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
- January 12th, 2026
I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
Let's indulge ourselves in something extraordinary... Hello there boys I'm Tawana a 24 year old ebony female seeking a sexy man for some hot NSA in Annapolis. I'm actually from here and prefer a man who lives here instead of a long distance thing. Mostly because when I'm hot and ready and I need you I'm gonna need you now, and not whenever you can get ...
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...
Sexy Asian Girl Sayo for American Guy in Annapolis Hello. I am Sayo. I am a hot and sexy Asian girl. I would like to meet an American guy for relationship and dating. I am a great cook so why not get your appetite up and come for dinner? I give good massages and like romance. Send me your pictures for mine also. Message me @SayoYung to chat or for a...
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......
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Annapolis area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3
Username: @Crystal27transLocation: Annapolis, MarylandAg...
Young, Fun, Perfect body and 36DD looking for nice gent to date Young, Fun, Perfect Body and 36DD
26 yr old looking for fine looking man, with fit physique. Must enjoy sex! I like being active and enjoying life. I'm giving online dating another try.
My Pics and Contact Info 36DDblonde
Send your photos and mobile# for mine. Tell me a little about yourself...
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...
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...
Wild and Crazy Girls Looking for Some Man Meat in Annapolis Bi Girls Want Threesome in Annapolis
Hello boys we are two bi girls (Linda and Emmy) looking for a sexy man in Annapolis to join us in some hot fun. We tend to be a little kinky so you'll have to get to know us a bit first. You check us out, and we check you out sort of thing. Come on, it...
FEELING H0RNY? I'm Your Dirty Little Secret 😈 CAM SEX BUDDY! 👁️🗨️💦 I'm horny and bored 😈 so I set up my sex cam 👁️‍🗨️💦
I specialize in kinky fetishes. Seriously, I like vanilla sex but I also like to taste all the flavors too! 😈 Join my cam (online now) and tell me your kinky secrets and deepest sexual desires and I'll share mine with you. T...
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...
Anything Goes Kinky Swinger Couple in Annapolis Wants to Meet You!... Annapolis Swingers 4 Kinky Play
Hi kink fans in the Annapolis area we are Josh and Eileen (in our early 30's) looking for men, women or couples interested in exploring the world of BDSM with us. We have our own fetishes, and would especially love to hear about any of yours that you may have.
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OKAY I Admit It! I'm Feeling a Little Frisky in Annapolis Where's My Boy Toy in Annapolis
Ramona, 22 years old here in Annapolis and in need of some male company. I have an itch that only you can scratch. Hmmm, what do I want cause you guys come in all kinds of flavors and sizes. It's like being a kid in a big candy store. I know, why don't you tell me wh...
Italian Goddess Ready for Love in Annapolis Parli italiano? If so we can get down and personal and get to know each other. If you don't Parli italiano I can show you some phrases *wink*. Why not private message me for a date? @DonnaSexy27...
Ranch owner and lonely ol' guy Male Ranch Owner Seeking Woman in Annapolis
Ok, I ain't that old. Just turned 48. I am a ranch owner with 40 acres and am looking for a gal who is adventurous, outdoorsy, fit and healthy enough for horseback riding, hiking, biking and picnicking on the trails. Enjoy travel and new experiences? Me t...
How do I look? / M4W in Annapolis Man for Woman in Annapolis
Check out my profile and tell me how I look. I am Sam. I'm a model, age 32 and told I am darn hot looking. Hit me up and check out my profile @SamAnnapolis. Send your pics for mine. I'm available evenings and weekends.
Sorry guys, no men or couples. I app...
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 ...
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...
Annapolis's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Annapolis
Hi you sexy man! I'm Toni a trans woman from here in Annapolis. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional and l...
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...
Young, Free and Single but I want to be with Mr. Right. You have got be out there somewhere! I am lonely and I would love to find a funny and happy-go-lucky guy who can be my best friend and lover. I'm hoping you look good in a cowboy hat and jeans! Send me a text to @LonelyinAnnapolis so we can get familiar!
LonelyinAnnapolis...
Curvy Babe Needs a Naughty Massage in Annapolis!... Can't afford a masseuse, and they don't exactly do what I really need anyways. I'm Brenda a 29 year old white female in Annapolis w thick thighs and playful big tits that need a sexy man's touch. (sorry, only a man will do for this sort of thing) I work long hard hours, and at the end of my shift at...
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...
Sexy 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 ...
Czech Beauty new in Annapolis Ahoj, lásko. Rád bych se s vámi setkal a hledal jsem vás. Kdy se s tebou m?žu setkat? Jsi tam venku? Kontaktujte m?.
Hello, my love. I know you are out there somewhere. I would like to meet you and have been looking for you. I like texting and sharing sexy thought...
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...
