Annapolis, Maryland Free Sex Ads for Local Adult Hookups

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January 8th, 2026

Get Lost in My Eyes and Find Yourself Hey there, I'm Caitlin from Annapolis, Maryland. I may not be your typical girl next door, but that's what makes me unique 😉 I'm a mix of sass and sweetness, with a sprinkle of adventure. If you're looking for someone to explore the local scene with, let's grab a coffee at Ceremony Coffee Roast...

College Student in Annapolis Need to Pay My Bills! College Student in Annapolis Seeking Gentleman I'm a college student with a heavy class load so I really don't have time to work a full-time job. My name is Chelsea and I'm 22 y/o. I need to pay fix my car and pay bills so I'm willing to do anything with a nice, generous gentleman. (Sorry mom!...

Fitz from Annapolis Ready to Play with Your Tight Ass I never back down from a good time, especially when it involves getting down and dirty with another horny gay man. I'm Fitz, a wild stud from Annapolis who's on the hunt for some hot male-on-male action. Whether you're gay, bisexual, or just curious about exploring your sexuality, I'm the guy you...

Fuck me hard and deep, I'm looking for a wild time Are you a horny gay man looking to have some hot male-on-male action? Well, look no further because Ryan is here to satisfy all your dirty desires. I love getting my cock sucked and my ass played with. I want to explore all kinds of kinky fetishes like BDSM, role play, and watersports. Let's get d...

Raunchy Gay Man Seeking Hot Male-on-Male Fun I love getting my tight ass pounded hard while I gag on a throbbing cock. There's nothing like feeling a huge dick deep inside me, making me moan with pleasure. I'm Damon, a horny gay man from Annapolis, Maryland who's always up for some wild and kinky fun. I enjoy giving sloppy blowjobs and play...

Let's Explore Annapolis Together 🌈 Hey there, I'm Kyla from Annapolis! I've got long brown hair and sparkling green eyes that will surely catch your attention. What I love most about being a lesbian is the deep connection and understanding that comes with loving another woman. I enjoy spending time at local spots like Quiet Waters...

Irish eyes are smiling in Annapolis hey guys, I am Sean, 27, an Irish fella moved over here recently and looking for fun lifestyle and fit guys to hang out with. Go and message me and check out my profile @IrishSean27. ...

Seeking Passionate Lesbian Orgasms and Tight Ass Play I'm Marleah, a naughty lesbian from Annapolis looking for some wild fun with other bisexual or bi-curious women. I love exploring every inch of a woman's body, giving and receiving oral sex, and making each other cum over and over again. I have a tight ass that loves to be played with, so if you'...

Divorced College Lecturer Looking for Excitement! College lecturer and divorcee, age 42, looking for someone loving, intelligent and fun. I live in the Annapolis area and I am happy to meet at a neutral place or entertain at my place. I own my own home and I am not expecting you to pay for everything. Looking for someone who loves history and books...

Fuck Me Hard and Make Me Cum Are you a naughty girl who loves to suck cock and get fucked hard? Do you enjoy anal play and sloppy blowjobs? Then you're the woman I'm looking for. My name is Ozzy, and I'm a man seeking a local woman in Annapolis, Maryland for great sex, adventure, and fun. I love exploring all kinds of sexual ac...

Discover the Charm of Annapolis with Alexandra! Hey there! 👋 My name is Alexandra, and I'm excited to meet someone special here in beautiful Annapolis, Maryland. 🌸 I may not be your typical girl-next-door, but I've got a personality that will keep you on your toes. 😉 With my contagious laughter and adventurous spirit, we're bound to h...

Passionate Lesbian Seeking Orgasms, Oral Sex, and Tight Ass Play I'm a naughty little minx named Sherry from Annapolis looking for some hot and steamy fun with local lesbian, bisexual, or bi-curious women. I love getting down and dirty in the bedroom and exploring all kinds of kinky fetishes. If you're into passionate lovemaking, mind-blowing orgasms, oral se...

