Massachusetts Transgender Casual Encounters
Looking for trans hookups in Massachusetts? Spunkpage features the latest transgender sex ads, from shemales and T-girls to crossdressers and trans babes. Post or browse adult classifieds to meet locals who are down to play.
Home / Casual Encounters / Transgender
Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA
September 16th, 2025
Seeking Guy To Give Mind-blowing Blowjob To Trans Woman With Extra. I'm a trans woman with something extra looking for a guy who's down to give me a mind-blowing blowjob. I'm craving the feeling of your warm mouth wrapped around me, making me moan with pleasure. Let's make each other feel good and have some fun together. I promise to return the favor ?. No need for ...
Powerful African-Queen Dominatrix in Massachusetts Professional Domme Desiree is interviewing subs. My Massachusetts dungeon is well equipped, as this is My life, not a hobby. I am a strong, powerful shemale who will take charge and maintain total control. Your obedience will be required at all times and you will learn to serve Me. I am the top and ...
Come Pound Me Anonymously, Satisfy Your Cravings With No Questions Asked. I need a man who's ready to pound me anonymously. I want to feel your hard cock deep inside me, no questions asked. Let's make it a night to remember, where we both get what we crave. I'm open to all kinds of fun, so don't be shy about your desires. Just show up, fuck me good, and then we can part w...
Mind-blowing Blowjobs For Guys Who Can Handle It, Satisfaction Guaranteed! I need to give some mind-blowing blowjobs to guys who can handle it. My lips are ready to work their magic and make you feel like you're in heaven. I'll take my time, savor every moment, and leave you begging for more. ?? So if you're looking for a good time without any strings attached, hit me up. ...
Sexy hung and big busted Massachusetts shemale ππ¦ Hung and Busty Shemale in Massachusetts
Hey, I'm Tammy, age 33, 38DD, well endowed lady stick, and so cute!! What more could you want in a gurl?ππ¦Send your pics for mine and check my profile @Tammy38DD so we can talk and meet! Send your recent pic for mine. Long term arrangements are possible...September 15th, 2025
Trans Woman Seeking Discreet Head From Men Who Know How To Please. I need for some discreet fun. I'm a transgender woman with a craving for anonymous head from men who know how to handle business. No strings attached, just pure pleasure. ? Let's meet up and have a good time without any complications. I'll make sure you leave satisfied and wanting more. ? If you're ...
Trans Woman With A Surprise Seeks Men For NSA Fun. I'm a transgender woman with a little something extra down below, and I'm looking to NSA fuck with men who can handle it. I want to feel you deep inside me, pounding away until we both explode with pleasure. No strings attached, just pure, unadulterated fun. Let's explore each other's bodies and ful...
Seeking Men For Anonymous Head - Pure Pleasure, No Strings Attached. I need to give some anonymous head to men who need it. ? No strings attached, just pure pleasure for both of us. I'll make sure you leave satisfied and wanting more. Let's meet up in a discreet spot and get down to business. I love the thrill of not knowing who you are, just feeling your excitement ...
Seeking Men For No-Strings-Attached Fun With Sexy Trans Woman ? I'm a transgender woman with a craving to plow some ass and have a good time. I'm looking for men who are down for some no-strings-attached fun. Let's get together and enjoy each other's company ?. I'm all about mutual pleasure and making sure we both leave satisfied. So if you're into getting pound...
Kinky Gloryhole Fun - Let Me Suck You Off Discreetly! I am looking to give head in my private gloryhole. Come over and let me take care of you ? I love feeling a hard cock in my mouth, no strings attached. Just unzip, relax, and let me work my magic. I'll make sure you leave satisfied and drained ? Don't worry about who I am, just focus on the pleasure...
Let's Get Naughty: Anonymous Head For Your Pleasure Only! I need to give some anonymous head to guys who need it. I'm all about keeping things discreet and drama-free, just looking to have a good time and satisfy your needs. ?? Whether you're curious, straight, or bi, I'm here to help you out. No strings attached, just pure pleasure for both of us. Let's m...
Sexy Transgender Woman Seeking Hot Guy For Mind-blowing Dick Sucking. I'm a sexy transgender woman looking to get my dick sucked by a horny guy who knows how to handle it just right. I'm craving a deep, wet blowjob that will leave me moaning and begging for more. I want you to wrap your lips around me and show me what you can do ? Let's make each other feel amazing an...
