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Annapolis, Maryland Casual Encounters

Find Annapolis, Maryland 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 Annapolis, Maryland. Join now and explore your local adult scene - totally free.

Show Ads In: Annapolis | Baltimore | Eastern Shore | MD suburbs of DC | Southern MD | Western MD

  • February 4th, 2026
  • Kinky Gloryhole Fun - Let Me Suck You Dry Discreetly!Kinky Gloryhole Fun - Let Me Suck You Dry Discreetly! I'm looking to give head in my private gloryhole. Slide your cock through and let me take care of the rest. I'll make sure you leave satisfied and drained. No need for small talk, just come get your dick sucked like never before. ?? Don't worry about who's on the other side, just focus on the pleasu...
  • Lusty Hottie for Lesbian, Bisexual or Bicurious Woman in AnnapolisLusty Hottie for Lesbian, Bisexual or Bicurious Woman in Annapolis My name is Allison and I am medium height and weight, and fit with more than ample breasts that love female attention! So, like I am 22 and I am new here since December. I like dancing and movies. I'm sexually adventurous and kink friendly, also party friendly but no hard drugs plz. You want to talk...
  • LetLet's Get Plowed Hard And Deep By A Dominant Guy! I'm looking to get plowed hard and deep by a dominant guy who knows how to take control. I want to feel every inch of you pounding into me until we both explode ?. No need for small talk, just come over and show me what you've got. I'm ready to be your willing plaything, so don't hold back. Let's ma...
  • Kinky Lesbian Seeks Partner For BDSM Exploration And Mutual Submission.Kinky Lesbian Seeks Partner For BDSM Exploration And Mutual Submission. I'm on the lookout for a kinky partner who's down to explore some BDSM play with me. I want to be able to let go of control and fully submit to each other's desires. ?️ Whether you're experienced or just curious, I'm open to all levels of experience. Let's push each other's boundaries and discover...
  • 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...
  • Shemale Fantasy? Let Me Take Care of That. Shemale Fantasy? Let Me Take Care of That. "Experience your shemale fantasy in real life!"  Hi, I'm Gia, a shemale who loves introducing male trans admirers to the sexy world of shemale sex. I'm available to hook up with you in Annapolis! No strings and no drama - just great times, so join my page free for instant access! Shemale Gi...
  • 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...
  • Kinky Chick With A Surprise Seeks Horny Dudes For Anonymous Fun.Kinky Chick With A Surprise Seeks Horny Dudes For Anonymous Fun. I'm a kinky chick with a little extra surprise down below, ready to anonymously fuck with some horny dudes. I'm not looking for anything serious, just a good time between the sheets. If you're into exploring new things and getting wild, I'm your girl. Let's meet up and have some naughty fun together...
  • 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...
  • Throbbing Surprise Seeking Men For NSA Fun - LetThrobbing Surprise Seeking Men For NSA Fun - Let's Explore Together! I'm a kinky trans woman with a throbbing surprise between my legs, looking to NSA fuck with men who can handle it. I'm not here for games or drama, just pure adult fun. I love getting pounded hard and deep, so if you're up for a wild time, hit me up. Let's explore our wildest fantasies together and ...
  • I Tried to Be Good But These Huge Tits Deserve a Big Cock! I Tried to Be Good But These Huge Tits Deserve a Big Cock! Big Tits, Seeks Hung Guy in Annapolis I am Destiny. Not my real name but I'll let you know in time. I can entertain you and make you laugh but I don't take myself too seriously! I have a bubbly personality, big tits that love to be touched and I love to have a good time. I just like to kick back a...
  • Come Get Your Mind Blown At My Private Gloryhole ??Come Get Your Mind Blown At My Private Gloryhole ?? I'm looking to give head in my private gloryhole. Come over and let me take care of you ?? No need for small talk, just unzip and enjoy the ride. I'll make sure you leave satisfied and drained. Discretion is key, so no worries about anyone finding out. Just pure pleasure on both ends. Let's keep it ...
  • 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...
  • Seeking Wild Woman For No Strings Attached Fun And PleasureSeeking Wild Woman For No Strings Attached Fun And Pleasure I need a wild woman who's down to fuck with me. Let's meet up, have some fun, and then go our separate ways like nothing ever happened. No strings attached, just pure pleasure. I want to explore every inch of your body and make you scream with delight. ?️ If you're into anonymous encounters and ar...
  • 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...
  • Kinky Trans Woman Seeking Skilled Guys For Mind-blowing Blowjob FunKinky Trans Woman Seeking Skilled Guys For Mind-blowing Blowjob Fun I'm a trans woman looking to get a blowjob from guys who know how to handle a lady like me. I'm ready to have some fun and enjoy every moment of it. ?? Let's make each other feel good and satisfy our cravings. I promise you won't be disappointed ?. Just sit back, relax, and let me take care of the r...
  • 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 ...
  • Just Trying To Get Pounded OutJust Trying To Get Pounded Out Looking for a hot gay man to satisfy all my dirty desires. I'm Kendrick, a horny guy seeking some male-on-male fun with other gay, bisexual or bi-curious guys. You can find me in the SpunkPage.com M4M profiles under username kendrickal64499. I love getting my cock sucked and balls licked while I mo...
