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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  • December 27th, 2025
  • F/M seeking love and fun Female to Male Trans Man in Sheboygan 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 o...
  • 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...
  • 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 ...
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  • 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 @LonelyinSheboygan so we can get familiar!  LonelyinSheboygan...
  • 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...
  • Good girls don't, but I DO! Tania Needs Hot Man in Sheboygan 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 Sheboygan who feel me on this? Let's get together and see about some NSA tonight and if it works...
  • Princess Mai Rules Sheboygan! Cruel to be Kind in Sheboygan Come bow down before Princess Mai of Sheboygan and I will rule over you. I will control your life, your comings and goings, and who you can or can't talk to you sneaky little bitch! When I text you better answer and be at my service. It is your duty and pleasure to app...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Sheboygan Area Hi, my fem name is Gloria. I'm a married crossdresser in the Sheboygan area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play! I'm seeking cross dres...
  • Your Ultimate Erotic Experience!! Don't Miss Out!! I am very honest, sweet, and loving young woman, I am a Christian, that is my background, religious and I believe in real love, I am here looking for real love and a man that I believe I deserve, I love cooking, dancing, cleaning, watching movies, I am down to earth outgoing woman. I have been in an...
  • Young at Heart Grandma Seeking Fun and Adventure in Sheboygan... Hey boys I'm Doris, 63 yrs old, 40EE+, blue eyes, retired dispatcher from right here in the Sheboygan 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 i...
  • Handsome, tall and tanned guy wants to meet shy woman Shy Guy for Shy Gal in Sheboygan Male, 34 looking for gal, 26+ age. I'm a bit on the shy side so if you are also, that's a plus. I warm up once I start to feel comfortable. I have many interests and like new experiences. I want to meet a mature woman for fun, laughter and more. Check out my profile...
  • Cunning Linguist... Oral Expert Seeks Woman in Sheboygan Hi, I'm Calvin a single male in Sheboygan looking for a single woman who is funloving and passionate. I am orally gifted and speak fluent English and have an accent. My greatest oral talent however is in my long tongue - my whiskers are soft and tickly, but...
  • Superb Shemale in Sheboygan... T-Girl for NSA Encounters in Sheboygan When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Sheboygan. 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 ...
  • 38 yr old Lonely woman seeking passion in Sheboygan Successful Business Woman for Female in Sheboygan I am Julia, 30 and a successful business owner. I have a flexible schedule so I've decided it is time to begin dating again after a long time being single and focused on work. I have my own money so I don't need anything but your time and affection....
  • Let's Play Cock, Paper, Scissors!... Gay Man Looking for Fun in Sheboygan Now that I got your attention. Hi I'm Graham, a gay man here in Sheboygan and I'm looking for a man who likes to play sexually charged games. I'm 28 years old, black hair, brown eyes, 6'0, well endowed, (8+inches) hispanic, single, love to party, no pe...
  • Hung Black Male Sheboygan for male action Wants hot male for male sex in Sheboygan. All races welcome. Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in char...
  • 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 Sheboygan. 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 ...
  • Stop! Look no further for the girl of your Dreams! Hello guys in the Sheboygan area. Here I am!! My name is Brandi but you can call me sweetheart lol. I am bubbly and charming with a great (I think!) sense of humor! I am bored being alone, so please contact me me for a date or a drink! @DreamGirlSheboygan...
  • Want to touch my amazing... Wookie? Me, black gay male seeking local men to date, hang with and have some good times. Up for pretty much anything. (love body rubs) 5'10, green/blue eyes, 30 yrs old, well endowed and always ready if you know what I mean.  lived in Sheboygan for most of my life. I am a city worker so a...
  • Newly Out Looking for love Newly Out Lesbian in Sheboygan I have only been out for a few months and I am totally new to the dating scene. I have no idea even what to say or where to start! I will tell you a little about me. I am a youth worker and I have a college education. I am 26 and sort of tomboyish but I do wear make u...
  • Joker and a Smoker... I'm a 30 year old, 6'1, 200 pound hardcore biker living in Sheboygan and I go by the handle of Joker. Looking for my sexy road queen who preferably smokes too, or at least doesn't mind that I do. All this anti-smoking shit brings out the rebel in me, and if you're like me then we'll get along g...
  • 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 Sheboygan area please. I have a somewhat flexible schedule but an out-of-town hookup just isn't in the cards.&...
  • Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Sheboygan. I have a good job, a new truck and I own my house. Life is pretty good and I'm ready to take the next step toward finding love. Could you be who I'm looking for? We'll never know unless you message me.  I am not looking for someone who is going to g...
  • VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Sheboygan and all the possibilities it offers for a guy like me. don't like the idea of bar pickups and would rather ease into this thing. Must be descreet and honest. Message me here. VirginAss88...
  • Latina lovely looking for love Hello, my future love. I am waiting to meet you and have been looking all over. When can I see you? Are you out there? Please contact me.  ChicaLatina24 Hola, mi futuro amor. Estoy esperando conocerte y he estado mirando por todas partes. ¿Cuándo puedo verte? ¿Estás...
  • 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...
  • Cuckhold Bull in Sheboygan Available for Couples... Hello, I'm Ryan and live in Sheboygan offering my unique service as a Cuckhold bull. I have the physical credentials and am attractive. I stand 6'0, good shape, 9"+ inches, thick and uncut, single, black hair, blue eyes and I am a very easy going guy.  Respect and attentiveness are my watchwor...
  • Hey, any SteamPunkers out there in Sheboygan?... Hi, I'm Brad T. from Sheboygan born and raised. I love everything SteamPunk and am searching for a local woman who appreciates the romanticism of the late Victorian era. I'm 30 years old, love sci-fi, SteamPunk, conventions and events, travel and work. I have a dynamite job working with younger auti...