Let's Get Kinky: Trans Woman Wants Dick Sucked By You I'm a trans woman looking to get my dick sucked by a willing guy. I'm clean, chill, and down for some fun ? Let's make each other feel good and enjoy ourselves. No strings attached, just a good time between two consenting adults. I'm open to all types of guys, so don't be shy! Hit me up if you're in...
Kinky Trans Woman Seeking Skilled Men For Mind-blowing Blowjob Fun. I'm a trans woman looking to get a blowjob from men who know how to handle what I'm packing. I want someone who can make me feel good and take care of my needs. Let's have some fun together and enjoy each other's company. I promise to make it worth your while ?. Just be clean, respectful, and ready ...
Hard Cocked Transgender Woman Seeks NSA Fun With Horny Guy. I'm a transgender woman with a hard cock looking to NSA fuck. I'm craving some no-strings-attached action and want to fuck with a horny guy who can handle me. Let's meet up, strip down, and have a wild time together. I'm open-minded and ready to explore all of our naughty desires. Whether you're int...
Trans Woman Seeking Skilled Men For Discreet, Mind-blowing Blowjobs. I'm a transgender woman looking to get a blowjob from men who know how to please. I'm clean, discreet, and ready to have some fun. I love feeling a warm mouth around my cock, making me moan with pleasure. Let's meet up and make each other feel good ? I promise you won't be disappointed. Just looking...
Shy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Massachusetts Area Hello. I'm a married crossdresser in the Massachusetts area. My fem name is Gloria. I'm 28 years old, clean and disease free. I am passable in appearance and voice but the problem is that my wife doesn't approve. She knows but doesn't want anything to do with my crossdressing. I REALLY need to let m...
Shemale Fantasy? Let Me Take Care of That. "Experience your shemale fantasy in real life!"
Hi, I'm Gia, a shemale who loves introducing male trans admirers to the sexy world of shemale sex. I'm available to hook up with you in Massachusetts! No strings and no drama - just great times, so join my page free for instant access!
Shemal...
Throbbing Trans Woman Seeks Man For Intense Anal Action ?? Hey guys, I'm a transgender woman with a throbbing desire to pound a man's ass. ?? I'm looking for a willing partner who can handle my rock-hard cock and is ready for some intense anal action. Let's explore our deepest fantasies together and make each other moan with pleasure. I promise to give you ...
Trans Woman Seeks Hung Men To Destroy Her Ass, No Small Talk. I'm a transgender woman with a craving to get my ass destroyed by some well-hung men. I want you to pound me hard and make me scream with pleasure. I'm looking for guys who know how to handle a girl like me and can give it to me rough. No need for small talk, just come over and let's get down to bus...
Throbbing Surprise: Trans Woman Seeks Horny Men For Wild, Anonymous Fun. I'm a sexy transgender woman with a throbbing surprise down below, looking to anonymously fuck with some horny men. I'm not interested in small talk, just want to get straight to the point and have a wild time together. Let's explore each other's bodies and fulfill our deepest desires without any st...
Kinky Gloryhole Fun - Come Get Your Cock Sucked Now! I'm looking to give head in my private gloryhole. It's a discreet and safe setup where you can come over, slide your cock through the hole, and let me take care of the rest. I love feeling you throb in my mouth as I work my magic ?. No need for small talk, just feed me your dick and let me make you ...
Mind-blowing BJ Expert Ready To Make You Explode Like Never Before I need to give a mind-blowing blowjob to any man who can handle it. I've got the skills and the desire to make you explode like never before. ?? No need for small talk, just come over and let me take care of your needs. I'll make sure you leave satisfied and wanting more. Let's have some fun togethe...
Trans Woman Seeks Men To Destroy Her Ass And Make Her Scream With Pleasure. I'm a transgender woman looking to get my ass destroyed by some horny men. I want you to pound me hard and make me scream with pleasure. I'm craving a rough and wild time, so if you're into that, hit me up. Let's have some fun together and make all our wildest fantasies come true. I promise you won'...
SHEMALE BEAUTY Ready to Eat Your Manhood Now! ππ¦ Hey there! I am Blanca, a shemale beauty queen who can take top or bottom. I am ready to eat your manhood now. ππ¦ We can do bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try and you may never go back. Message me @BlancaShema...
