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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Show Ads In: Annapolis | Baltimore | Eastern Shore | MD suburbs of DC | Southern MD | Western MD

  • October 23rd, 2026
  • 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...
  • Flirty thirty-something Lesbian wants party goer Flirty Feminine Lesbian to Party in Annapolis Ok, maybe not always partying but I do love dancing so much. I can dance for you if you like! My name is Selina and I am half Spanish. I speak both English and Español and love to travel when possible! I work from home and my schedule is flexible...
  • October 22nd, 2026
  • I'm Top Bitch! Get a Taste of Femdom! I'm Mistress TopBitch here in Annapolis, and I'm going to pound and drain your worthless asses of all self-respect, and you're going to fucking love every damn second of it! Strap-ons and pegging lesbians are my speciality. (among other things) If you are all filled with fear...
  • Calling all Swingers and Boobsters in Annapolis Cali Needs Threesome in Annapolis Hi I'm Cali a single girl 24 years old with extra large boobs here in Annapolis looking for the right kinky couple who will love'em. You might be boobsters if you know what motorboating is. You might be boobsters if you know more that 7 words for breasts. You might...
  • Need a Dirty Sexting Buddy in Annapolis... Hi guys I'm Cathy in Annapolis and My fantasy is to sext NSFW naughty pics and short videos to a kinky man while I'm at work. Upblouse when I'm braless, upskirt w/o panties, toy play etc. I get really horny in my office and need you to send dirty comments back. After a while you send me nasty pics o...
  • Bi Babe Seeking a Fun Man, Woman, or Couple 💋🔥 Hi there, I'm a bi woman looking to meet some lovely people. I'm after something lovely and open-minded. I'm a very playful person and quite confident. I love to create good chemistry with people when we are all relaxed and having fun. View My Pix and Profile -  I love confident men, beautiful...
  • Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Annapolis. Be ready to be rode hard and deep. I'm 6'2, muscular, hairy, blue eyes, black hair, full 8in, and full of fire. I'm gonna make you tap out boy! I'll pick you up on my Harley and take you for a ride yo...
  • Bi Swinger Vibes 😏 Open to Couples Who Play Together in Annapolis My Bi-Curiosity drives me toward men and couples who truly enjoy each other's SEXY company. Bold by nature, I lean into depth when exploring how love plays freely. Confidence matters here - especially willingness to engage without hesitation. Attention flows best when shared without holding back. Th...
  • 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...
  • I'm the Girl Your Mother Warned You About!... Ok, but I'm not All bad! What? Just because I want some fun and sexy playtime riding the weenie? Well then just spank me already and give it to me hard and teach me a lesson I'll never forget! Punish me and pound me like you mean it. Is it hot in here, or is it just me? Your mother was right and I n...
  • Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Annapolis I am a gay male, bit of a thugish/bear into all sorts of BDSM, Fetish, Kink and some role play. I host and am seeking sissibois, twinks and queens for some extra sensual and painful fun. Your welcome, my pleasure! I have all the tools necessary in my Annapolis dungeo...
  • Luxury Ebony TS Sugar Baby With Style 👠💎 Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date. I love peo...
  • Annapolis 💓full service+bbj, european girl 📲HMU Swap Pics & HMU and Check Out My Profile 💎 NEW GFE & PSE Open-minded BBJ 69 DFK CIM COF DATY  💎 Nuru Massage 💜 Body to body 💜 Shower Together 💜 aim to please 💎Fun Playful warm and cheerful with pure body. 💎I provide a very erotic, sensual massage session. ...
  • Bi, Sweet & Curious 💕 Looking for a Man or Woman or Both haha!! Annapolis My Bi-Curiosity pulls me toward someone who listens like they’re really here. Talking feels easier when laughter doesn’t need to be loud. A spark grows best if it’s left alone, not pushed under pressure. Nights work best when they unfold without warning. Being seen matters more tha...
  • 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...
  • Still unpacking but looking for a date New Girl in Annapolis Looking to Date My name is Charlene and I literally just moved here last week. I am barely unpacked yet and I am so wanting to get out and meet people! I love the movies and popcorn and music and dancing and having fun! Go ahead and hit me up for a date, or a drink or somethin...
  • Help - Can't Afford a Masseuse in Annapolis! Busy Girl Needs Body Rub in Annapolis Mmmm... touch me baby! I'm DeeDee a waitress in a very busy restaurant here in Annapolis. I work day shift when all the older crowd and construction workers come in and it's hard to meet guys my age. When I get off I'm soooo sore from carrying heavy trays and m...
  • Biker Looking for His Wild Child... Any biker chicks out there who love to ride? Are you more old school into rock, partying, having good times and traveling? If so, then take a look at my profile page and if you like what you see then I want to hear from you. A simple Hi could get this whole train a rollin'. If you live in or near th...
  • Mature woman who likes to party seeks younger man in Annapolis Mature Woman for Younger Man in Annapolis I am a mature but sexy professional advertising executive who needs to find a good man to date. I want someone who likes music, long walks and romantic dinners. I also want someone who can stay up all night and party! Are you that guy? If you have the stami...
  • 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...
  • Cute and Angelic European Lady seeking class and handsomeness I am Amelia (@AngelicLace) 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 likes to have a very good time. Contact me @AngelicLace! 🥰...