Annapolis Transgender Escorts Sex Classifieds

Browse Annapolis 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.

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  • February 19th, 2026
  • VIDEO✅VERIFY🍆Big Transgender Cock💦 SEXY SHEMALE IN Annapolis lOOKING FOR SOME ACTION AND PLAY TONIGHT.. are you down? I have a sexy body and an amazing cock for you. View My Trans Annapolis Dating Profile!!💋 5 STAR⭐️ EXPERIENCE  * NDA’s ACCEPTED  / A+LIST  clients - im a VERIFIED ✅ pornStar⭐️ I...
  • CUTE AZN LADYBOI 💦ESCORT 🍆Annapolis 👅 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 Annap...
  • I'm A ✨HOT✨ Trans Sugar Baby - I Need A Sugar Daddy For These Rent Prices 😝👅🍆💦 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...
  • Killer Queen! Annapolis Trans Escort Playful as a Pussycat! Insatiable in appitite. I am Annapolis'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...
  • 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 ...
  • Annapolis's Own Trans Escort FABULOUS FRANCIS - I'm a Born Diva Honey!... T-Girl Escort in Annapolis I'm Fabulous Francis a trans escort here in Annapolis 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 ...
  • EXOTIC LOVELY BEAUTY TRANSEXUAL - HOT SEXY TS Want to Meet a Pre-Op TS in Annapolis? 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   ...
  • Annapolis 😍 Yessica TS Escort 🍆 Use me TS Yessica ( Real Shemale Escort )  come have some fun 😍 I'm ready for watever ! Throat goat 👅 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...
  • JOIN US TO DECRIMINALIZE SEX WORK Decriminalize Sex Work Decriminalize Sex Work by Sienna Mitchell, BonePage.com Staff ReporterThis article sponsored by BonePage Annapolis Trans Sex Profiles BonePage supports the movement to decriminalize sex work around the world. The unfortunate reality is that transgender sex workers (especiall...
  • ❤️I'm Ts Love Bunny🐇Annapolis❤️ I Live in Annapolis,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 lea...
  • TS Sugar Baby Energy 💋 Sweet, Stylish & Spoil-Worthy in Annapolis 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. ...
  • Hot Shemale Maren in Annapolis 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...
  • 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...
  • Maryland Transgender Nightclubs and Bars Maryland Transgender Clubs Directory Browse the Maryland 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 refi...
  • 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...
  • Dr Freakin'Furter - Mine's Bigger Than Yours! White, 32 year old T-girl escort Freakin'Furter here in Annapolis, 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 Annapolis area come see if you meas...
  • Do you know the difference between a dick and a bucket of popcorn? Annapolis 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 Annapolis tranny escort tonight. Save your appetite boy! Me: trans, 30yr...
  • Road Head Sally Drivin' Hard in Annapolis Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Annapolis. 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...
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  • 💎 Spoil Me & Let’s Create Something Special Together 😉  📌My Location: Annapolis💎 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 t...
  • 💋👅🍆LG PRETTY TS - I'M YOURS DADDY💋👅🍆 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...
  • February 18th, 2026
  • 💋🍒 BUSTY SHEMALE WITH HUGE BOOBIES 💋🍒 I'm a BIG BOOBIE TGIRL ESCORT in Annapolis Call me up for the Best Experience Ever... Give me the chance to make your fantasy a reality Full Clean,420 Friendly ☘☘💊💊💉 WE CAN BOTH SUCK ON EACH OTHER.  👀View My Profile BUSTY SHEMALE  - 🍆SUCK MINE🍆  FULLY FUNCTIONA...
  • 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...
  • Welcome to the Land of Neons and Nylons Baby! Big City Kitty here to share the glamour that is Annapolis 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...
  • The Trevor Project Saves Trans Lives BonePage Supports The Trevor Project Proudly sponsored by Annapolis 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, ...
  • Onebitchin' Babe in Annapolis Im a Funloving Person... You must live in the Annapolis area I am a Trans escort and will sex you up hard because I'm ALL the woman you need tonight baby! Tell me how you want it, you must be honest 100% No Bullsh#t. No games. No cops, no minors or lowballers PLEASE!! Sex isn't mandatory but, you must please be clean, respe...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Annapolis boos out there. I'm an independent trans escort serving the Annapolis 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...
  • 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...
  • Best big surprise you ever had baby! Annapolis Ebony Tgirl Escort! I am a very sensual and sexual black transexual escort here in Annapolis. 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...
