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

  • July 23rd, 2026
  • Sexy Honey I am a totally real, down to earth, fun girl! I am looking for open-minded, playful, sweet, tender, fun guy to make me laugh! SEXXXYHONEY Call or PM   Message me and send your recent pic for mine Talk on phone required first before meeting in person No strings...
  • Sweet Southern Girl Missing a Gentleman πŸ‘πŸŒ™ Hi there… I’m Savannah. I’m a native Southern belle through and through, so I truly believe in all the old-fashioned values of being a kind, courteous, and chivalrous person, while also always looking and feeling beautiful. Message Me and Let's Plan!!  I am a friendly, lovin...
  • Hey, any SteamPunkers out there in Annapolis?... Hi, I'm Brad T. from Annapolis born and raised. I love everything SteamPunk and am searching for a local woman who appreciates the romanticism of the late Victorian era. I'm 30 years old, love sci-fi, SteamPunk, conventions and events, travel and work. I have a dynamite job working with younger auti...
  • Bi Babe Seeking a Fun Man, Woman, or Couple πŸ’‹πŸ”₯ Hi there, I'm a bi woman looking to meet some lovely people. I'm after something lovely and open-minded. I'm a very playful person and quite confident. I love to create good chemistry with people when we are all relaxed and having fun. View My Pix and Profile -  I love confident men, beautiful...
  • Minnie the Muff Diver... Annapolis's Minnie Loves Oral I'm Minnie a petite lesbian single girl living here in Annapolis. Wanting to find a woman who is either lesbian, bisexual, or bi-curious for a steady hookup. Preferably a woman who loves oral since I love oral. (giving and recieving) I'm 21 years old, 4'11, 100 pounds ...
  • Smokin' Hot and ready for a date! Ok, so maybe Smokin' hot is something you need to decide, buy 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 and I sit on it! It is long and s...
  • Italian single girl looking for love Ciao amore mio! Sono nel mercato per trovare un bell'uomo muscoloso e carino. Se sei carino e in forma mandami un testo per una data! (AngelicaXOXO) Hello, my love! I am in the market for finding a handsome man who is muscular and cute. If you are cute and fit send me a text for a date! (Angel...
  • HOPELESS ROMANTIC SEEKING FEMALEπŸ’₯πŸ’₯ I'm a hopeless romantic at heart, always looking for ways to show my affection and make you feel like the queen that you are. πŸ’– I believe in chivalry and treating a lady right, so get ready for some old-fashioned charm mixed with a modern twist. Swap pics & contact infoSo if you're ready...
  • πŸ’Ž Confident TS Sugar Baby in Annapolis πŸ’Ž I enter any space with my confident trans woman presence which immediately makes me the center of attention. I find great happiness when people express their admiration and appreciation for me while they actively provide me with care. I find complete happiness when someone else handles everything be...
  • Nascar fan looking for lady to have fun with Nascar Fan for Lady in Annapolis If you are looking for someone legit, hit me up for a date. I am a down to earth guy who likes to chill on weekends and do fun stuff. I enjoy dining out, concerts, live theater, strolls at the park, hiking, movies, sports and much more. I hope you have a good sense ...
  • Swingers Seek Sexy Man or Woman for Menage a Trois in Annapolis How About a Threesome in Annapolis? Funloving couple in Annapolis would love to meet open minded men and women for casual hookup. We are Dana (26 years old) and Rita (25 years old) and have just about one year in the swinger lifestyle and are having a blast. We have tried wife swapping and foursome...
  • πŸ³οΈβ€πŸŒˆMale for Male – Let’s Skip the Small Talk & Get to the Moaning πŸ˜ˆπŸ›οΈ  We should avoid pretending about our friendship intentions because I am looking for something more. As a  30-year-old man with a fit body I understand my desires which include a dominant confident partner who takes  control without hesitation. View My Sexy Gay Profile - We will hav...
