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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 Dominate Man For Bondage Play - LetSeeking Dominate Man For Bondage Play - Let's Explore Fantasies! I'm in the mood for some bondage play and I need a man who can handle me. I want to be tied up, teased, and pleased until I can't take it anymore. ? If you think you have what it takes to dominate me in the bedroom, then I want to hear from you. Let's explore our wildest fantasies together and push ...
  • Experience The Ultimate Gloryhole Head - Discreet And Mind-blowing Satisfaction!Experience The Ultimate Gloryhole Head - Discreet And Mind-blowing Satisfaction! I'm looking to give head in my private gloryhole. It's a discreet setup where you can come over, slide your cock through the hole, and let me take care of the rest. No need for small talk, just sit back and enjoy as I suck you off until you explode ?. I love feeling a hard dick throbbing in my mouth...
  • 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 ...
  • LetLet's Indulge In Passion: Devour Me Until Ecstasy, No Strings Attached I'm looking to have my pussy eaten by a man who knows how to satisfy a woman's desires. I want to feel your tongue exploring every inch of me, driving me wild with pleasure. Let's indulge in each other's bodies and let our passion ignite ?. I crave the sensation of your lips and mouth on me, bringin...
  • Wild Gangbang: Pound Me Until I CanWild Gangbang: Pound Me Until I Can't Take It Anymore. So, here's the deal - I need a group of guys who are down to fuck me all at once. I want to feel every inch of you pounding into me until I can't take it anymore. It's going to be wild, intense, and oh so satisfying. ?? I'm not looking for anything serious, just a good time with some hot and horny ...
  • 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...
  • Hard And Deep Pleasure Awaits With A Man Who Knows Desire.Hard And Deep Pleasure Awaits With A Man Who Knows Desire. I'm looking to get fucked hard and deep by a man who knows how to handle me. I want to feel every inch of you inside me, pounding away until we both explode with pleasure. Let's explore our wildest fantasies together and make each other scream with ecstasy. I crave the intensity of a passionate enco...
  • Kinky Sex Slave Seeking Dominant Master To Fulfill Wildest FantasiesKinky Sex Slave Seeking Dominant Master To Fulfill Wildest Fantasies I'm looking to be your sex slave. I want to fulfill all your wildest fantasies and be at your beck and call. I crave to be dominated and controlled in the bedroom, giving myself completely to you. Let's explore our deepest desires together, pushing boundaries and discovering new pleasures. I want to...
  • 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, ...
  • 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! 🥰 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...
  • 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...
  • 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...
  • 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 ...
  • Tight ass for a Tight ass that knows how to plow.Tight ass for a Tight ass that knows how to plow. Are you looking for a wild time with a kinky girl who loves to fuck and suck? Look no further, because I'm Shaylynn and I'm ready to get down and dirty with you. I love getting my tight asshole pounded from behind while I play with my huge boobs. If you're into sloppy blowjobs, I'm your girl - I'll ...
  • Private Gloryhole: Throbbing Cock Wanted For Discreet, No-strings-attached Pleasure ??Private Gloryhole: Throbbing Cock Wanted For Discreet, No-strings-attached Pleasure ?? I'm looking to give head in my private gloryhole. I love feeling a throbbing cock in my mouth, making you squirm with pleasure. 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. My warm mouth is waiting for...
  • 💋 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 Annapolis 💋 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...
  • Anonymous Ass Pounding: Slide In Deep And Explode With Me ?Anonymous Ass Pounding: Slide In Deep And Explode With Me ? I need a horny stud who's down to pound my ass anonymously. I want you to slide in deep and fuck me until we both explode ? No need for names or small talk, just raw, uninhibited pleasure. Let's meet up, get naked, and let our primal desires take over. I'll be waiting for you with my hole ready and ...
  • Hot Trans Woman Seeking Anonymous Rough Fun - No Strings AttachedHot Trans Woman Seeking Anonymous Rough Fun - No Strings Attached Looking to anonymously fuck. I'm a hot transgender woman with a juicy surprise between my legs. I'm craving some rough and dirty action with no strings attached. Let's get straight to the point and have a wild time together. Your secret is safe with me ? Come over, let's explore each other's bodies...
