Cape Cod / Islands Transgender Classifieds

Browse Cape Cod / Islands transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!

Home / Dating / Transgender

Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA

  • April 28th, 2025
  • New Body New MeNew Body New Me M2F post-op in Cape Cod / Islands 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&n...
  • TS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Cape Cod / IslandsTS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Cape Cod / Islands  Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...
  • I Need a STEAM ROLLER Baby!!!I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Cape Cod / Islands I will help you unwind and create a cozy environment for you! I am hot and sweet and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle 😍 Transgender World Profile Username: GayleTG...
  • Email Cape Cod / Islands Shemales Now! πŸ’ŒEmail Cape Cod / Islands Shemales Now! πŸ’Œ Want to Hookup and Find Cape Cod / Islands Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you're interested in πŸ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy...
  • British T-girl Seeking Classy Gentleman in Cape Cod / Islands...British T-girl Seeking Classy Gentleman in Cape Cod / Islands... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Cape Cod / Islands and am financially independent and looking for a gentleman who is like-minded, equally solvent and...
  • Black/Ebony Transsexual - Your New  Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  Warning: I’m addictive 😘 View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...
  • Road Head Sally DrivinRoad Head Sally Drivin' Hard in Cape Cod / Islands Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Cape Cod / Islands. Hey, 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 dr...
  • Erotic exotic Asian queen in Cape Cod / Islands now (25)Erotic exotic Asian queen in Cape Cod / Islands now (25) Asian Transexual in Cape Cod / Islands Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....
  • Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates.Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Cape Cod / Islands Area Hi, my fem name is Gloria. I'm a married crossdresser in the Cape Cod / Islands area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but wife doesn't approve. I really need to let my fem side out to play! I'm see...
  • Beautiful Krystale 25 Cape Cod / Islands visiting nowBeautiful Krystale 25 Cape Cod / Islands visiting now Beautiful Shemale Visiting Cape Cod / Islands Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me.  Krystale25shemale Age: 25 Location: Cape Cod / Islands Sex: Shemale Seeking: Man ...
  • Spicy and Hot T-Girl from ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Cape Cod / Islands Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Cape Cod / Islands Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Cape Cod / Islands area and want to make some new friends! I am a masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...
  • INTERACTIVE MAP: Transexual Tracker in the Cape Cod / Islands Area!INTERACTIVE MAP: Transexual Tracker in the Cape Cod / Islands Area! Local Transexual Hookups Meet local transexuals in the Cape Cod / Islands area. View our interactive map below to meet local trans hookup members who are seeking dating or sex hook ups. Click any thumbnail below to begin your search. Interactive Cape Cod / Islands Trans Hookups Map ...
  • Dr FreakinDr Freakin'furter - Mine's Bigger Than Yours! White T-girl here 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 Cape Cod / Islands area come see if you measure up! Click here for explicit photos.&...
  • April 27th, 2025
  • Well Endowed Shemale is beautiful Cape Cod / Islands 32Well Endowed Shemale is beautiful Cape Cod / Islands 32 Well Endowed Shemale in Cape Cod / Islands I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me at BlancaShemale32 for my latest pictures and proof of m...
  • Latina TS Dirty Girl Looking for a GentlemanLatina TS Dirty Girl Looking for a Gentleman's Dark Side πŸ”₯πŸ‘   Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring 😘 I need you to undress me gr...
  • FtM seeking Princess Bride in Cape Cod / IslandsFtM seeking Princess Bride in Cape Cod / Islands FtM seeking Woman in Cape Cod / Islands Hi, I'm Andy, age 33, FtM transgender man living in Cape Cod / Islands. 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 m...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Cape Cod / Islands Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build. Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...
  • Partners in crime, or?Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the C...
  • Do you know the difference between a dick and a bucket of popcorn?Do you know the difference between a dick and a bucket of popcorn? You don't know? 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 Cape Cod / Islands tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and ...
  • Transgender🟒TINA TSπŸ˜‰πŸ’‹ Transgender🟒TINA TSπŸ˜‰πŸ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina πŸ’‹ I'm in Cape Cod / Islands and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a messa...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Cape Cod / Islands. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChi...