  • Seeking Men For Anonymous Head - Pure Pleasure, No Strings Attached.Seeking Men For Anonymous Head - Pure Pleasure, No Strings Attached. I need to give some anonymous head to men who need it. ? No strings attached, just pure pleasure for both of us. I'll make sure you leave satisfied and wanting more. Let's meet up in a discreet spot and get down to business. I love the thrill of not knowing who you are, just feeling your excitement ...
  • Seeking Woman For Intense Pussy Munching, Moans Of Pleasure Guaranteed. LetSeeking Woman For Intense Pussy Munching, Moans Of Pleasure Guaranteed. Let's Indulge In Ecstasy Tog I need a woman who's craving some serious pussy munching action. I want to taste your sweet juices on my tongue and make you moan with pleasure. Let's explore each other's bodies and reach new heights of ecstasy together. I promise to make you squirm with delight as I devour every inch of your dripp...
  • Seeking Anonymous Stranger For Wild, No-strings-attached Pleasure Tonight ?Seeking Anonymous Stranger For Wild, No-strings-attached Pleasure Tonight ? I need a stranger to anonymously fuck. No names, no strings attached - just pure, unadulterated pleasure. I want to feel your hands exploring every inch of my body, driving me wild with desire. Let's lose ourselves in the moment, letting our primal instincts take over. I crave the excitement of a fo...
  • Shy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Annapolis, Maryland AreaShy Crossdresser Seeks Friend for Discreet Dressing, Possible Dates | Annapolis, Maryland Area Hello. I'm a married crossdresser in the Annapolis 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...
  • Annapolis Lesbian, Bisexual & Bi-curious Women! JOIN FREE Annapolis Lesbian, Bisexual & Bi-curious Women! JOIN FREE FEMALE ON FEMALE PASSION! Local Lesbians, Bisexuals & Bi-Curious Women!  SIGNUP FREE: INSTANT W4W ACCESS! Uncensored Photos Swap Your Pics Live Web Cams Private Messages Sext & Hook Up! View Females | Upload & Swap Pics | Sext Messages "Be...
  • 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 ...
  • Hung Man for Male Action in Annapolis!Hung Man for Male Action in Annapolis! 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...
  • Anonymous Head Hunter: LetAnonymous Head Hunter: Let's Meet, Get Off, And Go Our Separate Ways! I need to give some anonymous head. ? I'm craving to feel you in my mouth, no strings attached. Let's meet up, get off, and go our separate ways. No need for names or small talk, just pure pleasure. I'll make sure you leave satisfied and wanting more. Discretion is key, so let's keep this between us...
  • Simon Hot Male for Male or Couples in Annapolis. Call for a night of joy!Simon Hot Male for Male or Couples in Annapolis. 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...
  • Fuck me hard and make me squirt, IFuck me hard and make me squirt, I'm Roz When it comes to getting down and dirty, I'm your girl. I love nothing more than a good, hard fuck that leaves me begging for more. Whether it's on my back, bent over, or riding you like a wild cowgirl, I guarantee you won't be disappointed. I have a few kinks up my sleeve as well. I love being dom...
  • Lipstick Lesbian 💋 Ready for Butch WomanLipstick Lesbian 💋 Ready for Butch Woman Lipstick Lesbian seeks Butch Woman 💋 Lipstick lesbian wants to meet an awesome Annapolis 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 ...
  • Powerful African-Queen Dominatrix in Annapolis, MarylandPowerful African-Queen Dominatrix in Annapolis, Maryland Professional Domme Desiree is interviewing subs. My Annapolis dungeon is well equipped, as this is My life, not a hobby. I am a strong, powerful shemale who will take charge and maintain total control. Your obedience will be required at all times and you will learn to serve Me. I am the top and well...
  • Talented Lady Wanted For Deepthroating, Gagging, And Swallowing Fun. ??Talented Lady Wanted For Deepthroating, Gagging, And Swallowing Fun. ?? I need a talented lady who loves giving head. I need someone who can handle my throbbing cock with skill and enthusiasm. ?? If you're into deepthroating, gagging, and swallowing every last drop, then we'll get along just fine. I want you to make me squirm with pleasure as you work your magic on me. ...
  • Anonymously Explore Pure Pleasure With Me - No Strings Attached Fun!Anonymously Explore Pure Pleasure With Me - No Strings Attached Fun! I'm looking to fuck anonymously with a woman who's down for some no-strings-attached fun. I want to feel your body pressed against mine, exploring every inch of you as we lose ourselves in pure pleasure. Let's make it all about satisfying our desires and indulging in the raw, primal passion that com...
  • Kinky Bondage Play: Explore Your Limits And Surrender To PleasureKinky Bondage Play: Explore Your Limits And Surrender To Pleasure I'm looking to bondage play with a woman who's into exploring their kinky side. I want someone who's willing to be tied up, blindfolded, and teased until they can't take it anymore. ? We can use ropes, handcuffs, or whatever else gets you going. I'll make sure to respect your limits and boundaries w...
