Annapolis, Maryland Sex Ads and Adult Classifieds

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  • September 16th, 2026
  • Sweet & Sinful – Submissive Babe Seeking a Domme to Take Control 💦 Annapolis - W4W BDSM/KINK Seeking Slave, or maybe you are a switch like me? I’m a soft femme, in my  20s, curvy, obedient when I want to be and very much wanting to try something  filthy, fun and consensually intense. WANT TO LEARN MORE ABOUT ME?  How about a drink first, perha...
  • MALE STUD FOR HOT ACTION - Annapolis Area 😈🔥👬 Get Ready for the Fuck of Your Life! 🍆 Hi there! I'm Mason and I'm ready to get down and dirty with you. I am only into top. I love it all - pounding your ass, playing with sex toys, kink play, and watching you gagging on my throbbing dick until my cum explodes in your mouth. 🍆💦 I'm a kin...
  • 🖤 Inked Girl 🖤 I'll do anything for a Real Man Username: @RavenInk Dating Profile: Yes Pics Available: 16 Video Chat: Yes Messenger: Yes Message me..  if you’ve got the right energy 💬 I'm Raven here in Annapolis. Tattoos, attitude and a little bit of a soft spot for confident men that can handle a strong, sassy woman. Long ni...
  • Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Annapolis who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all in it...
  • Goth Girl With a Soft Side 🖤🌙 I suppose people think that my dark clothing and makeup is scary. But in reality, I am a very shy girl. I just love music, candles and the weird and bizarre. ( View My Pix and Message Me ) My name is Luna and I am searching for some kind of brain or soul mate. Open to individuality and not really b...
  • 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...
  • 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...
  • Russian sweetie looking for sexy love Sweet Russian Woman in Annapolis Hello. I am new to Annapolis and would like to make some friends and meet nice people. I am looking for a wonderful guy to go to dinner with. I hope you don't mind my accent. I am working on it but I speak good English. Would you like to meet me? If so, text me...
  • Sugar Magnet Looking for His Sugarbaby in Annapolis... Hi, I'm Matthew a semi-retired Real estate developer recently divorced seeking my sugarbaby for sexy good times and companionship. I have a yacht, penthouse and nice cars, but still something BIG is missing... YOU! I admit, I'm not the best looking guy, but you could do worse. Do you like to travel?...
  • College Blonde Looking for Some Fun 🎓😉 My name is Paige. I go to school and I'm a future teacher. I just wanna spice up my life and meet some new people. I'd love to meet a confident guy that could make me laugh. Want to party??  I’m pretty social, quite playful and quite adventurous – depending on my mood. Fun times ha...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Annapolis AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you and show you wh...
  • Penny for your thoughts? Penny TS in Annapolis Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online @PennyTSswitch!! I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates and ...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side 🔥👠  Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring 😘 I need you to undress me gr...
  • 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 ...
  • Wife Swap in Annapolis Anyone? Swingers Seek Sexy Swap in Annapolis Hi we are Dave and Lisette here in Annapolis. Admittedly we are pretty new to the swinger lifestyle and don't want to cross any boundaries, but we would really like to find a couple around our age to swap partners with. You don't have to be married like us, just...
  • 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...
  • 💯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...
  • 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...
  • Hey Swingers - Come Give Granny Some Sugar!... Try This Hot Granny For A Threesome! Hi I'm Eva looking for a younger couple for a threesome in Annapolis. As they say age is just a number and I'm a young at heart sexy granny still in her sexual prime. I'm Eva, 63, 5'5, 130 pounds, 36D cup, strawberry blonde hair, blue eyes and rarin' to go honey...
  • 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...
  • 🎶 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...
  • Sweet Southern Girl Missing a Gentleman 🍑🌙 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...
  • 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...
  • Naughty boys check me out... good thing I LOVE naughty boys! Kara here, I will make your fantasies come true in Annapolis! I have a bubbly personality, enjoy intimate dinners, shopping, and I love as much as I receive. I dress to impress, love to snuggle, STD free, classy, and ready to satisfy the needs of my man anytime. People who know me would say that I h...
  • Stop Buffin Your Muffin Without ME! Latina lesbian 28 years old, 5'7, 140 pounds, 38C, tatted, pierced and always ready for some hot action in Annapolis. I don't want to miss out on anything so let me flick the bean for you for twice the fun! I'm good with my hands and tongue ladies. I'm Lena and I'm just here for the sexy gurls, I ca...
  • DESPERATE SEEKING A REVENGE FUCK! 🥒🥯💦 Newly single Annapolis 22 y/o female needs a good fuck 💦 Hey there, I'm Trish from Annapolis. Let's get right down to it. My husband left me and I need to fuck to make me forget about his sorry ass. I'm tired of being neglected so I'm looking for a nice, attentive man to keep me warm tonight. I'...
