Annapolis, Maryland Sex Ads and Adult Classifieds

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

  • September 15th, 2026
  • Karaoke queen loves singing with her Knight-ess Carmel Karaoke Queen in Annapolis You love to sing karaoke? Good!! Me too!! My name is Carmel and I adore singing. I am not shamed to say I am probably not so good but after a drink or two you probably won't care! I love singing modern pop, 60's and 70's disco, and even some modern rap. Message me ...
  • I will always laugh at screaming goats... Annapolis Man Seeks FWB I’m George age 40 here in Annapolis and am a bit of a shut-in. I still like going out for drinks and having fun but I find more peace and have more fun just kicking back at home. I love the beach, movies, Disneyland, writing music and poetry, spontaneous trips, and pla...
  • 🌢️Male Seeking Male – β€œWhat Are You Into?” Everything. Now Come Over. πŸ‘πŸ–€  You have me as your hidden secret while I am your deepest sexual desire which will cause you to  have morning soreness and a pleased expression 😘 I enjoy oral fixation while practicing roleplay and light  dom/sub games with an interest in power dynamics and extended filthy nights ...
  • 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 ...
  • Carmel skinned beauty waiting for you in Annapolis Woman seeking woman in Annapolis I am Brandi and I am busty and attractive. I am carmel colored from a mixed background and I am looking for the woman of my dreams. I am passionate and love sex. I'm seeking a fun-loving woman in the area who wants to enjoy the fun things in life. If you meet that ...
  • Shy femme needs love from butch woman in Annapolis Femme for Butch in Annapolis Hello. I am Jemma and I am 24 and very shy. I work Tuesday through Saturday and so my weekends might not be the same as yours. I hope you can accommodate me. I would like to meet a butch lady who looks so handsome, has short hair and long fingers. Please send me a mess...
  • 🍻πŸ”₯ 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 ...
  • Join Me for an Episode of The Hung and The Restless! Endowed Annapolis Gay Man Seeks Hookup I'm a gay man living in the Annapolis area with 10+ thick inches of uncut restless pleasure. I'm Matt 28 years old, 6'0, 200 pounds, muscular, black hair, brown eyes and take care of myself. I'm top, but can be versatile depending on you. You will find me warm...
  • 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...
  • Sweet Guy with a Naughty Side πŸ˜‡βž‘οΈπŸ˜ˆ Searching for My Queen Annapolis Hey there, lovely ladies of Annapolis! My name is Romeo and I'm on the hunt for my very own Juliet. Are you ready to be swept off your feet by a modern-day romantic? Look no further because I'm right here waiting for you. Swap pics & contact info AnnapolisI may not have a balcony to profess...
  • Jaw Dropping Hot Lesbian Desires to meet her Princess in Shining armor I am tall and light chocolate. I am elegant and slender with short afro hair. I look like a Bond Villain but I am truly very sweet.  Why not give me a chance? I am also fun. Message me @MilkChocolateFemme if you like a taste of hot chocolate! MilkChocolateFem in Annapolis Username: @MilkChoco...
  • 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...
  • 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....
  • Keep Calm and Pet the Kitty... Angie here in Annapolis with a special pubic service announcement to keep calm and pet the kitty should you have an emergency. Come closer and listen to her purr... closer now... closer now! Ahhh that's it right there, kiss the nice kitty! That's how we stay safe at night around here. Safety minded ...
  • 🀎 Ebony Ready to Meetup for Fun Tonight 🀎 Annapolis Username: @JazziVibes Dating Profile: Yes Pics Available: 15 Video Chat: Yes Messenger: Yes Message me directly if you’re serious πŸ’¬ Hey baby… So I am Jazzi from Annapolis , I’m a dark chocolate, curvy babe with a personality that is full of life. I need a man that can tal...
  • Confident Domme Seeking a Submissive Woman πŸ–€β›“οΈ Some relationships are all about chemistry. Some are about trust, control and the subtle thrill of giving up control to someone else. I’m a confident lesbian Domme and I adore the dynamic of being the dominant partner to a sweet and lovely female sub who enjoys being guided, disciplined, spank...
