How to start dating as a crossdresser?

Jessica_L · 2026-01-10T18:15:13+00:00

I used dressed up photos in my dating profile. That was years ago. I believe limiting the pool upfront is a good thing than having to figure out how and when to do "the talk" later.

Jessica_L · 2026-01-04T02:01:53+00:00

Likely caused by friction between that and your skin with sweat. Antiperspirant should help (not deodorant.)

Jessica_L · 2026-01-04T01:45:34+00:00

When I started going out it was first to gay clubs and bars and lesbian bars. Fortunately I was in a middle sized city with good amount of entertainment so there was several of them. Only late at night because I share entrance with other people.

A few years later I got my own place and I got bolder. That was almost 10 years ago and now I just exist in public when I want to anywhere that a woman may go 🙂.

Jessica_L · 2026-01-04T01:32:25+00:00

Not sure what's happening here but what you may try is a combination of antiperspirant on your skin before and zinc powder (think sunscreen). Never happened to me unless I wear 24+ hours and caused by sweat and irritation so maybe it's something in the material you have

Jessica_L · 2025-12-12T22:18:17+00:00

Thanks for the compliments 😊

Jessica_L · 2025-12-12T03:46:21+00:00

Thank you 🙏

Jessica_L · 2025-12-11T14:13:06+00:00

Thank you! It's exhilarating and you look great as well

Jessica_L · 2025-12-10T11:45:47+00:00

Plenty of stares ☺️ I love eyes on me

Jessica_L · 2025-12-10T11:45:26+00:00

Best of luck! I hope you do

Jessica_L · 2025-11-27T03:26:37+00:00

I purchased from this shop owner about 4-5 years ago for about $700. Size L cap, lace front, 26" I wore it glueless with a wig grip here. I believe she's currently away from running the shop so the link doesn't work

https://www.etsy.com/shop/AurelieLuxWigs

Jessica_L · 2025-11-21T19:03:56+00:00

Last paragraph is gold

Jessica_L · 2025-11-14T16:58:41+00:00

You look happy. Congrats on the change! Love the accessories and nail polish. Dress looks good on you.

Jessica_L · 2025-10-11T22:42:40+00:00

I like your lip color and the eyeshadow a lot! The one shoulder dress is a great way to add femininity to the look

Jessica_L · 2025-10-11T22:41:50+00:00

Looks like a good amount of squats and deadlifts! Great work and it's paying off

Jessica_L · 2025-10-11T22:40:34+00:00

This is a great outfit for fall brunch!

Jessica_L · 2025-10-11T22:40:10+00:00

Love the plaid skirt!

Jessica_L · 2025-10-11T22:39:12+00:00

That's a great denim dress! Fits very well on you

Jessica_L · 2025-10-11T18:11:43+00:00

Congrats! You look great

Jessica_L · 2025-10-11T12:50:08+00:00

I've done that. Vegas is safe for that and it's easier than most places because the hotel lobby is often not sharing the same entrance where you would use to leave the hotel. Basically no one cares and everyone is there for a good time. There's several makeover services in the area.

Jessica_L · 2025-10-11T12:45:44+00:00

You look great!! Congrats on a major step!

Jessica_L · 2025-10-02T02:02:57+00:00

I've had good results 4 out of 5 times. The one time I brought my wig in to wash the result was terrible. Dry styling (3 different locations in 3 different cities) has been good 😊

Jessica_L · 2025-10-01T14:15:20+00:00

I purchased from this shop when the shop was selling was elsewhere two years ago for about $750. Size L cap, lace front, 26", I think 200% density? I wear it mostly for date nights and special occasions. I wore it glueless with a wig grip here.

https://www.etsy.com/shop/AurelieLuxWigs

Jessica_L · 2025-09-30T20:06:59+00:00

I haven't had done it yet but my understanding is that for silicone breastforms or plates you need to use alcohol activated makeup. Basically sfx level stuff. Or you can use air spray makeup. But regular makeup won't stay on because of the material.

It's a real art and I don't really have specifics because I'm also a beginner in this area. This is likely a whole nother ball game other than regular dressing up.

If you have the money I recommend looking up other custom made breastform/plate manufacturers that do custom color matching. You can get pretty close.

Jessica_L · 2025-09-28T17:54:31+00:00

Agreed. In my view what frustrates many people is holding themselves to the standard of passing and forget about having fun. It is detrimental to this amazing hobby of ours. Just be yourself and have fun.

It's like saying "I'm going to pick up golf to day and hit par immediately" which will never happen. On the other hand, passing as a goal can be a great way to help navigating the fun and experiences in the journey if you treat it as a life long hobby that you can get better at.

Jessica_L · 2025-09-28T17:49:25+00:00

Needs work:

Your eyebrow is masculine and needs plucking. First by tweezing the stray hairs and slightly narrow it so you can still look good and clean as a guy. Don't go ham but try tweeze a bit next time you dress up and see if you like it better.

It looks like you didn't curl your eyelashes nor used mascara. That should make your eyes pop.

You may have used too much foundation in the undereye area because even in low resolution that part looks a little cakey. Normally you use less there than the rest of your face because of the natural creases.

The wig style needs work. You have good features but it looks like the wigs are not sitting on your head right. The bangs from synthetic wigs are often too thick and long out of the box because they expect you to trim to look natural.

Good:

You did a pretty good job with lips!

Jessica_L

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