Alphabetical Listing of Gay First Time Sex Stories - Page 4

First Time Getting Cock Sucked At Random Hockups Office

Off I went into the rainy afternoon telling myself I wasnt actually gonna go through with it...and I [parked my car, said a little prayer and went to the building. After traveling up the slick stairs outside I got to the building and there was some old lady sitting there looking at me like I had just spit in her tea and asked if I could have some. Shit wrong building it was across the street. Finding the correct office wasnt difficult once I was in the right building, I went to the door and peeked through the mail slot and saw a guy sitting at a computer and KNEW it had to be him, so I took a deep breath and opened the door.
3 680 words 3 mins twink

First Time Getting Fucked Big Time

His muscles were tightening -- the time for that hot white explosion was close. Trying to stand firm, some fucking ass- hole bumped into me and I about fell -- Tom had his eyes closed and cut loose with the my powerful yell and shot his load -- SPURM --- SPURM -- SPURM -- SPURM -- he was exposed and about 10 people turned to see the most gorgeous guy in the bar, with the most gorgeous body and cock shooting his load. In my half bent over position (trying to keep my balance) some of his load shot on my cheek -- some on the floor -- some on a guy in front of us. It dripped down my cheek and I licked it from around my mouth. Both bartenders witnessed the cumming.
3.4 876 words 4 mins anal sex fucking  big cock

First time giving and getting blow job with Guy

I was always interested in what dicks looked like don't know why just was and I was a very horny teen. Jerking off at least twice a day since around 12. Also I never really "jerked off" until I was much older, I was and still am a "bed humper" although as time went on the hand became useful also! The one person I had never imagined doing this with was the one I did it with first.
3.8 1141 words 5 mins

First Time In Military School

Rick loved to horse around and wrestle, and I really did not mind at all because he was close to me and I put up a good fight but I let him take me down most of the time. I have always been really well built and worked out and stuff and one night after lights out and we were doing our thing he had me pinned down and he asked me, "Why do you always let me win?" I looked up at him and asked, "Do you want to know the truth?" He said yeah and I told him, "Because I like having you on top of me." He looked at me a little strange and started to smile then came closer to my face and said, "You know, I like being on top of you."
3.7 804 words 4 mins balls sucking  blowjob

First time it felt right

Back then (early 90s), there was 1 gay club in a 20 miles radius-but at least it was only about 7 miles from home. I had been in the parking lot a few times, which was a cruising spot of course. I never had the nerve to go in because I figured I was bound to see someone I knew with it being the only gay club in miles.
3.6 657 words 3 mins

First Time Jacking Off in Adult Movie Theater

After about 10 minutes of this I got up and sat in the seat next to him. I looked strait into his eyes as I started to stroke the insides of his hairy thighs with my free hand. I moved up and down his thigh with a feather touch while he was rubbing the bulge in his shorts. I eventually moved my hand to his crotch. I could see that he had pulled his shorts up as tight as they could go. Most of his ass cheeks were hanging out. I imagine his shorts were rubbing on his asshole each time he squirmed is his seat. This made his bulge evem more promenent.
3.1 621 words 3 mins

First Time Licking and Jacking

When I got there, there were only 3 people there: 1 guy preparing to jog, and 2 other guys having a picnic. I had recognized 1 of the guys from the picnic as he said hello to me earlier in the week while I was doing some homework for a summer school college class at CSUN.
3.6 300 words 1 mins massage

First Time Meeting Gay Guy in Swim Team Tryouts

With each day it turned out that he was hard in the locker room as we changed... and my thinking was that it was over me because I was the only one in the locker row with him! I had been taking every oppurtunity for the two weeks of tryouts to talk to him as we were waiting to be picked up... and I was almost DEFINATE that he was gay... so since the last day of swim try outs were the last day of school before the winter break I thought I would make move then. Unfortunatly he didn't show up on the last day, or I may have just missed him... because we were only looking at the list for who made the cuts (neither of us got cut)
2.6 815 words 4 mins locker room

First Time Oral Sex

The yard was a small one, being in the city, and at the edge of the yard, it dropped off into a back alley with the trash cans. Next thing I knew, I felt a blow to the head and the cans were flying. I had rolled right off the edge of the wall into the alley. The dude from the Diggers took me inside. I told him that I had been there earlier and there were no crash pads. He said "Let me see what I can do" and he came back in the room and said "I got a place for you, but you have to let the dude give you a blow job". It sounded tempting, but I didn't want to tell HIM that! I said "No way!" He said "Why not? If fuckin' feels good!". I hesitated and then he said "I'd even give you a blow job myself". I figured - what the hell, nobody will ever know.
3.1 564 words 3 mins anal sex fucking  blowjob

First Time Rimmed And Fucked By Giant Cock

I had only been fucked a few times up to that point, only by well known, very familiar, lover boys, who had average sized cocks, and although it was pleasurable, the need I felt with this man's tongue up my ass was a need I never before knew. All I could think of was "Fuck me, OH PLEASE, Fuck me, and whoever else wants to fuck me please get over here and do it." I don't even know if I actually said it out loud, but, I do remember that when he slid his dick in it was so easy to take that he just slid right in. As he went in, he was slow and steady until he was all the way to the hilt. Then he rested for several moments and flexed his shatf repeatedly until my ass clenched around him tightly. When he withdrew, I could feel that his cock was very long and slender.
3.7 1147 words 5 mins anal sex fucking  big cock  glory hole

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