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!

Home / Alternative Sex Ads / Transgender Sex Ads

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

May 17th, 2025

Raunchy Shemale Seeking Local Man for Wild Fun Hey boys, I'm Cameo, a hot shemale from Eastern Shore, Maryland looking for a man who can handle all my naughty desires. I love getting down and dirty, so if you're up for some kinky fun, I'm your girl! I'm a top shemale who loves to dominate in the bedroom. I enjoy giving sloppy blowjobs and makin...

Meet Shemale Iris for a Wild Time in MD Suburbs of DC! Are you looking for a hot shemale to fulfill all your wildest fantasies? Well, look no further because I'm here to make all your dreams come true. My name is Iris, and I'm a sexy shemale from the MD suburbs of DC looking for a local man who can handle me in the bedroom. I love everything from top...

27 y/o Sexy Hung Crossdresser in Maryland Hung Crossdresser for Male in Maryland Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a sexy...

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...

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...

A Southern Belle Looking for Love Hey there! I'm Morlee, a transgender gal from Southern MD, Maryland. I may not fit society's standards of beauty, but I am confident in my own skin and proud of who I am. Being part of the LGBTQ community has opened up a world of acceptance and love that I cherish every day. I'm looking for some...

Spark a Connection with Josepha Hey there! My name is Josepha and I'm a transgender woman living in the Maryland suburbs of DC. I have a curvy body and I'm of Hispanic descent. I love being part of the LGBTQ community because it allows me to be my true self without any judgment. It's liberating to embrace who I am and live aut...

Elegantly Transcending Boundaries Hey there! I'm Helen, a transgender lady from Eastern Shore, Maryland. I may not fit society's mold of what a woman should look like, but that's what makes me unique and beautiful. I embrace my trans identity and love being part of the LGBTQ community. I enjoy long walks on the beach at Assateag...

Raunchy Shemale Seeking Local Man for Hot Fun I'm a sexy shemale named Evonne looking for a man in the MD suburbs of DC who can handle all my wild desires. I love being both a top and bottom, giving and receiving blowjobs, getting my ass played with, sucking cock until it explodes in my mouth, and riding a throbbing dick until we both reach e...

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...

Sexy Shemale Fanny Ready to Fulfill Your Wildest Fantasies 💋🍆💦 Are you looking for a hot and horny shemale to play with? Look no further, because I'm here to satisfy all your desires. My name is Fanny and I'm a pre-op transgender woman from Western MD, Maryland. You can find my bio at fannyw50632. I love being both a top and a bottom, so we can switch things...

Spark a Connection with Nanni from Western MD! Hey there! I'm Nanni, a transgender cutie from Western MD. I love embracing my true self and being part of the LGBTQ community. If you're into fun adventures and deep conversations, then we might just hit it off! I enjoy exploring local spots like Deep Creek Lake for a peaceful day by the water o...

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...

Seeking Local Man for Raunchy Shemale Fun in MD Suburbs of DC Are you ready to get down and dirty with a sexy shemale like me, Isabel? I'm looking for a local man who can handle all the kinky fun I have in store. From sloppy blowjobs to tight ass play, I love it all. Let's explore our wildest fantasies together and make each other cum over and over again. I...

Spark Up Some Magic with Neda Hey there, I'm Neda from Eastern Shore, Maryland. I'm a curvy Persian beauty with a passion for life and love. Being transgender has allowed me to embrace my true self and connect with the LGBTQ community in a way that feels authentic and empowering. I'm looking for someone special who appreciat...

Let's Dance Under the Stars Together Hey there! My name is Ariel and I'm a transgender woman from Baltimore, Maryland. I have a curvy body and my heritage is Native American. I love exploring the city and trying new restaurants like The Food Market in Hampden or grabbing a drink at Rye in Fells Point. If you're into art, we could che...

A Sensual Journey of Self-Discovery Hey there! I'm Sonnie, a transgender babe from Southern MD who's all about embracing my true self and living authentically. I love connecting with others in the LGBTQ community and sharing stories of empowerment and growth. If you're someone who appreciates honesty, vulnerability, and a good laugh...

Seeking Connection and Adventure Hey there! I'm Staci, a transgender woman from Southern MD, Maryland. I may not fit society's narrow beauty standards, but I am confident in my own skin and proud of who I am. Being part of the LGBTQ community has brought me so much joy and acceptance, and I can't wait to share that with someone s...

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...

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...

Eclectic Transgender Beauty Seeks Connection Hey there! I'm Mattie, a transgender woman from Southern MD who loves embracing my true self. I enjoy the vibrant LGBTQ community here and all the support it offers. Whether we grab coffee at the cozy Bean Hollow or take a stroll through the beautiful Annmarie Sculpture Garden & Arts Center, I'm a...

Raunchy Shemale Seeking Local Man for Wild Fun Hey there! I'm a kinky shemale named Dorrie from Eastern Shore, Maryland, looking for a man who can handle my insatiable appetite for hot, steamy sex. When it comes to getting down and dirty, I don't hold back. I love being both a top and bottom, giving and receiving blowjobs that will leave you beg...

Seeking Local Man for Raunchy Shemale Fun Are you ready to have the time of your life with a hot shemale like me, Ronny? I'm looking for a local man in Western MD 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 orgasms. I'm a top and...

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...

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...

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...