  • II'm a Horny Shemale πŸ˜ˆπŸ’‹ Looking For Sex Tonight!! Sexy ShemaleπŸ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App πŸ“² I'm a Transgender and I'm looking for a naughty man with a nice cock here in near me.. Who is wanting to share some sexy fun with me. I've been really horny and hard!! I love taking cock and giving it, what are...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Cape Cod / Islands who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic ...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy  Cape Cod / Islands!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Cape Cod / Islands! LET'S TAKE CARE OF THAT TRANNY FANTASY! "Experience your secret tranny desires in real life!"  Hot shemale Gia wants to hook up with you in Cape Cod / Islands!  No strings - just great times, so join my page free for instant access! Shemale Gia's Cape Cod / Islands Sexbook @Shema...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Cape Cod / Islands? Hey, I am Jasmin, 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 sexy shemale doll visiting Cape Cod / Islands now Hot sexy shemale doll visiting Cape Cod / Islands now Shemale Visiting Cape Cod / Islands Very hot sevy and curvy shemale chick with big delicious lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...
  • Flawlessly gorgeous trans bombshell in Cape Cod / IslandsFlawlessly gorgeous trans bombshell in Cape Cod / Islands Trans MtF for Man in Cape Cod / Islands I transitioned 6 years ago at the age of 18. I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bedroom eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stun...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Cape Cod / Islands 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 rela...
  • TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹  πŸ“ Location: Cape Cod / Islands πŸ’– Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 2...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Cape Cod / Islands I'm queen Delilah a trans woman here in Cape Cod / Islands searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue a...
  • DonDon't Worry I Bite! Feisty redhead trans in Cape Cod / Islands full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard t...
  • II'm the Girl Your Mum Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Cape Cod / Islands for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man w...
  • I’m a Sexy and Naughty T-Girl Here in Cape Cod / Islands.I’m a Sexy and Naughty T-Girl Here in Cape Cod / Islands. Cape Cod / Islands T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Cape Cod / Islands area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all you...
  • Brandi 27 tall slim hot trans chick fully functionalBrandi 27 tall slim hot trans chick fully functional Pre-op TS, fully functional in Cape Cod / Islands 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 big functioning ladyclit for top or bottom. I love oral sex!! Kink friendly, have toys to exp...
  • April 26th, 2025
  • Email Cape Cod / Islands Shemales❀️‍πŸ”₯Email Cape Cod / Islands Shemales❀️‍πŸ”₯ I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck 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...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Cape Cod / Islands 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! Priva...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Cape Cod / Islands Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Cape Cod / Islands with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorit...
  • DonDon't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Cape Cod / Islands Look no further honey, I'm Franny an Ebony trans woman here in Cape Cod / Islands to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it a...
  • Hi Guys!! 32 y/o Trans looking for someone fun!Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Cape Cod / Islands for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Cape Cod / Islands 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...
  • Tiffany Shelle - Your Cape Cod / Islands Tranny Girlfriend! πŸ’žTiffany Shelle - Your Cape Cod / Islands Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Cape Cod / Islands It’s Tiffany Shelle your perfect tranny girlfriend πŸ₯° πŸ’• SAFEπŸ’• πŸ’― LEGIT βœ¨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%...
  • Strict Shemale Dominatrix in Cape Cod / Islands - @DesireeTransDommeStrict Shemale Dominatrix in Cape Cod / Islands - @DesireeTransDomme Powerful African-Queen Dominatrix in Cape Cod / Islands I am full-time professional Domme Desiree. My Cape Cod / Islands 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...
  • Selena Trans girl cute looking for loveSelena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too. See my pictures and send message for date....
  • I want to be a whoreI want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Cape Cod / Islands area. Click here and come see me anytime!...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Cape Cod / Islands Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Cape Cod / Islands to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enj...