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 4th, 2026
  • Looks Innocent. Absolutely Isnโ€™t. ๐Ÿ˜‡๐Ÿ˜ˆ Sweet in Public, Unfiltered in Private A grin slips out, then comes the quiet reply - thank you, yes, and sweetness stays visible here ๐Ÿ’•Still, once the curtains shut, I refuse to trim who I am. Message Me Here ๐Ÿ’ฌ  Something about quiet sparks, long stares, one talk that grows soft then j...
  • Any Irishmen Here in Madison? Well, step right up then gentlemen I'm from Ireland and live here in Madison for two years now. I am awaiting my naturalization papers to go through so I can become a US citizen. Currently I work in catering mostly for weddings. It's a good enough job, but I'm not here to tell you all about my life ...
  • Madison's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Madison Hi you sexy man! I'm Toni a trans woman from here in Madison. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional and loves...
  • Mark, 33 Love country music and driving my truck Hey, the name is Mark and I am a country boy now living in Madison, 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 Madison area. I am self sufficient and I am wanting to me...
  • ๐Ÿ‘ Thick & Tempting ๐Ÿฏ Seeking a King to Devour Me ๐Ÿ‘‘๐Ÿ”ฅ Hey there! My name is  Chelsey and I'm a Curvy Cutie..  I am a 26 year old BBW thick girl looking to meet a hot man for some sexy hookups and dating ๐Ÿ’‹๐Ÿ’‹๐Ÿ’‹ If you are into bigger women like myself, then we might have something special. I enjoy being dominant in bed and taking c...
  • Wanna touch my amazing?... Hi, LadyV living here in Madison and I have need for a hot woman who appreciates my particular anatomy. I have a large butterfly and a BIG button if you know what I mean. I would love to have someone play with them all night and bring me again and again. My record in one session is 21 full O's, I am...
  • Luxury Ebony TS Sugar Baby With Style ๐Ÿ‘ ๐Ÿ’Ž Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date. I love peo...
  • Italian hot woman looking for love Adriana Hot Italian Woman i guys!  my name is Adriana and I am from originally from Italy. I moved here recently and want to meet a nice friendly, fun guy. I own my own private cozy place. I am friendly and a fun girl. Message me. See you soon! ~ Adriana in Madison...
  • No Beer Goggles Required! Renee 4 NSA in Madison Hi guys I'm Renee from here in Madison looking for a no strings situation. Don't go out to the bars looking for a hookup when you can actually see what you're getting when you come visit my profile page. Those bars are so dark and with a few drinks we tend to make bad ch...
  • Confident Ebony Swinger Queen Seeking Fun Connections ๐Ÿ”ฅ๐Ÿท Hello, I am a beautiful, confident ebony woman. I am a full figured woman, very charming and very playful. I love the swinging lifestyle. I find that the swinging lifestyle is a very positive atmosphere. Everyone is very open-minded and everyone is here to have fun. I look for good chemistry with re...
  • Hot and kinky MILF looking for some fun in Madison Madison MILF For Kinky Hookup! Hi all you sexy Madison guys, I Georgia and I am an slightly off beat working professional mom of two. MILF. Just looking for some sexy fun and to explore my (and yours?) kinks and fantasies, FWB. I am into men, but possibly women or even a hot couple depending o...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side ๐Ÿ”ฅ๐Ÿ‘   Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring ๐Ÿ˜˜ I need you to undress me gr...
  • 2 ASAINS๐Ÿ‘ญ๐Ÿ’Žbj/gfe/rubs Do you want to feel the soft touch and body of a hot and petite ASIAN girl?? How about two asian ladies, who know how to make you feel good in all the right places.. Let them rub, kiss and lick you. All over your body, check them out here, we're waiting. โค๏ธ My Profile - Learn more about me. ๏ฟฝ...
  • 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...
  • Naughty & Nice Rubs... She's Naughty and I'm Nice! Madison Massage Girls Here in the Madison area we have formed a team to please even the most demanding men of taste. We are Naughty and Nice or Carine and Inga. Sort of like the good cop/bad cop routine except we are here to make you feel good. We apperciate how life can wear on you guys and so we ...
  • Madison Musician wants to funk you up! Gay Musician 4 Fun in Madison! I'm Gig (real name) living and working here in Madison. 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. L...
  • Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Madison 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 Madison dungeon to...
  • 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...
  • Hot stuff hoping for her sugar daddy Hot Stuff for Sugar Daddy in Madison Hello gentlemen, I'm Kayte. I’m sexy, flirtatious, sweet & fun loving with a very wild edge. I am 5'4" with silky black hair. I am your ultimate hot girl next door, but with a very down to earth vibe. Let me spoil and mesmerize you!  Exclusive su...
  • 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 ลพeli spoj Ja sam nov u gradu i ลพeleo bih da upoznam slatkog muškarca sa kojim ฤ‡u da idem na veฤeru. Ako ste zain...
  • Superb Shemale in Madison... T-Girl for NSA Encounters in Madison When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Madison. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck and ...
  • 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...
  • Glamorous TS Sugar Baby Ready to Be Spoiled ๐Ÿ’Ž๐Ÿ’‹ Hi handsome… I’m a beautiful trans sugar baby that loves the luxuries in life and I’m searching for a confident man who will treat me like the queen I am. I am very soft and feminine with a playful edge and you will always have a smile on your face when we talk. View My TS Sugar B...
  • 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 Madison 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 ...
