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

December 27th, 2024

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...

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...

I Need a Annapolis MILF Who's Got That Sexpertise! Annapolis Man Needs Experienced Woman Hi all you hot mommas out there in Annapolis. I'd love to meet someone to hookup with on a regular basis. FWB style. Young women my age seem to be sort of squirrely and awkward in bed. (just my experience) I picture a MILF as being more focused and educated on ...

I'VE GOT A GLORY HOLE FETISH - CUM 'N GO! Annapolis Glory Hole! Hi all you sexy guys in Annapolis I'm Riley, and the other girl here is Harper a neighbor who likes to join in the glory hole fun sometimes. We have a club house that has a glory hole set up that's pretty nice actually. Our boyfriends like to watch, but you'll never see them. ...

Shy guy wants someone to bring him out of his shell Shy guy for male in Annapolis Hey, I am Scott and I am 27. I am not an extrovert but once I get comfortable with you I can be funny and a little out there. I am not the sort who like attention too much but I do love clubbing and sports. If you are into jetskiiing it's a plus, otherwise, anything wa...

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...

SEPARATED MOM 🧸 Seeking NSA Hookups in Annapolis Separated mom for sex hookup in the Annapolis area This is my first time trying adult classifieds. I'm pretty shy at first but I open up quickly after getting to know someone. I have an active imagination and fantasy life. I'm a kinky, naughty girl 😈 looking for some hot fun to let off this sexu...

I'm the Girl Mother Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Annapolis for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who lives ...

Older woman seeking mature gentleman for long term relationship Older Woman Seeks Mature Man Seeking gentle fun, soft cuddles and long walks in the park. I am a romantic at heart and love a good laugh. Prefer relationship. Go ahead, don't be shy, message me or call @OlderSexySuzie. We can enjoy life together! ...

Cute and Angelic European Lady seeking class and handsomeness I am Amelia and I am European. I am financially independent and looking for a gentleman who is like-minded, equally solvent and has exceptional taste in food, wine and a very good time. Contact me! AngelicLace...

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...

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...

🔥 Looking for My Partner in Crime 🔥 Hey there, lovely ladies of Annapolis! My name is Kip and I'm on the hunt for someone special to join me on some exciting adventures. 🌟 I'm a hopeless romantic at heart, always looking for ways to show my affection and make you feel like the queen that you are. 💖 I believe in chivalry and tre...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Annapolis Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say hi!&...

Leather wearing biker chick with Harley Wanna go for a ride? I have a cool Harley motorcycle and I like to take off on weekends just for long rides. If you like bikes, leather and the wind in your hair then go ahead and message me @HarleyChick and we can talk about meeting up. Joni, 26 in Annapolis...

Slovak woman lonely and looking for guy in Annapolis Dark, sultry and tall, very well built, Slovak woman is here to please and be pleased. I desire for long term friendship, fun and love. My English is getting better so send photos and message me here @TmavoZmyselná Tmavá, zmyselná a vysoká Slovenka   Tmav&eac...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Annapolis Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Annapolis Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Annapolis to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/7 Online Cha...

Captain America lookalike in Annapolis Man for Man in Annapolis I even have the shield. I just don't jump from planes right now. Hey, guys, I am Kris and I am muscular and 5' 10". I like messing with my cars and playing a little b-ball. I am 27 and just want a cool guy to hang with. Message me at CaptAmericaKris....

Bosnian Beauty looking for American chick Bosnian Beauty Looking for Woman in Annapolis Hello. I am Lulu and I am 27 years of age. I speak fluent English and I now live in Annapolis. I am able to travel within a reasonable distance meet the woman of my dreams. Please send me a message @LuluLynn27 to swap photos and chat....

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! ...

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...

Tantalizing Tina with a HUGE W33NAH! Annapolis Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Annapolis men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About m...

Naughty but nice girl next door Naughty Girl Next Door I want you! At least I want someone like you...I want love, and friendship and fun dates and mystery drives. Please don't be shy. Come and say hello! Send me a message @NaughtyGirlTrish69  I'm a naughty girl of many interests. Internet junkie, social mediaholic, pa...

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...

Sophisticated Black/White mixed Lady wanting Gentleman friend in Annapolis My name is Janette and I am 31. Some men have been intimidated by my 36D breasts, with big sensitive nipples, but I am hoping there is a man out there who can cope with them! I am passionate and responsive and give pleasure just as freely as I receive. Don't be afraid, I don't bite... too hard! Mes...

2 ASAINS👭💎bj/gfe/rubs Asian Girls💎18+Nuru - Suck - Lick ❤️ My Profile - Learn more about me. 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 ov...

