Boston Transgender Escorts Sex Classifieds

Browse Boston 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: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA

  • February 8th, 2026
  • The Trevor Project Saves Trans Lives BonePage Supports The Trevor Project Proudly sponsored by Boston Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com is proud to support The Trevor Project, an organization dedicated to suicide prevention efforts among lesbian, gay, bis...
  • Trans Escort with Superpowers! What's your superpower baby? Show me yours and I'll show you mine. I'm Scarlett a trans escort here in Boston with the power to make your dreams cum true. I'm sweet, sexy, affectionate and want you to have your way with me tonight. Don't be shy, this is about primal instincts and the pleasure princi...
  • Join Me on a Trans-Tastic Voyage in Boston Baby! Upscale Trans Escort in Boston Area Hey gents I'm Adriana a trans escort here in Boston 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 flirtaciou...
  • Do you know the difference between a dick and a bucket of popcorn? Boston T-Girl Escort You don't know the difference? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Boston tranny escort tonight. Save your appetite boy! Me: trans, 30yrs, 5'1...
  • EBONY🍆TS - incall and outcall💦❤️❤️ VALENTINES DAY SPECIAL❤️❤️ My Personal Profile - View Here Name: PARIS EBONY TS 🍆 Ethnicity: Black - Ebony Age: 23 years old Height: 5'5"  Weight: 134lbs Location: Local, Willing to travel Op: Pre-Op 🐈 ( Still have my Cock) Services: BDSM, GFE, Massage, Nuru, Sex Available to: Men, W...
  • February 7th, 2026
  • Road Head Sally Drivin' Hard in Boston Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Boston. 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 so...
  • Black Shemale With HUGE COCK FOR YOU🍆 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 ...
  • Black Bambi's Got a BIG Love Gun and it's Loaded Baby! Boston Trans Escort Black Bambi I shoot to thrill! Hey boys your gonna get more bang for your buck with BlackBambi in Boston! 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, discreet, pro...
  • VIDEO✅VERIFY🍆Big Transgender Cock💦 SEXY SHEMALE IN Boston lOOKING FOR SOME ACTION AND PLAY TONIGHT.. are you down? I have a sexy body and an amazing cock for you. View My Trans Boston Dating Profile!!💋 5 STAR⭐️ EXPERIENCE  * NDA’s ACCEPTED  / A+LIST  clients - im a VERIFIED ✅ pornStar⭐️ I love ...
  • South Korean Trans Escort in Boston... I am Ye-jun a sexy petite Asian shemale from Korea trained in the oriental art of seduction and pleasure as a concubine. Pleasing you is number one and to fail is not permitted. I will make you very happy and you will be back for more of Ye-jun company. I love big American men, so strong and ha...
  • Shemale Escort🎀 🍭 I'll BE A GOOD GIRL😉..just for you 🌷CUM PLAY BABE. i will please💦 I do what I'm told. 😏 i'm local 😈NO LAW 😈NO SCAMS 😈CONTACT ME WHEN UR READY 😏 Check out my pictures and my profile  - NOW ...Waiting to please you now daddy. Want to have some fun and get naughty with a real SHEMALE/TGIRL tonight? N...
  • Who's Your Tranny!!! Damn right I am! I know how to treat a man and please him, and I also know what I bring to the game. I give more than I recieve so don't be shy and message me if you live in the Boston area. I do incall, outcall, travel and all events. I'm passible, fully functional, and in the sheets I'm wild as th...
  • T-Girl with a big surprise - Your gonna fucking love every inch of it! Boston's Fabulous Trans Escort Hi boys I'm Mona a trans escort here in the Boston area with a special treat. I'm fully functional, passible and extra large (10 thick inches uncut) Top or bottom and very kinky for all you sexy pervs out there who want to get the most out of Mona tonight. Tell me you...
  • 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...
  • Strict Shemale Dominatrix in Boston - @DesireeTransDomme Powerful African-Queen Dominatrix in Boston I am full-time professional Domme Desiree. My Boston 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 learn to s...
  • 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 Boston and you exist only to please me. Click here to enter my lair and worship the QueenDomme.     Keywords: BDSM, sex, ...
  • First timer, or simply curious, you'll feel completely comfortable with me. I'm very discrete I am 25 year old fully-functional TS girl.  Let's get the physical stuff out the way first - I'm completely passable transexual (and then some). I have an amazingly sensuous model's body - toned and smooth, educated and classy. I am curvy in all the right spots, a lusciously large and fully fu...
  • Boston's Own Trans Escort FABULOUS FRANCIS - I'm a Born Diva Honey!... T-Girl Escort in Boston I'm Fabulous Francis a trans escort here in Boston serving all you sexy guys with my sexy womanly wiles. I'm all the F-words baby! Fabulous, fun, fantastic, functional, friendly, flambouyant and very f#ckable! I do top or bottom and am extra large=well equipped. Let's make s...
  • Dr Freakin'Furter - Mine's Bigger Than Yours! White, 32 year old T-girl escort Freakin'Furter here in Boston, 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 Boston area come see if you measure up...
  • INTERACTIVE MAP: Transexual Tracker in the Boston Area! Local Trans Hookups Meet local transexuals in the Boston 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 Boston Trans Hookups Map ...
