Madison, Wisconsin Sex Ads and Adult Classifieds

Madison, Wisconsin 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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  • May 25th, 2026
  • Tall, fit Butch... Butch for Femme in Madison Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take you on picnics. I have a nice home, own my car and I have a good job. I don't need anything but yo...
  • Looking for the real thing Sexy Hookup in Madison I am told I am very sexy, but that is for you to decide. I am short, great body, confident and intelligent and would like to meet a Madison guy for fun conversation and anything else that happens. I'm an internet junkie, love texting and sexting! I have a lot of pics and vide...
  • Bosnian Beauty wants a date I am new here in town and I would like to meet a cute man to go to dinner with. If you are interested please send a message to me. @BosnianBarbie Bosanska ljepotica ΕΎeli spoj Ja sam nov u gradu i ΕΎeleo bih da upoznam slatkog muškarca sa kojim Δ‡u da idem na večeru. Ako ste zain...
  • Amazing kisser looking for lips to practice on Lipstick Lesbian Loves Kissing Do you love kissing? I do! I love it!! It is such a turn on! My favorite parts to kiss are my neck and my face and my lips and my whole body! I am Kimberley, 22 and a part time waitress. I'm eager to meet you!! Send me a private message to @LipstickLesbianKim User...
  • Ebony Beauty Seeks Her Princess in Shining Armor in Madison Ebony Beauty Seeks Madison Princess in Shining Armor My name is Cheryl and this is my first time ever posting a dating ad. You can't imagine how nervous I am putting myself out there! It's terrifying! lol.... but here goes. I am medium height and build. I have great tits so if that's your thi...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Madison Area Hi, my fem name is Gloria. I'm a married crossdresser in the Madison 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...
  • Newly Out Looking for love Newly Out Lesbian in Madison I have only been out for a few months and I am totally new to the dating scene. I have no idea even what to say or where to start! I will tell you a little about me. I am a youth worker and I have a college education. I am 26 and sort of tomboyish but I do wear make up ...
  • Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Madison. 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 giv...
  • Lusty Busty Lesbian Ready to chat in Madison So, like I am 22 and I am new here since December. My name is Kandi and I am medium height and weight, and fit with more than ample breasts that love female attention! I like dancing and movies. I'm sexually adventurous and very much kink friendly. Party friendly but no hard drugs. You want to talk?...
  • Hot trans chick with nice boobs Hot trans chick in Madison. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! Want to...
  • No Strings in Madison - Hot and Sultry, Looking for Affection Thanks for opening my ad. I've been neglected for far too long and am in need of affection. Things are complicated so no strings only please. That is likely to change at some point in the future. My hair goes down to my lower back and I have soft skin. My height is 5'8" and I am slender but curvy i...
  • Local Librarian wants to let her hair down Woman seeking woman in Madison Hey, I'm Josephine and I am a 32 year old librarian. Even though I am not a typical looking librarian I am pretty good at what I do and I love working around books as well as digital media. I am an avid reader and I would love to read you a bed time story. I must conf...
  • Sailing nut wants to meet lady sailor Male for Female Date Wanted in Madison 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, worki...
  • Biker Looking for His Wild Child... Any biker chicks out there who love to ride? Are you more old school into rock, partying, having good times and traveling? If so, then take a look at my profile page and if you like what you see then I want to hear from you. A simple Hi could get this whole train a rollin'. If you live in or near th...
  • Busty chocolate Beauty loves milk chocolate treats Busty Chocolate Bunny in Madison Hey gals, I am Bunny and I am dark chocolate in complexion and big busted. I am a foodie and I love all foods! I watch all kinds of food shows from all over the world! Hit me up @BustyBunnyXXX Hope to speak to a food/dining loving lady soon!  Username: @...
  • Hot Girl Wants To Hang Out With Woman in Madison 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. πŸ”₯ 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 ...
  • Age 47 Regular Guy with a Lot to Offer!! Man Seeking Woman for Dates in Madison 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 time to m...
  • BBW - Itchy, Twitchy and Getting Kinda Bitchy in Madison Single Female w an Itch in Madison Juanita here in Madison looking for a man to scratch my itch. You scratch mine and I'll scratch yours kinda deal. Not talking about a full-blown relationship, but more of a friendly-friend to come to my rescue when it gets urgent. (know what I mean? πŸ˜‰) I'm a La...
