Milwaukee Transgender Escorts Sex Classifieds

Browse Milwaukee transgender escorts listings for sex provider listings of TS escorts and trans sugar baby arrangements near you. Due to U.S. regulations, prostitution ads are illegal and thus are not allowed. All ads in BonePage trans escort ads are for legal escort services or adult companionship arrangements. Any sex that may occur is strictly by mutual consent between adults, and of their own free will.

Home / Adult / Transgender Escorts

Show Ads In: Appleton / Oshkosh | Duluth / Superior | Eau Claire | Green Bay | Janesville | Kenosha-Racine | La Crosse | Madison | Milwaukee | Sheboygan | Wausau

  • November 9th, 2025
  • πŸ’‹ TGirl Treat, So Sweet & Discreet πŸ’¦ Hey babe… I’m the trans fantasy you’ve been dreaming about and now I’m right here, ready to play 😘 I’m soft in all the right places, with a secret surprise that’ll leave you breathless. I love to tease, please, and take you somewhere you’ve never been b...
  • Vietnamese Trans Escort Serving the Milwaukee Area... kawaiiTranX is back on demand in Milwaukee for all loyal admirers. I a fully passible and functional trans female escort who can take care of you like no body else can. I make you wonder how you ever got along without kawaiiTranX before. Incall, outcall OK, no women, underage or police! Come se...
  • Naughty boys check me out - Good thing I love naughty boys - Your wildest fantasies will come true Tara here, I live to make your fantasies come true in Milwaukee! I have a bubbly personality, enjoy intimate dinners, shopping, and I love as much as I receive. Fully passable, I dress to impress, STD free, classy, and ready to satisfy your needs and fetishes on short notice. I’m known for my ...
  • your big cock shemale escort awaits you.. Milwaukee, Wisconsin Sexy Shemale Terrie Ready to Fulfill Your Wildest Fantasies πŸ˜ˆπŸ’¦ Are you looking for a hot and kinky shemale to play with in Milwaukee, Wisconsin? Look no further, because I'm here to satisfy all your desires. My name is Terrie and I am a pre-op transgender woman who loves to have fun with men ...
  • Imma Spread Your Sexy Ass & Eat It Like Grandma's Stuffing πŸ˜πŸ‘©β€πŸ³πŸ’… Username: @Transbbydll1- Location: Milwaukee- Dating Profile: Yes- Trans Dating Pics: 29TEXT ME DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Trans Dating Pics & Socials I'm a fully functional pre-op trans woman looking for a strong bull who wants to have some fun. I give the best head in ...
  • Milwaukee TRANNY, needsβ€οΈπŸ† I'm a Transgender lady living in Milwaukee or somewhere near by... I'm Born male, however I always known I am a pretty girl. I love meeting guys for sex and having fun. View My Trans Milwaukee Dating Profile!!πŸ’‹ Sex in Milwaukee TONIGHT!!  HOT Transgender Lady Wanting πŸ’‹ Want TransS...
  • Welcome to the Land of Neons and Nylons Baby! Big City Kitty here to share the glamour that is Milwaukee with a sexy man tonight. You can take me anywhere, I'm a fully passable t-girl, functional and always in the mood for some hot sexy fun. Incall, outcall, travel, events, parties or anything you have in mind. I like it flashy and trashy! If y...
  • BLACK Trans Super Fetish - Give Me That Hot Cock Right Off The Grill! πŸ’―πŸ₯°πŸ†πŸ’¦πŸ˜› BLACK Trans Super Fetish Freak in Milwaukee That black girl magic is SO real though! You KNOW that's right! I got all the right things in all the right places to give you everything you've ever wanted all in the same night. So let's get comfy with some drinks and then take this shit to my satin she...
  • Milwaukee 😍 Yessica TS Escort πŸ† Use me TS Yessica ( Real Shemale Escort )  come have some fun 😍 I'm ready for watever ! Throat goat πŸ‘… foreal baby looking to have a good time and please you daddy so if your looking for a good time call me plz be serious when contacting me dont call playing with me Text or Message Here.. I'm the...
  • EMAILπŸ†SHEMALEπŸ’¦ESCORTS I'm in the Milwaukee..  area. I'm willing to travel. As long as you love TRANSSEXUALS and want to have some fun and sexy sex. I want sex now, let's play! View My Pictures We need to have some fun and get naughty, you want some of this Shemale cock! SHEMALE HOOKUPS in Milwau...
  • 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...
  • Hot Chocolate Encounters of the Trans Kind Tonight in Milwaukee Baby! Ebony Tgirl Escort in Milwaukee Dark chocolate t-girl escort here to rock your world in Milwaukee. I'll make you feel alright with my big goodbar tonight. I'm an animal baby just doin' what comes natural. I am discreet and welcome incalls and outcalls women, couples, gay men, groups and just a...
