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!
Show Ads In: Annapolis | Baltimore | Eastern Shore | MD suburbs of DC | Southern MD | Western MD
- October 30th, 2026
BBW - Itchy, Twitchy and Getting Kinda Bitchy in Annapolis Single Female w an Itch in Annapolis
Juanita here in Annapolis looking for a man to scratch my itch. You scratch mine and I'll scratch yours kinda deal. Not talking about a full-blown relationship, but more of a friendly-friend to come to my rescue when it gets urgent. (know what I mean? 😉) I'm ...
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Annapolis area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3
Username: @Crystal27transLocation: Annapolis, MarylandAg...
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I am a friendly and outgoing 22 year old woman who is new to Annapolis. I am not shy in the traditional sense but it is not easy to meet people these days, especially at the moment. I enjoy all things fun and great sex. I take care of myself and like showing of...
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Cute Barista Seeking a Fun Regular ☕💋 I'm not really sure how I ended up at this coffee shop, but there you have it. Maybe I needed a break from my trusty at home coffee maker, or maybe I'm still looking for my soul mate barista - you know the guy that actually remembers your coffee order and makes eye contact as they hand it to you, an...
Annapolis Musician wants to funk you up! Gay Musician 4 Fun in Annapolis!
I'm Gig (real name) living and working here in Annapolis. I'm a cross between Little Richard and Prince baby! Not the serious type and love to party. (music, sex, 420 and drinks) I'm always down for some music playin and singing. But, I'm really here for the me...
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Flirty TS Swinger Girl Seeking Fun Couples or Open-Minded Singles 💋✨ Hello, I am a very beautiful and very feminine TS trans woman, and I'm looking to meet like minded people who are respectful, open minded and understanding of the Swinger way of life. I am a very playful person and we are always looking for fun and sex with other like minded couples or people, and a...
💯real gfe service🎀kiss🎀bbbj🎀squirting🎀rim🎀cim🎀b2b💎 Annapolis 💎 Hey there, I'm Cher from Annapolis, and I am looking for a sexy and adventurous playmate to explore all of our kinks together. I love nothing more than getting down and dirty in the bedroom, trying out new positions and pushing boundaries. If you want to see more of me before our encounter, check ou...
Shania Needs Some Sexy Masculine Energy in Annapolis! Want a Real Man in Annapolis!
Shania here and I'm looking for a certain type of energy to make me feel like a woman. I'm old school in many ways and love to be feminine and treated like a lady. But I'm a lady with needs like anyother and only you can satisfy those needs.
I live here in Annap...
Blue Eyed BDE... Some say I should be in porn, but I have a profession that doesn't mesh with that, (EMT) plus I wouldn't want my future kids to ever see it. Hi ladies I'm Chad, 31 years old, not too serious, blonde hair, blue eyes, 6'0, 190 pounds, size 11" real uncut thick burrito type, I'm very oral both giving a...
🔥 Sexy MILF Next Door Ready for Late Night Hookups 💄 | W4M Dating & Casual Fun Mature. Curvy in the right places. I am a real MILF. I want to meet men who like experience. I like chemistry and simple fun. I do not want drama. If you want W4M dating, a casual fling, a mature woman, or a local MILF who is looking for some private fun, you found her😘
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Latina lovely looking for love Hello, my future love. I am waiting to meet you and have been looking all over. When can I see you? Are you out there? Please contact me. ChicaLatina24
Hola, mi futuro amor. Estoy esperando conocerte y he estado mirando por todas partes. ¿Cuándo puedo verte? ¿Estás...
I am a hot black b#tch living and lusting in Annapolis... Ebony Babe 4 NSA in Annapolis
Hi I'm Shayla here in Annapolis checking this out online, never been at this before. Black female, 145, five foot 5, w extra large titties as you can see in my hot pics. (see more at my page) Just looking for a little NSA fun with the right sexy guy here in my are...
Chill Bearded Guy Seeking a Cool Dude 🍻😉 I'm quite relaxed and very easy going, quite funny and have a beard! I work Monday to Friday and I'm looking to meet new people. I'd like to see where things go. Let's chat and see what we can come up with!
I suppose I just like more assertive guys but not in an obnoxious way. Like someone wh...
Confident Ebony Swinger Queen Seeking Fun Connections 🔥🍷 Hello, I am a beautiful, confident ebony woman. I am a full figured woman, very charming and very playful. I love the swinging lifestyle. I find that the swinging lifestyle is a very positive atmosphere. Everyone is very open-minded and everyone is here to have fun. I look for good chemistry with re...
Annapolis - Let’s Make Some Mischief… And Maybe a Mess 😉 Hey gorgeous 😏 I’m a 35-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...
