Sheboygan, Wisconsin Sex Ads and Adult Classifieds

Sheboygan, 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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July 5th, 2025

TS Sugar Baby💎 Your Perfect Trans Fantasy – Let’s Make It a Reality 💋  📍 Location: Sheboygan 💖 Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 20's and I...

Swingers Seek Sexy Man or Woman for Menage a Trois in Sheboygan How About a Threesome in Sheboygan? Funloving couple in Sheboygan 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 foursome...

😇 🍆 😍TRANNY COUPLE -Sheboygan- SHEMALE SWINGERS😇 🍆 😍 Hey babe, are you interested in Shemale or Transsexual Sex? How about a shemale couple looking for you to join? If you want to have some sex and swing with us.. You MUST be willing to do whatever we say. Do you want to play with our cocks and boobies at the same time?. Swap TS Nudes & Conta...

So Easy A Cave Man Could Do It! Must Have NSA In Sheboygan! Hi I'm Lynn (CaveGurl) here in the Sheboygan area looking for her sexy cave man. Simply click the blue link thing down below and take a look at my naughty profile pics and let your primitive instincts take over. No need to re-invent the wheel in your quest for fire....

BBW -W4W 🍔 Burgers & Backseat Kisses? Count Me In BBW Lesbian ( w4w in Sheboygan ) seeking a cute, sweet and open minded woman 🧁 .. I hope you love a beautiful woman who has a lot more to give😉🍰 .. I love any kind of woman, I just want you to accept me for me and play naughty with me ( VIEW MY PIX - MESSAGE ME )   Not all dates ...

FEELING H0RNY? I'm Your Dirty Little Secret 😈 CAM SEX BUDDY! 👁️‍🗨️💦 I'm horny and bored 😈 so I set up my sex cam 👁️‍🗨️💦 I specialize in kinky fetishes. Seriously, I like vanilla sex but I also like to taste all the flavors too! 😈 Join my cam (online now) and tell me your kinky secrets and deepest sexual desires and I'll share mine with you. T...

Hot chick looking for more than a good time I am told I am hot. That's up to you to decide, but I would definitely agree to some extent! I am fun (I think) and I love good food and a good time.  I love intimacy and good sex! 😈 I like to take pics and do sexy videos. Wanna swap your hottest pics for mine?  Text me at SherryS...

Sugar Magnet Looking for His Sugarbaby in Sheboygan... Hi, I'm Matthew a semi-retired Real estate developer recently divorced seeking my sugarbaby for sexy good times and companionship. I have a yacht, penthouse and nice cars, but still something BIG is missing... YOU! I admit, I'm not the best looking guy, but you could do worse. Do you like to travel?...

You want to date me, right? Man seeking Woman in Sheboygan Hey, thanks for checking out my ad. I am Noel and I am here to let you know that you don't want to miss out on dating me. I am a joker and I love to laugh and make you laugh too. I am a music fan and I love going to live gigs. Who are your favorite musicians? I have e...

Don't ever play leap frog with unicorns! Hi I'm Claire, a cougar here in Sheboygan 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...

Swingers - Estella Wants Threesome - Live La Vida Loca! Hi Sheboygan Swingers I am Estella looking for some real fun - Estoy Muy Caliente muchachos y muchachas! I have a need only you two can fill. You don't have to be super models or anything just come with a sexy attitude and that makes it all good in my book.  I prefer a hispanic or white couple...

British T-girl Seeking Classy Gentleman in Sheboygan... 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 Sheboygan and am financially independent and looking for a gentleman who is like-minded, equally solvent and has exce...

Road Head Sally Drivin' Hard in Sheboygan Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Sheboygan. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or pa...

Keep Calm and Pet the Kitty... Angie here in Sheboygan with a special pubic service announcement to keep calm and pet the kitty should you have an emergency. Come closer and listen to her purr... closer now... closer now! Ahhh that's it right there, kiss the nice kitty! That's how we stay safe at night around here. Safety minded ...