  • Asian Trans-Escort into Cosplay at Your Service Tonight!... Need a versatile Japanese trans-escort for dress-up events or a good time in Milwaukee? I have an extensive collection of costumes for most any occasion. Anything from period, erotic, to sci-fi, to BDSM, to fantasy, to super hero and beyond. I can be what ever you desire. Click here for more. Search...
  • Black Bambi's Got a BIG Love Gun and it's Loaded Baby! Milwaukee Trans Escort Black Bambi I shoot to thrill! Hey boys your gonna get more bang for your buck with BlackBambi in Milwaukee! Don't go off half-cocked with those other trans escorts out there and be left wanting for more. I'm smokin' hot top or bottom incall, outcall, parties, events, discree...
  • November 8th, 2025
  • HI, SEMALE LOVERSβ€οΈπŸ˜‰ WANT TO PLAY WITH A REAL TGIRL??? View More of My Pix and Profile most amazing pleasure. Milwaukee βœ…COCK SIZE -7.5INCH AND SILICON BOOBS 38 SIZE *SUPER SOFTMy Name is Liza TS,I will give you the  Age: 23 years oldName: Liza TS πŸ’‹Gender: Transsexual (Pre-op)Location:MilwaukeeAvailability: Incall & O...
  • Trashy Tranny Trisha... Trashy Milwaukee Trans Escort Hey I'm Trisha here in Milwaukee, and one man's trash is another man's treasure! Sure I'm nasty, I'm dirty minded, I'm horny AF and a little wild but that's a win-win for the both of us baby! I'm 5'8, medium build with a big hard uncut package, 160 pounds, top or botto...
  • Hey Milwaukee - I'm Nastina With the BIG Weena!... Milwaukee Trans Escort 4 Hire Nastina here a fully passable in social situations, fully functional in bed and packin' a BIG surprise for ya! I'm the best trans escort in the Milwaukee area so don't even mess with the rest big boy. Discreet, top or bottom, incall, outcall, events ok, women ok. ...
  • Join Me on a Trans-Tastic Voyage Baby! Upscale Trans Escort in Milwaukee Hey gents I'm Adriana a trans escort here in Milwaukee to temp you into going on an adventure, a voyage into my sexual fantasy land. I'm upscale, professional, discreet, functional, fully passible, feminine, fabulous and will seduce you with my sexy flirtaciou...
  • Wisconsin Transgender Nightclubs and Bars Wisconsin Transgender Clubs Directory Browse the Wisconsin Transgender Clubs Directory online from our webmasters at TGGuide.com. The development team at TGGuide has hand-curated the most complete listing of transgender nightclubs and bars you will find anywhere. Browse the worldwide listings or re...
  • Gloria Milwaukee trans escort has a secret in her panties!! 🍭 Gloria, Trans Escort in Milwaukee πŸ’‹ NO BLOCKED NUMBERS - Please message me @GloriaTransXual. I'm Gloria and I have a big secret hiding in my panties. I'm completely passable so you can take me out to a business dinner or a fancy restaurant. Only you and I will know the secret that awaits yo...
  • Young, Sexy, Funny, friendly and exotic πŸ’‹πŸ’‹πŸ’‹ βœ…LATINA SHEMALE ESCORTβœ… πŸ’–πŸ’–πŸ’– SEXY SHEMALE COCK!!πŸ’–πŸ’–πŸ’– πŸ’–πŸ’– You choose Who you LikeπŸ’–πŸ’– πŸ’–πŸ’– 4 Hands Available πŸ’–πŸ’– πŸ’–πŸ’– VIEW MY PROFILE AND PIXπŸ’–πŸ’– πŸŒΆοΈ MANY CHOICES FOR YOU 🌢️ βœ… Sexy Shemale βœ… Adorable TS βœ… Handsome and Beautiful  FRIENDLY PROFESSIONAL T...
  • Killer Queen! Milwaukee Trans Escort Playful as a Pussycat! Insatiable in appitite. I am Milwaukee's favorite trans escort, Paris. I am THE Killer Queen, dynamite with a laser beam. And I'm guaranteed to blow your mind - anytime! I am a cosmopolitan trans woman who enjoys the finer things in life, but have found...
  • I'll be your sexy superhero tonight baby!... Yeah baby it's super tranny to the rescue in Milwaukee. Freaky as hell and I always rise while others fall. If you need a sexual superhero tonight then I'm your girl. I got 9 inches uncut that wants you to have your way. Oral, hand, anal or? Anything you want this ebony trans escort is good with. Go...
  • Best big surprise you ever had baby! Milwaukee Ebony Tgirl Escort! I am a very sensual and sexual black transexual escort here in Milwaukee. Love both bottom and top. Comment on and like my pics. I want you to share my pics and share me like you mean it with other men. Gay men, straight men, couples welcome, cis women welcome, curious...
