Hal, Eric, Cynthia, Gail and I have been best buddies for, well, forever. We’ve known each other our entire lives, growing up together in a suburb of New York and hanging out together most of the time. “Sticking together like glue” was what some of our peers said about us. Incredibly, or perhaps not so incredibly given our friendship, we wound up attending the same university, with Cynthia majoring in education, Gail in psychology, and Hal in journalism. Eric and I were business majors.
College was a blast. Each of us, of course, had other friends, but we were most comfortable and had the most fun when the five of us were together. We shared problems and celebrated successes, made elaborate plans for our futures, laughed and cried together, bared our souls when we felt it was necessary.
Strange, then, that sex never entered the picture. Oh sure, we fooled around some and flirted, but none of us seriously considered making fantasy a reality. Why, I don’t really know. Perhaps each of us thought, deep down, that any kind of physical intimacy amongst our tight little group would damage the fabulous friendship we treasured. Looking back, it’s the only logical reason I can think of.
Anyway, we finally did get around to adding sex to the mix, and then, of course, we all wondered why we had waited so long to act on what we admitted were erotic fantasies we’d harbored about one another for years. “Well, better late than never,” was the ever-cheerful Gail’s take on the matter.
It happened more than a year ago. The five of us had gathered at Hal’s apartment in Soho to celebrate the publication of Cynthia’s small volume of erotic poetry. We had come together in the past to mark a special occasion, like a birthday, job promotion, etc., and kept our clothes on, but that night was different. Very different indeed.
Following a light supper, we took our glasses of wine into the living room and settled down to listen to Cynthia read from her published book. She was seated on a hassock in the middle of the room, with Hal, Gail, and Eric ensconced in the small sofa in front of her and yours truly in a wing-backed chair off to her side. I think it was a combination of Cynthia’s voice, which is breathy and sexy, and the eroticism of her work that slowly but surely turned each one of us on.
Gail seemed particularly aroused by Cynthia’s work, and when I happened to glance her way I saw that she had one hand on Hal’s knee and the other on Eric’s. As Cynthia continued reading, Gail’s hands moved ever higher up the guys’ legs, coming to rest on the obvious bulges at their crotches. I, too, was getting aroused, and it seemed I was constantly shifting in my chair with my cock tenting my pants. What pushed each of us over the edge was when Cynthia, still reading, slipped a hand up under her loose-fitting skirt and started stroking her pussy. With each second that went by, a layer of inhibition was shed until Cynthia, really horny now, tossed her book aside and said, “Shit, I can’t take this anymore. I am so fucking wet.” Then, looking right at me, her eyes glazed with desire, she said, “Jerry, I’ve wanted to fuck you for so long. And tonight, damn it, is the night!”
That was all Gail needed. In a voice that was barely a whisper, she said, to no one in particular, “All these years I’ve dreamed about sucking off Eric, Hal, and Jerry. About each one of you fucking me silly. God, how many times have I masturbated to the image of me doing the three of you at the same time.”
Her words only enflamed the rest of us. Eric, Hal, and I now confessed to similarly lewd thoughts concerning Gail and Cynthia.
“Then everyone get naked,” urged Cynthia, rising from the hassock as she started undoing the buttons of her blouse. “We’re going to party like we’ve never partied before!”
In no time, clothes were flying all over Hal’s living room. And then there we were, bare-assed naked in front of one another for the first time ever. For a few moments we were frozen in place, waiting for someone to make the first move, I suppose. Cynthia, taking the initiative, came over to me, pushed me back into the chair, dropped to her knees, and jammed my fully erect cock into her mouth. Taking her cue from Cynthia, Gail pushed Hal and Eric back onto the sofa and immediately set to sucking their swollen organs, alternating between the two of them, going from one guy’s cock to the other’s as the guys whispered their erotic encouragements.
I was still finding it hard to believe that this was really happening when Cynthia, her long brown hair brushing my thighs, took me completely down her throat. The pretty girl whose books I had carried home on campus was sucking me like a pro! I looked over toward the sofa in time to see Hal get up and move around behind Gail, who was enjoying a mouthful of Eric’s balls. In one swift motion he drove his cock inside her golden-haired pussy. Gail moaned around Eric’s scrotum as Hal began working his member in and out of her cunt.
After a while, at Cynthia’s urging, I stood up so that I could fuck her pretty face. As she hummed her approval, I sawed my saliva-soaked cock in and out of her mouth. Every so often, I’d pull my organ from her sucking lips and rub it all over her face, something she seemed to like very much. Finally, she pulled away and said she needed my hard cock in her cunt.
I wound up flat on my back on the carpeted floor with Cynthia bouncing up and down on me, posting on my dick as her fingers pinched my nipples. I latched onto her swaying breasts, taking two handfuls of those twin beauties and squeezing them hotly as she continued to ride me like a rodeo cowgirl.
Meanwhile, Eric and Hal had changed positions, with Hal now deriving the pleasure of Gail’s cocksucking talents as Eric plowed into her cunt from behind. From her cries of delight, I assumed Gail came twice before she had both guys stand, one on either side of her kneeling form, so she could suck their cocks until they exploded all over her. The look of utter joy on her lovely face as it was sprayed with a double dose of creamy semen kept me mesmerized—until Cynthia slithered up my body to plant her wildly aroused cunt directly on my face. For several happy minutes I licked and sucked her succulent sex, making her come once before she clambered back down my body to once again sit on my raging cock. It was only moments later that I shot my load, with Cynthia enjoying her second orgasm of our coupling almost at the same time.
And that was only the beginning of the wildest, most memorable night of my life. It was like we were discovering one another all over again, which in a way we were. Following my session with Cynthia, I enjoyed Gail’s feverish lovemaking. Hal and I teamed up to pleasure her in various ways while Eric made Cynthia moan with delight, fucking her hard and fast while she was draped over the back of the sofa. Yes, it was one special night.
Since then, the five of us have gotten together four more times for what Hal likes to call “a mini orgy.” The girls have even gotten it on, although both say they much prefer a hard cock. The last time we partied, Gail realized her dream of being pleasured by Hal, Eric, and me simultaneously. It was wild. And Cynthia, urged on by Gail, tried anal sex for the first time and loved it.
Happily, the addition of sex to our friendship hasn’t changed how we relate to one another one bit. There’s no jealously, no arguments over who’s been with who, no competition among the guys to prove which one’s the most virile, no favoritism exhibited by the girls.
As Eric always says, the group of us are just “pals in passion.”
—Mr. J.W., New York, New York