  • Caught My Boyfriend Cheating... Now it's MY TURN! Looking for some hot NSA revenge sex with the right guy in Annapolis. Must be STD free and have your own place or arrange for a room. I will not give you my real name or address here. I'm a 24 year old, 5'7, slender, blonde haired, blue eyed female seeking a sexy man. We'll have to chat first and me...
  • Short and Sweet and New to the Area Hey guys! I will keep it short just like me! I am new in the Annapolis area and I am single and looking for some dating fun! Send me a message @ShortnSweetKellie if you want to know more! ...
  • 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...
  • Late Night Wine & Trouble? 🍷😉 Looking for a Fun Guy Tonight Annapolis Girlie Seeking Man or couple.. let's go have fun! Sometimes nights can be so quiet. I'm 28yo girlie and love to live life, be fun, flirt and always be up for a laugh. I want chemistry, lots of fun, excitement and lots of conversation with playing involved. Love the initial spark and lust ...
  • 🔥 Bi Babe Seeking Man or Adventurous Couple 💄 W4M Fun & Threesome Vibes I cannot wait to hear back from you... I’m a bi girl looking to meet a guy or a couple that want’s to connect and see where things lead. Let’s have some fun and see where the night takes us. If you are looking for W4M 💋 dating, bi woman for threeso...
  • Playful Dove Ready to Fulfill Your Wildest Fantasies 😘🔥 Annapolis Hey there, sexy! My name is Dove and I'm a flirty little vixen from  Annapolis . I love to explore my sexuality and try new things in the bedroom. Are you ready to join me on a wild ride of pleasure and excitement? 😉 Swap Pics & HMU @dovesh47968   I'm seeking a sexy man!! 😍🥰...
  • Fit Swinging Couple in Annapolis, New to the Swingers Lifestyle & Ready to Explore! Swinging Couple in the Annapolis, Maryland Area Hello sexy people! We are a swinging couple in the Annapolis area. We are new to the swingers lifestyle but eager to learn and experience the passion! We assure we can give passion as well as we receive it! About Jeff Jeff is former military, stocky...
  • Annapolis Cougar Could be a Cubs Delight Tonight!... Cougar on the Prowl in Annapolis Hi there you sexy cubs I'm Joan and I'm gonna spoil you tonight! My den or yours, let's get wild in the sheets till I've had my fill. If you are a cub between 18 and 30 and live in the Annapolis area then I've got something for you. Maybe you thought school wa...
  • 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...
  • 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...
  • 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 ...
  • Latina Mom Heat 🔥 Sweet Smile, Dangerous Curves in Annapolis Latina Mother by day, freaky by night 😈 Living between duty and wanting more. During morning hours, tasks fall into place without effort. When darkness arrives, another version emerges - light on her feet, slight smile, just enough curiosity. 😌✨ MY LATINA MILF DATING PROFILE📩 Warmth flow...
  • European Lady seeks sensual gentleman European Lady in Annapolis My name is Karena and would like to meet a kind gentleman for dinner and dating. I am mature and I originate from Europe and moved here recently. Serious callers only and I am willing to please you.  Check my website pics and contact info KarenaXX86...
  • DoobieSisters Looking for Smoke Buds... DoobieSisters we are hot, sexy and are here seeking generous gentlemen with weed for girls in need. You won't need anyone else to smoke your blunt from now on ;) Come check out our new improved Annapolis profile and lets cut out the middleman if you know what we mean! Click here to introduce yoursel...
  • Slovak woman lonely and looking for guy in Annapolis Dark, sultry and tall, very well built, Slovak woman is here to please and be pleased. I desire for long term friendship, fun and love. My English is getting better so send photos and message me here @TmavoZmyselná Tmavá, zmyselná a vysoká Slovenka   Tmav&eac...
  • TS Sugar Baby 💎 Femme, Flirty & Looking for the Right Man in Annapolis I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe - Fond of the sugar dynamic. Getting pamp...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Annapolis Area Hi, my fem name is Gloria. I'm a married crossdresser in the Annapolis area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play! I'm seeking cross dres...
  • ¿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...
  • Any Sexy Couples in Annapolis Want to Hookup? - Asking for a Friend 😄 Inquiring on Threesome in Annapolis I'm really horny, I mean I'm really Hannah here in Annapolis and you see there's this very close little friend of mine who is bored and lonesome. She wants to know if there are any hot swinging couples around that might be kind enough to service her once in a whi...
  • I usually root for villains... BadBetty big boobs here in Annapolis with a sailors mouth and a dirty mind to match. I'm a lesbian female 32 years old, mixed races, 38D cup, big nipples, brown hair and eyes, 5'7, 150 pounds, little salty and horny AF. I want you to swab the deck tonight and then do it again till everything is ship...
  • 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....
  • 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...
  • 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...
  • Chocolate D'Light Body Rubs in Annapolis... Annapolis's Black Lesbian Masseuse Hi ladies I'm Lola an ebony masseuse in Annapolis offering both erotic and theraputic body rubs for women. Just tell me which one you want, happy ending or not. I'll be pleased to go either way. I want you to be satisfied and come back for more. I host and ha...