Annapolis, Maryland Free Sex Ads for Local Adult Hookups

Annapolis, Maryland free sex ads. Meet locals looking for sex hookups near you. It's free to search these adult classifieds, or post your own ad!

Home / Free Sex Ads /

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

  • August 6th, 2025
  • Seeking Local Woman for Wild and Kinky Fun in AnnapolisSeeking Local Woman for Wild and Kinky Fun in Annapolis Are you a naughty girl who loves to play dirty? I'm Manny, and I'm looking for a sexy lady in Annapolis who's ready to get down and dirty with me. I'm all about exploring new sexual adventures and fulfilling all our wildest fantasies together. From steamy blowjobs to rough anal play, I'm up for an...
  • Super Hot Barbie for Annapolis MaleSuper 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! @...
  • Brandon the Stud for Sex on the SideBrandon the Stud for Sex on the Side Male for Male in Annapolis, Maryland Hi guys. I'm Brandon. I work out regularly and take good care of my body. I'm active and STD free. Looking for M4M fun. I do stripping, lap dances and offer full service to make you feel good all over. Top or bottom. 9" cut. Hot bod.  Check out my featured...
  • Italian/American Gigolo to make you feel goodItalian/American Gigolo to make you feel good Italian Stud for Woman in Annapolis Hi, I'm Alex, an Italian man, age 34, in Annapolis. Italians really are the best lovers and we know what to do to please our ladies. I am an independent escort who can serenade you, cook you a beautiful meal in your own kitchen and spend the evening with you unti...
  • SmokinSmokin' Hot and ready for a date! Hot Girl for Man in Annapolis Ok, so maybe Smokin' hot is something you need to decide, but hey, I have a sense of humor! Seriously though, I do think I am quite attractive and I have certainly been complimented often. My hair, especially, gets a lot of attention because it goes way down my back an...
  • Young, Free and Single in AnnapolisYoung, 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 ...
  • A Night of Adventure and Romance Awaits! <br>A Night of Adventure and Romance Awaits!
    Hey there, fellow gay singles of Annapolis! My name is Ware, and I'm on the hunt for an exciting connection with someone special. If you're looking for a night filled with laughter, adventure, and maybe even a touch of romance, then keep reading! When I'm not busy working as a graphic designer, y...
  • New to the Annapolis, Maryland area and lonely!New to the Annapolis, Maryland area and lonely! Lonely Woman seeking Man in Annapolis I am new here in this town and I would like to meet handsome gentleman to go to dinner and on a date with. You are interested in me please send message to me. @RagazzaSexyX Sono nuovo qui a Annapolis Sono nuovo qui in questa città e mi piacer...
  • Married Woman Playing in AnnapolisMarried 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...
  • Mark, 33 Love country music and driving my truckMark, 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 ...
  • Still unpacking but looking for a date in AnnapolisStill unpacking but looking for a date in Annapolis New Girl in Annapolis My name is Charlene and I literally just move here last week. I have barely unpacked yet and I am so wanting to get out and meet people! I love the movies and popcorn and music and dancing and having fun! Go ahead and hit me up for a date, or a drink or something! Message...
  • Seeking Local Woman for Wild Sexual AdventuresSeeking Local Woman for Wild Sexual Adventures I'm a man from Annapolis, Maryland named Frederick looking for a woman who can keep up with my insatiable appetite for all things naughty. I can't get enough of giving and receiving oral sex - nothing gets me going like a sloppy blowjob or a tight pussy wrapped around my throbbing cock. I love to ...
  • 24 y/o Bartender for No Strings Fling24 y/o Bartender for No Strings Fling No Strings Fling in Annapolis Hi! I am Kimberly and I am 24! I have a loveless marriage. My job is fun and I love my customers. Some of them flirt but they are just my customers. I want to meet a sexy guy who will be kind and attentive and loving! You must be out there somewhere! Contact me me if ...
  • Looking for a Passionate Lesbian for Orgasms and Ass PlayLooking for a Passionate Lesbian for Orgasms and Ass Play I'm Jinny, a hot lesbian from Annapolis, Maryland seeking a local woman for some wild fun. I love exploring all kinds of sexual acts with other lesbian and bisexual women. From oral sex to tight ass play, I'm ready to satisfy all your desires. Cum play with me and let's make each other moan in ple...
  • LetLet'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...
  • 34 yr old Lonely businesswoman seeking female in Annapolis34 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...
  • II'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...
  • Passionate Lesbian Seeking Orgasms and Tight Ass PlayPassionate Lesbian Seeking Orgasms and Tight Ass Play I'm Laurella, a hot lesbian from Annapolis, Maryland looking for a local woman who can handle my insatiable appetite for great sex and fun. I'm into all kinds of naughty stuff like oral sex, fingering, anal play, BDSM, role-playing, and more. I want someone who can keep up with me in the bedroom a...
