Maryland Transgender Sex Ads

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

December 13th, 2025

Hot Shemale Looking for Local Man to Play With Are you ready to have some wild and kinky fun with a sexy shemale? I'm Josy, and I'm looking for a man in Southern MD who can handle all of my naughty desires. I love getting down and dirty, so if you're into that too, we'll be a perfect match! I enjoy being both top and bottom, giving blowjobs, ...

Sexy Shemale Drew Looking for Hot Fun in Western MD 💋 Are you looking for a naughty shemale to fulfill all your wildest fantasies? Look no further, because I am here to make your dreams come true. My name is Drew and I am a pre-op trans woman who loves to play with men in every way possible. I enjoy being both a top and a bottom, giving mind-blowin...

Sparkle with Beverlie: Let's Dance Under the Baltimore Stars Hey there, I'm Beverlie from Baltimore, Maryland. I'm a proud transgender woman who loves embracing my true self and spreading positivity in the LGBTQ community. 🌈 I enjoy exploring the vibrant art scene in Station North, grabbing a bite to eat at R. House food hall, or taking a romantic strol...

Spark Up Some Magic with Me Hey there! I'm Eveline from Western MD, Maryland. I'm a curvy and confident transgender woman who loves exploring new places and meeting new people. Being part of the LGBTQ community brings me so much joy and fulfillment, and I can't wait to share that with someone special. I enjoy cozy coffee da...

Hot Shemale Rosanne Looking for a Wild Time in Baltimore Are you ready to have the time of your life with a sexy shemale like me, Rosanne? I'm on the hunt for a local man who can handle all of my naughty desires. When it comes to sex, I love it all - from giving sloppy blowjobs to riding your cock until we both explode with pleasure. I want to play wi...

Transgender Cutie looking for Love in Baltimore! 💖 Hey there, lovely people of Baltimore! My name is Roseanna, and I'm a transgender gal on the search for that special someone to share some amazing moments with. 🌈 So, let me give you a little glimpse of what I look like. Picture a curvaceous body that's as warm and inviting as a cozy hug. My r...

A Sensual Journey: Seeking Connection in Annapolis Hey there, I'm Sharleen, a transgender woman living in Annapolis, Maryland. I may not fit society's idea of "perfect," but my curves and confidence make me who I am. I embrace my LGBTQ identity and all the beauty that comes with it. I love exploring the local scene here in Annapolis - from grabbi...

Hot Shemale Margie Looking for Wild Fun in Baltimore I'm a sexy shemale looking for a local man who can handle all my desires and fantasies. I love to be on top, dominating you with my huge throbbing cock. I also enjoy getting down on my knees and giving sloppy blowjobs that will make you gag with pleasure. My tight ass is always ready to be pounded...

Elegantly Transgender Seeking Connection Hey there! I'm Tricia, a transgender woman from the MD suburbs of DC. I'm a proud member of the LGBTQ community and love embracing my true self. I enjoy exploring new places, trying different cuisines, and engaging in meaningful conversations. I'm looking for someone who is open-minded, kind-hear...

Elegantly Transcending Boundaries Hey there! I'm Laney, a transgender woman from Baltimore, Maryland. I may not fit society's mold, but that's what makes me unique. You can check out my pics at my personal profile page @laney38995. I love being part of the LGBTQ community because it's filled with such vibrant and accepting indivi...

Hot Shemale Seeking Local Man for Wild Fun in Baltimore Are you ready to have the time of your life with a sexy shemale named Corrine? I'm looking for a man who can handle all of my desires and fantasies. From top to bottom, I love it all. I want to suck your cock until you explode in my mouth, ride you like there's no tomorrow, and make you cum over a...

New Body New Me M2F post-op in Maryland 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 Natash...

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 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...

Naughty Shemale Seeking Local Man for Wild Fun Are you ready to have the time of your life with a hot and horny shemale in Baltimore? Look no further because I'm here to fulfill all your wildest fantasies. My name is Kathe and I am a shemale who loves to play dirty and get down and dirty with a man who knows how to handle me. I enjoy being bo...

INTERACTIVE MAP: Transexual Tracker in the Maryland Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Maryland area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for ...

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 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. ...