  • Hot Female for Great Sex @KellieAsheHot Female for Great Sex @KellieAshe Check my profile KellieAshe  Send your recent pics for mine.  I can't believe I'm back in these ads but here we both are... Is it fate? About me: I am a very good woman and I would love to meet a fun man who can enjoy a good conversation, have some fun and make me laugh. I have integ...
  • 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...
  • Trans Woman Seeks Hung Men To Destroy Her Ass, No Small Talk.Trans Woman Seeks Hung Men To Destroy Her Ass, No Small Talk. I'm a transgender woman with a craving to get my ass destroyed by some well-hung men. I want you to pound me hard and make me scream with pleasure. I'm looking for guys who know how to handle a girl like me and can give it to me rough. No need for small talk, just come over and let's get down to bus...
  • Sexy Young Woman for First Lesbian Experience in Annapolis 🥰Sexy Young Woman for First Lesbian Experience in Annapolis 🥰 Hi I'm Melodie! I am 19 and looking for my first lesbian experience. 🍑 My family has been cool and supportive. My mom suggested I put an ad out online so here I am. Wait a minute... how does my mom know this site?!! 😬 hahah, anyway, here goes.   I am into clubbing but also like quie...
  • Fuck my Tight Ass OswellFuck my Tight Ass Oswell Are you a horny gay man looking for some hot male-on-male action? Look no further because I'm your guy! My name is Oswell and I'm ready to get down and dirty with you. You can find me in the SpunkPage.com M4M profiles under username oswellman33545. I'm a bottom looking to have my ass fucked hard by...
  • Trans Woman Seeks Deep Throat Enthusiast For Mind-blowing Blowjob Fun.Trans Woman Seeks Deep Throat Enthusiast For Mind-blowing Blowjob Fun. Hey, I'm a transgender woman with a little something extra down below looking to get a mind-blowing blowjob. I'm craving the sensation of someone's warm mouth wrapped around me, taking me deep and making me feel amazing. I want to feel your lips and tongue working their magic on me, sending shivers ...
  • LetLet's Explore Backdoor Bliss Together - I'll Make You Scream! 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 drill deep into your tight little ass and make you moan with pleasure. Let's take things slow at first, easing into it with plenty of lube and teasing touches. Once we're both warmed up, I ...
  • Jaw Dropping Hot Lesbian for Female Lover in AnnapolisJaw Dropping Hot Lesbian for Female Lover in Annapolis Did my pic get your attention? I hope so because I am looking for my perfect female partner. Someone who is fun, attractive and smart. She should be easy to talk to, fun-loving, laid back and passionately attentive to her partner, just as I will be for you. Want to take a road trip? Settle in for so...
  • 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...
  • II'm a Dirty Little Slut Looking to Ride Your Hard Cock Are you looking for a wild time with a naughty girl who loves to get down and dirty? Look no further because I'm Rosalinda, and I'm here to fulfill all your wildest fantasies. I love to suck on a big, throbbing cock until it explodes in my mouth. The feeling of warm cum dripping down my chin gets me...
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  • Seeking Thrill-Seeking Man For Anonymous, No Strings Attached Pleasure ?️Seeking Thrill-Seeking Man For Anonymous, No Strings Attached Pleasure ?️ I need a thrill-seeking man who's up for some anonymous fucking. No strings attached, just pure pleasure and excitement. I want to feel your hands all over my body, exploring every inch of me as we lose ourselves in the moment. Let's satisfy our deepest desires and indulge in some naughty fun togeth...
  • Seeking Hot Sex and Fun for Allison27Annapolis 💋Seeking Hot Sex and Fun for Allison27Annapolis 💋 Hey, my name is Allison. I am looking for no strings sex and fun with an exciting man in the Annapolis 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!  💋 ...
  • Transgender Vixen Seeking Hot Guys For Wild And Kinky Fun!Transgender Vixen Seeking Hot Guys For Wild And Kinky Fun! I need for some hot guys who can handle a real woman like me. I'm a transgender lady packing heat and ready to destroy some ass ?. If you're into getting pounded hard and deep, then I'm your girl! Let's make some magic happen and fulfill each other's wildest fantasies. No need to be shy, just come p...
  • 9 Inch TOP Only Trying To Blow My Load.9 Inch TOP Only Trying To Blow My Load. Are you a horny gay man looking for some hot male-on-male action? Look no further! I'm Lawrence, and I'm a hung top who loves to dominate and pound a tight ass. I can be rough or gentle, depending on your preference. I enjoy deepthroating, rimming, and using toys like dildos to enhance the experienc...
  • Wild Lesbian Orgy - LetWild Lesbian Orgy - Let's Fuck Like There's No Tomorrow! I need a wild time with a group of sexy ladies who are down to fuck like there's no tomorrow. I want to feel your bodies pressed against mine, exploring every inch with our hands and mouths. Let's make each other moan in pleasure as we dive into a sea of ecstasy together. ?? No need for inhibitions ...
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