Annapolis, Maryland Sex Ads and Adult Classifieds

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  • September 18th, 2026
  • ๐Ÿ˜‡ ๐Ÿ† ๐Ÿ˜TRANNY COUPLE -Annapolis- SHEMALE SWINGERS๐Ÿ˜‡ ๐Ÿ† ๐Ÿ˜ Hey babe, are you interested in Shemale or Transsexual Sex? How about a shemale couple looking for you to join? If you want to have some sex and swing with us.. You MUST be willing to do whatever we say. Do you want to play with our cocks and boobies at the same time?. Swap TS Nudes & Conta...
  • 2 ASAINS๐Ÿ‘ญ๐Ÿ’Žbj/gfe/rubs Do you want to feel the soft touch and body of a hot and petite ASIAN girl?? How about two asian ladies, who know how to make you feel good in all the right places.. Let them rub, kiss and lick you. All over your body, check them out here, we're waiting. โค๏ธ My Profile - Learn more about me. ๏ฟฝ...
  • 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...
  • I'm Your Sexy Guy... ALSO BI ๐Ÿ†๐Ÿ’ฆ Annapolis I am here to rub you down to a state of complete relaxation and release from all your stress. I am a student of somatic massage and would love to use my techniques all over you. I only do out-call at the moment. I am located in Annapolis but I am happy to travel anywhere,,,   Gay M4M - Deep R...
  • Amazonian Warrior princess looking for her Xena Tall Woman for Woman in Annapolis I'm a soft butch bisexual/pansexual woman. I enjoy cosplay and RPG. You wanna role play with me? My name is Terri and I am 5' 11", medium/athletic build and I have long dark hair. I am fit and muscular from working out regularly. I'm interested in all types of wome...
  • Sexy young lesbo wanting to date same Hi I'm Melodie! I am 19 and have been out to my family for 3 years. They are so cool and don't care as long as I am happy. My mom suggested I put an ad out online so here goes. Wait a minute... how does my mom know this site?!! hahah, anyway, here goes.  I am into clubbing but also like peace ...
  • Exotic TS Beauty Seeking a Generous Gentleman ๐Ÿ”ฅ๐Ÿ’Ž Hello lovely, I’m a beautiful trans girl with lots of curves. I’m a confident woman with a beautiful personality. Here I want to meet with the more successful men. Men who can understand that the beauty is also of the feminine kind. Intelligent men, that can realize that we trans girls a...
  • Well Endowed Shemale is beautiful Annapolis 32 Well Endowed Shemale in Annapolis I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures and ...
  • Czech Beauty new in Annapolis Ahoj, lásko. Rád bych se s vámi setkal a hledal jsem vás. Kdy se s tebou m?ลพu setkat? Jsi tam venku? Kontaktujte m?. Hello, my love. I know you are out there somewhere. I would like to meet you and have been looking for you.  I like texting and sharing sexy thought...
  • Smokin' Hot and ready for a date! Ok, so maybe Smokin' hot is something you need to decide, buy hey, I have a sense of humor! Seriously though, I do think I am quite attractive and I have certainly been complimented often. My hair, especially, gets a lot of attention because it goes way down my back and I sit on it! It is long and s...
  • Nerdy Tech Guy With a Fun Side ๐Ÿค“๐Ÿ’ฌ The first time you meet me, I think you would describe me as the smart quiet guy until the playful man comes out. I work in the tech industry and am a huge movie and game fanatic. I love to have long conversations in the dead of night about everything from travel to the most useless piece of trivia ...
  • 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...
  • 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...
  • Daniel 28, Plumber, recently new to area 28 y/o Man New to the Annapolis Area For Dating I am fairly a plumber by trade. I am looking for new people to meet in the Annapolis area and I would love to meet a nice lady I can talk to and listen to and maybe more. What do you enjoy doing? I like trying new things so don't be shy. I like campin...
  • I Melt for Men Who Lead ๐Ÿ–ค Annapolis A woman who really needs to be dominated and disciplined!! I move and do whatever you want, I aim to please and do whatever it is that I'm told (NOTHING IS OFF LIMITS FOR YOU). What holds my attention? Peaceful firmness, lively drive, even just the quiet sense that choices slip into place without ef...
