Eastern Shore, Maryland Sex Ads and Adult Classifieds

Eastern Shore, 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 31st, 2026
  • Looking for someone fun & exciting! Angela26Eastern Shore 💋 Looking for a very exciting man in the Eastern Shore area who can make me laugh and who enjoys long walks and romantic dinners. I know it sounds cliche but I do love long walks in the park!  💋 Send me a message and if you want to go for a walk with me, let me know. (Angela26Eastern Sho...
  • COLLEGE CUTIE AGE 23 - seeks Eastern Shore 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...
  • Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Eastern Shore Look no further honey, I'm Franny an Ebony trans woman here in Eastern Shore to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they do...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Eastern Shore AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you and show yo...
  • No Beer Goggles Required! Renee 4 NSA in Eastern Shore Hi guys I'm Renee from here in Eastern Shore looking for a no strings situation. Don't go out to the bars looking for a hookup when you can actually see what you're getting when you come visit my profile page. Those bars are so dark and with a few drinks we tend to...
  • Half Asian female wanting affection in Eastern Shore I am half Asian with a dark complexion. I am here with my sister studying and I am lonely. I would like to meet a nice lady I can be friends with and hang out for fun and hopefully sex. I am from a conservative family so please be discreet. Send me a private message to MelodySingF Usernam...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Eastern Shore Area Hi, my fem name is Gloria. I'm a married crossdresser in the Eastern Shore 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 cr...
  • Hot Brunette Mature Woman Hot Brunette Woman in Eastern Shore Hi, I'm Angel. I'm seeking hot man who knows his way around the female body. I enjoy dinner, dancing and fun and frolics in the bed. Send me a secure message! BrunetteAngel41XX...
  • Hungarian Beauty seeks fun and friendship and more Hungarian Woman for Fun and Friendship Új vagyok ebben a városban, és magányos vagyok. Szeretnék találkozni és randizni valakivel, aki szórakoztató. Küldj egy üzenetet, ha el tudod olvasni ezt. Beszélek angolul. I am n...
  • I'VE GOT A GLORY HOLE FETISH - CUM 'N GO! Eastern Shore Glory Hole! Hi all you sexy guys in Eastern Shore I'm Riley, and the other girl here is Harper a neighbor who likes to join in the glory hole fun sometimes. We have a club house that has a glory hole set up that's pretty nice actually. Our boyfriends like to watch, but you'll never se...
  • Hot and kinky MILF looking for some fun in Eastern Shore Eastern Shore MILF For Kinky Hookup! Hi all you sexy Eastern Shore guys, I Georgia and I am an slightly off beat working professional mom of two. MILF. Just looking for some sexy fun and to explore my (and yours?) kinks and fantasies, FWB. I am into men, but possibly women or even a hot couple...
  • Well Endowed Shemale is beautiful Eastern Shore 32 Well Endowed Shemale in Eastern Shore I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures ...
  • I am Caroline and I am lonely Caroline Seeks Female in Eastern Shore  Hey ladies, I'm Caroline. I have only been living in the Eastern Shore area a couple months and as you can imagine I have not had much chance to meet other women. If you are lesbian, bisexual or bi-curious and want to meet me please send me a message&nbs...
  • January 30th, 2026
  • 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 Eastern Shore for most of my life. I am a city worker ...
  • INSTA ACCOUNT LOCKED 30 DAYS for TOS violations. Wanna Swap Pics Insta Account Locked for TOS Violations I guess they don't like nude pics anymore or maybe my pics are just too hot for Instagram. Don't worry, the show and free pictures are still going on. What's wrong with nudity and sex anyway All I want is to hear whether you like what I post or not. It helps ...
  • CRYPTO GIRL WILL FUCK YOU TO THE MOON! 🤑💦 Crypto Girl for Crypto Guy in the Eastern Shore Area Hello crypto lover! 🤑 I am Jeanette. I'm good at sex and very creative. I'm into trying different positions and locations. Love exploring kinks of all types. Nothing is off limits! Some of my fav kinky stuff is BDSM, strap-ons, anal sex, role ...
