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Milwaukee, Wisconsin Casual Encounters

Find Milwaukee, Wisconsin casual sex ads for spontaneous hookups, friends-with-benefits, or wild one-night stands. These casual encounter listings are posted by real people seeking no-strings sex in Milwaukee, Wisconsin. Join now and explore your local adult scene - totally free.

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  • February 8th, 2026

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  • Seeking Group Of Ladies For Wild, Exhausting, And Satisfying Fun.Seeking Group Of Ladies For Wild, Exhausting, And Satisfying Fun. I'm on the lookout for a group of ladies who are down to get wild with me. I want to fuck each and every one of you until we're all exhausted and satisfied. Let's make it a night to remember, exploring each other's bodies and fulfilling all our deepest desires. We can take turns or all play together...

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  • Ken, 42, lonely Milwaukee male for youKen, 42, lonely Milwaukee male for you Hi there ladies! My name is Ken. I am 42 and looking for a nice woman for fun dates and romance in the Milwaukee area. Check my profile @Ken42seeksWoman for my recent pictures and contact info. Let me know about you. I enjoy boating, skiing, gaming, hiking, travel, and reading. The truth is, I can e...

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  • Penny Non-Op TS Bottom or Top | Milwaukee, WisconsinPenny Non-Op TS Bottom or Top | Milwaukee, Wisconsin Hey, I am Penny, a non-op TS who can switch top or bottom for your pleasure, and I aim to please! I am recently new here and I am pretty nicely endowed! Send me a message online @PennyTSswitch!! I'm a mixed race trans sweetheart, looking for a nice gentleman who will enjoy being with me. I'm tired ...

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  • LetLet's Get Wet And Wild - Into Watersports Fun Together! I'm looking to get wet and wild with a guy who's into watersports. ? If you're down to let loose and have some fun, hit me up. I want to feel your warm stream all over me as we explore our kinks together. Let's make a mess and enjoy every moment of it. No judgment, just pure pleasure. Whether you're...

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  • SHEMALE BEAUTY Ready to Eat Your Manhood Now! 🍆💦SHEMALE BEAUTY Ready to Eat Your Manhood Now! 🍆💦 Hey there! I am Blanca, a shemale beauty queen who can take top or bottom. I am ready to eat your manhood now.  🍆💦 We can do bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try and you may never go back. Message me @BlancaShema...

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  • Ravish Me With Your Touch, Explore My Body Like Never Before.Ravish Me With Your Touch, Explore My Body Like Never Before. I'm looking to have my pussy fucked with a woman who knows how to handle me just right. I want to feel your fingers exploring every inch of me, teasing and pleasing until I can't take it anymore. Let's lose ourselves in the moment, letting our desires run wild as we reach new heights of pleasure tog...

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  • Exciting black guy in MilwaukeeExciting black guy in Milwaukee Herman, black male, active and fit, age 32. I am excited to get to meet you! I'm looking for lovely lady of any age but not too young to understand my humor nor not too old to keep up ;) Hahaha! I am fit and fast and muscular. If you're into sports or working out, I'm your guy! Let's get coffee or d...

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  • Sexy Man Wanted To Eat My Pussy And Drive Me Wild.Sexy Man Wanted To Eat My Pussy And Drive Me Wild. I'm looking to have my pussy eaten by a man who knows how to please a woman. I want someone who can make me moan with pleasure and leave me begging for more. I love feeling a talented tongue explore every inch of me, driving me wild with desire. ? If you think you have what it takes to satisfy my cr...

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  • Seeking Hot Sex and Fun for Allison27Milwaukee 💋Seeking Hot Sex and Fun for Allison27Milwaukee 💋 Hey, my name is Allison. I am looking for no strings sex and fun with an exciting man in the Milwaukee area who can make me laugh and who enjoys walks in the park, romantic dinners and hot sex! I know it sounds cliché, but I am a lady on the streets and a tramp in the sheets!  💋 ...