  • Glamorous TS Sugar Baby Ready to Be Spoiled ๐Ÿ’Ž๐Ÿ’‹ 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...
  • ๐”น๐”น๐”น๐• ๐”พ๐”ฝ๐”ผ๐ŸŒฎ๐Ÿ’ฆ LATINA๐ŸŒฎ100% new girl๐ŸŒˆ๐Ÿ”žLATINA๐Ÿ’– Annapolis Hey there, I'm Rene from  Annapolis . I'm a fun-loving girl who's always up for trying new things in the bedroom. I love to explore my fantasies and play with different kinks. Are you ready to join me on a wild ride of pleasure and excitement? ๐Ÿ˜‰ When it comes to sex, I enjoy getting a l...
  • Cerco signore americano di lingua italiana a Annapolis Bellezza italiana Cerco uomo di lingua italiana a Annapolis Mi chiamo Erina e vengo da Roma. Se si può nder stand questo si prega di testo me così possiamo incontrare. Voglio un gentiluomo americano di lingua italiana per amore a lungo termine. Sono nuovo a questo, quindi per favore s...
  • Want to touch my amazing... Wookie? Me, black gay male seeking local men to date, hang with and have some good times. Up for pretty much anything. (love body rubs) 5'10, green/blue eyes, 30 yrs old, well endowed and always ready if you know what I mean.  lived in Annapolis for most of my life. I am a city worker so a...
  • Annapolis๐Ÿ’• Letโ€™s Grab Drinks & See Where the Night Takes Us  Lesbian Lady here, seeking a fun and outgoing lady!!... Oh hey babe, I’m a sweet little flirt, I'm from Annapolis and I like cute cocktails, deep convo and  making out in the back seat secretly. So I think we should meet at a cozy lounge or rooftop  bar and get a strong drink o...
  • Annapolis Wild Child Looking for a Thrill or Two... Let's Go Wild Baby! Hey boys looking for a party? I'm Jenna ready for life in the fast lane here in the Annapolis area. About me - 21 years, 5'5, C cup, smoke, love to hang with the boys. If you are looking for a girly-girl then I'm NOT 4 U! Let's just take things as they come and don't get too hun...
  • So Easy A Cave Man Could Do It! Must Have NSA In Annapolis! Hi I'm Lynn (CaveGurl) here in the Annapolis area looking for her sexy cave man. Simply click the blue link thing down below and take a look at my naughty profile pics and let your primitive instincts take over. No need to re-invent the wheel in your quest for fire....
  • Roses are Red, Violets are BOOBS! Woman Seeking Boob Man in Annapolis I'm Violet! Just a girl living here in Annapolis all my life except for a short time in Tucson, AZ. I'm 23 years old, big natural titties, redish hair, blue eyes, big sexual appetite and love to have a man treat me to a long blissful booby rub. That gets me ...
  • 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...
  • Bite Me Butches! Annapolis Lesbian for Butches Deena here in Annapolis daring all you bad butches to come get me! I'm fiesty and kitty has claws. You aint gonna get this easy like you think. Yeah sure, I'm a little sarcastic, brutally honest and sexually hostile, but that sort of foreplay leads to explosive sex and...
  • Creative Music Lover Seeking a Fun Woman ๐ŸŽถโœจ I really love music. I play guitar and go to local shows whenever I can. I meet some really cool people at shows who share my love of music and positive energy. I am a pretty chill person and like to carry over the way I naturally communicate into my online conversations. Want to chat some or maybe ...
  • Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!... Sal here in Annapolis to melt your stress away and relieve that pent up sexual tension like no other. I host and offer full amenities and services to my gay clients. All men are welcome as well as couples who need to unwind and spice up the day the right way. I serve gay, bixsexual and bi-...
  • Chill Dude Needs His BBW Queen... Hi ladies I'm Mike from here in Annapolis, age 30, 6'0, 190 pounds, Italian, French, Norwegian mix, tatted, well endowed, muscular, journeyman plumber, who loves lots of curves and passion in his woman. I don't meet many women in my line of work and bar pickups are not usually the right way to find ...