  • Attractive, Dark haired and Slender - Brunette28XMadison Hi, thanks for checking out my classified! I am tall, slender with dark hair and deep brown eyes. My interests include running, hiking, biking and horse riding. I am an account manager and I have just moved here. I am looking for local friends with a view to dating and possibly more. I will add mor...
  • Shania Needs Some Sexy Masculine Energy in Madison! Want a Real Man in Madison! 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 Madison...
  • Want to touch my amazing... Wookie? Me, black gay male seeking local men to date, hang with and have some good times. Up for pretty much anything. (love body rubs) 5'10, green/blue eyes, 30 yrs old, well endowed and always ready if you know what I mean.  lived in Madison for most of my life. I am a city worker so a l...
  • Flirty TS Swinger Girl Seeking Fun Couples or Open-Minded Singles πŸ’‹βœ¨ Hello, I am a very beautiful and very feminine TS trans woman, and I'm looking to meet like minded people who are respectful, open minded and understanding of the Swinger way of life. I am a very playful person and we are always looking for fun and sex with other like minded couples or people, and a...
  • Maybe YOU could be teacher's pet?! Madison Lesbian Seeking Life Companion Hi, I'm Jen, mixed race lesbian female 34-years-old, 5'7, 150 pounds, working in the Madison School District and am looking for something more stable and long term. I love kids, (have 2 of my own three days a week) I teach 5th grade english and social stu...
  • Lesbian Bombshell - Open Minded in Madison W4W in Madison My name is Brooke, age 21 and I am lesbian, open minded and loving. Please message @Brooke4FemXXX with your recent photos for mine. Let's exchange info and meet up to see how things go.  Username: @Brooke4FemXXXLocation: Madison, WisconsinAge: 21Gender: FemalePhotos: 36Vid...
  • Curvy BBW With a Big Heart πŸ’•πŸ”₯ Hi! Well, I suppose an introduction is in order. My name is Brianna, and I am a lovely beautiful curvy girl that believes that the most beautiful qualities of a human being are confidence and kindness. I am a very affectionate, playful and loving person, and strive to make everyone feel as comfortab...
  • Lookin' for a Playmate? Let's Make a Playdate!... Sexy Madison Hottie For NSA Busy student wants a hot and sexy man (preferably a little older and mature) to spend some quality time with in Madison. I'm a 22 year old white female college student studying hospitality management and love to get out and find a release once in a while with more mature...
  • Cute TS Sugar Baby Seeking MaleπŸ’ŽAria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual πŸ’¬ Hello, I am AriaTS here in Madison. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a man t...
  • Fit Gym Girl Seeking a Workout Partner πŸ’ͺπŸ˜‰ I spend most of my free time at the gym. Ashley: athlete, people person and the bubbliest person you will ever meet. Very energetic person. Confidence, health and a good attitude are a few of my favorite things. So if you're a confident, healthy and happy man looking for a good friend then lets giv...
  • Swingers With a Glory Hole Fetish in Madison Join Our Glory Hole Parties! We are Milo and Ashley here in Madison looking for other swinger couples and single men to join us for some glory hole action tonight. It is a big fetish of ours. We have a large home with a room renovated and dedicated to those who want to try it out. Usually what we d...
  • 🧁 🍰 Thick BBW: Naughty, & Ready to Please 🍭 🍬 Let’s Make This Fun! Heya babe do you seek the embrace of a bbw goddess in Madison? Look no further! With my irresistible curves and insatiable appetite for pleasure, I'll fulfill your deepest desires. Picture running your hands along my soft, chubby frame, reveling in the warmth and sensuality. Let's escape reality tog...
  • πŸ™ŒπŸ€MY BF and I INVITE YOU INTO OUR BED πŸ›οΈ 😍 Hey there, I'm SexySally from Madison. My husband πŸ’ and I are a swinging couple who love to explore our fantasies and indulge in some kinky play with like-minded individuals. The thrill of wife swaps, threesomes, and the swing lifestyle gets us both excited and eager for more adventures.&nbs...
  • Daniel 28, Plumber, recently new to area 28 y/o Man New to the Madison Area For Dating I am fairly a plumber by trade. I am looking for new people to meet in the Madison 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 like camping, d...
  • DOM Woman-Led Energy 😈 Strap-on Sex | Madison I’m a confident woman who enjoys taking the lead. I love being in control and I love pegging! Men who follow without chasing tend to fit well here. Respect matters more than charm or history. Authority feels lighter when shared, yet still claimed. Pace shifts depending on who's moving. Heat bu...
