Boston, Massachusetts Sex Ads and Adult Classifieds

Boston, Massachusetts sex ads and adult classified listings. Select your location below to find adult dating hookups near you. Browse our listings of straight, gay and lesbian dating ads along with trans and swingers classifieds. Many advertisers desire no strings hookups. Others seek occasional or longer term dating arrangements. Search or post for free in BonePage sex classifieds!

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  • December 3rd, 2025
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Boston? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all sorts o...
  • Brunette BBW beauty wants to meet handsome Boston man Hey gentlemen, I am a brunette haired BBW seeking a handsome Boston man. I have curvy figure and long legs. I am early 30's and looking for someone sensual, sexual and fun loving, whether it be dancing, a walk at the park or other sexy things! Message me @Brunette32Boston with your pictures, locati...
  • Open Minded Woman seeking Open Minded Man When I say open minded, I mean in every aspect. I like a mass debate ;-) and I enjoy a good intelligent conversation. I like uninhibited romance and sex!! I am looking for same in a partner. If you enjoy giving great sex just as much as you enjoy receiving, we might be a great match!  Let's sw...
  • Trans Playmate Sex Kitten... Ebony trans woman in Boston wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I am a...
  • Well Endowed Shemale is beautiful Boston 32 Well Endowed Shemale in Boston I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures and pro...
  • Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Boston tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than ...
  • Young, Free and Single but I want to be with Mr. Right. You have got be out there somewhere! I am lonely and I would love to find a funny and happy-go-lucky guy who can be my best friend and lover. I'm hoping you look good in a cowboy hat and jeans! Send me a text to @LonelyinBoston so we can get familiar!  LonelyinBoston...
  • Mature Wealthy Man Looking for Twink Boy Toy... Hello boys I'm Tony 48 years old and been out for 10 years now and take good care of myself. I'm from Cleveland originally, but moved to Boston to start over again after my divorce. I don't really have any baggage with the kids being grown up and off to college. I plan to retire very soon and want t...
  • Heavy Hottie in Boston Seeks NSA... I'm Laurie, a good Irish girl with red hair, blue eyes and big assets all around living in Boston. Seeking a man who won't get too attached and just have some adult fun together. Must love big tits and pay them some attention. That's what has been missing in my past relationship. I want you to sque...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Uncensored Photos Swap Your Pics Live Web Cams Private Messages Sext & Hook Up! Join free for Instant Access to the Trans Profiles  &...
  • Princess Mai Rules Boston! Cruel to be Kind in Boston Come bow down before Princess Mai of Boston and I will rule over you. I will control your life, your comings and goings, and who you can or can't talk to you sneaky little bitch! When I text you better answer and be at my service. It is your duty and pleasure to appease t...
  • Shania Needs Some Sexy Masculine Energy in Boston! Want a Real Man in Boston! Shania here and I'm looking for a certain type of energy to make me feel like a woman. I'm old school in many ways and love to be feminine and treated like a lady. But I'm a lady with needs like anyother and only you can satisfy those needs.  I live here in Boston a...
  • Boston Latina beauty wants love Buscando a un hombre que sepa lo que quiere La gente dice que estoy caliente. Buscando a un hombre que sepa lo que quiere y no tenga miedo de conseguirlo. Escríbeme @ belleza_latina...
  • Lithuanian Lady Likes Lady Love Seeking a beautiful woman to be with. You must be kind and funny and like any kind of music. Tatts and piercings are a turn-on! I love to sit and watch movies and I love music, exploring the Boston area and eating out. Messsage or text @Natalia4LadyLove xoxo, Natalia Username: @Natalia4LadyLo...
  • Fitness Freak has sporty body Hi, this is Teri! I love to work out. I run, I lift weights and I am fit. I am medium height and weight, toned and tan. I have brown eyes and blonde hair. I want a woman who is her own person and financially responsible. If you are a fun type who loves an athletic female partner, take a look at my o...
  • Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Boston. I have a good job, a new truck and I own my house. Life is pretty good and I'm ready to take the next step toward finding love. Could you be who I'm looking for? We'll never know unless you message me.  I am not looking for someone who is going to give...
  • Hey Boy RU Uber Horny Too? Let's Get Together!... I am Hannah, a 24 years old, brunette new to the Boston area, 5'6, big tits, (my best asset) medium build, told that I'm fun, easy to be around, and have a sexy chill vibe. If you live in the general Boston area and think we might have some chemistry, and love big titties then I'm the girl for you. ...
  • Hot chick needs female distraction Will you be my much needed distraction? Hello! I am Lucy and I am so wanting to get out and meet someone who can take my mind off things! Are you caring and a good listener and a good kisser? If you are, hit me up with recent pics and a message @JuicyLucyX I look forward to talking with y...
  • Tantalizing Tina with a HUGE W33NAH! Boston Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Boston men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About me: 29 ...
