(This post has been deleted on r/sissy because my account wasn’t 15 days old but anyway there’s some update)
Hey there 👋 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 😅. 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
all the tips i can think of are, be open about your nervousness and see if they are chill and understanding about it and allow yourself to say no in case things move too fast for you, don’t stress yourself out about missing out on something, opportunities come again and if they are chill you all can try another time in case.
He’s very understanding and seems like a chill dude, I feel like if there’s something I don’t like or don’t want to try he’ll be “Yeah ok I understand that”. I’m very happy that I found someone like him but still as it’ll be my first time, I’m nervous, but right now I don’t think about it too much, because I know it’ll be great ^^. I will post update tomorrow, hopefully it will be great, and if it does I’d be happy to meet him again in the future !