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...

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...

Young Female in Annapolis is Curious... Annapolis Bi-curious Babe I'm Darlene, 26 living here in Annapolis all my life and am finding myself bi-curious. I've always wondered what it must be like to be with a woman. I see women who are hot all the time and have certain sexual feelings for them, but I never acted on it. Except maybe a few ...

Naughty boys check me out... good thing I LOVE naughty boys! Kara here, I will make your fantasies come true in Annapolis! I have a bubbly personality, enjoy intimate dinners, shopping, and I love as much as I receive. I dress to impress, love to snuggle, STD free, classy, and ready to satisfy the needs of my man anytime. People who know me would say that I h...

38 yr old Lonely woman seeking passion in Annapolis Successful Business Woman for Female in Annapolis I am Julia, 30 and a successful business owner. I have a flexible schedule so I've decided it is time to begin dating again after a long time being single and focused on work. I have my own money so I don't need anything but your time and affection....

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 at BlancaShemale32 for my latest pictures and proof of my size!&n...

Latina Therapist to help you Latina Sex Therapist in Annapolis Rest and relax under my gentle hands and feel the tensions leave your body. Latina woman, a caring sex therapist, seeking genuine adult conversation and romance.  Text or message me online! TherapybyMaria   Sexy Therapy by Maria Send your photo...

Joker and a Smoker... I'm a 30 year old, 6'1, 200 pound hardcore biker living in Annapolis and I go by the handle of Joker. Looking for my sexy road queen who preferably smokes too, or at least doesn't mind that I do. All this anti-smoking shit brings out the rebel in me, and if you're like me then we'll get along g...

I am a hot lil sissy living in Annapolis - HMU!... Black Sissy Boi in Annapolis Checking this out online, never been at this before. I'm Charles a black male, 155, five foot 5, w long and skinny as you can see in my hot profile pics. Just looking for a little sexy adventure here in the Annapolis vicinity. Click here for more of me......

Bi-curious and Want to Try it Out... Hi, I'm Gary, 42 years old, divorced, curious but cautious, well endowed, (I'm told) medium build, 5'10, 180 pounds, ex Navy and need to keep this discreet for now. If you live in Annapolis, are patient and know the in's and out's so to speak then I'd like to hear from you.  I don't know why I...

Carmel skinned beauty waiting for you in Annapolis Woman seeking woman in Annapolis I am Brandi and I am busty and 5'6" 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 m...

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!! I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds interesting hi...

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 old to keep up ;) I am fit and fast to run with and muscular. Tall at 6 feet 3. Want to work out? Travel? Coffee and lets see where it...

Brunette 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, ...

Hi Guys, I am looking for someone to hang out with in the Annapolis area I am 42 and I am into basketball and golf. Love eating out and going to concerts when I can and I want to meet someone who can be my soul mate. Check out my profile. If you're not Mr Right, you might be Mr Right Now! Let's swap pictures, meet up for lunch or drinks and see where this goes! ...

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Catch Me if You Can Butches! Yo, all you Annapolis butches! U looking for some hot chocolate tonight? I am Lola a black fem lesbian and just love me some confident, assertive sexy butches who know how to treat a woman in and out of the bedroom. Please be between say 20 and 40 years old and live in the Annapolis area. Contact me...

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 ...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Annapolis AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you! Private Messag...

Are You Uber Horny? I AM - Maybe We Can Work This Whole Thing Out Together!... Nympho Seeking NSA in Annapolis I am Tory, a 24 year old, brunette living in the Annapolis area, 5'5, medium build, told that I'm fun, easy to be around, a good conversationalist and have a sexy relaxed vibe. Do you live here locally, find me attractive and love big playful titties? Then I mig...

Lets Go Playah! Annapolis Boys Come Out and Play! Mindy here in Annapolis ready to play with a man who has skills. This game ain't for sissies or mommas boys. I know what I want and you know what you want so this whole thing should be uncomplicated and simple. You know the game, it's straight forward and goes as f...

Genuine, yoga loving woman looking for physically fit man Busty Vixen in Annapolis Area Busty vixen with a love for yoga and running. I am active and stay in good shape.  Serious guys only please. Text now @BustyVixenCarole Let's go out on the town, have some drinks, have dinner, whatever you like. I can have fun doing most anything. I like hav...

Mature Wealthy Man Looking for Twink Boy Toy... Hello boys I'm Tony 48 years old and been out for 10 years now and take good care of myself. I'm from Cleveland originally, but moved to Annapolis to start over again after my divorce. I don't really have any baggage with the kids being grown up and off to college. I plan to retire very soon and wan...