Annapolis, Maryland Sex Ads and Adult Classifieds
Annapolis, Maryland sex ads and adult classified listings. Select your location below to find adult dating hookups near you. Browse our listings of straight, gay and lesbian dating ads along with trans and swingers classifieds. Many advertisers desire no strings hookups. Others seek occasional or longer term dating arrangements. Search or post for free in BonePage sex classifieds!
Show Ads In: Annapolis | Baltimore | Eastern Shore | MD suburbs of DC | Southern MD | Western MD
- June 3rd, 2026
Tattooed Alt Girl Seeking a Chill Guy 🖤🎶 Well I've got black hair, loads of tattoos and I LOVE music. So i suppose you could say that my lifestyle is quite alternative. My name is Raven and I'm a chill, alternative, down to earth, honest and true girl. I'm all for just taking it easy and having fun. Sometimes I just want to have a good nig...
Exotic TS Beauty Seeking a Generous Gentleman 🔥💎 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...
My name is Shey and I am a goddess of love Black Woman for Sex in Annapolis
I am an African American with a hot body and a clear and quick mind. I want to meet a man who has a quick wit, an intelligent demeanor and a smart mouth. Go ahead and chat with me @EbonyQueenX to see if we hit it off....
Short and Sweet and New to the Area Hey guys! I will keep it short just like me! I am new in the Annapolis area and I am single and looking for some dating fun! Send me a message @ShortnSweetKellie if you want to know more! ...
Hey Truckers & Blue Collar Workers 🇺🇸 I'M READY TONIGHT! Hey there drivers and blue collar workers! 💗🇺🇸 AMERICAN woman here in Annapolis, ready to have some fun with a man who knows how to work hard. I need a confident man who will treat me right .. I'm available to come to all truck stops, Loves, Pilot or others. Take a break from the high...
Naughty & Nice Rubs... She's Naughty and I'm Nice! Annapolis Massage Girls
Here in the Annapolis area we have formed a team to please even the most demanding men of taste. We are Naughty and Nice or Carine and Inga. Sort of like the good cop/bad cop routine except we are here to make you feel good. We apperciate how life can wear on you guys and so...
Love to Make Love! Grab hold of my big titties baby, spank me, and just do me already! I am here in Annapolis scoping out this site looking to meet new people and have some NSA fun. Some of my interests include music, sports, and fashion. If you are interested and want to talk don't be afraid to approach me. Clic...
Looking for the real thing Sexy Hookup in Annapolis
I am told I am very sexy, but that is for you to decide. I am short, great body, confident and intelligent and would like to meet a Annapolis guy for fun conversation and anything else that happens. I'm an internet junkie, love texting and sexting! I have a lot of pics and ...
Black man, 31 needs good boyfriend Black Daddy in Annapolis area
Man, I don't know what I am supposed to say here lol....I am Frank and I am 31, clean, fit and single. I am just recently out of a long term relationship with my ex boyfriend. I won't go into detail but we just drifted apart. Anyway, I'm ready to mingle! Locals only in...
I wanna be your friend and lover Mature black man in Annapolis
Howdy, my name is Samuel and I am a mature gentleman looking for a lady who is smart, funny and outgoing. I am 52, widower after 28 years, no kids. I am into riding my bike, the gym, and fishing on weekends. There is just one thing missing - maybe it's you! Do you like...
🏳️🌈Male for Male – Let’s Skip the Small Talk & Get to the Moaning 😈🛏️ We should avoid pretending about our friendship intentions because I am looking for something more. As a 30-year-old man with a fit body I understand my desires which include a dominant confident partner who takes control without hesitation. View My Sexy Gay Profile -
We will hav...
Tattooed Student 😈 Who Dates Older Men Inked. Curious. Not Into Boys. 🖤✍️
Yes, I’m a student. Yes, I’m tattooed.And no, I’m not into guys my age. ( MESSAGE ME NOW✉️_)
I like men who are settled, confident, and don’t get weird about ambition or ink. Experience is attractive. Calm is sexy. Tryin...
27 Yr Old Columbian needs affection 27 Year Old Columbian Hottie
Have you got what it takes to please me? I have what it takes to please you, and I know it! If you are serious about being serious and you want love and affection I am the girl for you. View my pics and contact info @Alejandra27...
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...
Flirty TS Swinger Girl Seeking Fun Couples or Open-Minded Singles 💋✨ Hello, I am a very beautiful and very feminine TS trans woman, and I'm looking to meet like minded people who are respectful, open minded and understanding of the Swinger way of life. I am a very playful person and we are always looking for fun and sex with other like minded couples or people, and a...
Dinner, Drinks… and You in the Driver’s Seat? 🍷💋🍑 Annapolis Hey there, lovely ladies of Annapolis! My name is Baily and I'm on the lookout for that special someone to light up my world. 💫Swap pics & contact info I may not be a prince charming, but I can promise you plenty of laughs, good times, and maybe even a little bit of romance along the way...
Curvy BBW With a Big Heart 💕🔥 Hi! Well, I suppose an introduction is in order. My name is Brianna, and I am a lovely beautiful curvy girl that believes that the most beautiful qualities of a human being are confidence and kindness. I am a very affectionate, playful and loving person, and strive to make everyone feel as comfortab...
