My So-Called Gay Sex Life

Well, high school graduation had come & gone, and I was still practically a virgin, having had only 1 j/o buddy & one 69 experience with friends who didn't want to do it again. I don't think it was about me - I was (and still am!) pretty cute & had a nice twink body, slender but with a tight, round bubble butt - and I was ready to get it fucked. I'm a great kisser (so I've been told) and from the start have sucked a mean cock. A born cocksucker, I suppose. Plenty of girls had crushed on my dark-haired, green-eyed good looks (tall, dark & handsome - that's me!), but I hadn't yet gotten really hot & heavy with a guy who wanted more than just a one-off good time. That was soon to change.

I didn't have much interest or direction about college, so I wound up going to a nearby community college, where I signed up for lots of music & drama courses (yes, some stereotypes hold - but I'm not at all queeny acting). The chorus class was putting on a musical play, and it was during rehearsals that I met Dennis & John. Dennis had a featured part & was quick about putting the moves on me one day after practice. We had gone with some other guys to get a soda at the snack bar on campus & soon found ourselves alone at the table. The conversation was rapidly steered toward sex & we set off to look for a more secluded venue to continue our interaction.

We found an empty classroom that was unlocked & in a more quiet, un-trafficked area of the school, where we could also be alerted to anybody entering & have enough time to get ourselves together. Pretty soon Dennis had his pants around his ankles & my mouth in his crotch. He had a nice slim dick of average length that fit great in my mouth - even if it had a pronounced curve to one side. I enjoyed sucking & licking all over his cock & balls - and I'm sure Dennis was having fun too. He later told me he was bisexual & didn't care who was doing the sucking as long as they did a good job!

"Have you ever been fucked?", he asked.

I replied, "No, but I want to try it", and bent over a table so he could have access to my virgin ass.

It might have gone better if he had done any kind of foreplay or warmup on my tight unfucked hole, but he just tried to plunge right in, without stretching me out or even using lube. As soon as I felt the searing pain in my ass-ring I aborted the attempted butt piracy.

"Let's just stick to sucking for now", I suggested, and dropped down to my knees again to complete the blowjob I had started.

I would suck Dennis off three more times that semester - once in a piano practice room, another time in the baseball dugout & one time out in the woods, where we 69-ed & both got a case of poison sumac on our asses! He was a nice enough kid, but clearly was just in it to get his rocks off; I never got a feeling that cared about anything but a warm mouth on his dick. Certainly he wasn't looking for a boyfriend, and I wanted to find someone who was at least somewhat interested in me as a whole person - not just a cocksucker. Just a romantic at heart, I suppose.

Like Ron, my friend from high school, I first met John in a chorus class, and like Ron, we were seated next to each other. He was very cute; a bit shorter than my six feet, deep green eyes, light brown hair & an awesome worked-out body. He was also 22 years old to my 18 years & much more experienced, I would learn.

For most of the semester, we got to know each other during class breaks & I met some of his friends as we warmed to each other. One of the best things about "show biz", even if it's just community theater, is the bonding that happens during the production of a show. People tend to grow close to each other rather quickly & even if they are not deep, lasting relationships, they can be quite intense for a time - and I'm not just talking about romantic relationships. I still remember with great fondness & affection the many people I've gotten to know in choirs & plays. Anyway, back to the story.

John & I had a fairly flirtatious friendship, but I didn't really think he meant anything by it - although I hoped otherwise. Things took a big turn on the opening night of the play, however. In fine show business tradition, everyone was embracing & kissing each other for luck & telling folks to "break a leg" before the curtain rose on the production. We were the last two men in the dressing room, and with uncharacteristic boldness, I turned to John and said, "Well, here's your good luck kiss", and pecked him on the mouth. Quickly I exited the room & rushed to take my place onstage for the opening number. I was nervous, and mortified that my impulsive act might have ruined a budding friendship.

When he caught up to me, everyone in the cast was there onstage, awaiting the beginning of the play. John took his place next to me, and as the lights went down behind the curtain, he whispered to me, "You left before I could give you YOUR good luck kiss". He placed his lips on mine, and I enjoyed the sweetest kiss I had ever had - right until we heard the curtain begin to rise (my dick had certainly risen, too). We would continue our pre-show ritual for the run of the play, and of course the danger of being caught kissing right on stage before an audience of hundreds only heightened the thrill of it.