Mind-blowing Blowjob Wanted From Horny Guy For Sexy Transgender Woman. I'm a sexy transgender woman looking to get a mind-blowing blowjob from a horny guy. I'm craving that feeling of your warm mouth wrapped around my throbbing cock, taking me deep and making me moan with pleasure. I want to feel your lips and tongue work their magic on me until I explode ? in ecstasy....
Seeking Discreet, Anonymous Fun At My Private Gloryhole. Get Serviced Now! I'm looking to give head in my private gloryhole. Come by for a discreet and anonymous experience. I love feeling you get hard in my mouth and hearing your moans of pleasure as I work my magic. Let's make it a quick, no-strings-attached encounter where we both leave satisfied. It's all about mutual ...
Horny Trans Woman Seeks Tight Asses For Hard Pounding Fun I need for some tight asses to plow. I've got a hunger for some good ol' fashioned pounding and I need a willing participant to satisfy my craving. ?? If you're into getting drilled by a sexy transgender woman with a rock hard cock, then look no further. I'll make sure you leave satisfied and beggin...
Trans Woman Seeks Men To Plow Me Deep, Fulfilling Fantasies. I'm a transgender woman with a craving to get plowed by men who know how to handle what I've got. I want to feel you deep inside me, pounding away until we both explode with pleasure. No judgments, just pure, unadulterated fun between consenting adults. Let's explore each other's desires and make ou...
Trans Woman Offering Mind-blowing Blowjobs For Men Seeking Unique Pleasure. Hey, I'm a trans woman with a little extra something to offer. I'm looking to give mind-blowing blowjobs to men who appreciate a unique experience. ??
I love making you feel good and taking care of your needs. Let me show you what my talented mouth can do. ?
If you're in need of some discreet fun ...
Kinky Trans Woman Seeks Bottoms For Hardcore Pounding Fun ? I need for some willing bottoms who can handle a real pounding. I'm a transgender woman packing heat and ready to destroy some ass. ? If you're into rough, no-holds-barred action, then I'm your girl. Let's make all your wildest fantasies come true together. Whether you're a newbie or a seasoned pro,...
Throbbing Trans Woman Ready To Fulfill Your Deepest Desires Tonight I'm a horny transgender woman with a throbbing surprise between my legs, looking to anonymously fuck with some willing men. I want to feel your hands all over my body as we explore each other's desires in the heat of the moment. Let's lose ourselves in pure ecstasy as we pound away at each other lik...September 14th, 2025
Kinky Trans Woman Seeks Bondage Partner For Wild, Dominating Fun! I'm a kinky trans woman who's craving some bondage play with a willing partner. I love being tied up and dominated, so if you're into that, we'll have a blast together. I want to explore our deepest desires and push each other's boundaries in the bedroom. Let's get creative with ropes, handcuffs, an...
Trans Woman Seeking Skilled Guy For No-strings Blowjob Satisfaction ?? Hey, I'm a transgender woman looking to get a blowjob from a guy who knows how to handle things. I'm all about having a good time and making sure we both leave satisfied. No need any awkward small talk - let's just get down to business ?
I'm open-minded and down for some fun, so if you're into plea...
Trans Woman Seeks PNP Fun With Adventurous Guys For Wild Exploration. I'm a trans woman with a craving to PNP and looking for guys who are down to get wild. I want to feel your hands all over me as we explore each other's bodies. Let's forget about the world outside and just focus on having a good time together. I'm open-minded and ready to try new things, so don't be...
Trans Woman Seeks Men For NSA Fun. Let's Explore Desires. I'm a transgender woman with a craving for some NSA fun. I'm looking to fuck with men who can handle what I've got. No strings attached, just pure pleasure. Let's explore each other's desires and make each other feel amazing. I want to be pounded hard and deep until we both reach the ultimate climax...
Trans Woman Seeking Skilled Guy For Blowjob Fun, No Small Talk. Looking to get a blowjob from a guy who knows how to handle what I'm packing. I'm a transgender woman with a little something extra down below, ready to be pleased. Let's have some fun together and make each other feel good. I'm clean, discreet, and looking for someone who can give as good as they g...
Penny Non-Op TS Bottom or Top | Massachusetts Hey, I am Penny, a non-op TS who can switch top or bottom for your pleasure, and I aim to please! I am recently new here and I am pretty nicely endowed! Send me a message online @PennyTSswitch!!
