Madison, Wisconsin Sex Ads and Adult Classifieds

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• August 27th, 2025
• Smokin' Hot and ready for a date! Ok, so maybe Smokin' hot is something you need to decide, buy hey, I have a sense of humor! Seriously though, I do think I am quite attractive and I have certainly been complimented often. My hair, especially, gets a lot of attention because it goes way down my back and I sit on it! It is long and s...
• Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Madison I am Dajuan, age 31 black male, and I am tall and long as in exceptionally well endowed. You may be shocked but you will not be disappointed. I am from Jamaica and I am here in Madison looking for men who want a hot, sexy date. I'm clean, disease free, no addictions, a...
• James is My Name and F#cking Your Brains Out is My Game! Don't underestimate this Italian/Lebanese twink from Queens. Well endowed top boy (and bottom) will make you tap out and take you to the limit tonight or any other night! I got the endurance to back up my claim and a whole lot of tricks up my sleeve for the right guy. I prefer older bears, but if yo...
• 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 ...
• BBW's - Heavy Hotties With Huge Sexual Appetites!... BBW's for Men in Madison There are thousands of local chubby cherubs looking for men just like you in the Madison area. They want fun, romance and want to meet you. Come check out their naughty pics and profiles. Click Here for More!       Other Sites of Interest: BBW's -...
• Fitness Freak has sporty body Hi, this is Teri! I love to work out. I run, I lift weights and I am fit. I am medium height and weight, toned and tan. I have brown eyes and blonde hair. I want a woman who is her own person and financially responsible. If you are a fun type who loves an athletic female partner, take a look at my o...
• 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...
• 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 ...
• I am a hot black b#tch living and lusting in Madison... Ebony Babe 4 NSA in Madison Hi I'm Shayla here in Madison checking this out online, never been at this before. Black female, 145, five foot 5, w extra large titties as you can see in my hot pics. (see more at my page) Just looking for a little NSA fun with the right sexy guy here in my area. I...
• Good girls don't, but I DO! Tania Needs Hot Man in Madison You can call me a good girl all you want... but that won't change my horny ways. I need more! I need to be touched, I need to be filled, I need to be spanked! Any men in Madison who feel me on this? Let's get together and see about some NSA tonight and if it works out...
• I've Been Naughty and Need a Spanking!... If you are a sexy disciplinarian man in the Madison area and have a strong hand I NEED a spanking to get my juices flowing. (oops! I meant to say to pay for the bad things I've done!)  I'm an Italian/French girl 22 years old w medium build, and an appetite for punishment and erotic NSA encounte...
• Madison Fetish Lover seeking hot, kinky fun! Madison Fetish Lover for Hot, Kinky Fun! I am a seriously fun woman who has a naughty side. I have never put an advert on here before, so I hope I am doing this right. I just turned 28 and I am about 5' 6" with a curvy body and slender legs that go on forever and look great in stockings. I love ki...
• My Husband and I are Into Cuckhold and Need a Bull in Madison... We are professionals here in Madison and are looking for a man who can rise to the occasion and fill me up while hubby watches from another adjoining room. We are easy-going and discreet and need you to be also. We should necessarily meet first to discuss some things and get to know each other first...
• 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...
• Looking for the world's best playmate! Need: One good looking guy who can make me laugh Also: has to like music and movies and be a gamer, not a player. What you get: Me! My name is Patrice and I am 25, 5'6", curvy with dark hair with a blue streak straight down the back of my head, which I love! I am also a pretty good cook, so if we ...
• Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Madison 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 Madison here for magic milk bag fantasies. If you have boobies I'm interested! ...
• Amazonian Warrior princess looking for her Xena Tall Woman for Woman in Madison I'm a soft butch bisexual/pansexual woman. I enjoy cosplay and RPG. You wanna role play with me? My name is Terri and I am 5' 11", medium/athletic build and I have long dark hair. I am fit and muscular from working out regularly. I'm interested in all types of women ...
• Let's indulge ourselves in something extraordinary... Hello there boys I'm Tawana a 24 year old ebony female seeking a sexy man for some hot NSA in Madison. I'm actually from here and prefer a man who lives here instead of a long distance thing. Mostly because when I'm hot and ready and I need you I'm gonna need you now, and not whenever you can get he...
• 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?  ...
• Flirty thirty-something Lesbian wants party goer Flirty Feminine Lesbian to Party in Madison Ok, maybe not always partying but I do love dancing so much. I can dance for you if you like! My name is Selina and I am half Spanish. I speak both English and Español and love to travel when possible! I work from home and my schedule is flexible. ...
• Young at Heart Grandma Seeking Fun and Adventure in Madison... Hey boys I'm Doris, 63 yrs old, 40EE+, blue eyes, retired dispatcher from right here in the Madison area. I've decided to put away the knitting needles and gardening tools and craft supplies to have some real fun! I need a sexy man who knows what a woman really wants ;) The best feature about me is ...