  • Lookin' for a Playmate? Let's Make a Playdate!... Sexy Annapolis Hottie For NSA Busy student wants a hot and sexy man (preferably a little older and mature) to spend some quality time with in Annapolis. I'm a 22 year old white female college student studying hospitality management and love to get out and find a release once in a while with more ma...
  • Latina Chica New in town New in Annapolis age 28 Latina Chica just moved here. Wants to meet sexy chick for dating and fun. I've never done this before but new location, new me!! I would love some experienced woman to teach me how things work with lesbian and bisexual women. Don't worry, I am a fast learner and I already ha...
  • Any Irishmen Here in Annapolis? Well, step right up then gentlemen I'm from Ireland and live here in Annapolis for two years now. I am awaiting my naturalization papers to go through so I can become a US citizen. Currently I work in catering mostly for weddings. It's a good enough job, but I'm not here to tell you all about my lif...
  • 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...
  • πŸ”₯Gay Hookups – Bedroom Eyes & No Bullsh*t Vibes πŸ’‹πŸ†  Your mama warned you about me yet your dad would secretly appreciate my nature 😈 34,  toned, tattooed, and nasty in the best way possible. I seek a genuine male partner who  understands my body type through strong hand usage and dominant presence and filthy sexual thoughts. Your ...
  • Stop! Look no further for the girl of your Dreams! Hello guys in the Annapolis area. Here I am!! My name is Brandi but you can call me sweetheart lol. I am bubbly and charming with a great (I think!) sense of humor! I am bored being alone, so please contact me me for a date or a drink! @DreamGirlAnnapolis...
  • Needed: Single Men and Women For Sexy Swinger Couples in Annapolis!... Meet Local Swingers and Get Naughty! Thanks to you Annapolis swingers can spice things up by having a sexy woman, a hot man or even an amazing couple join them in the bedroom for adult fun. Instant Access - Biggest  Selection - Widest Variety Meet and hookup for the best sex ever!...
  • BBW -W4W πŸ” Burgers & Backseat Kisses? Count Me In BBW Lesbian ( w4w in Annapolis ) seeking a cute, sweet and open minded woman 🧁 .. I hope you love a beautiful woman who has a lot more to giveπŸ˜‰πŸ° .. I love any kind of woman, I just want you to accept me for me and play naughty with me ( VIEW MY PIX - MESSAGE ME )   Not all dates ...
  • Hot Latina looking for love Latina caliente buscando amor. En la música de fiesta, jugar, acampar en la puerta y todo tipo de diversión física. Me Text para una cita! @latinacaliente27 Hot Latina looking for love. Into party music, playing, out door camping and all kinds of physical fun. Text me for ...
  • Sensual Dating Sensual Dating with Jen Wanting to date sensual caring man. I will do things the way you like. I like super open minded guys who show respect. Kink friendly!!!! Just pm or text please, no calls. My contact info is here SensualAnnapolisJen Open minded Kinks welcome Femdom  420 fri...
  • Fun and Sexy Girl in Annapolis πŸ’œ Sweet as HONEY 🍯 Bad as SIN πŸ˜ˆπŸ’‹ FuN gIrL just arrived here and needing to get out πŸ₯‚πŸ₯³ So I’m currently in a new city and looking to meet a nice guy to maybe hang out and see where the night goes. I LOVE to talk, have fun, drinks, etc. As long as you have a nice face, a beautiful smile and maybe a bit of a cheeky persona...
  • Confident Latina Seeking a Beautiful Woman 🌹πŸ”₯ Hi! I’m Camila. A very confident and sexy, friendly and playful Latina. I think the chemistry between women can be undeniable and very easy and also very sexy if the connection is right. Let's get to know each other and chat!  I love to eat, listen to music, nice people with a good attit...
  • Petite Annapolis spinner girl for threesome... Little Bombshell in Annapolis for Threeway Hi ladies and gents I'm Jamie and I'm looking for a FWB situation with a hot couple who lives in the Annapolis area. (willing to travel) As the title implies I am petite; only 5'1 and about 100 pounds. I am 22 years old, Italian, hot blooded and love to ri...
  • Busty curvy 38DD wants to date gorgeous guy Busty, Curvy 38DD W4M Fun, busty, sexy woman looking for an equally sexy guy to make me happy, both physically and spiritually. Discretion assured. Please be fun. I will be your dream girl! Text message me (BustyKateX) for a date....
