Maryland Transgender Escorts Sex Classifieds

Browse Maryland 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: Annapolis | Baltimore | Eastern Shore | MD suburbs of DC | Southern MD | Western MD

  • May 28th, 2026
  • Kinky, Confident, and in Charge ๐Ÿ†โค๏ธ Your TS Fantasy Come to Life I'm a very Dominant and secure Shemale/Transsexual... I'm a bit kinky passionate discreet fun loving hot tranny wants to have some fun today so if you're looking for a hottie let this tranny have some fun with you and fulfill your fantasies I'm Ashley Merree call or text me..  View My Tran...
  • Sexy Shemale in Maryland ๐Ÿ‘…๐Ÿ† WANT ME TO DRESS UP FOR YOU DADDY? I love being both a top and a bottom, so whether you want me to ride you or bend over for you, I'm game. My tight ass is always hungry for a hard cock, and I give the best blowjobs that will leave you begging for more. Let's explore each other's bodies and reach mind-blowing orgasms together. โœ… Se...
  • May 27th, 2026
  • Do you know the difference between a dick and a bucket of popcorn? Maryland 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 Maryland tranny escort tonight. Save your appetite boy! Me: trans, 30yrs,...
  • CUTE AZN LADYBOI ๐Ÿ’ฆESCORT ๐Ÿ†Maryland ๐Ÿ‘… 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! โค๏ธ‍๐Ÿ”ฅBrowse Maryl...
  • Join Me on a Trans-Tastic Voyage in Maryland Baby! Upscale Trans Escort in Maryland Area Hey gents I'm Adriana a trans escort here in Maryland 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 flirta...
  • STRONG YET GIRLIE - your pretty TS GF ๐Ÿ†๐Ÿฉ Maryland Check My Profile and and Dm MeAre you looking for a hot and horny shemale to play with? Look no further, because I am here to satisfy all your desires. My name is Glory and I am a pre-op trans woman who loves to have a good time ๐Ÿ˜ˆ I need you daddy!!TONIGHT in Maryland? ๐Ÿ’„๐Ÿ‘…๐Ÿ† I enjoy all ...
  • Onebitchin' Babe in Maryland Im a Funloving Person... You must live in the Maryland 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, respec...
  • TS Sugar Baby Energy ๐Ÿ’‹ Sweet, Stylish & Spoil-Worthy in Maryland 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. ...
  • EXOTIC LOVELY BEAUTY TRANSEXUAL - HOT SEXY TS Want to Meet a Pre-Op TS in Maryland? 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   I...
  • Want to See ๐Ÿ‘€ BBC Shemale Cock?? ๐Ÿ† I'm in the Mood for some super sexy and naughty sexโค๏ธ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 ๐Ÿ†๐Ÿ† ๐Ÿ’ฆ Get in Touch With Me Now and Let's Plan a Hookup I want some naughty sex toni...
  • Spoil Me Right ๐Ÿ’‹ Gorgeous TS Sugar Baby ๐Ÿ†๐Ÿ’Transgender Sugar Baby๐Ÿ’๐Ÿ† I am a lovely sweet transgender sugar baby. I am beautiful, sweet, tender and lovely! I want some attention, affection and to be spoiled. I’m a nice and sweet female with a little bit of a fun and cheeky edge. I would like to meet with a man who is confi...
  • Welcome to the Land of Neons and Nylons Baby! Big City Kitty here to share the glamour that is Maryland 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 yo...
  • TRANNY PORNSTAR, ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed) Tranny Pornstar in Maryland 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 love...
  • ๐Ÿ๐Ÿ†๐Ÿ’ฆ PROFESSIONAL THROAT GOAT Come Here Baby, Mama Needs Her Protein Shake ๐Ÿ˜‰ Username: @TransFantasies4U- Location: Maryland- 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 THRO...
  • Soft Femme TS ๐Ÿ’• Sugar-Minded, Calm Energy in Maryland 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. ๐Ÿ˜ŒโœจWhat matters most being an escort is quiet trust, care show...
  • EBONY๐Ÿ†TS - incall and outcall๐Ÿ’ฆโค๏ธโค๏ธ VALENTINES DAY SPECIALโค๏ธโค๏ธ My Personal Profile - View Here Name: PARIS EBONY TS ๐Ÿ† Ethnicity: Black - Ebony Age: 23 years old Height: 5'5"  Weight: 134lbs Location: Local, Willing to travel Op: Pre-Op ๐Ÿˆ ( Still have my Cock) Services: BDSM, GFE, Massage, Nuru, Sex Available to: Men, W...
