Milwaukee, Wisconsin Sex Ads and Adult Classifieds

Milwaukee, 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!

Home / Dating

Show Ads In: Appleton / Oshkosh | Duluth / Superior | Eau Claire | Green Bay | Janesville | Kenosha-Racine | La Crosse | Madison | Milwaukee | Sheboygan | Wausau

  • June 3rd, 2026
  • Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Milwaukee. Be ready to be rode hard and deep. I'm 6'2, muscular, hairy, blue eyes, black hair, full 8in, and full of fire. I'm gonna make you tap out boy! I'll pick you up on my Harley and take you for a ride yo...
  • Hot Brunette Mature Woman Hot Brunette Woman in Milwaukee Hi, I'm Angel. I'm seeking hot man who knows his way around the female body. I enjoy dinner, dancing and fun and frolics in the bed. Send me a secure message! BrunetteAngel41XX...
  • I'm a Steamroller Baby! Hi ladies, James here nice to meet you! Let's hop on my bike, put our knees to the breeze and do whatever the hell we please! I'm good with my hands, still a bit of an outlaw at heart, 35 years old, lived here most of my life, blonde hair, blue eyes, 6'1, around 220 pounds, muscular, love women, hug...
  • Bi Swinger Vibes 😏 Open to Couples Who Play Together in Milwaukee My Bi-Curiosity drives me toward men and couples who truly enjoy each other's SEXY company. Bold by nature, I lean into depth when exploring how love plays freely. Confidence matters here - especially willingness to engage without hesitation. Attention flows best when shared without holding back. Th...
  • Blonde College Girl Looking for Fun 😉w4m📚 Username: @SkylarOnBreak Dating Profile: Yes Pics Available: 11 Video Chat: Yes Messenger: Yes Message me directly if you’re real 💬 I'm Skylar here in Milwaukee.. I'm a college girl with blonde hair and way too much school work to do. I like confident men that know how to please a gir...
  • 🙌🤝MY BF and I INVITE YOU INTO OUR BED 🛏️ 😍 Hey there, I'm SexySally from Milwaukee. My husband 💍 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.&n...
  • Tattooed Alt Girl Seeking a Chill Guy 🖤🎶 Well I've got black hair, loads of tattoos and I LOVE music. So i suppose you could say that my lifestyle is quite alternative. My name is Raven and I'm a chill, alternative, down to earth, honest and true girl. I'm all for just taking it easy and having fun. Sometimes I just want to have a good nig...
  • My name is Shey and I am a goddess of love Black Woman for Sex in Milwaukee I am an African American with a hot body and a clear and quick mind. I want to meet a man who has a quick wit, an intelligent demeanor and a smart mouth. Go ahead and chat with me @EbonyQueenX to see if we hit it off....
  • Short and Sweet and New to the Area Hey guys! I will keep it short just like me! I am new in the Milwaukee area and I am single and looking for some dating fun! Send me a message @ShortnSweetKellie if you want to know more! ...
  • Hey Truckers & Blue Collar Workers 🇺🇸 I'M READY TONIGHT! Hey there drivers and blue collar workers! 💗🇺🇸 AMERICAN woman here in Milwaukee, ready to have some fun with a man who knows how to work hard. I need a confident man who will treat me right  .. I'm available to come to all truck stops, Loves, Pilot or others. Take a break from the high...
  • Looking for the real thing Sexy Hookup in Milwaukee 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 Milwaukee 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 ...
  • Black man, 31 needs good boyfriend Black Daddy in Milwaukee area Man, I don't know what I am supposed to say here lol....I am Frank and I am 31, clean, fit and single. I am just recently out of a long term relationship with my ex boyfriend. I won't go into detail but we just drifted apart. Anyway, I'm ready to mingle! Locals only in...
  • I wanna be your friend and lover Mature black man in Milwaukee 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...
  • 🏳️‍🌈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...
  • Tattooed Student 😈 Who Dates Older Men Inked. Curious. Not Into Boys. 🖤✍️   Yes, I’m a student. Yes, I’m tattooed.And no, I’m not into guys my age. ( MESSAGE ME NOW✉️_) I like men who are settled, confident, and don’t get weird about ambition or ink. Experience is attractive. Calm is sexy. Tryin...
  • 27 Yr Old Columbian needs affection 27 Year Old Columbian Hottie Have you got what it takes to please me? I have what it takes to please you, and I know it! If you are serious about being serious and you want love and affection I am the girl for you. View my pics and contact info @Alejandra27...
  • Divorcee looking for exclusive arrangement with generous gentleman Divorcee Seeks Exclusive Arrangement with Sugar Daddy Hi, I'm a recent divorcee seeking an exclusive arrangement with a Milwaukee sugar daddy! I am am 26 years old, love sex and pleasing my partner. I am looking for someone open to all types of fun and adventure! I'm classy enough to take to a busi...
  • Flirty TS Swinger Girl Seeking Fun Couples or Open-Minded Singles 💋✨ Hello, I am a very beautiful and very feminine TS trans woman, and I'm looking to meet like minded people who are respectful, open minded and understanding of the Swinger way of life. I am a very playful person and we are always looking for fun and sex with other like minded couples or people, and a...
  • Dinner, Drinks… and You in the Driver’s Seat? 🍷💋🍑 Milwaukee Hey there, lovely ladies of Milwaukee! 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...
  • Curvy BBW With a Big Heart 💕🔥 Hi! Well, I suppose an introduction is in order. My name is Brianna, and I am a lovely beautiful curvy girl that believes that the most beautiful qualities of a human being are confidence and kindness. I am a very affectionate, playful and loving person, and strive to make everyone feel as comfortab...
  • Drawn to Strong Men 🖤 I'm your little subby bitch Milwaukee 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...
  • Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Milwaukee. 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...
  • KINKY KENNY FOR HOT MALE-ON-MALE 😈 Horny Man Wanted in Milwaukee 😈 I'm Kenny, a horny gay man from Milwaukee 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 dild...