Looking for a Woman to Fulfill My Wildest Fantasies I'm Archie from Annapolis, Maryland, and I'm on the hunt for a local woman who can handle all my dirty desires. I love nothing more than getting down and dirty in the bedroom, exploring every inch of each other's bodies until we're both screaming in ecstasy. From passionate lovemaking to rough and...

Passionate Lesbian Seeking Orgasmic Encounters Are you a woman who craves intense orgasms and loves to explore all things sensual? I'm Emilie from Annapolis, Maryland, and I'm on the hunt for local lesbian, bisexual, or bi-curious women who are ready to play. When it comes to sex, I'm all about passion, pleasure, and pushing boundaries. I ab...

💋 I'M Available for Local Hookup 💋 Available For Hookup in Annapolis Hi! I'm Lexy. Contact me if you're ready for total sexual fun! I have been working hard and now I'm ready to let off some steam and have fun. 💗 I'm Discreet and very clean , 🚿 I CAN PROMISE U THAT I'll Treat you Like A KING👑 and I hope to be treated like ...

Baby faced 22 year old male in Annapolis Male for Male in Annapolis, Maryland Hey there! I'm new to Annapolis and looking to meet somebody fun. I am funny and intelligent and well versed in pleasing a man. I'm fun and love to have a good time. If you like to talk I like to listen. I enjoy good conversation, dining out and fine wine. I giv...

Fuck Me Hard and Make Me Cum Skyler I'm a man seeking a local woman in Annapolis, Maryland for some wild and kinky fun. I love to explore all kinds of sexual acts and fetishes, from deepthroating blowjobs to rough anal play. I want a woman who isn't afraid to get down and dirty with me in the bedroom. My name is Skyler, and you can...

Get Lost in Annapolis with Tina Hey there! I'm Tina, a fun-loving gal from Annapolis, Maryland. I may not be a supermodel, but I've got curves in all the right places. I'm looking for someone who can keep up with my adventurous spirit and love for exploring new places. If you're up for it, we could grab a bite to eat at Iron Ro...

Ken, 42, lonely for female in Annapolis Male age 42 for Female Annapolis Hi there! My name is Ken and I am 42 years old and looking for a real nice woman in the Annapolis area. Send me a message and check my profile @Ken42seeksWoman for my recent pictures and contact info....

Fuck Me Hard and Deep - Annapolis Gay Man Seeking Fun Hey guys, I'm a horny gay man named Miles from Annapolis, Maryland looking for some hot male-on-male action. I love getting my dick sucked and giving sloppy blowjobs in return. I'm into rimming, ass play, and playing with dildos. Let's explore each other's bodies and have some wild fun together. I e...

Michael 42, 5' 11 for Male Companionship in Annapolis Male for Male Companionship in Annapolis Not your usual male for male companion. Hey guys, I am Mike. I'm 42 and I am great at what I do.  I'm discreet and attentive to your needs. I specialize at pleasing bi-curious men. First timers welcome! I'm patient and understanding while being attentiv...

Mark, 33 Love country music and driving my truck Hey, the name is Mark and I am a country boy now living in Annapolis, age 33, a mechanic and I love to drive my Dodge ram 1500 out on the open roads. Sometimes I take a blanket and a beer and hang out at my favorite lake a few miles from my house in the Annapolis area. I am self sufficient and I am ...

34 yr old Lonely businesswoman seeking female in Annapolis Successful Business Woman for Female in Annapolis I am Julia, 34 and a successful business owner but I work too hard. I 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 don't need anything but your...

Fuck Me Hard and Make Me Squirt All Over Your Cock I'm a naughty girl from Annapolis who loves to get down and dirty in the bedroom. My name is Tessie, and I can't wait to meet someone who can handle my insatiable sexual appetite. When it comes to sex, I love trying new things and pushing the boundaries. I enjoy giving sloppy blowjobs, getting m...

Fuck Me Hard in Annapolis I'm a wild one, always up for trying new things in the bedroom. I love getting down and dirty, exploring every inch of your body with my hands and mouth. I can be a little kinky too, so don't be shy about sharing your fantasies with me. My favorite positions include doggy style, reverse cowgirl,...