Hot Shemale Starr Looking for Fun in Southern MD Are you ready to have a wild time with a sexy shemale like me, Starr? I'm looking for a local man who can handle all the naughty things I have in mind. When we meet up, I want to suck your cock until you explode in my mouth, then ride you until we both reach mind-blowing orgasms. I love playing wi...

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 in Annapolis Ready to Play and Fuck Are you looking for a wild time with a sexy shemale? Look no further, because I'm Suzette and I'm ready to make all your fantasies come true. I'm a top shemale seeking a local man who can handle my huge throbbing cock and tight ass. I love giving sloppy blowjobs, riding hard cocks, and gagging on ...

Local Shemale Looking for Hot Fun and Great Sex I love to get down and dirty with a man who knows how to please a shemale like me. My name is Maggy, and I'm looking for a local guy in Western MD who can handle all of my naughty desires. I enjoy everything from deepthroat blowjobs to rough anal play. I love being on top and riding a thick cock ...

Discover Love and Adventure with Britte in Southern MD! Hey there, Are you ready to embark on an exciting journey of love, laughter, and acceptance? Well, look no further because I'm Britte, your friendly neighborhood transgender individual from Southern MD, Maryland. 🌈 Now, let me tell you a bit about myself. I have a unique body type that's curv...

Elegantly Unique Transgender Beauty Hey there, I'm Valentina from Southern MD, Maryland. I'm a curvy Latina beauty with a passion for embracing my transgender identity. Being part of the LGBTQ community has allowed me to connect with amazing individuals who appreciate authenticity and diversity. I love exploring new places and tryi...

A Sensual Journey: Seeking Connection Hey there, I'm Bren from Eastern Shore, Maryland. I may not fit society's traditional mold, but that's what makes me unique. Being transgender has allowed me to truly embrace my authentic self and explore the depths of my identity within the LGBTQ community. I'm looking for someone who values hon...

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 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...

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 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...

Euphoria in Southern MD: Let's Explore Together Hey there, I'm Cornelle, a fun-loving transgender gal from Southern MD. I may not fit society's typical mold, but that's what makes me unique and fabulous! 🌈 I love exploring new places and trying out different cuisines. How about we meet up at the cozy coffee shop downtown or have a picnic by...

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...

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...

Hot Shemale in Annapolis Ready to Play and Fuck Are you looking for a wild time with a sexy shemale? Look no further, because I'm Freda and I'm here to fulfill all your dirty fantasies. I'm a horny shemale from Annapolis, Maryland, seeking a local man who can handle my insatiable appetite for sex. I love getting down and dirty, so if you're in...

Hot Shemale in Annapolis Ready to Play Are you looking for a wild time with a sexy shemale? Look no further, because I'm Wrennie and I'm here to fulfill all your dirty desires. I'm a horny shemale seeking a local man for some hot and steamy fun. Whether you're into getting your cock sucked, your ass pounded, or both at the same time, I...

Sexy Shemale Gwennie Looking for Hot Fun in Western MD! I'm a kinky shemale in Western MD looking for a local man who can handle all my desires. I love being both a top and a bottom, so you better be ready to switch it up with me. I enjoy giving sloppy blowjobs and having my tight ass pounded hard. I also love sucking cock and making you cum all over m...

Raunchy Shemale Vikki Seeking Local Man for Wild Fun I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Vikki and I'm looking for someone in Baltimore, Maryland who can satisfy all my desires. When it comes to sex, I'm into everything from deepthroating and anal play to rough pounding and sloppy blowjobs...

Erotic Temptation: Seeking Connection Hey there, I'm Vitoria from Western MD, Maryland. I'm a curvy Latina beauty with a passion for embracing my transgender identity. Being part of the LGBTQ community brings me so much joy and freedom to express myself authentically. I love exploring new places in town like Deep Creek Lake for a rom...

Wild Shemale Looking for Local Man to Fulfill Fantasies Are you a man in Western MD looking for a wild shemale to fulfill all your deepest desires? Look no further, because I'm Charlotte and I'm here to make all your fantasies come true. I'm a hot and horny tranny who loves to play dirty and have some fun in the sheets. I enjoy everything from giving...

Elegantly Transcendent Charisse Seeks Connection Hey there! I'm Charisse, a transgender beauty from Eastern Shore, Maryland. I may not fit society's mold, but that's what makes me unique and fabulous. 💃 I love exploring my city and checking out local spots like the Chesapeake Bay Maritime Museum or grabbing a bite at the Fisherman's Inn. �...

Transcendental Love Awaits Hey there! I'm Mabelle, a transgender beauty from the MD suburbs of DC. I may not fit society's norms, but I am proud of who I am and embrace my uniqueness. Being part of the LGBTQ community has allowed me to connect with amazing individuals who understand and support me. I enjoy exploring new p...

Hot Shemale in Annapolis Looking for a Wild Time Hey there, I'm a sexy shemale named Cayla from Annapolis, Maryland. I'm seeking a local man who can handle all my naughty desires. I love getting my tight ass pounded and giving sloppy blowjobs that will make you cum hard. If you're into role play or BDSM, I'm your girl. Let's explore our wildest fa...

Sparkle with Fae: Let's Dance Under the Moonlight Hey there! I'm Fae, 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 fabulous 💃. I enjoy being part of the LGBTQ community because it allows me to express my true self without any judgment 🌈. I'm looking for someone w...