  • Maryland's Own Trans Escort FABULOUS FRANCIS - I'm a Born Diva Honey!... T-Girl Escort in Maryland I'm Fabulous Francis a trans escort here in Maryland 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 ma...
  • Best big surprise you ever had baby! Maryland Ebony Tgirl Escort! I am a very sensual and sexual black transexual escort here in Maryland. 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 w...
  • all the chocolate you'll ever need!! ๐Ÿ†๐Ÿ’ฆ 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! ๐ŸŒน๐ŸŒน Slim, petite treat with Pretty with nice big boobies and cock๐Ÿ’ฆ Get your cock ready to cum ๐Ÿ˜˜ loc...
  • Sweet TGirl ๐Ÿ’‹(Ready for fuck) โš ๏ธ NEW AVAILABILITY ๐Ÿšจ !!๏ธ Available for IMMEDIATE BOOKINGS !!๏ธ ๐Ÿ˜ˆ โœ…  I LIVE IN Maryland โค๏ธโค๏ธ VIP GUYS. NO CHEAP MEN ๐Ÿคข๐Ÿคฎ๐Ÿคฎ ๐Ÿ’ฆ๐Ÿ’ฆ๐Ÿ’ฆ๐Ÿ’ฆ๐Ÿ’ฆ๐Ÿ’ฆ Ts JennyTS.. I love TOP (100%) and BOTTOM. 7inc super soaker 36Ds.  Iโค๏ธkissing. I offer fantasy session...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Maryland boos out there. I'm an independent trans escort serving the Maryland 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. You...
  • Killer Queen! Maryland Trans Escort Playful as a Pussycat! Insatiable in appitite. I am Maryland'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 t...
  • Vietnamese Trans Escort Serving the Maryland Area... kawaiiTranX is back on demand in Maryland 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 see...
  • May 26th, 2026
  • โค๏ธI'm Ts Love Bunny๐Ÿ‡Marylandโค๏ธ I Live in Maryland,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 โœ… & OF=TsPrincessLoveBunny -My Pics are authentic, and I am verified on multiple platforms.If you want to lear...
  • GRAB A DRINK OR GRAB MY COCK?? ๐Ÿ†๐Ÿฉ๐Ÿ’ฆ Maryland Are you ready to explore your wildest fantasies with a sexy shemale in Maryland? 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&nbsp...
  • Just Tell Me I'm Yours & Spank Me Daddy! ๐Ÿฅฐ๐Ÿ˜˜ Trans Baby Girl In Need of Daddy TEXT ME DIRECTLY!!- Video Chat: Yes - Messenger: YesMy Trans Dating Socials I'm a sweet trans girl, passable and ready for a night out on the town. You can bring me anywhere and it can be our little secret! I'm sweet and dainty and love to be dominated in the ...
  • ๐Ÿ’‹๐Ÿ’‹๐Ÿ’‹ โœ… SHEMALE ESCORTโœ… ๐Ÿ’–๐Ÿ’–๐Ÿ’– SEXY SHEMALE COCK!!๐Ÿ’–๐Ÿ’–๐Ÿ’– ๐Ÿ’–๐Ÿ’– You choose Who you Like๐Ÿ’–๐Ÿ’– ๐Ÿ’–๐Ÿ’– 4 Hands Available ๐Ÿ’–๐Ÿ’– ๐Ÿ’–๐Ÿ’– VIEW MY PROFILE AND PIX๐Ÿ’–๐Ÿ’– ๐ŸŒถ๏ธ MANY CHOICES FOR YOU ๐ŸŒถ๏ธ โœ… Sexy Shemale โœ… Adorable TS โœ… Handsome and Beautiful  FRIENDLY PROFESSIONAL T...
  • 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...
  • I HAVE NICE TITTIES AND A NICE BIG COCK Maryland!๐Ÿ’ƒ๐Ÿ”ฅ๐Ÿ‘  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. ๐Ÿ’‹๐Ÿ”ฅSee my pics &a...
  • Gloria Maryland trans escort has a secret in her panties!! ๐Ÿญ Gloria, Trans Escort in Maryland ๐Ÿ’‹ 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 you...
