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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  • June 20th, 2026
  • Big Tits, Looking for Real Fun in Madison Big Tits, Seeks Fun Guy in the Madison Area I can entertain you and make you laugh! I have a bubbly personality, big tits that love to be touched and I like to show off. I just like to kick back and have fun. I am light hearted and fun, intelligent and also street smart. Would like to meet similar...
  • Italian Goddess Ready for Love in Madison Parli italiano? If so we can get down and personal and get to know each other. If you don't Parli italiano I can show you some phrases *wink*. Why not private message me for a date? @DonnaSexy27...
  • 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...
  • Wanting slightly older gentleman Hello. My name is Sylvia, age 24 and I am pretty done with young guys who mess around. I want a guy who is mature and kind and likes to travel. Please contact me so I can learn more about you!  Send your recent pics for mine. I just took some naughty pics with my girlfriend Brianna. I think 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...
  • Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Madison area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3  Username: @Crystal27transLocation: Madison, WisconsinAge: ...
  • 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...
  • Lesbian, Bisexual & Bi-curious W4W Heat! JOIN FREE FEMALE ON FEMALE HEAT! Local Lesbians, Bisexuals & Bi-Curious Women!  SIGNUP FREE: INSTANT W4W ACCESS! Uncensored PicsSwap Your PhotosLive Web CamsPrivate MessagesSext & Hook Up! View Females | Upload & Swap Pics | Sext Messages "Because sometimes onl...
  • SciFi lovin' guy getting lonely in Madison 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 ...
  • Swingers Seek Sexy Man or Woman for Menage a Trois in Madison How About a Threesome in Madison? Funloving couple in Madison would love to meet open minded men and women for casual hookup. We are Dana (26 years old) and Rita (25 years old) and have just about one year in the swinger lifestyle and are having a blast. We have tried wife swapping and foursomes, b...
  • 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?...
  • 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 Madison tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than...
  • Hey, fella: Not getting your needs met? Me neither. Let's get together. I want to date someone who is equal and wants to please and be pleased. Let's feel the passion again. Sorry, no strings at the moment because my situation is complicated. Within 10 miles of Madison area please. I have a somewhat flexible schedule but an out-of-town hookup just isn't in the cards.&nb...
  • Hello guys, looking for a boy friend So, my name is Talia from the Madison area and I am completely new to this online hookup stuff. I have never put an ad in a website before so I hope I am doing this right! If you would like to speak with me or arrange a date you can check out my profile @Talia4bf here and let's swap some sexy p...
  • 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...
  • 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...
  • 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...
  • Nervous and new to this! It's my first time posting an ad of this sort. Not even sure what you want to know. I can start with my name, which is Rose. I love to travel and have been all over the place! I have a wall in my home which is dedicated to all the postcards I have sent myself from all the places I have been to. Una...
  • Chill Bearded Guy Looking for a Fun Connection πŸ»πŸ˜‰ I'm a relaxed 30 something. Fair amount of face hair, cheeky sense of humour and love to laugh at the most unexpected moments. By day, I'm a working parent and by night, I love to socialise. Let's plan something fun and go out! Im a pretty chill girl who just loves to hang out and talk. Im a respon...
  • 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 ...
  • Don't ever play leap frog with unicorns! Hi I'm Claire, a cougar here in Madison to show young men that with age comes wisdom like in the headline above. lol I am willing to share my acquired knowledge with eager cubs who want to be shown a better way. Of course most of the knowledge I have would be sexual in nature since that is why I'm h...
  • 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 @LonelyinMadison so we can get familiar!  LonelyinMadison...
  • πŸ’ŽPARTY & SEXXπŸ’Ž So I really need someone to take me out and show me the ropes. I do want to have some fun and let loose. Will you help me celebrate? πŸ“Έ My Pictures - I hope you like what you see. If you do let's meet up and have some sexy fun! HOT GIRL NEEDS OUT πŸŽ‰πŸ₯³ Let's drink, party and hookup&n...
  • Help - Can't Afford a Masseuse in Madison! Busy Girl Needs Body Rub in Madison Mmmm... touch me baby! I'm DeeDee a waitress in a very busy restaurant here in Madison. I work day shift when all the older crowd and construction workers come in and it's hard to meet guys my age. When I get off I'm soooo sore from carrying heavy trays and my fe...
  • Nascar fan looking for lady to have fun with Nascar Fan for Lady in Madison 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 sense of...
  • 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...
  • TS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Madison  Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...
  • Join Me for an Episode of The Hung and The Restless! Endowed Madison Gay Man Seeks Hookup I'm a gay man living in the Madison area with 10+ thick inches of uncut restless pleasure. I'm Matt 28 years old, 6'0, 200 pounds, muscular, black hair, brown eyes and take care of myself. I'm top, but can be versatile depending on you. You will find me warm and...