  • I BREAK TWINKS and turn them into MY SEX PUPPETS! Big top bone thug gonna wreck you and make you twinks tap out! Looking for sissie boi to use and abuse here in the Annapolis area. All is fair and shit as they say. Needless to say I'm the dominant and controlling type in any situation. Your gonna get the big one rough and deep honey! No screamers p...
  • Hey Truckers & Blue Collar Workers πŸ‡ΊπŸ‡Έ I'M READY TONIGHT! Hey there drivers and blue collar workers! πŸ’—πŸ‡ΊπŸ‡Έ AMERICAN woman here in Annapolis, ready to have some fun with a man who knows how to work hard. I need a confident man who will treat me right  .. I'm available to come to all truck stops, Loves, Pilot or others. Take a break from the high...
  • Bored Housewives In Annapolis Want Your Cum! πŸ†πŸ’¦πŸ‘… Bored and Lonely Housewives Looking For People To Do - Username: @Lking4Swingrs- Location: Annapolis- Swingers Profile: Yes- Hotwife Pics: 45TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Got married early - Husbands are wealthy and gone often, leaving my bes...
  • Come Join US!!!! SWINGERS DOWN FOR ANYTHING AT ALL! 😘πŸ”₯ Annapolis πŸ’‹ 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...
  • πŸ–€β›“ Fetish Swingers β€’ Power & Play in Annapolis β›“πŸ–€ couple shares an adventurous nature with open-mindedness because they find pleasure in kink-friendly relationships and they enjoy making bold connections. The BDSM interactions between participants include playful control games which create an electric atmosphere because all participants unders...
  • Professional Wants to Settle down in Annapolis... Gay Man for Commited Relationship Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Annapolis. I'm not too particular about race, religion or political bent really. As long as you are a loving and caring person. If you have a hot temper do not contact. I'm over that crap! Will...
  • Annapolis Grandma Loves Breast Play! Hi ladies I'm Millie looking for a special woman in Annapolis. I need a lesbian to take me to heaven and play with my huge titties (bigger than my head) all night long! I'm kind of kinky, so maybe some torture, bondage, slapping and of course massage for the girls. Of course we can't forget about ki...
  • Czech Beauty new in Annapolis Ahoj, lásko. Rád bych se s vámi setkal a hledal jsem vás. Kdy se s tebou m?ΕΎu setkat? Jsi tam venku? Kontaktujte m?. Hello, my love. I know you are out there somewhere. I would like to meet you and have been looking for you.  I like texting and sharing sexy thought...
  • 🌺Ebony GodessπŸ”₯TIME TO PLAY! I am affectionate, classy, mature, independent 420 friendly, Super CuteπŸ’‹ Ebony Woman seeking. I love Kissing and Making out.πŸ”Ή♦πŸ”Ή Nice and Sloppy. I want a secret Fuck. I can host or come to your place thats your choice!Age & Size doesn't matter πŸ’‹πŸ’‹πŸ’‹My Profile and Pix Here οΏ½...
  • looknsee - BBW - Brings a Lot to the Table in Annapolis... BBW For Hookup in Annapolis Hola in Annapolis, I am Emma sunshine mixed with hurricane, the type of woman that works and plays hard. I enjoy every second of my free-time. That usually entails being around the people I enjoy, playing with babies, dinner, and drinks, and lively conversation. Tha...
  • Lace. Control. Slow Compliance. πŸ–€πŸ‘  Lingerie & Soft Power Lingerie draws me in, less because of appearance, more due to unspoken messages it carries.Something inside moves. Not loud, just sure. A change in who holds control - and you can sense it coming 😌 LET'S LINK UP  Dressing means something when it slows things down....
  • VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Annapolis and all the possibilities it offers for a guy like me. don't like the idea of bar pickups and would rather ease into this thing. Must be descreet and honest. Message me here. VirginAss88...
