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!
Show Ads In: Annapolis | Baltimore | Eastern Shore | MD suburbs of DC | Southern MD | Western MD
- August 9th, 2025
Ranch owner and lonely ol' guy Male Ranch Owner Seeking Woman in Annapolis
Ok, I ain't that old. Just turned 48. I am a ranch owner with 40 acres and am looking for a gal who is adventurous, outdoorsy, fit and healthy enough for horseback riding, hiking, biking and picnicking on the trails. Enjoy travel and new experiences? Me t...
Karaoke queen loves singing with her Knight-ess Carmel Karaoke Queen in Annapolis
You love to sing karaoke? Good!! Me too!! My name is Carmel and I adore singing. I am not shamed to say I am probably not so good but after a drink or two you probably won't care! I love singing modern pop, 60's and 70's disco, and even some modern rap. Message me ...
Ohhh Yeah! I'm PHAT AS HELL BABY!!! BBW Wants FWB in Annapolis
LustyPhatty (Susan) here livin' large in Annapolis. I know you are cravin' my curves and big playful funbags, and I got a few cravin's of my own. I want you to play with and massage my huge titties all night. (heaven) I'm a BBW 34, 5'3, 42EE cup, and will tell you th...
Hot trans chick with nice boobs Hot trans chick in Annapolis. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! Want ...
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 ...
Italian sweetie looking to taste your fruit Woman seeking woman in Annapolis
Amante dolce in attesa di assaggiare la vostra pelle. Riesci a leggerlo? Parli italiano? Voglio parlare con te. Inviami un messaggio @DolceAmante.
I speak English too! Sweet lover waiting to taste your skin. I want to talk with you. Send me a message @DolceAmante.
...
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! ...
Single Mom wants to Date Funny Guy Single Mom in Annapolis
I'm a single mom. I am 31 and ready to mingle and have some fun. I want a guy I can be friends with and enjoy running and fitness with. Being funny is a must! Message me! @Mommykins
I love being physically active and especially enjoy romance and sex. Send me a message ...
Sexy Asian Girl Sayo for American Guy in Annapolis 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...
Chill Dude Needs His BBW Queen... Hi ladies I'm Mike from here in Annapolis, age 30, 6'0, 190 pounds, Italian, French, Norwegian mix, tatted, well endowed, muscular, journeyman plumber, who loves lots of curves and passion in his woman. I don't meet many women in my line of work and bar pickups are not usually the right way to find ...
Hot and kinky MILF looking for some fun in Annapolis Annapolis MILF For Kinky Hookup!
Hi all you sexy Annapolis 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 dependi...
George, 31, long beard to tickle you with Bearded Man for Non-Bearded Lady in Annapolis
Hey ladies, I am George and I am 31. I have been growing my beard for 3 years and it is nice and long. If you like bearded dude let me know and send me a private message @BeardedGeorge. I'm fun loving, athletic, Alpha type guy, comfortable in my skin, a...
Vivacious Redhead Bi-curious in Annapolis... Hey ladies, I'm Bi-curious Lisa and new to this. I am excited and nervous at the same time. I want a hot encounter with another female to see what it's all about. Might have to take it slow at first, so please be patient with me. I am thinking a woman knows what a woman wants better than a man. I co...
New Body New Me M2F in Annapolis
Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion wi...
Roses are Red, Violets are BOOBS! Woman Seeking Boob Man in Annapolis
I'm Violet! Just a girl living here in Annapolis all my life except for a short time in Tucson, AZ. I'm 23 years old, big natural titties, redish hair, blue eyes, big sexual appetite and love to have a man treat me to a long blissful booby rub. That gets me ...
exciting black guy waiting for you Exciting black guy in Annapolis
I am Herman. I am an active and fit, age 32, black male and I am excited to meet you! Looking for lovely lady of any age but not too young to understand my humor and not too old to keep up ;) I am fit and fast to run with and muscular. Tall and attractive. Want to wo...
Totally new to this kind of thing! I use a couple of apps to do dating but I am never tried this site before. I am hoping I came to the right place. Are you my Mr. Right? I hope you are not my Mr. Wrong! My name is Lisette and I am 26 and single and I love to go to the beach and the movies. Check out my profile page and send me a mes...
Looking for my sexy ride or die man Hi gents, Gina here I'm a tatted 26 year old biker chick at heart who is into more mature men, and I live by the biker's code. I am loyal, love the feel and freedom of riding and always give my road king the sex, affection, attention and space he needs. Take me for a ride sometime? A good ride alway...
