Maryland Transgender Sex Ads

Browse Maryland transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!

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Show Ads In: Annapolis | Baltimore | Eastern Shore | MD suburbs of DC | Southern MD | Western MD

March 22nd, 2026

Local Shemale Looking for Hot Fun and Great Sex Hey there, I'm a sexy shemale named Rhodie from the MD suburbs of DC. I'm on the hunt for a local man who can handle all my naughty desires. You can find me in the FreeSexAds.com Shemale Profiles at rhodiem21619. When it comes to sex, I love it all. From being a top or bottom, giving blowjobs, to...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Maryland 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: GayleTG...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Maryland 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 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your naughty fa...

Sexy Transgender Seeks Connection in MD Suburbs Hey there! I'm Gwenni, a proud transgender woman from the Maryland suburbs of DC. I may not fit society's standards of beauty, but I am confident in my own skin and love embracing my unique body type. Being LGBTQ has opened up a whole new world of acceptance and self-discovery for me, and I wouldn...

Local Shemale Looking for Hot Fun and Great Sex Hey boys, I'm Bridgett from Western MD, Maryland. I'm a sexy shemale looking for a local man who can handle all of me. I love to be on top and ride you until we both explode with pleasure. I enjoy giving sloppy blowjobs and deep-throating your throbbing cock. Let's play together and explore all of o...

A Sensual Journey: Seeking Connection and Love Hey there, I'm Carmina, a transgender woman from Southern MD, Maryland. I may not fit society's idea of "perfect," but I embrace every curve and edge of my unique body. As a Latina trans woman, I bring passion and fire to everything I do. I love being part of the LGBTQ community because it's wher...

Euphoric Trans Beauty Seeking Connection Hey there! I'm Koressa, a confident and vibrant transgender woman from Southern MD. I love embracing my true self and being part of the LGBTQ community. It's empowering to live authentically and connect with others who appreciate me for who I am. If you're looking for someone genuine and fun-lovin...

Elegantly Transgender in Maryland Suburbs Seeks Connection Hey there! I'm Rosalynd, a proud transgender woman living in the Maryland suburbs of DC. I may not fit society's cookie-cutter mold, but that's what makes me unique and special. 🌈 I love exploring local spots like Rock Creek Park for a peaceful hike, or grabbing a bite to eat at Busboys and Po...

Hot Shemale Mechelle Looking for Wild Fun in Baltimore! Are you ready to experience the ultimate pleasure with a hot shemale like me, Mechelle? I'm looking for a local man who can handle my insatiable appetite for all things naughty. I love being both top and bottom, giving and receiving blowjobs, getting my ass played with, sucking on a throbbing cock...

Sparkle with Electra Hey there, I'm Electra from Southern MD, Maryland. I'm a curvy Latina beauty who loves embracing my transgender identity and being part of the LGBTQ community. I enjoy exploring new places, trying different cuisines, and having deep conversations about life and love. If you're looking for a fun a...

F/M seeking love and fun Female to Male Trans Man in Maryland 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 gr...

Well Endowed Shemale for Man in Maryland Hung Shemale for Man in Maryland I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncens...

Raunchy Shemale Seeking Local Man for Wild Fun Looking for a hot and horny man who can handle all that I have to offer. My name is Emmey and I am a shemale based in Baltimore, Maryland, ready to show you a good time. I love getting down and dirty, so if you're into wild sex and kinky play, then I'm the one for you. I enjoy everything from de...

Erotic Temptation: Seeking Connection and Adventure Hey there! I'm Emilee, a transgender lady from the Maryland suburbs of DC. I love exploring new places and meeting new people. Whether it's grabbing a cup of coffee at Kaldi's Social House or taking a stroll around Brookside Gardens, I'm always up for an adventure. I find joy in being part of the...

Raunchy Shemale Seeking Local Man for Wild Fun Are you ready to get down and dirty with a sexy shemale named Mimi? I'm looking for a man in Annapolis who can handle all my naughty desires. I love being both top and bottom, giving mind-blowing blowjobs, getting my tight ass pounded, and riding a throbbing cock until we both explode in ecstasy. ...

Sexy Shemale Heidi Ready to Play in Southern MD Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm here to satisfy all your desires. My name is Heidi and I'm a naughty shemale seeking a local man for some steamy fun. I love getting down and dirty with a man who knows how to please me. From top...

Hot Shemale Looking for Local Man to Fulfill All Your Wildest Fantasies Are you a horny guy in Southern MD looking for a good time with a sexy shemale? Look no further because Valencia is here to make all your dreams come true. I am a kinky tranny who loves to play dirty and get down and dirty with a real man. When it comes to sex, I am open-minded and willing to try...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Maryland Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Spark up some magic with me, Didi! Hey there, I'm Didi from Annapolis, Maryland. I'm a fun-loving transgender gal who enjoys exploring new places and meeting new people. I love being part of the LGBTQ community because it allows me to be my authentic self without any judgment. If you're looking for someone who is open-minded and fu...

Transgender Beauty Seeking Connection in Southern MD Hey there! 👋 My name is Elaina, and I'm a transgender woman living in beautiful Southern MD, Maryland. 💖 I wanted to take a moment to share a little about myself and hopefully find someone special who appreciates the LGBTQ community just as much as I do. Being trans has taught me so much ab...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Maryland Hi! I'm Brandi, new TS in the Maryland area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in my pa...

Gorgeous, Passable Trans in Maryland 😍 Gorgeous Passable Trans MtF for Man in Maryland 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned!  I'm k...

Trans Beauty Seeking Connection Hey there, I'm Ginny from Southern MD, Maryland. I'm a curvy Latina trans woman who loves exploring new places and meeting new people. Being part of the LGBTQ community brings me so much joy and pride. I love embracing my true self and connecting with others who appreciate authenticity. If you're...

Looking for Love and Adventure! Hey there! My name is Brook and I'm a transgender person living in Southern MD, Maryland. 💖 I wanted to take a moment to tell you a bit about myself and see if we might hit it off. First things first, let's talk about what I love about being trans and part of the LGBTQ community. It's all abou...

SHEMALE HOOKUPS! Wanna Have a Great Time in Maryland? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Mary...

Local Shemale Lisette Ready to Play and Fuck I'm a sexy shemale from the MD suburbs of DC looking for a local man who can handle my insatiable appetite for hot, steamy sex. My name is Lisette and I love getting down and dirty with a guy who knows how to please a tranny like me. If you're into wild and kinky fun, then I'm the perfect match fo...

Raunchy Shemale Looking for Hot Fun in Annapolis Are you ready to have the time of your life with a sexy shemale like me, Celeste? I'm looking for a local man who knows how to handle a tranny like me. I love getting down and dirty, so if you're into that too, we'll get along just fine. I'm into all sorts of kinky stuff, from giving sloppy blow...

Hot Shemale in Western MD Looking for Fun and Wild Encounters I'm Cass, a sexy shemale from Western MD looking for a local man who can handle all my desires. I love to get down and dirty, exploring every inch of your body with my talented hands and mouth. I'm a top who loves to dominate, but I also enjoy being on the bottom and taking it like a champ. Whethe...

Sexy Shemale Seeking Local Man for Hot Fun Are you looking for a wild time with a kinky shemale who knows how to please? Look no further because I'm Arly from Eastern Shore, Maryland, and I'm ready to fulfill all your dirty desires. When it comes to sex, I'm open-minded and love trying new things. I enjoy being both a top and a bottom, giv...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Maryland 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! Private Message...

Spark a Connection with Laura Hey there! I'm Laura, a fun-loving transgender gal from the MD suburbs of DC. I may not fit society's norms, but that's what makes me unique and special. I love embracing my true self and being a part of the LGBTQ community. I'm looking for someone who is open-minded, kind-hearted, and ready to h...

Elegantly Unique Trans Beauty Seeking Connection in Southern MD Hey there! I'm Hillary, a transgender woman living in Southern MD. I have a curvy body and my heritage is Filipino. I love exploring my LGBTQ identity and embracing all the unique experiences that come with it. I'm looking for someone who appreciates authenticity and enjoys deep conversations ov...

Raunchy Shemale Seeking Local Man for Wild Fun in Baltimore I'm a hot and horny shemale named Katya, looking for a man who can handle all my dirty desires. I love to get down and dirty, exploring every inch of your body with my tight ass and throbbing cock. I want to top you, bottom for you, give you the sloppiest blowjobs, and make you cum harder than ev...

Elegantly Sensual Transgender Beauty Seeks Connection Hey there! I'm Ruby, a transgender beauty from the Maryland suburbs of DC. I may not fit society's norms, but that's what makes me unique and special. I embrace my LGBTQ identity with pride and love exploring new connections. I enjoy long walks in Rock Creek Park, cozy dinners at Busboys and Poet...

