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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• August 13th, 2025
• Fun Loving Couple in Annapolis Seeks Male or Female for Threesomes... Swingers in Annapolis Seeks Partner Hi, we are Jordan and Riley, a sort of a younger swinger couple in Annapolis looking to explore threesomes with the right guy or 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...
• Big Tits, Looking for Real Fun in Annapolis Big Tits, Seeks Fun Guy in the Annapolis Area I can entertain you and make you laugh! I have a bubbly personality, big tits that love to be touched and I like to show off. I just like to kick back and have fun. I am light hearted and fun, intelligent and also street smart. Would like to meet simil...
• SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Uncensored Photos Swap Your Pics Live Web Cams Private Messages Sext & Hook Up! Join free for Instant Access to the Trans Profiles  &...
• 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...
• Just Give Me a Man - Any Nationality Will Do! Mina Needs a Man in Annapolis! I'm Willamina here in the Annapolis 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 looking for ex...
• Italian Goddess Ready for Love in Annapolis Parli italiano? If so we can get down and personal and get to know each other. If you don't Parli italiano I can show you some phrases *wink*. Why not private message me for a date? @DonnaSexy27...
• Italian Couple Wants Single Man For Threesome in Annapolis Couple Seeks Male Companion in Annapolis Buonjourno we are Mario and Gabriella new here in Annapolis. Not only are we Italian, but we are from Italy. From a small town of Livorno near to Pisa. We are in the swinger lifestyle and lately have need of a man to join in with us for some adult fun. Our e...
• FEELING H0RNY? I'm Your Dirty Little Secret 😈 CAM SEX BUDDY! 👁️‍🗨️💦 I'm horny and bored 😈 so I set up my sex cam 👁️‍🗨️💦 I specialize in kinky fetishes. Seriously, I like vanilla sex but I also like to taste all the flavors too! 😈 Join my cam (online now) and tell me your kinky secrets and deepest sexual desires and I'll share mine with you. T...
• 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...
• You want to date me, right? Man seeking Woman in Annapolis Hey, thanks for checking out my ad. I am Noel and I am here to let you know that you don't want to miss out on dating me. I am a joker and I love to laugh and make you laugh too. I am a music fan and I love going to live gigs. Who are your favorite musicians? I have e...
• I will always laugh at screaming goats... Annapolis Man Seeks FWB I’m George age 40 here in Annapolis and am a bit of a shut-in. I still like going out for drinks and having fun but I find more peace and have more fun just kicking back at home. I love the beach, movies, Disneyland, writing music and poetry, spontaneous trips, and pla...
• Wife Swap in Annapolis Anyone? Swingers Seek Sexy Swap in Annapolis Hi we are Dave and Lisette here in Annapolis. Admittedly we are pretty new to the swinger lifestyle and don't want to cross any boundaries, but we would really like to find a couple around our age to swap partners with. You don't have to be married like us, just...
• 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! ...
• Smokin' Hot Lesbian in Annapolis... I'm Kat, 27yrs old, 140 pounds, black hair, brown eyes, dirty minded, tatted, love to smoke and I don't care what they say about smoking here in Annapolis or anywhere. If you are a single lesbian or bisexual OK with smoking or are a smoker yourself then maybe we should chat. I love sex and smoking, ...
• Annapolis Grandma Loves Breast Play! Hi ladies I'm Millie looking for a special woman in Annapolis. I need a lesbian to take me to heaven and play with my huge titties (bigger than my head) all night long! I'm kind of kinky, so maybe some torture, bondage, slapping and of course massage for the girls. Of course we can't forget about ki...
• 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...
• Hung Black Male Annapolis for male action Wants hot male for male sex in Annapolis. All races welcome. Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in char...
• 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 ...
• 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...
• No Strings in Annapolis - