[Fiction] Crossdress Adventure

[Truckernaut42]

As someone who has always looked somewhat feminine (think, 70's David Bowie) I've always been interested in cross dressing, and curious if I could really pull it off. I was exploring a fetish forum and posted about my fantasies when someone messaged me. We chatted a bit and he seemed like a nice guy, he mentioned he lived in my city too. I felt comfortable with him so when he asked if I would be interested in him helping me live out my fantasy, I couldn't say no. He asked for my address so he could mail me something, but that I wasn't as okay with. He told me that was fine and if I set up a PO box, that would work fine for him too, so I did that instead. A few days later, I went to check my box to find he sent me a care package of sorts. I took it home and opened it, to find some clothing, makeup, and a wig (which I didn't need since my hair was long), and a note.

If you are interested, text me at this number so we make a date to play. Enjoy.

I texted him.

Glad to see you got my package. I was hoping tomorrow you could meet me at South Mall. Shave any body hair you have, face and legs, and wear ONLY the outfit provided.

I looked through the clothes. There was a short leather skirt, a hoodie that zipped down right where there would be cleavage, stockings and garter, flat shoes, and what appeared to be C cup fake breasts that strap over your shoulder to be held in place. I noticed there was no bra or panties and texted him.

Yes, I did not make a mistake. The fake nipples on the breasts should show somewhat through the hoodie, which I expect to be zipped down. No panties. If someone gets a sneak peak up your skirt and sees your little girl cock, that's okay. Trust me, more than just me will be seeing it.

I got nervous and asked him what he meant.

Don't worry. I will keep you safe. See you tomorrow at noon. Take the bus.

TO BE CONTINUED