Elegant Transgender Beauty Seeking Connection in Baltimore Hey there! I'm Marianne, a proud transgender woman living in Baltimore, Maryland. I may not fit society's mold of what a woman should look like, but I am confident and comfortable in my own skin. Being part of the LGBTQ community has brought me so much joy and acceptance, and I love connecting wit...

Raunchy Shemale Betty Seeking Local Man for Wild Fun Are you ready to experience the ultimate pleasure with a sexy shemale like me, Betty? I'm looking for a man in Southern MD who can handle all my naughty desires. I love being both a top and bottom, giving blowjobs, getting my ass pounded, and sucking on a throbbing cock until it explodes with cum....

Debonair Trans dude, looks like Bond F2M Trans Dude in Maryland 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 relationship.&...

Let's Spark Some Magic Together 🌈 Hey there, I'm Debi from Southern MD, Maryland. I'm a proud transgender woman who loves embracing my true self and spreading positivity in the LGBTQ community. 💖 I'm looking for someone special to share meaningful conversations and unforgettable moments with. Whether it's grabbing a cup of cof...

Seeking a Connection in Annapolis Hey there, I'm Cayla, a fun-loving transgender gal from Annapolis, Maryland. I may not fit society's standards of beauty, but I embrace my unique body type and love being part of the LGBTQ community. If you're looking for someone who is confident in their own skin and loves to explore new places, ...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Maryland? Hey, I am Jasmin, 8" 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...

Sexy Transgender Looking for Love on the Eastern Shore Hey there! My name is Ange and I'm a transgender woman living on the beautiful Eastern Shore of Maryland. I may not fit society's idea of "normal," but that's what makes me unique and special. I embrace my LGBTQ identity and love being part of such a diverse community. I enjoy long walks on the b...

FtM seeking Princess Bride in Maryland FtM seeking Woman in Maryland Hi, I'm Andy, age 33, FtM transgender man living in Maryland. 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 @AndyFtM...

Seeking Connection and Adventure Hey there! I'm Sallyanne, a fun-loving transgender woman from Southern MD, Maryland. I may not fit society's standards of beauty, but I am confident in my own skin and embrace my unique body type. As a proud member of the LGBTQ community, I love the freedom and authenticity that comes with being t...

Erotic Sensual Temptation - Transgender Dating with Cecil in Baltimore Hey there, I'm Cecil, a transgender person from Baltimore, Maryland. I wanted to put myself out there and see if I can find someone special who appreciates me for who I am. So, here's a little bit about me: - Body Type: I have a curvaceous figure that will make you weak in the knees. - Ethnicit...

Elegantly Unique Transgender Beauty Looking for Connection Hey there! I'm Rennie, a proud transgender woman from Annapolis, Maryland. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with confidence. Being part of the LGBTQ community has brought so much joy and authenticity into my life. I love exploring local ...

Elegant Transgender Beauty Looking for Love 💕 Hey there! I'm Larine, a transgender woman from Western MD, Maryland. I may not fit society's norms, but I embrace my uniqueness and love every part of myself. Being part of the LGBTQ community has brought me so much joy and acceptance. I'm looking for someone who appreciates me for who I am and...

Hot Shemale Seeking Local Man for Wild Fun in Southern MD I love getting down and dirty with a man who can handle all of me. My name is Augustine and I'm a shemale looking for some hot action right here in Southern MD. I want to explore all your wildest fantasies and make you beg for more. I'm into everything from deepthroating and gagging on your thr...

Looking for Love and Adventure - Join Me, Amity! Hey there! I hope this ad finds you feeling fabulous and ready to embark on an exciting journey of love and connection. My name is Amity, and I'm a transgender individual from the beautiful suburbs of DC, Maryland. 🌆 When it comes to describing my unique self, I stand at an average height with...

Raunchy Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm here to make all your dreams come true. My name is Susi and I'm a sexy shemale from Annapolis, Maryland who loves to play dirty. If you're into wild and kinky sex, then I'm the perfect match for y...

Spark a Connection with Rosemaria Hey there! I'm Rosemaria, a fun-loving transgender gal from Baltimore, Maryland. I may not fit society's mold, but that's what makes me unique and beautiful in my own way. I embrace being part of the LGBTQ community because it allows me to be my true self without any judgment. If you're someone wh...