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  • Fuck Me Hard and Deep - PrenticeFuck Me Hard and Deep - Prentice Are you a horny gay man looking for some hot and steamy action? Look no further, because I'm here to fulfill all your wildest fantasies. My name is Prentice, and I'm a gay man seeking other gay, bisexual or bi-curious guys for some mind-blowing male-on-male fun. I love getting my tight ass pounded ...

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  • LetLet's Get Naughty And Explore Backdoor Fun Together ?? I need a woman who's down to get a little naughty and explore some backdoor fun with me. ? I've got a craving to slide deep inside and give you the ride of your life. Let's make some sparks fly and push each other to new heights of pleasure. Trust me, I know how to hit all the right spots and leave ...

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  • Shy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Milwaukee, Wisconsin AreaShy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Milwaukee, Wisconsin Area Hello. I'm a married crossdresser in the Milwaukee area. My fem name is Gloria. I'm 28 years old, clean and disease free. I am passable in appearance and voice but the problem is that my wife doesn't approve. She knows but doesn't want anything to do with my crossdressing. I REALLY need to let my fe...

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  • Sally Seeks Hairy Man in MilwaukeeSally Seeks Hairy Man in Milwaukee Seeking a Hairy Man I'm a Milwaukee area girl who would love to meet a hairy man. I would like a genuine and hairy guy with enough love and passion to give back! I like the feel of hair on my skin and it has been difficult to meet men who are hairy for some reason. There is no need to shave for me....

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  • LetLet's Get Kinky: Trans Woman Wants Dick Sucked By You I'm a trans woman looking to get my dick sucked by a willing guy. I'm clean, chill, and down for some fun ? Let's make each other feel good and enjoy ourselves. No strings attached, just a good time between two consenting adults. I'm open to all types of guys, so don't be shy! Hit me up if you're in...

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  • Fuck Me Hard and Deep - ScottFuck Me Hard and Deep - Scott Looking for a hot gay man who can handle my tight ass and throbbing cock? Look no further! I'm Scott, a horny gay man seeking other guys who are down for some wild male-on-male fun. I love it all - blowjobs, rimming, anal play, you name it. I'm always up for trying new things too, so if you have an...

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  • Anonymous Head Hunter - LetAnonymous Head Hunter - Let's Get Off Together, No Strings Attached I need for some anonymous head ??. I'm looking for a discreet encounter where we can both get off without any strings attached. Let's meet up, get down to business, and part ways like it never happened. I don't need to know your name or anything about you - just your mouth wrapped around my cock. If...

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  • Simon Hot Male for Male or Couples in Milwaukee. Call for a night of joy!Simon Hot Male for Male or Couples in Milwaukee. Call for a night of joy! Contact me for your dream night. Male for male or couples. I am Simon and I can do whatever you want to do. Top or bottom. Kinks and fetishes are fun to explore. Shy or just curious? That's my specialty! Let me introduce you to male on male sex the way it should always be. View my online profile and...

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  • LetLet's Get Wet And Wild Together - Watersports Enthusiast Wanted! I'm looking for a guy who's into watersports like I am. Let's have some wet and wild fun together ?. I want to feel your warm stream on my skin as we explore our naughty desires. No judgement, just pure pleasure and excitement. If you're ready to get soaked and have a good time, hit me up. Let's mak...

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  • Craving Sweet Juicy Pussy - LetCraving Sweet Juicy Pussy - Let's Explore Every Inch Together I'm craving the taste of a sweet, juicy pussy ?. I want to explore every inch with my tongue and make you moan with pleasure. Let's lose ourselves in the moment and indulge in pure ecstasy together. I promise to take my time and savor every delicious moment. No rush, just pure bliss as we both reach...

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  • LetLet's Make Your Anal Fantasies A Reality Tonight ??? I need a guy who's down to pound my backdoor ??. I've been craving some anal action lately and I need a man who can handle it. I want someone who knows how to take control and give it to me hard. No holding back, just pure pleasure and ecstasy. If you think you're up for the challenge, hit me up. Le...

