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Long Island, New York Transgender Casual Encounters

Looking for trans hookups in Long Island, New York? 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.

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Latest Long Island, New York Transgender Ads

60 active listings • Page 1 of 2
September 15th, 2026
πŸ’Ž Playful Trans Beauty Seeking a Generous Gentleman

πŸ’Ž Playful Trans Beauty Seeking a Generous Gentleman

A little about me: Hi there! I’m a sweet, playful trans woman in my early 20s who loves good energy, great chemistry, and nights that turn into unforgettable memories. I’m a bit of a baby at heart 🍭 and I enj...

πŸ”’ Contact info available to members only. Membership is free!
Mind-blowing Head For Discreet Pleasure - No Strings Attached Satisfaction.

Mind-blowing Head For Discreet Pleasure - No Strings Attached Satisfaction.

I need to give some mind-blowing head to guys who are down for a good time. No strings attached, just pure pleasure. I'll make sure you leave with a smile on your face ? Let's keep it anonymous and discreet - no need for...

πŸ”’ Contact info available to members only. Membership is free!
SHEMALE BEAUTY Ready to Eat Your Manhood Now! πŸ†πŸ’¦

SHEMALE BEAUTY Ready to Eat Your Manhood Now! πŸ†πŸ’¦

Hey there! I am Blanca, a shemale beauty queen who can take top or bottom. I am ready to eat your manhood now.  πŸ†πŸ’¦ We can do bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my...

πŸ”’ Contact info available to members only. Membership is free!
Let's Get Naughty: Anonymous Head For Your Pleasure Only!

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 ...

πŸ”’ Contact info available to members only. Membership is free!
Gloryhole Fun: Let Me Worship Your Cock With No Strings Attached ?

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 th...

πŸ”’ Contact info available to members only. Membership is free!
Shemale Fantasy? Let Me Take Care of That.

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 Long Island! No strings and no...

πŸ”’ Contact info available to members only. Membership is free!
⚠️ Warning: This Ebony TS Beauty Is Hard to Forget

⚠️ Warning: This Ebony TS Beauty Is Hard to Forget

A little warning… I tend to leave a lasting impression. πŸ˜‰View My Ebony TS Profile Here I’m more than just a pretty face. I’m a confident Ebony TS woman who enjoys playful teasing, captivating attention...

πŸ”’ Contact info available to members only. Membership is free!
Let's Get Wet And Wild - Piss Play Fun With Men

Let's Get Wet And Wild - Piss Play Fun With Men

I'm looking to piss play with men who are into some kinky fun. I love the feeling of warm pee on my skin and the thrill of exploring this taboo fetish. Let's indulge in our wildest desires and make each other moan with p...

πŸ”’ Contact info available to members only. Membership is free!
Destroy My Ass And Make Me Scream With Pleasure Tonight!

Destroy My Ass And Make Me Scream With Pleasure Tonight!

I'm looking to get my ass destroyed by some horny men who know how to handle a transgender woman like me. I want you to pound me hard and make me scream with pleasure. Let's explore our wildest fantasies together and mak...

πŸ”’ Contact info available to members only. Membership is free!
Trans Woman Seeks Hung Men To Destroy Her Ass, No Small Talk.

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 ...

πŸ”’ Contact info available to members only. Membership is free!
πŸ’‹ Sweet Looks, Wild Energy – TS Beauty Waiting

πŸ’‹ Sweet Looks, Wild Energy – TS Beauty Waiting

Sweet on the surface… a little wicked underneath. πŸ˜‰View My Trans Dating Profile Here  TS Beauty seeking fun beauty for times when beauty is needed. Imagine a pair of stockings, a pair of high heels, a body hu...

πŸ”’ Contact info available to members only. Membership is free!
Sexy Trans Woman Seeks Horny Guys To Pound Her Deep. Let's Explore Our Wildest Fantasies Together ??

Sexy Trans Woman Seeks Horny Guys To Pound Her Deep. Let's Explore Our Wildest Fantasies Together ??

I'm a sexy trans woman looking to get fucked by some horny guys who know how to handle a lady like me. I love feeling a hard cock pounding deep inside me, making me moan with pleasure. Let's explore our wildest fantasies...

πŸ”’ Contact info available to members only. Membership is free!
Experience Ultimate BDSM Pleasure With A Dominant Transgender Mistress Now.

