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
- November 2nd, 2026
Cute TS Sugar Baby Seeking Male💎Aria Username: @AriaSweet
Trans Friendly: Yes
Private Meetups: Yes
Phone Chat: Yes
Pics Available: 18
Message me if you like feminine Transsexual 💬
Hello, I am AriaTS here in Annapolis. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a man...
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...
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...
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 ...
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...
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 ...
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...
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...
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
...
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...
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 ...
💜 Cute TS Girl Looking for the Right Guy 😘 Just moved to Annapolis😊 Gorgeous, very sweet and easy to get to know. I am a trans girl seeking to meet men that are confident and know what they are looking for, yet are also looking for some friendship with a new person. I enjoy going out for cocktails and having a good time, flirting with the...
27 Yr Old Columbian needs affection 27 Year Old Columbian Hottie
Have you got what it takes to please me? I have what it takes to please you, and I know it! If you are serious about being serious and you want love and affection I am the girl for you. View my pics and contact info @Alejandra27...
Nikki Needs a Man Who Can Keep Up 😘🔥 Username: @NikkiAfterDark
Dating Profile: Yes
Pics Available: 14
Video Chat: Yes
Messenger: Yes
Message me directly if you’re serious 💬
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...
Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date.
I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
Where's My Sexy Marlboro Man?!... To me a sexy man who smokes is hot AF. Hi, I'm Hannah living in the Annapolis area wanting to meet a single male smoker. I'm 24 years old, Auburn hair, 5'7, curvy with 36C boobs, blue eyes, smoker and want to smoke when you are eating me. You may have figured out that I have a fetish for smoking, be...
🍑 Thick & Tempting 🍯 Seeking a King to Devour Me 👑🔥
Hey there! My name is Chelsey and I'm a Curvy Cutie.. I am a 26 year old BBW thick girl looking to meet a hot man for some sexy hookups and dating 💋💋💋 If you are into bigger women like myself, then we might have something special. I enjoy being dominant in bed and taking c...
Chunky Monkey looking for Hunky Tomboy Chunky Monkey Fem for Hunky Tomboy
I am nice and curvy but not heavily overweight. I am looking for a chick who is handsome and butch but with some feminine qualities. Like it's ok if you cry at a movie! lol. I am 21, work full time and drive my own vehicle. I am looking for the right gal to make m...
ShopinRound38 outgoing, funny, and independent (Please only message me if you live within 50 miles of the Annapolis area) . I am winding my career down and am wanting to traveling more and work less. Looking for someone to share intimacy and good times with. It’s getting harder and harder to find someone the old fashion way, so though...
💪🍆 I'm All Tha Chocolate You Could Need 💪🍆 Hey I'm new to dating sites but I'm ready to give it a try and see who might message me. I'm wanting to get out and have some fun. Yes I'm black and yes I have a thick 🍆 but I'm so much more than that. Also I want you to know that I love all shapes and sizes of men, I just want someone I can conn...
Don't Worry I Bite! Feisty redhead trans in Annapolis full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to control...
Joker and a Smoker... I'm a 30 year old, 6'1, 200 pound hardcore biker living in Annapolis and I go by the handle of Joker. Looking for my sexy road queen who preferably smokes too, or at least doesn't mind that I do. All this anti-smoking shit brings out the rebel in me, and if you're like me then we'll get along g...
💯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...
FEELING H0RNY? I'm Your Dirty Little Secret 😈 CAM SEX BUDDY! 👁️🗨️💦 I'm horny and bored 😈 so I set up my sex cam 👁️‍🗨️💦
I specialize in kinky fetishes. Seriously, I like vanilla sex but I also like to taste all the flavors too! 😈 Join my cam (online now) and tell me your kinky secrets and deepest sexual desires and I'll share mine with you. T...
Latina Beauty needs love in Annapolis Hola señoras. Soy Juanita y soy local en esta zona. Tengo un trabajo y tengo mi propio auto. Puedo viajar para conocerte si quieres conocerte a mitad de camino. enviarme un mensaje @Juanita4love.