Elegant Transgender Beauty Seeking Love in Southern MD Hey there, I'm Chelsey, a fun-loving transgender woman from Southern MD. I may not fit society's mold of what a woman should look like, but I embrace my unique body type and ethnicity with pride. As a member of the LGBTQ community, I find joy in being able to express my true self and connect with ...

Transgender Beauty Seeking Connection in MD Suburbs! Hey there! I'm Yelena, a transgender beauty from the Maryland suburbs of DC. I may not fit society's standards of beauty, but I am confident in my own skin and proud to be part of the LGBTQ community. I love exploring new places and trying new things, so why not meet up for a coffee at the cozy ...

Spark Up Some Chemistry with Kira! Hey there! I'm Kira, a transgender beauty from the Maryland suburbs of DC. I may not fit society's mold, but that's what makes me unique and fabulous. I love embracing my LGBTQ identity and all the freedom and self-expression that comes with it. If you're looking for someone who's confident, fun-l...

Sexy Shemale Carol Looking for Hot Fun in Western MD I'm a horny shemale named Carol craving a man to satisfy all my dirty desires. I love being both a top and a bottom, giving blowjobs, getting my tight ass pounded, and sucking on a throbbing cock until it explodes with cum. I want to play with you in every way possible, exploring our wildest fanta...

Raunchy Shemale Seeking Local Man for Wild Fun Are you ready to have the time of your life with a sexy shemale named Kathie? I'm looking for a man in Baltimore, Maryland who can handle all my naughty desires. I love being both top and bottom, giving and receiving blowjobs, and getting my tight ass pounded hard. I want to suck your cock until you...

Spark a Connection with Carlina Hey there! I'm Carlina, a proud transgender woman from Southern MD, Maryland. I may not fit society's norms, but that's what makes me unique and beautiful. I love embracing my true self and being part of the LGBTQ community. I'm looking for someone who can appreciate me for who I am and share so...

Transgender Beauty Looking for Love Hey there! I'm Leslie, a transgender beauty from the MD suburbs of DC. I may not fit society's norms, but that's what makes me unique and fabulous! I love being part of the LGBTQ community because it's all about love and acceptance. If you're looking for someone who is confident, fun, and open-min...

Transgender Beauty Looking for Connection Hey there! I'm Darryl, a transgender beauty from Southern MD, Maryland. I may not fit society's norms, but that's what makes me unique and special. I love being part of the LGBTQ community because it allows me to express myself freely and authentically. I'm looking for someone who can appreciate ...

Sweet and Sensual Transgender Seeking Connection in Maryland Suburbs Hey there! My name is Vera, and I'm a transgender woman living in the beautiful Maryland suburbs of DC. I wanted to put myself out there and see if I can find someone special to share my journey with. So, let me tell you a bit about myself. I have a curvaceous body that will make you weak at the ...

Raunchy Shemale Seeking Local Man for Hot Encounters Are you ready to get down and dirty with a sexy shemale? I'm Kirbee, a kinky tranny from Western MD looking for a man who can handle all my naughty desires. When it comes to sex, I love it all - from deepthroating your cock to riding you hard and fast. I'm a versatile lover who enjoys being both t...

Sexy Shemale Janie Looking for Local Man to Fulfill Fantasies I never shy away from a good time, especially when it comes to getting down and dirty with a hot stud like you. My name is Janie, and I'm a sexy shemale from Eastern Shore, Maryland, looking for a local man who can handle all that I have to offer. When it comes to sex, I love it all - from deepth...

Euphoric Transgender Seeking Connection Hey there! I'm Cris, a transgender individual from the MD suburbs of DC. I am proud to be part of the LGBTQ community and embrace my true self every day. If you're looking for someone who is genuine, fun-loving, and open-minded, then look no further! I enjoy exploring new places and trying differ...

Elegantly Transcendent Seeking Connection Hey there! I'm Caresse, a transgender woman from the Maryland suburbs of DC. I may not fit society's typical mold, but that's what makes me unique and fabulous! I love exploring my identity as part of the LGBTQ community and embracing all the beauty that comes with it. If you're someone who apprec...

Sensual Trans Beauty Looking for Connection Hey there, I'm Adelle from Western MD, Maryland. I identify as a transgender woman and I love being part of the LGBTQ community. I enjoy embracing my true self and connecting with others who appreciate authenticity and diversity. If you're looking for a genuine connection with someone who is open-mi...

