Milwaukee Transgender Sex Ads
Browse Milwaukee transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!
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October 14th, 2025
Shemale Nightclubs Near You in Milwaukee, Wisconsin Shemale Nightclubs Near You in Milwaukee, Wisconsin
Shemale Clubs Near You in Milwaukee, Wisconsin is a directory of trans-friendly nightclubs and bars. LGBTQ+ clubs come and go. We strive to keep this transgender clubs directory complete and rely on your input to help us do so. Please contact us...
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! Private Messag...
Spark the Flame of Passion with Kylie from Milwaukee!
Hey there! I'm Kylie, a fun-loving transgender gal from Milwaukee, Wisconsin. I may not fit society's norms, but that's what makes me unique and fabulous! I embrace my LGBTQ identity and love connecting with open-minded individuals who appreciate diversity.
I enjoy exploring new places in Cream C...
Transgender Beauty Seeking Connection in Milwaukee!
Hey there, lovely people of Milwaukee! My name is Ashleigh, and I'm a transgender individual who's ready to embrace life and find someone special to share it with. 💖
As a proud member of the LGBTQ community, I've come to appreciate the beauty of diversity and the strength that comes from being...
Seeking Local Man for Shemale Fun in Milwaukee
Are you looking for a wild time with a sexy shemale in Milwaukee? Look no further than me, Meade! I'm ready to show you a good time and fulfill all your naughty fantasies. Whether you're into getting fucked hard or giving sloppy blowjobs, I'm your girl... err, shemale!
I love it all - from deep t...
Spark up some love with Melanie!
Hey there! I'm Melanie, a fun-loving transgender gal from Milwaukee, Wisconsin. I may not fit society's norms, but that's what makes me unique and fabulous! 🌈 I embrace my LGBTQ identity and all the beauty that comes with it. If you're looking for someone who is confident, adventurous, and alwa...
Erotic Temptation Awaits
Hey there, I'm Jessamine from Milwaukee, Wisconsin. I'm a curvy, Latina transgender woman who loves exploring the vibrant LGBTQ scene in the city. Whether it's grabbing a drink at This Is It or dancing the night away at LaCage, I'm always up for a good time.
I enjoy being trans because it allows...
Naughty Shemale Tiffie Seeking Hot Milwaukee Man for Wild Fun
Looking for a local guy who can handle a sexy shemale like me, Tiffie. I love getting down and dirty, so if you're into some raunchy action, I'm your girl... or should I say, shemale! 😈
I enjoy everything from deepthroating your throbbing cock to riding you like a wild stallion. Let's play wit...
Tempting Transgender looking for Love in Milwaukee
Hey there, I'm Rubi from Milwaukee, Wisconsin. I'm a curvy Latina beauty who loves exploring the city and trying new things. As a transgender woman, I embrace my identity and love being part of the LGBTQ community.
I enjoy long walks by Lake Michigan, sipping coffee at Colectivo Coffee, and danc...
Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Milwaukee
Hi! I'm Brandi, new TS in the Milwaukee area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in my ...
F/M seeking love and fun Female to Male Trans Man in Milwaukee
My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it g...
Raunchy Shemale Seeking Local Man for Wild Fun
Feeling horny and ready to play? I'm Josephina, a sexy shemale from Milwaukee looking for a man who can handle my insatiable appetite for all things naughty. I love getting down and dirty, so if you're into wild sex and kinky fetishes, then I'm the perfect match for you.
I enjoy being both a top ...
27 y/o Sexy Hung Crossdresser in Milwaukee Hung Crossdresser for Male in Milwaukee
Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a sex...
Spark the Flame: Transgender Beauty in Milwaukee
Hey there, I'm Leelah from Milwaukee, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and beautiful. Being transgender allows me to explore different aspects of my identity and express myself in ways that feel authentic and true. 🌈
I'm looking for someone w...
Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Milwaukee
Beautiful Brandi. If you're attracted to the female form then you will want to message me @ BrandiTS27. I'm pre-op, tall, slim and beautiful with 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your naughty f...
