Annapolis, Maryland Sex Ads and Adult Classifieds

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  • June 7th, 2025
  • Sexy business owner wants to date sexy man Sexy business owner wants to date sexy man Business owner for dating in Annapolis I am 43 and own a successful business. I am fully independent. I am looking for a sexy gentleman to date. He must be sexy, intelligent and solvent. Please private message me with a picture if you are interested in taking this further. xoxo, Kim43fem...
  • BBWBBW's - Heavy Hotties With Huge Sexual Appetites!... BBW's for Men in Annapolis There are thousands of local chubby cherubs looking for men just like you in the Annapolis area. They want fun, romance and want to meet you. Come check out their naughty pics and profiles. Click Here for More!       Other Sites of Interest: BBW...
  • Flirty thirty-something Lesbian wants party goerFlirty thirty-something Lesbian wants party goer Flirty Feminine Lesbian to Party in Annapolis Ok, maybe not always partying but I do love dancing so much. I can dance for you if you like! My name is Selina and I am half Spanish. I speak both English and Español and love to travel when possible! I work from home and my schedule is flexible...
  • Tall, fit Butch...Tall, fit Butch... Butch for Femme in Annapolis Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take you on picnics. I have a nice home, own my car and I have a good job. I don't need anything but ...
  • Simple FunSimple Fun FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Annapolis who are "down to fuck" right now. 3. You contact these horny women and get laid ...
  • 24 y/o Bartender Wants No Strings Fling24 y/o Bartender Wants No Strings Fling Hi! I am Kimberly and I am 24! I have a loveless marriage. My job is fun and I love my customers. Some of them flirt but they are just my customers. I want to meet a sexy guy who will be kind and attentive and loving! You must be out there somewhere! Contact me me if you think you are a good fit.&n...
  • Hey Boys The Show is Over Here!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...
  • Bryan for Hot Male-on-Male Action in AnnapolisBryan 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...
  • Femme looking for FemmeFemme 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...
  • Hot and kinky MILF looking for some fun in AnnapolisHot and kinky MILF looking for some fun in Annapolis Annapolis MILF For Kinky Hookup! Hi all you sexy Annapolis guys, I Georgia and I am an slightly off beat working professional mom of two. MILF. Just looking for some sexy fun and to explore my (and yours?) kinks and fantasies, FWB. I am into men, but possibly women or even a hot couple dependi...
  • Super Hot Barbie for Annapolis MaleSuper Hot Barbie for Annapolis Male Hello!! My name is Phoebe and my intelligence and charming personality is sure to make you feel comfortable! I am just looking for a cool guy I can date around here and have some fun together! You want to meet me? Send me a message with your pics and number! @HotBarbieAnnapolis...
  • The Trevor Project Saves Young LGBTQ+ LivesThe 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...
  • Hungry for Explosive Sex, Food, Fun and Adventure!...Hungry for Explosive Sex, Food, Fun and Adventure!... Im curious, smart, free, and funny. I like to travel, eat good food, watch movies and spend intimate time with my man. With you I will be my best self and grow as a person. If you are fun, adventurous, Sexy and happy go lucky then contact me by clicking here. I'm TessyM and you won't be disappointed...
  • I WANT TO CHEAT-ONLINE NOW ๐ŸŸขI WANT TO CHEAT-ONLINE NOW ๐ŸŸข I'm tired of my husband. He just doesn't make me happy anymore. I really want to get out and see what kind of sneaky fun I can have. Do youlike the idea of us getting out together and not telling anyone? I know I do, I'm wet right now even just writing this. I want us to have som...
  • A monster in the sheets, but a lady in the streets...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...
  • Sexy young lesbo wanting to date sameSexy 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 ...
  • II'm the Girl Your Mother Warned You About!... Ok, but I'm not All bad! What? Just because I want some fun and sexy playtime riding the weenie? Well then just spank me already and give it to me hard and teach me a lesson I'll never forget! Punish me and pound me like you mean it. Is it hot in here, or is it just me? Your mother was right and I n...
  • Super sexy busty woman looking for love and appreciationSuper sexy busty woman looking for love and appreciation Super Sexy, Busty Woman in Annapolis Hello. My name is Lyla. I am new to this area and looking forward to exploring more. Would like to date genuine, honorable and funny man. I love sexy and being sexy and being admired by a gentleman. View my profile pics BustyLylaX...
  • Russian sweetie looking for sexy loveRussian 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...
  • AnnapolisAnnapolis's Sex Ninja Has Come to Your Rescue... Single Guy 4 FWB in Annapolis Hi I'm Carl, and maybe the part about being a ninja isn't quite true, but I do have a yellow belt in Karate or was it Judo? Anyhow, I'm living in Annapolis and am looking for something more long term with the right lady. Me, I'm a black male, 31 years old, 5'10, 1...
  • Chivalry Isnโ€™t Deadโ€”But I Might Be After One Good Ride ๐Ÿ˜๐Ÿ‘Chivalry Isnโ€™t Deadโ€”But I Might Be After One Good Ride ๐Ÿ˜๐Ÿ‘ 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...
  • Breast Obsessed Little Booby Boy...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...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Annapolis Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: Annapolis, MarylandAge...
  • Super Sexy Good Girl Needs Another Cock To Suck, Are You Man Enough?? ๐Ÿ˜˜๐ŸฅตSuper Sexy Good Girl Needs Another Cock To Suck, Are You Man Enough?? ๐Ÿ˜˜๐Ÿฅต I'm Just A Good Girl Who Needs A Spanking Sometimes - Username: @BreadNButtaBB- Location: Omaha, Nebraska- Swingers Profile: Yes - Hotwife Pics: 32TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Farris: Hot blonde, skinny physique. I really love having on...
