multi-orgasmic and has many vaginal orgasms along with a silence piercing clitoral one. Her nipples, when sucked and pinched, lead her to a wild frenzy and more orgasms. She is quite unusual in her sensitivity to pleasure. Sucking on her tongue, playing with her earlobe, chewing on her shoulder, pinching the flesh between her thumb and forefinger all cause orgasms. What a lover she is! She credits me for bringing out these newfound sources of sexual excitation.
Sheryl now seemed very interested in exploring her own sexuality as she had found someone who cared for her, encouraged her personal sexual growth and was a positive nurturing lover; one who appreciated her independence and was mentally as well as sexually stimulating. She dropped her other lovers (including her affair) and settled in with me. We both enjoyed incredible sex. Once introduced to anal sex she went wild and now begs for it often. I remember that first time vividly. She was hot and wet from multiple orgasms resulting from my cock pounding away in her cunt. I took some of her pussy juice and inserted my finger in her ass. I replaced my finger with my thumb. My cock was slippery with her come; I placed the cockhead against her nether hole and she pushed back against me while on her hands and knees, allowing the head to slip in, followed by seven inches of my member. Sheryl mewled with delight. She had her first orgasm from anal penetration. Then I came!
She started to read the Variations and Forum Magazines lying on the bed stand, getting fired up, hot and wet with each issue. At first she found some of the stories and letters hard to believe but, as you will see, they served as validation for a lifestyle to come.
We talked of fantasies and other things. We enjoyed watching X-rated videos at home. Surprisingly, Sheryl had never seen an X-rated movie. I had been planting images in her mind of how good it would feel to have one cock in her mouth and another in her cunt; how it would feel to suck on another woman's cunt while I was in her ass. I thought that she would jump at the chance for the former. Instead, Sheryl said she was intrigued with the thought of exploring a sexual encounter with another woman. The idea sent incredible shock waves through my body. Isn't this every man's dream: a ménage a' trois with two women? I was now truly determined to give Sheryl (and me) her wish.
As I am a consummate networker, I remembered Crystal, 33, 5'1" about 100 pounds, a CPA who I bedded on several occasions. She had expressed her own feelings that she was bisexual. Having never had an opportunity to find out, it was simply a fantasy she shared with me. A phone call on a Sunday noon brought Crystal to my home to meet Sheryl. The three of us drank coffee and Kahlua and later began to hug, kiss and fondle one another. I had to go upstairs and Sheryl suggested to Crystal that they should get it on with me. They came upstairs and Crystal started to get real passionate. Our necking led to our clothes being literally torn off, one by the other. Sheryl joined us and took part in the activities at hand.
We raced to the bedroom. My cock was at attention. Sheryl sucked on my cock until it glistened with her saliva. Crystal begged for my cock and Sheryl pushed me on top of Crystal and helped slip my cock into her tight, waiting cunt. Sheryl said, "Pump her hard, I want to eat your come out of her cunt."
I fucked Crystal with her legs over my shoulders, on her back, on her hands and knees. Then I came, pulled out and Sheryl started sucking up my come from Crystal. Crystal took my cock in her mouth and got me ready to go again. I started to fuck Sheryl from the rear and she came several times. Sheryl and Crystal got into a "69" position and started having simultaneous orgasms. I took turns fucking each of them and then pulled out and watched the two of them make love and satisfy each other. Several hours later, the three of us just cuddled and talked of this new adventure, falling asleep late into the night.
Sheryl and I discussed this first ménage a' trois the next day. She needed me to talk with her about my feelings for her and those for Crystal. Sheryl was able to process the scene and have a better understanding of her wants and needs. She felt reassured. She was growing!
Sheryl was coming out. We went to a dance that swingers go to as a lead generator to find others who enjoy the lifestyle of "play couples". Sheryl looked quite fetching in a little cocktail dress. She loves to dance and is quite gregarious. Another couple at our table quickly changed to comfortable dance clothes (it was a beachwear night). We were not able to bring other clothes as straight friends dropped Sheryl off at the club and I had just finished work and was dressed accordingly. We danced and watched as others shifted into some touchy, feely situations. It was a turn-on for us. I asked Sheryl if she wanted to take off her panties. She did, and when we danced she was wearing only her cocktail dress, heels, and thigh highs. I maneuvered her to where the couple from our table was dancing. They reached out to us and we danced as a four-some. The other man had his hand under Sheryl's dress and was playing with her very wet cunt. I was doing the same to his partner. He took her top off and I slipped down Sheryl's dress top.
There they were. Breast to breast; kissing each other, sucking tongues and feeling each other's cunt. We males were merely encouraging and caressing the active participants. Both women had noticeable orgasms. The nearby dancers turned and watched as they held and fondled each other.
Sheryl danced with other men who excited her by reaching under her dress and playing with her cunt. She would touch them and stroke their cocks when exposed. One she even 'got off' to her surprise, his come splashing on her hand and the dance floor. Neither was expecting it.
On the way home we talked about the eroticism of the evening and the feelings it created. We were both seeking closeness from this new form of "sharing" with others. Once home, we stripped each other quickly and fucked and sucked all night long (the next morning was a Saturday and neither of us had any commitments). It was the first time that Sheryl went "around the world", taking a load of come in her mouth, cunt and ass.