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!

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

  • November 1st, 2026
  • Ebony Queen New Here in Annapolis Hello, my name is Andrea and I am half ebony and half Texan by birth! I am lonely and new here in Annapolis and I would love to meet someone who can show me around and give me a tour. I'm always down for a good time! Please message me (AndreaEbonyQueen) for a meeting....
  • exciting black guy waiting for you Exciting black guy in Annapolis I am Herman. I am an active and fit, age 32, black male and I am excited to meet you! Looking for lovely lady of any age but not too young to understand my humor and not too old to keep up ;) I am fit and fast to run with and muscular. Tall and attractive. Want to wo...
  • Femme looking for Femme Femme for Femme in Annapolis Hi, thanks for looking at my ad. My name is Kari. I'm femme, looking for femme. I love make-up and dresses and I want to share my world with a hot chick who likes the same. I recently upgraded my car, so let's go for a ride! I am currently studying dentistry and work t...
  • Young, Free and Single but I want to be with Mr. Right. You have got be out there somewhere! I am lonely and I would love to find a funny and happy-go-lucky guy who can be my best friend and lover. I'm hoping you look good in a cowboy hat and jeans! Send me a text to @LonelyinAnnapolis so we can get familiar!  LonelyinAnnapolis...
  • 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...
  • 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...
  • Sailing nut wants to meet lady sailor Male for Female Date Wanted in Annapolis Do you like going out on boats and sailing into the sunset? If you do, give me a call and we can check out the water together. My name is Lewis and I love the water. I do have lots of other interests including coffee shops, microbrews, dining out, music, wor...
  • Brunette BBW beauty wants to meet handsome Annapolis man Hey gentlemen, I am a brunette haired BBW seeking a handsome Annapolis man. I have curvy figure and long legs. I am early 30's and looking for someone sensual, sexual and fun loving, whether it be dancing, a walk at the park or other sexy things! Message me @Brunette32Annapolis with your pictures, ...
  • Ranch owner and lonely ol' guy Male Ranch Owner Seeking Woman in Annapolis Ok, I ain't that old. Just turned 48. I am a ranch owner with 40 acres and am looking for a gal who is adventurous, outdoorsy, fit and healthy enough for horseback riding, hiking, biking and picnicking on the trails. Enjoy travel and new experiences? Me t...
  • Newly Out Looking for love Newly Out Lesbian in Annapolis I have only been out for a few months and I am totally new to the dating scene. I have no idea even what to say or where to start! I will tell you a little about me. I am a youth worker and I have a college education. I am 26 and sort of tomboyish but I do wear make u...
  • BLAZED HOOKUPS - Party Friendly in Annapolis Where's the Party in Annapolis? I'm Marijane @MarijaneBlazed26 and I'm looking for a smoking hot encounter here in the Annapolis area. I love getting lit up and then down and dirty with a generous man - nothing turns me on more than a good old-fashioned fuck when I'm high. Whether you want to explo...
  • Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Annapolis and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard insertio...
  • Lonely Latina is New Here in Annapolis Hola, soy nuevo en los Estados Unidos y estoy buscando el amor verdadero. Si estás solo como yo y quieres reunirte, por favor envíame un mensaje de texto y avísame. Maria28Annapolis Hello, I am new to the United States and I am looking for true love. If you are lonely like me a...
  • 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...
  • Hungarian Beauty seeks fun and friendship and more Hungarian Woman for Fun and Friendship Új vagyok ebben a városban, és magányos vagyok. Szeretnék találkozni és randizni valakivel, aki szórakoztató. Küldj egy üzenetet, ha el tudod olvasni ezt. Beszélek angolul. I am n...
  • 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 ...
  • Say BootyJuice Three Times and I'll Be There for a Threesome! Ebony Babe Wants Threesome in Annapolis Sataay here in Annapolis lookin to freak it with a white swinging couple who need some hot chocolate. I will make an exception for mixed couples as long as one is white. It's a fantasy thing. I got big boobs, big booty and a big ol dirty mind! So come on by a...