  • BBW'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...
  • πŸ’œ Cute TS Girl Looking for the Right Guy 😘 Just moved to Annapolis😊 Gorgeous, very sweet and easy to get to know. I am a trans girl seeking to meet men that are confident and know what they are looking for, yet are also looking for some friendship with a new person. I enjoy going out for cocktails and having a good time, flirting with the...
  • Good girls don't, but I DO! Tania Needs Hot Man in Annapolis You can call me a good girl all you want... but that won't change my horny ways. I need more! I need to be touched, I need to be filled, I need to be spanked! Any men in Annapolis who feel me on this? Let's get together and see about some NSA tonight and if it works...
  • 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...
  • πŸ–€ Fetish Ad: Soft Control & Worship Energy Quiet Confidence. Intentional Attention. πŸ‘ πŸ–€ 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 ...
  • 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...
  • Tall, Dark, Handsome Lesbian My name is Selena and I am tall, dark haired, in my 40s and still in my sexual prime! I have Latin heritage and I am fiery but kind. I do not have a bad temper but I am passionate. Age doesn't matter as much as personality and spirit. Any race, any height/weight. I love all body types as long as you...
  • Chubby Chick looking for guy who can handle me! So, I am a little heavy but more just curvy. I have 44DD boobs and I love, love, love to laugh! You gotta be funny if you are going to date me. Why not text me your favorite joke and we can see how we get along!  Lisa44DDAnnapolis...
  • 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...
  • Annapolis Fetish Lover seeking hot, kinky fun! Annapolis Fetish Lover for Hot, Kinky Fun! I am a seriously fun woman who has a naughty side. I have never put an advert on here before, so I hope I am doing this right. I just turned 28 and I am about 5' 6" with a curvy body and slender legs that go on forever and look great in stockings. I love ...
  • 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...
  • September 14th, 2026
  • 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 ...
  • Fitness Freak has sporty body Hi, this is Teri! I love to work out. I run, I lift weights and I am fit. I am medium height and weight, toned and tan. I have brown eyes and blonde hair. I want a woman who is her own person and financially responsible. If you are a fun type who loves an athletic female partner, take a look at my o...
  • Your Ultimate Erotic Experience!! Don't Miss Out!! I am very honest, sweet, and loving young woman, I am a Christian, that is my background, religious and I believe in real love, I am here looking for real love and a man that I believe I deserve, I love cooking, dancing, cleaning, watching movies, I am down to earth outgoing woman. I have been in an...
  • 🌺Ebony GodessπŸ”₯TIME TO PLAY! I am affectionate, classy, mature, independent 420 friendly, Super CuteπŸ’‹ Ebony Woman seeking. I love Kissing and Making out.πŸ”Ή♦πŸ”Ή Nice and Sloppy. I want a secret Fuck. I can host or come to your place thats your choice!Age & Size doesn't matter πŸ’‹πŸ’‹πŸ’‹My Profile and Pix Here οΏ½...
  • Help - I'm a Nymphomaniac AND an Insomniac - There is Only One Cure! I'm sort of a reverse Sleeping Beauty story. lol I need lovin to put me to sleep and give me those feel good endorfins. I want to find a sexy man to hookup with when the need strikes me. Of course you can let me know when the need hits you too. This isn't a one way street after all. I'm 29 years old...
  • Trans Playmate Sex Kitten... Ebony trans woman in Annapolis wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I a...
  • Ebony Mom Energy πŸ”₯ Soft Curves, Grown-Woman Confidence in Annapolis Ebony Mother Seeking some sexy fun, shaped by everyday life - this is who I am. Confidence flows through me like sunlight after rain. When work fades, something quiet and warm stirs beneath the surface. Needs meet longing, balance finds pleasure. Enjoyment matters, yet calm rules above chaos. 😌�...
  • πŸ’™ Unwind With Nico 🌿 I am Nico, a fully qualified massage therapist as well as an experienced companion. Nice, charming, warm and friendly. I do love giving massages, although I'm here for dating and some fun.. I can be just a little bit naughty 😏... Handsome Feel free to message me here - let's connect! ✨ Pr...
  • Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  Warning: I’m addictive 😘 View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...