So I recently found out that someone I know is a closeted cross dresser...

So I recently found out that someone I know is a closeted cross dresser. So here's my question Sissy's and crossdressers on here and or normal people if I black mail them with that do you think I can get consensual sex out of them like will they agree and Sissy's would you find that hot??

yes

They might be more likely to have sex with you if you get to the topic in a more positive / less stressful way.

Like talking about traps or transporn or something?

How do I just bring that up in conversation lmao??

You never hang out and watch porn together? Or chat about cute girls?

More distanst friend?

Take it from me

If He's crossdressin
He wants the D

The blackmail might just make it kinkier

Female friends brother lmao.

So you definitely think I should go for it aye. Is that you?

Oh damn. My bad. Maybe message them finding out but anonymously?

Like talking about fucking like hit on them anonymously or blackmail them anonymously?

I'd go for anonymously messaging them about finding out, but not in a aggressive blackmailing way. Rather mentioning how you like what you saw.

You catch more fly's with honey then viniger. I'm not sure how I would broach the fact of what I discovered without exposing myself but I might be able to rig something up.

Sure

If thats what ya really want

Tell him how cute ya think he is all dressed up
An if he starts resisting bring up blackmail

Don't go striaght to sex though

That is something ya really need to prep for

But still lots of ways to have fun

Well part of me

What do you mean like what to do before jumping to sex? Like just flirt?

No like making sure its not gross

Butts are butts

Im just not sure he is ready for surprise butt seks

If that doesnt matter to you go ahead

Oh like making sure he's clean alright

Yeah. Exactly!

Well hopefully they're keen for it then, so they won't mind. :P

Speaking from experience, I would've been way more into a honey than vinegar approach if someone had approached me back then.

Also, Good luck, user. If you do go ahead with it. Hopefully ends in you both having a good time.

Maybe you end up with a cute fuckbuddy. :P

>black mail them
>consensual sex
Choose one

I think I'll have to do some more research but the idea is definitely appealing I recently got out of a relationship and i could really use something to relieve my stress you feel me.

damn OP is a rapist

Na y'all know what I mean if he really isn't into it then it ain't happening.