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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
  • 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...
  • 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...
  • 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...
  • Lipstick Lesbian πŸ’‹ Ready for Butch WomanLipstick Lesbian πŸ’‹ Ready for Butch Woman Lipstick Lesbian seeks Butch Woman πŸ’‹ 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 ...
  • 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 ...
  • 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...
  • Golden Shower Enthusiast Seeking Woman For Wet And Wild Fun.Golden Shower Enthusiast Seeking Woman For Wet And Wild Fun. I'm looking for a woman who's into watersports. I want to feel your warm golden shower all over me, soaking us both in pleasure. ? Let's explore this kinky side together and push our boundaries. I can't wait to taste you while we indulge in our wildest fantasies. ? Are you ready to get wet and wild ...
  • LetLet's Explore Your Backdoor Fantasies Together - I'll Make You Beg For More! I need a woman who's down for some backdoor fun. I can't get enough of the feeling of sliding into that tight little hole and going to town. ? If you're into getting your ass pounded hard, then I'm your guy. I'll make sure to take it slow at first, but once we get going, there's no stopping me. Let'...
  • Kinky Lesbian Seeks Partner For Bondage Play And Sensual Exploration ?Kinky Lesbian Seeks Partner For Bondage Play And Sensual Exploration ? I need a kinky partner who's down to get tied up and play with some bondage. ? I crave that feeling of being restrained and at your mercy, exploring new sensations and pushing boundaries together. Let's dive into a world of pleasure and pain, trust and surrender. ? Whether you're experienced or just...
  • Sexy hung and big busted Annapolis shemale πŸ†πŸ’¦Sexy hung and big busted Annapolis shemale πŸ†πŸ’¦ Hung and Busty Shemale in Annapolis Hey, I'm Tammy, age 33, 38DD, well endowed lady stick, and so cute!! What more could you want in a gurl?πŸ†πŸ’¦Send your pics for mine and check my profile @Tammy38DD so we can talk and meet! Send your recent pic for mine. Long term arrangements are possible wit...
  • February 3rd, 2026
  • Seeking Woman To Satisfy My Cravings, Dive Into My Wetness.Seeking Woman To Satisfy My Cravings, Dive Into My Wetness. I need a woman who knows how to satisfy my cravings. I want someone who can't get enough of diving face-first into my wetness and making me squirm with pleasure. ?? I crave the feeling of your tongue teasing me, your lips sucking on my clit, and your fingers exploring every inch of my body. Let's lo...
  • Worship Me Between Your Thighs As I Devour You Whole.Worship Me Between Your Thighs As I Devour You Whole. I need a woman who wants to be worshipped between her thighs. I have an insatiable craving to eat pussy until you're begging for more. There's nothing that gets me going like feeling your body quiver with pleasure as my tongue works its magic. Let's explore every inch of each other's bodies and lose...
  • Rough And Wild Fun Awaits - Pound My Ass All Night!Rough And Wild Fun Awaits - Pound My Ass All Night! I need for some guys who are ready to pound my ass until I can't walk straight. I want to feel every inch of you deep inside me, filling me up and making me scream with pleasure. Let's make this a night to remember, where we both get lost in the heat of the moment. I'm not looking for anything serio...
  • Wild Lesbian Orgy: Explore, Moan, And Fulfill Fantasies With MeWild Lesbian Orgy: Explore, Moan, And Fulfill Fantasies With Me I need a wild time with multiple ladies at once. I want to feel your bodies pressed against mine, exploring every inch of each other until we're all moaning in ecstasy. Let's get lost in the moment together, letting our desires run free as we fulfill each other's fantasies. Whether you're experience...
  • Anonymous Fuck Buddies: Deep, Raw Pleasure In Discreet Location.Anonymous Fuck Buddies: Deep, Raw Pleasure In Discreet Location. I'm craving to get fucked anonymously. ? I want to feel you deep inside me, pounding away until we both explode. ? No need for names or small talk, just pure raw pleasure. Let's meet up in a discreet location and satisfy our primal urges. ? Your hands on my body, your breath on my neck, driving me w...
  • Gloryhole Fun Awaits - Come Get Your Cock Sucked Now!Gloryhole Fun Awaits - Come Get Your Cock Sucked Now! I'm looking to give head in my private gloryhole. I love feeling a hard cock slide through the hole, ready to be sucked and drained. It's all about pleasure and satisfaction for both of us. No need for small talk, just come over and let me take care of you. ?? Discretion is key, so you can relax and...