  • 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...
  • Professional Wants to Settle down in Annapolis... Gay Man for Commited Relationship Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Annapolis. I'm not too particular about race, religion or political bent really. As long as you are a loving and caring person. If you have a hot temper do not contact. I'm over that crap! Will...
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  • ๐Ÿ’Ž Ready to Be Spoiled in Annapolis? ๐Ÿ’Ž Hey there handsome… I’m a 25-year-old guy with a strong build, big drive, and an even bigger appetite for fun. I dedicate myself to success while enjoying my comfortable lifestyle because I want to experience these pleasures with someone who appreciates luxury. I enjoy spending time wit...
  • Woman Seeking Man ๐Ÿ˜ˆ Check out my dating profile I’m a DOM woman who enjoys leading and being in charge, setting the tone, and exploring power dynamics with a man who is curious, respectful, and open-minded. - I want you to let me take charge -.. Then maybe you can boss me around some!  I want to direct our porn and choose the posi...
  • Bored Housewives In Annapolis Want Your Cum! ๐Ÿ†๐Ÿ’ฆ๐Ÿ‘… Bored and Lonely Housewives Looking For People To Do - Username: @Lking4Swingrs- Location: Annapolis- Swingers Profile: Yes- Hotwife Pics: 45TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Got married early - Husbands are wealthy and gone often, leaving my bes...
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  • ๐Ÿ”ฅ TS Yessica โ€“ Verified & Ready in Annapolis ๐Ÿ”ฅ TS Yessica shows her confident and playful personality when she meets new people because she shows them her authentic self. ๐Ÿ˜˜ You have discovered your perfect trans escort who will create unforgettable experiences while providing an outstanding encounter. I dedicate my free time to people who gen...
  • Verse Hung Blond For Some Nasty Fun Tonight Long blond hair, smooth, about 9 inches cut. Vers guy looking for some fun in Annapolis tonight. Very oral, love to deepthroat. LOVES to eat a hot ass! If you are looking for some vanilla sex hit me up. I can host or travel within about 25 miles from me. Hit me up and see if we are a match. Would lo...
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  • Deep Throating Is The Game - Wanna Play? ๐Ÿ†๐Ÿ‘… Raw, Uncut and Everything I Want in An Orgy - Username: @SuckkinOnThemDicks- Location: Annapolis- Swingers Profile: Yes- Hotwife Pics: 27TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Everytime we post an ad like this we end up completely swamped with message...
  • Tatted Dad Looking For His Boy Around Annapolis 35, hairy, brown hair, brown eyes, 5 ft 10, about 7.5 inches cut. Hippie type guy looking for his "boy" to smoke with. Prefer younger guys but can go older for the right guy. Hey, a hot guy is a hot guy, regardless of age. Mostly top here, but very oral and loves to eat a hot ass. Send me a message ...
  • Trans Sugar Baby Energy in Annapolis - I'm ready for a night out! Hey there… I’m a sweet, confident, and playful trans beauty in my early 20s who loves good vibes, strong chemistry, and nights that turn into stories you replay later ๐Ÿ˜˜ I enjoy being admired, feeling cared for, and bringing a little sparkle wherever I go. Yes, I can be your “ba...
  • Male who is a little bit bad but loves to show his woman a good time!! Hey there, lovely ladies of Annapolis, My name is William and I'm on the hunt for someone special to explore this beautiful town with. ๐Ÿ’ซSwap 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 en...
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  • College Guy Looking For A Fuck Buddy In Annapolis Are you near Annapolis? I am looking for a fuck buddy to fuck around with from time to time. It would be great if you had a place, or we can do car stuff. I am 20, fit, 165 lbs and 5ft 8. Prefer men under 45, but men can be hot at any age. Love uncut guys, but it's not required. Send me a message an...
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  • ๐Ÿ”ฅ Your Best Kept Secret in Annapolis ๐Ÿ”ฅ 28year old male! The following scenario exists in my mind. Your eyes meet mine when you want to remain hidden yet my presence stays with you throughout the entire day. Your connection with me causes you to slow down during your morning walk while you encounter various joyful experiences. I want to p...
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