Ever since I can remember, my ex-fiancée Chen and I had openly shared romantic fantasies that involved him watching while I entertained a strange man or two. It was one of many we shared over the course of a 2-year long-distance relationship whose physicality was sustained through creative use of phone sex. So, it wasn't too much of a stretch to say that, when I found myself in my early 30's with my frigid relationship dissolving, and in desperate need of a romantic jolt; I gave him a call. We made small talk and then I finally got to the point: would you be interested in helping me live out what we had always talked about? We hesitated- we had not seen each other in almost three years. The past and its unspoken hurts hung in the air. He thought about it a minute, then said "Sure, why not?"
A few weeks passed while we worked out the logistics; he paid for a room in the only nearby city, where anonymity was possible, and I placed the ad, "Inter-racial couple seeks third man for a night of intense pleasure". Craigslist is a hit-or-miss resource, but it's free, and you can weed out wackos pretty well if you're careful. Half the neighborhood, I think, responded, but I whittled choices down and selected one, and we called him. A young Australian man had responded; he was a college student, D/D free, and loved to pleasure women for hours before going in for the kill.
Chen and I met up without too much awkwardness. He hugged me warmly, and we went out to dinner. He looked older, and had put on a few pounds, but was still more or less exactly as I recalled. We spent several hours getting caught up on events and happenings, and by the end of the dinner, my nervousness was fading into the background. We were openly flirting like we had years ago, and were regaining the unspoken easy comfort with each other that we'd always shared. I had hesitated at first, as it is very easy to succumb to the prudish thoughts and expectations that have kept women's sexuality at bay for generations.
Even though I was in a relationship with a man who did not love me, even though we hadn't had meaningful sex in six months, admonitions such as, "you made your bed now sleep in it" still sometimes crept into my life. Worse, a medical condition had left me 20 pounds heavier than the end of the previous year. I had, in short, never felt less sexy in my life. It took a few hours for me to get up the nerve to suggest we set out to meet our mysterious stranger and see where things led, and even then, my hopes weren't high that he'd even be interested once he met me.
Tony turned out to be cute as Hell- short, but lean and rough built with great eyes, black hair, and powerful looking hands. We met him for a few drinks, and I liked him instantly. He was well dressed, had an easy manner to him, and was very thoughtful. His accent was an instant turn-on, as well, which did not hurt. Watching his hands cradle and absentmindedly caress his drink, I started wondering what they might feel like cradling other things, and let myself become lost in my reverie. We talked for about an hour, getting comfortable, none of us sure how to really begin this thing.
Seated next to him, I was slowly warming to him- his presence, the heat from his body, the scent of his cologne. I waited until I was sure I could handle rejection, and I boldly ran my hand up his thigh, suddenly feeling a lovely hard-on bulging under his jeans. When I looked him in the eyes and asked him, "Well, do you think you're interested in our proposal?" the answer was a resounding, "Yes, I certainly am!" That's all it took- I was sold. Still nervous, but sold.
We left for the motel, 25 minutes away, and I rode in the backseat with Tony, while Chen drove. I was wearing a low cut top that exposed my cleavage nicely, and a long black skirt slit up almost to my hips. Tony immediately started kissing and licking my neck, while rubbing my thighs and calves. His hand slid over my body like silk. He stroked my sides, nibbled my neck, and delicately licked his tongue across my lips in a gentle and sexy kiss. I gasped as he buried his face in my décolletage, carefully moving my bra aside to suckle expertly on my nipples. I decided then that the time was now or never- if this was going to happen, I had to own the moment. I could not be the passive recipient who said, "it happened to me"- rather I had to be the catalyst of my own awakening, and accept the full consequences, good or bad, of my decision. I made the decision at that moment to plunge myself completely into this encounter, and see where it would take me.
I deliberately lay back in the seat to give him better access, caressing my breasts and looking him in the eye in lustful challenge. In response, he worked my top down off my shoulders, tracing my right breast's outline with his tongue, before turning his attention again to pleasuring my rock-hard nipple. I was wearing my non-piercing nipple rings tight, and the combination of engorged throbbing flesh and his sucking and nibbling was intensely pleasuring. He slowly drew more of my generous breast into his mouth while his hand reached up underneath my skirt to lightly stroke my pussy. His middle finger found my slit, pried it apart, and teased it open. I arched my back in bliss, feeling my opening start to literally drip with anticipation, while Chen stole glances from the driver's seat and stroked himself.
Tony respectfully worked my bra off, and completely buried his face in my tits, seemingly enraptured in their flesh and heft, letting their softness stroke his rough cheeks as he nuzzled into them. His right hand literally danced around my clit, pussy, and vaginal opening; now one finger in, then stroking the outside so lightly he has barely touching, now entering with three fingers and twisting to tease my G-spot. Each stroke of his talented fingers stoked an inner fire that was burning hotter and hotter,and I was soon lost in delight. I came to my senses long enough just to sit up and reach for the zipper of his jeans, gently tugging his member free.