Ebony Street King Looking for a Real One 🖤🔥 About me Confident Black Man with street edge look. My friends say that initially everyone notices my looks and all that because of my height, muscles and deep voice but when you actually speak to me, you soon see that there is so much more to me. Friendly, open and the most honest person you could ...
Mature Blonde Seeking a Confident Gentleman 💎🌹 Hi! I'm Claire.. Local Annapolis 45yr old mature woman, seeking confident male who know's how to have fun!!. I'm a very attractive blonde and I like men who are self-confident and have respect and a little bit of charm. Now I have reached an age in life where I would like to spend more time with nic...
Achin' for the Bacon in Annapolis Let's Start Makin' Bacon!
Hi all, Sheila here in Annapolis, single, a bit old fashioned, a little rowdy, love to ham it up, (sorry about the bad pun) 5'5, 140 pounds, 24 years old, big chested, blonde, blue eyes, love dancing, love beer, smoke but not 420, love animals, have a dually pickup and am ...
Hey guys, I am looking for someone exciting and funny! Is that you? Cassie seeks charming and manly guy!
I want someone sexy and fun. Clever and sweet seeking charming and manly guy. Please text me if you fit this description, or just hit me up me if you like my pics! Cassie89ooh
I enjoy dining out, movies, hiking, travel, other cultures and sports. Did I mention ...
your place or ours? 🏠 SWINGERS SEEKING SEX PARTNERS in Annapolis😘 Hey there, I'm Judie from Annapolis. My husband and I are a fun-loving swinging couple who love to explore our fantasies and indulge in the playful side of life. We adore the thrill of wife swaps, threesomes, and all the excitement that comes with the swing lifestyle. View our nudes!What I love...
Sexy business owner wants to date sexy man Business owner for dating in Annapolis
I am 43 and own a successful business. I am fully independent. I am looking for a sexy gentleman to date. He must be sexy, intelligent and solvent. Please private message me with a picture if you are interested in taking this further.
xoxo, Kim43fem...
Confident Domme Seeking a Submissive Woman 🖤⛓️ Some relationships are all about chemistry. Some are about trust, control and the subtle thrill of giving up control to someone else. I’m a confident lesbian Domme and I adore the dynamic of being the dominant partner to a sweet and lovely female sub who enjoys being guided, disciplined, spank...
I’m a Sexy and Naughty T-Girl Here in Annapolis. Annapolis T-Girl 4 NSA
Fabulous Fanny here boys! I'm a trans woman living in the Annapolis area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your worries an...
SciFi lovin' guy getting lonely in Annapolis I love SciFi TV and movies. I am Will. I am 31, tall and muscular with light brown hair, grey eyes and tan skin. I work and I have a nice home and car. I never seem to have time to get out and mingle. I need a friend with benefits! Send me a private message to @WillSciFiFan if you want to swap ...
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...
Anything Goes Kinky Swinger Couple in Annapolis Wants to Meet You!... Annapolis Swingers 4 Kinky Play
Hi kink fans in the Annapolis area we are Josh and Eileen (in our early 30's) looking for men, women or couples interested in exploring the world of BDSM with us. We have our own fetishes, and would especially love to hear about any of yours that you may have.
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Wild and Crazy Girls Looking for Some Man Meat in Annapolis Bi Girls Want Threesome in Annapolis
Hello boys we are two bi girls (Linda and Emmy) looking for a sexy man in Annapolis to join us in some hot fun. We tend to be a little kinky so you'll have to get to know us a bit first. You check us out, and we check you out sort of thing. Come on, it...
Good girls don't, but I DO! Tania Needs Hot Man in Annapolis
You can call me a good girl all you want... but that won't change my horny ways. I need more! I need to be touched, I need to be filled, I need to be spanked! Any men in Annapolis who feel me on this? Let's get together and see about some NSA tonight and if it works...
Love Giving Head!!! Hey all you hot men in Annapolis! I'm OralAimie the best at giving mind-blowing head because I love it so much. But then who doesn't love it right? (if we're being honest) Lots of girls say they don't love it, but they are liars! There is nothing like it and every one is different. Long ones, f...
Curvy Babe Needs a Naughty Massage in Annapolis!... Can't afford a masseuse, and they don't exactly do what I really need anyways. I'm Brenda a 29 year old white female in Annapolis w thick thighs and playful big tits that need a sexy man's touch. (sorry, only a man will do for this sort of thing) I work long hard hours, and at the end of my shift at...
Exotic and Erotic Orlando From Tuscany Italy... For More Than Just a Hookup
Ladies I am Orlando visiting in Annapolis. Let me take you on an erotic journey of passion and delight tonight. I know how to treat a woman and bring out the sensual romantic in you. Just let yourself go and forget all about your cares for the evening. You will be in goo...
