Annapolis, Maryland Sex Ads and Adult Classifieds

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April 1st, 2025

Annapolis Latina beauty wants love Buscando a un hombre que sepa lo que quiere La gente dice que estoy caliente. Buscando a un hombre que sepa lo que quiere y no tenga miedo de conseguirlo. Escríbeme @ belleza_latina...

I'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...

Spicy and Hot T-Girl from Colombia Latina T-Girl in Annapolis Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...

Jaw Dropping Hot Lesbian Hot Lesbian Seeking a Female Lover in Annapolis Did that get your attention? I hope so. I am looking for my perfect partner. Someone fun attractive and intelligent. She should to be neat and clean and not untidy around the house, easy to talk to, laid back and attentive to her partner just as I am....

Divorcee looking for exclusive arrangement with generous gentleman Divorcee Seeks Exclusive Arrangement with Sugar Daddy Hi, I'm a recent divorcee seeking an exclusive arrangement with a Annapolis sugar daddy! I am am 26 years old, love sex and pleasing my partner. I am looking for someone open to all types of fun and adventure! I'm classy enough to take to a busi...

💦Male for Male – NSFW Only: You Dom, I Submit. Period. 😈🖤  The advertisement is not intended for casual greetings. This is: You top. I bottom. You  take. I give. You tell me what to do. I do it. Simple. Dirty.  Hot. View My Gay Dating Profile Here - ❤️✨ I completely submit to all things kinky while being body-positive and ready to sur...

Fit and Ripped guy looking for gym freak Gay workout buddy wanted in Annapolis Jim, 6'2", 180lbs, 30s, good looking, dark short hair, looking for guy to work out with. Into clubbing and would like a dance if you are out there. Message me @Jim6ft2m4m. Member name: Jim6ft2m4m Location: Annapolis Height: 6'2"  Weight: 180 pounds ...

Handsome Butch looking for Fem Beauty Butch Lesbian for Fem Beauty in Annapolis My name is Mikayla but my buddies call me Mikey. I am 26, working full time and love to ride my Harley. I am interested in meeting a beautiful soul who likes to feel the cool breeze in her hair from the pillion seat of a 750 heading into the mountains....Le...

Star Wars fan looking for his Obi-Wan Rudy seeks man in Annapolis  Name is Rudy and I'm looking for a man in Annapolis. Are you out there somewhere? I am looking for you. I love Star Wars. Possibly a little nerdy ;) Would like to have light saber fight with the right guy. Private message me @GayNerd4m...

Cuckhold Bull in Annapolis Available for Couples... Hello, I'm Ryan and live in Annapolis offering my unique service as a Cuckhold bull. I have the physical credentials and am attractive. I stand 6'0, good shape, 9"+ inches, thick and uncut, single, black hair, blue eyes and I am a very easy going guy.  Respect and attentiveness are my watchwor...

47, 6' 2 Man Seeking Woman for Dates in Annapolis Hey, Richard here. I just want to say hi to you and hope you might check out my profile and see if you want to date me. I am just a regular guy looking for a regular gal. I've been single too long. It's time to meet someone special to enjoy the fun things in...

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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.. ...

🔥Gay Hookups – Bedroom Eyes & No Bullsh*t Vibes 💋🍆  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 ...

Flirty Fun, Endless Kisses & No Judgments 💋 Annapolis  The person I am today is a relaxed yet passionate man who balances his gentlemanly nature with  flirtatious tendencies by sending sweet messages during mornings and provocative messages at night. 😈 I enjoy tasty  food with slow kisses and unexpected plans that typically lead to in...

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...

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...

Mature woman who likes to party seeks younger man in Annapolis Mature Woman for Younger Man in Annapolis I am a mature but sexy professional advertising executive who needs to find a good man to date. I want someone who likes music, long walks and romantic dinners. I also want someone who can stay up all night and party! Are you that guy? If you have the stami...

Looking for someone fun & exciting! Angela26Annapolis 💋 Looking for a very exciting man in the Annapolis area who can make me laugh and who enjoys long walks and romantic dinners. I know it sounds cliche but I do love long walks in the park!  💋 Send me a message and if you want to go for a walk with me, let me know. (Angela26Annapolis)...

British T-girl Seeking Classy Gentleman in Annapolis... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Annapolis and am financially independent and looking for a gentleman who is like-minded, equally solvent and has exce...

Hot Girl Wants To Hang Out With Woman in Annapolis Are you cute and fun? I'm lonely and looking for good times with someone special. Just send me a message @HotGirl4XXXFun and I will send my recent pictures. Please send your pics and contact number. Let's text and go from there. Local girl looking for local female friend to hang out with and m...

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...

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 ...

Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Annapolis Look no further honey, I'm Franny an Ebony trans woman here in Annapolis to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they don't have...

Super 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...

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...

