Boston Men Seeking Men Classifieds
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Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA
- December 25th, 2025
I am a hot lil sissy living in Boston - HMU!... Black Sissy Boi in Boston
Checking this out online, never been at this before. I'm Charles a black male, 155, five foot 5, w long and skinny as you can see in my hot profile pics. Just looking for a little sexy adventure here in the Boston vicinity. Click here for more of me......
College Guy Looking For A Fuck Buddy In Boston Are you near Boston? I am looking for a fuck buddy to fuck around with from time to time. It would be great if you had a place, or we can do car stuff. I am 20, fit, 165 lbs and 5ft 8. Prefer men under 45, but men can be hot at any age. Love uncut guys, but it's not required. Send me a message and w...
Henry your Puerto Rican Stud for Local Man Puerto Rican male for male in Boston
I am Henry, from Puerto Rico and I am living local and wish to meet you. I am friendly, sexy with a big dick that is sure to please. I'm easy going and like to have fun. I'm very much sexually adventurous so I can please you much. Check my profile @RicoHenr...
Not exactly out yet. Need discreet NSA... Mixed mexican/white male 29yrs, professional divorced with two kids. I am looking to explore my bi-sexual curiousity in the Boston area with the right man and see if there is anything there. If you can be discreet and are interested then please come see me by clicking here....
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...
Gay Dating – Boston, Massachusetts – Brains, Brawn & Blowouts in Back Bay 🍀📚 Boston men, come correct. A 33-year-old Harvard alum with a dirty mouth, a gym-toned body, and a craving for strong, smart men who know how to dominate the conversation and the bedroom. My Gay Dating Profile Here -
Let’s start innocent—coffee in Beacon Hill, cocktails...
F/M seeking love and fun Female to Male Trans Man in Boston
My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. This feels right and 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 othe...
Sexy Twink Seeks Thug in Boston... I got a strong thing for thugs lately, maybe a phase, but that's what I crave right at the moment. I'm a well endowed twink 22 years old, 5'9, living in Boston and want a sexy thug to give it to me hard and use me. I'm def bottom sub, good fit. If you are all about thug life and want to pound me the...
Asian Twink Looking for Big Gay Top Man in Boston... Hey guys I'm Lin-Ho, hairstylist, 22, 150 pounds, 5'6 from Korea and have been here in Boston for over 10 years. I love big dominant hairy American men. I mostly see women all day in the saloon and would love to spend time with a strong gay man. No really looking for a hookup, but more of a serious ...
Black Circus Dick Looking To Top A Fags Hole In Boston. 12 inch, uncut, black, monster, circus dick looking for a power bottom that knows how to take it long and hard in {CIty}. I like a nice fat ass that I can watch bounce while I go at it all night long. I can host or travel. I'd love to see you bent over my bed as you watch yourself in my mirror as I ...
Boston Musician wants to funk you up! Gay Musician 4 Fun in Boston!
I'm Gig (real name) living and working here in Boston. I'm a cross between Little Richard and Prince baby! Not the serious type and love to party. (music, sex, 420 and drinks) I'm always down for some music playin and singing. But, I'm really here for the men. Loo...
Mark, 33 Love country music and driving my truck Hey, the name is Mark and I am a country boy now living in Boston, age 33, a mechanic and I love to drive my truck out on the open roads. Sometimes I take a blanket and a beer and hang out at my favorite lake a few miles from my house in the Boston area. I am self sufficient and I am wanting to meet...
Bi-curious Hispanic Man Wants to Try it in Boston... Hi I'm Marco 21 years old, 5'8, 150 pounds, muscular, black hair, brown eyes, Latino, never been with a man before and need an experienced gay man to show me how it goes. I always had the urge since I can remember, but I loved women too. So, I suppose I need answers as to what I am. Please be patien...
Smoke and Leather! Smoke and leather go together. I'm Toby, 32yrs, 6'0, 200 pounds, extra large, living in the Boston area, a hairy thug, def top gay man wanting to pound gay, bisexual and bi-curious men. Just be ready to pleasure me while I chain smoke. I don't care if you smoke or not just be damned grateful that yo...
Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Boston
I am a gay male, bit of a thugish/bear into all sorts of BDSM, Fetish, Kink and some role play. I host and am seeking sissibois, twinks and queens for some extra sensual and painful fun. Your welcome, my pleasure! I have all the tools necessary in my Boston dungeon to h...
Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Boston
I am Dajuan, age 31 black male, and I am tall and long as in exceptionally well endowed. You may be shocked but you will not be disappointed. I am from Jamaica and I am here in Boston looking for men who want a hot, sexy date. I'm clean, disease free, no addictions, ath...
SciFi lovin' guy getting lonely in Boston I love SciFi TV and movies. I am Will. I am 31, tall and muscular with light brown hair, grey eyes and tan skin. I work and I have a nice home and car. I never seem to have time to get out and mingle. I need a friend with benefits! Send me a private message to @WillSciFiFan if you want to swap ...- December 24th, 2025
Blond Twink Need My Smooth Ass Fucked I am ass up, face down and looking to be fucked anonyumosly. You walk in, slide it in and spill your load deep inside me. All ages and races welcome. Looking to see how many loads I can collect today. I am 19, 5,9 160lbs with a nice smooth bubble butt that needs your attention. Hit me up.