34 years old Man seeking Woman in Annapolis Man seeking Woman in Annapolis, Maryland Hi there ladies, I'm Brandon, age 34, 6' tall, 220 lbs,. I am excited to meet a sexy woman who would like to explore greater depths of passion. If you would like to say hi, come and see my profile @Brandon34M and message me for pics and contact info.  ...

Male for Male Escort in Annapolis. 29. 6' 2 Male for Male in Annapolis Hey, I'm Jeffrey. Will visit you or you can visit me 29. 6' 2. I'm working my way through college but I manage some free time. Need to spend time with men. I love the male form and appreciate all types of men and all body types. Message @JeffOralExpert for a get toge...

Baby Face Hot Dude waiting for the ladies Male Escort in Annapolis I am Howie and I am waiting for you. I am 37, hung and it. I focus entirely on your pleasure and will do what you want. Your satisfaction is my top priority and guaranteed! Message or call @BabyFaceHowie...

I'm Alexis & I'm Everything Ur Looking 4! Alexis in Annapolis: Everything You're Looking For! Hi..... I'm Alexis, a new but independent and experienced escort/provider in Annapolis! I'm Looking to meet some new people and hopefully repeat clients. I am a laid back and open-minded professional lady, but I have a wild side. I will leave you...

Let Me Be Your Naughty Little Cum Slut I'm a kinky little minx from Annapolis who loves to get down and dirty in the bedroom. My name is Shara and I'm always up for a good time 😉 When it comes to sex, I'm not afraid to explore all my wildest fantasies. I love giving sloppy blowjobs, riding a thick cock until I cum, and getting my t...

January 7th, 2026

Beauty Queen from India looking for love Beauty Queen from India Now in Annapolis My name is Manju and I came from India in 2002. I am a college graduate and I work in retail. I am looking for someone who is exciting and fun, but honest and trustworthy. If that is you please message me @ManjuAnnapolis so we can get together. I l...

Nice but Naughty 30 year old seeking affection and a good time Naughty30luv in Annapolis, Maryland Hey, I'm Monica. I am half Latina and half European and moved here recently. I am lonely and would like to meet a nice man who wants to play and enjoy life together. Message me @Naughty30luv for pics and to book a date! (Naughty30luv) I'm naughty but nice, love ...

Sexophonist Playing your Tune in Annapolis Male for Male in Annapolis, Maryland Hey guys, my name is Milan. I play the sax and I am mixed background. I probably have a tune you like. You wanna hear me play? View my pics and message me @MellowCaramel.  I love men of all ages, races and types! Let's chat online and meet up for coffee or...

Seeking a Connection with a Beautiful Soul 💕 Hey there! My name is Marlie, and I'm a fun-loving lesbian girl from Annapolis, Maryland. 😊 I wanted to try something different, so here I am, writing this ad in hopes of finding someone special. Let me tell you a bit about myself! Physically, I have long brown hair that cascades down my back ...

Get Lost in My Eyes and Find Yourself Hey there, I'm Cristal from Annapolis, Maryland. I may not be your typical girl next door, but I guarantee you won't be able to take your eyes off me. If you're looking for a fun and adventurous date, look no further! I love exploring new places like Quiet Waters Park or grabbing a bite at Galwa...

Annapolis Cougars seeking Cubs Cougars seeking Cubs in Annapolis Browse thousands of cougars and cubs profiles and join free! Let an older, more experienced woman teach you the finer points of sex! If you're an older woman, come appreciate the attention a younger man will eagerly give you in exchange for sharing your sexual expe...

Super Hot Barbie for Annapolis Male Hot Barbie in Annapolis, Maryland Hello!! My name is Phoebe and my intelligence and charming personality is sure to make you feel comfortable! I am just looking for a cool guy I can date around here and have some fun together! You want to meet me? Send me a message with your pics and number! @...

