Southern MD, Maryland Sex Ads and Adult Classifieds

Southern MD, 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

  • October 16th, 2026
  • Mark, 33 Love country music and driving my truck Hey, the name is Mark and I am a country boy now living in Southern MD, 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 Southern MD area. I am self sufficient and I am wanti...
  • Mature woman who likes to party seeks younger man in Southern MD Mature Woman for Younger Man in Southern MD 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 sta...
  • Attractive 48 yr old seeking younger man in Southern MD for fun and excitement Older Woman (age 48) for Younger Man in Southern MD 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 Southern MD 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 ...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Southern MD for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will b...
  • Looking for the world's best playmate! Need: One good looking guy who can make me laugh Also: has to like music and movies and be a gamer, not a player. What you get: Me! My name is Patrice and I am 25, 5'6", curvy with dark hair with a blue streak straight down the back of my head, which I love! I am also a pretty good cook, so if we ...
  • Penny for your thoughts? Penny TS in Southern MD 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 an...
  • Hookup With Southern MD TS Sugar Baby Now! πŸ’Œ Want to Hookup and Find Southern MD 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 πŸ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy fun? I...
  • Short but fast runner likes to meet fitness partner in Southern MD Hello. I am Justin and I am a fitness freak. I'm not tall, a little shorter than average height, but I'm fit! I love all gym workouts and I pump iron almost every day. I have to work from home right now and my outlet is my home gym. I love a good run at least 3 times per week. I am 42 but look prett...
  • Shy Asian Girl Looking for a Sweet Guy πŸŒΈπŸ’¬ Hello, my name is Mei. A bit shy at first, but very soon I can become very playful and curious! I like very calm conversations with very wise and nice people especially guys! ( VIEW MY DATING PROFILE ) My friends would describe me as a romantic at heart – I’m all about a good night in, ...
  • 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 Southern MD. 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 music...
  • πŸ™ŒπŸ€MY BF and I INVITE YOU INTO OUR BED πŸ›οΈ 😍 Hey there, I'm SexySally from Southern MD. My husband πŸ’ 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....
  • Fit black dude looking for cream of the crop I am Steve, 34 in Southern MD. 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 up...
  • Nerdy Girl With Glasses Seeking Her Favorite Distraction πŸ€“πŸ’¬ So you want to know a bit about me? My name is Emma. I spend more time than is probably healthy with my head in the sand reading a good book, getting lost in some amazing podcast or hours after hours trawling the internet for answers to obscure questions. But sometimes (un)luckily I come across a tr...
  • Widower seeking affection in Southern MD Southern MD Widower Seeking Affection Hello ladies, my name is Jonathan and I am seeking some female company for fun times and affectionate days. It has been a while and I have to face that I'm lonely. I am 52 and still look in my late thirties (I am told) and I am fit and healthy. I love riding ho...
  • 😈😈 WANT TO HAVE GROUP SEX???? 😈😈 Howdy y'all! My name is LINDA, and my husband and I are a swinging couple based in Southern MD.. We love the thrill and excitement of the swinging lifestyle - meeting new friends, exploring our fantasies, and indulging in all kinds of kinky play. πŸ’‹ Let's Have Some Group SexI am a playful and adve...
  • 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 ...
  • Age 47 Regular Guy with a Lot to Offer!! Man Seeking Woman for Dates in Southern MD Hey, Richard here. I just want to say hi to you and hope you might check out my profile and see if you want to go out for a date. I am just a regular guy looking for a regular gal. I've been single too long. I keep busy and have a great life but It's time ...
  • 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...
  • Married But Playing in Southern MD Married Woman Playing in Southern MD Hey guys. My name is Jessica @Jexxica27, age 27. I'm married but playing around. He don't care. He said so and he cheated on me first so here I am. I just want to have a good time, no strings attached. Can you give me what I haven't had in a long time? I li...
  • Sex and Smokin' Leather... Hi Leona here in Southern MD (originally from Rochester, NY) and am looking for a sexy man who smokes and loves sex. Or at least a man who doesn't mind smoking and sex. I wear a lot of leather gear and smoke obviously and have a dirty mind to go with it all. I moved here and work at the Southern MD ...
  • Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Southern MD 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 Southern MD here for magic milk bag fantasies. If you have boobies I'm inte...
  • Nascar fan looking for lady to have fun with Nascar Fan for Lady in Southern MD If you are looking for someone legit, hit me up for a date. I am a down to earth guy who likes to chill on weekends and do fun stuff. I enjoy dining out, concerts, live theater, strolls at the park, hiking, movies, sports and much more. I hope you have a good sens...
  • Jon Boy seeking Southern MD Top Male to Pleasure πŸ‘…πŸ†πŸ’¦ 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...
  • Trans Playmate Sex Kitten... Ebony trans woman in Southern MD wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I...
  • I'LL DO ANYTHING YOU WANT ME TO...😈😈😈 Hey babe, I'm Julie and I'm new here. I need a fun man to have some naughty fun with. I love to πŸŽ‰ PARTY πŸŽ‰.. maybe drink and more πŸ˜‰ Then while we're having fun partying, we should fuck and fantasize. I love dressing up πŸ‘—πŸ’„ I love pretending to be whatever you want me to be. I want us to...
  • πŸ”₯ Bi Babe Seeking Man or Adventurous Couple πŸ’„ W4M Fun & Threesome Vibes I cannot wait to hear back from you... I’m a bi girl looking to meet a guy or a couple that want’s to connect and see where things lead. Let’s have some fun and see where the night takes us. If you are looking for W4M πŸ’‹ dating, bi woman for threeso...
