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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  • January 15th, 2026
  • Wanna play threesome in Annapolis? Swinger Couple 4 Threesome Me and hubby have been together for fifteen years now and are happily married. We live here in Annapolis and are adventurous as well as fetish friendly. We want to find a third man or woman to come play with us for some adult fun. Of course we will have to meet to make su...
  • 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...
  • Mark, 33 Love country music and driving my truck Hey, the name is Mark and I am a country boy now living in Annapolis, age 33, a mechanic and I love to drive my truck out on the open roads. Sometimes I take a blanket and a beer and hang out at my favorite lake a few miles from my house in the Annapolis area. I am self sufficient and I am wanting t...
  • Looking for a Smooth Operator in Annapolis... Let's See How You Operate! Hi all I'm Arlene a busy surgical nurse here in Annapolis looking for a guy who is smooth like Southern Comfort. Not brash and overly cocky and overly sure of himself. I need that silent strong masculine energy in my life that tells me I'm a woman and makes me glad to be ...
  • 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 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 ...
  • Newly Out Looking for love Newly Out Lesbian in Annapolis I have only been out for a few months and I am totally new to the dating scene. I have no idea even what to say or where to start! I will tell you a little about me. I am a youth worker and I have a college education. I am 26 and sort of tomboyish but I do wear make u...
  • 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'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...
  • 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 ...
  • Cerco signore americano di lingua italiana a Annapolis Bellezza italiana Cerco uomo di lingua italiana a Annapolis Mi chiamo Erina e vengo da Roma. Se si può nder stand questo si prega di testo me così possiamo incontrare. Voglio un gentiluomo americano di lingua italiana per amore a lungo termine. Sono nuovo a questo, quindi per favore s...
  • 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...
  • Ebony Queen New Here in Annapolis Hello, my name is Andrea and I am half ebony and half Texan by birth! I am lonely and new here in Annapolis and I would love to meet someone who can show me around and give me a tour. I'm always down for a good time! Please message me (AndreaEbonyQueen) for a meeting....
  • 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 ...
  • 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...
  • Hot chick looking for more than a good time I am told I am hot. That's up to you to decide, but I would definitely agree to some extent! I am fun (I think) and I love good food and a good time.  I love intimacy and good sex! 😈 I like to take pics and do sexy videos. Wanna swap your hottest pics for mine?  Text me at SherryS...
  • Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Annapolis I am Dajuan, age 31 black male, and I am tall and long as in exceptionally well endowed. You may be shocked but you will not be disappointed. I am from Jamaica and I am here in Annapolis looking for men who want a hot, sexy date. I'm clean, disease free, no addiction...
  • Bring a toy for Kitty (w/batteries) on our first date!... I'm a bit of a goth and have recently discovered the magic of toys. Bring your favorite toy on our first date and I'll bring mine. This could be our Toy Story. Lesbian in Annapolis seeks female companion for erotic encounters and possibly long term relationship. I'm Katzzy and am 33 years old, 5'7, ...
  • 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...
  • 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...
  • Lesbian, Bisexual & Bi-curious W4W Heat! JOIN FREE FEMALE ON FEMALE HEAT! Local Lesbians, Bisexuals & Bi-Curious Women!  SIGNUP FREE: INSTANT W4W ACCESS! Uncensored PicsSwap Your PhotosLive Web CamsPrivate MessagesSext & Hook Up! View Females | Upload & Swap Pics | Sext Messages "Because sometimes onl...
  • 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...
  • 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’m a Sexy and Naughty T-Girl Here in Annapolis. Annapolis T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Annapolis area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your  worries an...
  • COLLEGE CUTIE AGE 23 - seeks Annapolis sex hookup 😈 Naughty Coed Candace 4 Down & Dirty Fun 😈 Hey, I'm Candace. I'm a college coed who loves to get down and dirty. While I'm taking a temporary break from my school studies, I'm all about exploring my sexuality and trying new things in the bedroom.  I'm always up for some fun. 🥰 Some of...
  • Annapolis💕 Let’s Grab Drinks & See Where the Night Takes Us  Lesbian Lady here, seeking a fun and outgoing lady!!... Oh hey babe, I’m a sweet little flirt, I'm from Annapolis and I like cute cocktails, deep convo and  making out in the back seat secretly. So I think we should meet at a cozy lounge or rooftop  bar and get a strong drink o...
  • 🍑 Curvy, Confident & Craving Connection – BBW Babe Ready for Fun 💖  A thick, soft, and totally kissable BBW SEEKING WOMAN, I'm in my late 20s here and  I am looking for a sweet (or spicy) girl to spend the evening with. I'm  playful, romantic and always good for a chat (or something a little naughtier) 😈 if  I am in the mood. Get to know me m...
  • Sweet Guy, Dirty Mind, Zero Pressure 😇Annapolis😈  Hi beautiful. At twenty-nine years old I maintain my fitness while being humorous and charming yet slightly  mischievous. When I look at you my eyes show weakness while my laughter makes your stomach ache  😏 View My Dating Profile and Pictures - My approach to romance includes p...
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  • 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...
  • 🙌🤝MY BF and I INVITE YOU INTO OUR BED 🛏️ 😍 Hey there, I'm SexySally from Annapolis. My husband 💍 and I are a swinging couple who love to explore our fantasies and indulge in some kinky play with like-minded individuals. The thrill of wife swaps, threesomes, and the swing lifestyle gets us both excited and eager for more adventures.&n...
  • YOUNGER COUPLE ( 18+) LOOKING 4 SOME EXTRA FUN 🔥🥵😉 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 ...
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  • 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...
  • 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...
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  • Bored Housewives In Annapolis Want Your Cum! 🍆💦👅 Bored and Lonely Housewives Looking For People To Do - Username: @Lking4Swingrs- Location: Annapolis- Swingers Profile: Yes- Hotwife Pics: 45TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Got married early - Husbands are wealthy and gone often, leaving my bes...
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  • Blond Twink Need My Smooth Ass Fucked I am ass up, face down and looking to be fucked anonyumosly. You walk in, slide it in and spill your load deep inside me. All ages and races welcome. Looking to see how many loads I can collect today. I am 19, 5,9 160lbs with a nice smooth bubble butt that needs your attention. Hit me up. FREE Gay ...
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