  • Seeking Talented Mouth For Big Load, Dirty Blowjob Session. LetSeeking Talented Mouth For Big Load, Dirty Blowjob Session. Let's Play! I need a talented mouth to work their magic on me. I need someone who can handle a big load and isn't afraid to fuck. I'm not looking for anything serious, just a good old-fashioned blowjob session. ?? If you think you have what it takes to satisfy my needs, hit me up. I promise it'll be worth your ...
  • Throbbing Trans Woman Seeks Man For Deep Anal Exploration ?Throbbing Trans Woman Seeks Man For Deep Anal Exploration ? I'm a transgender woman with a throbbing desire to fuck a man's ass. I'm looking for someone who craves the feeling of being drilled deep and hard. Let's explore our wildest fantasies together and make each other moan in pleasure. I have the stamina to pound you all night long until we both reach ec...
  • LetLet's Explore BDSM Together - Dive Deep Into Pleasure & Pain I'm looking to BDSM play with a woman who's ready to explore their wildest fantasies with me. I want to take you on a journey of pleasure and pain, pushing your limits and testing your boundaries. From handcuffs to blindfolds, ropes to paddles, we'll dive deep into the world of domination and submis...
  • Mature man searching for love here in AnnapolisMature man searching for love here in Annapolis 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, ...
  • Throbbing Surprise: Sexy Trans Woman Looking For Anonymous Fun ???Throbbing Surprise: Sexy Trans Woman Looking For Anonymous Fun ??? I'm a sexy transgender woman with a throbbing surprise between my legs, looking to get fucked anonymously. I want a man who can handle me and give it to me good. No strings attached, just pure pleasure. I'm down for some discreet fun where we can both let loose and enjoy ourselves. Whether you're ex...
  • Seductive Trans Woman Ready To Plow - LetSeductive Trans Woman Ready To Plow - Let's Get Wild! I'm a transgender woman with a craving to plow some ass. I'm looking for men who are down for a good time and ready to get pounded. I want to feel you squirm beneath me as I take control and give you the ride of your life. Let's explore our wildest fantasies together and make each other moan with pl...
  • FowlerFowler's Raunchy Gay Male Classified Ad Are you a horny gay man looking for some hot and steamy action? Look no further, because Fowler is here to satisfy all your wildest fantasies. I'm a gay man who loves to suck cock, get my ass pounded, and play with toys. I'm seeking other gay, bisexual, or bi-curious guys who are ready to get down a...
  • Seeking Sweet Pussy To Devour, LetSeeking Sweet Pussy To Devour, Let's Explore Every Inch Together I need a sweet pussy to devour. I want to explore every inch of your body with my tongue and make you squirm with pleasure. Let's lose ourselves in the moment and forget about everything else. I crave the taste of your wetness on my lips, driving me wild with desire. Together, we can reach new heigh...
  • LOCKED OUT OF INSTAGRAM ACCOUNT for TOS violations. ItLOCKED OUT OF INSTAGRAM ACCOUNT for TOS violations. It's BULLSHIT! 😑 Let's Swap Pics! πŸ₯° I'm Locked out of my Insta Account 😑 I guess my pics are just too hot for Instagram. Those prudish bastards!!! Don't worry, the show and free pictures are still available here on Spunkpage. All I want is to hear whether you like what I post or not. It helps me create the hottest photos and video...
  • Annapolis Contractor Seeks Female Partner in Crime! Annapolis 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...
  • Captain America lookalike in AnnapolisCaptain America lookalike in Annapolis Man for Man in Auburn. I look sort of like Captain America. I even have the shield. I don't jump from planes though! I am Kris and I am muscular and 5' 10" and nicely hung I'm clean, totally STD free and I love to have fun. I like messing with my cars and playing a little b-ball. I clean up pre...
  • Fuck Me Hard and Make Me CumFuck Me Hard and Make Me Cum I'm a horny gay man looking for some hot male-on-male action. My name is Gerold, and I'm seeking other gay, bisexual, or bi-curious guys who want to have a good time with me. You can find me in the SpunkPage.com M4M profiles under username geroldnew98743. I love getting my cock sucked and giving sl...
  • Shy Guy Wants To Meet Shy Gal In AnnapolisShy Guy Wants To Meet Shy Gal In Annapolis Hello, I'm Eric, a male, age 34, tall and fit, looking for gal, 26+ age. I'm a bit reserved and on the shy side so if you are also, that's a plus. I warm up once I start to feel comfortable. I will be patient and you can feel free to take as much time getting to know me as you want. I have a lot of ...