  • Are You Uber Horny? I AM - Maybe We Can Work This Whole Thing Out Together!... Nympho Seeking NSA in Eastern Shore I am Tory, a 24 year old, brunette living in the Eastern Shore area, 5'5, medium build, told that I'm fun, easy to be around, a good conversationalist and have a sexy relaxed vibe. Do you live here locally, find me attractive and love big playful titties? Th...
  • Mature Latvian lady seeking mature fun gentleman 🐈🐈 Mature Latvian Lady in Eastern Shore Hello there. I am Rada and I am a sexy mature woman from Latvia, now in Eastern Shore. I am very independent and charming and looking for a guy I can talk with and laugh with and just hang out with on weekends. Please contact me online or text....
  • Calling all Swingers and Boobsters in Eastern Shore Cali Needs Threesome in Eastern Shore Hi I'm Cali a single girl 24 years old with extra large boobs here in Eastern Shore 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. Y...
  • Don't Worry I Bite! Feisty redhead trans in Eastern Shore full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to con...
  • I usually root for villains... BadBetty big boobs here in Eastern Shore with a sailors mouth and a dirty mind to match. I'm a lesbian female 32 years old, mixed races, 38D cup, big nipples, brown hair and eyes, 5'7, 150 pounds, little salty and horny AF. I want you to swab the deck tonight and then do it again till everything is ...
  • Busty chocolate Beauty loves milk chocolate treats Busty Chocolate Bunny in Eastern Shore Hey gals, I am Bunny and I am dark chocolate in complexion and big busted. I am a foodie and I love all foods! I watch all kinds of food shows from all over the world! Hit me up @BustyBunnyXXX Hope to speak to a food/dining loving lady soon!  Usern...
  • I’m willing to lie about how we meet... I am a 32yr old half Hawaiian, Samoan, and half German. Born and raised right here in Eastern Shore. I'm 5'11" 190 pounds and have brown hair and hazel eyes. I’m a Disney obsessed, official Netflix movie rater. I’m also a cereal connoisseur and to top it all off I'm an 80’s pop mus...
  • 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...
  • Earth Momma - Strict Vagitarian... Hi I'm Orla, 29 years old, sort of a new age type lesbian in Eastern Shore looking for a compatible woman who I can share nature's bounty and goodness with. If I start boring you with my star charts, crystals, palm reading or alien theories just shove something yummy and lickable in my mouth. That a...
  • Looking for the bride of my dreams Eastern Shore Contractor Seeks Wife This is Erik and I am a local resident and own a contracting business. I love distressed property rehab and I'm always looking for rehab projects. I am looking for a bright intelligent woman who can make me smile. When not working, I love the outdoors and I am an...
  • Jon Boy seeking Eastern Shore Top Male to Pleasure 👅🍆💦 Kink friendly bottom male Hey, thanks for checking my ad. I'm Jon Boy, looking for a hot gay man who's ready to play with me and let me explore all kinds of naughty fun as I pleasure you. Recently out gay male, age 21, seeking other gay, bisexual or bi-curious guys for some wild male-on-male action...
  • Spanish Speaking Handsome Guy Hola a mis chicos. Estoy buscando a un hombre que esté en forma y musculoso que le guste jugar y comer. Me encanta cocinar. ¿Quieres que te prepare la cena? ¡Lo haré! Golpéame. @ChicoGuapo32 Hello my guys. I am looking for a man who is fit and muscular who likes to...
  • Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Eastern Shore 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 Eastern Shore looking for men who want a hot, sexy date. I'm clean, disease free, no a...
  • Sophisticated Black/White mixed Lady wanting Gentleman friend in Eastern Shore 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...
  • Email Eastern Shore Shemales Now! 💌 Want to Hookup and Find Eastern Shore Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you're interested in 😉.. Do you want to meet local shemales who want to fuck and have some sexy fun?...