Drawn to Strong Men 🖤 I'm your little subby bitch Annapolis A submissive woman in her 20's seeking a strong and dominant DADDY, I seek a man who moves with purpose without needing to prove it. Energy that's sharp but steady pulls me in, along with a sense of control that feels natural, effortless even. There’s also the kind of presence that shows up so...
Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Annapolis. I have a good job, a new truck and I own my house. Life is pretty good and I'm ready to take the next step toward finding love. Could you be who I'm looking for? We'll never know unless you message me.
I am not looking for someone who is going to g...
KINKY KENNY FOR HOT MALE-ON-MALE 😈 Horny Man Wanted in Annapolis 😈
I'm Kenny, a horny gay man from Annapolis who is on the hunt for some wild and kinky adventures with a local area guy. I love getting down and dirty, exploring all kinds of sexual acts and fetishes. I enjoy giving and receiving blowjobs, rimming, playing with dild...
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...
Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Annapolis?
Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all sort...
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...
Fit Gym Girl Seeking a Workout Partner 💪😉 I spend most of my free time at the gym. Ashley: athlete, people person and the bubbliest person you will ever meet. Very energetic person.
Confidence, health and a good attitude are a few of my favorite things. So if you're a confident, healthy and happy man looking for a good friend then lets giv...
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. I love the feel of wind hitting my face on the open road.
If you like bikes, leather and the wind in your face then go ahead and message me @HarleyChick and we can talk about meeting up...
Sex and Smokin' Leather... Hi Leona here in Annapolis (originally from Rochester, NY) and am looking for a sexy man who smokes and loves sex. Or at least a man who doesn't mind smoking and sex. I wear a lot of leather gear and smoke obviously and have a dirty mind to go with it all. I moved here and work at the Annapolis airp...
Bouncy chick looking for..... Dick or John, whatever your name is, are you my Mr. Perfect?? If you are out there, and I am sure you are, please send me a message @BouncyFunXXX so we can finally meet up! I have been waiting for you! Must have sense of humor!...
Totally new to this kind of thing! I use a couple of apps to do dating but I am never tried this site before. I am hoping I came to the right place. Are you my Mr. Right? I hope you are not my Mr. Wrong! My name is Lisette and I am 26 and single and I love to go to the beach and the movies. Check out my profile page and send me a mes...
Ebony TS Playmate for Men Who Know What They Want 🖤🍆 If you are the type of person who does not want to waste time with games or small talk… we are already off to a good start 😘
I am a sexy, curvy TS babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like a dream and be read...
Swingers Seek Sexy Man or Woman for Menage a Trois in Annapolis How About a Threesome in Annapolis?
Funloving couple in Annapolis would love to meet open minded men and women for casual hookup. We are Dana (26 years old) and Rita (25 years old) and have just about one year in the swinger lifestyle and are having a blast. We have tried wife swapping and foursome...
Caught My Boyfriend Cheating... Now it's MY TURN! Looking for some hot NSA revenge sex with the right guy in Annapolis. Must be STD free and have your own place or arrange for a room. I will not give you my real name or address here. I'm a 24 year old, 5'7, slender, blonde haired, blue eyed female seeking a sexy man. We'll have to chat first and me...
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...
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...
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 ...
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...
your place or ours? 🏠 SWINGERS SEEKING SEX PARTNERS in Annapolis😘 Hey there, I'm Judie from Annapolis. My husband and I are a fun-loving swinging couple who love to explore our fantasies and indulge in the playful side of life. We adore the thrill of wife swaps, threesomes, and all the excitement that comes with the swing lifestyle. View our nudes!What I love...
College Blonde Looking for Some Fun 🎓😉 My name is Paige. I go to school and I'm a future teacher. I just wanna spice up my life and meet some new people. I'd love to meet a confident guy that could make me laugh. Want to party??
I’m pretty social, quite playful and quite adventurous – depending on my mood. Fun times ha...
Strict Shemale Dominatrix in Annapolis - @DesireeTransDomme Powerful African-Queen Dominatrix in Annapolis
I am full-time professional Domme Desiree. My Annapolis area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you will lear...
Cute TS Sugar Baby Seeking Male💎Aria Username: @AriaSweet
Trans Friendly: Yes
Private Meetups: Yes
Phone Chat: Yes
Pics Available: 18
Message me if you like feminine Transsexual 💬
Hello, I am AriaTS here in Annapolis. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a man...
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...
SUGAR DADDY 🍭👨🦰 💦Looking 4 Play Boy M4M Hey there babe, I'm a 25 year old male who is searching for another guy to play with and spoil. I'm strong and muscular, I drive a beautiful car, I can take you to do things you've always desired 🤑 It turns me on so damn much to find a cute little man to play with and take care of. Let me be D*dd...
I've Been Naughty and Need a Spanking!... If you are a sexy disciplinarian man in the Annapolis area and have a strong hand I NEED a spanking to get my juices flowing. (oops! I meant to say to pay for the bad things I've done!) I'm an Italian/French girl 22 years old w medium build, and an appetite for punishment and erotic NSA encoun...
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Ken, 42, lonely for you Male for Female Annapolis
Hi there! My name is Ken and I am 42 and looking for a real nice woman in the Annapolis area. Send me a message and check my profile @Ken42seeksWoman for my recent pictures and contact info. Let me know about you. I enjoy skiing, hiking, boating, travel, gaming and reading...
Hot 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 ...
Road Head Sally Drivin' Hard in Annapolis Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Annapolis. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or pa...
Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More 🍑💋 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...
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...
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...
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 ...