  • Submissive and Need a Dominant Sir in Southern MD Our Little Kinky Secret in Southern MD Allow me to introduce myself, I am Chelsea here in Southern MD looking for a Master to give me what a real woman needs. I am into domination, humiliation, bondage, roleplay, gags, whips, toys and am still exploring my fetishes. I'm a professional woman working...
  • Swingers - Estella Wants Threesome - Live La Vida Loca! Hi Southern MD Swingers I am Estella looking for some real fun - Estoy Muy Caliente muchachos y muchachas! I have a need only you two can fill. You don't have to be super models or anything just come with a sexy attitude and that makes it all good in my book.  I prefer a hispanic or white coup...
  • Latina Therapist to help you Latina Sex Therapist in Southern MD Rest and relax under my gentle hands and feel the tensions leave your body. Latina woman, a caring sex therapist, seeking genuine adult conversation and romance.  Text or message me online! TherapybyMaria   Sexy Therapy by Maria Send your pho...
  • πŸ₯΅πŸ†SHEMALE COUPLE SEEKING SOMEONE FOR SEXπŸ†πŸ₯΅ Hello men and women. We're a TRANS couple seeking someone or multiple sex partners to join us. We have cock and tits.. Does this turn you on? We're willing to let you hop in our bed, or we will come to your place. I really love sharing my partner and being fucked in front of her.. OMG I"M GETTING HA...
  • 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! ...
  • Sexy Asian Girl Sayo for American Guy in Southern MD Hello. I am Sayo. I am a hot and sexy Asian girl. I would like to meet an American guy for relationship and dating. I am a great cook so why not get your appetite up and come for dinner? I give good massages and like romance. Send me your pictures for mine also. Message me @SayoYung to chat or for a...
  • Needed: Single Men and Women For Sexy Swinger Couples in Southern MD!... Meet Local Swingers and Get Naughty! Thanks to you Southern MD 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 eve...
  • Looking for someone fun & exciting! Angela26Southern MD πŸ’‹ Looking for a very exciting man in the Southern MD 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!  πŸ’‹ Send me a message and if you want to go for a walk with me, let me know. (Angela26Southern MD)...
  • 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...
  • Young at Heart Grandma Seeking Fun and Adventure in Southern MD... Hey boys I'm Doris, 63 yrs old, 40EE+, blue eyes, retired dispatcher from right here in the Southern MD area. I've decided to put away the knitting needles and gardening tools and craft supplies to have some real fun! I need a sexy man who knows what a woman really wants ;) The best feature about me...
  • Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!... Sal here in Southern MD to melt your stress away and relieve that pent up sexual tension like no other. I host and offer full amenities and services to my gay clients. All men are welcome as well as couples who need to unwind and spice up the day the right way. I serve gay, bixsexual and b...
  • Mature Latvian lady seeking mature fun gentleman 🐈🐈 Mature Latvian Lady in Southern MD Hello there. I am Rada and I am a sexy mature woman from Latvia, now in Southern MD. 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....
  • Bosnian Beauty wants a date I am new here in town and I would like to meet a cute man to go to dinner with. If you are interested please send a message to me. @BosnianBarbie Bosanska ljepotica ΕΎeli spoj Ja sam nov u gradu i ΕΎeleo bih da upoznam slatkog muškarca sa kojim Δ‡u da idem na večeru. Ako ste zain...
  • 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! ...
  • πŸ’‹ Naughty or Nice? I Can Be Both 😈 KINKY BDSM W4W Woman Seeking a sexy lady in Southern MD... I want to know your KINKSπŸ’―πŸ˜ˆ 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 πŸ’– I’m sweet on the  outside...
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Southern MD? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all so...
  • πŸ”₯Gay Hookups – Bedroom Eyes & No Bullsh*t Vibes πŸ’‹πŸ†  Your mama warned you about me yet your dad would secretly appreciate my nature 😈 34,  toned, tattooed, and nasty in the best way possible. I seek a genuine male partner who  understands my body type through strong hand usage and dominant presence and filthy sexual thoughts. Your ...
  • Southern belle new to Southern MD out for a good time A truly southern belle, born and raised with all the charm and grace a lady should have. I love cooking, pleasing my man and music. I'm open to most anything fun. I am open minded, beautiful, and I have a lovely twang! Ya'll wanna meet me for some fun and good food? Please say yes! Contact me! @Sout...
  • Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Southern MD Look no further honey, I'm Franny an Ebony trans woman here in Southern MD 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 don't ...
  • Chill Bearded Guy Looking for a Fun Connection πŸ»πŸ˜‰ I'm a relaxed 30 something. Fair amount of face hair, cheeky sense of humour and love to laugh at the most unexpected moments. By day, I'm a working parent and by night, I love to socialise. Let's plan something fun and go out! Im a pretty chill girl who just loves to hang out and talk. Im a respon...
  • I'm Danish... Eat ME! Been dating most of my life and nothing too serious, but now I'm ready to settle down with the right person. I'm looking for a woman who will complement me. Where I have weaknesses she will have strengths. She must be local in or near Southern MD, because I did a long distance relationship once...
  • Curious Bi Girl Looking for Lifestyle Friends πŸ˜‰βœ¨ Hi, I'm a bi sex girl looking to meet some friendly people that are open to the alt scene and are looking for some fun. I'm a very friendly person, very confident and have a wicked sense of humour, which should soon come through. Message or Text Me Here -  I'm a cute cuddly sweetie looking for...
  • I wanna be your friend and lover Mature black man in Southern MD 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 li...
  • Tattooed Alt Girl Seeking a Chill Guy πŸ–€πŸŽΆ Well I've got black hair, loads of tattoos and I LOVE music. So i suppose you could say that my lifestyle is quite alternative. My name is Raven and I'm a chill, alternative, down to earth, honest and true girl. I'm all for just taking it easy and having fun. Sometimes I just want to have a good nig...