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!

Home / Dating

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

  • February 1st, 2026
  • DON'T MASTURBATE ALONE! Let Me Get You Off! LET'S GO CAM-TO-CAM! Don't Masturbate Alone... Get Off With Me! Want to chat live cam to cam before you hook up? Talk about anything. Share your wildest fantasy! Ask me anything. Me and my girlfriends are home alone and we enjoy getting naughty on cam. Join My Cam Free! Avai...
  • Sensual Dating Sensual Dating with Jen Wanting to date sensual caring man. I will do things the way you like. I like super open minded guys who show respect. Kink friendly!!!! Just pm or text please, no calls. My contact info is here SensualEastern ShoreJen Open minded Kinks welcome Femdom  420...
  • Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Eastern Shore Controlled by Cleavage, nipples, areolas, breasts, boobies, tits, hypno, highly suggestible, kinks, fetishes all types. I'm Lenny a 5'9, about 160 pounds, 22 year old single male in Eastern Shore here for magic milk bag fantasies. If you have boobies I'm ...
  • Achin' for the Bacon in Eastern Shore Let's Start Makin' Bacon! Hi all, Sheila here in Eastern Shore, single, a bit old fashioned, a little rowdy, love to ham it up, (sorry about the bad pun) 5'5, 140 pounds, 24 years old, big chested, blonde, blue eyes, love dancing, love beer, smoke but not 420, love animals, have a dually pickup and...
  • Irresistible woman desiring to be wanted Hello, I am originally from Portugal and would love to meet a handsome, funny guy to do to movies and dinner with. I am new to this online dating scene but hopefully, you will be nice! Please message me @IberianLady1 Olá, sou natural de Portugal e adoraria conhecer um tipo bonito e engra&cce...
  • Angelic and single with big tits that love attention! Hi guys, my name is Trisha and I am 24 and wanting to meet a cool guy who likes live music and hiking. My breasts are one of my best features so I hope you like them! I'm pretty cute to look at too. You must have a good sense of fun and be intelligent and responsible. My measurements are 38-26-36! ...
  • Chocolate D'Light Body Rubs in Eastern Shore... Eastern Shore's Black Lesbian Masseuse Hi ladies I'm Lola an ebony masseuse in Eastern Shore offering both erotic and theraputic body rubs for women. Just tell me which one you want, happy ending or not. I'll be pleased to go either way. I want you to be satisfied and come back for more. I hos...
  • Hey guys, I am looking for someone exciting and funny! Is that you? Cassie seeks charming and manly guy! I want someone sexy and fun. Clever and sweet seeking charming and manly guy. Please text me if you fit this description, or just hit me up me if you like my pics! Cassie89ooh I enjoy dining out, movies, hiking, travel, other cultures and sports. Did I mention ...
  • SWINGERS SEX NETWORK Locals Join Free! LOCAL SWINGERS FORUM Swingers, Swaps, Threesomes, Groups & Sex Clubs! Local Swingers | Pic Exchange | Sext with Members  1. Signup Free for instant access2. Chat up hot locals & swap pics 3. Arrange local swing hookups!   KenNKat:&...
  • Russian sweetie looking for sexy love Sweet Russian Woman in Eastern Shore Hello. I am new to Eastern Shore and would like to make some friends and meet nice people. I am looking for a wonderful guy to go to dinner with. I hope you don't mind my accent. I am working on it but I speak good English. Would you like to meet me? If so,&nbsp...
  • Eastern Shore's Sex Ninja Has Come to Your Rescue... Single Guy 4 FWB in Eastern Shore Hi I'm Carl, and maybe the part about being a ninja isn't quite true, but I do have a yellow belt in Karate or was it Judo? Anyhow, I'm living in Eastern Shore and am looking for something more long term with the right lady. Me, I'm a black male, 31 years old,...
  • 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 ...
  • Nigel 56, Eastern Shore new here Male 56 seeks woman in Eastern Shore Howdy gals, I am Nigel and I am back on the market after a settlement with an ex and my subsequent relocation. lol. That's life. Now, to find my true one and only love. I am lighthearted and friendly and I love to laugh and be made to laugh. I've been single ove...
  • KINKY KENNY FOR HOT MALE-ON-MALE 😈 Horny Man Wanted in Eastern Shore 😈 I'm Kenny, a horny gay man from Eastern Shore 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 w...
  • BLAZED HOOKUPS - Party Friendly in Eastern Shore Where's the Party in Eastern Shore? I'm Marijane @MarijaneBlazed26 and I'm looking for a smoking hot encounter here in the Eastern Shore area. I love getting lit up and then down and dirty with a generous man - nothing turns me on more than a good old-fashioned fuck when I'm high. Whether you want ...