Dinner, Drinks… and You in the Driver’s Seat? 🍷💋🍑 Sheboygan Hey there, lovely ladies of Sheboygan! My name is Baily and I'm on the lookout for that special someone to light up my world. 💫Swap pics & contact info I may not be a prince charming, but I can promise you plenty of laughs, good times, and maybe even a little bit of romance along the way...

💌DISCREET AFFAIR💌 I'm in Sheboygan  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 ...

Intoxicating-Stacked Blonde Beauty in Sheboygan... Hello men, I am Korina a single woman seeking a single sexy man for NSA relations in Sheboygan. About me: Russian born, 25 years old, 5'7, 130 pounds, 38D cups have been here for 10 years and have a small business. Do you live in Sheboygan? I try different places for finding attractive sexy men, but...

22F - Sheboygan 😈loves to get fucked 💋Tight Wet Pussy🧡💛💚💙 Hey there, I'm Yevette from Sheboygan. I'm a playful and adventurous woman who loves to explore all kinds of fantasies in the bedroom. When it comes to sex, I enjoy trying out different positions like doggy style and reverse cowgirl. I also have a kinky side and love experimenting with light bondage...

Redwingz Looking for Princess Charming Sheboygan Lesbian For Fun Hi I'm Lucy (Redwingz) here in Sheboygan looking for a sexy partner who isn't scared to have a little fun. I like the outdoors, walks in the park, the beach, camping, fishing, DIY projects, motorcycle rides and lots of affection. Open to trying new things. To get hold of m...

Sweet Guy, Dirty Mind, Zero Pressure 😇Sheboygan😈  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...

Smoke and Leather! Smoke and leather go together. I'm Toby, 32yrs, 6'0, 200 pounds, extra large, living in the Sheboygan 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...

Bouncy chick looking for..... Dick or John, whatever your name is, are you my Mr. Perfect?? If you are out there, and I am sure you are, please send me a message @BouncyFunXXX so we can finally meet up! I have been waiting for you! Must have sense of humor!...

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...

Tired of Fakes and Game players? Want hot juicy and tight? Real Sheboygan Girl, Hot, Juicy & Tight 100% real Sheboygan girl and very skilled! My tantalizing curves and sexy eyes will have you mesmerized in seconds.  Enjoy my silky skin, luscious legs and sensual breasts.  I love to tend to your needs. I promise a safe, sexy and secure e...

Not exactly out yet. Need discreet NSA... Mixed mexican/white male 29yrs, professional divorced with two kids. I am looking to explore my bi-sexual curiousity in the Sheboygan area with the right man and see if there is anything there. If you can be discreet and are interested then please come see me by clicking here....

Well Endowed Shemale is beautiful Sheboygan 32 Well Endowed Shemale in Sheboygan 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 ...

🏳️‍🌈Male for Male – Let’s Skip the Small Talk & Get to the Moaning 😈🛏️  We should avoid pretending about our friendship intentions because I am looking for something more. As a  30-year-old man with a fit body I understand my desires which include a dominant confident partner who takes  control without hesitation. View My Sexy Gay Profile - We will hav...

Lets Go Playah! Sheboygan Boys Come Out and Play! Mindy here in Sheboygan ready to play with a man who has skills. This game ain't for sissies or mommas boys. I know what I want and you know what you want so this whole thing should be uncomplicated and simple. You know the game, it's straight forward and goes as f...

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 Sheboygan 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 wan...

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! @Rendezvous29Sheboygan Send me ...

Say BootyJuice Three Times and I'll Be There for a Threesome! Ebony Babe Wants Threesome in Sheboygan Sataay here in Sheboygan lookin to freak it with a white swinging couple who need some hot chocolate. I will make an exception for mixed couples as long as one is white. It's a fantasy thing. I got big boobs, big booty and a big ol dirty mind! So come on by a...

