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!

Home / Dating

Show Ads In: Appleton / Oshkosh | Duluth / Superior | Eau Claire | Green Bay | Janesville | Kenosha-Racine | La Crosse | Madison | Milwaukee | Sheboygan | Wausau

  • June 11th, 2026
  • Penny for your thoughts? Penny TS in Madison Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online @PennyTSswitch!! I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates and ex...
  • 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...
  • Erotic exotic Asian queen in Madison now (25) Asian Transexual in Madison Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your needs. Longte...
  • Loves hairy men Madison Sally Seeks Hairy Man in Madison I love hairy men and I would love to meet a genuine and hairy guy with love to give back! I like the feel of hair on my skin and it has been difficult to meet men who are hairy for some reason. No need to shave for me. I love me a manly man!! Visit my profile page ...
  • 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...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...
  • Wife Swap! Let's Swing in Madison Attention Swingers in Madison! Adventurous, attractive, athletic swinging couple in the Madison area seeks swinger hookups for social activities and to explore the local swinging lifestyle. Let's go to the clubs and spend time socializing for fun and passionate sex. Kinks are welcome with us! He i...
  • πŸ’• Madison Trans Sugar Baby Seeking Chemistry, Comfort & Consistency Madison here πŸ’‹Feminine in feel, confident in who I am - a trans woman seeking warmth through shared experiences. Calm moments matter most, whether strolling near the Capitol during soft dinner hours or riding quietly along lake shores under evening light. Stillness often brings clarity, pulling u...
  • Inviting eyes and seductive thighs wanting to find loving guy in Madison I advertised here in the past and thought I found my true love. Well, I guess not so here I am again.  I recently moved, so I am new in Madison and have no local friends to hang out with. I would love to meet fun, down to earth guy to explore passion and hot sex. I just need to have some fun an...
  • 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...
  • Hookup With Madison TS Sugar Baby Now! πŸ’Œ Want to Hookup and Find Madison 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 πŸ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy fun? I dar...
  • Cute TS Sugar Baby With a Sweet Personality πŸŒΈπŸ’• Hi I’m a trans girl, looking for a nice and confident guy. I like to look pretty and be the centre of attention, so you would need to be confident and also respect women. I love going out with friends and love to be social and have fun and laugh. I also love to be romantic and to be hugged, ki...
  • Single Mom wants to Date Funny Guy Single Mom in Madison I'm a single mom. I am 31 and ready to mingle and have some fun. I want a guy I can be friends with and enjoy running and fitness with. Being funny is a must! Message me! @Mommykins I love being physically active and especially enjoy romance and sex. Send me a message to...
  • Just Give Me a Man - Any Nationality Will Do! Mina Needs a Man in Madison! I'm Willamina here in the Madison area, but go by Mina with friends and family. If you are a fun loving, passionate, stable, sexy guy with morals then you have my attention! I find all types of men attractive, so I can't tell you what kind of man I am looking for exactl...
  • πŸ”₯ Confident Woman Into Pegging πŸ”₯ W4M Dominant Dating Energy 😈 Are strong women a turn on? Good. I’m a pegging-friendly dominant woman seeking man who wants to experience role reversal, trust and playful submission. If you’re looking for some W4M fetish dating, female led relationship, pegging curious man, dominant w...
  • 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 Black Shemales | Asian Shemales | Crossdressing Friends...
  • Curious Bi Girl Looking for Lifestyle Friends πŸ˜‰βœ¨ Hi, I'm a bi sex girl looking to meet some friendly people that are open to the alt scene and are looking for some fun. I'm a very friendly person, very confident and have a wicked sense of humour, which should soon come through. Message or Text Me Here -  I'm a cute cuddly sweetie looking for...
  • Chill Bearded Guy Seeking a Cool Dude πŸ»πŸ˜‰ I'm quite relaxed and very easy going, quite funny and have a beard! I work Monday to Friday and I'm looking to meet new people. I'd like to see where things go. Let's chat and see what we can come up with!  I suppose I just like more assertive guys but not in an obnoxious way. Like someone wh...
  • Bi-curious and Want to Try it Out... Hi, I'm Gary, 42 years old, divorced, curious but cautious, well endowed, (I'm told) medium build, 5'10, 180 pounds, ex Navy and need to keep this discreet for now. If you live in Madison, are patient and know the in's and out's so to speak then I'd like to hear from you.  I don't know why I'v...
