First time with a random.

[Tosk224]

I would love to read about your first times with a random guy.
My first time with a guy was with my friend. My first time with a random was a Grindr hook up. He invited me to his place. When I got there he was already naked when he answered the door. He led me into the bedroom and helped me out of my clothes. He was a little younger than me and had a great body on him. He lay me on the bed and we got into a 69, but he wouldn’t let me suck him. He only wanted to suck me. I tired to finger him, ready for fucking, but he stopped me from doing it. He just wanted to suck my cock.
He gave me hell of a BJ and all had to do was look at his hole while he did it. He was the first guy to swallow my load too.

 

[ilovetowatchcs]

I find random sex - sucking another guys cock - is the most exciting thing for me. If I'm anywhere out in public, and I talk with a guy about general stuff, and he gives me any hint he's "ready", I'll take him anywhere - or in my car - to suck his cock. It is really true that once you start to suck (and swallow) your need more and more.

 

[BiBtm64]

My first time with a random guy was with an older gay guy. He messaged me on a hookup website and invited me to his place. He said at the outset he was a total top and it was clear that I'd be servicing him. I'd been in straight relationships all my life and had a secret curiosity for cock, and I'd had some ass-play but was not ready to take anal. I felt like now was my opportunity to suck my first cock.

When I arrived he seemed surprised and overjoyed, like he expected me to chicken out. He showed me to his bedroom in a hurry as though I might change my mind, and quickly undressed me, as he undressed and his already hard cock sprang out. I estimated it later to be 7 inches and around 6 in circumference, bigger than mine, and for the first time, I held another man's cock.

He guided me to the bed and we laid down and I fondled his balls and caressed his shaft with my tongue, then lips around the head, then slowly took it all in. He moaned softly as I moved up and down on his shaft with my mouth and hands. It was at this moment that I realised why it's called a blow-"job". It's not easy to take it deep. I suddenly found some new empathy with women I'd been with. After some time he took control and kneeled over me as I lay down and he rammed it into my mouth and into my throat and I nearly gagged and choked. He held my head as he stiffened harder, moaned, then the first spurt of cum shot into my throat. I couldn't swallow with that thick thing in my throat and I pulled back a little to swallow, as the next spurt came and soon I was gulping in sync with each spurt. I don't know how long he'd gone since he last came, but he seemed to cum in bucket loads. I guess it was in the moment, it seemed more and seemed to last longer than was real, it was kind of surreal. When it was all over, I realised I'd just sucked a cock and swallowed, and I hadn't spilled a drop. I smiled and thanked him for the experience, dressed, and he offered me a coffee, which didn't wash down the taste of cum - it lingered with me for the rest of the day.

Soon after, he moved out of the city and I didn't see him again. I took that experience with me to become an accomplished cock sucker.

 

[4519015919675342]

My first time with a random was my second time & it reassured me I was right where I'm supposed to be

 

[snakeeater1]

I find random sex - sucking another guys cock - is the most exciting thing for me. If I'm anywhere out in public, and I talk with a guy about general stuff, and he gives me any hint he's "ready", I'll take him anywhere - or in my car - to suck his cock. It is really true that once you start to suck (and swallow) your need more and more.

My favorite thing is to pick up a random guy somewhere and take him to a semi-private area, and have him turn and say “get down on your knees and suck my hard cock!” If we’re in an area where someone might come along and see us, even better! I’m a huge exhibitionist! I get a hard on just thinking about it!….