  • Hello! My name is Alexis in Boston Sex Hookup in Boston If you are looking for someone to entertain you and be your ultimate fantasy girl, that is me. I am hot and sexy and want to hook up with someone with warm feelings and a bright personality.  Send your pic for mine.  AlexisXoXoXo If this ad is online then I'm availab...
  • Super hot guy waiting for girl of my dreams Black Man for Romantic Woman in Boston Dark chocolate man with romantic nature. My name is Dwayne and am 6 feet 3 and well built. I am into sports and I love watching football. Life is good and all but I want to meet a beautiful woman for passion and adventure. Check out my profile @DwayneSeekingRo...
  • Gay Couple Seeks Hot Threesome... Hi all you sexy Bostonian guys, I'm Arli and my partner is Travis (he doesn't want his pic online - he's a cop) Travis is fairly new to the gay scene and is 28 years old, I am 29 and we are seeking a gay man to party with and have some fun. I'm a sub bottom and Travis is def top but can and would do...
  • Latina Chica New in town New in Boston age 28 Latina Chica just moved here. Wants to meet sexy chick for dating and fun. I've never done this before but new location, new me!! I would love some experienced woman to teach me how things work with lesbian and bisexual women. Don't worry, I am a fast learner and I already have ...
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Boston 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!&nbs...
  • Road Head Sally Drivin' Hard in Boston Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Boston. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or park ...
  • Sailing nut wants to meet lady sailor Male for Female Date Wanted in Boston Do you like going out on boats and sailing into the sunset? If you do, give me a call and we can check out the water together. My name is Lewis and I love the water. I do have lots of other interests including coffee shops, microbrews, dining out, music, workin...
  • Upscale T-Girl in Boston Seeking Gentlemen of Taste for Fun... Hello gentlemen, I'm Aspen a t-girl for discerning men who need refined feminine company in public and wild sexual encounters in private. As you might expect I am all you need to satisfy your trans fantasy and make it come true. Whether it's your first time or not I'll make you comfortable and move ...
  • Young, Fun, Perfect body and 36DD looking for nice gent to date Young, Fun, Perfect Body and 36DD 26 yr old looking for fine looking man, with fit physique. Must enjoy sex! I like being active and enjoying life. I'm giving online dating another try. My Pics and Contact Info 36DDblonde Send your photos and mobile# for mine. Tell me a little about yourself...
  • Mature woman who likes to party seeks younger man in Boston Mature Woman for Younger Man in Boston I am a mature but sexy professional advertising executive who needs to find a good man to date. I want someone who likes music, long walks and romantic dinners. I also want someone who can stay up all night and party! Are you that guy? If you have the stamina,...
  • Do you laugh at screaming goats? I'm Dave and studies show that the sexiest women laugh at screaming goats. Are you an animal lover? Like the outdoors? Love a warm fireplace? Enjoy traveling and sightseeing? If so, then you might be the right girl for me. I don't have any particular type of woman that I'm looking for necessarily. I...
  • Trans Woman with Superpowers! What's your superpower baby? Show me yours and I'll show you mine. I'm Scarlett a trans woman here in Boston with the power to make your dreams cum true. I'm sweet, sexy, affectionate, with a big surprise and want you to have your way with me tonight. Don't be shy, this is all about our primal insti...
  • I just want to enjoy life and practice safe sex Hot Woman for Great Sex @KaycieMaine Check my profile KaycieMaine I am a very good woman and I just want a man who can hold down a good conversation and make me laugh. I have integrity and I am looking for true, real love, passion, transparency and honesty. Please respond only if you are look...
  • Cute and Angelic European Lady seeking class and handsomeness I am Amelia (@AngelicLace) and I am European. I am financially independent and looking for a gentleman who is like-minded, equally solvent and has exceptional taste in food, wine and likes to have a very good time. Contact me @AngelicLace! ๐Ÿฅฐ...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Boston Area Hi, my fem name is Gloria. I'm a married crossdresser in the Boston area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play! I'm seeking cross dressing f...
  • Hey Swingers - Come Give Granny Some Sugar!... Try This Hot Granny For A Threesome! Hi I'm Eva looking for a younger couple for a threesome in Boston. As they say age is just a number and I'm a young at heart sexy granny still in her sexual prime. I'm Eva, 63, 5'5, 130 pounds, 36D cup, strawberry blonde hair, blue eyes and rarin' to go honey! I...
  • I'm Troy in Boston - Bi-Curious Looking to Experiment... Bi-curious in Boston Hi guys, I'm Troy here in Boston divorced after 10 years and am entertaining the idea that I might like the gay lifestyle. So, here I am on this site looking for a special kind of man who isn't going to go too fast with me. (is patient) Woman say I'm well hung, but I ...
  • Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Boston Controlled by Cleavage, nipples, areolas, breasts, boobies, tits, hypno, highly suggestible, kinks, fetishes all types. I'm Lenny a 5'9, about 160 pounds, 22 year old single male in Boston here for magic milk bag fantasies. If you have boobies I'm interested! Mu...