  • HEY BOY - Tap into THIS Phat Booty! I ain't playin, I need a man to plunge into my juicy juice and give it to me hard! I got a phat booty and cannot lie cause we need a real man, and only a real man will do. I'm Natalie, 5'6, mixed race, 36D cup, 42 hips and a phat ass baby! If you live in Madison and need a booty call like I do then ...
  • Henry your Puerto Rican Stud for Local Man Puerto Rican male for male in Madison 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 @RicoHen...
  • Hot Angel brand new to Madison and web dating. Outdoorsy girl. I can be your hottest fishing buddy! Ok, I guess I am doing this right and I am hoping someone sees this! I am 28 and want to meet a cool guy who likes outdoorsy activities like hiking and (unbelievably) fishing! Yes, I can even hook a worm! Want to meet and hang out with me?  ...
  • I'm Danish... Eat ME! Been dating most of my life and nothing too serious, but now I'm ready to settle down with the right person. I'm looking for a woman who will complement me. Where I have weaknesses she will have strengths. She must be local in or near Madison, because I did a long distance relationship once and...
  • Single Female Wants to Explore Fetishes... I'm Dani, a sexually adventurous woman who is looking for a fetish playmate in Madison who is able and willing to go with me on this kinky journey. In past non-kinky relationships I have always played a more dominant role (for some reason) however I have changed my mind and I am keen to switch to mo...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun ๐ŸŒ™๐Ÿ’‹  It’s late. You’re restless. And you’re craving something… different ๐Ÿ˜ - 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...
  • Sexy Honey I am a totally real, down to earth, fun girl! I am looking for open-minded, playful, sweet, tender, fun guy to make me laugh! SEXXXYHONEY Call or PM   Message me and send your recent pic for mine Talk on phone required first before meeting in person No strings...
  • Free Wisconsin Transexuals Guide Wisconsin Transexuals Guide The Wisconsin Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free Wisconsin Transexuals Guide online.  Where to Meet Transexuals in W...
  • 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...
  • DOM Woman-Led Energy ๐Ÿ˜ˆ 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...
  • Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date. I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
  • Get Over Here Boy! Single and Sexy in Madison Baby! Hannah here in Madison looking for a friend with benefits. Hey just so you know I'm not just another piece of ass. That's not why I'm here, to just add to your body count. At the same time I will not tie you down in a relationship you don't want either. Let's be cas...
  • I'm Sexy and I'm Noah!... Single Black Man 4 No Strings in Madison Black male, 33, 5'11, 180 pounds, with a good education and positive attitude from Jamaica originally. I have lived here in Madison for about 10 years and love it. There is always something to do. I am looking for an original woman. What I mean is some...
  • Tattooed Sexy brunette, new in town & craving some fun ๐Ÿ”ฅMadison  ๐Ÿ“Madison GIRLIE SEEKING MALE ATTENTION!!ABOUT ME: A 20-year-old brunette woman who has multiple tattoos across my sexy body... wanting to find someone in Madison to spend time with a special someone while I'm in college. I'm currently studying to be a teacher.. I recently arrived here from ...
  • WE CAN HOST OR COME OVER ๐Ÿ’ฅMadison๐ŸŒŸ๐Ÿ˜‰ Hey there, I'm Shari from Madison, and my husband and I are a fun-loving swinging couple looking to connect with like-minded individuals who share our passion for the swing lifestyle. We love the thrill of meeting new people, exploring new experiences, and indulging in our deepest desires together.&...
  • 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...
  • 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...
  • I want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Madison area. Click here and come see me anytime!...
  • Madison โค๏ธโ€๐Ÿ”ฅ Sexy Ebony with Tattoos & Zero Patience for Weak Vibes  ๐Ÿ“Madison Dominant Ebony Lady - Seeking Man ABOUT ME: I'm a bit sassy, I have tattooes, I'm in my 20's and I'm looking for some sexy fun. That's why I made this w4m ad in the first place. I work as an event planner. So I know where all the good parties and events are.. ๐ŸŽ‰๐Ÿพ WANT TO...
  • 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...
  • Take Me to a Strip Club!.... Female for NSA in Madison I'm Diana, and I want to go to a strip club with you here in Madison. It's sort of a kinky fantasy I have going on right now. I have other dirty fantasies, but this is one of those I've never tried before. I'll even buy you a lap dance! I love to see a man get turned ...
  • BBW Lesbian in Madison Sucker for love BBW Lesbian in Madison Hey ladies, My name is Joanne and I suck at love! Ok, what I mean is, I love to suck. Definitely a 'boob' woman and if you got em I like em. Big, small or medium, it doesn't matter. I'm ready to spoil your body! Message me @JoanneBBWfem. Serious dates only please. Send y...
  • Curvy Brunette Looking for a Cute Girl to Flirt With ๐Ÿ’•๐ŸŒ™ So you want to know a little about me? Well let me tell you, I'm a curvy, 28, brunette and I love hot girls with a good attitude. Women just connect on a whole different level, you know? Our communication is more real, our smiles last longer and when attraction is mutual between two women, it can be...
  • Sweet Guy with a Naughty Side ๐Ÿ˜‡โžก๏ธ๐Ÿ˜ˆ Searching for My Queen Madison Hey there, lovely ladies of Madison! 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 MadisonI may not have a balcony to profess my ...
  • Busty curvy 38DD wants to date gorgeous guy Busty, Curvy 38DD W4M Fun, busty, sexy woman looking for an equally sexy guy to make me happy, both physically and spiritually. Discretion assured. Please be fun. I will be your dream girl! Text message me (BustyKateX) for a date....
  • Well Endowed Shemale is beautiful Madison 32 Well Endowed Shemale in Madison I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures and pr...