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!

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  • February 2nd, 2026
  • 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 ...
  • 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...
  • Tired of Fakes and Game players? Want hot juicy and tight? Real Annapolis Girl, Hot, Juicy & Tight 100% real Annapolis girl and very skilled! My tantalizing curves and sexy eyes will have you mesmerized in seconds.  Enjoy my silky skin, luscious legs and sensual breasts.  I love to tend to your needs. I promise a safe, sexy and secure e...
  • 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...
  • Hot chick needs female distraction Will you be my much needed distraction? Hello! I am Lucy and I am so wanting to get out and meet someone who can take my mind off things! Are you caring and a good listener and a good kisser? If you are, hit me up with recent pics and a message @JuicyLucyX I look forward to talking with y...
  • Shiny blue eyes and 34 years old. Man for Woman Dating in Annapolis Hi, I am Brandon and I am 34. I am excited to meet a loyal and loving woman who can complete my world. If you would like to say hi, come and see my proflie and message m @BRANDON34M me for pics and contact info. Username: @BRANDON34MLocation: Annapolis, MarylandAg...
  • HEY BOY - Tap into THIS Phat Booty! I ain't playin, I need a man to plunge into my juicy juice and give it to me hard! I got a phat booty and cannot lie cause we need a real man, and only a real man will do. I'm Natalie, 5'6, mixed race, 36D cup, 42 hips and a phat ass baby! If you live in Annapolis and need a booty call like I do the...
  • Want to touch my amazing... Wookie? Me, black gay male seeking local men to date, hang with and have some good times. Up for pretty much anything. (love body rubs) 5'10, green/blue eyes, 30 yrs old, well endowed and always ready if you know what I mean.  lived in Annapolis for most of my life. I am a city worker so a...
  • 29 Year old lady seeking secret rendezvous I am presently separated but I need to keep things discreet. If you don't mind, we should keep things secret and naughty. I like fantasy play and will try fetish stuff. I haven't put an ad on here before, but, hey, if you don't try, you never know! Send me a message! @Rendezvous29Annapolis Send me ...
  • BBW Lesbian in Annapolis Sucker for love BBW Lesbian in Annapolis Hey ladies, My name is Joanne and I suck at love! Ok, what I mean is, I love to suck. Definitely a 'boob' woman and if you got em I like em. Big, small or medium, it doesn't matter. I'm ready to spoil your body! Message me @JoanneBBWfem. Serious dates only please. Send...
  • Sexy Honey I am a totally real, down to earth, fun girl! I am looking for open-minded, playful, sweet, tender, fun guy to make me laugh! SEXXXYHONEY Call or PM   Message me and send your recent pic for mine Talk on phone required first before meeting in person No strings...
  • Vibrant and Intense 26 year old wants to meet sexy dude Hi! My name is Angelina. My body is in great shape and I like to exercise and stay fit. I am fun-loving and down to earth. Would like to meet same in the perfect guy. I love swapping pictures and sext messages on mobile so don't be shy. I think swapping pics is the perfect way to set the tone for a ...
  • Sophisticated Black/White mixed Lady wanting Gentleman friend in Annapolis My name is Janette and I am 32. 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...
  • Hot stuff hoping for her sugar daddy Hot Stuff for Sugar Daddy in Annapolis Hello gentlemen, I'm Kayte. I’m sexy, flirtatious, sweet & fun loving with a very wild edge. I am 5'4" with silky black hair. I am your ultimate hot girl next door, but with a very down to earth vibe. Let me spoil and mesmerize you!  Exclusive ...
  • 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...
  • 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!&...
  • Tainted Love - Beyond Compare! Kinky Trans Woman in Annapolis Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Annapolis. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. I need a hookup with an open minded man. The sort of man who appreciates w...
  • 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......
  • Nervous and new to this! It's my first time posting an ad of this sort. Not even sure what you want to know. I can start with my name, which is Rose. I love to travel and have been all over the place! I have a wall in my home which is dedicated to all the postcards I have sent myself from all the places I have been to. Una...
  • Dr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Annapolis area come see if you measure up! Click here for explicit photos. Look...
  • Redwingz Looking for Princess Charming Annapolis Lesbian For Fun Hi I'm Lucy (Redwingz) here in Annapolis looking for a sexy partner who isn't scared to have a little fun. I like the outdoors, walks in the park, the beach, camping, fishing, DIY projects, motorcycle rides and lots of affection. Open to trying new things. To get hold of m...
  • Scads of Ads Here, But I'm SPECIAL - That's What Momma ALWAYS Tells Me... Single and Special in Annapolis I'm Rhianna still a bit of a goth at heart and trouble always seems to find me somehow. For now I still call Annapolis home, but would like to see more of the world and find a hot guy. A guy who is SPECIAL just like me 😊 If you are a fun lovin rebel in need of a s...
  • Attractive 48 yr old seeking younger man in Annapolis for fun and excitement Older Woman (age 48) for Younger Man in Annapolis Area Thanks for looking at my ad. I am willing to travel for the right guy but I prefer within 25-50 miles of the Annapolis area. I am blonde (Yes, natural!) and I am cute, with a small frame and long legs. I love music and dancing and sex! Hit me u...
  • Sofia es Nueva en Annapolis y sola Nueva en Annapolis y sola Nuevo en la ciudad y solo. Me gustaría conocer y salir con alguien que me plazca. Envíame un mensaje @SofíaSexy28  Mujeres solo por diversión o relación a largo plazo. Username: @SofíaSexy28Location: Annapolis, Maryland...
  • Hung Black Male Annapolis for male action Wants hot male for male sex in Annapolis. All races welcome. Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in char...
  • 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...
