Annapolis, Maryland Sex Ads and Adult Classifieds

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  • August 7th, 2025
  • Beauty Queen from India looking for love My name is Manju and I came from India in 2002. I am a college graduate and I work in retail. I am looking for someone who is exciting and fun, but honest and trustworthy. If that is you please message me Manju in Annapolis so we can get together. I look forward to meeting you!...
  • Bryan for Hot Male-on-Male Action in Annapolis Bryan M4M in Annapolis Hey guys! I'm Bryan, looking for some hot male-on-male action. I want to meet a guy in the Annapolis area who is ready to get down and dirty with me. See my pics and contact info @Bryan24m4mX.I'm primarily top but can switch for the right guy. I love getting my big thick cock...
  • Mature Latvian lady seeking mature fun gentleman 🐈🐈 Mature Latvian Lady in Annapolis Hello there. I am Rada and I am a sexy mature woman from Latvia, now in Annapolis. I am very independent and charming and looking for a guy I can talk with and laugh with and just hang out with on weekends. Please contact me online or text....
  • 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 ...
  • 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 ...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Annapolis I'm queen Delilah a trans woman here in Annapolis searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous posi...
  • 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...
  • Wife Swap! Let's Swing in Annapolis Attention Swingers in Annapolis! Adventurous, attractive, athletic swinging couple in the Annapolis area seeks swinger hookups for social activities and to explore the local swinging lifestyle. Let's go to the clubs and spend time socializing for fun and passionate sex. Kinks are welcome with us! ...
  • A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Annapolis area and are interested then drop me a line and introduce yourself. You ca...
  • OKAY I Admit It! I'm Feeling a Little Frisky in Annapolis Where's My Boy Toy in Annapolis Ramona, 22 years old here in Annapolis and in need of some male company. I have an itch that only you can scratch. Hmmm, what do I want cause you guys come in all kinds of flavors and sizes. It's like being a kid in a big candy store. I know, why don't you tell me wh...
  • 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...
  • Need a Dirty Sexting Buddy in Annapolis... Hi guys I'm Cathy in Annapolis and My fantasy is to sext NSFW naughty pics and short videos to a kinky man while I'm at work. Upblouse when I'm braless, upskirt w/o panties, toy play etc. I get really horny in my office and need you to send dirty comments back. After a while you send me nasty pics o...
  • Looking for my sexy ride or die man Hi gents, Gina here I'm a tatted 26 year old biker chick at heart who is into more mature men, and I live by the biker's code. I am loyal, love the feel and freedom of riding and always give my road king the sex, affection, attention and space he needs. Take me for a ride sometime? A good ride alway...
  • 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. ...
  • 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...
  • 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...
  • Annapolis Grandma Loves Breast Play! Hi ladies I'm Millie looking for a special woman in Annapolis. I need a lesbian to take me to heaven and play with my huge titties (bigger than my head) all night long! I'm kind of kinky, so maybe some torture, bondage, slapping and of course massage for the girls. Of course we can't forget about ki...
  • I'm Sexy and I'm Noah!... Single Black Man 4 No Strings in Annapolis Black male, 33, 5'11, 180 pounds, with a good education and positive attitude from Jamaica originally. I have lived here in Annapolis for about 10 years and love it. There is always something to do. I am looking for an original woman. What I mean is ...
  • 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....
  • I Need a Sexy Man to Tame Wild Willy! Hung Annapolis Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Annapolis with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorite Starbucks and se...
  • Hot Angel brand new to Annapolis and web dating. Outdoorsy girl. I can be your hottest fishing buddy! Ok, I guess I am doing this right and I am hoping someone sees this! I am 28 and want to meet a cool guy who likes outdoorsy activities like hiking and (unbelievably) fishing! Yes, I can even hook a worm! Want to meet and hang out with me?  ...
  • 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...
  • Oil Me Up and Rub Me Down Baby! Desperate - Need Massage in Annapolis! Cindy here in the Annapolis area waiting anxiously for your next shippment of oil to arrive so I can come over for a body rub. Hope you ordered enough to get us through the night! Well, that's ok cause I ordered some of my own for insurance. lol I have a few p...
  • 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...
  • Send Me Sext Messages Lonely, Send Sext Messages & Pics 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...
