I’m a straight male who’s looking to explore with a a local crossdresser and get more experience. Just physical, NSA fun. I tried this a few years ago and had one successful meet up but mostly no luck aside from that. I figured I’d give it another shot. I’m attracted to cute, mostly passable crossdressers. The types of girls who post on subs like /r/crossdressing and other similar subs. I am well aware there’s a difference between the types of people I’ve mentioned, I’m just casting a wider net since reddit is usually a crapshoot for meeting people. I’m open to crossdressers (CDs), sissies, trans girls, etc.

As far as what type of person I’m looking for: I’d prefer if you’re mostly passable. You need to dress in women’s clothing and have either a longer feminine hairstyle or wear a wig. I’d prefer if you get dressed/made up and look as girly as possible. I’m not going to buy you anything and I’m not interested in non-dressing guys. Don’t waste my time. You must be disease free and clean and have good hygiene. No drug use or anything like that. Someone normal and friendly. I’m totally ok with other newbies or first timers. I’m sure I’ll be a bit shy throughout this too. If we meet up I’d treat you just like I would a girlfriend. We can discuss what all we’d want to do physically in private and make sure we’re comfortable with and agree on everything. I’m open to a one-time meet or something ongoing if things go well between us. I’d like to be as discreet as possible.

I’m in the Chicago suburbs in Illinois. Unfortunately I cannot host at my home. You’d need to be able to host at your place or we’d have to work out meeting at a hotel.

I’m a white male with red hair and a fairly average body type. I’m 29 years old and looking to explore more before I turn 30. I’m 6’0” feet tall and weigh around 190lbs. I’m single and never married. I’m about 7 inches uncircumcised. I’m disease free and clean and can provide tests results if needed. I haven’t been with anyone in ages. I do not smoke or use drugs. My body hair is usually trimmed and shaved and I’d shower and get cleaned up right before we meet.

If you’re interested please send me a PM or chat. In your message please use some detail and tell me a bit about yourself: your basic stats, how old you are, where you live, your experience level, and what all you’re looking to do. Please be willing to send some photos of what you look like all dressed up. I’m happy to send photos back.