Sweet and Sensual Transgender Beauty Looking for Love
Hey there, I'm Sussi from Milwaukee, Wisconsin. I may not be your typical girl next door, but that's what makes me unique! I love embracing my transgender identity and being a part of the LGBTQ community. If you're someone who values authenticity and loves to have fun, then we might just hit it of...Transgender Beauty in Milwaukee: Seeking Love and Adventure
Hey there! 👋 My name is Angelique, and I'm a stunning transgender woman living in the heart of Milwaukee, Wisconsin. 💃 With my luscious curves and captivating smile, I turn heads wherever I go. But let me tell you, there's so much more to me than meets the eye!
Being transgender has allowed...
Hot Shemale Missy in Milwaukee Looking for Wild Fun
Ready to fulfill all your wildest fantasies, I'm Missy, a sexy shemale from Milwaukee seeking a local man for some hot and steamy fun. I love getting down and dirty, exploring every inch of your body with my skilled hands and mouth. Whether you're into being dominated or taking control, I can be y...
Spark Up Your Life with Rani!
Hey there! I'm Rani, a transgender cutie from Milwaukee, Wisconsin. I may not fit society's standards of beauty, but my confidence and charm will sweep you off your feet. 💃🏽
I love being part of the LGBTQ community because it's a place where I can truly be myself without any judgment. 🏳...
A Night of Magic and Connection 💫
Hey there! I'm Lucina, a proud transgender woman from Milwaukee, Wisconsin. I may not fit society's norms, but I am confident in my own skin and love embracing my true self. Being part of the LGBTQ community has brought me so much joy and empowerment.
I'm looking for someone who is open-minded, k...
Elegantly Confident Trans Beauty Ready for Romance
Hey there, I'm Beverie from Milwaukee, Wisconsin. As a proud transgender woman, I embrace my uniqueness and love being part of the LGBTQ community. I enjoy exploring new places in the city like Lakefront Brewery, Bradford Beach, or even catching a show at The Pabst Theater.
I'm looking for someo...
Transgender Beauty Seeking Love in Milwaukee!
Hey there, lovely people of Milwaukee! My name is Camella, and I'm on the lookout for that special someone who can appreciate me for who I truly am. 💖
So, let me tell you a bit about myself. I have a curvy figure that embraces my femininity, and my radiant smile can light up any room. As a pro...
Superior Massage by gorgeous T-Girl T-Girl for Dating in Milwaukee
I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl
Gayle <3
Transgender World Profile
Username: GayleT...
INTERACTIVE MAP: Transexual Tracker in the Milwaukee Area! Local Trans Hookups Interactive Mapping
Meet Local transexuals in the Milwaukee area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for...
Gorgeous, Passable Trans in Milwaukee 😍 Gorgeous Passable Trans MtF for Man in Milwaukee 😍
I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned!
I'm ...
Hot Shemale Looking for Wild Fun in Milwaukee Hey sexy, I'm Sandra and I'm a hot shemale looking for a local man who can handle all of me. I love getting down and dirty, exploring all kinds of naughty fantasies. If you're into wild sex, then I'm the one for you.I love being both top and bottom, giving and receiving blowjobs, getting my tight as...
Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Milwaukee?
Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!
Hit me up @SweetJasminT...
Hot Shemale in Milwaukee Looking for Wild Fun
Are you ready to get down and dirty with a naughty shemale who knows how to please? Well, look no further because I'm Koressa, your ultimate fantasy come to life. I'm a kinky shemale from Milwaukee seeking a local man for some mind-blowing sex and fun times.
I love it all - from being a top or b...
New Body New Me M2F post-op in Milwaukee
Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head 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 with me. Message me online Natas...
TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Milwaukee
Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
FtM seeking Princess Bride in Milwaukee FtM seeking Woman in Milwaukee
Hi, I'm Andy, age 33, FtM transgender man living in Milwaukee. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyF...
Raunchy Shemale Seeking Local Man for Wild Fun
Looking for a man who can handle a naughty shemale like me? Well, you're in luck! I'm Mariellen from Milwaukee, Wisconsin, and I'm ready to show you a good time. I love getting down and dirty with a guy who knows how to please me in all the right ways. From sucking and fucking to gagging and ridin...