  • Young, Dutch, sexy and cute would like to meet you Hallo, ik ben nieuw in de Verenigde Staten uit Nederland en ik ben op zoek naar liefde. Als je eenzaam bent en wilt samenkomen, stuur me dan een sms en laat het me weten.  @KiesMij27 Hello, I am new to the United States from Holland and I am looking for love. If you are lonely and want to get ...
  • 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...
  • Scads of Ads Here, But I'm SPECIAL - That's What Momma ALWAYS Tells Me... Single and Special in Annapolis I'm Rhianna still a bit of a goth at heart and trouble always seems to find me somehow. For now I still call Annapolis home, but would like to see more of the world and find a hot guy. A guy who is SPECIAL just like me 😊 If you are a fun lovin rebel in need of a s...
  • Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Annapolis. Be ready to be rode hard and deep. I'm 6'2, muscular, hairy, blue eyes, black hair, full 8in, and full of fire. I'm gonna make you tap out boy! I'll pick you up on my Harley and take you for a ride yo...
  • 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...
  • Annapolis Cougars and Cubs Cougars and Cubs in Annapolis BonePage.com offers a space where confident, experienced women, often referred to as cougars and MILFs 😏... and those who appreciate their maturity can connect in a relaxed, no pressure environment. Whether you’re looking for fun conversation 💬, flirtation ...
  • Sexy Asian Girl Sayo for American Guy in Annapolis Hello. I am Sayo. I am a hot and sexy Asian girl. I would like to meet an American guy for relationship and dating. I am a great cook so why not get your appetite up and come for dinner? I give good massages and like romance. Send me your pictures for mine also. Message me @SayoYung to chat or for a...
  • Looking for Older Gentleman 🍭 Annapolis Area Seeking Annapolis Sugar Daddy Exclusive Arrangement I am 24 and looking for mature. I have a good sense of fun and a smooth, hot body. My long hair is chocolate brown and my skin is very soft! I want to meet a cool guy who likes to have fun. Send me a private message for my pics and conta...
  • ¿Hablas español? Hello good to meet you. Dulce amante esperando para probar su piel. ¿Puedes leer esto? ¿Hablas español? Quiero hablar contigo. Envíame un mensaje @DulceXAmante. I speak English, Spanish and some French. I want to meet you my sweet princess. Female or trans women only. No men. Woman for woman in...
  • Butch tomboy looking for beautiful femme Butch Tomboy for Femme in Annapolis My name is Toni and I am tall with short hair in a sort of spike and I work out regular. I love running and hiking and biking and photography. Dog lover, mom to 2 bulldogs, Smiley and Ranger. When I go out into nature I find myself at peace and I want a partner w...
  • New to this place, Andrew, 36. Man Seeks Woman in Annapolis Ok, what do guys say on these things? I want to meet a kind, friendly and fun lady to hang out with and have fun with, and maybe more. I am tall and somewhat muscular build with dark brown hair and brown eyes. I enjoy my work as a business analyst. Want to know more? I'...
  • Luxury Ebony TS Sugar Baby With Style 👠💎 Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date. I love peo...
  • 🍻🔥 Wild Nights With Mason What the poster wants you to know: Take a break from the stress of everyday life… and come enjoy fun, flirtation, laughter, and unforgettable chemistry with a confident guy who knows how to enjoy the moment 😏✨ 😍😍 Mason here… athletic build, charming smile, and always down ...
  • Fun Loving Couple in Annapolis Seeks Female for Threesomes... Swingers in Annapolis Seeks Female Hi, we are Jordan and Riley, a sort of a younger swinger couple in Annapolis looking to explore threesomes with the right girl who is open to sex with a man and a woman at the same time. We look forward to experimenting with some wild fantasies we have and welcome...
  • 🖤 Fetish Ad: Soft Control & Worship Energy Quiet Confidence. Intentional Attention. 👠🖤 Fascinated by small things. What others pass by fast.Stillness between breaths. A hand reaching just to settle. Things said quietly, without rushing ahead. HMU FIRST, I'LL REPLY😈😈 Confidence shows best when quiet, while focus lands better if ...