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...
Hello guys, looking for a boy friend So, my name is Talia from the Annapolis area and I am completely new to this online hookup stuff. I have never put an ad in a website before so I hope I am doing this right! If you would like to speak with me or arrange a date you can check out my profile @Talia4bf here and let's swap some sexy...
Nice but Naughty 30 year old seeking affection and a good time I am half Latina and half European and have moved here recently. I am lonely, trying to assimilate and I would like to meet a very nice man who wants to play and enjoy life together. Text me for a date! (Naughty30luv)
I'm naughty but nice, love a good time, party friendly, have recent pics to share...
Small, smooth body big heart Smooth 19 years old in Annapolis
Hey guys, I am Jon and I am 19 years old, smooth, slight build but fit. I like to do karaoke, dance and travel. I love to explore the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus I can cook a great meal! Check out my pro...
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...
Chunky Monkey looking for Hunky Tomboy Chunky Monkey Fem for Hunky Tomboy
I am nice and curvy but not heavily overweight. I am looking for a chick who is handsome and butch but with some feminine qualities. Like it's ok if you cry at a movie! lol. I am 21, work full time and drive my own vehicle. I am looking for the right gal to make m...
Send Me Sext Messages Lonely, Send Sext Messages & Pics
I am a friendly and outgoing 22 year old woman who is new to Annapolis. I am not shy in the traditional sense but it is not easy to meet people these days, especially at the moment. I enjoy all things fun and great sex. I take care of myself and like showing of...
Single Mom wants to Date Funny Guy Single Mom in Annapolis
I'm a single mom. I am 31 and ready to mingle and have some fun. I want a guy I can be friends with and enjoy running and fitness with. Being funny is a must! Message me! @Mommykins
I love being physically active and especially enjoy romance and sex. Send me a message ...
I'm a Steamroller Baby! Hi ladies, James here nice to meet you! Let's hop on my bike, put our knees to the breeze and do whatever the hell we please! I'm good with my hands, still a bit of an outlaw at heart, 35 years old, lived here most of my life, blonde hair, blue eyes, 6'1, around 220 pounds, muscular, love women, hug...
Looking for Older Gentleman 🍭 Annapolis Area Seeking Annapolis Sugar Daddy Exclusive Arrangement
I am 24 and looking for mature. I have a good sense of fun and a smooth, hot body. My long hair is chocolate brown and my skin is very soft! I want to meet a cool guy who likes to have fun. Send me a private message for my pics and conta...
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...
Flawlessly gorgeous trans bombshell in Annapolis Trans MtF for Man in Annapolis
I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bedroom...
Jaw Dropping Hot Lesbian Hot Lesbian Seeking a Female Lover in Annapolis
Did that get your attention? I hope so because I am looking for my perfect female partner. Someone fun attractive and intelligent. She should be easy to talk to, fun loving, laid back and attentive to her partner, just as I am. I'm looking forward to ...
🏳️🌈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...
Transgender Goddess for Late-Night Escapes & Filthy Fun 🌙💋 It’s late. You’re restless. And you’re craving something… different 😏 - 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...
✅🌈Pretty Sweet GIRL Seeking Men🌈bbfs🌈anal🌈all holes🌈 Hey there, I'm Cally, and I'm looking for someone who's not afraid to explore their fantasies with me. I love getting adventurous in the bedroom and trying out new things. Whether it's a steamy session in the missionary position or getting wild in doggy style, I'm always up for a good time.Swap Pics...
MASSAGE/BJ/NURU - VERIFIED✅ I'm JENNY LOVE ❤️, 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! 👉If yo...
💯real gfe service🎀kiss🎀bbbj🎀squirting🎀rim🎀cim🎀b2b💎 Annapolis 💎 Hey there, I'm Cher from Annapolis, and I am looking for a sexy and adventurous playmate to explore all of our kinks together. I love nothing more than getting down and dirty in the bedroom, trying out new positions and pushing boundaries. If you want to see more of me before our encounter, check ou...
I WANT TO CHEAT-ONLINE NOW 🟢 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...
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...
Lesbians in Annapolis Message Me 😻💦👅 (W4W) Ladies whowant lesbian sex NO MEN Please..
Looking for a sexy lady to play with tonight, W4W Women only please, I'm strickly lesbian. I love pussy. i'm local and ready to play.. So if you're a lady who wants to play with another sexy lady, hit me up.
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22F - Annapolis 😈loves to get fucked 💋Tight Wet Pussy🧡💛💚💙 Hey there, I'm Yevette from Annapolis. I'm a playful and adventurous woman who loves to explore all kinds of fantasies in the bedroom. When it comes to sex, I enjoy trying out different positions like doggy style and reverse cowgirl. I also have a kinky side and love experimenting with light bondage...
💦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...