  • Join Me on a Trans-Tastic Voyage in Milwaukee Baby! Upscale Trans Escort in Milwaukee Area Hey gents I'm Adriana a trans escort here in Milwaukee Area to tempt you into going on an adventure, a voyage into my sexual fantasy land. I'm upscale, professional, discreet, functional, fully passible, feminine, fabulous and will seduce you with my sexy flir...
  • Hot Shemale Paula Ready to Fulfill Your Wildest Fantasies πŸ’¦ESCORT πŸ†Milwaukee πŸ‘… Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected with local Trans right in your area! β€οΈ‍πŸ”₯Browse Milwa...
  • πŸ’‹πŸ‘…πŸ†Hot Shemale Renell Ready to Fulfill Your Wildest FantasiesπŸ’‹πŸ‘…πŸ† My tight ass is always ready for some intense pounding, and I love nothing more than feeling your cock deep inside of me. Let's play together and experience the ultimate pleasure that only a shemale like me can provide. Don't be shy about sharing your wildest fantasies with me – I am always op...
  • Tiffany Shelle - Your Milwaukee Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Milwaukee It’s Tiffany Shelle your perfect tranny girlfriend πŸ₯° πŸ’• SAFEπŸ’• πŸ’― LEGITβœ¨πŸ’ž SKILLED, Exotic and Erotic πŸ’¦ πŸ₯° I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of! I'm 100% functioning she...
  • TRANNY PORNSTAR, ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed) Tranny Pornstar in Milwaukee A Very ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed) & I've been seen all over the NET. Im completely versatile Top or Bottom, Aggressive or Submissive! I have beautiful natural 36D breasts. I am a trans woman of many interests, I lov...
  • Black Shemale With HUGE COCK FOR YOUπŸ† I WANT TO DRESS UP SUPER CUTE AND SEXY THEN I WANT US TO EXPLORE OUR WILDEST AND NAUGHTIEST FANTASIES - WHAT ARE YOUR BIGGEST TURN ONs AND FANTASIES?? 😈😈 MESSAGE ME HERE AND LET'S PLAN SOMETHING. EBONY/BLACK SHEMALE WITH NICE HUGE, HARD COCK 🍭 VIEW MY EBONY TRANSSEXUAL PROFILE ...
  • EXOTIC LOVELY BEAUTY TRANSEXUAL - HOT SEXY TS Want to Meet a Pre-Op TS in Milwaukee? I'm fully functional transexual, top or bottom. Kink and fetish friendly. Chat about anything with me. I am a sexy and extremely wild Shemale who will not say 'no' to anything. I have a lot of offer!  SEE MY PICS & CONTACT INFO: @TSMonica27   ...
  • πŸ’‹πŸ’ BUSTY SHEMALE WITH HUGE BOOBIES πŸ’‹πŸ’ I'm a BIG BOOBIE TGIRL ESCORT in Milwaukee Call me up for the Best Experience Ever... Give me the chance to make your fantasy a reality Full Clean,420 Friendly β˜˜β˜˜πŸ’ŠπŸ’ŠπŸ’‰ WE CAN BOTH SUCK ON EACH OTHER.  πŸ‘€View My Profile BUSTY SHEMALE  - πŸ†SUCK MINEπŸ†  FULLY FUNCTIONA...
  • Chat, Share & Meet Gorgeous Shemales in Milwaukee! πŸ†β€οΈ Meet Shemales, Transsexuals and TGirls for sex 😍 Hookups and fun tonight!! this app connects you locally with sexy SHEMALES who are online and party to play now β˜‘️ Check out what this site has to offer and have some fun! Meet hot transsexuals right now, see who lives in yo...
  • TS ESCORT in Milwaukee..😏 Curious? Let me be your first. 😏 If you are looking for a  TS who is a passionate, seductive high class companion then look no further. I am offering you a combination of  elegance, charm and pure excitement that will leave you wanting more.Straight BOY'S or Gay discreet, and First timer Curious Guy Are All Welcome hereοΏ½...
  • Independent Shemale Escort Top or Bottom in Milwaukee Top or Bottom Shemale Escort in Milwaukee Hey guys. I'm Maya Grace (@MayaGrace31). I am a sexy and sweet, but also naughty shemale in the Milwaukee area. I'm friendly and outgoing, a total flirt and a tease. I will definitely make you feel proud to be with me. I will leave you happy & relaxed e...
  • November 7th, 2025
  • 24 y/o Crossdresser 🍭 seeks Man for Dates in Milwaukee Crossdresser Escort in Milwaukee Girly crossdresser Ashley here to service a men and I do know what you like! I'm always fun and flirty and clean and very feminine. No drama or rudeness ever. Incall/outcalls available. Contact me for same day appointment. I have a clean, safe place or you name the ...