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...
Confident Femme Dom 😈 Strap-On Friendly | Annapolis I’m a DOM woman who enjoys leading, setting the tone, and exploring power dynamics with men who are curious, respectful, and open-minded. Direction cuts through noise because assertiveness holds nothing back. Leading feels natural here, especially during moments when roles shift smoothly....
Amazonian Warrior princess looking for her Xena Tall Woman for Woman in Annapolis
I'm a soft butch bisexual/pansexual woman. I enjoy cosplay and RPG. You wanna role play with me? My name is Terri and I am 5' 11", medium/athletic build and I have long dark hair. I am fit and muscular from working out regularly. I'm interested in all types of wome...
Sophisticated Black/White mixed Lady wanting Gentleman friend in Annapolis My name is Janette and I am 32. Some men have been intimidated by my 36D breasts, with big sensitive nipples, but I am hoping there is a man out there who can cope with them! I am passionate and responsive and give pleasure just as freely as I receive. Don't be afraid, I don't bite... too hard!
Mes...
EXPLORE YOUR KINKS WITH THE STRAP-ON QUEEN!!! Annapolis Boys Deeply Love My Strap On Fetish
Your gonna meet BigBen my favorite strap on! (shown in the pic attached) I'm Sandra a bi-sexual fetish friendly hot bitch who definitely wants to do it freaky and rough to men, women and couples in Annapolis tonight. I specialize in strap on, pegging, B...
Oh, Cumsy Me! Annapolis Petite Girl 4 NSA
I'm Victoria here in Annapolis and was just sitting here thinking naughty things about you and accidentally had an orgasm and squirted all over the place! Now I have to clean up so I can get dirty again. I'll be ready for you when you get here. Don't you worry about...- October 29th, 2026
Hung Black Male Annapolis for male action Wants hot male for male sex in Annapolis. All races welcome.
Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in char...
Keep Calm and Pet the Kitty... Angie here in Annapolis with a special pubic service announcement to keep calm and pet the kitty should you have an emergency. Come closer and listen to her purr... closer now... closer now! Ahhh that's it right there, kiss the nice kitty! That's how we stay safe at night around here. Safety minded ...
Shy Asian Girl Looking for a Sweet Guy 🌸💬 Hello, my name is Mei. A bit shy at first, but very soon I can become very playful and curious! I like very calm conversations with very wise and nice people especially guys! ( VIEW MY DATING PROFILE )
My friends would describe me as a romantic at heart – I’m all about a good night in, ...
Hot and horny 4 Threesome in Annapolis... Woman For Swinger FWB
Hi boys I'm Sarah here in Annapolis seeking the right couple for a threesome. It feels like I'm wasting away and not getting MY share. I'm looking for a sexy older couple with experience to show me true passion and skill. Someone who will teach me and attend to all my primal s...
YOUNGER COUPLE ( 18+) LOOKING 4 SOME EXTRA FUN 🔥🥵😉 Hey there, I'm CONNIE from Annapolis. My hubby and I are a swinging couple who love to explore our sickest fantasies.. Do you want to hear more about what we're down to do? I want to make love with like minded individuals and fuck hard!! The thrill of wife swaps, threesomes, and the swing lifestyle ...
Tall Athletic Guy Seeking a Cute Partner in Crime 💪🌙 Im an Ebony 🍫 6'2" athletic guy that is very active during the day. Im looking for a good wind down at night with some great people. Im looking for a girl that is fun, playful, confident, and can be her self. ( Feel Free to Hit Me Up Here )
Im open to just about anything! Dinner? Trying out a ne...
Lookin' for a Playmate? Let's Make a Playdate!... Sexy Annapolis Hottie For NSA
Busy student wants a hot and sexy man (preferably a little older and mature) to spend some quality time with in Annapolis. I'm a 22 year old white female college student studying hospitality management and love to get out and find a release once in a while with more ma...
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...
Hey, fella: Not getting your needs met? Me neither. Let's get together. I want to date someone who is equal and wants to please and be pleased. Let's feel the passion again. Sorry, no strings at the moment because my situation is complicated. Within 10 miles of Annapolis area please. I have a somewhat flexible schedule but an out-of-town hookup just isn't in the cards.&...
Flawlessly gorgeous trans bombshell in Annapolis Trans MtF for Man in Annapolis
I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bedroom...
Corporate Girl 💼 Who Hates Boring Men😡 Boardroom by Day. Trouble After Dark. 🖤🍸
I live in heels, deadlines, and calendar invites 📅I need some sexy fun haha!! But after work???? I want nothing to do with work, corporate life, titles, or men who talk like a resumes! ( message me 🥂🔥)
I’m into confidence without t...