I (M, 22) was bored after getting home from a quick weekend trip, so I decided to browse Grindr.
Started talking to a pretty hot 22 year old dude, with a really nice BBC. We wanted to hook up, but he is only bi-curious and not out to his parents (neither am I actually).
The solution was for me to crossdress and walk in without saying anything to his folks. I stole a shirt and a bra from my sister, bought panties, leggings, and sunglasses at CVS as well as some bra push-up things.
I drove over to his house, parked a block away and changed my clothes in my car. It made me really nervous to change, and then to walk to his door in women’s clothes. I didn’t pass too well, I need a wig. I was relying on the glasses and a hat.
Funniest part was, his parents weren’t even there they left.
I came in, made some small talk, and got to blowing him. It was not my best work or my most exciting blowjob but it was exhilarating, being in panties, leggings, a stuffed bra, and a tight pink t-shirt. As well as the hat and sunglasses but I took the glasses off. They got in the way.