FREE Gay ...
Small, smooth body big heart Smooth 19 years old in Boston
Hey guys, I am Jon and I am 19 years old, smooth, slight build but fit. I like to do karaoke, dance and travel. I love to explore the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus I can cook a great meal! Check out my profil...
🌶️Male Seeking Male – “What Are You Into?” Everything. Now Come Over. 🍑🖤 You have me as your hidden secret while I am your deepest sexual desire which will cause you to have morning soreness and a pleased expression 😘 I enjoy oral fixation while practicing roleplay and light dom/sub games with an interest in power dynamics and extended filthy nights ...
Spanish Speaking Handsome Guy Hola a mis chicos. Estoy buscando a un hombre que esté en forma y musculoso que le guste jugar y comer. Me encanta cocinar. ¿Quieres que te prepare la cena? ¡Lo haré! Golpéame. @ChicoGuapo32
Hello my guys. I am looking for a man who is fit and muscular who likes to...
💦Male for Male – NSFW Only: You Dom, I Submit. Period. 😈🖤 The advertisement is not intended for casual greetings. This is: You top. I bottom. You take. I give. You tell me what to do. I do it. Simple. Dirty. Hot. View My Gay Dating Profile Here - ❤️✨
I completely submit to all things kinky while being body-positive and ready to sur...
I'm Your Sexy Guy... ALSO BI 🍆💦 Boston I am here to rub you down to a state of complete relaxation and release from all your stress. I am a student of somatic massage and would love to use my techniques all over you. I only do out-call at the moment. I am located in Boston but I am happy to travel anywhere,,,
Gay M4M - Deep Rub,...
MALE STUD FOR HOT ACTION - Boston Area 😈🔥👬 Get Ready for the Fuck of Your Life! 🍆
Hi there! I'm Mason and I'm ready to get down and dirty with you. I am only into top. I love it all - pounding your ass, playing with sex toys, kink play, and watching you gagging on my throbbing dick until my cum explodes in your mouth. 🍆💦
I'm a kin...
SUGAR DADDY 🍭👨🦰 💦Looking 4 Play Boy M4M Hey there babe, I'm a 25 year old male who is searching for another guy to play with and spoil. I'm strong and muscular, I drive a beautiful car, I can take you to do things you've always desired 🤑 It turns me on so damn much to find a cute little man to play with and take care of. Let me be D*dd...
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...
Alex's Huge Throbbing Cock in Boston 💦💦 New to the scene, willing to try anything!
Thanks for checking my ad. I'm new to this. My name is Alex (hmu @AlexThrobbingCock4u) and I love fucking and getting my huge throbbing cock stroked and sucked to completion. I'm single but not totally out yet so please be discreet. At the same time, I'm a...
King of your heart waiting for you in Boston Abe, 32, local in the Boston area, own my own business. I work hard and play hard. I am looking for a gentle guy who is understanding and kind. I love to laugh so you have to be funny, plz. Not all the time, but you need a good sense of humor. Life is too fun to be serious all the time. Message me @...
Black man, 31 needs good boyfriend Black Daddy in Boston area
Man, I don't know what I am supposed to say here lol....I am Frank and I am 31, clean, fit and single. I am just recently out of a long term relationship with my ex boyfriend. I won't go into detail but we just drifted apart. Anyway, I'm ready to mingle! Locals only in th...
THICK AND HARD🍆✅right now Hi Guys 😉 I'm Super Horny Tonight I'm in Boston and willing to travel My Pix and Profile
COCK SIZE -7INCHAge: 29 years oldName: LEXX 😈🥵Gender: MALELocation: Boston Availability: Incall & Outcall
The Kind of Stuff I Want:
Su...
Fit black dude looking for cream of the crop I am Steve, 34 in Boston. I don't care what color, size or age you are as long as you are legal. No heavy drugs or heavy drinking. Some drinking and 420 is cool with me though. I am just looking for a stand up guy who is kind and thoughtful and likes sex. I am into fitness and riding. Hit me up @Ste...
Professional Wants to Settle down in Boston... Gay Man for Commited Relationship
Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Boston. I'm not too particular about race, religion or political bent really. As long as you are a loving and caring person. If you have a hot temper do not contact. I'm over that crap! Willing...
BOOM! BOOM! BOOM! LET'S GO BACK TO MY ROOM!!! Feisty ginger twink Tad here in Boston looking for a rough bear or thug to take me by force and leave me rekt and satisfied. I'm an Irish gay man with red hair, blue eyes and lots of skills. 22 years old, 5'7, 150 pounds, 7in, good with my mouth and have a tight ass. If you need a ginger twink then ...
James is My Name and F#cking Your Brains Out is My Game! Don't underestimate this Italian/Lebanese twink from Queens. Well endowed top boy (and bottom) will make you tap out and take you to the limit tonight or any other night! I got the endurance to back up my claim and a whole lot of tricks up my sleeve for the right guy. I prefer older bears, but if yo...
Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Boston. Be ready to be rode hard and deep. I'm 6'2, muscular, hairy, blue eyes, black hair, full 8in, and full of fire. I'm gonna make you tap out boy! I'll pick you up on my Harley and take you for a ride you'l...
Looking for Mr. Goodbar... Just out, and just out of the Marines, now a college student and 22 years old gay male living in Boston Looking for experienced well endowed older man to give it to me. I'm 5'11, 180 pounds, blue eyes, brown hair, 7in cut, and in great shape. This is a little awkward, I'm new so be patient with me. ...
💎 Adorable Sugar Baby 💎 Seeking his Generous King 👑 📍 Location: Boston Seeking: A kind/dominant daddy👑 A Little about Me: Hello everyone! I am a sweet, fit blonde with a flirty nature and an appreciation for the good things in life. I enjoy being pampered, looked after and treated like a king. If you ar...
KINKY KENNY FOR HOT MALE-ON-MALE 😈 Horny Man Wanted in Boston 😈
I'm Kenny, a horny gay man from Boston who is on the hunt for some wild and kinky adventures with a local area guy. I love getting down and dirty, exploring all kinds of sexual acts and fetishes. I enjoy giving and receiving blowjobs, rimming, playing with dildos, ca...
Professional Gay Man Relocating to Boston... Hi I'm Avi moving to Boston and I'm looking for a long term commitment, and one day gay marriage in Boston. My ideal guy should be loving, kind, thoughtful and caring person. He may be of any race, any political belief (not too extreme) and of any religion really. If you have a bad temper pleas...
Captain America lookalike in Boston Man for Man in Boston
I even have the shield. I just don't jump from planes right now. Hey, guys, I am Kris and I am muscular and 5' 10". I work out at Elevate Fitness. I like messing with my cars and playing a little b-ball. I am 27 and just want a cool guy to hang with and explore the hottest New...
🔥Gay Hookups – Bedroom Eyes & No Bullsh*t Vibes 💋🍆 Your mama warned you about me yet your dad would secretly appreciate my nature 😈 34, toned, tattooed, and nasty in the best way possible. I seek a genuine male partner who understands my body type through strong hand usage and dominant presence and filthy sexual thoughts.
Your ...
Leather, BDSM and Bondage Lovers Wanted. Looking to host a BDSM & Bondage sex party. All shapes, sizes, ages and positions needed. I have a house out in the country with a private yard that we can do this in. Looking to arrange an all night sex fetish fest. Contact me if you are interested.
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We get you LAI...- December 23rd, 2025
Naughty Black Twink Wants Drive-By Sex... I'm Robin a black male, 21 years old, 5'8, 140 pounds, well endowed, always horny, dirty minded and can't get enough in Boston. Come on by my place and let me suck you off in your car, or come in for a quicky! I live alone and absolutely love having company over. I'm a happy person, funny and love t...
Tatted Dad Looking For His Boy Around Boston 35, hairy, brown hair, brown eyes, 5 ft 10, about 7.5 inches cut. Hippie type guy looking for his "boy" to smoke with. Prefer younger guys but can go older for the right guy. Hey, a hot guy is a hot guy, regardless of age. Mostly top here, but very oral and loves to eat a hot ass. Send me a message ...
Vers, Masculine, Muscled, Looking For A Good Fucking - Host Or Travel Looking for a someone who wants to meetup on the regular. I can host or travel. You need to be discreet just like I am. I have a high level job and I don't need my personal life out there. Age is not an issue, prefer confident men who know what they want int he bedroom. Vers here and LOVES to suck c...
Verse Hung Blond For Some Nasty Fun Tonight Long blond hair, smooth, about 9 inches cut. Vers guy looking for some fun in Boston tonight. Very oral, love to deepthroat. LOVES to eat a hot ass! If you are looking for some vanilla sex hit me up. I can host or travel within about 25 miles from me. Hit me up and see if we are a match. Would love ...
💯REAL💯HANDSOME💯MANLY You ready for some manly gay sex here in Boston? I know I am, I made this ad to make a nice BF to fuck or fuck me.. We can even find some other sexy guys to have some sex with too.. I love partying✨ and having group sex. Do you like to take it or give it? I will give you something to suck on alrig...
💪🍆 I'm All Tha Chocolate You Could Need 💪🍆 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 🍆 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...
29, Swimmers Build, Looking To Fuck Tonight - Host or Travel Title says it all, looking to host or travel. Looking to fuck all night. I am hung with a 9 inch uncut dick. Verse, but more of a top. But if you have a nice cock, I'd be riding you in a heart beat. More into the vibe of the guy than worried about age or looks. Hit me up and see if we are a match.
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Fuck Me Like Your Bitch Won't Let You. (Ass Up/ Face Down/ Anon) I'm not looking for small talk. I'll be ass up, face down, and ready for you to fuck my brains out. Looking for someone that knows how to destroy an asshole. 100% anonymous, I don't care to see your face. All I want is a deep hard fucking until you blow your load all over my guts. The deeper and har...