  • Craving A Hard Pounding - LetCraving A Hard Pounding - Let's Get Down To Business I'm craving to get plowed by a man who knows how to handle me in the bedroom. I want someone who can pound me hard and make me scream with pleasure. No need for small talk, just come over and let's get down to business. I'm looking for a wild and passionate night of fucking that will leave us both b...
  • Seeking Dominant Woman To Fulfill BDSM Fantasies - Your Sex SlaveSeeking Dominant Woman To Fulfill BDSM Fantasies - Your Sex Slave I need a dominant woman who can handle me as her sex slave. I want to be at your beck and call, ready to fulfill all your wildest desires. I crave the feeling of being controlled by you, letting you take charge and show me who's boss. ?️ Whether it's being tied up, blindfolded, or spanked, I'm ea...
  • LetLet's Explore Kinky BDSM Fantasies Together - Dominate And Submit I'm looking to BDSM play with a woman who's down to explore some kinky fantasies together. I want to take control and dominate you, making you beg for more as I push your limits. Let's indulge in some bondage, spanking, and maybe even some role-playing. I promise to make you feel safe and respected ...
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  • Destroy My Trans Ass And Make Me Scream With Pleasure!Destroy My Trans Ass And Make Me Scream With Pleasure! I'm a trans woman with a craving to get my ass destroyed by some horny guys. I want you to pound me hard and make me scream with pleasure. Let's have a wild time together and fulfill all our dirty fantasies. I'm open to trying new things and exploring different kinks, so don't be shy about telling m...
  • Anonymous Fuck Buddies: LetAnonymous Fuck Buddies: Let's Indulge In Raw, Primal Pleasure ? I'm craving to get fucked anonymously. I want to feel you deep inside me, pounding me hard and fast until we both explode ?. No need for names or small talk, just pure raw pleasure. Meet me at [location] and let's make this happen. I'll be waiting for you with anticipation, ready to submit to your e...
  • Sexy Trans Woman Gives Mind-blowing Blowjobs To Pleasure-seeking Men.Sexy Trans Woman Gives Mind-blowing Blowjobs To Pleasure-seeking Men. I'm a sexy transgender woman looking to give mind-blowing blowjobs to men who can handle my skills. I love feeling a throbbing cock in my mouth and making you moan with pleasure. Let me show you how good it can feel when I take you deep down my throat. ?? I promise to make you forget about all your...
  • Sexy Trans Woman With Throbbing Surprise Seeks NSA Fun With Men.Sexy Trans Woman With Throbbing Surprise Seeks NSA Fun With Men. I'm a sexy trans woman with a throbbing surprise between my legs, looking to NSA fuck with horny guys who can handle it all. I'm not here for games or drama, just pure adult fun. ?? If you're into exploring new things and living out your wildest fantasies, then I'm your girl. Let's get straight to t...
  • Italian Stallion For Male Companionship in AuburnItalian Stallion For Male Companionship in Auburn Hey Guys! I'm a tall, long hung Italian stallion with great tongue that loves to explore. You want pleasing? I can please! Message @Mario4malefun and have the night of your life. I'm young, virile and well hung. I've got what you want! I'm looking for casual M4M dates or Sugar Daddy arrangement...
  • Noel, age 29, seeking Woman in AnnapolisNoel, age 29, seeking Woman in Annapolis Hey, I am Noel. Thanks for checking out my ad. You don't want to miss out on dating me!!! I am a natural comedian and I love to laugh and make you laugh too. I am a music fan and I love going to live gigs. I play a little guitar too. Who are your favorite performers? I have eclectic musical tastes. ...
  • Male college stud for upscale gentleman in Annapolis areaMale college stud for upscale gentleman in Annapolis area Hey, I am a broke college student right now and I have to pay for everything.  I may not be rich but I am a stud. I only do top, so if you are into that kind of thing let me know. Let's chat first, swap pics and get to know each other. Private message me! Username: @XXSTUDTonyPhotos: 41Vi...

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