Experience Ultimate BDSM Pleasure With A Dominant Transgender Mistress Now.

I'm looking to BDSM play with men who can handle a dominant transgender woman like myself. I want to explore all my kinky desires and push boundaries with someone who can match my intensity. I crave the feeling of being ...

πŸ”’ Contact info available to members only. Membership is free!
Powerful African-Queen Dominatrix in Long Island, New York

Powerful African-Queen Dominatrix in Long Island, New York

Professional Domme Desiree is interviewing subs. My Long Island 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 w...

πŸ”’ Contact info available to members only. Membership is free!
Long IslandπŸ’‹Your Playful TS Dream Girl

Long IslandπŸ’‹Your Playful TS Dream Girl

Hey sexy… it’s Tina, your sweet and seductive TS dream girl ready to connect and share some exciting energy. 😘πŸ”₯ Let's Get to Know Eachother!! I’m playful, confident, and love meeting men who know how t...

πŸ”’ Contact info available to members only. Membership is free!
Sexy Trans Woman With Throbbing Surprise - Private Gloryhole Fun!

Sexy Trans Woman With Throbbing Surprise - Private Gloryhole Fun!

I'm a sexy transgender woman with a throbbing surprise looking to give head in my private gloryhole. Come over and let me take care of your needs. I love feeling you get hard in my mouth and hearing you moan with pleasur...

πŸ”’ Contact info available to members only. Membership is free!
Explore Your Desires With A Trans Woman Hungry For Fun

Explore Your Desires With A Trans Woman Hungry For Fun

I'm a transgender woman with a hard cock looking to fuck a man's ass. I want to pound you deep and make you moan with pleasure. Let's explore each other's desires and have a wild time together. I'm open-minded and ready ...

πŸ”’ Contact info available to members only. Membership is free!
September 14th, 2026
Sexy hung and big busted Long Island shemale πŸ†πŸ’¦

Sexy hung and big busted Long Island shemale πŸ†πŸ’¦

Hung and Busty Shemale in Long Island Hey, I'm Tammy, age 33, 38DD, well endowed lady stick, and so cute!! What more could you want in a gurl?πŸ†πŸ’¦Send your pics for mine and check my profile @Tammy38DD so we can talk and m...

πŸ”’ Contact info available to members only. Membership is free!
Gorgeous Preop Shemale Krystale Visiting Long Island

Gorgeous Preop Shemale Krystale Visiting Long Island

I am Krystale, a preop shemale, not really planning on going any further with transition because I love being a functional shemale. It is truly the best of both worlds! I am visiting and lonely here in this new place. Wo...

πŸ”’ Contact info available to members only. Membership is free!
Throbbing Surprise: Trans Woman Seeks Horny Men For Wild, Anonymous Fun.

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. ...

πŸ”’ Contact info available to members only. Membership is free!
Seeking Men For Anonymous Head - Pure Pleasure, No Strings Attached.

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 busin...

πŸ”’ Contact info available to members only. Membership is free!
Let's Get Kinky: Trans Woman Wants Dick Sucked By You

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 consentin...

πŸ”’ Contact info available to members only. Membership is free!
Mind-blowing Blowjobs For Guys Who Can Handle It, Satisfaction Guaranteed!

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. ?...

πŸ”’ Contact info available to members only. Membership is free!
Anonymous Trans Woman Craving Deep, Raw Pleasure - Let's Explode Together

Anonymous Trans Woman Craving Deep, Raw Pleasure - Let's Explode Together

I'm a trans woman with a craving to get fucked anonymously. I want to feel you deep inside me, pounding away until we both explode. No need for small talk, just raw, primal pleasure. Let's meet up and satisfy our desires...

πŸ”’ Contact info available to members only. Membership is free!
Exotic Asian Queen in Long Island Now

Exotic Asian Queen in Long Island Now

Asian Transexual visiting Long Island  Stunning Asian TS Queen - Talia, age 25. Non op, functional, loves sex and is an unselfish satisfier. Nice build with long slender legs to wrap around you. Message me @Tal...