  • Latina Beauty needs love in Boston Hola señoras. Soy Juanita y soy local en esta zona. Tengo un trabajo y tengo mi propio auto. Puedo viajar para conocerte si quieres conocerte a mitad de camino. enviarme un mensaje @Juanita4love.  Hello ladies. I am Juanita and I am local in this area. I have a job and I have my ow...
  • Hot Girl Wants To Hang Out With Woman in Boston Are you cute and fun? I'm lonely and looking for good times with someone special. Just send me a message @HotGirl4XXXFun and I will send my recent pictures. ๐Ÿ”ฅ Please send your pics and contact number. Let's text and go from there. Local fem girl looking for local female friend (butch or fem) to ...
  • Nigel 56, Boston new here Male 56 seeks woman in Boston Howdy gals, I am Nigel and I am back on the market after a settlement with an ex and my subsequent relocation. lol. That's life. Now, to find my true one and only love. I am lighthearted and friendly and I love to laugh and be made to laugh. I've been single over a yea...
  • Sweet Guy with a Naughty Side ๐Ÿ˜‡โžก๏ธ๐Ÿ˜ˆ Searching for My Queen Boston Hey there, lovely ladies of Boston! My name is Romeo and I'm on the hunt for my very own Juliet. Are you ready to be swept off your feet by a modern-day romantic? Look no further because I'm right here waiting for you. Swap pics & contact info BostonI may not have a balcony to profess my lo...
  • ๐Ÿ’ช๐Ÿ† I'm All Tha Chocolate You Could Need ๐Ÿ’ช๐Ÿ† Hey I'm new to dating sites but I'm ready to give it a try and see who might message me. I'm wanting to get out and have some fun. Yes I'm black and yes I have a thick ๐Ÿ† but I'm so much more than that. Also I want you to know that I love all shapes and sizes of men, I just want someone I can conn...
  • ๐Ÿ˜‡ ๐Ÿ† ๐Ÿ˜TRANNY COUPLE -Boston- SHEMALE SWINGERS๐Ÿ˜‡ ๐Ÿ† ๐Ÿ˜ Hey babe, are you interested in Shemale or Transsexual Sex? How about a shemale couple looking for you to join? If you want to have some sex and swing with us.. You MUST be willing to do whatever we say. Do you want to play with our cocks and boobies at the same time?. Swap TS Nudes & Conta...
  • Email Boston Shemales Now! ๐Ÿ’Œ Want to Hookup and Find Boston Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you're interested in ๐Ÿ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy fun? I dare...
  • your place or ours? ๐Ÿ  SWINGERS SEEKING SEX PARTNERS in Boston๐Ÿ˜˜ Hey there, I'm Judie from Boston. My husband and I are a fun-loving swinging couple who love to explore our fantasies and indulge in the playful side of life. We adore the thrill of wife swaps, threesomes, and all the excitement that comes with the swing lifestyle. View our nudes!What I love mo...
  • Letโ€™s Flip the Scriptโ€”You Lead, Iโ€™ll Moan ๐Ÿ˜๐ŸŽ€Boston Hey there, lovely ladies of Boston, My name is Wells and I'm on the hunt for someone special to explore this beautiful town with. ๐Ÿ’ซSwap pics & contact info  I'm a thrill-seeker at heart, always on the lookout for my next adventure. Whether it's hitting the slopes together or enjoyin...
  • BOSTON BBW Lover ๐Ÿง๐Ÿง๐Ÿง Seeking Fun Looking for a Handsome Hunk to Sweep Me Off My Feet. BBW HOOKUP!Hey there, handsome! Are you ready to dive into the arms of a curvy goddess right here in Miami? I'm the perfect mix of BBW charm, chubby cuteness, and busty allure. Let's make sparks fly under the Boston lights. Seeking an advent...
  • Discreet Affair ๐Ÿญ๐Ÿง Boston I'm in Boston Massachusetts I want a Discreet/Affair Tonight!๐Ÿคซ๐Ÿคซ๐Ÿคซ My Husband just doesn't make me cum anymore. I'm in Boston, but I'm willing to travel. I need to keep this secret so my husband doesn't find out. So please message me and let's keep this just between us pl...
  • DIVORCED๐Ÿ‘ฉMOM/MILF Hey Love I am an older cute girl Horny for sex ,& I love to kiss and suck your dick. Bareback, Anal, Greek, GFe ,bbjs, kiss I love getting my pussy licked while I suck cock. I can host, but, willing to travel. ๐Ÿ˜˜ I have nasty videos for sell๐Ÿ’‹ I'm 42 Years ๐Ÿ…ณ๐Ÿ…ธ๐Ÿ†…๏ฟฝ...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side ๐Ÿ”ฅ๐Ÿ‘   Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring ๐Ÿ˜˜ I need you to undress me gr...