 

[Typhoon]

The first time I was with a random guy was the first time I was with a guy. It was 9 years ago I was in my 50's. I was on an Adult dating sight looking for a woman and having no luck. I was have luck with guys that wanted to meet that wanted to suck my cock. I keep telling them no thanks. Then one day a guy messaged me and was very nice just wanted to meet and that was all well we meet for lunch went for a walk and talked about why I was on the sight ect. and that I was having no luck finding women but men wanted to meet and suck my cock. He said if you were naked on a bed with your eyes closed and your cock being sucked would you know if it was a woman or a man? I said well I guess I would not. By this time I was getting a hard on and he could see it and he said your getting hard anen't you. Well as much as I wanted to say no I knew he knew I was getting rock hard. He then asked do you want to give it try an see if you like it and if at any time you say stop that will be it we will stop. I said ok I guess so and he went and got a room text me a gave me the room number. I went to the room and the door and came in. He then said go ahead and get ready and he went in the bathroom to get ready. He came in the room my eyes were closed and I could feel him get on the bed and then he touched my cock and started to stroke it. Then his tongue started to lick the head of my cock then he when he licked down my cock and back up then he took my whole cock down his throat. Buy this time my eyes were open and I was watching him sucking my cock. After I don't know how long I could not hold back an came like I have never cum before. He got upon the bed next to me and started stroking his cock I then reached over and started stroking his cock till he came. Now I love to suck cock and swallow the cum and have my cocked. I have toped but I'm very picky who I top.

 

[snakeeater1]

I recall the first time I picked up a random in a gay bar. Early in my sex life I hadn’t ever picked up a guy in a bar!.. I’m very passive and I was very horney one night and decided I was ready to try and pick up a random. It was early and the bar wasn’t very crowded so I took a stool at the end! I spied a guy that was just my type down the line drinking alone. Now bar protocol is if you like a guy, buy him a drink and give him a smile. So I watched him a bit and started to get turned on! I asked the bartender to send him down a drink and waited to see what happened. He nodded thanks, picked up his drink, and walked down and stood beside me! After a bit of small talk I looked down at his crotch and noticed the outline of his dick! He was wearing very thin shorts. I was pretty sure he was free balling.

Being the naive jerk that I was I whispered “can I feel your cock?” He gave me a smile and said “You’re pretty new at this game aren’t you?” But he turned toward the bar nodded OK. I reached over and gave his cock a little rubb and felt it respond! Boy, did that turn me on! We finished or drinks and he says “Let’s cut to the chase, what do you really want” I looked right in his eyes and whispered “I want to suck your cock!”
He smiled and said OK let’s get out of here!

We got in my car and I said “Do you want it here or do you want to go to my place?” We settled on my place so we headed home. As we were driving along he reached over and squeezed my balls and said “I hope your ready for a good work out!” We got to my place and took off our pants and played with our cocks a bit.. when he was fully hard I asked, how do you want to do it, What do you like your the one who wants it? I got on my knees and had him stand up and place his hands on my head and took him in my mouth…after he gave my mouth a good work out, we sat down for bit to recoup a bit. He noticed I still had a big hard on and said “if you give me about 15 minutes we can do it again!”

In a short while he says I’m ready, BUT this time, we do it my way! He made me lie on the bed on my back with my head over the edge! This was something new to me but I said OK He walks over and sticks his slimy, cum dripping half hard cock in my mouth and says “ start sucking, you’re going to like this!” As soon as I got him hard, he began to slowly face fuck me! WOW this was something I had never experienced before. Just as he started to cum, he reached down and gave my balls a big squeeze! I jumped and gaged and shot cum all over myself as I swallow his! He says, “ Now kid you really know how to suck a man’s cock!” ……

 

[cumlover91]

Early on in my sex life, I used grindr a lot which was sort of easy especially when you were living in a college town. It was around 5pm during the week and i had just gotten home from school. This guy messaged me and we started chatting. He was in class at a neighboring university and was clearly very horny. Within about 30 minutes he asked for my address because he wanted to fuck and his class was ending soon. He arrived about an hour later. Definitely not the best sex but that was mostly because he was a heavy smoker and thats a major turn-off for me. When he was leaving he told me to hit him up if i wanted to fuck again. I think i messaged him one time after but that was only to give him a bj because he had a really nice looking dick.