I'VE GOT A GLORY HOLE FETISH - CUM 'N GO! Sheboygan Glory Hole! Hi all you sexy guys in Sheboygan I'm Riley, and the other girl here is Harper a neighbor who likes to join in the glory hole fun sometimes. We have a club house that has a glory hole set up that's pretty nice actually. Our boyfriends like to watch, but you'll never see them. ...

Hot Latina looking for love Latina caliente buscando amor. En la música de fiesta, jugar, acampar en la puerta y todo tipo de diversión física. Me Text para una cita! @latinacaliente27 Hot Latina looking for love. Into party music, playing, out door camping and all kinds of physical fun. Text me for ...

Catch Me if You Can Butches! Yo, all you Sheboygan butches! U looking for some hot chocolate tonight? I am Lola a black fem lesbian and just love me some confident, assertive sexy butches who know how to treat a woman in and out of the bedroom. Please be between say 20 and 40 years old and live in the Sheboygan area. Contact me...

💖 Sweet, Seductive & Craving Her – Ebony Babe Looking for a Good Time 😘 Sheboygan Ebony Lesbian Lover Seeking Woman!!😉 I am a thick, chocolate colour 🎂🤎  , in my mid-20s, with soft curves and  smooth skin, and a wicked little smile. I am playful, affectionate and very into women,  especially if they know how to tease and please.  It should b...

Looking for a Smooth Operator in Sheboygan... Let's See How You Operate! Hi all I'm Arlene a busy surgical nurse here in Sheboygan looking for a guy who is smooth like Southern Comfort. Not brash and overly cocky and overly sure of himself. I need that silent strong masculine energy in my life that tells me I'm a woman and makes me glad to be ...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Sheboygan AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you and show you wh...

Sophisticated Black/White mixed Lady wanting Gentleman friend in Sheboygan My name is Janette and I am 32. Some men have been intimidated by my 36D breasts, with big sensitive nipples, but I am hoping there is a man out there who can cope with them! I am passionate and responsive and give pleasure just as freely as I receive. Don't be afraid, I don't bite... too hard! Mes...

Any Sexy Couples in Sheboygan Want to Hookup? - Asking for a Friend 😄 Inquiring on Threesome in Sheboygan I'm really horny, I mean I'm really Hannah here in Sheboygan and you see there's this very close little friend of mine who is bored and lonesome. She wants to know if there are any hot swinging couples around that might be kind enough to service her once in a whi...

Attractive 48 yr old seeking younger man in Sheboygan for fun and excitement Older Woman (age 48) for Younger Man in Sheboygan 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 Sheboygan 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 u...

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...

July 4th, 2025

My Husband and I are Into Cuckhold and Need a Bull in Sheboygan... We are professionals here in Sheboygan 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 fir...

I wanna be your friend and lover Mature black man in Sheboygan 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...

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 Sheboygan. 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 ca...

Sheboygan Cougar Could be a Cubs Delight Tonight!... Cougar on the Prowl in Sheboygan Hi there you sexy cubs I'm Joan and I'm gonna spoil you tonight! My den or yours, let's get wild in the sheets till I've had my fill. If you are a cub between 18 and 30 and live in the Sheboygan area then I've got something for you. Maybe you thought school wa...

WE CAN HOST OR COME OVER 💥Sheboygan🌟😉 Hey there, I'm Shari from Sheboygan, 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...

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 Sheboygan tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer th...

Caught My Boyfriend Cheating... Now it's MY TURN! Looking for some hot NSA revenge sex with the right guy in Sheboygan. Must be STD free and have your own place or arrange for a room. I will not give you my real name or address here. I'm a 24 year old, 5'7, slender, blonde haired, blue eyed female seeking a sexy man. We'll have to chat first and me...

MASSAGE/BJ/NURU - VERIFIED✅ I'm JENNY LOVE ❤️, an exotic & rare bombshell that is the perfect mixture of sweet and sassy. I have stunning long legs, soft glowing skin & seductively mesmerizing eyes. You will love my petite body and nice smooth skin. Let me Massage you and make you cum! 👉If yo...

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 ...