Sugar Magnet Looking for His Sugarbaby in Annapolis... Hi, I'm Matthew a semi-retired Real estate developer recently divorced seeking my sugarbaby for sexy good times and companionship. I have a yacht, penthouse and nice cars, but still something BIG is missing... YOU! I admit, I'm not the best looking guy, but you could do worse. Do you like to travel?...
Here to be your sexy little slut.... Slut in Annapolis Wants NSA
Hey you sexy men in Annapolis I'm Jill and I just can't help it when I see a hot guy. I fall in love (or lust) and want him to kiss me, touch me, and squeeze me and be in me. There are lots hot guys around here and I know I can't have em all, so here I am to get at ...
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Naughty but nice girl next door Naughty Girl Next Door
I want you! At least I want someone like you...I want love, and friendship and fun dates and mystery drives. Please don't be shy. Come and say hello! Send me a message @NaughtyGirlTrish69
I'm a naughty girl of many interests. Internet junkie, social mediaholic, pa...
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...
Wild and Crazy Girls Looking for Some Man Meat in Annapolis Bi Girls Want Threesome in Annapolis
Hello boys we are two bi girls (Linda and Emmy) looking for a sexy man in Annapolis to join us in some hot fun. We tend to be a little kinky so you'll have to get to know us a bit first. You check us out, and we check you out sort of thing. Come on, it...
Hot Girl Wants To Hang Out With Woman in Annapolis Are you cute and fun? I'm lonely and looking for good times with someone special. Just send me a message @HotGirl4XXXFun and I will send my recent pictures. 🔥 Please send your pics and contact number. Let's text and go from there.
Local fem girl looking for local female friend (butch or fem) to ...
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...
F/M seeking love and fun Female to Male Trans Man in Annapolis
My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. This feels right and I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and o...
Submissive and Need a Dominant Sir in Annapolis Our Little Kinky Secret in Annapolis
Allow me to introduce myself, I am Chelsea here in Annapolis 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 in ...
I'm Troy in Annapolis - Bi-Curious Looking to Experiment... Bi-curious in Annapolis
Hi guys, I'm Troy here in Annapolis divorced after 10 years and am entertaining the idea that I might like the gay lifestyle. So, here I am on this site looking for a special kind of man who isn't going to go too fast with me. (is patient) Woman say I'm well hung, ...
Sailing nut wants to meet lady sailor Male for Female Date Wanted in Annapolis
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, wor...
Widower seeking affection in Annapolis Annapolis 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 hors...
Nascar fan looking for lady to have fun with Nascar Fan for Lady in Annapolis
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 sense ...- August 8th, 2025
Help! Single and Got That Tingle! Itchy in Annapolis
Hey there boys I'm Natalie here in Annapolis looking for a handy man to take care of some of my feminine needs. Are you talented enough to scratch my itch? Must be skilled, but might take on the right apprentice who has potential. I'll have to keep you on call, because a girl nev...
Flawlessly gorgeous trans bombshell in Annapolis Trans MtF for Man in Annapolis
I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bedroom...
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...
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 Annapolis for most of my life. I am a city worker so a...
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...
Divorced College Lecturer Looking for Excitement! College professor and divorcee, age 42, looking for someone loving, intelligent and fun. I live in the Annapolis area and I am happy to meet at a neutral place or entertain at my place. I own my own home and I am not expecting you to pay for everything. Looking for someone who loves history and book...
Intoxicating-Stacked Blonde Beauty in Annapolis... Hello men, I am Korina a single woman seeking a single sexy man for NSA relations in Annapolis. About me: Russian born, 25 years old, 5'7, 130 pounds, 38D cups have been here for 10 years and have a small business. Do you live in Annapolis? I try different places for finding attractive sexy men, but...
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 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...
Looking 4 a Man 4 Sex 🍆💦 & Fun😍🤩 I really need to get out and have some fun, maybe a drink, smoke.. Sex - Message Me❤️
I've been really horny and just stuck at home. I have a few GF's who might want to join us and play too, if you're down Or I'm willing to go out and have fun just us. Will you help me get out and have so...
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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...
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🔥🔥🔥 WANT TO JOIN US IN SOME SWINGING SEX??? 🔥🔥🔥 Hey there, I'm Heidi from the beautiful Annapolis. My husband and I are a fun-loving swinging couple who love exploring our fantasies with like-minded individuals. Swap Pics & Contact Info There's something so exhilarating about the swing lifestyle - the thrill of meeting new people, the ex...
🙌🤝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...
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...
💋 Naughty or Nice? I Can Be Both 😈 KINKY BDSM W4W Woman Seeking a sexy lady in Annapolis... 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 outside, ...
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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...