  • Looks Innocent. Absolutely Isn’t. πŸ˜‡πŸ˜ˆ Sweet in Public, Unfiltered in Private A grin slips out, then comes the quiet reply - thank you, yes, and sweetness stays visible here πŸ’•Still, once the curtains shut, I refuse to trim who I am. Message Me Here πŸ’¬  Something about quiet sparks, long stares, one talk that grows soft then j...
  • Earth Momma - Strict Vagitarian... Hi I'm Orla, 29 years old, sort of a new age type lesbian in Madison looking for a compatible woman who I can share nature's bounty and goodness with. If I start boring you with my star charts, crystals, palm reading or alien theories just shove something yummy and lickable in my mouth. That always ...
  • looknsee - BBW - Brings a Lot to the Table in Madison... BBW For Hookup in Madison Hola in Madison, I am Emma sunshine mixed with hurricane, the type of woman that works and plays hard. I enjoy every second of my free-time. That usually entails being around the people I enjoy, playing with babies, dinner, and drinks, and lively conversation. That&rs...
  • πŸ’• Late Nights With Scarlett... ✨ Newly single. Looking for the sexy version of the right guy. Another single female looking for a single male to mess around with. My name is Scarlett😘. I'm a flirty 20-something year old (slightly irresponsible for my age, I know). I'm looking to meet someone who is fun, spontaneous, slightl...
  • 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...
  • Love Giving Head!!! Hey all you hot men in Madison! I'm OralAimie the best at giving mind-blowing head because I love it so much. But then who doesn't love it right? (if we're being honest) Lots of girls say they don't love it, but they are liars! There is nothing like it and every one is different. Long ones, fat...
  • I Need Booby Rubs! Hey all you boob fetish Madison honey bears, I'm Barb looking for a man who knows how to handle extra large boobs. I need blissful massage leading up to more playful things like bondage, sucking, slapping, biting and torture to get my motor running. Get me wet and then hit it for me! Make me scream!...
  • I usually root for villains... BadBetty big boobs here in Madison with a sailors mouth and a dirty mind to match. I'm a lesbian female 32 years old, mixed races, 38D cup, big nipples, brown hair and eyes, 5'7, 150 pounds, little salty and horny AF. I want you to swab the deck tonight and then do it again till everything is ship-s...
  • Smoke and Leather! Smoke and leather go together. I'm Toby, 32yrs, 6'0, 200 pounds, extra large, living in the Madison 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 y...
  • Roses are Red, Violets are BOOBS! Woman Seeking Boob Man in Madison I'm Violet! Just a girl living here in Madison all my life except for a short time in Tucson, AZ. I'm 23 years old, big natural titties, redish hair, blue eyes, big sexual appetite and love to have a man treat me to a long blissful booby rub. That gets me hot ...
  • Young Female in Madison is Curious... Madison Bi-curious Babe I'm Darlene, 26 living here in Madison all my life and am finding myself bi-curious. I've always wondered what it must be like to be with a woman. I see women who are hot all the time and have certain sexual feelings for them, but I never acted on it. Except maybe a few time...
  • We both CUMπŸ’¦πŸ’¦ want to cum on my face?? I'll be your little cum slut babeπŸ†πŸ’¦ My name is Jassi and I'm here in Madison . I've got BJ skills and they do pay my bills. See my face get covered and my kitty get creampied. Your freaky undercover porn star is here. Maybe I can give your girl some ideas. Won't be as good as mine but she'll g...
  • πŸ˜‰πŸ’‹πŸ”₯Raw, Uncut, Dicks and Pussy Everywhere, Good Old Fashioned Orgy πŸ˜‰πŸ’‹πŸ”₯ Raw, Uncut and Everything I Want in An Orgy - Username: @DaisyJames473- Location: Madison- Swingers Profile: Yes- Hotwife Pics: 27TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials We like role playing, dress up, BDSM (kinda more on the lighter side of things the...
  • πŸ”₯ Manly Vibes & Late Night Energy in Madison πŸ”₯ I am seeking a self-assured man who resides in Madison and possesses particular objectives while making active efforts to reach his aspirations. I seek to meet people who have chemistry interests like mine and who desire to create authentic relationships during our evening exploration. I seek to spe...