  • Nervous and new to this! It's my first time posting an ad of this sort. Not even sure what you want to know. I can start with my name, which is Rose. I love to travel and have been all over the place! I have a wall in my home which is dedicated to all the postcards I have sent myself from all the places I have been to. Una...
  • BBW's - Heavy Hotties With Huge Sexual Appetites!... BBW's for Men in Annapolis There are thousands of local chubby cherubs looking for men just like you in the Annapolis area. They want fun, romance and want to meet you. Come check out their naughty pics and profiles. Click Here for More!       Other Sites of Interest: BBW...
  • Quirky Fun Loving Lesbian Couple in Annapolis... Lesbian Couple Seeks Equal Partner Hi out there in Annapolis we are Tori and Joni a lesbian couple looking for a third to join us for some sexy fun and antics. This is a proposal for a long term relationship with an open minded couple who can't resist the idea of bringing in another woman for extra...
  • Independent Woman in early 40's seeking independent guy Independent Woman 40's for Man in Annapolis I am in my early 40's and I am looking for a cheeky, intelligent man who can make me laugh. He should be in reasonably good physical condition and have a job. Contact me @LizzieBethK if you think you fit this description and we can arrange a date. An...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Annapolis for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will be ...
  • Nikki Needs a Man Who Can Keep Up 😘πŸ”₯ Username: @NikkiAfterDark Dating Profile: Yes Pics Available: 14 Video Chat: Yes Messenger: Yes Message me directly if you’re serious πŸ’¬ I'm Nikki from Annapolis and I'm feeling a little bit spicy tonight. I don't really feel in the mood for chatting but I'd love to flirt with you, sed...
  • Latina Chica New in town New in Annapolis age 28 Latina Chica just moved here. Wants to meet sexy chick for dating and fun. I've never done this before but new location, new me!! I would love some experienced woman to teach me how things work with lesbian and bisexual women. Don't worry, I am a fast learner and I already ha...
  • Annapolis Latina beauty wants love Buscando a un hombre que sepa lo que quiere La gente dice que estoy caliente. Buscando a un hombre que sepa lo que quiere y no tenga miedo de conseguirlo. Escríbeme @ belleza_latina...
  • I'm Your Sexy Guy... ALSO BI πŸ†πŸ’¦ Annapolis I am here to rub you down to a state of complete relaxation and release from all your stress. I am a student of somatic massage and would love to use my techniques all over you. I only do out-call at the moment. I am located in Annapolis but I am happy to travel anywhere,,,   Gay M4M - Deep R...
  • Athletic Guy Looking for a Fun Gym Buddy πŸ’ͺπŸ”₯ A bit about me: I'm quite healthy and fitness oriented, I love working out. I'm 180cm tall and generally a pretty chilled person. I'd love to meet other men who like living healthy, confident and maybe even looking for similar things as me. Fitness enthusiasts, gym rats, and healthy eaters. I enjoy ...
  • Ebony πŸ’Ž Strong πŸ’Ž Male Seeking Female My name is Donovan, I'm here in Annapolis and I'm looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love to laugh and have a great time. I know how to treat a lady, so don't you worry πŸ˜‰. - My Profile- My Pictures ...
  • Twink Boi⚑ Not Here for Small Talk in Annapolis ⚑ This isn’t casual. It’s clear. You lead. I follow. You take control. I surrender. Simple. Intense. Electric. ❀️✨Your belief in your current role and your search for someone who knows their responsibilities exactly aligns with my own perspective. Message Me here -  Discretion ...
  • Looking for some fun πŸ’¦πŸ’¦πŸ’¦ FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Annapolis who are "down to fuck" right now. 3. You contact these horny women and get laid ...
  • Thick Thighs, Soft Kisses πŸ’•πŸ”₯ Thick and black.. I exist as a confident woman who loves my entire body while I give and receive affection with equal passion. I prefer to experience romantic moments through slow-paced development and playful romantic gestures and intense eye contact and touch that explores body shapes. We should s...
