Skip Navigation

Hookup with a crossdresser

(This post has been deleted on r/sissy because my account wasn't 15 days old but anyway there's some update)

Hey there πŸ‘‹ I recently made a post about my situation that I've been wearing chastity and wanted to hookup with a man. Well I didn't want to use Grindr at first but, I did, I made a profile where I say I'm a crossdresser and wanted to do my first time with a man. Shortly after another crossdresser (don't know if he define himself as a sissy tho) reached out to me, we chatted for a bit, and we decided to meet next monday. So now I'm waiting for the day, I will bring some of my girl clothing, but, anyone have an idea of how I should prepare? This guy seems really cool so I'm not scared, just a little stressed out πŸ˜…. For now I'll just continue to chat with him and see what could happen ^^

And now there is the update to the post. So as I said we chatted more and when I asked him "what can I bring ? Female clothes ?) He said "Yeah you can bring that, I also have some things to try on you: Collar, Chastity, Sextoys"

As I said before I was a little bit stressed out, but now I'm even more stressed 🀣. I really want to meet him, and try all those things, I know I will love it, just need some tips to calm down, because I'm stressed and excited at the same time. (And I dont want to say no to try the things he mentioned because it will just be even better).

Thanks for reading me

3

You're viewing a single thread.

3 comments