  • Looking for a Tight Pussy to Fuck and SuckLooking for a Tight Pussy to Fuck and Suck Are you ready for a wild time? I'm Brett, and I'm on the hunt for someone who can handle my insatiable appetite for pleasure. I love to play with toys, give sloppy blowjobs, and ride a huge cock until I squirt all over. My tight pussy is always ready for some action, whether it's missionary, doggy s...
  • Hot Stud Wanted For Anonymous Pounding - No Names, Just Pleasure.Hot Stud Wanted For Anonymous Pounding - No Names, Just Pleasure. I need a hot stud who's down to pound me anonymously. I want you to come over, slide your hard cock deep inside me, and give it to me good. No need for names or small talk - just pure, unadulterated pleasure. ?? Let's make this a night to remember as we lose ourselves in the heat of the moment. Whet...
  • Obedient Sex Slave Eager To Fulfill Your Wildest Fantasies ?Obedient Sex Slave Eager To Fulfill Your Wildest Fantasies ? I'm here to be your obedient sex slave, ready to fulfill all your wildest fantasies. I crave being dominated and controlled by a strong, confident woman who knows what she wants in the bedroom. I want to be tied up, spanked, and used for your pleasure ?. I'll do anything you desire, no limits or bou...
  • Throbbing Cock Looking to Fuck a Tight AssThrobbing Cock Looking to Fuck a Tight Ass Are you a horny gay man looking for some hot male-on-male action? Well, look no further because I'm Kraig and I'm here to satisfy all your dirty desires. You can find me on SpunkPage.com M4M profiles under username kraigm73957. I'm a hung top who loves to pound a tight ass until it's begging for mor...
  • HOT Male for Male in AnnapolisHOT Male for Male in Annapolis Hey guys, I'm Jeff. I will visit you or you can visit me. Age 29. Tall and fit. I'm working my way through college but I manage some free time. I need to spend time with local guys. I love the male form and appreciate all types of men and love to explore all body types. No judgment, kink friendly wi...
  • 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...
  • 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...
  • Lonely young man just out in AnnapolisLonely young man just out in Annapolis Lonely young man just out in Annapolis. 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...
  • Unleash Your Inner Goddess: Dominate Me And Make Me YoursUnleash Your Inner Goddess: Dominate Me And Make Me Yours I need a dominant woman who's ready to take control and make me her obedient sex slave. I crave to be tied up, spanked, and used for your pleasure. I want to worship every inch of your body and fulfill all of your wildest fantasies. Let's explore our deepest desires together and push each other to n...
  • Mind-blowing Blowjob Expert Seeking Woman For Heavenly Oral Pleasure. LetMind-blowing Blowjob Expert Seeking Woman For Heavenly Oral Pleasure. Let's Play! I need a woman who knows how to give a mind-blowing blowjob. I want someone who can make me feel like I'm in heaven with their mouth skills. ?? If you're up for the challenge and ready to show me what you've got, then hit me up. Let's make some magic happen together. ? I promise to return the favor ...
  • 38 yr old Lonely Woman Seeks Female Passion in Annapolis38 yr old Lonely Woman Seeks Female Passion in Annapolis Successful Business Woman Seeking Female in Annapolis Hello, I am Julia, age 30. I own my business and 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 won't need anything but your time and affecti...
  • 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...
  • 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...
  • 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...
  • Ebony Beauty Seeks Annapolis Princess Ebony Beauty Seeks Annapolis Princess Hello gorgeous ladies! My name is Cheryl and this is my first time ever posting a dating ad. You can't imagine how nervous I am but here I am, putting myself out there! Go easy on me. It's terrifying! lol.... but here goes. I am medium height and build. I have great perky tits so if that's your thi...
  • I Want to Ride Your Cock All Night LongI Want to Ride Your Cock All Night Long Let me tell you a little bit about myself. My name is Stefanie, and I am a naughty little minx looking for a hot stud to satisfy my insatiable appetite for sex. I love getting down and dirty in the bedroom, trying out new positions, and exploring all of my wildest fantasies. When it comes to sex, I...
  • LetLet's Explore New Sensations Together And Push Our Boundaries ? I need a woman who's down for some backdoor action. I want to slide deep inside you and make you moan with pleasure. Let's explore new sensations together and push our boundaries. I'll take my time to make sure you're comfortable and ready for me to pound you into ecstasy. ? If you're craving some i...
  • Sexy Annapolis body builder, age 26, looking for fun and hot sex!Sexy Annapolis body builder, age 26, looking for fun and hot sex! Hey, Kevin here in Annapolis and I am looking for a partner who can work out with me. I want a dude who is open to anything, like a rough workout, if you get me and wants to just hang out and have fun. The ultimate friends with benefits arrangement.  I'm open to most anything sexually. Do you ...
  • 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 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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