Fuck My Tight Ass and Make Me Gag on Your Huge Cock Hey boys, I'm a horny gay man named Harley from Annapolis, Maryland looking for some hot male-on-male action. I love getting my ass pounded hard and deep, feeling every inch of your throbbing cock inside me. I also enjoy giving sloppy blowjobs, playing with dildos, and riding a nice stiff dick until...

Noel here. 🤓 You want to date me, right? Man seeking Woman in Annapolis 🤓 This is Noel and I am here to let you know that you don't want to miss out on dating me. i am a joker (but not a smoker) but I love to laugh and make you laugh too. I am a music fan and I love going to live gigs. Love having fun, hiking, dining out and traveling...

Male for Male: I can please you here or at your home. [Male for Male] Bradley M4M Escort in Annapolis Area Hey guys, M4M escort in the Annapolis area. I am Bradley, 31, fit, European by birth and waiting for you to call me so I can show you a great time. 5' 10" and 8 inches. View my online profile and message me BradleyKM4M. Send your photo for mine.  No h...

Young, Free and Single in Annapolis Lonely in Annapolis You have got be out there somewhere! I am lonely and I would love to find a funny and happy-go-lucky guy who can be my best friend and lover. I'm hoping you look good in a cowboy hat and jeans! View my profile and private pics @LonelyinAnnapolis so we can at least swap pics and ...

Let's Meet for a Magical Date in Annapolis! Hey there! I'm Merridie, and I'm looking for someone special to spend some quality time with. I may not be a supermodel, but I've got curves in all the right places 😉. I love exploring new places and trying out different restaurants, so why not meet up at the charming waterfront area or cozy co...

Searching for a Connection in Annapolis! 💕 Hey there, I'm Carl from Annapolis, Maryland! 👋 I'm on the lookout for that special someone who can make my heart skip a beat. If you're a fun-loving, down-to-earth gal who enjoys good company and great conversation, then we might just hit it off! I believe in keeping things simple and genuine...

Let's Sail the Waves of Love Together! 🌈⛵️ Ahoy there! I'm Anson, a fun-loving guy from Annapolis, Maryland, setting sail on this exciting gay dating adventure. If you're looking for someone who knows how to navigate both the seas and the heart, then hop aboard and let's explore what life has to offer! When I'm not busy sailing or working...

💕💕 Harley's Digital Services in Annapolis Harley's Digital Services My name is Harley from Annapolis. I'm a down to earth fetish, fantasy and role-playing woman. I'm looking to satisfy your dirty little desires I offer all types of sex services including video phone texting sessions. I sell and make XXX videos and pictures and I also am do...

Unleash Your Wildest Desires with Piper! Hey there, gorgeous! My name is Piper and I'm here to make your heart skip a beat. 💖 As a sassy and fun-loving woman from Annapolis, Maryland, I can guarantee you an unforgettable dating experience that will leave you craving for more. 😉 Let me paint a picture of what I look like: my curvac...

Seeking Local Woman for Wild and Raunchy Fun I'm Errol, a man from Annapolis who is looking for a local woman who can handle my insatiable appetite for great sex, adventure, and fun. I love all kinds of kinky activities in the bedroom - from giving and receiving blowjobs to exploring new positions that make us both scream with pleasure. I en...

Erotic Temptation Awaits You! Hey there, I'm Kylie from Annapolis, Maryland. I may not be your typical girl next door, but I guarantee you won't be disappointed. If you're looking for a fun and adventurous date, look no further! I love exploring new places and trying out different cuisines. How about we meet up at the charmi...

Married Woman Playing in Annapolis Married Woman is Playing in Annapolis Hey there guys. My name is Jessica @Jexxica27, age 27. I'm married but playing around and he don't care. He cheated on me first and said he doesn't care if I play around too so here I am! I'm ready to rock your world and have the passionate sex I've been missin...

Fuck Me Hard and Deep in Annapolis! I'm Rory, a naughty girl from Annapolis who loves to get down and dirty. I can't get enough of getting fucked in all sorts of positions - doggy style, cowgirl, you name it! I love being dominated and spanked, feeling your cock deep inside me as I moan with pleasure. If you're into kinky stuff l...