  • 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 ...
  • 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...
  • No Boring Guys Allowed... Let’s Make This ExcitingπŸ˜‰ The one with the purple hair πŸ’œHey you… yeah, you 😏. You better like your women confident, sexy, and  playful – and if you are, you might just be what I am looking for.  I am  fun, adventurous and surprise-packed – the kind of woman who can talk as much or as l...
  • Hey Sexy I'm Gonna Add YOU to My Cart! Shopping Hard in Madison Hi there I'm Roseanne about 22 years, about 5'5 and brunette with big brown eyes here in Madison. You know girls love to shop online and I'm no different. I'll just add you to my cart and check you out. Now how long until delivery? Huh? I don't do snail mail, so make it qui...
  • KINKY KENNY FOR HOT MALE-ON-MALE 😈 Horny Man Wanted in Madison 😈 I'm Kenny, a horny gay man from Madison 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, ...
  • 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...
  • 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...
  • 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...
  • 24 y/o Bartender Wants No Strings Fling Hi! I am Kimberly and I am 24! I have a loveless marriage. My job is fun and I love my customers. Some of them flirt but they are just my customers. I want to meet a sexy guy who will be kind and attentive and loving! You must be out there somewhere! Contact me me if you think you are a good fit.&n...
  • Attractive 48 yr old seeking younger man in Madison for fun and excitement Older Woman (age 48) for Younger Man in Madison Area Thanks for looking at my ad. I am willing to travel for the right guy but I prefer within 25-50 miles of the Madison area. I am blonde (Yes, natural!) and I am cute, with a small frame and long legs. I love music and dancing and sex! Hit me up wi...
  • πŸ”₯ Sexy MILF Next Door Ready for Late Night Hookups πŸ’„ | W4M Dating & Casual Fun Mature.  Curvy in the right places. I am a real MILF. I want to meet men who like experience. I like chemistry and simple fun. I do not want drama. If you want W4M dating, a casual fling, a mature woman, or a local MILF who is looking for some private fun, you found her😘 I know what I want ...
  • Late Night Wine & Trouble? πŸ·πŸ˜‰ Looking for a Fun Guy Tonight Madison Girlie Seeking Man or couple.. let's go have fun! Sometimes nights can be so quiet. I'm 28yo girlie and love to live life, be fun, flirt and always be up for a laugh. I want chemistry, lots of fun, excitement and lots of conversation with playing involved. Love the initial spark and lust of...
  • Drawn to Strong Men πŸ–€ I'm your little subby bitch Madison A submissive woman in her 20's seeking a strong and dominant DADDY, I seek a man who moves with purpose without needing to prove it. Energy that's sharp but steady pulls me in, along with a sense of control that feels natural, effortless even. There’s also the kind of presence that shows up so...
  • I Melt for Men Who Lead πŸ–€ Madison A woman who really needs to be dominated and disciplined!! I move and do whatever you want, I aim to please and do whatever it is that I'm told (NOTHING IS OFF LIMITS FOR YOU). What holds my attention? Peaceful firmness, lively drive, even just the quiet sense that choices slip into place without ef...
  • Chubby Chick looking for guy who can handle me! So, I am a little heavy but more just curvy. I have 44DD boobs and I love, love, love to laugh! You gotta be funny if you are going to date me. Why not text me your favorite joke and we can see how we get along!  Lisa44DDMadison...
  • MadisonπŸ’• Let’s Grab Drinks & See Where the Night Takes Us  Lesbian Lady here, seeking a fun and outgoing lady!!... Oh hey babe, I’m a sweet little flirt, I'm from Madison and I like cute cocktails, deep convo and  making out in the back seat secretly. So I think we should meet at a cozy lounge or rooftop  bar and get a strong drink or ...
  • πŸ’ŒDISCREET AFFAIRπŸ’Œ I'm in Madison  and I just really need to get out and have some sex. I am married, so I need to be discreet. I'm willing to travel and even play in the backseat of the car.. I love giving bjs. Let's cheat together babe. πŸ˜‰  View Profile - Browse Pix CHEATING WIFE - AFFAIR  L...
  • I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
  • DON'T MASTURBATE ALONE! Let Me Get You Off! LET'S GO CAM-TO-CAM! Don't Masturbate Alone... Get Off With Me! Want to chat live cam to cam before you hook up? Talk about anything. Share your wildest fantasy! Ask me anything. Me and my girlfriends are home alone and we enjoy getting naughty on cam. Join My Cam Free! Avai...
  • 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...
  • Professional Wants to Settle down in Madison... Gay Man for Commited Relationship Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Madison. 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! Willin...
  • 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 ...