  • Hey Boys The Show is Over Here! Diva Seeks NSA in Sheboygan Sure I'm a diva, who isn't? I'm London here in Sheboygan looking for a sexy guy who gets me. Not looking for anything serious right now, just a NSA hookup with a handsome guy who knows how to please a woman. Hey, it's not a one way street I know that. I'll take...
  • I Need a Sheboygan MILF Who's Got That Sexpertise! Sheboygan Man Needs Experienced Woman Hi all you hot mommas out there in Sheboygan. I'd love to meet someone to hookup with on a regular basis. FWB style. Young women my age seem to be sort of squirrely and awkward in bed. (just my experience) I picture a MILF as being more focused and educated on ...
  • Looking for the real thing Sexy Hookup in Sheboygan 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 Sheboygan 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 ...
  • DoobieSisters Looking for Smoke Buds... DoobieSisters we are hot, sexy and are here seeking generous gentlemen with weed for girls in need. You won't need anyone else to smoke your blunt from now on ;) Come check out our new improved Sheboygan profile and lets cut out the middleman if you know what we mean! Click here to introduce yoursel...
  • 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...
  • Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!... Sal here in Sheboygan to melt your stress away and relieve that pent up sexual tension like no other. I host and offer full amenities and services to my gay clients. All men are welcome as well as couples who need to unwind and spice up the day the right way. I serve gay, bixsexual and bi-...
  • Tall, fit Butch... Butch for Femme in Sheboygan Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take you on picnics. I have a nice home, own my car and I have a good job. I don't need anything but ...
  • European Lady seeks sensual gentleman European Lady in Sheboygan My name is Karena and would like to meet a kind gentleman for dinner and dating. I am mature and I originate from Europe and moved here recently. Serious callers only and I am willing to please you.  Check my website pics and contact info KarenaXX86...
  • Hot Girl Wants To Hang Out With Woman in Sheboygan 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. ๐Ÿ”ฅ 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 ...
  • Exotic and Erotic Orlando From Tuscany Italy... For More Than Just a Hookup Ladies I am Orlando visiting in Sheboygan. Let me take you on an erotic journey of passion and delight tonight. I know how to treat a woman and bring out the sensual romantic in you. Just let yourself go and forget all about your cares for the evening. You will be in goo...
  • Flirty Fun, Endless Kisses & No Judgments ๐Ÿ’‹ Sheboygan  The person I am today is a relaxed yet passionate man who balances his gentlemanly nature with  flirtatious tendencies by sending sweet messages during mornings and provocative messages at night. ๐Ÿ˜ˆ I enjoy tasty  food with slow kisses and unexpected plans that typically lead to in...
  • Tall & Peggable ๐Ÿ˜ˆ๐Ÿ’‹ Looking for My Boss Babe Hi I am a Single 32 years old straight white male.I'm in Sheboygan and I would love to meet and amazing woman who wants to feel a real man! ๐Ÿ˜‰ I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very oral i love to give as much as receive. I love to make her cum all ...
  • Sweet & Sinful โ€“ Submissive Babe Seeking a Domme to Take Control ๐Ÿ’ฆ Sheboygan - W4W BDSM/KINK Seeking Slave, or maybe you are a switch like me? I’m a soft femme, in my  20s, curvy, obedient when I want to be and very much wanting to try something  filthy, fun and consensually intense. WANT TO LEARN MORE ABOUT ME?  How about a drink first, perha...
  • ๐Ÿณ๏ธโ€๐ŸŒˆMale for Male โ€“ Letโ€™s Skip the Small Talk & Get to the Moaning ๐Ÿ˜ˆ๐Ÿ›๏ธ  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...
  • ๐ŸŒบEbony Godess๐Ÿ”ฅTIME TO PLAY! I am affectionate, classy, mature, independent 420 friendly, Super Cute๐Ÿ’‹ Ebony Woman seeking. I love Kissing and Making out.๐Ÿ”น♦๐Ÿ”น Nice and Sloppy. I want a secret Fuck. I can host or come to your place thats your choice!Age & Size doesn't matter ๐Ÿ’‹๐Ÿ’‹๐Ÿ’‹My Profile and Pix Here ๏ฟฝ...
  • your place or ours? ๐Ÿ  SWINGERS SEEKING SEX PARTNERS in Sheboygan๐Ÿ˜˜ Hey there, I'm Judie from Sheboygan. My husband and I are a fun-loving swinging couple who love to explore our fantasies and indulge in the playful side of life. We adore the thrill of wife swaps, threesomes, and all the excitement that comes with the swing lifestyle. View our nudes!What I love...
  • ๐Ÿฅต๐Ÿ†SHEMALE COUPLE SEEKING SOMEONE FOR SEX๐Ÿ†๐Ÿฅต Hello men and women. We're a TRANS couple seeking someone or multiple sex partners to join us. We have cock and tits.. Does this turn you on? We're willing to let you hop in our bed, or we will come to your place. I really love sharing my partner and being fucked in front of her.. OMG I"M GETTING HA...
  • WE CAN HOST OR COME OVER ๐Ÿ’ฅSheboygan๐ŸŒŸ๐Ÿ˜‰ 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...
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  • Sheboygan๐Ÿ’‹ TS Tina โ€“ Your Naughty Escape, Anytime, Anywhere ๐ŸŒŽ๐Ÿ”ฅ Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world ๐Ÿ˜˜ I possess the right amount of softness while maintaining the perfect playful demeanor and I always welcome men who understand how to treat a genuine wild wom...
  • Super Sexy Good Girl Needs Another Cock To Suck, Are You Man Enough?? ๐Ÿ˜˜๐Ÿฅต 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...