Shemale Chicago, Illinois Chat Rooms

Hi!

What to say? I'm a guy that likes to dress as a woman on occasion. If you can't smile at the thought, we don't need to chat. I'm an admirer of feminine beauty. So I'm not interested in men (sorry guys). Gender offers many roles: why not revel in them? Norah

Clean cut, exec type, masculine and straight looking

I am a woman and looking forward to exploring life as a woman

Female joining to learn more about crossdressing as someone close to me just recently started crossdressing.

I'm a closet crossdressing sissy gurl looking to explore my femininity

Curious

Full time, post-op lady just looking for friendships. Enjoy simple talk with others going through similar journeys.

Hi everyone. I'm a late 30s crossdresser. I’ve dressed since I was little, but I kept it in the closet for so long, just like so many. I’m recently divorced, and since then, I’ve put my efforts into accepting who I am, and growing Trista. I’m loving the journey I’m taking now that I’m living alone, and it’s a blessing to finally to be able to let my femme self out. I’m new to URNA and just looking for chat, friends, and some flirting from time to time!

nice asian boy that would like to be a girl for a masculine older man.

If you don't have a full profile with a pic, please don't PM. If you can't spell in your profile or don't know the difference between you're and your, please don't PM. I'm sure that sounds awful, but it's like nails on a chalkboard to me. :) I'm an occasional dresser in the Chicago area. I look pretty young for my age (was blessed with a baby face I guess) and my stats are 5'11" (without heels), 145. I'm a tall and thin one and that definitely comes in handy for the tighter fitting stuff we all love, but I'd love more curves! Dressing for me started very very young and has stayed with me my whole life. Because of my domestic situation I don't get many opportunities to go out as Michelle for a GNO, but I'm always looking for a way to make that happen if the stars align. I love chatting with everyone on here. To those girls who transition in any form to full time, I have a HUGE amount of admiration for your courage, determination and the level of self-awareness that a decision like that takes. I'll always be a big cheerleader for you. Would love to meet other girls in the area. Come find me! :)

admirer

Simple and sexy Sofiacd4fun69@gmail.com

I am sexy and I am fun.

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Hello!

Cute and curvy with thick legs and a big ass

Hi Im Ashleigh. Crossdressing since I was 11, love vintage dresses (think early to mid 60 dresses)

Crossdresser, very femme and love it. Love to be 100% femme in a pretty outfit. Also, sometimes wear a pretty french maid sissy dress to pick up around the house having fun being femme. Love to chat, roleplay, I'm very friendly and sweet,

Since I was five I've always known that I was feminine and female inside. Sadly in the '60s this wasn't something one talked about. I really like the mindful feminine constructs of the 1950s. Kindness is very important to me in everyday activities. Lifting up the spirits of others is so nice. I love that I was never socialized to say no to men and never was afraid of getting pregnant by them. I love to let a great man Express his urges physically whenever he needs to.

Am a straight man curious about anal willing to try new experiences try any thing once

I am just trying to eat some tgirl ass

Curious! looking to have some fun maybe date

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