After the performance, we didn't have much of a chance to be alone; everyone was so excited & most of the cast was quickly ready to go out & eat. Singing & dancing for a couple of hours builds a big appetite! John & I stole a few minutes alone in the men's room, and as I blocked the door we exchanged a more passionate & heated kiss.

"That was quite a chance you took. What made you think I wouldn't punch you out?" he asked.

"I was willing to take the chance of losing a friend because you are just so fucking gorgeous! I really want to get you alone so I can take advantage of you", I quipped.

"That can be arranged", John said, "but not tonight. We have to hang out with the cast, and my parents are expecting me to be home to 'tuck them in' - they're pretty old & don't sleep well until they know I'm home safe".

"You're such a loving son - must be why I find you so attractive, you stud", I said, as I continued to kiss his ears & neck while running my hands over his torso.

"I can hardly wait to be alone with you, either. Just be patient."

Arggh! I felt like would bust a nut if I couldn't get my hands & mouth on him ASAP - but I had to control myself, at least for a while. We went to the cast party at a local restaurant & sat next to each other, our hands secretly entwined under the tablecloth, groping & exploring each other's crotches as we calmly ate our appetizer platters. He bought me my first drink at the party - a Singapore Sling, of all things - as I was still underage & had led a rather sheltered life to date. It was enough to get me a tad tipsy, but not drunk. Reluctantly, I said goodnight to John as we parted ways, and as I hugged him, I whispered, "I can't wait until next time - when we can get to know each other better."

For the next several days I waited in a state of anticipation for John to be free to spend more time with me. Work, school & family commitments kept him busy, but we saw each other on performance days & stole our kisses before the rising of the curtain, and our rushed embraces in the dressing room. Finally, we settled on an evening to meet - when neither of us had work or school the next day. I met him at his car & hopped in. As we drove away, my hand settled in his lap, fondling his growing basket. We stopped & parked in a secluded area & were all over each other. We reclined our seats back & undid each other pants. At last I had his firm cock in my hands & began stroking it, as he did the same to me. John broke the kiss to ask me, "What time do you have to be home?"

I had never discussed a curfew with my parents, nor had I ever stayed out past midnight, as I was not a big partier. "There's no time limit", I replied, then, to my chagrin John pulled up his pants, straightened his seat and started the car.

"Uh, what's up, John? Y-you're not going to take me home yet, are you?"

"Yes; to MY house, man. You're going to spend the night with me".

It was a dream come true. We soon arrived at his house, a large three-story home in an expensive neighborhood on the Jersey shore. I learned that John's family was very wealthy, his dad having been an oil company executive. After going in alone, John beckoned me to a side entrance. He showed me to his room on the first floor & asked me to wait while he said goodnight to his parents on the top floor. It seemed like an eternity before he returned, but finally he came back & took me into his arms.

We kissed passionately - but unhurriedly. We could take our time. We were finally alone & would not be disturbed for the night. I took pleasure in slowly disrobing him, revealing his toned, muscular body bit by bit. I kissed his hairy pecs & licked his ripe nipples, alternating back & forth between the right & left. Lowering myself to my knees before him, I looked up into his warm, smiling eyes as I unbuckled his belt, unzipped the fly & dropped his pants. My fingers found the waistband of his briefs, and I pulled them lower so I could uncover his manhood. What a gorgeous sight that was. His cock was rock hard and pointed straight up. It was throbbing, and there was a glistening of pre-cum oozing out of the tip. Smiling up at him, I extended my tongue to his 6-incher & nibbled my lips along the head and shaft. I sucked slowly for a few minutes before John pulled me to my feet.

"It's your turn, bud. Let me get your clothes off", he said, reaching for my sweater. Like an instant replay, he did for me what I had just done for him - taking each item of clothing off while stroking & kissing the bare skin that was revealed. Ahhh - I felt the heated moisture of his mouth engulf my hard prick. He sucked, licked and stroked me like no one ever had, and even today with twenty years of experience & many lovers to my credit, I remember that night as my first time to really make love with a man. Nothing can ever compare to that first time.

