Annapolis, Maryland Sex Ads and Adult Classifieds

Annapolis, Maryland sex ads and adult classified listings. Select your location below to find adult dating hookups near you. Browse our listings of straight, gay and lesbian dating ads along with trans and swingers classifieds. Many advertisers desire no strings hookups. Others seek occasional or longer term dating arrangements. Search or post for free in BonePage sex classifieds!

Home / Dating

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

  • November 2nd, 2026
  • Tall, fit Butch... Butch for Femme in Annapolis Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take you on picnics. I have a nice home, own my car and I have a good job. I don't need anything but ...
  • Daniel 28, Plumber, recently new to area 28 y/o Man New to the Annapolis Area For Dating I am fairly a plumber by trade. I am 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. What do you enjoy doing? I like trying new things so don't be shy. I like campin...
  • Divorcee looking for exclusive arrangement with generous gentleman Divorcee Seeks Exclusive Arrangement with Sugar Daddy Hi, I'm a recent divorcee seeking an exclusive arrangement with a Annapolis sugar daddy! I am am 26 years old, love sex and pleasing my partner. I am looking for someone open to all types of fun and adventure! I'm classy enough to take to a busi...
  • Annapolis's Sex Ninja Has Come to Your Rescue... Single Guy 4 FWB in Annapolis Hi I'm Carl, and maybe the part about being a ninja isn't quite true, but I do have a yellow belt in Karate or was it Judo? Anyhow, I'm living in Annapolis and am looking for something more long term with the right lady. Me, I'm a black male, 31 years old, 5'10, 1...
  • Wife Swap! Let's Swing in Annapolis Attention Swingers in Annapolis! Adventurous, attractive, athletic swinging couple in the Annapolis area seeks swinger hookups for social activities and to explore the local swinging lifestyle. Let's go to the clubs and spend time socializing for fun and passionate sex. Kinks are welcome with us! ...
  • I will always laugh at screaming goats... Annapolis Man Seeks FWB I’m George age 40 here in Annapolis and am a bit of a shut-in. I still like going out for drinks and having fun but I find more peace and have more fun just kicking back at home. I love the beach, movies, Disneyland, writing music and poetry, spontaneous trips, and pla...
  • Slovak woman lonely and looking for guy in Annapolis Dark, sultry and tall, very well built, Slovak woman is here to please and be pleased. I desire for long term friendship, fun and love. My English is getting better so send photos and message me here @TmavoZmyselná Tmavá, zmyselná a vysoká Slovenka   Tmav&eac...
  • Tantalizing Tina with a HUGE W33NAH! Annapolis Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Annapolis men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About m...
  • I'm Sexy and I'm Noah!... Single Black Man 4 No Strings in Annapolis Black male, 33, 5'11, 180 pounds, with a good education and positive attitude from Jamaica originally. I have lived here in Annapolis for about 10 years and love it. There is always something to do. I am looking for an original woman. What I mean is ...
  • Sex and Smokin' Leather... Hi Leona here in Annapolis (originally from Rochester, NY) and am looking for a sexy man who smokes and loves sex. Or at least a man who doesn't mind smoking and sex. I wear a lot of leather gear and smoke obviously and have a dirty mind to go with it all. I moved here and work at the Annapolis airp...
  • Hot Latina looking for love Latina caliente buscando amor. En la música de fiesta, jugar, acampar en la puerta y todo tipo de diversión física. Me Text para una cita! @latinacaliente27 Hot Latina looking for love. Into party music, playing, out door camping and all kinds of physical fun. Text me for ...
  • Selena, mujer latina solitaria en Annapolis Selena, mujer latina solitaria Hola, mi nombre es Selena y vivo en el centro. Me gusta pasar el rato y relajarme y quiero conocer a un tipo genial con el que jugar. Golpéame (SelenaSexyDivertido29)...
  • Fitness Freak has sporty body Hi, this is Teri! I love to work out. I run, I lift weights and I am fit. I am medium height and weight, toned and tan. I have brown eyes and blonde hair. I want a woman who is her own person and financially responsible. If you are a fun type who loves an athletic female partner, take a look at my o...
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Annapolis? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all sort...
  • DoobieSisters Looking for Smoke Buds... DoobieSisters we are hot, sexy and are here seeking generous gentlemen with weed for girls in need. You won't need anyone else to smoke your blunt from now on ;) Come check out our new improved Annapolis profile and lets cut out the middleman if you know what we mean! Click here to introduce yoursel...
  • 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 truck 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 wanting t...
  • Genuine, yoga and jogging woman seeks limber man Woman Enjoys Yoga and Jogging, Seeks Man I am Joy. I really am! It's my real name and I love meeting new people. I am currently single and looking for a real chill guy to hang with and have fun. Send me a Private Message! @ItsPureJoy31 Include your pics for mine. ...
