Shemale Wisconsin Chat Rooms

Single and love being myself in all things .

I am into wearing lingerie. Slips, camis, bras, panties, thigh highs with garter elts, etc

Hello I’m BrittneyJessica, Just a Millwaukee girl that enjoys chatting and meeting like minded people. Please don’t be bashful and say hello.

Mature in the closet CD. Love chatting with other like minded cds.

im new to alot looking to meet new friends and well have some fun too.

Longtime crossdresser trying to figure out where I go from here.

A lifestyle crossdresser that loves being a gurl. I live the life of a gurl for the most part, 24/7. I consider myself bi-sexual as I enjoy both men and women. I am a bottom only and prefer strong personalities in both men and women. I am 57. Thin build with long blond hair. I am 5'6" and weigh in at about 120 lbs. I consider myself somewhat of an old fashion woman. If you were to look into my closet you find exactly what a woman of my age would wear. I am a retired Mechanical Engineer. I love living in Door County and have no desire to move from the Door as we call it. A few things right from the get-go: I am not interested in an any form of cyber role play. I do not part take in any form of sex chat. After we have built up a rapport, things can change. If you engage in sex chat I will end the chat immediately. So that being said here is my story. I met a woman when I was 14, she was 30. I used to work as a bus boy at an Italian restaurant and we started talking and would hang out. The day after my 16th birthday we had sex for the first time. It was great. She taught me all about how to be with a woman. The day after I graduated high school I moved in with her, much to my parent’s displeasure. While I was living with her I went to the local tech school and took classes in Mechanical Design. Since we were the exact size, I mean right down to height, weight shoe size etc. I had what would be described as a slim female figure. I never had much of a man’s shape, even as a teenager I looked like a girl or more gender neutral. My mother had the hardest time finding clothes that fit me in the boys section. I digress. So since my live in girlfriend loved to make her own clothes, it was the 80's, she would have me model things so she could see how they looked. As time went on one thing lead to another and she would fully dress me up as a girl. Complete with make-up and by this time my hair was longer and she would style it. We even went out as few times with me dressed as a girl. When it was getting time for me to graduate tech school she just up and disappeared. She had a history of doing this, but this time it was much longer. I moved out and took all her stuff and started life on my own. Once on my own and living in downtown Milwaukee I really got into my dressing. Every weekend and when I would come home from work I would go into gurl mode. I made friends as a CD and had a great life. I met a girl and we dated for about 3 years, I was 21 at this time. She enjoyed my dressing but not as a full time thing. Plus she wanted to get married and have kids. This did not interest me at all. So we parted ways and we still stayed in contact but that is about it. We still chat and are good friends but nothing more. When I was 24 or so I met a man at a local gay club. He was a territorial sales rep. He would come up to Milwaukee every 6 weeks or so and I would spend time with him. As stated I was around 24/25 and he was around 45. I would go to his hotel on Friday after work and would stay with him until Saturday when he would head out. He was married but I did not care to much about it. As time went on our relationship got more intense. We started playing around with bondage, mostly hand cuffs, leg cuffs, gags, blindfolds, spankings and some role playing. I started to get deep feelings for this man and he told me he loved me and I as well. This affair went on for about 2 years or so. At one point he stopped calling and I never heard from him again. He dumped me without even a good bye. I was heartbroken. I was 26 or so and was totally crushed! To this day I have no clue what became of him. Since then I have had a few male and female lovers but nothing in the past 20 years or so. I find it hard trying to find someone that I want to be with on that level again. I have a number of friends that fill my void for love and friendship. I live as a gurl most of the time. I have no desire to transition from male to female. I enjoy being a gender bender and love my life. As of last summer, 2022, I have retired to spend more time travelling and doing hobbies. I love to do stained glass work and I also love to make pipe lamps. If you do not know what a pipe lamp is just Goggle it. Still not sure what I am looking for but I always keep my eyes open. Since I have a very active social life I have no desire to move, and since I have been single for so long I have really no desire to have a live in relationship. Just somebody to hang with and have sex with. I am open to both men and women. I am a sub (bottom) and am only interested in people of strong personality. The picture on my profile is old, about 6 years and since then I have dropped all the weight I put on over the years. I am 5'7" tall and weigh about 126s. I am a natural blond and my hair is long. I usually wear it in a pony tail, but on occasion I will style it. I am very fem and love to dress in nice clothes. About the only time I am not in gurl mode is when doing yard work or riding my bike, hard to tuck when riding my bike. For the most part I am pretty friendly so feel free to chat me up. Things that are deal breakers are people that are in any kind of a relationship. I do not care what the circumstances are whether you have an open or are separated etc. You must be totally single! Also you must be fit! I have worked really hard to get back into shape and you must be as well. Also no smokers at all! No recreational drugs either! And your alcohol consumption must be that of a social drinker. You must be intelligent. You must also have some culture about you and not spend all your time watching sports. I enjoy going to plays, musicals and the symphony. I double majored in both Mechanical Engineering and Physics. Also you must have a job or be retired. Thank you for reading about me and hope to chat soon OTHER INFO I consider myself a modern woman more along the lines of a female emulator. I have no desire to transition or take hormones of any kind. I wear everything from shorts, pants skirts and tops, dresses and evening gowns. I have an extensive lingerie collection of bra's, panties and slips. I am looking for a partner not a daddy / mommy or to be owned. For the men folk, I was not put on this planet to give you oral all the time. I do like to have sex as well, often. Also I need a lover that has a good size penis. Simply put. If you are a 6 stroke Stan before you orgasm, that will be a deal breaker. You need to be able to last or have a quick recovery.