We got comfortable on the bed and for the first time I felt a man's naked body on mine. I love kissing, and John was a superb kisser. I could kiss for hours, but there was much more we wanted to do for each other that night. We sucked each other in turn, then 69ed for awhile. I wanted to cum, but I also wanted this night to last forever. What a pleasant surprise when John reached into the nightstand drawer and pulled out a jar of Vaseline, then lay outstretched on his stomach. He presented his finely formed ass to me, and I was in awe of how amazingly beautiful and exciting this was. I knew what to do from reading "The Joy of Gay Sex" - but this was real, not just a fantasy. I gently coated his manhole with a generous dollop of petroleum jelly, and put plenty on my piece, as well.

I placed the head of my cock against the opening of his ass & waited for the unspoken signal to push forward. Slowly John relaxed his asshole and I felt the tight warmth of his anal ring surround my dickhead.

"Oooh - take it easy - I haven't been fucked in a while", John cautioned me, and I complied, not wanting anything to mar this wonderful night. Little by little I fucked my cock into him until I eventually bottomed out, filling him with my seven inch prong. Moaning with fulfillment, he squirmed and bucked on my cock, encouraging me to begin fucking in earnest.

"Mmmm, John, that feels so good - I've never felt anything like this, man," I whispered into his ear as I ground my dick deep inside his tight hole. In and out I plunged for a solid twenty minutes as John's moans and groans escalated with passion and pleasure. I positioned him on his knees so I could get the thrill of watching my cock pistoning in and out of his clutching ass. Grasping his hips, I threw him an enthusiastic first fuck until I couldn't contain myself anymore. He lowered himself once more onto his stomach and reached around to grab my ass & pull me tight into him. I kissed and nibbled his muscular shoulders and neck as I increased the pace of my fucking, and wrapped my arms around his chest until I had his pecs in my hands. As completely united as two men can get, and more turned on than I had ever been, I felt my orgasm begin. Lost in the rutting, I let my mind go & allowed my body to do what it was created to do. In ecstasy, felt my balls release my cum deep into John's ass.

"Ahhh - I can feel your scum squirting inside me", he gasped breathlessly.

"Man, I'm coming inside you - it feels so great!" was all I could say. Words can't really describe what was the most intense pleasure I had ever felt.

As I came down from the heights of orgasm, we both relaxed in the afterglow of it, and just enjoyed the connection between us while I laid still on his back. Eventually my cock went down and slipped out of his ass, and we rolled onto our sides to kiss face to face again. Our limbs pulled each other closely and I looked into his eyes for an indication he was feeling as fulfilled, completed and turned on as I was, and indeed I saw the very reflection of what I felt.

I rolled over onto my back and pulled him on top of me as our kissing raised the level of our passion once again. Now it was time for me to give myself to John as I never had to anyone before. I wanted to lose my virginity to this beautiful man - my friend and now my lover. He raised my legs to his shoulders and I felt his fingers at my asshole, daubing lube into me. I was not at all afraid, but wanted this more than anything ever before. As I looked up into his eyes, I saw only love there, and knew all was okay. His cock entered me, and in one long slow stroked he was balls deep.

That first time I felt no pain or even discomfort at all in my virgin ass. Maybe because I had already come, and was so relaxed, or because I was so comfortable in John's arms - whatever the reason, I'm so thankful that the first fuck was so good. I felt full, but great. The feeling of being fucked in the ass was completely foreign - but familiar at the same time. I love being taken by a real man and truly plowed and seeded deep. Our eye contact was never broken, but we just gazed wide-eyed into each other's souls it seemed. I was in awe of the tremendous feeling his thick cock was giving my ass, and he was in awe that there was no pain for me.

I began to stroke myself to hardness again while John fucked my ass. Bending and stretching me, he lowered his mouth to mine, and we kissed as I wrapped my legs around his, pulling him into me as tightly as possible. He fucked me slowly and gently at first, then pounded me relentlessly. I could have been fucked all night, but he couldn't withstand the grip of my tight sphincter massaging his cock, and in only about 10 or fifteen minutes was emptying his sperm inside me.

I could not hold out any longer, and simultaneously began spurting my second load all over my own chest and neck. What a sight to watch the waves of orgasm wash over my new lover's face and know that I was the cause of his ecstatic reactions! As his spasms quieted, John lapped up my semen and fed it back to me.

Withdrawing his spent cock from my still-hungry ass, John lay down beside me on his bed. Tenderly we kissed each other and embraced, stroking each others warm now-tired bodies.

"You look like you want to say something", John stated with an inquisitive tone.

"It's nothing," I tried to defer.

"C'mon, what is it; you can tell me."

"Well.... I was going to say... I love you."

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written by hickma