  • NSA - Late-Night Laughs & Slow Sunday Mornings πŸ’‹πŸŒ™ Women drawn to the same rhythm - late-night conversations hold my attention, gentle brushes that stay longer, people who come prepared. Not shy about desire, just clear about it. Playful moods meet serious thoughts without choosing sides. Wine leads to words, then whispers near the stove, moments bu...
  • Chocolate Charm & Soft Femme Energy 🀎✨ A royal sunset fades into someone like you - calm strength wearing gentle layers. If you want a ebony woman full of curves, I'm your lady!! Shaped fully, I carry warm voice, shiny mouth, and talks at dusk that drift into tender touches on fabric chairs. What draws me? Soft power shared evenly, conne...
  • πŸ”₯ Your Private Indulgence in Annapolis πŸ”₯ You can trust me as your hidden secret while I become the constant thoughts that stay in your mind after our time together ends. The special bond between us creates a sensation which makes you move at a reduced pace during your daily activities and causes you to smile for no apparent reason. I enjoy...
  • Just want to be a good girl for you FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Annapolis who are "down to fuck" right now. 3. You contact these horny women and get laid ...
  • πŸ”₯ Confident Woman Seeking Couple… or One Bold Man 😘 πŸ”₯ I live in Annapolis where I keep my confidence as a female student who dedicates herself to studying all aspects of chemistry. I am looking to join either an existing couple who will share their energy with me or I want to find an assured male who will show me how our relationship could develop. Let...
  • Late Night Drive Energy πŸš—πŸŒƒ 30yr old male seeking lovely lady  Hey gorgeous 😏 I’m a 30-year-old guy from Annapolis with a cheeky smile, strong  hands, and an even stronger craving for adventure — both in and out of bed. My intention is  to meet a woman who possesses confidence because I seek someone to flirt with and share laughte...
  • Tatted Dad Looking For His Boy Around Annapolis 35, hairy, brown hair, brown eyes, 5 ft 10, about 7.5 inches cut. Hippie type guy looking for his "boy" to smoke with. Prefer younger guys but can go older for the right guy. Hey, a hot guy is a hot guy, regardless of age. Mostly top here, but very oral and loves to eat a hot ass. Send me a message ...
  • Male who is a little bit bad but loves to show his woman a good time!! Hey there, lovely ladies of Annapolis, My name is William and I'm on the hunt for someone special to explore this beautiful town with. πŸ’«Swap pics & contact info  I'm a thrill-seeker at heart, always on the lookout for my next adventure. Whether it's hitting the slopes together or en...
  • 🏩🏩🏩 Sexy Sluts Looking For Discreet NSA In Annapolis 🏩🏩🏩 FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Annapolis who are "down to fuck" right now. 3. You contact these horny women and get laid ...
  • Gym, Goals & Good Energy πŸ‹πŸ½β€β™‚οΈπŸ“ˆ Hi I am a Single 25 years old straight white male.I'm in Annapolis and I would love to meet and amazing woman who wants to feel a real man! πŸ˜‰ I love lots of foreplay, kissing we don't need to rush anything.. Maybe go out and have some fun, see where the night takes us??  - My Profi...
  • Muscle Daddy For Some Fun - Verse Verse muscle daddy looking for some fun. I can host or travel. I am 6ft with a nice muscular build. All shapes and sizes welcome, just know how to fuck and suck some cock....
  • πŸ˜‰πŸ’‹πŸ”₯Raw, Uncut, Dicks and Pussy Everywhere, Good Old Fashioned Orgy πŸ˜‰πŸ’‹πŸ”₯ Raw, Uncut and Everything I Want in An Orgy - Username: @DaisyJames473- Location: Annapolis- Swingers Profile: Yes- Hotwife Pics: 27TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials We like role playing, dress up, BDSM (kinda more on the lighter side of things t...