  • Nigel 56, new here in Annapolis Nigel 56, new here in Annapolis Male seeks a nice woman in Annapolis Hello ladies! I am Nigel, age 56, and I am back on the market after a failed buyout with an ex. lol. That's life. I am lighthearted and friendly and I love to laugh and be made to laugh. If you want to know more, just out my bio page @FunNigel56. ...
  • Seeking Local Woman for Wild and Kinky FunSeeking Local Woman for Wild and Kinky Fun I'm Lon, a man from Annapolis, Maryland, looking for a woman who's ready to get down and dirty with me. I love exploring all kinds of sexual acts and fetishes, from giving and receiving blowjobs to playing with toys and exploring new positions. I enjoy getting my cock sucked until I explode with p...
  • Seeking Passionate Lesbian Orgasms and Tight Ass PlaySeeking 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'...
  • LetLet'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...
  • Fuck Me Hard in AnnapolisFuck 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,...
  • Seeking Local Woman for Wild and Raunchy FunSeeking 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...
  • Seeking Adventure and Connection in Annapolis 🌈Seeking Adventure and Connection in Annapolis 🌈 Hey there! I'm Danny, a fun-loving guy from Annapolis, Maryland, on the lookout for a special connection. Life is too short to spend it alone, so let's dive into this journey together! When I'm not busy with work as an architect, you can find me exploring the beautiful Chesapeake Bay or strolling...
  • Fuck Me Hard and Make Me CumFuck Me Hard and Make Me Cum I'm a man seeking a local woman for great sex, adventure, and fun. I love getting my cock sucked, balls licked, and ass played with. I enjoy giving sloppy blowjobs, eating pussy until you cum all over my face, and fucking in every position imaginable. I get off on rough sex, spanking, dirty talk, ...
  • Looking for a Connection That Sparks Fire 🔥Looking for a Connection That Sparks Fire 🔥 Hey there! My name is Meaghan, and I'm a fun-loving lesbian gal from Annapolis, Maryland. 😊 I wanted to take a moment to tell you a bit about myself and what I'm looking for in the dating world. First things first, let me describe myself without revealing my age or ethnicity. Picture a woman w...
  • W4W - Artistic Soul Looking for a museum-hopping companionW4W - Artistic Soul Looking for a museum-hopping companion W4W Art Lover in Omaha Username: @ArtisticSoulAge: 25Gender: FemaleSeeking: FemalePhotos: 29Videos: 2Text: Yes I'm a 25 year old woman living near downtown Omaha. I enjoy visiting the Joslyn Art Museum and wandering through the galleries at the Bemis Center for Contemporary Arts. If you're an art ...
  • King of your heart waiting for you in AnnapolisKing of your heart waiting for you in Annapolis Abe, 32, local in the Annapolis area, own my own business. I work hard and play hard. I am looking for a gentle guy who is understanding and kind. I love to laugh so you have to be funny. Not all the time, but you need a good sense of humor. Life is too fun to be serious all the time. Message m...
  • Passionate Lesbian Seeking Orgasms and Tight Ass PlayPassionate Lesbian Seeking Orgasms and Tight Ass Play Looking for a hot lesbian or bisexual woman who loves to get down and dirty in the bedroom? Well, look no further because I'm your girl! My name is Valentina, and I'm from Annapolis, Maryland. I'm on the hunt for a local lady who wants to have some great sex and fun with me. When it comes to get...
  • Fuck My Tight Ass and Make Me Gag on Your Huge CockFuck 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...
  • Shy 41 yr old guy in Annapolis, MarylandShy 41 yr old guy in Annapolis, Maryland Shy Romantic Guy in Annapolis Hey ladies, I am Bryan, 41 and I am a little shy when it comes to meeting women. I am romantic and thoughtful and looking for a kind hearted woman. If you would like to swap photos and contact info just message me @ShyRomanticBryan and I will respond as soon ...
  • ElishaElisha's Alluring Adventure Hey there, I'm Elisha from Annapolis, Maryland. I may not be a supermodel, but I've got a killer smile and a personality to match! Looking for someone to share laughs and good times with. Let's grab a cup of coffee at City Dock Cafe or take a stroll through Quiet Waters Park. Who knows where the n...
  • Discover the Charm of Annapolis with Alexandra!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...
  • Sugar Baby for Daddy. Possible Exclusive ArrangementSugar Baby for Daddy. Possible Exclusive Arrangement I am looking to date a generous gentleman who has a good sense of fun and adventure. I am tall, slender and curvy, with long dark hair and natural boobs.  Interested in a sugar baby? Exclusive arrangement is negotiable. My Sugar Baby Details Visit my SugarBabyXOXO profile page for more i...