I an a married bi crossdersser,I have been dressing all my life.I live alone now.I enjoy going out dressed to the drag clubs or meetings. I am a really shy person till i get to know somebody. i am hoping to meet some friends in here,this seems like a really nice place.thank you all for letting me be a part of it

I am an elegant, sweet, educated, fun, funny trans woman who enjoys hiking, dining out, bicycling, travel, and many other things. I am socially conscious and supportive of diversity in our world.

Hi, I'm Danni. I'm a gay power bottom and kinky genderqueer punk-ass bitch, probably best described as butch femme. If you see me online I am probably stoned and horny as fuck. I am 100% exclusively bottom - let me be very clear, I do not top. Recent experiences have taught me that I can't put my small penis in anything. Very feminine sexually and exploring crossdressing with more regularity. There are three things I love more than anything - sex, porn, and being gay. I love dick - sucking it is amazing. To know that the core of a person, the totality of their being is touching your lips, sliding across your tongue and into your throat, to feel them so DEEP inside your mouth, and how every movement brings them pleasure....tasting that essence dripping out of the tip, knowing it means the promise of a grander joy when they give you the gift of their climax, drowning you in pure ecstasy...oof. Riding it is the same; having it inside you just feels so amazing. Sliding in and out, filling you up and becoming the only thing that matters. The feeling is so powerful that after it's out, you can still feel waves of relaxation throughout your entire body. And when it bursts, it's the most beautiful moment. It's like time stops. Open to all PMs, I like to talk about anything. Just please be interesting. Don't let my love of sex fool you - it takes more than just "Hey wanna see my dick?" to get my attention. As mentioned before, I am a total stoner, so if I don't respond to PMs it's very possible that I've wandered away from the computer and I'm dancing or spacing out or something like that. Something I do. kisses Since these seem to be common questions, here are the answers in advance: Yes, I'm completely out. Yes, I go out dressed sometimes. No, I'm not and have never been married, and no, I have no children.

47 year old life long CD girl, who started in my early teens and have loved dressing since. Enjoy all girlie things, but go out trying to look like a everyday girl or housewifel. A coworker friend of mine was really into makeup, hair, lash extensions and nails in a big way. I confided in to her I was a CD girl because of her makeup skills. She was all excited about it and then she started showing me how to improve my makeup and what brushes etc, what clothes and wigs to buy. Eventually we went out as two girls for the evening. She got me into Loreal and Cover Girl makeup. The photo of the girl in a green apron is a AI generated altered photo of my face with attached figure for my proportions. Luv private fashion shows. I enjoy roleplay.

Im Claire - CD who loves dressing up classy in nice dresses, pantyhose, high heels

Been cross dressing since I was younger. Fun dressing! Feels freeing although I like being a guy too. Kind of confusing I guess. Hugs!

my name is Kiyana~!! I’m a trans nymphomaniac girl 2 years into her transition

Coming out as trans was one of the most challenging and empowering steps in my journey. My experiences have shaped my passion for advocacy, art, education, mental health, storytelling and I’m committed to creating spaces where people of all identities feel seen, safe, and celebrated.

Crossdresser that likes to be called names such as bitch, whore, slut or sissy. Don't call me baby, honey or doll. No you can't see my private pics unless you have pics in your profile of YOU. I do private chat if that suits you. No role playing in chat at all!!

I consider myself transfeminine. I spend most of my time as a male but always feel feminine and prefer presenting as a female. I love being feminine and being treated as such.

interested in meeting crossdressers for fun & possibly relationship

Cd that doesn't get out much. http://www.amazon.com/gp/registry/wishlist/2ZVKDYMBLGPBZ

I am a post-op TS girl who is finally able to live as she was born too. I love the outdoors, quiet walks and flying my airplane. I am looking for the right person to enter my life . I want a person and a lover to go to concerts, movies and dinner and treat me like the lady I am. I can be sexy and fun to be with and I can be the perfect woman. I have a good sense of humor and have never felt better about my life as I do now. He also would have to help be copilot on cross country trips. Perhaps you would like to share some of this joy. Let me know.

looking for a friend and mentor so i can come alive

I am a pre-opt, M2F, 34B (D w/forms) - 28 - 33, 150 lb, DDF, transitioning, 24/7 woman. I enjoy hiking, backpacking, camping, and motorcycling. I have been living full-time as a woman since 2011. I enjoy NSA relationships, friendship, and companionship, especially when I travel or play in the bedroom. Unclockable's have been a blessing, allowing me to dress in anything including women's tight clothes, thong bodysuits, and 1 or 2 piece swimwear. It is so nice to finally wear a 2 piece, Itsy bikini!!!

What to say about me? Your average bi person that need a relaxation day now and then.

looking for others to cd with