  • WE CAN HOST OR COME OVER ๐Ÿ’ฅAnnapolis๐ŸŒŸ๐Ÿ˜‰WE CAN HOST OR COME OVER ๐Ÿ’ฅAnnapolis๐ŸŒŸ๐Ÿ˜‰ Hey there, I'm Shari from Annapolis, and my husband and I are a fun-loving swinging couple looking to connect with like-minded individuals who share our passion for the swing lifestyle. We love the thrill of meeting new people, exploring new experiences, and indulging in our deepest desires together...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Annapolis.Iโ€™m a Sexy and Naughty T-Girl Here in Annapolis. Annapolis T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Annapolis area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your  worries an...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Annapolis. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! Want ...
  • RATE MY PICS XXX  LetRATE MY PICS XXX Let's Swap Pics and Sext Online! Let's Swap X-Rated Pics Online I wanna play a game. Here it is: I really just wanna send you my dirty pics. I love it when men get off to me and all I want in return is a rate of my pics and how good your orgasm is. Wanna play Look me up: RateMyPicsX  It's free and I do reply to fre...
  • No Strings in Annapolis - Hot and Sultry, Looking for Affection No Strings in Annapolis - Hot and Sultry, Looking for Affection Thanks for opening my ad. I've been neglected for far too long and am in need of affection. Things are complicated so no strings only please. That is likely to change at some point in the future. My hair goes down to my lower back and I have soft skin. My height is 5'8" and I am slender but curvy i...
  • Hot sexy shemale doll visiting Annapolis now Hot sexy shemale doll visiting Annapolis now Shemale Visiting Annapolis Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible long...
  • MASSAGE/BJ/NURU - VERIFIEDโœ…MASSAGE/BJ/NURU - VERIFIEDโœ… I'm JENNY LOVE โค๏ธ, an exotic & rare bombshell that is the perfect mixture of sweet and sassy. I have stunning long legs, soft glowing skin & seductively mesmerizing eyes. You will love my petite body and nice smooth skin. Let me Massage you and make you cum! ๐Ÿ‘‰If yo...
  • Successful Sex Genius!Successful Sex Genius! Clever Lesbian in Annapolis Inventor of the Hindlick Manuever, Jodi here in Annapolis. I have impressive credentials such as a sexy vibe, perky tits, great complexion, 24 yrs old, blonde hair, blue eyes, 5'6, 120 pounds, dirty mind, love oral and toys, love kink and fetish, and open minded. Yo...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates.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...
  • Mature Mom likes oral funMature 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 ...
  • II'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...
  • Lusty Busty Lesbian Ready to chat in AnnapolisLusty Busty Lesbian Ready to chat in Annapolis So, like I am 22 and I am new here since December. My name is Kandi and I am medium height and weight, and fit with more than ample breasts that love female attention! I like dancing and movies. I'm sexually adventurous and very much kink friendly. Party friendly but no hard drugs. You want to talk?...
  • Hey YaHey Ya'll Its a 3-Way Booty Call! Try an Ebony Threesome With Me! Vera here in Annapolis looking for a few good swingers! Or, at least one good couple. LOL  If you like hot chocolate and a big booty here I am. I got some hefty hooters too that will make your mouth water and hypnotize you so I can take advantage of you. Hit it ...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Annapolis My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. This feels right and I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and o...
  • Fetish Swingers W an Appetite in Annapolis - And YOU are on The Menu!Fetish Swingers W an Appetite in Annapolis - And YOU are on The Menu! Fetish Fantasy in Annapolis Let us introduce ourselves, we are Gale and Ronan, swingers and fetishistas here in Annapolis. We are def looking for a single guy or girl to join us in some adult fun. We are into threesomes, foursomes, kink, fetish, bondage and other assorted kinds of BDSM. The degree...
  • Prefer a Man Who Lives Here in Annapolis...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...
  • Wanna play threesome in Annapolis?Wanna play threesome in Annapolis? Swinger Couple 4 Threesome Me and hubby have been together for fifteen years now and are happily married. We live here in Annapolis and are adventurous as well as fetish friendly. We want to find a third man or woman to come play with us for some adult fun. Of course we will have to meet to make su...
  • Brunette BBW beauty wants to meet handsome Annapolis manBrunette 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, ...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun ๐ŸŒ™๐Ÿ’‹Transgender Goddess for Late-Night Escapes & Filthy Fun ๐ŸŒ™๐Ÿ’‹  It’s late. You’re restless. And you’re craving something… different ๐Ÿ˜ - 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...
  • Help - CanHelp - Can't Afford a Masseuse in Annapolis! Busy Girl Needs Body Rub in Annapolis Mmmm... touch me baby! I'm DeeDee a waitress in a very busy restaurant here in Annapolis. I work day shift when all the older crowd and construction workers come in and it's hard to meet guys my age. When I get off I'm soooo sore from carrying heavy trays and m...
  • Busty chocolate Beauty loves milk chocolate treatsBusty chocolate Beauty loves milk chocolate treats Busty Chocolate Bunny in Annapolis Hey gals, I am Bunny and I am dark chocolate in complexion and big busted. I am a foodie and I love all foods! I watch all kinds of food shows from all over the world! Hit me up @BustyBunnyXXX Hope to speak to a food/dining loving lady soon!  Username:...
  • Hung Black Male Annapolis for male actionHung Black Male Annapolis for male action Wants hot male for male sex in Annapolis. All races welcome. Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in char...
  • Hot and horny 4 Threesome in Annapolis...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...
  • SmokinSmokin' 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...
  • Bring a toy for Kitty (w/batteries) on our first date!...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, ...
  • Penny for your thoughts?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 ...