Dicked Down By Discord Boyfriend

This was a while ago, back when I was 22.
I had only dated girls growing up, and was never interested in having sex with them, but I joined a small discord server of fans of an artist I liked, and I eventually met a guy who made me feel special while I was hanging out with the other members of that group.
We were friends for a few months before he asked me out and we had a lot of fun online. We'd hang out for hours, he'd tease me and give me attention, we'd eventually start sharing explicit photos of ourselves, and shortly after that we started experimenting with role play.
He was cute, funny, had a big dick, and for what it's worth over text messages, he was really good at teasing me, commanding my attention, and honestly, turning me on in general.
I had a thing for underwear before meeting him, but only through talking with him did I become interested in feeling another man's bulge, smelling it, and even wanting to try having sex.
Something about his responses to pictures of me made me want to please him, and something about his roleplays convinced me he really could make me feel as good as he said.

It wasn't until over a year or more dating that I decided to visit him though. And of course I was nervous. He could be totally different in person than he was online, and pictures don't always capture the way someone looks in real life.
I was probably the most nervous I'd ever been on the plane on my way to meet him for the first time. But I eventually made it.
And when I finally got to his place I can not exaggerate how quickly things escalated

He immediately ripped my clothes off of me, putting me on my knees in my briefs and we acted out everything we'd dreamed of doing. And I mean it. Before the front door had even finished closing I had his fat jock-strapped bulge against my face, marking me with his hyper-aroused scent and taking over my senses.
Within minutes, I was gagging on his 9 inch cock; first with him standing above me, then upside down with me laying on his bed as he slammed his heavy balls against my face, then 69ing sideways.
Within the hour, my underwear was gone and I was face down on the bed being stretched open by the biggest dick I'd ever seen, moaning with abandon until he flipped me over with his dick still inside me and stuffed my mouth with his freshly worn jockstrap to quiet me down, and eventually even making me blow my load hands-free as he fucked me sideways, hitting my prostate with every pound.
That having taken an honestly shocking hour or more, he finished the way he always said he would. He pulled out and came all over me. We're talking his cum spraying over my dick, up my chest, onto my face, and through my hair. He hadn't jacked off for days despite how excited to see me he was, and it showed.
While having another man's cum on my dick and being covered in so much of his cum that my own I'd loosed on myself dwarfed in comparison, I was not excited about it getting in my hair, lol.
The sheer amount of cum dripping down my body as I walked to the bathroom definitely had me hard again despite having just prostate orgasmed though.

And while that relationship didn't last and I'm in a much better one with even more discovered kinks now-
I've got to admit that was a fun memory.

Comments

Anonymous

by Anonymous on Jul 31, 2025 at 5:58 AM

What an amazing first time!

To think that you could have been enjoying that dick one whole year sooner!

At first my brain read "rap¡ng" where you'd written "ripping" (as in ripping clothes off). Wishful thinking, right?


"ripping" (as in clothes off),

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Anonymous

by Anonymous on Jul 31, 2025 at 1:47 PM

Cock just tastes better when it’s in jock straps or tighty whites. I perdition prefer to swallow all juices, as thats my reward for being a cock cock whore.

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Anonymous

by Anonymous on Jul 31, 2025 at 9:01 PM

My way too young indiscretions started in a local chat room where young sub twinks could play out their fantasies with older experienced gay and bi alfa tops.
It was months before I could muster up enough courage to meet him. Me I'm my cute little tighty whitie string bikini underpants was dominated trembling in excitement. What a cutie I was thinking we were gonna just cuddle too shy to even take off my boy panties.

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Anonymous

by Anonymous on Aug 1, 2025 at 1:04 AM

To the guy above, how old were you for your firsts? How old were the daddys?

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Anonymous

by Anonymous on Aug 3, 2025 at 8:29 AM

To the guy above: I was nine with a fifteen year old boy the first time I bottomed. He was a sissy pantyboy and that's how I developed an interest in wearing panties and skimpy boy's underpants. I moved before my thirteenth birthday and developed a crush on a man thirty and he was my first daddy. I'm eighteen now and have had three more daddy's since the first daddy. The oldest was seventy and the others in between.

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