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  • Naughty Girl Wanted For Hard Pounding And Wild Fantasies Fulfilled.Naughty Girl Wanted For Hard Pounding And Wild Fantasies Fulfilled. I need a naughty girl who's craving to be fucked until she can't take it anymore. I want to pound your pussy hard and deep, making you scream with pleasure. Let's explore each other's wildest fantasies and make them a reality. I'll make sure you're satisfied in every way possible ?. No need to hold ...

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  • LetLet's Make Each Other Moan: Pussy Pleasure With A Woman I'm looking to have my pussy fucked with a woman who knows how to handle me just right. I want someone who can make me scream with pleasure and leave me begging for more. Let's explore each other's bodies and fulfill our wildest fantasies together. I'm open-minded and ready to try new things, so don...

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  • Seeking Sexy Lady For Anonymous, No Strings Attached Pleasure Sessions.Seeking Sexy Lady For Anonymous, No Strings Attached Pleasure Sessions. I need a sexy lady who's down to anonymously fuck. No strings attached, just pure pleasure and satisfaction. I want to explore every inch of your body, tease you until you can't take it anymore, and then pound you into oblivion. Let's indulge in our wildest fantasies together and make each other scr...

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  • Naughty Girl Looking for Some Fun!Naughty Girl Looking for Some Fun! Are you ready to get down and dirty with a wild girl who knows how to have a good time? Well, look no further because I'm right here waiting for you! My name is Arlana, and I love to explore all kinds of naughty pleasures in the bedroom. When it comes to sex, I'm not shy about what I like. I enjoy ...

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  • Mind-Blowing BJ Specialist Ready To Blow Your Mind And More!Mind-Blowing BJ Specialist Ready To Blow Your Mind And More! I need to give some mind-blowing blowjobs to guys who can handle it. My skills are top-notch and I guarantee you won't be disappointed. I love feeling a hard cock in my mouth, sucking and licking until you explode with pleasure. Let me show you what I can do ?. Whether you're curious, bi, or just lo...

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  • Seeking Woman For Anonymous, Kinky Encounter. LetSeeking Woman For Anonymous, Kinky Encounter. Let's Explore Pleasure Together. I need a like-minded woman who's down to fuck with me anonymously. No need for names or small talk, just pure, unadulterated pleasure. Let's meet up, let our inhibitions go, and explore each other's bodies in ways we've only dreamed of. I want to feel your hands all over me, taste your sweet nectar,...

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  • Milwaukee Contractor Seeks Female Partner in Crime! Milwaukee Contractor Seeks Female Partner in Crime! Hello, this is Erik. I own a contracting business in the area. I enjoy distressed property rehab and I'm always looking for rehab projects. I do some new construction and commercial projects as well. I am looking for an intelligent woman who can make me smile. When not working, I love the outdoors i...

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  • LetLet's Get Wet And Wild: Seeking Piss Play Partner ???? I need a guy who's into piss play ?. There's something about letting loose and getting wet that really gets me going ?. I want to explore this kinky side of me with someone who's just as eager to dive in. No holding back, no shame, just pure uninhibited fun ?. Let's push boundaries and see where our...

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  • Throbbing Surprise: Trans Woman Seeks Horny Men For Wild, Anonymous Fun.Throbbing Surprise: Trans Woman Seeks Horny Men For Wild, Anonymous Fun. I'm a sexy transgender woman with a throbbing surprise down below, looking to anonymously fuck with some horny men. I'm not interested in small talk, just want to get straight to the point and have a wild time together. Let's explore each other's bodies and fulfill our deepest desires without any st...

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  • Come Over And Let Me Suck You Dry At My Gloryhole.Come Over And Let Me Suck You Dry At My Gloryhole. I'm looking to give head in my private gloryhole. Come over, slide your cock through the hole, and let me take care of the rest. No need for small talk, just get straight to the point. I'll make sure you leave satisfied and drained. Whether you're looking for a quick release or a long, slow session,...

