Connecticut Shemale Dating Classifieds

Connecticut shemale dating classifieds. Meet local crossdressers, transexuals and shemales for romance, sex or just make new transgender friends. escorts, body rubs & sex service listings. Select your location below to find shemales near you. It's free to search or post your own ad!

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Show Ads In: Eastern CT | Hartford | Northwest CT | New Haven

  • May 8th, 2026
  • Hot Shemale in Connecticut Ready to Fulfill Your Wildest Fantasies ๐Ÿ‘„๐Ÿ’ฆ๐Ÿ†Hot Shemale in Connecticut Ready to Fulfill Your Wildest Fantasies ๐Ÿ‘„๐Ÿ’ฆ๐Ÿ† I'm TS and Looking to Date in Connecticut My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Connecticut who knows how to have a good time? Look no further, because I'm here to make all your dreams come true. I'm really excited about possibly meeting some like minded people a...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Connecticut I'm queen Delilah a trans woman here in Connecticut 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 and scandalous ...
  • Email Connecticut Shemalesโค๏ธโ€๐Ÿ”ฅEmail Connecticut Shemalesโค๏ธโ€๐Ÿ”ฅ 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...
  • 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 Connecticut tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer ...
  • ๐Ÿ’ฆ Thick, Juicy & Kinky โ€“ Come Experience the Best ๐Ÿ˜๐Ÿ’ฆ Thick, Juicy & Kinky โ€“ Come Experience the Best ๐Ÿ˜  ๐Ÿ”ฅ| Do you feel that you want something new and exciting and that you want to  remember for a long time? I am a hot, all natural ebony TS with all the right amount  of curves and a naughty and adventurous spirit. I don’t just know how to tease, please and  make you want ...
  • INTERACTIVE MAP: Transexual Tracker in the Connecticut Area!INTERACTIVE MAP: Transexual Tracker in the Connecticut Area! Local Transexual Hookups Meet local transexuals in the Connecticut 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 Connecticut Trans Hookups Map ...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Connecticut Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". 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...
  • Ebony Shemale in Connecticut โค๏ธ๐Ÿ˜˜ Seeking Male for Naughty Fun!Ebony Shemale in Connecticut โค๏ธ๐Ÿ˜˜ Seeking Male for Naughty Fun! Ebony Shemale Stefanie Ready to Fulfill Your Wildest Fantasies ๐Ÿ’‹ Are you looking for a hot and kinky black shemale in Connecticut? Look no further because I am here to satisfy all your desires. My name is StefanieBBC and I'm an Ebony Shemale..  I am a stunning transgender woman who loves to...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Connecticut 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 let it...
  • ๐Ÿ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me๐Ÿ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me  ๐Ÿ”ฅ I’m an exotic ebony TS bombshell in Connecticut with a love for steamy nights,  deep connections and uninhibited pleasure, keep it hot and wild and unforgettable! Whether you are looking for  an exciting adventure, a sensual night of passion or just something you’ve ...
  • Latina TS Playmate โ€“ Sweet Accent, Dirty Thoughts ๐Ÿ’ƒ๐Ÿ’‹Latina TS Playmate โ€“ Sweet Accent, Dirty Thoughts ๐Ÿ’ƒ๐Ÿ’‹  You want flavor? Spice? A woman who can dance for you, then ride you like she  owns you? That’s me, papi ๐Ÿ˜˜ I’m a curvy, high-femme  TS Latina with a pretty face, wild hips, and a very naughty surprise underneath. View My Latina TS Pictures - I love to  tease, fl...
  • 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 ...
  • Shemale 4 Men ๐Ÿ†๐Ÿ’ฆ  Connecticut Ready Now!! Shemale 4 Men ๐Ÿ†๐Ÿ’ฆ Connecticut Ready Now!!  Come Closer, I Don’t Bite, Unless You Do Enjoy It๐Ÿ˜‰   View My Private Pictures -  If you’re looking  to mess around… I don’t know, maybe in a way that’s a bit spicy for the  two of us? I’m a trans beauty with a dirty mind and I love...
  • Spicy ๐ŸŒถ  Latina Shemale in Connecticut Ready to Fill You ๐Ÿ˜‰๐Ÿ˜‰ Spicy ๐ŸŒถ Latina Shemale in Connecticut Ready to Fill You ๐Ÿ˜‰๐Ÿ˜‰ LATINA SHEMALE SEEKING ๐Ÿ”ฅ๐ŸŒถ  Are you looking for a spicy/hot HISPANIC TS.. absolutely KINKY and ready to do anything?? I'm from Connecticut.  Don't look any further, because I'm here to make all your wet dreams come true. My name is MARIA TS and I am a pre-op transgender woman who lov...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in ConnecticutSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Connecticut Secret Crossdressing Hookups in Connecticut Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a private...
