>be closeted gay teenager
>"straight" best friend lets me suck his cock sometimes
>it's completely one sided
>he never reciprocates or expresses any attraction to me
>just likes getting his dick sucked
>and he does have a great dick... and I have no other sexual outlets... so oh well
>one day I drop by my friend's place to hang out
>turns out he's not home, just his dad
>friend's dad invites me in to wait on my friend, implying he should be home any minute
>after a bit of awkward small talk, friend's dad makes a "casual" comment about me blowing his son
>I freak out a bit at realizing we've been caught and stammer denials
>he seems surprised at me panicking
>tries to calm me down and let me know it's no big deal, tells me he's known for a while
>after a bit awkwardness he sighs and is like "yeah you should probably go, [Son] won't actually be back for a couple hours, it was stupid of me to try this"
>I take a few more seconds to dumbly process before the lightbulb goes off over my head
>oh! that's what's going on! my friend's dad just wants me to suck his dick! that's all!
>oh... holy shit... um... uh...
>I don't remember exactly what sorta embarrassing awkward stuff I stammered out
>but I basically was like "well I don't mind hanging out with you while I wait for him"
>very smooth, I'm sure
>anyway, 10 minutes later I'm on my knees going down on the guy
>his cock is even nicer than his son's... some seriously nice dick genetics in this family lol
>and he's a lot less passive too, petting my hair and encouraging and complimenting me and letting out a sexy groan when he cums down my throat
>and afterwards he pulls me up in his lap and jerks me off
>then we watch TV together until my friend gets home
It ended up being a recurring thing, and he ended up being the one to take my anal virginity. My friend never called me out on hooking up with his dad, though I think he must've at least suspected what was going on.

My first time was with my stepdad. I'd had a confusing guilty crush on him since I first hit puberty. He picked up on it, and would lightly tease me about, but in a subtly encouraging way.

I guess you could say he was grooming me, but I don't think it was intentional. I think he was flattered by the attention, but mostly just found it cute and funny and didn't take it too seriously. The only thing that was really questionable was that he seemed to find a lot of excuses to be shirtless or in just boxers or "casually" nude in front of me, even when he knew I was actively ogling him.

Things didn't cross a line until I was 17. His marriage to my mom had been falling apart for a while, and then he caught her cheating which finally led to them separating. Mom left to go be with her new guy. But thankfully she let me stay with my stepdad... partly cause I would've thrown a fit if she'd tried to yank me out of my house and school to go live in a shitty apartment just for her, partly cause I think she was happy to fuck off and have fun with her new guy.

That left me alone with my stepdad. And we were closer than ever since I'd taken his side over my mom's, and I was spending time with him trying to cheer him up. He stopped laughing off and defusing all the pseudo-flirty vibes between us, and it didn't take long for the sexual tension to build up.

One night he was drunk and complaining about how horny he was, and I "jokingly" offered to suck his dick. Instead of saying no he just paused for a long time and then muttered "we should at least wait until you're 18." I pointed out that 16 was legal in our state, and screwed up the courage to start rubbing his thigh. He didn't stop me, and after a second he let out this big sigh, pulled me over into his lap, and we started making out. After a bit I slid down to my knees in front of him and he said something like "you've been wanting this for a long time, huh". But didn't stop me from taking his dick out and going down on him.