Spark the Flame with Manda Hey there, I'm Manda from the MD suburbs of DC, Maryland. I'm a curvy Latina beauty who loves embracing my transgender identity and being a part of the LGBTQ community. Meeting new people and exploring new places is what keeps me going! If you're looking for a fun and adventurous date, I'm your gi...

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...

Exploring Love and Adventure as a Transgender on the Eastern Shore Hey there! My name is Britni, and I'm thrilled to be putting myself out there in the dating world. 💕 As a transgender woman living on the beautiful Eastern Shore of Maryland, I'm excited to meet someone special who appreciates me for who I am. Being trans has taught me so much about self-accep...

Raunchy Shemale Dyann Seeking Local Man for Wild Fun Are you ready to get down and dirty with a hot shemale like me, Dyann? I'm looking for a man in the MD suburbs of DC who can handle all my naughty desires. I love being on top, giving blowjobs, getting my tight ass pounded, and making you cum hard. Let's play together and experience mind-blowing o...

🌈 Sexy Shemale Joella Wants to Fulfill Your Wildest Fantasies 🍆💦 Are you looking for a kinky shemale experience that will leave you begging for more? Look no further, because I'm Joella from Eastern Shore, Maryland, and I'm here to make all your dreams come true. 💋 I am a pre-op trans woman who loves to play both top and bottom. I enjoy giving mind-blowing ...

Raunchy Shemale Seeking Local Man for Wild Fun I love to get down and dirty with a man who can handle all that I have to offer. My name is Felicia and I am a shemale looking for some hot and steamy encounters right here in Western MD. If you're into a wild time, then I'm the girl for you. I enjoy everything from deepthroating to anal play, a...

Sexy Shemale Seeking Local Man for Wild Fun Looking for a hot man to satisfy all my naughty desires? Look no further, because Candi is here to make all your wildest fantasies come true. I'm a sultry shemale from Southern MD who loves to play and have a good time. You can find me in the FreeSexAds.com Shemale Profiles at candisout50094. Whe...

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...

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...

Hot Shemale in Annapolis Looking for a Wild Time! Hey there, I'm Audie, a sexy shemale in Annapolis looking for a local man who can handle all my desires. I love to be on top, bottom, give blowjobs, get my ass played with, and ride a throbbing cock until we both explode with orgasms. I'm into sloppy gagging and cum play too - the dirtier, the bette...

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...

Spark a Connection with Chrissy from MD Suburbs of DC! Hey there! I'm Chrissy, a fun-loving transgender gal 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 trans identity and love being part of the LGBTQ community. 🏳️‍🌈 I'm looking for someone who is open-minded, ki...

Wild Shemale Seeking Local Man for Hot Fun Are you ready to experience the ultimate pleasure with a horny shemale like me, Cathrin? I'm looking for a man in Western MD who can handle all of my naughty desires. Whether you're into getting your cock sucked, fucking a tight ass, or experiencing mind-blowing orgasms, I'm here to make all your ...

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...

Discover the Beauty of Love and Acceptance with Marieann Hey there! It's Marieann, your friendly transgender girl from Southern MD, Maryland. 💕 I wanted to take a moment to share my story and see if we could create something amazing together. So grab a cup of coffee ☕ and let's dive in! Being transgender has allowed me to embrace my true self, bre...

Local Shemale Nannette Looking for Hot Encounters I'm Nannette, a sexy shemale from Eastern Shore, Maryland, looking for a local man who can handle all my naughty desires. I love getting down and dirty, exploring every inch of your body with my eager hands and mouth. I want to make you scream with pleasure as I show you what a real shemale can do...

Sparkle with Arleen: Let's Embrace Our True Selves Together Hey there! I'm Arleen, a transgender woman from Baltimore, Maryland. I may not fit society's mold of what a woman should look like, but that's what makes me unique and beautiful in my own way. Being part of the LGBTQ community has taught me to love myself and others unapologetically. I enjoy exp...

Eager to Explore: Transgender Beauty in Eastern Shore Hey there, I'm Randa from Eastern Shore, Maryland. I'm a proud transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. If you're looking for someone open-minded, fun-loving, and ready for new adventures, then look no further! I enjoy spending time at ...