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
- January 11th, 2026
Irish eyes are smiling in Annapolis Hey guys, I am Sean, 27, fit, fun, and freshly landed in town with a cheeky grin. I'm a fun fella, moved here to the Annapolis area recently and looking for fun lifestyle and fit guys to hang out with. Go ahead and message me and check out my profile @IrishSean27.
I’m a laid-back gentle...
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 ...
Karaoke queen loves singing with her Knight-ess Carmel Karaoke Queen in Annapolis
You love to sing karaoke? Good!! Me too!! My name is Carmel and I adore singing. I am not shamed to say I am probably not so good but after a drink or two you probably won't care! I love singing modern pop, 60's and 70's disco, and even some modern rap. Message me ...
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 ...
Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Annapolis. I have a good job, a new truck and I own my house. Life is pretty good and I'm ready to take the next step toward finding love. Could you be who I'm looking for? We'll never know unless you message me.
I am not looking for someone who is going to g...
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...
Here to be your sexy little slut.... Slut in Annapolis Wants NSA
Hey you sexy men in Annapolis I'm Jill and I just can't help it when I see a hot guy. I fall in love (or lust) and want him to kiss me, touch me, and squeeze me and be in me. There are lots hot guys around here and I know I can't have em all, so here I am to get at ...
Jon Boy seeking Annapolis Top Male to Pleasure 👅🍆💦 Kink friendly bottom male
Hey, thanks for checking my ad. I'm Jon Boy, looking for a hot gay man who's ready to play with me and let me explore all kinds of naughty fun as I pleasure you. Recently out gay male, age 21, seeking other gay, bisexual or bi-curious guys for some wild male-on-male action...
Shy 41 yr old guy Shy But Romantic 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. They tell me I'm handsome. I'll let you be the judge of that. what I do know is that I like to have fun and I'd love to m...
Catch Me if You Can Butches! Yo, all you Annapolis butches! U looking for some hot chocolate tonight? I am Lola a black fem lesbian and just love me some confident, assertive sexy butches who know how to treat a woman in and out of the bedroom. Please be between say 20 and 40 years old and live in the Annapolis area. Contact me...
Hot and kinky MILF looking for some fun in Annapolis Annapolis MILF For Kinky Hookup!
Hi all you sexy Annapolis guys, I Georgia and I am an slightly off beat working professional mom of two. MILF. Just looking for some sexy fun and to explore my (and yours?) kinks and fantasies, FWB. I am into men, but possibly women or even a hot couple dependi...
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...
Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Annapolis
Look no further honey, I'm Franny an Ebony trans woman here in Annapolis to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they don't have...
Maybe YOU could be teacher's pet?! Annapolis Lesbian Seeking Life Companion
Hi, I'm Jen, mixed race lesbian female 34-years-old, 5'7, 150 pounds, working in the Annapolis School District and am looking for something more stable and long term. I love kids, (have 2 of my own three days a week) I teach 5th grade english and social...
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I'm the Girl Your Mother Warned You About!... Ok, but I'm not All bad! What? Just because I want some fun and sexy playtime riding the weenie? Well then just spank me already and give it to me hard and teach me a lesson I'll never forget! Punish me and pound me like you mean it. Is it hot in here, or is it just me? Your mother was right and I n...
Henry your Puerto Rican Stud for Local Man Puerto Rican male for male in Annapolis
I am Henry, from Puerto Rico and I am living local and wish to meet you. I am friendly, sexy with a big dick that is sure to please. I'm easy going and like to have fun. I'm very much sexually adventurous so I can please you much. Check my profile @RicoH...
Attractive 48 yr old seeking younger man in Annapolis for fun and excitement Older Woman (age 48) for Younger Man in Annapolis Area
Thanks for looking at my ad. I am willing to travel for the right guy but I prefer within 25-50 miles of the Annapolis area. I am blonde (Yes, natural!) and I am cute, with a small frame and long legs. I love music and dancing and sex! Hit me u...
Superb Shemale in Annapolis... T-Girl for NSA Encounters in Annapolis
When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Annapolis. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck ...
Help - Can't Afford a Masseuse in Annapolis! Busy Girl Needs Body Rub in Annapolis
Mmmm... touch me baby! I'm DeeDee a waitress in a very busy restaurant here in Annapolis. I work day shift when all the older crowd and construction workers come in and it's hard to meet guys my age. When I get off I'm soooo sore from carrying heavy trays and m...
Wanting slightly older gentleman Hello. My name is Sylvia, age 24 and I am pretty done with young guys who mess around. I want a guy who is mature and kind and likes to travel.