  • Hello! My name is Alexis in Madison Sex Hookup in Madison 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 availa...
  • Secret Lovers ...πŸ’β€οΈπŸ˜˜ Shhh Don't tell my husband My Husband doesn't like to get wild like I do. I want to have super sexy fun!! 🀩🀩 Discreet Messages - Private Message πŸ’Œ I want to do all the things I'm missing out on with you.. I need to have fun and I need to feel a real man again. Want us to make porn together, meet women ...
  • Minnie the Muff Diver... Madison's Minnie Loves Oral I'm Minnie a petite lesbian single girl living here in Madison. Wanting to find a woman who is either lesbian, bisexual, or bi-curious for a steady hookup. Preferably a woman who loves oral since I love oral. (giving and recieving) I'm 21 years old, 4'11, 100 pounds wet;...
  • Stop Buffin Your Muffin Without ME! Latina lesbian 28 years old, 5'7, 140 pounds, 38C, tatted, pierced and always ready for some hot action in Madison. I don't want to miss out on anything so let me flick the bean for you for twice the fun! I'm good with my hands and tongue ladies. I'm Lena and I'm just here for the sexy gurls, I cann...
  • Come Join US!!!! SWINGERS DOWN FOR ANYTHING AT ALL! 😘πŸ”₯ Madison πŸ’‹ Hello babess... I'm Roxxxy and my Hubby's name is Johnny. We're from J. My hubby and I are a very sexy and adventuruous swinging couple who love to explore our  deepest and nastiest fantasies.. We MUST indulge in the thrill of wife swaps and threesomes. The swingers lifestyle has brought so muc...
  • Sexy hung and big busted Hung and Busty Shemale in Madison Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: Madison, WisconsinAge: 3...
  • Petite TS Doll Looking for a Fun Sugar Daddy πŸ¬πŸ’‹ Hi babe... I'm a tiny trans girl, very sexy and feminine. I love to have fun and I'm a very loving girl, I have a lovely sweet smile. I love to be worshiped and pampered by a dominant confident man, who always takes care of his girl, and knows how to please her. HMU HERE BABE!! I am pretty affectio...
  • 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...
  • Petite Madison spinner girl for threesome... Little Bombshell in Madison for Threeway Hi ladies and gents I'm Jamie and I'm looking for a FWB situation with a hot couple who lives in the Madison area. (willing to travel) As the title implies I am petite; only 5'1 and about 100 pounds. I am 22 years old, Italian, hot blooded and love to ride. ...
  • College Blonde Looking for Some Fun πŸŽ“πŸ˜‰ My name is Paige. I go to school and I'm a future teacher. I just wanna spice up my life and meet some new people. I'd love to meet a confident guy that could make me laugh. Want to party??  I’m pretty social, quite playful and quite adventurous – depending on my mood. Fun times ha...
  • Chunky Monkey looking for Hunky Tomboy Chunky Monkey Fem for Hunky Tomboy I am nice and curvy but not heavily overweight. I am looking for a chick who is handsome and butch but with some feminine qualities. Like it's ok if you cry at a movie! lol. I am 21, work full time and drive my own vehicle. I am looking for the right gal to make m...
  • Madison - Let’s Make Some Mischief… And Maybe a Mess πŸ˜‰  Hey gorgeous 😏 I’m a 35-year-old guy from Madison 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 laughter ...
  • Madison Grandma Loves Breast Play! Hi ladies I'm Millie looking for a special woman in Madison. I need a lesbian to take me to heaven and play with my huge titties (bigger than my head) all night long! I'm kind of kinky, so maybe some torture, bondage, slapping and of course massage for the girls. Of course we can't forget about kitt...
  • Puss N Boots Sexy Puss N Boots Fetish Hi I'm Linda (PussNBoots) here in Madison looking for a man who has a boot fetish like me. Boots are a symbol of power and that's why serious bikers and Armies wear them. If you love a woman in boots then maybe we should see about a FWB situation. I want you to take me boot...
  • 29 Year old lady seeking secret rendezvous I am presently separated but I need to keep things discreet. If you don't mind, we should keep things secret and naughty. I like fantasy play and will try fetish stuff. I haven't put an ad on here before, but, hey, if you don't try, you never know! Send me a message! @Rendezvous29Madison Send me yo...
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  • 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 Madison area and eating out. Messsage or text @Natalia4LadyLove xoxo, Natalia Username: @Natalia4LadyL...