First time to fuck

cyberfree44 · #1 12th September 2005, 11:27 AM

Let me tell you about the first guy I fucked. It was while I was living in Hawaii and I hooked up with this guy on the internet. We exchanged a few emails and finally arranged to meet. As I was new to all of this at the time, I was very nervous about meeting a man. I was really not sure what we would be doing when we did meet.

I picked him up in front of his office building and we went to an apartment of a friend of his who was at work at the time. He knew I was a novice so he took the lead in directing the activities. He started by rubbing my crotch and then went to his knees, unbuckled my belt, unzipped my fly and pushed my pants to the floor. I was so nervous and excited that I thought my knees would give out on me. He just stared at my rock hard cock for what seemed like an eternity before he leaned forward and took it into his mouth. It was so erotic that I almost shot my wad then and there. Fortunately I was able to regain some composure and withheld my nectar.

After a few minutes, he pulled his mouth from me and came back to his feet, pulled me close and kissed me deep and long. Then he led me into the bedroom where he finished undressing me and told me to lie on the bed. As I lie there I watched him undress. You can guess where my eyes went first. He was average size and cut. He crawled onto the bed with me and we again started kissing and fondling each other. He asked if I wanted to suck him and I agreed. I could not believe how fantastic a man’s cock felt in my mouth and how hot it was. I could taste the precum on the tip of his cock as it escaped him. I was boiling I was so hot.

Then he pulled me off of him and told me he wanted me to fuck him to which I readily agreed. He gave me a condom and some lube. He had already taken some lube and was putting some in and around his hole. He got on his hands and knees and I came up on my knees behind him. As I poked around he reached under and guided me to the target. He told me to take it slow as I am about eight inches and thick…especially at the head. As I pushed I thought it was going to be no use that I wasn’t going to be able to penetrate him. Just then my cock head slipped past his rim. Oh my God what a feeling. Because he was far from a novice, once in I slide right up to my balls. He moaned and said in a throaty voice, “Fuck me, fuck me.” That I did. However, I was so hot and excited that I must admit I didn’t last long. I tried to hold it back but it was no use. After a few pumps into his ass I could not stop the on slat. When I was completely exhausted I collapsed on his back and let his legs slide back so that he was lying on his stomach. I was still in him but starting to shrink. I kept lightly kissing the back of his neck and shoulders. Then he turned his head and we began a long, deep, tongue kiss. As my cock slide from inside him, he turned over and we embraced and kissed more.

Finally, we ended up side by side on our backs catching our breaths. He asked how I liked it and I told him that I couldn’t put it into words. He told me that he liked the feel of me inside him, especially the way my cock was thick at the head and tapered down toward the base.

We laid there for a while chatting about one thing and another when he got up on his knees and moved between my legs. He said, “I bet no one has ever done this to you.” He bent down, put his arms under my legs and pulled them up over his shoulders. He asked me to hand him the pillow he was just using for his head and pushed it under my hips. I started to get nervous again as I thought he was going to try to fuck me and I wasn’t ready for that. He pulled the condom from my withered cock and licked it a couple of times. Then he went to my balls and licked and sucked them a little.

Next he pushed my legs up in the air and started licking under my balls. I must admit that really felt erotic…but it was nothing compared to what was about to happen. He pushed my legs farther back towards my chest and his tongue entered the crack between my ass cheeks. Before I knew it he was licking my asshole. In no time I was moaning like a woman in heat being fucked for the first time. The sensation was unbelievable and I couldn’t get enough. He licked, stuck the tip of his tongue into me, sucked, kissed and did just about anything you can imagine to my asshole with his tongue and mouth. I was so hot I was writhing on the bed. Surprisingly to me, my cock had hardened again. In fact, it was so hard it was aching.

When he came up for air, he took one look at my cock, retrieved the lube and another condom and told me to fuck him again. I was ready, I fumbled getting it on, lube it up and expected to give it to him, again, doggie style. But, this time he was on his back holding his legs up in the air with that pillow under his hips. I moved up to him, took my well-lubed cock in my hand and guided it to his rectum, which I had clear view of. When I saw and felt my cock touching his asshole, I just plunged it into him not really knowing at the time the pain this could cause. He let out a little grimace, which immediately turned into a smile. I wasted no time and started fucking him instantly. I lowered my body on top of his, put my arms around him and was fucking like I had never fucked before. We kissed, moaned, cussed, spoke vulgarities at each other, and he begged me not to stop. Having already cum once I was able to last a much longer time. In fact, I was fucking him so hard that I had to stop and rest a couple of times at which times I just slowly pumped his ass waiting for more energy. Finally, while ramming him good and hard, I felt it cumming again. I picked up the pace, which I didn’t know I could do because I was already pounding him wildly. Then I shoved my cock as deep as I could, held it there and felt my cum explode deep inside his man pussy. I pulled back, held it there a second and rammed him again to discharge more cum. Finally, I just collapsed on top of him causing my cock to slide out of him. With what energy I had left, I moved in such a way that I could reinsert myself and then just lay there gasping for breath until I shrunk and reluctantly slid from him.

