Home > Annapolis, Maryland > Casual Encounters


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

  • December 9th, 2025
  • 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...
  • 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...
  • 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 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...
  • 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...
  • 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...
  • Kinky Submissive Man Seeks Dominant Woman For Wild, Erotic Adventures.Kinky Submissive Man Seeks Dominant Woman For Wild, Erotic Adventures. I need a dominant woman who knows how to take control in the bedroom. I want to be your willing and obedient sex slave, ready to fulfill all of your desires. I crave being tied up, teased, and pleased until I can't take it anymore. ?️ I want you to use me however you please, exploring every inch o...
  • SHEMALE BEAUTY Ready to Eat Your Manhood Now! πŸ†πŸ’¦SHEMALE BEAUTY Ready to Eat Your Manhood Now! πŸ†πŸ’¦ Hey there! I am Blanca, a shemale beauty queen who can take top or bottom. I am ready to eat your manhood now.  πŸ†πŸ’¦ 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...
  • 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 Babe Seeks BDSM Partner For Naughty Fun And Exploration.Kinky Babe Seeks BDSM Partner For Naughty Fun And Exploration. I need a kinky partner who's down to explore BDSM with me. I want someone who isn't afraid to push boundaries and try new things in the bedroom. ?️ Whether you're a newbie or an experienced player, I'm open to all levels of experience. Let's dive into the world of domination and submission togethe...
  • 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...
  • 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...
  • 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...
  • 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...
  • Daniel 28, Plumber, new to the Annapolis areaDaniel 28, Plumber, new to the Annapolis area 28 y/o Man New to the Annapolis Area I  am Lee, age 28, fit and active. I am a plumber by trade. I work days but I love the nightlife. I'm looking for new people to meet in the Annapolis area and I would love to meet a nice lady I can talk to and listen to and maybe more if we feel the vibe. I...
  • December 8th, 2025
  • Real Annapolis Girl, Hot, Juicy & Tight 😘Real Annapolis Girl, Hot, Juicy & Tight 😘 Tired of Fakes and Game players? Want hot juicy and tight? 100% real Annapolis girl and very skilled with sex! My gorgeous tits, tantalizing curves and sexy eyes will have you mesmerized in seconds. Enjoy my silky skin, luscious legs and sensual breasts. I look good and smell good. 😘   ...
  • Sally Seeks Hairy Man in AnnapolisSally Seeks Hairy Man in Annapolis Seeking a Hairy Man I'm a Annapolis 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....
  • Craving For An Insatiable Ass Destroyer To Pound Me Hard.Craving For An Insatiable Ass Destroyer To Pound Me Hard. I'm craving a man who can handle my insatiable hunger for getting my ass destroyed. I want you to pound me hard and deep until I can't take it anymore. Let's explore our wildest fantasies together and make each other scream with pleasure. ?? Don't hold back, show me what you're made of and make me b...
  • 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...
  • 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...
  • Seeking Hot Stranger For Anonymous, No-Strings-Attached Pleasure ??Seeking Hot Stranger For Anonymous, No-Strings-Attached Pleasure ?? I need a hot stranger who's down to pound me senseless. I want to feel your hard cock deep inside me, no questions asked. ? Let's make this encounter all about pure lust and pleasure. I'm craving that anonymous thrill of getting fucked by someone I don't even know. ? If you're up for some discreet f...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • Let Me Be Your Obedient Sex Slave, Fulfilling All Desires.Let Me Be Your Obedient Sex Slave, Fulfilling All Desires. I'm looking to be your sex slave. I want to fulfill your every desire and be at your beck and call. I crave to be dominated and controlled by a powerful woman who knows what she wants. I long to be tied up, blindfolded, and used for your pleasure. I will obey your every command and worship you like ...
  • Exciting black guy in AnnapolisExciting black guy in Annapolis 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...
  • 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 ...
  • LetLet's Meet Up For Some Anonymous Head In A Dark Alley. I need for some anonymous head. I want to feel your warm mouth wrapped around me, taking me deep and making me moan with pleasure. No need for names or small talk, just pure, unadulterated fun. Let's meet up, get down to business, and then part ways like it never happened. Discretion is key, so let'...
  • 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, ...
  • 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 ...
  • Hung Top Looking to Fuck an AssHung Top Looking to Fuck an Ass Are you a horny gay man looking for some hot male-on-male action? Look no further, because I'm Johann and I'm ready to rock your world. You can find me in the SpunkPage.com M4M profiles under username johann24880. I'm a dominant top who loves to pound a tight ass until it's begging for more. I enjo...
  • 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...
  • 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 ...
  • 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...
  • 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 ...
  • 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...
  • 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 ...
  • Mind-blowing BJ For Horny Dude - Satisfaction Guaranteed, No Strings Attached!Mind-blowing BJ For Horny Dude - Satisfaction Guaranteed, No Strings Attached! I need to give a mind-blowing blowjob to a horny dude who needs some serious release. My mouth is ready and waiting to swallow every last drop of your load. No strings attached, just pure pleasure ?? Let's make this happen ASAP. I promise to make you moan with delight as I work my magic on you. Sati...
  • Ken, 42, lonely Annapolis male for youKen, 42, lonely Annapolis 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 Annapolis 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...
  • Satisfy My Craving: Pussy Eater Wanted For Ultimate Pleasure.Satisfy My Craving: Pussy Eater Wanted For Ultimate Pleasure. I'm looking to have my pussy eaten by a woman who knows how to satisfy. I want someone who can make me moan with pleasure and leave me begging for more. I crave the feeling of your tongue exploring every inch of me, teasing me until I can't take it anymore. Let's lose ourselves in each other, experi...
  • Anonymous Pleasure Seeker: LetAnonymous Pleasure Seeker: Let's Get Lost In Wild Passion Together 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 the moment. Let's get lost in passion and pleasure, letting our desires take control. I promise to make you fee...
  • Hot And Steamy Encounter - Come Over And Pound Me Hard!Hot And Steamy Encounter - Come Over And Pound Me Hard! I need a hot and steamy encounter where I can get pounded anonymously. ?? No need for small talk, just come over and drill me hard. Let's make this a night to remember, with no strings attached. I want to feel you deep inside me, taking control and giving it to me good. ?? If you're up for some disc...
  • 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 ...
  • 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 ...
  • 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...
  • Seeking Experienced Dom For Kinky BDSM Play, LetSeeking Experienced Dom For Kinky BDSM Play, Let's Explore Together. I'm craving some BDSM play with a man who can handle my wild side. I want to explore all the kinky fantasies we both have ?. Let's push each other's boundaries and see where it takes us. I need someone who isn't afraid to take control and dominate me in the bedroom ?. Safety and consent are key, but...
  • 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 ...

  • Home > Annapolis, Maryland > Casual Encounters