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  • Hungry For Your Sweet Nectar: Let Me Devour You WholeHungry For Your Sweet Nectar: Let Me Devour You Whole I need a woman who wants to have her pussy devoured like it's the last meal on Earth. I've got a craving that only your sweet nectar can satisfy. I want to taste you until my tongue is begging for mercy. Let's explore every inch of your body, discovering all the hidden spots that make you squirm wit...

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  • Sexy Lady Wanted To Devour My Pussy Like Her Favorite Meal.Sexy Lady Wanted To Devour My Pussy Like Her Favorite Meal. I'm craving a sexy lady to come over and devour my pussy like it's her favorite meal. I want you to lick, suck, and nibble on me until I'm begging for more. Let's explore each other's bodies and get lost in the pleasure of the moment. I promise to return the favor and make you feel just as good ?. N...

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  • Looking for a Tight Ass to Fuck - DexterLooking for a Tight Ass to Fuck - Dexter Are you a gay man who loves getting your ass pounded by a thick cock? Look no further, because I'm here to fulfill all your wildest fantasies. My name is Dexter and I'm a hung top looking to fuck an ass until it's dripping with cum. I love exploring new kinks and fetishes, from sloppy blowjobs to d...

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  • Master looking to add a couple of new boysMaster looking to add a couple of new boys 10 years experience as a Dom. I have my own home with a well equipped basement dungeon. Fully sterilized and all equipment is top grade. I have my own sterilizing units and you will not find one germ in my room. STD free and require the same.  I want a weekend boy who can serve Me. If you have...

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  • Seeking A Gangbang: Multiple Men Needed To Satisfy My DesiresSeeking A Gangbang: Multiple Men Needed To Satisfy My Desires I need a group of guys who can handle me all at once. I want to feel every inch of you pounding me until I can't take it anymore. ? Let's make this a night to remember as we explore our wildest fantasies together. I crave the sensation of being filled up by multiple men, each one taking their turn t...

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  • Lonely young man just out in MilwaukeeLonely young man just out in Milwaukee Lonely young man just out in Milwaukee. I served a 2 year stint in prison for a nonviolent offense. During my stay, I learned what I've been missing. I am a gay man! Actually, I'm probably bisexual but I am monogamous and definitely prefer a man's company. I just came out about 6 months ago and I am...

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  • Wild Night Of Pleasure With A Woman Who Satisfies Desires.Wild Night Of Pleasure With A Woman Who Satisfies Desires. I'm craving a wild night of pleasure with another woman who knows how to satisfy my desires. I want to feel your tongue exploring every inch of my pussy, driving me crazy with pleasure. Let's make each other cum over and over until we can't take it anymore. ?? I want to taste you as well, feeling yo...

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  • Seeking Anonymous Head? LetSeeking Anonymous Head? Let's Fulfill Your Wildest Fantasies Tonight ? I need for some fun, looking to give anonymous head to guys who need a good time. No strings attached, just pure pleasure. I'm discreet and down to get you off in any way you desire. Let's make this a night to remember ?. So if you're up for some excitement, hit me up and let's make it happen. I'll ...

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  • Looking for a hung top.Looking for a hung top. Looking for a hot gay man who's ready to play? I'm Baird, a horny guy seeking other gay, bisexual or bi-curious dudes for some wild male-on-male fun. You can find me in the SpunkPage.com M4M profiles under username bairdm86397. I'm a bottom looking to have my ass fucked hard and deep. I love gettin...

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  • Big Titties, Love To Be Tit Fucked!Big Titties, Love To Be Tit Fucked! Looking for a wild time? Well, look no further because you've found me, Jammie! I love to get down and dirty in the bedroom, exploring all kinds of naughty fantasies. Whether you're into blowjobs, anal play, or just some good old-fashioned fucking, I'm your girl. When it comes to sex positions, I'm...

