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My (19m) first time (30m) and more to come!
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Got inspired by some of the other stories here and want post some of my own! Figured I would start from here. I'm not a great writer and it's not as elegant of an experience as most but wanted to share all the same.

So I've always experimented around from a younger age by just playing with myself and fantasizing but never actually took a shot at it. I've always had a high sex drive and have been open minded and eventually it got the best of me. Despite having only been with girls before, I always liked being more submissive and wanted to play that part for another guy.

I had taken a gap year after high school but was getting close to starting college and had nothing to do during the summer so that's when I really started playing with the idea. I ended up downloading a few different apps and just kind of looking around. I ended up getting way more turned on than I would've imagined those first times looking around and would get super nervous at the thought of actually going through with it.

I started to message some guys but really didn't have any interest in guys my own age or younger but rather older guys for some reason. I got a few responses here and there and started a few conversations and sexted around a bit to start and even that was so overwhelming I'd be finished within minutes.

One night while exceptionally bored I just decided to make a post of my own just for fun. I ended up posting local to my area with a few body pics just to see if anyone would actively respond. I was about 19, on the skinnier/barely athletic side, and had more or less of a younger look so was hoping that would get some responses.

I was surprised to first see so many responses roll in even minutes after. Never had that much luck with girls before. All sorts of guys just flooded my messages with nudes, pics of their cocks, and asking me for my location.

I was already edged out around then before even starting to respond. Started a few conversations with some of the older guys and traded some more pics/sexted a bit. One guy in particular was pretty close to my area and seemed just my type. Let's call him A.

A was around 30 or so years old, single, dad-bod, dominant, and great to talk to. He asked me about what I'd be into, if I had done anything before, and struck up some other small conversations before asking for more pics of me. Ofc I made sure to have him send some in advance(and yeah meeting strangers on the internet is not always the smartest move but my mind was scattered then).

I was really turned on and ended up sending him some nudes while laying around alone in my room slowly slipping my clothes off of me. At that point we both decided we wanted to do this and I gave him my location.

I lived at my parents at this time and obviously didn't want to bring a stranger in so I offered to sneak out quickly if he could pick me up in his car and we could go somewhere private. He agreed and started making his way over.

The anticipation was killing me at that point. I was still 100% sure about it but it was hard not to get myself off before he even showed up. I eventually got the message that he had parked out on the street in one of the darker/more hidden away sections and my heart nearly beat out of my chest. I was trembling from the thought of it at this point but slipped on a pair of basketball shorts, a t shirt, and some sandals and made my way out to his car.

I recognized him right away sitting in his car and he smiled and waved as I headed his way. I forced a quick smile and hopped on in in the passenger seat. He gave me a quick hug and we sort of introduced each other all over again and started talking. All I could stammer out was a few words about how I haven't ever done anything like this and things of that sort.

He was really kind and understanding which relaxed me way more and we just eased into it from there. Thankfully it was late in the middle of night and we were tucked away in a night dark spot so the chances of it getting ruined were pretty slimmed. I was still cautious since it was my first time and I mainly just wanted to give him head at the most and take things from there. And that's pretty much how it went.

He started by just kissing me slowly and started placing his hands on me which immediately made me shudder. He felt around my arms and worked his way to my chest and under my shirt. I started doing the same back to him and he quickly guided me down towards his waist. I hesitantly moved my hands around his waist and slowly made my way down toward his cock. It was already so hard and felt so great. He let out some low moans when I started running my hands over his cock as he moved his hands down toward my waist.

Before i could do anything else he started slowly taking off his pants as his cock sprung up. I immediately moved my hands to it as I got more and more into this and saw how great that made him feel. Feeling a little more brave, I decided to pull myself up on the passenger seat a bit so I was on my knees and bent over to his side. I saw him watching me out of the corner of my eye as I started sucking his dick slowly and deep at first.

At this point most of that nervousness was gone and I was just turned on and felt submissive out of my mind. He rested his hand on the back of my head with one hand and moved his other down my back and kept feeling me up. I sped up and took him even deeper as he reached around and grabbed my cock stroking it up and down.

I was too close to cumming and bad to stop him while I kept going. He was moaning louder and louder at this point as I started speeding up. I slowly licked my way down his cock to his balls and back up before continuing and that much drove him crazy.

What really got me going was when he slid down my pants a bit as he started reaching for and grabbing my ass. That absolutely drove me wild as I started sucking him off more passionately. He pulled his hand back to his mouth, sucked on one of his fingers, and moved it over towards my ass and started playing with my slowly.

I never realized how amazing that could've felt and I was close to cumming from that alone. I quickly and desperately sucked his cock until he thrusted up and came HARD into my mouth while continuing to run his hands over my ass. I wasn't expecting it and couldn't hold it in so had to spit it out right away (so amateur :P). He threw his head back and smiled at me telling me how amazing it was at that point. I smiled back while cleaning myself up a bit and taking a break.

Before I could ask, he reached over, slipped down my pants and with one hand reached under and started playing with my balls and ass and with the other hand started rubbing my cock. Without thinking, I held onto his arms as my legs moved around like crazy not being able to take how overwhelming it all felt. I don't think it was more than 10 seconds before I came all over his arms and all over myself.

I had to rest there for at least a few minutes before I could even speak let a lone make my way out. At that point we pretty much called it a night and agreed to meet another time whenever we get the chance. He gave me another close hug and grabbed my ass. I started making my way back home feeling the strongest afterglow and still feeling his hands all over me and even found some more of his and my cum on my later...

That's just the first of many other experiences so if anyone is interested I'd definitely love to post some more :) hope you enjoyed!

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2 years ago