  • Any Sexy Couples in Eastern Shore Want to Hookup? - Asking for a Friend 😄 Inquiring on Threesome in Eastern Shore I'm really horny, I mean I'm really Hannah here in Eastern Shore and you see there's this very close little friend of mine who is bored and lonesome. She wants to know if there are any hot swinging couples around that might be kind enough to service her once ...
  • Love Giving Head!!! Hey all you hot men in Eastern Shore! I'm OralAimie the best at giving mind-blowing head because I love it so much. But then who doesn't love it right? (if we're being honest) Lots of girls say they don't love it, but they are liars! There is nothing like it and every one is different. Long one...
  • Leather wearing biker chick with Harley Wanna go for a ride? I have a cool Harley motorcycle and I like to take off on weekends just for long rides. I love the feel of wind hitting my face on the open road. If you like bikes, leather and the wind in your face then go ahead and message me @HarleyChick and we can talk about meeting up...
  • ¿Hablas español? Hello good to meet you. Dulce amante esperando para probar su piel. ¿Puedes leer esto? ¿Hablas español? Quiero hablar contigo. Envíame un mensaje @DulceXAmante. I speak English, Spanish and some French. I want to meet you my sweet princess. Female or trans women only. No men. Woman for woman in...
  • Hey ladies, I am Roger, 49 and looking for real love Man Seeking Woman for Dating in Eastern Shore Hi, my name is Roger. I'm here seeking a woman for dating and friendship - hopefully a lot more! I am 49, a professional with no kids and no personal entanglements. I am local to this area and have lived here for 22 years. I would love to meet a kind a ...
  • MALE STUD FOR HOT ACTION - Eastern Shore Area 😈🔥👬 Get Ready for the Fuck of Your Life! 🍆 Hi there! I'm Mason and I'm ready to get down and dirty with you. I am only into top. I love it all - pounding your ass, playing with sex toys, kink play, and watching you gagging on my throbbing dick until my cum explodes in your mouth. 🍆💦 I'm a kin...
  • 💖 Sweet, Seductive & Craving Her – Ebony Babe Looking for a Good Time 😘 Eastern Shore Ebony Lesbian Lover Seeking Woman!!😉 I am a thick, chocolate colour 🎂🤎  , in my mid-20s, with soft curves and  smooth skin, and a wicked little smile. I am playful, affectionate and very into women,  especially if they know how to tease and please.  It shou...
  • Where's My Sexy Marlboro Man?!... To me a sexy man who smokes is hot AF. Hi, I'm Hannah living in the Eastern Shore area wanting to meet a single male smoker. I'm 24 years old, Auburn hair, 5'7, curvy with 36C boobs, blue eyes, smoker and want to smoke when you are eating me. You may have figured out that I have a fetish for smoking...
  • Older woman seeking mature gentleman for long term relationship Older Woman Seeks Mature Man Seeking gentle fun, soft cuddles and long walks in the park. I am a romantic at heart and love a good laugh. Prefer relationship. Go ahead, don't be shy, message me or call @OlderSexySuzie. We can enjoy life together! ...
  • Chubby Chick looking for guy who can handle me! So, I am a little heavy but more just curvy. I have 44DD boobs and I love, love, love to laugh! You gotta be funny if you are going to date me. Why not text me your favorite joke and we can see how we get along!  Lisa44DDEastern Shore...
  • Click here - Add to Cart. Eastern Shore Single Dad for Fun That's my mom in the pic with me BTW. I'm Jonah here in Eastern Shore a single working dad age 31 with a three legged cat and hope to find a woman for some NSA fun who has a big purse to get lots of snacks into the movie theatres. I'm not afraid to talk about Bruno,...
  • Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Eastern Shore who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all i...
  • 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 @LonelyinEastern Shore so we can get familiar!  LonelyinEastern Shore...
  • Genuine, yoga loving woman looking for physically fit man Busty Vixen in Eastern Shore Area Busty vixen with a love for yoga and running. I am active and stay in good shape.  Serious guys only please. Text now @BustyVixenCarole Let's go out on the town, have some drinks, have dinner, whatever you like. I can have fun doing most anything. I like...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Eastern Shore Secret Crossdressing Hookups in Eastern Shore Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a priva...
  • Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Eastern Shore. 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 rid...
  • Professional Wants to Settle down in Eastern Shore... Gay Man for Commited Relationship Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Eastern Shore. I'm not too particular about race, religion or political bent really. As long as you are a loving and caring person. If you have a hot temper do not contact. I'm over that crap! ...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side 🔥👠  Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring 😘 I need you to undress me gr...
  • Divorcee looking for exclusive arrangement with generous gentleman Divorcee Seeks Exclusive Arrangement with Sugar Daddy Hi, I'm a recent divorcee seeking an exclusive arrangement with a Eastern Shore sugar daddy! I am am 26 years old, love sex and pleasing my partner. I am looking for someone open to all types of fun and adventure! I'm classy enough to take to a ...