Evelina's Enchanting Transgender Tale
Hey there, I'm Evelina from Milwaukee, Wisconsin. I may not fit society's idea of "normal," but that's what makes me uniquely me! Being transgender has opened up a whole new world of possibilities and experiences for me. I love connecting with others in the LGBTQ community and sharing our stories....
A Sparkling Connection Awaits You 💫
Hey there! I'm Cristal, a fun-loving transgender gal from Milwaukee, Wisconsin. I may not fit society's mold, but that's what makes me unique and fabulous! 🌈
I enjoy exploring the city and checking out local spots like Lakefront Brewery, Bradford Beach, or even catching a game at Miller Park. ...
Spark Up Some Chemistry with Anjela
Hey there! I'm Anjela, a transgender woman from Milwaukee, Wisconsin. I may not fit society's standards of beauty, but I embrace my uniqueness and love every bit of myself. Being part of the LGBTQ community has brought so much joy and acceptance into my life, and I wouldn't have it any other way. ...
Tempting Transgender in Milwaukee
Hey there, I'm Riane from Milwaukee, Wisconsin. I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings so much joy and excitement to my life. I enjoy exploring new places in the city like Lakefront Brewery, Bradford Beach, or even catching a...October 13th, 2025
Well Endowed Shemale for Man in Milwaukee Hung Shemale for Man in Milwaukee
I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncen...
A Sensual Journey of Self-Discovery
Hey there, I'm Lorine from Milwaukee, Wisconsin! I'm a curvy and confident transgender woman who loves exploring the LGBTQ community. I find joy in embracing my true self and connecting with others who appreciate authenticity. If you're looking for a fun and adventurous date, let's meet up at the ...
Hot Shemale Looking to Play in Milwaukee Hey sexy, I'm Carly, a naughty shemale from Milwaukee looking for a local man to have some wild fun with. I love getting down and dirty, so if you're into that too, we'll get along just fine. I'm a top who loves to dominate, but I can also be your submissive bottom if that's what you're into. Let's ...
SHEMALE HOOKUPS! Wanna Have a Great Time in Milwaukee, Wisconsin? HOT! SHEMALE HOOKUPS
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Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Milwaukee
Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very femini...
Elegantly Transcendent Iris Seeks Connection in Milwaukee
Hey there! I'm Iris, a proud transgender woman from Milwaukee, Wisconsin. I may not fit society's mold of what a woman should look like, but that's what makes me unique and beautiful. Being part of the LGBTQ community has allowed me to embrace my true self and live authentically.
I love explorin...
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!&...
Spark the Flame with Elena
Hey there! I'm Elena, a transgender woman from Milwaukee, Wisconsin. I may not fit society's norms, but that's what makes me unique and fabulous! I embrace my LGBTQ identity and love being part of such a diverse community. If you're looking for someone who is confident, fun-loving, and open-minded...
TS M2F Top in Milwaukee TS Top Seeking Man in Milwaukee
I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body. Non op functional, nice big ladystick for your pleasure! 😈 Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks an...
Raunchy Shemale Seeking Local Man for Hot Fun and Great Sex
Are you looking for a wild time with a sexy shemale in Milwaukee, Wisconsin? Look no further than me, Emlynn! I love getting down and dirty with a man who knows how to handle a tranny like me. I'm seeking someone who can keep up with my insatiable appetite for all things naughty.
I enjoy everyt...
Debonair Trans dude, looks like Bond F2M Trans Dude in Milwaukee
Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship....
Seeking Connection in Brew City
Hey there! I'm Paule, a fun-loving transgender gal from Milwaukee, Wisconsin. I may not fit society's norms, but that's what makes me unique and fabulous! 🌈 I love exploring the city and checking out local spots like Lakefront Brewery or the Milwaukee Art Museum. Let's grab a drink at Good City...
Sexy Shemale in Milwaukee Looking for Hot Fun!
Are you ready to have the time of your life with a naughty shemale like me? My name is Lucia and I am seeking a local man who can handle all my dirty desires. I love being both top and bottom, giving blowjobs, getting my tight ass played with, sucking dick until it's throbbing, and riding cock unt...
HMU for Sex in Milwaukee Newly Single and Ready to Mingle in Milwaukee
Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Milwaukee, Wisconsin area then message me @BarbieSingle28.
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