• 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 ...
• 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? 😉) I'm a La...
• Nigel 56, Madison new here Male 56 seeks woman in Madison 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 over a ye...
• 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...
• 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 ...
• Nice but Naughty 30 year old seeking affection and a good time I am half Latina and half European and have moved here recently. I am lonely, trying to assimilate and I would like to meet a very nice man who wants to play and enjoy life together. Text me for a date! (Naughty30luv) I'm naughty but nice, love a good time, party friendly, have recent pics to share...
• Sensual Dating Sensual Dating with Jen Wanting to date sensual caring man. I will do things the way you like. I like super open minded guys who show respect. Kink friendly!!!! Just pm or text please, no calls. My contact info is here SensualMadisonJen Open minded Kinks welcome Femdom  420 frien...
• Looking for Older Gentleman 🍭 Madison Area Seeking Madison Sugar Daddy Exclusive Arrangement I am 24 and looking for mature. I have a good sense of fun and a smooth, hot body. My long hair is chocolate brown and my skin is very soft! I want to meet a cool guy who likes to have fun. Send me a private message for my pics and contact...
• F/M seeking love and fun Female to Male Trans Man in Madison My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. This feels right and I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and oth...
• SEPARATED MOM 🧸 Seeking NSA Hookups in Madison Separated mom for sex hookup in the Madison area This is my first time trying adult classifieds. I'm pretty shy at first but I open up quickly after getting to know someone. I have an active imagination and fantasy life. I'm a kinky, naughty girl 😈 looking for some hot fun to let off this sexual...
• PeeWee's Looking for a BIG Adventure! Hi, I'm Herman, and me and my little friend are looking for some excitement in Madison 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 see u...
• 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...
• Vivacious Redhead Bi-curious in Madison... Hey ladies, I'm Bi-curious Lisa and new to this. I am excited and nervous at the same time. I want a hot encounter with another female to see what it's all about. Might have to take it slow at first, so please be patient with me. I am thinking a woman knows what a woman wants better than a man. I co...
• 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....
• 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 želi spoj Ja sam nov u gradu i želeo bih da upoznam slatkog muškarca sa kojim ću da idem na večeru. Ako ste zain...
• British T-girl Seeking Classy Gentleman in Madison... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Madison and am financially independent and looking for a gentleman who is like-minded, equally solvent and has except...
• I wanna be your friend and lover Mature black man in Madison 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 like d...
• Beautiful Krystale 25 Madison visiting now Beautiful Preop Shemale Visiting Madison Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Madison, Wisconsin Sex: MtF Trans Seeking: Man ...
• Carmel skinned beauty waiting for you in Madison Woman seeking woman in Madison I am Brandi and I am busty and attractive. I am carmel colored from a mixed background and I am looking for the woman of my dreams. I am passionate and love sex. I'm seeking a fun-loving woman in the area who wants to enjoy the fun things in life. If you meet that de...
• 😈😈 WANT TO HAVE GROUP SEX???? 😈😈 Howdy y'all! My name is LINDA, and my husband and I are a swinging couple based in Madison.. We love the thrill and excitement of the swinging lifestyle - meeting new friends, exploring our fantasies, and indulging in all kinds of kinky play. 💋 Let's Have Some Group SexI am a playful and adventur...
• Sweet Guy, Dirty Mind, Zero Pressure 😇Madison😈  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...
• 💌DISCREET AFFAIR💌 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. 😉  View Profile - Browse Pix CHEATING WIFE - AFFAIR  L...
• 💋 Naughty or Nice? I Can Be Both 😈 KINKY BDSM W4W Woman Seeking a sexy lady in Madison... I want to know your KINKS💯😈 I'm really into fantasy play and BDSM. I love to DOMINATE or be submissive.. I love role playing and have lots of fun!!  I need a beautiful girl for tonight to match my energy 💖 I’m sweet on the  outside, wi...
• 🎶 Concert Vibes & Bedside Rides - Madison  Cute Lesbian Girl in Madison seeks her lovely playmate!! Oh beautiful 💖 I would love to meet at a local show, dance a little too close  and make out in the parking lot like teenagers? In reply I'm 28, femme leaning switch  and I like high energy chemistry. It's about time someone ...
• 🌶️Male Seeking Male – “What Are You Into?” Everything. Now Come Over. 🍑🖤  You have me as your hidden secret while I am your deepest sexual desire which will cause you to  have morning soreness and a pleased expression 😘 I enjoy oral fixation while practicing roleplay and light  dom/sub games with an interest in power dynamics and extended filthy nights ...
• TS Temptress Ready to Ruin You (In the Best Way) 😈💦 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...
• Ebony TS Playmate for Men Who Know What They Want 🖤🍆  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
• 💎PARTY & SEXX💎 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? 📸 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 🎉🥳 Let's drink, party and hookup&n...
• 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...