Hello ladies. I am Juanita and I am local in this area. I have a job and I have my ow...
Attractive, Dark haired and Slender - Brunette28XAnnapolis Hi, thanks for checking out my classified!
I am tall, slender with dark hair and deep brown eyes. My interests include running, hiking, biking and horse riding. I am an account manager and I have just moved here. I am looking for local friends with a view to dating and possibly more. I will add mor...
Blonde College Girl Looking for Fun 😉w4m📚 Username: @SkylarOnBreak
Dating Profile: Yes
Pics Available: 11
Video Chat: Yes
Messenger: Yes
Message me directly if you’re real 💬
I'm Skylar here in Annapolis.. I'm a college girl with blonde hair and way too much school work to do. I like confident men that know how to please a gir...
Divorced College Lecturer Looking for Excitement! College professor and divorcee, age 42, looking for someone loving, intelligent and fun. I live in the Annapolis area and I am happy to meet at a neutral place or entertain at my place. I own my own home and I am not expecting you to pay for everything. Looking for someone who loves history and book...
Your Ultimate Erotic Experience!! Don't Miss Out!! 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 outgoing woman. I have been in an...
🎶 Concert Vibes & Bedside Rides - Annapolis Cute Lesbian Girl in Annapolis seeks her lovely playmate!! Oh beautiful 💖 I would love to meet at a local show, dance a little too close and make out in the parking lot like teenagers? In reply I'm 28, femme leaning switch and I like high energy chemistry. It's about time someon...
💕 Late Nights With Scarlett... ✨ Newly single. Looking for the sexy version of the right guy.
Another single female looking for a single male to mess around with. My name is Scarlett😘. I'm a flirty 20-something year old (slightly irresponsible for my age, I know). I'm looking to meet someone who is fun, spontaneous, slightl...
Having fun and Staying Young Young-ish trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...- November 1st, 2026
Petite Annapolis spinner girl for threesome... Little Bombshell in Annapolis for Threeway
Hi ladies and gents I'm Jamie and I'm looking for a FWB situation with a hot couple who lives in the Annapolis area. (willing to travel) As the title implies I am petite; only 5'1 and about 100 pounds. I am 22 years old, Italian, hot blooded and love to ri...
Prefer a Man Who Lives Here in Annapolis... Hi guys I'm Shirl here in Annapolis looking for my local prince to put a little pep in my love life. I'm a romantic, but not expecting a long term relationship off the bat. If that's where things lead us then great! If not then that's ok too. It has to be right, know what I mean? There has to be che...
Help! Single and Got That Tingle! Itchy in Annapolis
Hey there boys I'm Natalie here in Annapolis looking for a handy man to take care of some of my feminine needs. Are you talented enough to scratch my itch? Must be skilled, but might take on the right apprentice who has potential. I'll have to keep you on call, because a girl nev...
Fit Gym Girl Seeking a Workout Partner 💪😉 I spend most of my free time at the gym. Ashley: athlete, people person and the bubbliest person you will ever meet. Very energetic person.
Confidence, health and a good attitude are a few of my favorite things. So if you're a confident, healthy and happy man looking for a good friend then lets giv...
Glamorous TS Sugar Baby Ready to Be Spoiled 💎💋 Hi handsome… I’m a beautiful trans sugar baby that loves the luxuries in life and I’m searching for a confident man who will treat me like the queen I am. I am very soft and feminine with a playful edge and you will always have a smile on your face when we talk. View My TS Sugar B...
INSTA ACCOUNT LOCKED 30 DAYS for TOS violations. Wanna Swap Pics Insta Account Locked for TOS Violations
I guess they don't like nude pics anymore or maybe my pics are just too hot for Instagram. Don't worry, the show and free pictures are still going on. What's wrong with nudity and sex anyway All I want is to hear whether you like what I post or not. It helps ...