  • Get Over Here Boy! Single and Sexy in Annapolis Baby! Hannah here in Annapolis looking for a friend with benefits. Hey just so you know I'm not just another piece of ass. That's not why I'm here, to just add to your body count. At the same time I will not tie you down in a relationship you don't want either. Let's be...
  • Confident Latina Seeking a Beautiful Woman 🌹🔥 Hi! I’m Camila. A very confident and sexy, friendly and playful Latina. I think the chemistry between women can be undeniable and very easy and also very sexy if the connection is right. Let's get to know each other and chat!  I love to eat, listen to music, nice people with a good attit...
  • 🎮📸 Gamer / Streamer Girl Seeking Chill Vibes & Creative Fun 💋 Hey there 😘 I am a gamer chick in Annapolis who streams content while enjoying smoke sessions and late-night activities and good energy vibes 🔥💨. My free time consists of watching movies and cuddling with others and developing fresh content concepts 🎧✨. - MY GAMING PROFILE AND PIX...
  • LOCAL LESBIAN NEEDS❤️ Women 4 Women only ( NO MEN ) I want to meet a lesbian tonight! 👅 Looking for a sexy lady to play with tonight, W4W Women Locally in Annapolis only or near by... I'm strickly lesbian. I love pussy, I love boobies. I'm living in Annapolis in. I'm willing to travel or...
  • Come Join US!!!! SWINGERS DOWN FOR ANYTHING AT ALL! 😘🔥 Annapolis 💋 Hello babess... I'm Roxxxy and my Hubby's name is Johnny. We're from J. My hubby and I are a very sexy and adventuruous swinging couple who love to explore our  deepest and nastiest fantasies.. We MUST indulge in the thrill of wife swaps and threesomes. The swingers lifestyle has brought so muc...
  • Inviting eyes and seductive thighs wanting to find loving guy in Annapolis I advertised here in the past and thought I found my true love. Well, I guess not so here I am again.  I recently moved, so I am new in Annapolis and have no local friends to hang out with. I would love to meet fun, down to earth guy to explore passion and hot sex. I just need to have some fun ...
  • Looking for someone fun & exciting! Angela26Annapolis 💋 Looking for a very exciting man in the Annapolis area who can make me laugh and who enjoys long walks and romantic dinners. I know it sounds cliche but I do love long walks in the park!  💋 Send me a message and if you want to go for a walk with me, let me know. (Angela26Annapolis)...
  • Hey ladies, I am Roger, 49 and looking for real love Man Seeking Woman for Dating in Annapolis Hi, my name is Roger. I'm here seeking a woman for dating and friendship - hopefully a lot more! I am 49, a professional with no kids and no personal entanglements. I am local to this area and have lived here for 22 years. I would love to meet a kind a funn...
  • King 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, plz. Not all the time, but you need a good sense of humor. Life is too fun to be serious all the time. Message m...
  • Ebony W4W - 🌙 Movie Night or Makeout Session? You Decide 😘 📍 Annapolis Ebony Lesbian Seeks her Queen, or Princess 👸😉 A soft playful cutie like me is looking for a girl to play with tonight. Netflix and  chill? More like kiss and thrill👄 .  I can meet up with you to watch a late night  movie, buy some extra snacks and maybe sneak s...
  • Thick Latina Looking for a Confident Man 🔥🌹 Hi guys, it's Camila. I am 22 years old, curvy and latina. I think that confidence is probably the most sexy quality a man can have. I'm really into confident men with a great sense of humor who know how to have fun and live life without over thinking things. My Pix - Message Me  I'm a very af...
  • 🙌🤝MY BF and I INVITE YOU INTO OUR BED 🛏️ 😍 Hey there, I'm SexySally from Annapolis. My husband 💍 and I are a swinging couple who love to explore our fantasies and indulge in some kinky play with like-minded individuals. The thrill of wife swaps, threesomes, and the swing lifestyle gets us both excited and eager for more adventures.&n...
  • The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Annapolis Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bisexu...
  • Intense, vibrant and dark haired beauty, WLTM handsome fun guy Intense Dark Haired Beauty in Annapolis Hey, I'm Janey and I'm still looking. I'm kind of bored and need new friends and maybe some romance. I have dark hair, soft skin, sultry eyes and a great smile to make you happy. How about you? Why not call and let's see where things go? Message me now ...
  • 💦Male for Male – NSFW Only: You Dom, I Submit. Period. 😈🖤  The advertisement is not intended for casual greetings. This is: You top. I bottom. You  take. I give. You tell me what to do. I do it. Simple. Dirty.  Hot. View My Gay Dating Profile Here - ❤️✨ I completely submit to all things kinky while being body-positive and ready to sur...
  • I will never ghost you! I’m Tommy age 37 and am sort of a home body. But, I still like going out for dinners, drinks, movies and having fun now and then. I live in Annapolis and my hobbies are: writing music and poetry, spontaneous trips, and playing my piano. I work in tech, so in this crazy world, let’s be cr...
