He's not confident enough to let me play with his ass

Is it really about confidence though? Because I'm not a very confident person but would let a girl play with my ass.

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How do I get in on this?
Looking to make a quick buck

1. Get a programming job where the only client is the government
2. Go to work, clock in
3. Pretend to work
4. Shitpost on phone
5. ???
6. PROFIT!

Oh god yes, mommy! My ass is ready

No, how do I make the big shill bucks like (you) and OP?

>sticking your finger in some dude's asshole because of some memes

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>No, how do I make the big shill bucks

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>After a few weeks we will do it in the dark :)
Does this mean that the buggering will be done by an unknown third party?

No it will be my strapon fucking and cumming in ur anus. but there will be no visual proof that it's me.

You just need to trust me =)

Sounds pretty gay originally.

Nevermind this post, I want to get forced to have homosex by a strict mistress.

I don't really want to have gay sex but the idea of a mistress forcing it on me is exciting. Getting tied to a bed expecting the usual pegging session. Hearing the door open and the mistress inviting a man into the bedroom. That feeling of dread when she says "let's try something different today, I'm sure you'll like it." Knowing that she's gonna make you cross that boundary you swore you'd never cross. Knowing that you're gonna lose your gay sex virginity. That shameful euphoria as the kind of faggot you always despised makes you his bitch. That moment of absolute submission as he locks his lips with yours and puts his tongue in your mouth and you can't help but to respond with yours. Hearing the mistress congratulate you on losing your butt virginity for real. I would never want to get raped by a man, but that's why it's so exciting.

I'm so confident, I want to have a relationship where all penetrative sex is a strapon in my butt.
Yeah, I'm a chad.

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If you want something then tell me you shy slut... I know you want to. Beg for it

>ten years ago
>get my first gf at 18, she was 17 and a virgin
>joke about letting her peg me
>she never did and wasn't into
Years later I come across her tumblr and see she's into pegging guys now. WTF! My current gf is way too vanilla so I'll never bring it up. She doesn't even enjoy sitting on my face.

I once let my gf put a finger in my ass and a year later we had progressed to fisting, feminization and massive strapons. I didn't really want any of that but I let it happen anyway because I was so afraid of losing a girlfriend.
Give an inch, mile taken. Gotta stop that shit at the door. Lesson learned.

This girl who is a solid 6/10 I met on Tinder 3 days ago let me fuck her yesterday and before that I was fingering her to orgasm multiple times, was foreplaying and roughing her up. I let her slap my ass a couple times in a jokingly manner. She is really annoying and I want her to leave me alone. She is calling me her love and babe. It has been two days that we have seen each other. I had not had sex in over 2 years prior to yesterday, but it was really a letdown. I fucked the shit out of her and her pussy was legit making fart noises which turned me on but, I think I could live without sex. She is too needy and has the mentality of a 12 year old. I also feel gross and an intense desire to clean everything after she leaves. Sex is not worth it to me

Thats why my GF has no friends

How do I get a gf like that please?

Will working for the FSB be any better? I am assuming they still use windows 98 or worse, but I can deal with this setback if I can make easy cash.
If you could post the currency conversion rate from rubles to USD, the number of countries I'm going to be blacklisted from officially visiting, the number of krokodil dealers I may encounter, the number of years I will be banned from being able to renter the US, and the number of how many assassins will come after me, for shitposting on their turf or otherwise, that would be nice.

That gave me an erection. I dont even want to be submissive.

im confident enough for you to fuck me with a strap on because Im a sub and I want to be degraded

You wouldnt even know what to do with it.

>found a straight man to sex with
>he's not gay
>why is he like this?
And we let these pigs vote lmao

>another tranny trying to entice robots into talking about ass play

kys faggot