  • Latina chick looking for the love of my life. Isabel Para Mujero Por favor, dime que estás ahí fuera. Me llamo Isabel y soy una lesbiana solitaria que busca su amor. Ven a buscarme. Sabes que te estoy esperando. Hablo bien inglés, pero necesito mejorar un poco más. Ayúdame a que te ayude. Envíame un mensaje a IsabelParaMu...
  • Secret Lovers ...💍❤️😘 Shhh Don't tell my husband My Husband doesn't like to get wild like I do. I want to have super sexy fun!! 🤩🤩 Discreet Messages - Private Message 💌 I want to do all the things I'm missing out on with you.. I need to have fun and I need to feel a real man again. Want us to make porn together, meet women ...
  • Just Give Me a Man - Any Nationality Will Do! Mina Needs a Man in Eastern Shore! I'm Willamina here in the Eastern Shore area, but go by Mina with friends and family. If you are a fun loving, passionate, stable, sexy guy with morals then you have my attention! I find all types of men attractive, so I can't tell you what kind of man I am lookin...
  • Englishman Without His Butler... It's a hard life for an Englishman not to have his butler in America, but I have learned to adjust. The really hard adjustment is not having a good woman and best friend. Moved here to Eastern Shore about 3 years ago from London to work in the tech industry and do rather well despite the sky-high pr...
  • Strict Shemale Dominatrix in Eastern Shore - @DesireeTransDomme Powerful African-Queen Dominatrix in Eastern Shore I am full-time professional Domme Desiree. My Eastern Shore area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you w...
  • Sailing nut wants to meet lady sailor Male for Female Date Wanted in Eastern Shore Do you like going out on boats and sailing into the sunset? If you do, give me a call and we can check out the water together. My name is Lewis and I love the water. I do have lots of other interests including coffee shops, microbrews, dining out, music,...
  • Great kisser, looking for same Did I get your attention? If you are reading this, I must have! So, there is more to me that just great kissing, but I wanted a hook! Here goes...I am 32, a manager in a store and I just relocated to Eastern Shore because of my job. I don't really know many people yet, except my roommates and I am k...
  • Superb Shemale in Eastern Shore... T-Girl for NSA Encounters in Eastern Shore When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Eastern Shore. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondl...
  • VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Eastern Shore and all the possibilities it offers for a guy like me. don't like the idea of bar pickups and would rather ease into this thing. Must be descreet and honest. Message me here. VirginAss88...
  • 🍑 Thick & Tempting 🍯 Seeking a King to Devour Me 👑🔥 Hey there! My name is  Chelsey and I'm a Curvy Cutie..  I am a 26 year old BBW thick girl looking to meet a hot man for some sexy hookups and dating 💋💋💋 If you are into bigger women like myself, then we might have something special. I enjoy being dominant in bed and taking c...
  • 🎶 Concert Vibes & Bedside Rides - Eastern Shore  Cute Lesbian Girl in Eastern Shore seeks her lovely playmate!! Oh beautiful 💖 I would love to meet at a local show, dance a little too close  and make out in the parking lot like teenagers? In reply I'm 28, femme leaning switch  and I like high energy chemistry. It's about time so...
  • WE CAN HOST OR COME OVER 💥Eastern Shore🌟😉 Hey there, I'm Shari from Eastern Shore, and my husband and I are a fun-loving swinging couple looking to connect with like-minded individuals who share our passion for the swing lifestyle. We love the thrill of meeting new people, exploring new experiences, and indulging in our deepest desires toge...
  • Playful Dove Ready to Fulfill Your Wildest Fantasies 😘🔥 Eastern Shore Hey there, sexy! My name is Dove and I'm a flirty little vixen from  Eastern Shore . I love to explore my sexuality and try new things in the bedroom. Are you ready to join me on a wild ride of pleasure and excitement? 😉 Swap Pics & HMU @dovesh47968   I'm seeking a sexy man!! 😍...
  • 💋 Naughty or Nice? I Can Be Both 😈 KINKY BDSM W4W Woman Seeking a sexy lady in Eastern Shore... I want to know your KINKS💯😈 I'm really into fantasy play and BDSM. I love to DOMINATE or be submissive.. I love role playing and have lots of fun!!  I need a beautiful girl for tonight to match my energy 💖 I’m sweet on the  outsi...
  • Bi, Sweet & Curious 💕 Looking for a Man or Woman or Both haha!! Eastern Shore 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...
  • 😇 🍆 😍TRANNY COUPLE -Eastern Shore- SHEMALE SWINGERS😇 🍆 😍 Hey babe, are you interested in Shemale or Transsexual Sex? How about a shemale couple looking for you to join? If you want to have some sex and swing with us.. You MUST be willing to do whatever we say. Do you want to play with our cocks and boobies at the same time?. Swap TS Nudes & Conta...