His First Threesome - Pt. 01

My friend Christine isn't a slut, but she really, really, really loves to fuck. Not to mention that she's a self-proclaimed "expert" cocksucker.

Michael, another friend of mine, really digs Christine.

Then there's me - I have a hard-core crush on Michael, even though I don't typically go for straight guys. At best, straight boys will drop trou' and let me suck them off, but they're almost never willing to return the favor. And forget about a straight guy taking it in the ass; he might fuck me in the ass, but taking my thick, hard cock in his backdoor always seems to be off limits...

But this one night the stars were somehow perfectly aligned, everything worked out just right, and I got a straight boy to blow me and I fucked him in his virgin ass!

* * *

It all started at the bar, as these stories often do. I'd known Christine since freshman year, and it was during our junior year that we'd met fresh-meat freshman Michael through a mutual friend.

He was too adorable for words - almost six feet tall and trim, with the kind of perfect muscle definition that could make a plain white t-shirt look sexy, and he had a smile that took over his whole face. All together, he was complete queer-bait, but sadly he was completely straight.

He was hot for Christine, as he had told me just about every time we'd hung out with her, and as eager as her beaver was, she wasn't into him at all. She tends to go for the big tough macho jock types (and, occasionally, wiry bisexual nerdy guys like me, but that's another story!)

Anyway, the three of us were sitting in a dark booth at the back of the bar when the conversation turned to sex. I figured I'd do a favor for Michael by trying to arrange a hook up with Christine, so I did what I knew would turn her on - I described my latest sexual encounter with a "straight" frat boy. She was a complete sucker for tales of dudes banging each other!

As I got into the dirty details of the frat boy's very successful first attempt at giving me a blow job, I glanced over at Michael and saw that he was transfixed. Who would have thought that this clean-cut Midwestern boy would actually get turned on by hearing about me getting my knob polished by another guy?

As she always did when the talk turned to fellatio, Christine made a point of letting me know that she was way better at sucking cock than some inexperienced frat boy. That comment made Michael's face go beet red - I'm not sure I've ever actually seen that happen before, but there it was. This was a turn that I hadn't expected, and now I was wondering if maybe I had a chance with him, and any idea of setting him up with Christine went out the window.

I moved a little closer to him in the booth as I continued my tale. By the time I finished the blowjob story with the shocking information that the dude actually swallowed when I was done, I was sitting right up against Michael in the booth - close enough that I could have kissed him.

Christine had apparently been paying attention to my subtle play and realized what I was up to - over the last two years, she'd seen me attempt to cozy up to plenty of straight boys. She knew that I had the hots for Michael, and that he was very much into her, so she followed my lead.

"Hey, Michael," she asked. "Have you ever done anything like that with another dude?"

Michael chugged the last half of his beer and said, simply, "No way."

"Would you ever, do you think?" she prodded.

"Nah, man," he answered, and not very convincingly.

"What if I was there, too?" She looked him right in the eyes and leaned forward just enough so that her low cut top showed off another inch of her ample cleavage. She was a tiny little thing - about five and a half feet tall - but she had the rack of a much larger woman. Michael took notice and sat up a little straighter.

"Could that ever happen? You and me and another dude?" he asked.

Christine handled his question like the whole thing had been scripted. "What do you think, Justin?" she asked me. "Could that ever happen?"

"Absolutely," I answered, putting a hand on Michael's shoulder. "Any time..."

* * *

Cut to: My dorm room,   half an hour and three tequila shots later. The three of us were standing naked in the middle of the room, facing each other.

Michael's nude body looked even more amazing than I would have predicted. His long, lean frame was firm, smooth and nearly hairless, with a neatly trimmed patch of dark curly hair below his waistline. His cock was rock hard and he was grinning with that whole-face smile of his.

Christine stood beside him, the top of her head only reaching the middle of his throat. She had just a thin line of dark blonde pubes leading down to her pussy, and her tits were amazing. They were firm and round and full, with smallish aureoles and nipples so hard that they looked like they could cut glass. She had the kind of perfectly curvy body that made me remember that I wasn't exclusively into cock, but sometimes bisexual under the right conditions!

While I may occasionally indulge in a body like hers, I'm still more about the cock than the cunt, so my attention was mainly focused on Michael and his literally throbbing cock - it was gently pulsating in time with his heart beat, almost like it was waving me closer. My own cock wasn't as long as his eight inches, but it was a good deal thicker, and he was stealing glances at me from the corners of his eyes, like he thought my dick might bite him if he didn't keep an eye on it.

