Maryland Transgender Sex Ads

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

October 1st, 2025

Elegant Transgender Beauty Seeking Connection Hey there! My name is Avril and I'm a transgender woman from Annapolis, Maryland. I may not fit society's idea of "perfect," but I embrace my unique body type and love every curve and edge that makes me who I am. Being part of the LGBTQ community has taught me the importance of self-love and accep...

Hot Shemale in Baltimore Ready to Play and Fuck Looking for a man who can handle all of me? I'm Beverly, a sexy shemale from Baltimore craving some hot and steamy action. I'm seeking a local man who can satisfy all my desires and have some fun with me. I love getting down and dirty, sucking cock, riding hard, and making you cum over and over...

Elegantly Transcendent Seeking Connection Hey there! I'm Chastity, a transgender woman living in Annapolis, Maryland. I love exploring the local art scene, trying out new restaurants like Iron Rooster and Preserve, and taking walks along the waterfront at Quiet Waters Park. I embrace my identity as a trans woman because it allows me to ...

Seeking Local Man for Raunchy Shemale Fun Are you ready to play with a sexy shemale who knows how to have a good time? I'm Lorilyn from Eastern Shore, Maryland, and I'm looking for a man who can handle all of 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 top who l...

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...

Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Maryland Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very feminin...

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...

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...

Hot Shemale Tabbie Ready to Fulfill Your Wildest Fantasies 💋🍆💦 Are you looking for a kinky and adventurous shemale to play with? Look no further, because I'm Tabbie, a sexy transgender woman from the MD suburbs of DC. I may look innocent on the outside, but behind closed doors, I'm a wild vixen who loves to explore all kinds of naughty pleasures. 💃🏻🔥...

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...

Elegantly Transgender in Baltimore Hey there! I'm Darcee, a proud transgender woman living in Baltimore, Maryland. I love embracing my true self and being a part of the LGBTQ community. It's all about authenticity and being unapologetically me! 💃 I'm looking for someone special to share some fun times with, whether it's grabbin...

Seeking Connection in Charm City Hey there! I'm Carmita, a fun-loving transgender woman living in Baltimore, Maryland. My friends describe me as bubbly, adventurous, and always up for trying new things. I love exploring the local art scene, trying out new restaurants in Fell's Point, and taking leisurely strolls around the Inner ...

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...

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, ...

Raunchy Shemale Seeking Local Man for Wild Fun I'm a hot and horny shemale named Elane from Eastern Shore, Maryland, looking for a man who can handle all of me. I love to play both top and bottom, giving and receiving blowjobs, getting my tight ass fucked hard, and sucking on a throbbing cock until it explodes in my mouth. I'm into all kinds o...

Looking for Love in Southern MD! Hey there! My name is Grayce, and I'm a proud transgender individual living in Southern MD, Maryland. 💜 I wanted to put myself out there and see if I can find someone special who appreciates me for who I am. Being transgender has opened my eyes to a whole new world of self-discovery and accept...

Spark Up Some Chemistry with Jenn in Baltimore! Hey there, I'm Jenn, a proud transgender woman living in Baltimore, Maryland. I love exploring the city's vibrant LGBTQ community and all the amazing places it has to offer. From cozy coffee shops in Hampden to lively bars in Fells Point, there's always something fun to do around here. I enjoy be...

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 ...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Maryland Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say hi!&n...

Raunchy Shemale Seeking Local Man for Wild Fun in Baltimore I love being a shemale and I'm looking for a man who can handle all that I have to offer. My name is Layla and I'm ready to show you a good time. Whether you're into getting your cock sucked or you want to pound my tight ass, I'm down for it all. Let's explore our wildest fantasies together. I e...

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...

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...

Elegant Transgender Beauty Seeking Connection in Annapolis Hey there! I'm Kyla, a transgender woman from Annapolis, Maryland. I may not fit society's idea of "perfect," but I embrace my unique body type and ethnicity with pride. Being LGBTQ has taught me the importance of self-love and acceptance, and I'm looking for someone who appreciates that journey. ...