I'm a mixed race trans sweetheart, looking for a nice gentleman who will enjoy being with me. I'm tired ...
Gloryhole Fun: Let Me Worship Your Cock With No Strings Attached ? I'm looking to give head in my private gloryhole. Come over and let me take care of you ? I'll make sure you leave satisfied and drained. No strings attached, just pure pleasure for both of us. Slide your cock through the hole and let me work my magic. I love feeling you throb in my mouth as I worsh...
Sexy Trans Woman With Throbbing Surprise Seeks NSA Fun With Men. I'm a sexy trans woman with a throbbing surprise between my legs, looking to NSA fuck with horny guys who can handle it all. I'm not here for games or drama, just pure adult fun. ?? If you're into exploring new things and living out your wildest fantasies, then I'm your girl. Let's get straight to t...
Ass-destroying Man Wanted To Pound Me Hard And Deep Tonight ? I'm looking to get my ass destroyed. I want a man who can pound me like there's no tomorrow. I'm a transgender woman with a hunger for some rough action. Let's make this an unforgettable experience ?. I'm ready to be drilled hard and deep until I can't take it anymore. No need for small talk, just c...
Kinky Trans Woman Seeks Skilled Guy For Mind-blowing Oral Pleasure. I'm a transgender woman looking to get a blowjob from a guy who knows how to handle things ?. I'm clean, discreet, and ready to have some fun. I love feeling a hard cock in my mouth and giving pleasure in return. Let's make each other feel good and enjoy the moment together. No judgments, just pure ...
Trans Woman Seeks Blowjob From Willing Guy, No Strings Attached. Hey, I'm a transgender woman with a little extra down below, and I'm looking to get a blowjob from a willing guy. I'm clean, discreet, and just looking for some fun without any strings attached. I promise to return the favor ?
If you're into giving head and want to have a good time, hit me up. Let'...
Hung and Big Busted Tranny Babe with Added Surprise! πππ Tammy non-op tranny, age 39, big yummy tits!! ππ Well hung π just waiting to be discovered in my panties (also yum!). Everything works, clean and so cute!! What more could you want in a gurl?!! Let's swap pics and numbers. Message me @Tammy39T and we can talk and meet! Send your recent...
Throbbing Trans Gal Seeks Anonymous Oral Pleasure With Eager Guys I'm a kinky trans gal with a throbbing surprise between my legs, and I need for some discreet fun. I'm looking to get anonymous head from eager guys who know how to handle a lady like me. No strings attached, just pure pleasure and satisfaction. ?? If you're into giving mind-blowing oral and love th...September 13th, 2025
Let's Make A Splash Together - Kinky Trans Woman Seeks Watersports Enthusiasts I'm a kinky trans woman who's into watersports and looking for men who are into the same. I love the feeling of warm pee cascading over my body, and I want to share that experience with someone who gets off on it too. ?? If you're down to get wet and wild with me, hit me up so we can make a splash t...
Mind-blowing Anonymous Head - Satisfaction Guaranteed! Let's Meet Up Now. I need to give some mind-blowing anonymous head. No strings attached, just pure pleasure for both of us. ?? I want to make you feel good and leave you satisfied. Let's meet up, have some fun, and part ways without any complications. I promise to keep it discreet and drama-free. Just sit back, relax,...
Trans Woman Seeking Hot, Horny Men To Pound Me Hard. I'm a transgender woman with a craving to get plowed by some hot, horny men. I want you to pound me like there's no tomorrow and make me scream with pleasure. Let's have a wild time together and explore our deepest desires. I'm open-minded and ready to fulfill all your fantasies. So if you're lookin...
Heyyy! π It's Crystal 27 y/o Hot Trans Fem | Massachusetts Heyyy there! Thanks for checking my ad. I'm Crystal and I am 27. I'm fairly new to the Massachusetts area and want to get to out explore the area. I'd love make some new friends and maybe find romance! I am a masseuse with great hands, hot body, in great shape, and well hung and totally functioning....
Kinky Trans Woman Craving Deep Pounding Action Seeks Horny Men. Looking to get fucked by some horny men who know how to handle a girl like me. I'm a sexy transgender woman with a craving for some deep pounding action. Let's make each other moan and scream with pleasure all night long. I want you to take control and show me what you've got between those legs. No ...