Christine stood between us and took a hard cock in each hand, then stood on her toes to kiss Michael, long and slow and deep. He was moaning a little and grinding his hips gently, sliding his cock between her clenched fingers. As she kissed him, she took his hand and put it on top of her own, then pulled hers away so that Michael now had a handful of my thick man meat.

He squeezed it gently, then seemed to realize what it was and giggled a little as he pulled his mouth away from hers. He looked down at his own hand full of my cock, and then slowly moved his eyes along the shaft of my dick, then to my pubes, slowly up across my tight abs and pecs, until his eyes eventually met mine.

He leaned in and his tongue met mine as I opened my mouth and pulled him in closer. Christine placed his cock into my hand and then moved behind him, caressing his smooth torso and kissing his firm back while I tongued his sweet mouth. I was eager to have that tongue bathing my hard cock, but I took my time and let him get comfortable with making out with another dude for the first time.

Christine circled the two of us as we kissed, and then she went to her knees to do what she claimed to do best. She took a cock in each hand and pressed their heads together, then licked each one in turn, moving her tongue along the veined ridges of mine, then his, then mine, back and forth. She had Michael in her right hand, and she aimed his cock at her mouth, and then swallowed its entire length. Her nose rubbed against his pubes as she pressed her tongue around the base of his shaft, then her lips grabbed it tight as she pulled back, sucking deeply the whole time. Michael's entire body shuddered when she reached the tip, and that's when I got down on my knees to join her.

What a gorgeous cock! It was the perfect length for my mouth - I could easily fit the whole thing down my throat, just deep enough to get it all, but not deep enough to be uncomfortable. Now was my chance to prove what I'd told him earlier: Christine may be great at sucking cock, but she's a chick, and no matter how much she loves it or how often she gets to do it, she simply can't compete with someone who's had a lifetime of experience with a cock, and who can work it like a master at any time, day or night.

I started with the tip, running my tongue along the well defined ridge of his beautiful cut cock. I tickled the underbelly with the tip of my tongue and slowly stroked his shaft with my left hand while I squeezed his tight nut sack with my right. I wrapped my lips around the head of his firm cock while my tongue continued to dance around it.

I moved my lips surely and slowly down the entire length until he was balls deep in my mouth. The pull-back is the trick that gets them every time: I slide my firmly pursed lips back up the shaft and keep my tongue dancing all the while, licking back and forth, up and down - gently massaging those tight nuts the whole time - until I finally reach the tip, where I gently tickle the slit with the tip of my tongue.

As I again reached the tip of his dick, he cried out, "Oh fuck yes," in a soft voice and grabbed me by the ears. Now that he had an idea of what he was in for, he took a more active role in the blowjob and began thrusting his cock into my mouth with each downward suck and exhaling with a throaty groan that made my own cock throb.

Christine was dutifully kneeling behind Michael, working his tight virgin asshole with her tiny fingers by pressing gently against his ring piece until it began to give way. She followed that by using her tongue to loosen him up in preparation for the thick package I had ready for delivery. He hadn't been very eager about letting me in his back door, but when Christine had offered to rim his asshole, he had become much more willing!

While she prepared his ass, I gave his balls one more squeeze as I tongue-whipped his tip, then stood up and kissed his panting mouth - he was actually winded from being blown! He kissed me back, soft but firm, and he asked me, "Can I try that on you?"

I was amazed! He wasn't the first straight boy I'd ever blown (far from it), but he was the first to offer to return the favor before he'd even gotten off.

I led him over to my bed and I sat down on its edge. He knelt in front of me and asked Christine to show him what to do. She demonstrated on my cock, and I have to admit that she is quite good at sucking a cock - just not as good as I am!

While she held my shaft for him, Michael took the tip of my cock into his mouth and sucked it like a lollipop, a bit awkwardly at first, but then a little more vigorously. Christine placed his hand on my shaft and showed him how to stroke it while he sucked on the knob. He took her direction well and paused just long enough to ask her to go back to licking his asshole.

While she rimmed him, he made a determined effort to suck my rod, and it was amazingly hot to watch my gorgeous straight crush suck on my cock with such gusto.

In the mirror of the closet door I could see our reflections - Christine on her knees, her head bobbing at the base of Michael's rippling back, while his head bobbed slowly up and down in my lap. I put one hand on his head and used the other to massage my balls as Michael's cocksucking skills improved with each passing moment.

After a wonderful five or six minutes of ever-improving technique, Michael pulled away, licked his lips, and turned his head to face Christine, who was on her knees behind him.

He sheepishly asked her, "Will you put your finger inside me?"

As soon as I heard that, I knew that I would have my dick buried up his ass in no time, and my cock stiffened a little more as Michael continued blowing me as he got finger-banged by Christine...

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To be continued...