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. �...

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...

Looking for Love and Adventure Hey there! My name is Lydia, and I'm a transgender woman living in the Maryland suburbs of DC. I wanted to put myself out there and see if I can find someone special who shares my love for life and all its beautiful quirks. 💖 Being part of the LGBTQ+ community has taught me so much about accep...

Hot Shemale Karlie Looking to Play and Fuck Are you looking for a wild time with a sexy shemale in Eastern Shore, Maryland? Look no further because I'm here to fulfill all your dirty fantasies. My name is Karlie and I'm a horny shemale seeking a local man for some hot and steamy fun. I love getting down and dirty with a man who knows how t...

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...

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...

A Sensual Journey of Self-Discovery Hey there, I'm Minna from Eastern Shore, Maryland. As a transgender woman, I embrace my journey of self-discovery and love every moment of it. I find beauty in authenticity and courage in vulnerability. I enjoy exploring new places and trying out different cuisines. How about we meet up for a co...

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...

Let's Dance Under the Annapolis Stars Together Hey there! I'm Julianna, a confident and fun-loving transgender woman from Annapolis, Maryland. I love exploring the local art scene, trying out new restaurants, and taking long walks by the waterfront. Being part of the LGBTQ community has brought so much joy and acceptance into my life, and I wo...

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...

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 ...

Seeking Local Man for Shemale Fun in MD Suburbs of DC Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because Bernardina is here and ready to play! I'm a sexy shemale seeking a local man for some mind-blowing sex and fun. You can find me in the FreeSexAds.com Shemale Profiles at bernardinam76908. When it com...

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...

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...

Transgender Goddess seeks Magic Moments in Baltimore! Hey there, lovely people of Baltimore! My name is Clio, and I'm a transgender woman on the lookout for some enchanting connections. 💫 So, let me tell you a bit about myself. I have an infectious smile that can light up any room, and my curvy figure will make your heart skip a beat. 🌟 As for...

Elegant Transgender Beauty Looking for Love in Baltimore Hey there! I'm Chelsae, a sassy transgender woman from Baltimore, Maryland. I may have a curvy body type, but that just means there's more of me to love! I embrace my LGBTQ identity and love the freedom it brings to express myself authentically. I enjoy exploring the vibrant nightlife in Fells Po...

Seeking Connection and Adventure - Let's Explore Together! Hey there! My name is Laurene, and I'm a transgender woman living in the Maryland suburbs of DC. 🌆 Being part of the LGBTQ+ community has brought so much joy and self-discovery into my life, and I'm excited to meet someone who appreciates that journey. I believe that love comes in all shapes a...

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....

Transgender Beauty Seeking Love on the Eastern Shore Hey there! My name is Casey and I'm a transgender beauty living on the picturesque Eastern Shore of Maryland. 💃🌅 I wanted to write this ad to let you know that love knows no boundaries, and I'm here searching for a connection that goes beyond the ordinary. As a trans person, I've learned to...

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...

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...

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...

A Sensual Journey with Loree Hey there, I'm Loree from Southern MD, Maryland. I'm a curvy Latina beauty who loves exploring new places and meeting new people. As a proud member of the LGBTQ community, I embrace my journey as a transgender individual and all the unique experiences that come with it. You can check out my pics a...

HMU for Sex in Maryland Newly Single and Ready to Mingle in Maryland Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Maryland area then message me @BarbieSingle28.      ...

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.&...

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 Alli Looking for Wild Fun in Baltimore Are you ready to experience the ultimate pleasure with a sexy shemale like me? My name is Alli and I'm on the hunt for a local man who can handle all my naughty desires. I want someone who can satisfy my insatiable appetite for all things dirty and kinky. When it comes to sex, I love it all - fr...