  • I HAVE NICE TITTIES AND A NICE BIG COCK Milwaukee!πŸ’ƒπŸ”₯πŸ‘  Are you looking for a sexy shemale to fulfill all your wildest fantasies? Look no further, because I am here to make all your dreams come true. My name is Selena and I am a pre-op transgender woman who loves to play and have a good time with men who know how to treat me right. πŸ’‹πŸ”₯See my pics &a...
  • Road Head Sally Drivin' Hard in Milwaukee Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Milwaukee. What's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or park at...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Milwaukee boos out there. I'm an independent trans escort serving the Milwaukee area. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm sexy, hung and fun. Y...
  • Hot Natural Tgirl in Milwaukee Hot Natural TGirl Companion I'm a 33 y.o shemale/trans girl looking to provide a great time for a fun, good man. I am versatile, very sensual and full of fun. I like to kiss as well...;) Feel free to inquire on further details. Party friendly. You will like what you see. Clean and safe play. &nbsp...
  • all the chocolate you'll ever need!! πŸ†πŸ’¦ Well Hung Shemale!!! BLACK SHEMALE FOR SEXY FUN - YOUR ESCORT View my Escort Profile & Pix You'll love my big cock and nice sexy boobies.. Brown beauty looking to play with the perfect generous Gentlemen! 🌹🌹 Slim, petite treat with Pretty with nice big boobies and cockπŸ’¦ Get your cock ready to cum 😘 loc...
  • Kinky Trans Domme Rules the Night... QueenDomme here... Me? I’m the sadistic controlling type, and I certainly don't take any BS. Get down on your wretched knees now and worship me. My domain is Milwaukee and you exist only to please me. Click here to enter my lair and worship the QueenDomme.     Keywords: BDSM, se...
  • NASTY. Put Me 2 The Test I CaNT Lie I'm The Best HUNG vers top TS Top TS HUNG in & out Contact: Chat with me @HungTransGrrlXXX Available. Who’s gonna try all this hung, functional, WONDER REAL! GFE, Sugar Daddy, VIP. UPSCALE Professional Gentlemen. I’m a High maintenance woman, stylish, smell good, look good, and Fuck great. I Will have U open &a...
  • Looking for THE hottest drag queen in Milwaukee? Drag Queen Escort Ready to go to the real drag races sexy? Of course you are! Why else would you be scopin' out my Milwaukee trans escort listing? I'll take you to the races tonight and we'll run a few laps and get you to the finishing line for the BIG WIN BABY!!! The checkered flags are up an...
  • Hung Black Shemale Top or Bottom for Milwaukee Gentleman 🌟 Hung Black Shemale for Milwaukee Gentleman Hi there! My name is Lady Velvet. I am the perfect package to explore all your hidden shemale fantasies.✨🍭 I guarantee you’ll come back running for more! πŸ’‹ I am a real shemale with a full, thick 100% operationalπŸ† , can service you top or b...
  • ❀️I'm Ts Love BunnyπŸ‡Milwaukee❀️ I Live in Milwaukee,I tend to be a bit shy over the phone (so be discrete!) , but very easy to connect with in person :)Real/Verified pics,  Great reviews. P411 Verified βœ… & OF=TsPrincessLoveBunny -My Pics are authentic, and I am verified on multiple platforms.If you want to lea...
  • SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE, FUNCTIONAL Shemale Top for Bottom in Milwaukee Hello Gentlemen!!!  I'm the girl your momma warned you about.  I am Ginger, mixed race, age 28. I am a stunning temptress w/ lovely personality very friendly confident & discreet... Have your very best experience with me.. TOP & BOTTOM!! D...
  • INTERACTIVE MAP: Transexual Tracker in the Milwaukee Area! Local Trans Hookups Meet local transexuals in the Milwaukee area for friendship or sex hookups. View our interactive map below to meet local trans members who want to meet local transexuals or admirers. Click a thumbnail to get started now! Interactive Milwaukee Trans Hookups Map ...
  • I'm A ✨HOT✨ Trans Sugar Baby - I Need A Sugar Daddy For These Rent Prices πŸ˜πŸ‘…πŸ†πŸ’¦ Are you my Sugar Daddy? I Wanna be your Sugar Baby Here's a little about me:  I'm sweet, cute, and no one will ever be able to tell that I have a sweet surprise waiting, dripping between my legs just for you. We can keep that our little secret.  My voice is feminine and my physique is sm...
  • πŸπŸ†πŸ’¦ PROFESSIONAL THROAT GOAT Come Here Baby, Mama Needs Her Protein Shake πŸ˜‰ Username: @TransFantasies4U- Location: Milwaukee- Dating Profile: Yes- Trans Dating Pics: 13TEXT ME DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Trans Dating Pics & Socials When I tell you that I'm looking for someone who can fulfill my desires like I can fulfil theirs, I mean full on THR...