  • I wanna be your friend and lover Mature black man in Annapolis Howdy, my name is Samuel and I am a mature gentleman looking for a lady who is smart, funny and outgoing. I am 52, widower after 28 years, no kids. I am into riding my bike, the gym, and fishing on weekends. There is just one thing missing - maybe it's you! Do you like...
  • 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 ...
  • 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...
  • 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...
  • New to the Annapolis area and lonesome! I am new here in this town and I would like to meet handsome gentleman to go to dinner and on date with. You are interested in me please send message to me. @RagazzaSexyX Sono nuovo qui a Annapolis Sono nuovo qui in questa città e mi piacerebbe incontrare un bel gentiluomo per and...
  • Italian single girl looking for love Ciao amore mio! Sono nel mercato per trovare un bell'uomo muscoloso e carino. Se sei carino e in forma mandami un testo per una data! (AngelicaXOXO) Hello, my love! I am in the market for finding a handsome man who is muscular and cute. If you are cute and fit send me a text for a date! (Angel...
  • 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...
  • I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
  • Princess Mai Rules Annapolis! Cruel to be Kind in Annapolis Come bow down before Princess Mai of Annapolis and I will rule over you. I will control your life, your comings and goings, and who you can or can't talk to you sneaky little bitch! When I text you better answer and be at my service. It is your duty and pleasure to app...
  • I LOVE a Man Who Always Brings Bananas to the Party! Yo, all you Annapolis home boys. I'm Nora part Italian and german, 5'7, large breasts, cute w dimples, chill vibe, Dr. Who fangirl, librarian, 27 years old, loves sex and IS actually from Annapolis! I need a man who gets the headline I wrote, and is always ready for a little kinky fun like me. Ever ...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Annapolis Secret Crossdressing Hookups in Annapolis 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...
  • ¿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...
  • Calling all Swingers and Boobsters in Annapolis Cali Needs Threesome in Annapolis Hi I'm Cali a single girl 24 years old with extra large boobs here in Annapolis looking for the right kinky couple who will love'em. You might be boobsters if you know what motorboating is. You might be boobsters if you know more that 7 words for breasts. You might...
  • 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...
  • Asian Lilly 👩‍❤️‍👨 I'm Horny Tonight Looking for a genuine sexual relationship with a like-minded asian lady? ( Do you want to view my personal profile and my sexy pictures? ) Look no further! As an Asian woman, I value deep sexy connection and meaningful fantasies.. I'm seeking a man who shares those same values and is open to explori...
  • 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...
  • Let’s Flip the Script—You Lead, I’ll Moan 😍🎀Annapolis Hey there, lovely ladies of Annapolis, My name is Wells and I'm on the hunt for someone special to explore this beautiful town with. 💫Swap pics & contact info  I'm a thrill-seeker at heart, always on the lookout for my next adventure. Whether it's hitting the slopes together or enjo...
  • Email Annapolis Shemales❤️‍🔥 I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
  • Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Annapolis and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message now.. ...
  • 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...
  • ✅🌈Pretty Sweet GIRL Seeking Men🌈bbfs🌈anal🌈all holes🌈 Hey there, I'm Cally, and I'm looking for someone who's not afraid to explore their fantasies with me. I love getting adventurous in the bedroom and trying out new things. Whether it's a steamy session in the missionary position or getting wild in doggy style, I'm always up for a good time.Swap Pics...
  • Chivalry Isn’t Dead—But I Might Be After One Good Ride 😏🍑 an looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very into oral and eating that kitty. I'm a damn good lover and know how to use my cock! I want us both to use each o...
  • 🎶 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...
  • ◥◣🟪🟦🟩🅽🅴🆆⬛️🅰🆂🅸🅰🅽 ⬛️◢◤I'M SEEKING A MAN FOR SEX!! Hey there, I'm Lisbeth from Annapolis, and I'm looking for some no strings attached fun with a playful partner who's ready to explore all our fantasies together. 💫 I love to get down and dirty in the bedroom, trying out new positions like doggy style or reverse cowgirl. 🍑 And when it comes to ...
  • Frisky Bottom Daddy Looking To Be Plowed Looking to have my ass streached by a guy that knows how to destroy a hole. Prefer men that are aggressive and wants to take his aggrevation out on my ass. Trying to be your sex slave for the night. 5ft 9, 150lbs, 35yo. Pics posted. Hit me up. FREE Gay Sex Finder Service! We get you LAID, gaurunte...