Oddly enough, we never got together again. We tried, but either one of us couldn’t make the timing fit our schedule…then I moved.

Well, that was my first fuck and as you can see I have not forgotten it. Do you remember the first time you fucked a man?

i69nwin · #2 4th November 2005, 10:28 AM

I was a salesman that called on the nw corner of indiana down to Purdue and Indy.

I was dating a hot little minx that encouraged me to explore my biside a little more than I have at that point. She and I were on yahoo very early and had talked to a junior at PU and he was interested in hooking up with me.

At that point, I was just willing to jerk a guy and let him suck me off. The only ass that I fucked was hers and another girls that put the "b" in bbw. Well, he and I talked for weeks and he was willing to let her watch, but not touch. Well, the morning that I had to go to Purdue she came down with the flu. So, I went alone, I was going to cancel, but decided to go for it at the last moment.

I called on all of my accounts and called him before I headed back to my hotel. I decided to be prepared. I went to meijers and picked up a box of condoms and lube and the little girl checking me out gave me a knowing wink.

I got to my hotel about 10 minutes before he got there. He came in and was just like he described himself, 5'10, 170, dyed blonde hair, smooth skin. At this point, I had never kissed a guy. We chatted and I felt the urge to kiss him. I asked if it was ok, he agreed and I did.

WOW - it acceralted from there. I was frenching him and loving it. He had his hands down my pants and slowly jerking me. I laid back and he undressed and pull my pants and underwear off, and he helped me from my shirt. We both naked got back into the kissing hot and heavy. He moved down my body and rotated so that we were in the 69 position.

I sucked my first cock, and slowly began to finger his hole as he did me. He pulled off of my cock and asked me to fuck him. I jumped at the chance. He unrolled one of my condoms and he lubed his ass. we got into the missionary positon and we put a pillow under his ass. I slowly pushed into him. Damn, that was great.

I fucked him for like 20 minutes, I have a hard time cumming while fucking. I pushed into him and scooted all over the bed, we did doggy, I fucked like a champion. I pulled out and he leaped to my cock to suck me off. I erupted in his mouth and he drank it all down.

I laid back and he asked me to suck him off, I agreed and after 5 minutes he asked to fuck me. I said I never, but would let him finger me. I got nervous as it hurt like hell. He stopped and then just jerked himself to completion.

We decided to shower and I wass able to fuck him again in the shower. He fingered me to an explosion. I hooked up with a couple more times on my trips to Purdue. My girlfriend never knew about he and I.

tpdx30 · #3 7th January 2006, 10:20 AM

My first time fuck happend in '95. I was new to being bi and was on AOL a lot learning about the gay side of me. I had met this wonderful older man, in his fourties to my twenties. Anyways,
We conversed for a long time and chatting about many things, but one thing we both knew is that we wanted him to fuck me some time.

After finally deciding one night, I drop to his condo and knocked on the door. He greeted me in a robe and gave me a pleasant hug. I showed me into the living room and offered me a beer, to help relax me. I took it and we made small chat. He then excused himself for a minute. As I waited, he called me back down the hallway to his bedroom. He was sitting on the edge of the bed with one leg on the floor. His robe was open fully now exposing his lovely cock. He was growing harder by each minute. He had put in a porn and was fast forwarding to a hot part. I got on my knees and started sucking his cock. Wow, it was my first cock and I loved it. Soon, he was helping me
take off all of my clothes. I remember him disrobing and then metting getting on the bed, on all fours.

He got in behind me....and got some lube out of the nightstand. he lubed me up the best he could and worked his cock into me. It hurt at first...and then turned to a pain pleasure thing, I was
loving it. I was moaning so loudly he was "shhhh'ing" me a little..it was cute!! After applying more lube..he started fucking me good..all the time I was moaning into his bed. He was good. Without any notice at all...my cock just spasm'd and I came all over his bed...without touching myself at all.

I must have been squeezing down on his cock, because shortly after that he got close, pulled out, and shot all over my ass!!!! Oh man...it was one of the best fucks I have ever had.

I tell him that to this day, one of the best!!! Thank you Jim!

TightAsThong · #4 25th January 2006, 09:22 PM

My first was with a bi-racial neighbor that lived next door to me as a teenager.
In our young teens we ran across my Dads porno stash and I believe we got our first hard-ons together.
We looked at them almost every day together after school until our boners took over and we decided to experiment with one another.
It started with a kiss I think,but more then anything I remember taking his dark cock in my mouth,and having him on his stomach pulling down his underwear and getting into that sweet ass of his as much as anything.
We played like that for a year or so taking it further every time,guess I will never forget that!