Massachusetts Men Seeking Women Sex Ads

Browse Massachusetts men seeking women sex ads and adult classifieds to find local men for dating or sex hookups. Contact any of these men to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all men for women classifieds, or post your own adult ad!

Home / Dating / Men > Women

Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA

  • September 6th, 2025
  • Sugar Magnet Looking for His Sugarbaby in Massachusetts... Hi, I'm Matthew a semi-retired Real estate developer recently divorced seeking my sugarbaby for sexy good times and companionship. I have a yacht, penthouse and nice cars, but still something BIG is missing... YOU! I admit, I'm not the best looking guy, but you could do worse. Do you like to travel?...
  • Sweet Guy with a Naughty Side 😇➡️😈 Searching for My Queen Massachusetts Hey there, lovely ladies of Massachusetts! 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 MassachusettsI may not have a balcony to...
  • George, 31, long beard to tickle you with Bearded Man for Non-Bearded Lady in Massachusetts Hey ladies, I am George and I am 31. I have been growing my beard for 3 years and it is nice and long. If you like bearded dude let me know and send me a private message @BeardedGeorge. I'm fun loving, athletic, Alpha type guy, comfortable in my ski...
  • Let’s Flip the Script—You Lead, I’ll Moan 😍🎀Massachusetts Hey there, lovely ladies of Massachusetts, My name is Wells and I'm on the hunt for someone special to explore this beautiful town with. 💫Swap 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 ...
  • Widower seeking affection in Massachusetts Massachusetts Widower Seeking Affection Hello ladies, my name is Jonathan and I am seeking some female company for fun times and affectionate days. It has been a while and I have to face that I'm lonely. I am 52 and still look in my late thirties (I am told) and I am fit and healthy. I love riding ...
  • Fun Loving Couple in Massachusetts Seeks Female for Threesomes... Swingers in Massachusetts Seeks Female Hi, we are Jordan and Riley, a sort of a younger swinger couple in Massachusetts looking to explore threesomes with the right girl who is open to sex with a man and a woman at the same time. We look forward to experimenting with some wild fantasies we have and...
  • You want to date me, right? Man seeking Woman in Massachusetts Hey, thanks for checking out my ad. I am Noel and I am here to let you know that you don't want to miss out on dating me. I am a joker and I love to laugh and make you laugh too. I am a music fan and I love going to live gigs. Who are your favorite musicians? I ha...
  • 🌟 Handsome JOHN Seeking a Spark 🌟 LET'S PLAY SOME Hello there, lovely ladies of Massachusetts! My name is Johann and I am on the lookout for that special someone who can ignite a fire in my heart. 💖Swap pics & contact info I have a passion for exploring the great outdoors, whether it's hiking through the mountains or relaxing by the lak...
  • FtM seeking Princess Bride in Massachusetts FtM seeking Woman in Massachusetts Hi, I'm Andy, age 33, FtM mixed-race transgender man living in Massachusetts. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a&...
  • Super hot guy waiting for girl of my dreams Black Man for Romantic Woman in Massachusetts 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 @DwayneSe...
  • Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Massachusetts. 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 ...
  • Boston Cub Seeks Cougar for NSA... Hi beautiful ladies, I'm Mick, a young (22 years old) relatively inexperienced cub in Boston who is looking for a wild time with a mature woman who isn't into games. I have always found older women to be a real turn on. Maybe it started back in school with my teachers IDK. I'm blonde, blue eyes, 6'0...
  • I'm a rugged man who loves hugs and smokes... I'm Bill and can be a bit wild and off color and I always say what I mean, and mean what I say. I'm looking for a good woman here in Boston who is no nonsense like me, maybe a little sarcastic like me, thick skinned like me, loves to go on adventures like me, and takes care of business like me. I'm ...
  • Ken, 42, lonely for you Male for Female Massachusetts Hi there! My name is Ken and I am 42 and looking for a real nice woman in the Massachusetts area. Send me a message and check my profile @Ken42seeksWoman for my recent pictures and contact info. Let me know about you. I enjoy skiing, hiking, boating, travel, gaming and...
  • I’m willing to lie about how we meet... I am a 32yr old half Hawaiian, Samoan, and half German. Born and raised right here in Massachusetts. I'm 5'11" 190 pounds and have brown hair and hazel eyes. I’m a Disney obsessed, official Netflix movie rater. I’m also a cereal connoisseur and to top it all off I'm an 80’s pop mus...
  • Nice Guy? Yep. Push-Over? Only When You’re Behind Me 😉💦 I'm a hopeless romantic at heart, always looking for ways to show my affection and make you feel like the queen that you are. 💖 I believe in chivalry and treating a lady right, so get ready for some old-fashioned charm mixed with a modern twist. Swap pics & contact infoSo if you're ready...
  • Sailing nut wants to meet lady sailor Male for Female Date Wanted in Massachusetts 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,...