  • Bi-curious and Want to Try it Out... Hi, I'm Gary, 42 years old, divorced, curious but cautious, well endowed, (I'm told) medium build, 5'10, 180 pounds, ex Navy and need to keep this discreet for now. If you live in Milwaukee, are patient and know the in's and out's so to speak then I'd like to hear from you.  I don't know why I...
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Milwaukee? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all sort...
  • Hot and horny 4 Threesome in Milwaukee... Woman For Swinger FWB Hi boys I'm Sarah here in Milwaukee seeking the right couple for a threesome. It feels like I'm wasting away and not getting MY share. I'm looking for a sexy older couple with experience to show me true passion and skill. Someone who will teach me and attend to all my primal s...
  • Leather wearing biker chick with Harley Wanna go for a ride? I have a cool Harley motorcycle and I like to take off on weekends just for long rides. I love the feel of wind hitting my face on the open road. If you like bikes, leather and the wind in your face then go ahead and message me @HarleyChick and we can talk about meeting up...
  • Fit Gym Girl Seeking a Workout Partner 💪😉 I spend most of my free time at the gym. Ashley: athlete, people person and the bubbliest person you will ever meet. Very energetic person. Confidence, health and a good attitude are a few of my favorite things. So if you're a confident, healthy and happy man looking for a good friend then lets giv...
  • Sex and Smokin' Leather... Hi Leona here in Milwaukee (originally from Rochester, NY) and am looking for a sexy man who smokes and loves sex. Or at least a man who doesn't mind smoking and sex. I wear a lot of leather gear and smoke obviously and have a dirty mind to go with it all. I moved here and work at the Milwaukee airp...
  • 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!...
  • Totally new to this kind of thing! I use a couple of apps to do dating but I am never tried this site before. I am hoping I came to the right place. Are you my Mr. Right? I hope you are not my Mr. Wrong! My name is Lisette and I am 26 and single and I love to go to the beach and the movies. Check out my profile page and send me a mes...
  • 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...
  • Swingers Seek Sexy Man or Woman for Menage a Trois in Milwaukee How About a Threesome in Milwaukee? Funloving couple in Milwaukee 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...
  • Caught My Boyfriend Cheating... Now it's MY TURN! Looking for some hot NSA revenge sex with the right guy in Milwaukee. 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...
  • Trans Playmate Sex Kitten... Ebony trans woman in Milwaukee wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I a...
  • Joker and a Smoker... I'm a 30 year old, 6'1, 200 pound hardcore biker living in Milwaukee 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...
  • Karaoke queen loves singing with her Knight-ess Carmel Karaoke Queen in Milwaukee You love to sing karaoke? Good!! Me too!! My name is Carmel and I adore singing. I am not shamed to say I am probably not so good but after a drink or two you probably won't care! I love singing modern pop, 60's and 70's disco, and even some modern rap. Message me ...
  • Hot sexy shemale doll visiting Milwaukee now Shemale Visiting Milwaukee Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible long...
  • your place or ours? 🏠 SWINGERS SEEKING SEX PARTNERS in Milwaukee😘 Hey there, I'm Judie from Milwaukee. 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...
  • College Blonde Looking for Some Fun 🎓😉 My name is Paige. I go to school and I'm a future teacher. I just wanna spice up my life and meet some new people. I'd love to meet a confident guy that could make me laugh. Want to party??  I’m pretty social, quite playful and quite adventurous – depending on my mood. Fun times ha...
  • Strict Shemale Dominatrix in Milwaukee - @DesireeTransDomme Powerful African-Queen Dominatrix in Milwaukee I am full-time professional Domme Desiree. My Milwaukee area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you will lear...
  • Cute TS Sugar Baby Seeking Male💎Aria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual 💬 Hello, I am AriaTS here in Milwaukee. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a man...
  • Vivacious Redhead Bi-curious in Milwaukee... 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...
  • SUGAR DADDY 🍭👨‍🦰 💦Looking 4 Play Boy M4M Hey there babe, I'm a 25 year old male who is searching for another guy to play with and spoil. I'm strong and muscular, I drive a beautiful car, I can take you to do things you've always desired 🤑 It turns me on so damn much to find a cute little man to play with and take care of. Let me be D*dd...
  • I've Been Naughty and Need a Spanking!... If you are a sexy disciplinarian man in the Milwaukee 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 encoun...
  • OLDER BABES for YOUNGER MEN!! Older Women for Younger Men Sexy older babes show younger men how to truly please a woman! Women Join Free | Men Join Free | View Photos  1. Join Free for instant access 2. Chat or sext with members 3. Arrange local hook ups! More&nbs...
  • Ken, 42, lonely for you Male for Female Milwaukee Hi there! My name is Ken and I am 42 and looking for a real nice woman in the Milwaukee area. Send me a message and check my profile @Ken42seeksWoman for my recent pictures and contact info. Let me know about you. I enjoy skiing, hiking, boating, travel, gaming and reading...
  • Hot trans chick with nice boobs Hot trans chick in Milwaukee. 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 ...
  • Road Head Sally Drivin' Hard in Milwaukee Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Milwaukee. 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...
  • Wild Love - Gentle Soul... I'm wild because I love life and all it has to offer, and gentle because I don't want to ruin it. I'm Jade here in Milwaukee wanting to find a gentle soul to get wild with. Me: 21 years old, 5'7, 140 pounds, big boobs, brunette, blue eyes and need a sexy man. Not too picky about race or religion, ju...