  • Ebony TS Playmate for Men Who Know What They Want 🖤🍆  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • My Husband and I are Into Cuckhold and Need a Bull in Annapolis... We are professionals here in Annapolis and are looking for a man who can rise to the occasion and fill me up while hubby watches from another adjoining room. We are easy-going and discreet and need you to be also. We should necessarily meet first to discuss some things and get to know each other fir...
  • 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...
  • Nice Guy? Yep. Push-Over? Only When You’re Behind Me 😉💦 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. 💖 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...
  • What songs make you dance? Are you the Stayin Alive type? the Twerker type? Currently looking for a Annapolis girl and I love a girl with rythm and groove who knows how to get down. I am not the shy type and some would say extroverted. I love a good time as much as anyone, but also enjoy chillin and bein with my boo. If this ...
  • Smokin' Hot Lesbian in Annapolis... I'm Kat, 27yrs old, 140 pounds, black hair, brown eyes, dirty minded, tatted, love to smoke and I don't care what they say about smoking here in Annapolis or anywhere. If you are a single lesbian or bisexual OK with smoking or are a smoker yourself then maybe we should chat. I love sex and smoking, ...
  • Amazing kisser looking for lips to practice on Lipstick Lesbian Loves Kissing Do you love kissing? I do! I love it!! It is such a turn on! My favorite parts to kiss are my neck and my face and my lips and my whole body! I am Kimberley, 22 and a part time waitress. I'm eager to meet you!! Send me a private message to @LipstickLesbianKim User...
  • Small, smooth body big heart Smooth 19 years old in Annapolis Hey guys, I am Jon and I am 19 years old, smooth, slight build but fit. I like to do karaoke, dance and travel. I love to explore the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus I can cook a great meal! Check out my pro...
  • THICK AND HARD🍆✅right now Hi Guys 😉 I'm Super Horny Tonight I'm in Annapolis and willing to travel    My Pix and Profile    COCK SIZE -7INCHAge: 29 years oldName: LEXX 😈🥵Gender: MALELocation: Annapolis Availability: Incall & Outcall The Kind of Stuff I Wan...
  • Bring a toy for Kitty (w/batteries) on our first date!... I'm a bit of a goth and have recently discovered the magic of toys. Bring your favorite toy on our first date and I'll bring mine. This could be our Toy Story. Lesbian in Annapolis seeks female companion for erotic encounters and possibly long term relationship. I'm Katzzy and am 33 years old, 5'7, ...
  • 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...
  • My name is Shey and I am a goddess of love Black Woman for Sex in Annapolis I am an African American with a hot body and a clear and quick mind. I want to meet a man who has a quick wit, an intelligent demeanor and a smart mouth. Go ahead and chat with me @EbonyQueenX to see if we hit it off....
  • Hey Sexy I'm Gonna Add YOU to My Cart! Shopping Hard in Annapolis Hi there I'm Roseanne about 22 years, about 5'5 and brunette with big brown eyes here in Annapolis. You know girls love to shop online and I'm no different. I'll just add you to my cart and check you out. Now how long until delivery? Huh? I don't do snail mail, so make it...
  • Hey Truckers & Blue Collar Workers 🇺🇸 I'M READY TONIGHT! Hey there drivers and blue collar workers! 💗🇺🇸 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...
  • 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...
  • Bi, Sweet & Curious 💕 Looking for a Man or Woman or Both haha!! Annapolis My Bi-Curiosity pulls me toward someone who listens like they’re really here. Talking feels easier when laughter doesn’t need to be loud. A spark grows best if it’s left alone, not pushed under pressure. Nights work best when they unfold without warning. Being seen matters more tha...
  • Single Mom Seeking Adult Conversation 💬🌹 Mummy life is chaotic! Life is chaotic. And sometimes all I want to do is talk to an actual adult, have an adult conversation. Well that’s where you come in! I am 30 (ish) mom of 2 and I believe I am a lovely human being. Yes really. And I’m after a lovely man to share it all with. Messa...
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