  • Independent Shemale Escort Top or Bottom in Maryland Top or Bottom Shemale Escort in Maryland Hey guys. I'm Maya Grace (@MayaGrace31). I am a sexy and sweet, but also naughty shemale in the Maryland 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 eve...
  • Join Me on a Trans-Tastic Voyage Baby! Upscale Trans Escort in Maryland Hey gents I'm Adriana a trans escort here in Maryland 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 ...
  • HI, SEMALE LOVERSโค๏ธ๐Ÿ˜‰ WANT TO PLAY WITH A REAL TGIRL??? View More of My Pix and Profile most amazing pleasure. Maryland โœ…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 ๐Ÿ’‹Gender: Transsexual (Pre-op)Location:MarylandAvailability: Incall & Out...
  • Hung Black Shemale Top or Bottom for Maryland Gentleman ๐ŸŒŸ Hung Black Shemale for Maryland Gentleman Hi there! My name is Lady Velvet. I am the perfect package to explore all your hidden shemale fantasies.โœจ๐Ÿญ I guarantee you’ll come back running for more! ๐Ÿ’‹ I am a real shemale with a full, thick 100% operational๐Ÿ† , can service you top or bo...
  • ๐Ÿ’Ž Spoil Me & Letโ€™s Create Something Special Together ๐Ÿ˜‰  ๐Ÿ“ŒMy Location: Maryland๐Ÿ’Ž Want I'm Seeking: A generous and discreet Daddy! ๐Ÿ”ฅ 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 th...
  • TS Escort Princess๐Ÿ’– Mila Username: @MilaDoll Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Video Chat: Yes Message if you like soft, TS feminine energy ๐Ÿ’ฌ Hello gorgeous, my name is Mila here in Maryland. I am a very female presenting, sweet trans sex girl and I love to be a sugar-baby to a man that enjoy...
  • Black Bambi's Got a BIG Love Gun and it's Loaded Baby! Maryland Trans Escort Black Bambi I shoot to thrill! Hey boys your gonna get more bang for your buck with BlackBambi in Maryland! 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,...
  • Hot Natural Tgirl in Maryland 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...
  • Hot Shemale Maren in Maryland Ready to Fulfill Your Wildest Fantasies ๐Ÿ’‹๐Ÿ†๐Ÿ’ฆ 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. ๐Ÿ’ƒ๐Ÿป๐Ÿ”ฅ See my pics & contact info WANT TO...
  • SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE, FUNCTIONAL Shemale Top for Bottom in Maryland 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!! Do...
  • TS ESCORT in Maryland..๐Ÿ˜ Curious? Let me be your first. ๐Ÿ˜ 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 here๏ฟฝ...
  • ๐Ÿ’‹ Meet TS Sienna After Dark ๐ŸŒบ I’m TS Sienna, a stunning and playful trans beauty. In this beautiful new video I get to melt away all your worries and leave you in a state of pure bliss. I’m a sweet and teasing trans sex star who loves any occasion for fun, great chemistry, laughter and seduction. ๐Ÿ˜˜ Check my a...
  • ๐Ÿ’‹๐Ÿ‘…๐Ÿ†LG PRETTY TS - I'M YOURS DADDY๐Ÿ’‹๐Ÿ‘…๐Ÿ† 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...
  • 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...
  • Imma Spread Your Sexy Ass & Eat It Like Grandma's Stuffing ๐Ÿ˜๐Ÿ‘ฉโ€๐Ÿณ๐Ÿ’… Username: @Transbbydll1- Location: Maryland- 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 t...
  • 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...
  • IN COLLEGE - TS ESCORT in Maryland Hey All Gentlemen ๐Ÿ’๐Ÿ‘‘ 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 Mar...
  • ๐Ÿ’‹ TGirl Treat, So Sweet & Discreet ๐Ÿ’ฆ TS 4 M Hey babe… I’m the trans fantasy you’ve been dreaming about and now I’m right here, ready to play ๐Ÿ˜˜ 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...
  • BLACK Trans Super Fetish - Give Me That Hot Cock Right Off The Grill! ๐Ÿ’ฏ๐Ÿฅฐ๐Ÿ†๐Ÿ’ฆ๐Ÿ˜› BLACK Trans Super Fetish Freak in Maryland 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 shee...
  • I'm A โœจHOTโœจ Trans Sugar Baby - I Need A Sugar Daddy For These Rent Prices ๐Ÿ˜๐Ÿ‘…๐Ÿ†๐Ÿ’ฆ 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...