  • Chivalry Isn’t Dead—But I Might Be After One Good Ride 😏🍑 an looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very into oral and eating that kitty. I'm a damn good lover and know how to use my cock! I want us both to use each o...
  • Scads of Ads Here, But I'm SPECIAL - That's What Momma ALWAYS Tells Me... Single and Special in Eastern Shore I'm Rhianna still a bit of a goth at heart and trouble always seems to find me somehow. For now I still call Eastern Shore 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 nee...
  • Amazing kisser looking for lips to practice on Lipstick Lesbian Loves Kissing Do you love kissing? I do! I love it!! It is such a turn on! My favorite parts to kiss are my neck and my face and my lips and my whole body! I am Kimberley, 22 and a part time waitress. I'm eager to meet you!! Send me a private message to @LipstickLesbianKim User...
  • Hey, fella: Not getting your needs met? Me neither. Let's get together. I want to date someone who is equal and wants to please and be pleased. Let's feel the passion again. Sorry, no strings at the moment because my situation is complicated. Within 10 miles of Eastern Shore area please. I have a somewhat flexible schedule but an out-of-town hookup just isn't in the car...
  • Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Eastern Shore 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 Eastern Shor...
  • How do I look? / M4W in Eastern Shore Man for Woman in Eastern Shore 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 @SamEastern Shore. Send your pics for mine. I'm available evenings and weekends.  Sorry guys, no men or couples.&nb...
  • 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 Eastern Shore, 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 w...
  • Single Mom 👗 With One Free Night a Week Being a Mother takes up most of my hours.Yet on one evening each week, it belongs to her. ( MESSAGE ME NOW✉️_) What draws me isn’t noise or mess. A quiet kind of power does - effortless banter, sparks that grow without effort, calm excitement that simply happens What counts is judgment. W...
  • I wanna be your friend and lover Mature black man in Eastern Shore 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 ...
  • Looking for Older Gentleman 🍭 Eastern Shore Area Seeking Eastern Shore 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 c...
  • Fit black dude looking for cream of the crop I am Steve, 34 in Eastern Shore. I don't care what color, size or age you are as long as you are legal. No heavy drugs or heavy drinking. Some drinking and 420 is cool with me though. I am just looking for a stand up guy who is kind and thoughtful and likes sex. I am into fitness and riding. Hit me ...
  • Fun Loving Couple in Eastern Shore Seeks Female for Threesomes... Swingers in Eastern Shore Seeks Female Hi, we are Jordan and Riley, a sort of a younger swinger couple in Eastern Shore 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...
  • 😈😈 WANT TO HAVE GROUP SEX???? 😈😈 Howdy y'all! My name is LINDA, and my husband and I are a swinging couple based in Eastern Shore.. We love the thrill and excitement of the swinging lifestyle - meeting new friends, exploring our fantasies, and indulging in all kinds of kinky play. 💋 Let's Have Some Group SexI am a playful and ad...
  • 🎮📸 Gamer / Streamer Girl Seeking Chill Vibes & Creative Fun 💋 Hey there 😘 I am a gamer chick in Eastern Shore who streams content while enjoying smoke sessions and late-night activities and good energy vibes 🔥💨. My free time consists of watching movies and cuddling with others and developing fresh content concepts 🎧✨. - MY GAMING PROFILE AND...
  • Email Eastern Shore Shemales❤️‍🔥 I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
  • 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...
  • Low-Key TS Sugar Baby 🌙 Soft Vibes, Selective Energy in Eastern Shore I’m a TS sugar baby who keeps things calm, classy, and intentional. Evenings without noise, talks that flow naturally - these mean something to me. Confidence shows in stillness, not noise. Soft in manner, sharp in choices. Comfortable standing out, never trying too hard. 😌💄Let's Link Up...
  • 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...
  • 22F - Eastern Shore 😈loves to get fucked 💋Tight Wet Pussy🧡💛💚💙 Hey there, I'm Yevette from Eastern Shore. 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 bon...