  • How do I look? / M4W in AnnapolisHow do I look? / M4W in Annapolis Man for Woman in Annapolis Check out my profile and tell me how I look. I am Sam. I'm a model, age 32 and told I am darn hot looking. Hit me up and check out my profile @SamAnnapolis. Send your pics for mine. I'm available evenings and weekends.  Sorry guys, no men.  I appreciate f...
  • Your Ultimate Erotic Experience in Annapolis!!Your Ultimate Erotic Experience in Annapolis!! Erotic Sex Hookup in Annapolis I am very honest, sweet, and loving young woman, I am a Christian, that is my background, religious and I believe in real love, I am here looking for real love and a man that I believe I deserve, I love cooking, dancing, cleaning, watching movies, I am down to earth o...
  • Looking for an Adventure? Let's Connect! 🌈 Hey there, potential match! My name is Raymundo, and I'm on the hunt for someone special. 💖 I'm a fun-loving guy from Annapolis, Maryland, ready to explore the dating scene and see where it takes us. So, let me tell you a bit about myself! Physically, I have a body type that's best described a...
  • Lindsey 💋💋💋 EARLY morning Sex Sessions 💋💋 SEXY MILF ❌❤ HOT MILFLindsey 💋💋💋 EARLY morning Sex Sessions 💋💋 SEXY MILF ❌❤ HOT MILF HOT MILF FOR EARLY MORNING SESSIONS 💋💋  Have you ever felt a sensation that makes your whole body shudder? Would you like to experience this feeling again and again? Me too!! Touch is the most incredible gift you can give or receive from someone. You need it, and I need it too, come and ...
  • Hot Annapolis guy waiting for girl of my dreamsHot Annapolis guy waiting for girl of my dreams Black Man in Annapolis for Romantic Woman Dark cholocate man with romantic nature. My name is Dwayne and am 6 feet 3 and well-built. I am into sports and I love watching football. Life is good and all but I want to meet a beautiful woman for passion and adventure. Check out my profile @Dwayn...
  • Nice but Naughty 30 year old seeking affection and a good timeNice 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 ...
  • Michael 42, 5Michael 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...
  • Fuck Me Hard in Annapolis, MarylandFuck Me Hard in Annapolis, Maryland I'm a naughty girl named Hilarie who loves to get down and dirty in the bedroom. I enjoy exploring all kinds of sexual fantasies and trying out new things. From sensual kisses to rough play, I'm up for anything that gets me off. When it comes to sex, I love getting fucked from behind while my ass...
  • Looking for Love in Annapolis!Looking for Love in Annapolis! Hey there! My name is Cleland, and I'm on the hunt for a special someone here in Annapolis, Maryland. 🏳️‍🌈 I may not have a six-pack or be the tallest guy around, but my warm smile and caring heart make up for it. 💖 I'm a mix of different cultures, adding a dash of spice to life. ...
  • Fuck my tight ass and make me gag on your huge throbbing cockFuck my tight ass and make me gag on your huge throbbing cock I'm a horny gay man named Whittaker from Annapolis, Maryland, looking for some hot male-on-male action. I love getting my ass pounded and giving sloppy blowjobs. I'm into playing with dildos, riding cocks, and sucking balls. Cum play with me and let's explore all our wildest fantasies together. Y...
  • Fuck Me Hard and Deep in AnnapolisFuck Me Hard and Deep in Annapolis Are you a horny gay man looking for some hot and steamy action? Look no further, because I'm Mitchel, a sexy gay man from Annapolis who is ready to play! I love getting my tight ass pounded and sucking on a throbbing cock until it explodes in my mouth. I also enjoy playing with dildos, riding big di...
  • Sexophonist Playing your Tune in AnnapolisSexophonist 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...
  • Fuck Me Hard and Make Me Squirt All Over Your Cock! LetFuck Me Hard and Make Me Squirt All Over Your Cock! Let's Get Naughty in Annapolis! I love getting down and dirty in the bedroom. I'm Bekki, and I can't wait to show you all the naughty things I like to do. From giving sloppy blowjobs to riding your cock until we both cum, I'm up for anything that will make us scream with pleasure. I enjoy trying out different sex positions lik...
  • Seeking Hot Gay Fun in AnnapolisSeeking Hot Gay Fun in Annapolis Are you a horny gay man looking for some wild and kinky action? Well, look no further because I'm your guy! My name is Axel and I'm all about exploring every dirty fantasy you can think of. From blowjobs to rimming, ass play to deepthroating, I'm down for it all. I love getting my tight hole poun...
  • College Student in Annapolis Need to Pay My Bills!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!...