Please contact me so I can learn more about you! Send your recent pics for mine. I just took some naughty pics with my girlfriend Brianna. I think yo...
PeeWee's Looking for a BIG Adventure! Hi, I'm Herman, and me and my little friend are looking for some excitement in Annapolis tonight. If you are up for an adventure we are too! We aren't too picky, just hope you like Tequila and dancing. Please be motherly and kind. Can you come out and play?. If so click here to come out and see...
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...
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!
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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...
Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Annapolis
Controlled by Cleavage, nipples, areolas, breasts, boobies, tits, hypno, highly suggestible, kinks, fetishes all types. I'm Lenny a 5'9, about 160 pounds, 22 year old single male in Annapolis here for magic milk bag fantasies. If you have boobies I'm interest...
F/M seeking love and fun Female to Male Trans Man in Annapolis
My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. This feels right and I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and o...
Annapolis Paramedic Seeks Playmate, Friend, Lover 32 yr old, female, I'm a Annapolis paramedic looking for someone who can understand a wild lifestyle and sometimes erratic hours. I work hard and I play hard. I love passion and exploring new things sexual, if you know what I mean! Kink friendly is putting it mildly. If you are interested in meeting...
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Intoxicating-Stacked Blonde Beauty in Annapolis... Hello men, I am Korina a single woman seeking a single sexy man for NSA relations in Annapolis. About me: Russian born, 25 years old, 5'7, 130 pounds, 38D cups have been here for 10 years and have a small business. Do you live in Annapolis? I try different places for finding attractive sexy men, but...
James is My Name and F#cking Your Brains Out is My Game! Don't underestimate this Italian/Lebanese twink from Queens. Well endowed top boy (and bottom) will make you tap out and take you to the limit tonight or any other night! I got the endurance to back up my claim and a whole lot of tricks up my sleeve for the right guy. I prefer older bears, but if yo...
Genuine, yoga loving woman looking for physically fit man Busty Vixen in Annapolis Area
Busty vixen with a love for yoga and running. I am active and stay in good shape. Serious guys only please. Text now @BustyVixenCarole
Let's go out on the town, have some drinks, have dinner, whatever you like. I can have fun doing most anything. I like hav...
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Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a private g...
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...
Lesbian horse lover wants to meet same Hello girls! I am Sammi and I love my horses. I have three equine companions that I love to ride on weekends and evenings. I enjoy sunset rides and one of my horses is waiting for a co-rider to come out with me. Are you my special lesbian cowgirl? Beginners welcome. 😉 Send me a private messa...
Italian Couple Wants Single Man For Threesome in Annapolis Couple Seeks Male Companion in Annapolis
Buonjourno we are Mario and Gabriella new here in Annapolis. Not only are we Italian, but we are from Italy. From a small town of Livorno near to Pisa. We are in the swinger lifestyle and lately have need of a man to join in with us for some adult fun. Our e...
🏳️🌈Male for Male – Let’s Skip the Small Talk & Get to the Moaning 😈🛏️ 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 -
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Transgender Goddess for Late-Night Escapes & Filthy Fun 🌙💋 It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile -
As your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have imagined. My secret between...
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💯REAL💯HANDSOME💯MANLY You ready for some manly gay sex here in Annapolis? I know I am, I made this ad to make a nice BF to fuck or fuck me.. We can even find some other sexy guys to have some sex with too.. I love partying✨ and having group sex. Do you like to take it or give it? I will give you something to suck on al...
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Annapolis ❤️🔥 Sexy Ebony with Tattoos & Zero Patience for Weak Vibes 📍Annapolis Dominant Ebony Lady - Seeking Man
ABOUT ME: I'm a bit sassy, I have tattooes, I'm in my 20's and I'm looking for some sexy fun. That's why I made this w4m ad in the first place. I work as an event planner. So I know where all the good parties and events are.. 🎉🍾 WANT ...
Sexy and Flirty Terina Ready to Play 😘 Annapolis 💋 Hey there, I'm Terina from Annapolis.. I'm a playful and adventurous woman who loves exploring all kinds of fantasies. When it comes to sex, I enjoy trying out different positions like doggy style and cowgirl - the thrill of new experiences always gets me going. 😉Swap Pics & HMU @terina61947 ...
💯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...
I WANT TO CHEAT-ONLINE NOW 🟢 I'm tired of my husband. He just doesn't make me happy anymore. I really want to get out and see what kind of sneaky fun I can have. Do youlike the idea of us getting out together and not telling anyone? I know I do, I'm wet right now even just writing this. I want us to have som...