So after meeting a fellow cross dresser at my local pride event on Saturday I’m going on a date with them on Wednesday.
The problem I have this will be the first time I’ve dressed up “normally” for a date with another cross dresser and have absolutely no idea what to wear
We’re planning to go bowling then dinner and drinks (their choice not mine)
You need to wear something you can move in so you can swing your arms to bowl, so nothing too restricive. And a pattern would be better to hide any sweat marks if you’re a sweaty Betty like myself
My pick would be jeans and a shirt or smartish polo shirt but something with a bit of flair
I’m a cross dressing tomboy so for bowling, the go to would be:
Hoody, short shorts, stockings and suspenders, with some cute trainers. . (the rainbow fishnets are from Lovehoney and would also work for bowling)
Be yourself and wear what you feel comfy in
If dressing normally then why not go with some jeans and a nice top… can always wear some lingerie under it if makes you feel more comfortable
You know I have never been on a first date, first girlfriend well I would only see her at weekends it was just a fun relationship no sex.
Second proper relationship we were friends to start of with well she was a mates sister so it was kind of a forbidden relationship at first alot of sneaking around.
Third relationship silly me got her pregnant before we could be proper and go on a first date.