  • Superb Shemale in Connecticut...Superb Shemale in Connecticut... T-Girl for NSA Encounters in Connecticut When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Connecticut. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f...
  • TS Latina Snack โ€“ Sweet Like Sugar, Dirty Like Tequila ๐Ÿ˜˜๐ŸนTS Latina Snack โ€“ Sweet Like Sugar, Dirty Like Tequila ๐Ÿ˜˜๐Ÿน  You can find me at the bar where I serve drinks and flirt with customers while enjoying the  atmosphere. I’m your sexy little TS Latina snack — soft lips, juicy thighs, and a tongue that  doesn’t stop until you beg me to ๐Ÿ’‹ I’ll start off sweet, flirty, &nbs...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Connecticut.Iโ€™m a Sexy and Naughty T-Girl Here in Connecticut. Connecticut T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Connecticut 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 your  worrie...
  • TS Beautiesโ€”Letโ€™s Make Some Memories ๐Ÿ’–โœจTS Beautiesโ€”Letโ€™s Make Some Memories ๐Ÿ’–โœจ  I am a dominant, attractive, and confident man looking for a beautiful transgender woman who enjoys being  admired, spoiled, and pleasured.  I am down for mutual attraction, passionate flames and unforgettable  moments. Whether it is a one time or if it is something on going I a...
  • Email Local Shemales Now! ๐Ÿ’ŒEmail Local Shemales Now! ๐Ÿ’Œ Want to Hookup and Find Local 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'reinterested in ๐Ÿ˜‰.. Do you want to meet local shemales who want to fuck and have some sex...
  • THE RIGHT GUY FOR THE JOB!!!THE RIGHT GUY FOR THE JOB!!! IF YOU'RE TS/SHEMALE.. I'm The Guy for you!! ๐Ÿ˜‰ My name is Frank and I'm here to see if I can find any transgender ladies who wants a real man to treat them right.. I'm living in xxxx but I'm willing to travel. I have a great house we can have some fun in as well. I have a HOTTUB, arcade, th...
  • Sassy CD Looking for a Real Man ๐Ÿ˜˜๐Ÿ”ฅSassy CD Looking for a Real Man ๐Ÿ˜˜๐Ÿ”ฅ  A sweet, sexy and a little naughty crossdresser here, I like to play and  flirt, and I need a strong man who knows what he wants. I enjoy the process of dressing  up, teasing and bringing fantasies to life. If you are into sensual encounters and passionate fun then let me  and y...
  • 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 Connecticut area come see if you measure up! Click here for explicit photos. Lo...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Connecticut Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Connecticut. 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. I need a hookup with an open minded man. The sort of man who appreciat...
  • Sexy Shemale Connecticut I know You Want to Play Sexy Shemale Connecticut I know You Want to Play FEMININE AND SECURE SHEMALE  Hot and kinky shemale seeking a hot and fun guy who isn't scared of a beautiful and secure Trans Woman.. I'm located in Connecticut; I am AlaneTS and  I am here to fulfill all your desires. If you are in the area or planning to be. and  looking for a hot ...
  • FtM seeking Princess Bride in ConnecticutFtM seeking Princess Bride in Connecticut FtM seeking Woman in Connecticut Hi, I'm Andy, age 33, FtM transgender man living in Connecticut. 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 message @A...
  • MALE SEEKING SHEMALE ๐Ÿ†Connecticut Ready to Play and Fuck ๐Ÿ’ฆMALE SEEKING SHEMALE ๐Ÿ†Connecticut Ready to Play and Fuck ๐Ÿ’ฆ I have a secret.. ๐Ÿคซ I've always want to see what it's like to play with a shemale!!  Hi I'm John, I'm in Connecticut  and I love to be free and have fun.. Are you looking for a man who really knows how to treat you?? I really want to show you what I got sweetie. I have a good hear...
  • May 7th, 2026
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Connecticut wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Connecticut. 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 @HotTransChick...
  • Your Shemale Addiction ๐Ÿ˜ˆ๐Ÿฅต Starts NowYour Shemale Addiction ๐Ÿ˜ˆ๐Ÿฅต Starts Now Shemale Seeking Male.. Your Fantasy Starts Here 24yr old Transsexual/Shemale in Connecticut seeking some fun and campanionship. I would like hookups and I'm also wanting love. I think we should play some plans and see what we can come up with.. I'm open minded and ready!! Take a min to View my...
