Crossdresser Hookups in Milwaukee – Find Your Match

Looking for a CD or Sissy and likes to be bent over, preferably somebody that's at least somewhat passable, meaning no facial hair or body hair

39 m in Waukesha at work and looking for a hosting femboy, cd or trans girl to play with when I get off! I'm 5'11, blonde hair, blue eyes, Read More ...

Looking for a passable cd ts, bi or gay guy(s) to play with on the regular. Very curious, 7.5 uncut, clean in shape. Please send pic for reply. This Read More ...

Clean ddf, 7.5 uncut, attractive, looking for a Cd or bi couples to the front. Please send pic for reply. I can come to you or we can drive around, Read More ...

Smooth, mature, long-legged CD who loves heels, short skirts, and big ladysticks seeking a playmate. Please have your own attire and heels. Pics and Read More ...

Smooth, mature, long-legged CD seeking a playmate. DDF and squeaky clean here. Love wearing my naughty heels and short skirts. Im very verbal AND Read More ...

Hello mature white cd 54 5’9 150 bottom gurl hosting only. D & D free with great hygiene, you also. I prefer black and Latino men. Will be Read More ...

New clean discreet submissive CD looking for a dom/ top CD gurlfriend Looking for ongoing fun with one CD that can use me ongoing as their toy fuck Read More ...

I’d like to be dressed in lingerie and maybe slide a blindfolded on when we meet. I’d like to be a little submissive and feel that unit Read More ...

Hello I'm looking to play this morning with someone you must clean and discrete like me. I'm 55 old, DD free, 5.7 H,34 W, 5 uncut, brown Read More ...

Good morning, I'm a normal.guy who enjoy CD to explore my fantasy and sexual desires, I'm not a professional just average CD Into mutual Read More ...

I have been with a couple so far and I have quite the appreciation for this lifestyle. I am a bit of a voyeur so if you want pictures, or to record Read More ...

WM clean, discreet, athletic, smooth.. Looking for TS/CD, smooth twink or an Asian (smooth E Asian, yum) guy I can service .. ongoing preferred Read More ...

Sexy, long legged, mature cd seeking clean, ddf, hard poles to satisfy me. Love to be opened up and be naughty and verbal. Come fill me. Pics and Read More ...

After years of suppressing my sexuality I am seeking to explore a long term crossdressing fetish. I am scared and excited. I am seeking an Read More ...

Seeking a cd playmate to admire and enjoy my long legs, long boi clit, and boi bussy. I'm a very naughty gurl. Please wear heels and sexy attire.

Im seeking a smooth, ddf, sexy playmate for sensual encounters. Please have your own attire and heels. Pics and stats in your response please.

Im a 41yr old white male bigger guy not sloppy fat i love kissing sucking anal and love crossdressing for guys who like that im looking for fun and Read More ...

STOP FLAGGING THIS POST. I'M REAL. don't hit me up if you're straight. bi and bi-curious is fine. DO NOT persuade me into having fun Read More ...

Slim Athletic Black Male and clean with nice sized dick. If interested just message me and or send pics. I’m ready

Hello I am very real, skinny cd 28 looking to practice my o skills. Would like to find someone who can host either early in the am or later in the Read More ...

Walker Point drivin around lookin for sexy fems. Im nice looking mobile ddf 5'10 160 h^ng at 8 very phat. Freshly showered dressed Read More ...

Seeking a Str8 alpha man to join a Mistress and her sissy cd for hot, kinky fun. Both are attractive, sexy, and ready to play. Mistress is very Read More ...

Bbc hosting looking for very fem perfer cd to stop by and have adult fun be clean sane and ready to sent stats and best times to contact you back

In my early 50s, tall, ddf, vaccinated HWP… looking for passionate meetup with a CD or trans. Any body type is okay, looking for a lot of Read More ...

Hello, I'm a mwm 56 closeted CD looking for a CD into wearing pantyhose and heels. Looking for a somewhat regular play partner. I can host Read More ...

Hello, I am a mwm closeted CD with a huge nylons and heels fetish! I'm looking to find a woman/cd that has pretty feet and likes wearing nylons Read More ...

Tall, masc, daddy here. I can travel and need to be discreet. Need a sexy side CD or nice twink type to have some fun. Very clean and healthy here. Read More ...

Looking for a CD to visit my hotel room starting tomorrow till Friday. I’m white 6-2 55 240 uncut please reply with full stats and a pic Read More ...

I'm able to host or travel ts cd or shemale hopefully a long term thing I'm d&d free discreet clean not ugly hit me up for send pics Read More ...

I'm 5'5 180 54 clean discreet and love women's panties and nylons on a nice hard coxo love skirts also if your serious I am on the Read More ...

Hello. I am very real 28w cd 5,10 145lbs. Looking for a hosting daddy that needs a release. We don't have to talk at all, also size does not Read More ...

new sub cd cute, slim, smooth, dresses like a whore ;) hehe looking for a lady that wants to use my mouth, lay back or sit on my face & have me Read More ...

Asian CD looking to get dolled up for dom masc fit white tops. Very into wmaf fantasies and play. PM if you’re interested.

Mid 30s avg build fully dress makeup wigs etc Love to be a girl for a man who knows what he wants, and will treat me like one. Love oral, making Read More ...

Looking for a top ts or cd passable only to fuck me iv wanted to try a hot ts nsa also open to femboy and hot smooth twinks

Bearded daddy looking for a cute Femboi sissy or cd for long oral relief and play session also into group activities a huge plus can travel to you Read More ...

I am 50 top looking for a younger 20-30s preferable CD or Femboy that is more on the fem side and presenting. Prefer the emo or goth style but ok Read More ...

Looking for a CD to have fun with, I've never been with one before. I'm 22, 5'8, black, 283lbs. Can't host but can travel.

I am a 61 y/o bigger cd looking for a top to get together and make me theirs for the evening. I enjoy kissing, oral, rubbing, cuddling and more. I am Read More ...

I'm 50, 5'8" 195, I'm 6"cut and shaved, ddf. Seeking skinny, smooth, bottom, cut, passable cd or trans, must be ddf.I host. Read More ...

I love sub sissy CD looking for verbal top who can host. I want to dress and serve with another m. 6’1, 255, don’t pass looking to play Read More ...

Looking for a Str8 alpha man (maybe 2) who would like to enjoy being serviced by a sexy sissy cd while Mistress watches before taking over. We love Read More ...

I am a 30 year old white male who has a fascination with being feminine people. I am 5'8" tall and about 165 lbs. I have an average body. I Read More ...

Straight 40 clean ddf looking for fem type, cd or trans. I’m tall strong good looking ddf well equipped open minded and respectful. Passionate Read More ...

Mwm, closeted CD, looking for another CD to dress/play evenings this weekend. Must dress fully and Must have own clothes I can host. Love foreplay, Read More ...

Ok, here is the deal. I have messed around with guys a little bit, mostly as a submissive bottom. Recently started exploring dressing up, but still Read More ...

28 w cd looking for host. Pls send msg if interested. Looking while ad is up. I am semi pass able. 5, 10, 145 I have been searching for awile with no Read More ...

Looking for a semi possible cd or sissy who I could stop by tonight on my way home from the airport, I'll be driving south from Milwaukee Read More ...

Just here for the airshow and want some nighttime fun while I'm here. Looking to explore with a passable cd or trans. One time thing or a couple Read More ...

57 yo closeted CD looking to get together with another CD that loves wearing short dresses/skirts and loves wearing nylons and heels for a play Read More ...