Gay Erotic Stories

I was 21, closeted, extremely frustrated and horny; I was 5' 2", fairly toned and extremely young looking. The ironic thing about the whole situation was I lived in San Francisco area yet was too afraid the to explore the gay places I've heard of. Finally, after yet another night of hanging out with a straight hunky friend who I had the worst crush on, I decided enough was enough and I was going to the Castro and see what kind of men were around. Knowing nothing of the Castro, I headed to the one place I was familiar with--Tower Records. I was practically begging strangers to pick me up and as I passed them by with my wide-eyed interest and curiosity. The word "cruising" hadn't entered my vocabulary yet but I was trying to discretely check everyone out while casually perusing through the racks of CD’s.

After 30 minutes into this, I decided it was more frustrating being surrounded by guys I wanted to sleep with than hanging out with my unrequited love. I paid for the CD I chose and walked out of the store upset at the whole thing.

While waiting at the crosswalk, I noticed an older guy (around 40, I guessed) standing near me looking at me, smiling. He was attractive, nicely built and had moustache. He had been at Tower, too, and he struck up a conversation about the CDs we just bought. We were still talking after having crossed the street and walked to my car. He asked me if I was interested in listening to some music; his apartment was just around the corner. I leaped at this chance!! His name was Travis and he was an architect. I was amazed at his abode; lithographs and statues of naked male bodies decorated his place. He put on some music and asked me if I wanted something to drink, which proved to be a glass of wine (which helped me calm down.)

He asked me how long I've been out and I told him that this is my first time (outside of the prepubescent experimentation) being with a man (not "boys"). He chuckled, smiled and said, "We'll have to make this a night to remember." I was practically ready to throw myself at his mercy! We kissed tenderly (wow!) and touched each other. He asked me if I wanted to go in his bedroom, I nodded and led me by the hand to his dimly lit bedroom.

We kissed some more but I was getting impatient for me and he sensed this. So he started unbuttoning my shirt and unbuckling my belt while we were kissing. I tried to do the same but fumbled badly when I reached over to unzip his pants--his huge hard-on distracted me! He smiled and undid them himself and he cooed in my ear, "You'll love what I have planned." We kept out underwear on while making out; I finally reached out and touched the head of his dick poking out.

He looked at me and asked me to tell him what my limits are and I said, "We have to use a condom." He smiled devilishly and mentioned that he only uses condoms for one thing. I didn't answer him back and just smiled back at him. By this time, we've both squirmed out of our underwear and were enjoying every inch of our bodies. I was smooth, he was hairy, I was dark-skinned and he was white...it was heaven. All this time, I noticed that he was caressing my butt with his fingers and as the making out got hotter, his fingers drew closer to my hole until he finally started playing with it. He then had me get on all fours to so he can face fuck me slowly while he got on his knees.

His dick was about 8" and thick so I had a hard time sucking him off but he was slow about it. He asked me to close my eyes, breathe deep when he asked me to, hold my breath, repeat it with my other nostril. I did as he requested not knowing what it meant. I heard open the nightstand drawer, then I felt him cover one nostril and this strong smell was emanating from somewhere underneath my uncovered nostril. I breathed deeply, held it, and then did the same with the other nostril. Suddenly, my head was spinning, the music seemed distant, his big cock tasted better and his playing with my asshole more pleasurable. When I opened my eyes, I saw condoms, a small brown bottle and a bottle of lube that he was setting down on the nightstand. He said he wanted me to relax more. I felt this cold slick wetness on my asshole, which made his finger playing better. After a few minutes, he grabbed the small brown bottle, went behind me and he told me to breathe in like I did earlier. I did and he did likewise. He started stroking my young cock from behind while I felt his slick cock rub against my butt and back.

I put one finger, then two and he asked if it hurt. I replied no and started humping even more. He grabbed a pillow, put underneath my stomach and laid me down on it. I was so freaking excited and high on the whole thing that I didn't know what to think!! My head was still throbbing when he grabbed my hand and guided it to his condom-covered cock. I was so nervous and afraid of what was to come next. He told me to let him know if I want him to stop with anything and I nodded. Then, it happened. At first, I felt his thick rod poking at my opening and he pushed ever so slightly. I winced but tried to be a trooper. He took it out, grabbed the bottle lube and poured more on my butt (and I presumed his cock.) He slowly poked his dick up my hole; he stopped, and then went some more in while holding my hips with his hands. I felt searing pain and I asked him to stop!! He did but he didn't pull out. I told him I don't know if I can do this and he told me to relax.

I asked for another hit of whatever was in that little brown bottle. It seemed to lessen the pain and heightened my pleasure. After letting the effects sink in, he slowly entered me some more all the while asking me if I wanted him to stop. I told him to take it slow. He started sliding his dick in and out but not all the way in. He told me the worst was over and best was yet to come. I couldn't even say anything; with my head spinning while concentrating on the pain I felt which slowly subsided as he continued his in-and-out motions. He said he was only halfway in and that he wanted to somewhere new. I had tears in my eyes but I didn't stop him as he took deeper and deeper motions. He noticed and offered me his underwear to bite on. After doing so, he started fucking me full on, sliding his fat cock almost all the way out, then sliding it all the way in. I was in pain but I didn't want him to stop.

Finally, his pace quickened. I was grabbing on to his sheets and biting on his underwear to muffle the sobs I wanted to let out. As soon as he saw me grabbing his sheets and proceeded to pound my recently de-virginized ass. I was shocked! He was so gentle and now he was like an animal, calling me dirty names and telling me rude things. He told me you'll never forget this moment for this rest of your life and that I should be proud of having a titleholder screw my ass for its first time. He asked me if I wanted to stop and meekly, said no. He whispered that he wouldn't have even if I wanted to because I've gotten him too excited.

He slowed screwing my ass, and flipped me on my back. He said he wanted to see my face while I was getting screwed. He ordered me to take more deep breaths of the brown bottle stuff and when I was sufficiently high, he lifted my legs up in the air and positioned his cock against my asshole. He hadn't entered me yet; he said look over at the mirror. There, I saw me on my back with a dazed look in my face, with my legs on his shoulder while his huge dick was positioned at my asshole. He told me to watch how well I can take a man's dick and he proceeded to slowly enter me.

Pain and pleasure felt one and same at this point and I let myself go. I saw his face grimacing while he was pound my ass, his nuts slapping against my butt. Then, it happened. I came while he was fucking me, which he laughed about and proceeded to ram me harder and faster. I was starting to freak out because it was starting to hurt more than it felt good but I knew he wouldn't stop until he reached his own climax. He let out a yell and pounded my ass hard a couple of times while I was still cumming. He stopped moving, his sweat pouring down his brow and smiled at me. I smiled back despite my tears and said thanks.

He smiled again and said, "I'm not done yet."