  • Need to Fill an Opening... Now Taking Applications in Boston! I'm Didi a trans escort here in Boston and have an opening that needs to be filled soon. Actually two openings cum to think about it. I'm vers top or bottom, but usu bottom. I'm functional, passible and do incall, outcall, parties and travel if needed. I serve gay men, straight men, bisexual and bi-...
  • make you dreams come true with a 1000% real beauty. hot ts kinky nasty just for you Hot, Kinky, Nasty TS Beauty! Hey guys. Am 25 years old, hot preop ts. My measurements are curvy, hot and big in all the right places!!! My fully functional toy always rises for every occasion. Sugardaddy arrangement, GFE possibilities.  My long natural hair, smooth silky skin and beauty to di...
  • TS Sugar Baby Energy 💋 Sweet, Stylish & Spoil-Worthy in Boston I’m a confident TS sugar baby who loves being admired - a trans woman who feels good just walking into a room... Life feels lighter when someone else handles the details now and then. Comfortable doesn’t mean quiet - it shows in how I move through moments like they’re old friends. ...
  • February 6th, 2026
  • Trashy Tranny Trisha... Trashy Boston Trans Escort Hey I'm Trisha here in Boston, 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 bottom and ...
  • ❤️I'm Ts Love Bunny🐇Boston❤️ I Live in Boston,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 ✅ & OF=TsPrincessLoveBunny -My Pics are authentic, and I am verified on multiple platforms.If you want to learn ...
  • Asian Trans-Escort into Cosplay at Your Service Tonight!... Need a versatile Japanese trans-escort for dress-up events or a good time in Boston? 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 fo...
  • 💎 Spoil Me & Let’s Create Something Special Together 😉  📌My Location: Boston💎 Want I'm Seeking: A generous and discreet Daddy! 🔥 About Me: Hey, I am a stunning, sweet and playful trans beauty who loves  the finer things in life. Now if you are looking for an elegant, charming and affectionate  companion, I would be more than...
  • Hey Boston - I'm Nastina With the BIG Weena!... Boston 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 Boston area so don't even mess with the rest big boy. Discreet, top or bottom, incall, outcall, events ok, women ok. No har...
  • Hot Shemale Maren in Boston Ready to Fulfill Your Wildest Fantasies 💋🍆💦 Are you looking for a sexy shemale to fulfill all your deepest desires? Look no further, because I am here to make all your fantasies come true. My name is Maren and I am a pre-op transgender woman who loves to play with men in every way possible. 💃🏻🔥 See my pics & contact info WANT TO...
  • I HAVE NICE TITTIES AND A NICE BIG COCK Boston!💃🔥👠 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. 💋🔥See my pics &a...
  • Tiffany Shelle - Your Boston Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Boston It’s Tiffany Shelle your perfect tranny girlfriend 🥰 💕 SAFE💕 💯 LEGIT✨💞 SKILLED, Exotic and Erotic 💦 🥰 I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of! I'm 100% functioning shemal...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS "The girl with a naughty little secret in her panties!"  Meet shemales looking for no strings hookups, sugar daddy arrangements and potential GFE!  SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Uncensored Photos Swap Your Pics Live Web Cams P...
  • GRAB A DRINK OR GRAB MY COCK?? 🍆🍩💦 Boston Are you ready to explore your wildest fantasies with a sexy shemale in Boston? Look no further, because I'm here to fulfill all your desires. My name is Halley and I am a pre-op transgender woman who loves to play and have fun with men who know how to please me. MY SEXY TRANSGENDER ESCORT PIX �...
  • February 5th, 2026
  • Hey Baby Had a Hard Week? You Need Jamie For Some TLC Tonight! I'm Jamie a trans escort in Boston here for the hard working guys out there. You need relief from all that stress and sexual tension buildup. I'm all the woman you need tonight. I'll take good care of you and treat you like you deserve to be treated. Try me and see for yourself. I have the skills a...
  • Join Me on a Trans-Tastic Voyage Baby! Upscale Trans Escort in Boston Hey gents I'm Adriana a trans escort here in Boston 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 flirtacious ways...
  • 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 Boston! 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 sen...
  • If Yours Is Bigger The Night's On Me Baby! Will you take the challenge? I hope so! I'm Willamina a trans escort here in Boston with a special offer and I'll be true to my word. If you're bigger than me then I'll gladly pay for the night and probably pay you! I'm 5'9, 170 pounds, hazel eyes, medium build with a 10 and a half inch fully functi...
  • February 4th, 2026
  • CUTE AZN LADYBOI 💦ESCORT 🍆Boston 👅 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! ❤️‍🔥Browse Bosto...
  • Tantalizing Tina with a HUGE W33NAH! Hey gents I'm Tina a trans escort serving all you sexy Bostonian men and showing 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!  About me: 29 years old, native of Boston, 5'10,...
  • Best big surprise you ever had baby! Boston Ebony Tgirl Escort! I am a very sensual and sexual black transexual escort here in Boston. 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 welco...
  • SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE, FUNCTIONAL Shemale Top for Bottom in Boston 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!! Don'...