  • DoobieSisters Looking for Smoke Buds... DoobieSisters we are hot, sexy and are here seeking generous gentlemen with weed for girls in need. You won't need anyone else to smoke your blunt from now on ;) Come check out our new improved Annapolis profile and lets cut out the middleman if you know what we mean! Click here to introduce yoursel...
  • 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. ...
  • Sports loving Female : Rare, grab me while you can! Hello! I am Colleen and I love baseball, soccer, football and pool. Yes, I am for real! I even play on a local team! You want to try and beat me at my own game, ha ha! I like to have fun and spend my weekends playing pool or watching sports. If you are into that go ahead and message me! Sporty_Coll...
  • 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!...
  • 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...
  • 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...
  • Minnie the Muff Diver... Annapolis's Minnie Loves Oral I'm Minnie a petite lesbian single girl living here in Annapolis. Wanting to find a woman who is either lesbian, bisexual, or bi-curious for a steady hookup. Preferably a woman who loves oral since I love oral. (giving and recieving) I'm 21 years old, 4'11, 100 pounds ...
  • Maybe YOU could be teacher's pet?! Annapolis Lesbian Seeking Life Companion Hi, I'm Jen, mixed race lesbian female 34-years-old, 5'7, 150 pounds, working in the Annapolis School District and am looking for something more stable and long term. I love kids, (have 2 of my own three days a week) I teach 5th grade english and social...
  • 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 @PennyTSswitch!! I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates and ...
  • The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Annapolis Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bisexu...
  • Annapolis Musician wants to funk you up! Gay Musician 4 Fun in Annapolis! I'm Gig (real name) living and working here in Annapolis. I'm a cross between Little Richard and Prince baby! Not the serious type and love to party. (music, sex, 420 and drinks) I'm always down for some music playin and singing. But, I'm really here for the me...
  • 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...
  • Beauty Queen from India looking for love My name is Manju and I came from India in 2002. I am a college graduate and I work in retail. I am looking for someone who is exciting and fun, but honest and trustworthy. If that is you please message me Manju in Annapolis so we can get together. I look forward to meeting you!...
  • Open Minded Woman seeking Open Minded Man When I say open minded, I mean in every aspect. I like a mass debate ;-) and I enjoy a good intelligent conversation. I like uninhibited romance and sex!! I am looking for same in a partner. If you enjoy giving great sex just as much as you enjoy receiving, we might be a great match!  Let's sw...
  • πŸ’Ž Adorable Sugar Baby πŸ’Ž Seeking his Generous King πŸ‘‘ πŸ“  Location: Annapolis    Seeking: A kind/dominant daddyπŸ‘‘  A Little about Me: Hello everyone! I am a sweet, fit blonde with a flirty nature  and an appreciation for the good things in life. I enjoy being pampered, looked after and treated  like a king. If you...
  • Looks Innocent. Absolutely Isn’t. πŸ˜‡πŸ˜ˆ Sweet in Public, Unfiltered in Private A grin slips out, then comes the quiet reply - thank you, yes, and sweetness stays visible here πŸ’•Still, once the curtains shut, I refuse to trim who I am. Message Me Here πŸ’¬  Something about quiet sparks, long stares, one talk that grows soft then j...
  • Flirty Fun, Endless Kisses & No Judgments πŸ’‹ 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...
  • Asian Lilly πŸ‘©β€β€οΈβ€πŸ‘¨ I'm Horny Tonight Looking for a genuine sexual relationship with a like-minded asian lady? ( Do you want to view my personal profile and my sexy pictures? ) Look no further! As an Asian woman, I value deep sexy connection and meaningful fantasies.. I'm seeking a man who shares those same values and is open to explori...
  • Corporate Girl πŸ’Ό Who Hates Boring Men😑 Boardroom by Day. Trouble After Dark. πŸ–€πŸΈ I live in heels, deadlines, and calendar invites πŸ“…I need some sexy fun haha!! But after work???? I want nothing to do with work, corporate life, titles, or men who talk like a resumes! ( message me πŸ₯‚πŸ”₯) I’m into confidence without t...
  • Annapolis ❀️‍πŸ”₯ Sexy Ebony with Tattoos & Zero Patience for Weak Vibes  πŸ“Annapolis Dominant Ebony Lady - Seeking Man ABOUT ME: I'm a bit sassy, I have tattooes, I'm in my 20's and I'm looking for some sexy fun. That's why I made this w4m ad in the first place. I work as an event planner. So I know where all the good parties and events are.. πŸŽ‰πŸΎ WANT ...
  • Come Join US!!!! SWINGERS DOWN FOR ANYTHING AT ALL! 😘πŸ”₯ Annapolis πŸ’‹ Hello babess... I'm Roxxxy and my Hubby's name is Johnny. We're from J. My hubby and I are a very sexy and adventuruous swinging couple who love to explore our  deepest and nastiest fantasies.. We MUST indulge in the thrill of wife swaps and threesomes. The swingers lifestyle has brought so muc...
  • YOUNGER COUPLE ( 18+) LOOKING 4 SOME EXTRA FUN πŸ”₯πŸ₯΅πŸ˜‰ Hey there, I'm CONNIE from Annapolis. My hubby and I are a swinging couple who love to explore our sickest fantasies.. Do you want to hear more about what we're down to do? I want to make love with like minded individuals and fuck hard!! The thrill of wife swaps, threesomes, and the swing lifestyle ...
  • Lesbians in Annapolis Message Me πŸ˜»πŸ’¦πŸ‘… (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.  ...
  • LOCAL LESBIAN NEEDS❀️ Women 4 Women only ( NO MEN ) I want to meet a lesbian tonight! πŸ‘… Looking for a sexy lady to play with tonight, W4W Women Locally in Annapolis only or near by... I'm strickly lesbian. I love pussy, I love boobies. I'm living in Annapolis in. I'm willing to travel or...