Milwaukee Transgender Classifieds
Browse Milwaukee transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!
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May 18th, 2025
Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Milwaukee who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all in it...
Ebony TS Playmate for Men Who Know What They Want π€π If you are the type of person who does not want to waste time with games or small talk… we are already off to a good start π
I am a sexy, curvy TS babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like a dream and be read...
New Body New Me M2F in Milwaukee
Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion wi...
A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Milwaukee area and are interested then drop me a line and introduce yourself. You ca...
Having fun and Staying Young Young-ish trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...
Trans Playmate Sex Kitten... Ebony trans woman in Milwaukee wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I a...
I'm the Girl Your Mum Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Milwaukee for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who lives ...
Tiffany Shelle - Your Milwaukee Tranny Girlfriend! π Tranny Escort - Top/Bottom/GFE in Milwaukee
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Hot sexy shemale doll visiting Milwaukee now Shemale Visiting Milwaukee
Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1.
Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible long...
SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Milwaukee Secret Crossdressing Hookups in Milwaukee
Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a private g...
TS Temptress Ready to Ruin You (In the Best Way) ππ¦ Milwaukee Hey lover π I’m a high-femme TS bombshell — curves for days, lips made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet but I transform into a woman who crawls to the bed naked while wearing only a mischievous expression...
Black/Ebony Transsexual - Your New Addiction β One Taste and Youβll Beg for More ππ Warning: I’m addictive π View My Ebony TS Profile here -
I possess more than attractive features. I am a complete TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and thick thighs and soft lips and a hidden secret th...
Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Milwaukee AREA
Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you and show you wh...
Erotic exotic Asian queen in Milwaukee now (25) Asian Transexual in Milwaukee
Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your needs. Long...
Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date.
I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
Sexy hung and big busted Hung and Busty Shemale in Milwaukee
Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine.
Username: @Tammy39TLocation: Milwaukee, WisconsinAg...
TS Sugar Babyπ Your Perfect Trans Fantasy β Letβs Make It a Reality π π Location: Milwaukee
π Seeking: Fun, Exciting, & Discreet Connections
Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good vibes, great chemistry, and unforgettable nights.. I'm in my early 20's and I...
Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice!
Hey boys, my name is LethaWeapon here in Milwaukee and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard insertio...
Flawlessly gorgeous trans bombshell in Milwaukee Trans MtF for Man in Milwaukee
I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bedroom...
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SuperFabulistic Shawna in Milwaukee... Tgirl Shawna here in Milwaukee tryna meet some hot guy for a hookup. I'm a freaky ebony hottie down for some serious booty call. Imma make you holla baby! I got a big treat gonna be right up your alley. So, come get you some of this superfabulistic Shawna - you know you WANNA! And come by here and s...
Penny for your thoughts? Penny TS in Milwaukee
Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online @PennyTSswitch!!
I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates and ...
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Milwaukee area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3
Username: @Crystal27transLocation: Milwaukee, WisconsinA...
Transgenderπ’TINA TSππ Ready to play with a TGirl Tonight?
Hi babe, I'm Tina π I'm in Milwaukee and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message now.. ...May 17th, 2025
HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Milwaukee! LET'S TAKE CARE OF THAT TRANNY FANTASY!
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Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Milwaukee?
Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all sort...
Well Endowed Shemale is beautiful Milwaukee 32 Well Endowed Shemale in Milwaukee
I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures and ...
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I'm a Transgender and I'm looking for a naughty man with a nice cock here in near me.. Who is wanting to share some sexy fun with me. I've been really horny and hard!! I love taking cock and giving it, what are...
Beautiful Krystale 25 Milwaukee visiting now Beautiful Preop Shemale Visiting Milwaukee
Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.
Krystale25shemale
Username: @Krystale25shemale
Age: 25
Location: Milwaukee, Wisconsin
Sex: MtF Trans
Seeking: Man...
Hot trans chick with nice boobs Hot trans chick in Milwaukee. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! Want ...
I want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Milwaukee area. Click here and come see me anytime!...
Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Milwaukee Area
Hi, my fem name is Gloria. I'm a married crossdresser in the Milwaukee area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play!
I'm seeking cross dres...
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Strict Shemale Dominatrix in Milwaukee - @DesireeTransDomme Powerful African-Queen Dominatrix in Milwaukee
I am full-time professional Domme Desiree. My Milwaukee area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you will lear...
Superb Shemale in Milwaukee... T-Girl for NSA Encounters in Milwaukee
When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Milwaukee. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck ...
British T-girl Seeking Classy Gentleman in Milwaukee... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Milwaukee and am financially independent and looking for a gentleman who is like-minded, equally solvent and has exce...
Dr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Milwaukee area come see if you measure up! Click here for explicit photos. Look...May 16th, 2025
I Need a Sexy Man to Tame Wild Willy! Hung Milwaukee Trans Woman
Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Milwaukee with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorite Starbucks and se...
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This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you're interested in π.. Do you want to meet local shemales who want to fuck and have some sexy fun? I d...
Latina TS Dirty Girl Looking for a Gentleman's Dark Side π₯π Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here -
As a TS darling I present like a dream while playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a throbbing surprise you’ll love exploring π I need you to undress me gr...
I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Milwaukee
I'm queen Delilah a trans woman here in Milwaukee searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous posi...
Tainted Love - Beyond Compare! Kinky Trans Woman in Milwaukee
Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Milwaukee. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. I need a hookup with an open minded man. The sort of man who appreciates w...
Transgender Goddess for Late-Night Escapes & Filthy Fun ππ It’s late. You’re restless. And you’re craving something… different π - View My Transsexual Dating Profile -
As your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have imagined. My secret between...
Don't Worry I Bite! Feisty redhead trans in Milwaukee full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to control...
Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Milwaukee
Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me! Check my personal profile @FtMJared29 and say hi!&...
Tantalizing Tina with a HUGE W33NAH! Milwaukee Trans Woman for Hookup!
Hey gents I'm Tina a trans female hot for all you sexy Milwaukee men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!
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Spicy and Hot T-Girl from Colombia Latina T-Girl in Milwaukee
Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...May 15th, 2025
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I'm new to Wisconsin but I know how to use my nice cock and make you cum with it. I'm a transsexual or sometimes reffered to as a Shemale and I still have my nice cock and nice big boobies. Would y...
Free Wisconsin Transexuals Guide Wisconsin Transexuals Guide
The Wisconsin Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free Wisconsin Transexuals Guide online.
Where to Meet Transexuals in W...