  • HI, SEMALE LOVERS❤️😉 WANT TO PLAY WITH A REAL TGIRL??? View More of My Pix and Profile most amazing pleasure. Annapolis ✅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 💋Gender: Transsexual (Pre-op)Location:AnnapolisAvailability: Incall & O...
  • SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE, FUNCTIONAL Shemale Top for Bottom in Annapolis 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...
  • Vietnamese Trans Escort Serving the Annapolis Area... kawaiiTranX is back on demand in Annapolis 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...
  • TRANNY PORNSTAR, ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed) Tranny Pornstar in Annapolis 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...
  • Trans Hookups in Annapolis, Maryland -- FREE PROFILE SEARCH -- Meet Local Trans Online! Trans Hookups in Annapolis, Maryland BonePage has a trans hookups partnership to provide a free membership with instant access to all Maryland trans sex profiles. Meeting Annapolis transexuals isn’t quite as simple as meeting regular woman. Many transexuals feel uneasy about coming out ...
  • Join Me on a Trans-Tastic Voyage Baby! Upscale Trans Escort in Annapolis Hey gents I'm Adriana a trans escort here in Annapolis 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...
  • Asian Trans-Escort into Cosplay at Your Service Tonight!... Need a versatile Japanese trans-escort for dress-up events or a good time in Annapolis? 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...
  • Join Me on a Trans-Tastic Voyage in Annapolis Baby! Upscale Trans Escort in Annapolis Area Hey gents I'm Adriana a trans escort here in Annapolis 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...
  • PRE-OP HOTTIE READY TO PARTY AND PLAY! Pre-Op Trans Hottie for Local Hookup Annapolis PreOp Hottie. My name is Angela but you can call me Angie. I am pre-op, versatile, AVAILABLE NOW MESSAGE ME WHEN YOU ARE READY TO MEET PARTY FRIENDLY, NUDE SHOWER, KINKS!!SUGAR DADDY, GFE, LET ME SPOIL YOU!!! xoxo Live Chat and Contact @Ang...
  • 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...
  • Want to See 👀 BBC Shemale Cock?? 🍆 I'm in the Mood for some super sexy and naughty sex❤️I'm available now and ready for you..  I am a sexy black Shemale with a nice big cock for you to play with..Let's take turns making each other cum 🍆🍆 💦 Get in Touch With Me Now and Let's Plan a Hookup I want some naughty sex toni...
  • BLACK Trans Super Fetish - Give Me That Hot Cock Right Off The Grill! 💯🥰🍆💦😛 BLACK Trans Super Fetish Freak in Annapolis 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...
  • Strict Shemale Dominatrix in Annapolis - @DesireeTransDomme Powerful African-Queen Dominatrix in Annapolis I am full-time professional Domme Desiree. My Annapolis 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...
  • February 17th, 2026
  • Hot Natural Tgirl in Annapolis 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...
  • Tainted Love - Beyond Compare! Kinky Trans Escort in Annapolis Hi I'm trans escort Trisha here to show you boys a different kind of kinky love in Annapolis. 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. This is for a kinky open minded man sort of man who appreciat...
  • T-Girl with a big surprise - Your gonna fucking love every inch of it! Annapolis's Fabulous Trans Escort Hi boys I'm Mona a trans escort here in the Annapolis 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 ...
  • 🐐🍆💦 PROFESSIONAL THROAT GOAT Come Here Baby, Mama Needs Her Protein Shake 😉 Username: @TransFantasies4U- Location: Annapolis- 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...
  • IN COLLEGE - TS ESCORT in Annapolis Hey All Gentlemen 💝👑 I'M TS Gina Your Sexy TS SHEMALE ESCORT.. gonna make you happy and relax Real Pic 1000000000% Pretty, Tall and feminine ladyboy  and those with impeccable taste.  that are clean and safe, My schedule Monday and Thursday, Wednesday and Saturday, Friday on Ann...
  • Imma Spread Your Sexy Ass & Eat It Like Grandma's Stuffing 🍘👩‍🍳💅 Username: @Transbbydll1- Location: Annapolis- 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 ...
  • Soft Femme TS 💕 Sugar-Minded, Calm Energy in Annapolis I’m a TS sugar baby Escort who prefers subtle luxuries over loud flash. Soft voices, quiet moments, strength hiding beneath softness. Evenings unfolding without rush, talks stretching into silence, connections built not rushed. 😌✨What matters most being an escort is quiet trust, care show...
  • 💋 TGirl Treat, So Sweet & Discreet 💦 TS 4 M 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...