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  • 💋 Intense, vibrant and dark haired beauty, WLTM handsome fun guy 💋 Intense, vibrant and dark haired beauty, WLTM handsome fun guy Intense, Dark Haired Janey in Milwaukee 💋 Hey there, I'm Janey! I'm bored and need new friends and maybe some romance. It has been a while. 🥰 I have dark hair, soft skin, sultry eyes and a great smile to make you happy. How about you? Why not text and swap some pics, and let's see where thing...

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  • Seeking Mystery Man For Anonymous Head - Pure Pleasure Guaranteed.Seeking Mystery Man For Anonymous Head - Pure Pleasure Guaranteed. I need a mystery man who's down for some anonymous head. ?? No names, no strings attached, just pure pleasure. Let's meet up in a discreet spot, where we can let loose and indulge in our wildest fantasies. I'll make sure you leave satisfied and craving more. ? So if you're looking for a good time wi...

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  • Anonymous Oral Pleasure: LetAnonymous Oral Pleasure: Let's Meet For Mind-Blowing Satisfaction ?? I need a stranger who's down for some anonymous head. ?? No strings attached, just pure pleasure. I'll make you feel like you're in heaven with my talented mouth and eager attitude. Let's meet up in a discreet location and get straight to business. Your identity will remain a mystery as I focus on g...

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  • Mature man searching for love here in MilwaukeeMature man searching for love here in Milwaukee When I say mature I mean 48. I may be mature in age but my attitude and stamina is younger. I look 38 and I act 28. I'm energetic, fit and active and don't plan to slow down anytime soon! My name is Graham and I am an established professional with a nice home. I work long hours and get blue balls, ...

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  • Anonymous Pounding Wanted. Come Over, Fuck Hard, Leave Silently. No Strings.Anonymous Pounding Wanted. Come Over, Fuck Hard, Leave Silently. No Strings. I'm looking to get fucked anonymously. I want someone to come over, pound me hard, and leave without saying a word. No names, no small talk, just pure pleasure. I'll be waiting for you with my ass up and ready to be used. Let's make this a quick and dirty encounter that we both won't forget. Discret...

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  • Hung Guy Wanted To Plow Me Hard And Deep Tonight ?.Hung Guy Wanted To Plow Me Hard And Deep Tonight ?. I'm looking to get plowed hard and deep by a hung guy who knows how to work it ?. I want you to pound me like there's no tomorrow, making me beg for more ?. Let's fuck, exploring each other's bodies until we both explode ?. I'm open to trying new things and pushing boundaries, so don't be shy about ...

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  • Trans Woman Seeks PNP Fun With Adventurous Guys For Wild Exploration.Trans Woman Seeks PNP Fun With Adventurous Guys For Wild Exploration. I'm a trans woman with a craving to PNP and looking for guys who are down to get wild. I want to feel your hands all over me as we explore each other's bodies. Let's forget about the world outside and just focus on having a good time together. I'm open-minded and ready to try new things, so don't be...

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  • Hung Man for Male Action in Milwaukee!Hung Man for Male Action in Milwaukee! Nasty As u Want!  Hey, I'm Mark. I'm clean and discreet. Always Wild, Fun, Fetish Friendly and Erotic. I'll be waiting to please! Single guys or male couples. Cucks and fetish always welcome. I love all kinds of sex and kinks so don't be shy.  Hot Stress free zone. My pics are 1...

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  • Lipstick Lesbian 💋 Ready for Butch WomanLipstick Lesbian 💋 Ready for Butch Woman Lipstick Lesbian seeks Butch Woman 💋 Lipstick lesbian wants to meet an awesome Milwaukee area butch woman to share passion and fun. I am 25 and definitely femme. Long strawberry blonde hair, on the shorter side, fit and curves in the right places, but not overweight. You are preferably butch or ...

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  • LetLet's Get Naughty: Anonymous Head For Your Pleasure Only! I need to give some anonymous head to guys who need it. I'm all about keeping things discreet and drama-free, just looking to have a good time and satisfy your needs. ?? Whether you're curious, straight, or bi, I'm here to help you out. No strings attached, just pure pleasure for both of us. Let's m...

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