I BREAK TWINKS and turn them into MY SEX PUPPETS! Big top bone thug gonna wreck you and make you twinks tap out! Looking for sissie boi to use and abuse here in the Annapolis area. All is fair and shit as they say. Needless to say I'm the dominant and controlling type in any situation. Your gonna get the big one rough and deep honey! No screamers p...

Bear looking for shaved dude My name is Freddy (FrEEkXX) and I am looking for a guy to love. He has to be shaved because I like the feel of my beard on bare skin. Drop me a text or email @FrEEkXX if you want to hang out. ...

Keep Calm And Have A Threesome in Annapolis! Swinger Couple in Annapolis I'm Daily and my hubby is Don, we are in our 30's, live here in the Annapolis area and are swingers looking for a sexy man and or woman. We love role play as you can probably tell from our pics. We can be a little kinky I suppose, but mostly we are into adult role play a...

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 ...

Vivacious Redhead Bi-curious in Annapolis... Hey ladies, I'm Bi-curious Lisa and new to this. I am excited and nervous at the same time. I want a hot encounter with another female to see what it's all about. Might have to take it slow at first, so please be patient with me. I am thinking a woman knows what a woman wants better than a man. I co...

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...

Here For The Hot Annapolis Girls, No Games, Just Fun! Annapolis Lesbian for FWB I'm Kelsey a tatted lesbian female 33 years old, living in Annapolis seeking a woman for some FWB fun and no games. They say I have a bit of a hard edge on me, but I am kind until I'm not. Just like anyone I don't like to be pushed and abused, so what more can I say about ...

Irresistible woman desiring to be wanted Hello, I am originally from Portugal and would love to meet a handsome, funny guy to do to movies and dinner with. I am new to this online dating scene but hopefully, you will be nice! Please message me!  IberianLady1 Olá, sou natural de Portugal e adoraria conhecer um tipo bonito e eng...

Not exactly out yet. Need discreet NSA... Mixed mexican/white male 29yrs, professional divorced with two kids. I am looking to explore my bi-sexual curiousity in the Annapolis area with the right man and see if there is anything there. If you can be discreet and are interested then please come see me by clicking here....

King of your heart waiting for you in Annapolis Abe, 32, local in the Annapolis area, own my own business. I work hard and play hard. I am looking for a gentle guy who is understanding and kind. I love to laugh so you have to be funny. Not all the time, but you need a good sense of humor. Life is too fun to be serious all the time. Message m...

Lonely young man just out in Annapolis I just came out about 6 months ago and I am new to this kind of dating. I am 32 and I have a job. I love music of all kinds and enjoy singing. My name is Trace and if you want to chat you can click my profile @TraceAnnapolis. ...

Earth Momma - Strict Vagitarian... Hi I'm Orla, 29 years old, sort of a new age type lesbian in Annapolis looking for a compatible woman who I can share nature's bounty and goodness with. If I start boring you with my star charts, crystals, palm reading or alien theories just shove something yummy and lickable in my mouth. That alway...

Annapolis Paramedic Seeks Playmate, Friend, Lover 32 yr old, female, I'm a Annapolis paramedic looking for someone who can understand a wild lifestyle and sometimes erratic hours. I work hard and I play hard. I love passion and exploring new things sexual, if you know what I mean! Kink friendly is putting it mildly. If you are interested in meeting...

Super 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...

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New to this place, Andrew, 36. Man Seeks Woman in Annapolis Ok, what do guys say on these things? I want a kind, friendly and fun lady to hang out with and maybe get to know each other a bit. I am tall and somewhat slim build with dark brown wavy hair and blue eyes. Send me a message @TallManAnnapolis...

Blonde man age 29 wanting handsome boyfriend Hi guys!! I'm Marcus, age 29 looking for a handsome boyfriend in Annapolis. I am kind and fun-loving, and I love dogs. I have three dogs in our family. 2 shepherds called Alfie and Sirius and a Westie called Scottie. I am totally out with friends and family and comfortable in my own skin. I am into ...

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! ...

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Big Tits, Looking for Real Fun in Annapolis Big Tits, Seeks Fun Guy in the Annapolis Area I can entertain you and make you laugh! I have a bubbly personality, big tits that love to be touched and I like to show off. I just like to kick back and have fun. I am light hearted and fun, intelligent and also street smart. Would like to meet simil...

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...

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...

Attractive, Dark haired and Slender - Brunette28XAnnapolis 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. Send your photo for mine. Hit me up for a date and send m...

I’m willing to lie about how we meet... I am a 32yr old half Hawaiian, Samoan, and half German. Born and raised right here in Annapolis. I'm 5'11" 190 pounds and have brown hair and hazel eyes. I’m a Disney obsessed, official Netflix movie rater. I’m also a cereal connoisseur and to top it all off I'm an 80’s pop music L...