  • Annapolis's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Annapolis Hi you sexy man! I'm Toni a trans woman from here in Annapolis. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional and l...
  • Handsome, tall and tanned guy wants to meet shy woman Shy Guy for Shy Gal in Annapolis Male, 34 looking for gal, 26+ age. I'm a bit on the shy side so if you are also, that's a plus. I warm up once I start to feel comfortable. I have many interests and like new experiences. I want to meet a mature woman for fun, laughter and more. Check out my profile...
  • 😈😈 WANT TO HAVE GROUP SEX???? 😈😈 Howdy y'all! My name is LINDA, and my husband and I are a swinging couple based in Annapolis.. We love the thrill and excitement of the swinging lifestyle - meeting new friends, exploring our fantasies, and indulging in all kinds of kinky play. 💋 Let's Have Some Group SexI am a playful and advent...
  • Vibrant and Intense 26 year old wants to meet sexy dude Hi! My name is Angelina. My body is in great shape and I like to exercise and stay fit. I am fun-loving and down to earth. Would like to meet same in the perfect guy. I love swapping pictures and sext messages on mobile so don't be shy. I think swapping pics is the perfect way to set the tone for a ...
  • Still unpacking but looking for a date New Girl in Annapolis Looking to Date My name is Charlene and I literally just moved here last week. I am 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 somethin...
  • Shy girl looking for first date Shy girl for lesbian hookup in Annapolis It is so hard to meet people at the moment and I am really wanting a date. No strings unless we hit if off. I am careful with socializing, so don't worry about me not being safe. I'm a lipstick lesbian femme, looking for fun chick to hang out with and see wh...
  • Hey Boys The Show is Over Here! Diva Seeks NSA in Annapolis Sure I'm a diva, who isn't? I'm London here in Annapolis looking for a sexy guy who gets me. Not looking for anything serious right now, just a NSA hookup with a handsome guy who knows how to please a woman. Hey, it's not a one way street I know that. I'll take...
  • Mature Mom likes oral fun 43 year old mom for fun hookups in Annapolis area I am 43 year old mom who loves a bit of tongue, I also like fun and laughter. Hit me up for sexy chat and maybe a date! Look me up: HotMomforSexyM My personal contact. No STDs Send your pics No strings Local area only ...
  • Low-Key TS Sugar Baby 🌙 Soft Vibes, Selective Energy in Annapolis I’m a TS sugar baby who keeps things calm, classy, and intentional. Evenings without noise, talks that flow naturally - these mean something to me. Confidence shows in stillness, not noise. Soft in manner, sharp in choices. Comfortable standing out, never trying too hard. 😌💄Let's Link Up...
  • Island Girl With a Playful Smile 🌺😉 Hi! My name is Leilani. Well, I am very relaxed, very island and I love to laugh. I love to have fun in the sun. I like to meet confident guys. Open to good energy and a laid back vibe. Friendly, curious and here to get to know you! I'm new to Annapolis from the island and I want to get out and have...
  • Older woman seeking mature gentleman for long term relationship Older Woman Seeks Mature Man Seeking gentle fun, soft cuddles and long walks in the park. I am a romantic at heart and love a good laugh. Prefer relationship. Go ahead, don't be shy, message me or call @OlderSexySuzie. We can enjoy life together! ...
  • Swingers With a Glory Hole Fetish in Annapolis Join Our Glory Hole Parties! We are Milo and Ashley here in Annapolis looking for other swinger couples and single men to join us for some glory hole action tonight. It is a big fetish of ours. We have a large home with a room renovated and dedicated to those who want to try it out. Usually what we...
  • Mom by Day 💋 Temptation by Night in Annapolis Sexy Milf/Mom here, busy but sure about who I am. When evening rolls around, a little playful spark shows up. Dating should flow like a quiet conversation, not a rush. Slow sparks matter more than fast flames ever did. Nights that hum with ease - those stick around longer. Warmth lives in how I mov...
  • Beautiful Krystale 25 Annapolis visiting now Beautiful Preop Shemale Visiting Annapolis Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Annapolis, Maryland Sex: MtF Trans Seeking: Man ...
  • Half Asian female wanting affection in Annapolis I am half Asian with a dark complexion. I am here with my sister studying and I am lonely. I would like to meet a nice lady I can be friends with and hang out for fun and hopefully sex. I am from a conservative family so please be discreet. Send me a private message to MelodySingF Usernam...
  • Ken, 42, lonely for you Male for Female Annapolis Hi there! My name is Ken and I am 42 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. Let me know about you. I enjoy skiing, hiking, boating, travel, gaming and reading...
  • Young Female in Annapolis is Curious... Annapolis Bi-curious Babe I'm Darlene, 26 living here in Annapolis all my life and am finding myself bi-curious. I've always wondered what it must be like to be with a woman. I see women who are hot all the time and have certain sexual feelings for them, but I never acted on it. Except maybe a few ...