  • British T-girl Seeking Classy Gentleman in Connecticut...British T-girl Seeking Classy Gentleman in Connecticut... 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 Connecticut and am financially independent and looking for a gentleman who is like-minded, equally solvent and has ex...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Connecticut I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: Gayl...
  • Well Endowed Shemale is beautiful Connecticut 32Well Endowed Shemale is beautiful Connecticut 32 Well Endowed Shemale in Connecticut 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 my size!...
  • Shy Transexual Escort inย ConnecticutShy Transexual Escort inย Connecticut Shy transexual Camille here to tease you with my long functioning lady stick. Age 24, slim, healthy and physically fit. I love sex! I do top or bottom, special attention to your needs. Kink friendly so let me know what you like. I love it all. Explore your passion for trans women discreetly with an ...
  • ๐Ÿ‘‘ Chocolate Queen with Soft Curves & Naughty Desires ๐Ÿ”ฅ๐Ÿ‘‘ Chocolate Queen with Soft Curves & Naughty Desires ๐Ÿ”ฅ  ๐Ÿ”ฅ| Do you feel that you want something new and exciting and that you want to  remember for a long time? I am a hot, all natural ebony TS with all the right amount  of curves and a naughty and adventurous spirit. I don’t just know how to tease, please and  make you want ...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Connecticut 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 ...
  • Flawlessly gorgeous trans bombshell in ConnecticutFlawlessly gorgeous trans bombshell in Connecticut Trans MtF for Man in Connecticut 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 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! Send yo...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ I'm in Connecticut 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 message now....
  • 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 Connecticut Area Hi, my fem name is Gloria. I'm a married crossdresser in the Connecticut 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 seeking cross dre...
  • ๐Ÿ‘  Classy on the Streets, Naughty in the Sheets โ€“ Letโ€™s Play ๐Ÿ’‹๐Ÿ‘  Classy on the Streets, Naughty in the Sheets โ€“ Letโ€™s Play ๐Ÿ’‹  ๐Ÿ’– Just one taste and you’ll be addicted! I am a beautiful, funny TS,  a queen of color with a nice curvy body, beautiful eyes, and a touch that will drive  you crazy. I know what a man needs and how to make him satisfied and craving for more.  I am looking for a confide...
  • 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....
  • Flirty, Dirty, and Ready for Some Fun โค๏ธ Connecticut Shemale Seeking Male Flirty, Dirty, and Ready for Some Fun โค๏ธ Connecticut Shemale Seeking Male Local Shemale Seeks Man For Adventure!  TS Vixen, are you ready to play? Sweet, sultry and a little bit  wild, I am a trans goddess and I do enjoy my men to be as much as a wild  as I am. ๐Ÿ˜˜I don’t want to talk – I want to try something a bit  more exciting. How ab...
  • II'm a Horny Shemale ๐Ÿ˜ˆ๐Ÿ’‹ Looking For Sex Tonight!! Sexy Shemale๐Ÿ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App ๐Ÿ“ฒ 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...
  • One Night, No Rules, Just Pleasureโ€ฆ One Night, No Rules, Just Pleasureโ€ฆ Connecticut I'm Having a Night to Myself No Strings, just fun.. TS Seeking...๐Ÿคซ  A man who knows what he wants, but also a man who can be tempted, that’s  what I like.  We should begin with eye contact, a slow touch, and perhaps truth or  dare while drinking cocktai...
  • ConnecticutConnecticut's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Connecticut Hi you sexy man! I'm Toni a trans woman from here in Connecticut. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional a...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Connecticut Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Connecticut 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 favorite Starbucks an...
  • II'm the Girl Mother 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 Connecticut 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 who live...
  • ๐Ÿ‘ Your Secret Ebony Fantasy Is Just One Message Away ๐Ÿ˜œ๐Ÿ‘ Your Secret Ebony Fantasy Is Just One Message Away ๐Ÿ˜œ  ๐Ÿ‘„ I am going to make your wildest dreams come true. I am a classy  yet freaky ebony trans beauty that loves to explore deep desires and steamy fantasies. If you are  a man that appreciates soft skin, full lips and a body made for pleasure then we need to  talk. If you are loo...
  • YOUR EBONY SHEMALE - big boobs and a BIG COCK! ConnecticutYOUR EBONY SHEMALE - big boobs and a BIG COCK! Connecticut Hot Hot Hot! Sinead, a black shemale in Connecticut ready to make all of your  wildest fantasies come true! ๐Ÿ’‹๐Ÿ”ฅ My Pictures and Profile! -- You want to find a sexy ebony shemale in  Connecticutto fulfill all your dreams? Then stop searching because I am ready to make  all of yo...