  • I wanna be your friend and lover Mature black man in Massachusetts Howdy, my name is Samuel and I am a mature gentleman looking for a lady who is smart, funny and outgoing. I am 52, widower after 28 years, no kids. I am into riding my bike, the gym, and fishing on weekends. There is just one thing missing - maybe it's you! Do you ...
  • SugarDaddy Needs SugarBaby... Hi ladies I'm Calvin residing here in Boston, and come from old money. Most men from my background wouldn't dare be on here doing this, but I have a plan to be happy. After 20 years of a rather stuffy failed marriage where I had to keep up appearances I figure it's less expensive and much happier to...
  • Hey, any SteamPunkers out there in Massachusetts?... Hi, I'm Brad T. from Massachusetts born and raised. I love everything SteamPunk and am searching for a local woman who appreciates the romanticism of the late Victorian era. I'm 30 years old, love sci-fi, SteamPunk, conventions and events, travel and work. I have a dynamite job working with younger ...
  • September 5th, 2025
  • exciting black guy waiting for you Exciting black guy in Massachusetts I am Herman. I am an active and fit, age 32, black male and I am excited to meet you! Looking for lovely lady of any age but not too young to understand my humor and not too old to keep up ;) I am fit and fast to run with and muscular. Tall and attractive. Want t...
  • What's YOUR Superpower? Hi I'm Gary, a thirty-something well established professional male living in Boston who is looking for a sexy woman and who also loves cosplay and roleplay. It has kept me young at heart and socially active. I love dressing up, going to conventions and I love women, but I don't have a woman right no...
  • I Always Bring Bananas to The Party!... It's a code that only certain women understand. It means I'm ready for a hookup just in case you didn't know. At least that's how it is interpreted here in Boston. Not to mention that bananas are a good conversation piece for a party. Eveyone loves talking about bananas. I have some good banana joke...
  • 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...
  • Age 47 Regular Guy with a Lot to Offer!! Man Seeking Woman for Dates in Massachusetts Hey, Richard here. I just want to say hi to you and hope you might check out my profile and see if you want to go out for a date. I am just a regular guy looking for a regular gal. I've been single too long. I keep busy and have a great life but It's tim...
  • New to this place, Andrew, 36. Man Seeks Woman in Massachusetts Ok, what do guys say on these things? I want to meet a kind, friendly and fun lady to hang out with and have fun with, and maybe more. I am tall and somewhat muscular build with dark brown hair and brown eyes. I enjoy my work as a business analyst. Want to know more...
  • Nascar fan looking for lady to have fun with Nascar Fan for Lady in Massachusetts If you are looking for someone legit, hit me up for a date. I am a down to earth guy who likes to chill on weekends and do fun stuff. I enjoy dining out, concerts, live theater, strolls at the park, hiking, movies, sports and much more. I hope you have a good se...
  • Ranch owner and lonely ol' guy Male Ranch Owner Seeking Woman in Massachusetts Ok, I ain't that old. Just turned 48. I am a ranch owner with 40 acres and am looking for a gal who is adventurous, outdoorsy, fit and healthy enough for horseback riding, hiking, biking and picnicking on the trails. Enjoy travel and new experiences? ...
  • INSTANT BANG BUDDIES - Free - Anonymous - Verified Pics INSTANT BANG BUDDIES! Get Your Freak On with Local Bang Buddies   Local Pics / Upload Your Pics SPECIAL: JOIN FREE FOR INSTANT ACCESS! Upload Your Hot Pics Browse Local Hotties Hookup with local bang buddies Signup Free Instant Access! How Many Bang Buddies Are Available In...
  • Mr Universe Seeking Mrs Universe in Boston... Hi I'm Tim from Boston, and I might not be Mr Universe but could be YOUR Mr Universe and you could be MY Mrs Universe. I'm 32 years old, 6'0, 190 pounds, take care of myself and am a construction supervisor. I am open to the kind of woman I'd be willing to date because everyone has qualities that ca...
  • Click here - Add to Cart. Massachusetts Single Dad for Fun That's my mom in the pic with me BTW. I'm Jonah here in Massachusetts a single working dad age 31 with a three legged cat and hope to find a woman for some NSA fun who has a big purse to get lots of snacks into the movie theatres. I'm not afraid to talk about Bruno,...
  • Looking for the bride of my dreams Massachusetts Contractor Seeks Wife This is Erik and I am a local resident and own a contracting business. I love distressed property rehab and I'm always looking for rehab projects. I am looking for a bright intelligent woman who can make me smile. When not working, I love the outdoors and I am an...
  • Handsome, tall and tanned guy wants to meet shy woman Shy Guy for Shy Gal in Massachusetts Male, 34 looking for gal, 26+ age. I'm a bit on the shy side so if you are also, that's a plus. I warm up once I start to feel comfortable. I have many interests and like new experiences. I want to meet a mature woman for fun, laughter and more. Check out my pro...
  • Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Massachusetts 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 Massachusetts here for magic milk bag fantasies. If you have boobies I'm ...
  • Englishman Without His Butler... It's a hard life for an Englishman not to have his butler in America, but I have learned to adjust. The really hard adjustment is not having a good woman and best friend. Moved here to Massachusetts about 3 years ago from London to work in the tech industry and do rather well despite the sky-high pr...
  • PeeWee's Looking for a BIG Adventure! Hi, I'm Herman, and me and my little friend are looking for some excitement in Massachusetts tonight. If you are up for an adventure we are too! We aren't too picky, just hope you like Tequila and dancing. Please be motherly and kind. Can you come out and play?. If so click here to come out and...
  • Daniel 28, Plumber, recently new to area 28 y/o Man New to the Massachusetts Area For Dating I am fairly a plumber by trade. I am looking for new people to meet in the Massachusetts area and I would love to meet a nice lady I can talk to and listen to and maybe more. What do you enjoy doing? I like trying new things so don't be shy. I lik...
  • Boston Swingers Looking 4 Woman 4 a Threesome Hi ladies we are Jimmy 29 yrs old, and Irene 27 yrs old wanting to meet a single woman for a threesome here in Boston tonight. Or the sooner the better. We are stable people with professions here in the community and do not do drugs or anything super crazy. Admittedly we can get kinky depending on t...
  • Chill Dude Needs His BBW Queen... Hi ladies I'm Mike from here in Massachusetts, age 30, 6'0, 190 pounds, Italian, French, Norwegian mix, tatted, well endowed, muscular, journeyman plumber, who loves lots of curves and passion in his woman. I don't meet many women in my line of work and bar pickups are not usually the right way to f...
  • Sweet Guy, Dirty Mind, Zero Pressure 😇Massachusetts😈  Hi beautiful. At twenty-nine years old I maintain my fitness while being humorous and charming yet slightly  mischievous. When I look at you my eyes show weakness while my laughter makes your stomach ache  😏 View My Dating Profile and Pictures - My approach to romance includes p...
  • I'm Sexy and I'm Noah!... Single Black Man 4 No Strings in Massachusetts Black male, 33, 5'11, 180 pounds, with a good education and positive attitude from Jamaica originally. I have lived here in Massachusetts for about 10 years and love it. There is always something to do. I am looking for an original woman. What I ...
  • Chivalry Isn’t Dead—But I Might Be After One Good Ride 😏🍑 an looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very into oral and eating that kitty. I'm a damn good lover and know how to use my cock! I want us both to use each o...
  • I will never ghost you! I’m Tommy age 37 and am sort of a home body. But, I still like going out for dinners, drinks, movies and having fun now and then. I live in Massachusetts and my hobbies are: writing music and poetry, spontaneous trips, and playing my piano. I work in tech, so in this crazy world, let’s b...
  • Nigel 56, Massachusetts new here Male 56 seeks woman in Massachusetts 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 ove...
  • I will always laugh at screaming goats... Massachusetts Man Seeks FWB I’m George age 40 here in Massachusetts and am a bit of a shut-in. I still like going out for drinks and having fun but I find more peace and have more fun just kicking back at home. I love the beach, movies, Disneyland, writing music and poetry, spontaneous trips,...
  • September 4th, 2025
  • Shiny blue eyes and 34 years old. Man for Woman Dating in Massachusetts Hi, I am Brandon and I am 34. I am excited to meet a loyal and loving woman who can complete my world. If you would like to say hi, come and see my proflie and message m @BRANDON34M me for pics and contact info. Username: @BRANDON34MLocation: MassachusettsAge:...
  • Flirty Fun, Endless Kisses & No Judgments 💋 Massachusetts  The person I am today is a relaxed yet passionate man who balances his gentlemanly nature with  flirtatious tendencies by sending sweet messages during mornings and provocative messages at night. 😈 I enjoy tasty  food with slow kisses and unexpected plans that typically lead to in...
  • Tall & Peggable 😈💋 Looking for My Boss Babe Hi I am a Single 32 years old straight white male.I'm in Massachusetts and I would love to meet and amazing woman who wants to feel a real man! 😉 I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very oral i love to give as much as receive. I love to make her cum ...
  • Massachusetts - Let’s Make Some Mischief… And Maybe a Mess 😉  Hey gorgeous 😏 I’m a 35-year-old guy from Massachusetts with a cheeky smile, strong  hands, and an even stronger craving for adventure — both in and out of bed. My intention is  to meet a woman who possesses confidence because I seek someone to flirt with and share lau...
  • Dinner, Drinks… and You in the Driver’s Seat? 🍷💋🍑 Massachusetts Hey there, lovely ladies of Massachusetts! My name is Baily and I'm on the lookout for that special someone to light up my world. 💫Swap pics & contact info I may not be a prince charming, but I can promise you plenty of laughs, good times, and maybe even a little bit of romance along the...