  • πŸ”₯ Two Women β€’ Swingers Room Energy β€’ Seeking One Bold Man πŸ”₯ We’re two confident, flirty women who love slipping into the swingers room and seeing where the chemistry takes us 😘 We thrive on group vibes, shared tension, and that electric moment when everyone knows it’s about to get wild. Message us and let’s see if you can handle both of ...
  • Late Night Drive Energy πŸš—πŸŒƒ 30yr old male seeking lovely lady  Hey gorgeous 😏 I’m a 30-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 ...
  • 🏩🏩🏩 Sexy Sluts Looking For Discreet NSA In Madison 🏩🏩🏩 FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Madison who are "down to fuck" right now. 3. You contact these horny women and get laid to...
  • Male who is a little bit bad but loves to show his woman a good time!! Hey there, lovely ladies of Madison, My name is William and I'm on the hunt for someone special to explore this beautiful town with. πŸ’«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 enjo...
  • NSA - Late-Night Laughs & Slow Sunday Mornings πŸ’‹πŸŒ™ Women drawn to the same rhythm - late-night conversations hold my attention, gentle brushes that stay longer, people who come prepared. Not shy about desire, just clear about it. Playful moods meet serious thoughts without choosing sides. Wine leads to words, then whispers near the stove, moments bu...
  • Deep Throating Is The Game - Wanna Play? πŸ†πŸ‘… Raw, Uncut and Everything I Want in An Orgy - Username: @SuckkinOnThemDicks- Location: Madison- Swingers Profile: Yes- Hotwife Pics: 27TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Everytime we post an ad like this we end up completely swamped with messages ...
  • Swinging Suburban Housewives of MadisonπŸ”₯πŸ”₯ Double Penetration And Double Creampies- Username: @GeraSwingersCouple- Location: Madison, Wisconsin- Swingers Profile: Yes- Hotwife Pics: 11TEXT DIRECT FOR BOOKING INFORMATION- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials I want two men to cum in my pussy and Ass at one time. ...
  • Super Sexy Good Girl Needs Another Cock To Suck, Are You Man Enough?? 😘πŸ₯΅ I'm Just A Good Girl Who Needs A Spanking Sometimes - Username: @BreadNButtaBB- Location: Omaha, Nebraska- Swingers Profile: Yes - Hotwife Pics: 32TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Farris: Hot blonde, skinny physique. I really love having on...
  • Trans Sugar Baby Energy in Madison - I'm ready for a night out! Hey there… I’m a sweet, confident, and playful trans beauty in my early 20s who loves good vibes, strong chemistry, and nights that turn into stories you replay later 😘 I enjoy being admired, feeling cared for, and bringing a little sparkle wherever I go. Yes, I can be your “ba...
  • College Guy Looking For A Fuck Buddy In Madison Are you near Madison? 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 ...
  • Bored Housewives In Madison Want Your Cum! πŸ†πŸ’¦πŸ‘… Bored and Lonely Housewives Looking For People To Do - Username: @Lking4Swingrs- Location: Madison- Swingers Profile: Yes- Hotwife Pics: 45TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Got married early - Husbands are wealthy and gone often, leaving my best ...
  • No strings fun - my place preferred FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Madison who are "down to fuck" right now. 3. You contact these horny women and get laid to...
  • Twink Boi⚑ Not Here for Small Talk in Madison ⚑ This isn’t casual. It’s clear. You lead. I follow. You take control. I surrender. Simple. Intense. Electric. ❀️✨Your belief in your current role and your search for someone who knows their responsibilities exactly aligns with my own perspective. Message Me here -  Discretion ...
  • Soft Steps & Sweet Secrets πŸ‘£πŸ’‹ Lesbian with a playful foot fascination seeking a woman who loves attention from head to toe. I love when someone gives me a beautiful pedicure and a relaxing massage that includes light caresses which create a romantic connection that begins with foot contact and then spreads to all body parts. The...
  • Where Are All The Party Guys? FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Madison who are "down to fuck" right now. 3. You contact these horny women and get laid to...
  • πŸ”₯ Your Best Kept Secret in Madison πŸ”₯ 28year old male! The following scenario exists in my mind. Your eyes meet mine when you want to remain hidden yet my presence stays with you throughout the entire day. Your connection with me causes you to slow down during your morning walk while you encounter various joyful experiences. I want to p...
  • 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. ...