Ideas on getting my "straight" bestie to pound my closet ass?

Ideas on getting my "straight" bestie to pound my closet ass?

Pic related (;

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Start dressing like this around him

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I'll substitute if you cant work your magic

Does he know you are a fat?

Let him walk in on you cross dressing.

Post more

get fem gear

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This is probably a leap, but how do you shave so good? And what do other people think about you shaving your legs?

Mm, i wish, but it'd have to be a whole lot more subtle to ease him into it. Any ideas that wouldn't be too awkward?

But i want him to be my first ):

Absolutely

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Damn
You got Kik?

I literally just asked my friend to fuck me and he did. So maybe if nothing else works try that lmao

get drunk with him and make jokes/hint at it the whole night, worked for me lmao

Who dis? That’s hot.

Are you a virgin?

Shaved after showering, with shaving cream, fresh razor, and lukewarm water

Not yet. Maybe once i branch out after i'm his bitch for a while

We've known each other a long time without me giving clues, so it'd be too shocking

Definitely what i'd do first. How'd you lead him into it without it getting awkward?

Mhm

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Show hole please

erome com/SissyTina
whole saga is on there

i dont fully remember, we jokingly flirt with each other in our circle of friends so me saying id suck his dick and that sorta stuff while we were drunk wasnt anything really unusual.

i never really expected anything to happen but he just whipped out his dick when i wasnt looking haha

Also i shave only down to my mid-thighs so no one knows

Yes sir (:

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Perfection
I wish you had a Kik just for a chat and fap

be alone. afterward have some shots. be real. tell him you have to ask him something and bend over showing your ass and say "would you fuck me?"

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I dunno but I wish I was your bestie... I'd happily go balls deep in your beautiful ass.

This is actually a good idea lol

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If he's actually straight, and not "straight" as you imply, then you're SOL. You need to acknowledge that straight people don't like the same sex. Now, if he's actually bi and you have a kink or some shit, I assume it wouldn't be any different than getting a fag to fuck you

Mmm we never joke sexually, but i should start. That'd be a good babystep

Well we are chatting here... (;

That'd be likelier to succeed and a whole lot less awkward if we clued at each other first. Any ideas to ease into that besides sexual jokes?

Mmm ty

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Asshole plus soles, slut

>Mmm ty

Fart when you're with him, it's like a gay mating call.

I definitely get a "bi" vibe from him, usually when he's drunk and randomly mentioning how some guys on tv are good-looking. The barrier is us acting "straight" around each other for a long time

I'll keep that in mind for my next set (;

I feel the same way, which is why i wanna be his little buttslut

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idk about that user-kun

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get a toy and "forget" to put it away.

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Mmph.. maybe once i clue him in. That'd be a nice way to set up the scenario... Not to mention how much i'd be riding it when he's not around

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Buddy if you are gay, just tell him and see what happens.

If you want to start and become a trap (with that ass you could) find a way and pretend to be distracted while wearing some girly underwear and when he notices act cute.

That is a bold move to want to get fucked by him, so take a bold move.
My Trap QT GF was my friend since middle school. She took the second rout with me.

Send him one of these butt pics and tell him "oops wrong person" and then see what his reaction is

let me get one with red cheek after a few nice spanks.

Ty for the idea. I'll take a bolder route as a last resort

Hah, that wouldn't be too sudden at all...

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I'm straight but that's a nice looking asshole.

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This thread. Come on. I have already masturbated far too many times today.

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