πŸ”’ Contact info available to members only. Membership is free!
Heyyy! 😍 It's Crystal 27 y/o Hot Trans Fem | Long Island, New York

Heyyy! 😍 It's Crystal 27 y/o Hot Trans Fem | Long Island, New York

Heyyy there! Thanks for checking my ad. I'm Crystal and I am 27. I'm fairly new to the Long Island 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...

πŸ”’ Contact info available to members only. Membership is free!
Sexy ShemaleπŸ’Ž Ready to Rock Your World!

Sexy ShemaleπŸ’Ž Ready to Rock Your World!

If you would like to have some fun in your local area with a very lovely Transgender girl, then I am your TGirl! I like to meet with men who know there own minds, and will know pretty much what they are looking for in an...

πŸ”’ Contact info available to members only. Membership is free!
Come Experience Mind-blowing Blowjobs From A Kinky Transgender With A Surprise!

Come Experience Mind-blowing Blowjobs From A Kinky Transgender With A Surprise!

I need to give some mind-blowing blowjobs. I'm a transgender woman with a little extra surprise down below, ready to show you a good time. I love making guys squirm with pleasure as I work my magic. ?? I promise to take ...

πŸ”’ Contact info available to members only. Membership is free!
Shy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Long Island, New York Area

Shy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Long Island, New York Area

Hello. I'm a married crossdresser in the Long Island 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...

πŸ”’ Contact info available to members only. Membership is free!
Let's Get Kinky: Trans Woman Wants Anonymous Hard Cock Action

Let's Get Kinky: Trans Woman Wants Anonymous Hard Cock Action

I'm a transgender woman looking to get fucked anonymously. I want to feel your hard cock deep inside me, pounding me until we both explode. No need for small talk, just pure pleasure and satisfaction. Let's meet up, have...

πŸ”’ Contact info available to members only. Membership is free!
Seeking NSA Fun - Trans Woman Wants Anonymous Head From Men.

Seeking NSA Fun - Trans Woman Wants Anonymous Head From Men.

I need for some no-strings-attached fun. I'm a transgender woman with a little extra something down below, looking to get anonymous head from willing men. I'm not interested in small talk or getting to know each other - ...

πŸ”’ Contact info available to members only. Membership is free!
Trans Woman Seeking Hot, Horny Men To Pound Me Hard.

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 desir...

πŸ”’ Contact info available to members only. Membership is free!
Anonymous Head For Guys Who Need It. No Strings Attached Pleasure.

Anonymous Head For Guys Who Need It. No Strings Attached Pleasure.

I'm looking to give anonymous head to guys who need it. No strings attached, just a good time for both of us. I love the thrill of not knowing who you are, just feeling you in my mouth. Let's meet up, get off, and go our...

πŸ”’ Contact info available to members only. Membership is free!
πŸ’‹ Late Night TGirl Fantasy Awaits

πŸ’‹ Late Night TGirl Fantasy Awaits

It’s late. You’re still awake. Something about the night has you craving a little excitement… something different. 😏- View My TGIRL Dating Profile -  I’m the kind of TS fantasy girl who brin...

πŸ”’ Contact info available to members only. Membership is free!
Sexy Trans Woman Ready To Plow Your Ass Hard ??

Sexy Trans Woman Ready To Plow Your Ass Hard ??

I'm a transgender woman with a hard cock and I'm looking to plow some ass. I want to feel you squirming underneath me as I thrust deep inside you. Let's make each other moan and scream with pleasure. ?? If you're into ge...

πŸ”’ Contact info available to members only. Membership is free!
September 13th, 2026
Trans Woman Seeks Blowjob Enthusiasts For Discreet, No-strings Fun ??

Trans Woman Seeks Blowjob Enthusiasts For Discreet, No-strings Fun ??

Hey, I'm a transgender woman looking to get a blowjob from guys who are into it. I'm clean, discreet, and just looking for some fun without any strings attached. I love the feeling of a warm mouth around my cock, and I p...

πŸ”’ Contact info available to members only. Membership is free!
Seeking Anonymous Head? Let's Fulfill Your Wildest Fantasies Tonight ?

Seeking Anonymous Head? Let's Fulfill Your Wildest Fantasies Tonight ?

I need for some fun, looking to give anonymous head to guys who need a good time. No strings attached, just pure pleasure. I'm discreet and down to get you off in any way you desire. Let's make this a night to remember ?...

πŸ”’ Contact info available to members only. Membership is free!
Sexy Trans Woman With Throbbing Surprise Seeks NSA Fun With Men.

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 an...

πŸ”’ Contact info available to members only. Membership is free!
Seductive Trans Woman Ready To Plow - Let's Get Wild!

Seductive Trans Woman Ready To Plow - Let's Get Wild!

I'm a transgender woman with a craving to plow some ass. I'm looking for men who are down for a good time and ready to get pounded. I want to feel you squirm beneath me as I take control and give you the ride of your lif...

πŸ”’ Contact info available to members only. Membership is free!
Horny Trans Woman Ready To Fulfill Your Wildest Desires ??

Horny Trans Woman Ready To Fulfill Your Wildest Desires ??

I'm a horny trans woman with a hard cock looking to NSA fuck. I want to feel your hands all over me, exploring every inch of my body. Let's get lost in the moment and fulfill each other's desires. I'm open-minded and rea...

πŸ”’ Contact info available to members only. Membership is free!
Destroy My Trans Ass And Make Me Scream With Pleasure!

Destroy My Trans Ass And Make Me Scream With Pleasure!

I'm a trans woman with a craving to get my ass destroyed by some horny guys. I want you to pound me hard and make me scream with pleasure. Let's have a wild time together and fulfill all our dirty fantasies. I'm open to ...

πŸ”’ Contact info available to members only. Membership is free!
Let's Get Wild: Anonymously Fulfill Fantasies And Explore Desires Together.

Let's Get Wild: Anonymously Fulfill Fantasies And Explore Desires Together.

I'm looking to anonymously fuck with men who are down for a good time. I want to feel your hands all over my body as we explore each other's desires. Let's make this encounter unforgettable as we lose ourselves in the he...

πŸ”’ Contact info available to members only. Membership is free!
πŸ’Ž Confident Ebony TS Beauty Seeking a Bold Man

πŸ’Ž Confident Ebony TS Beauty Seeking a Bold Man

If you’re someone who prefers real connection over endless small talk, then we’re already on the right track. πŸ˜‰I’m a curvy Ebony TS woman who loves attention, enjoys playful chemistry, and knows how to ...

πŸ”’ Contact info available to members only. Membership is free!
Trans Woman Seeks PNP Fun With Adventurous Guys For Wild Exploration.

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 havin...

πŸ”’ Contact info available to members only. Membership is free!
Trans Woman Seeking Skilled Guy For Blowjob Fun, No Small Talk.

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 g...

πŸ”’ Contact info available to members only. Membership is free!
Sexy Trans Woman With A Surprise - Private Gloryhole Fun!

Sexy Trans Woman With A Surprise - Private Gloryhole Fun!

Hey, I'm a sexy transgender woman with a throbbing surprise between my legs. I've got a private gloryhole set up and I'm looking to give some mind-blowing head to horny men who need to release some tension. ?? Come over ...

πŸ”’ Contact info available to members only. Membership is free!
Let's Get Wild: Seeking Discreet Fun & Anonymous Head Play

Let's Get Wild: Seeking Discreet Fun & Anonymous Head Play

I need for some discreet fun - I want to get anonymous head from guys who are down to play. No strings attached, just a good time. ?? Let's meet up somewhere private and get straight to it. I'm all about mutual pleasure,...

πŸ”’ Contact info available to members only. Membership is free!
TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy

TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy

Trans girls in Long Island Want to meet sexy TGirls, transgender women or trans woman? Transdate is a great site to meet and connect with TGirls, as well as with sexy and open-minded men looking to date and flirt with th...

πŸ”’ Contact info available to members only. Membership is free!
September 12th, 2026
Penny Non-Op TS Bottom or Top | Long Island, New York

Penny Non-Op TS Bottom or Top | Long Island, New York

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 sw...

πŸ”’ Contact info available to members only. Membership is free!
Anonymous Fun: Ready To Be Pounded Hard And Deep, No Strings Attached.

Anonymous Fun: Ready To Be Pounded Hard And Deep, No Strings Attached.

Looking to get fucked anonymously by men who know how to handle a lady like me. I'm ready to be pounded hard and deep, no strings attached. Let's meet up, have some fun, and then go our separate ways. Discretion is key, ...

πŸ”’ Contact info available to members only. Membership is free!

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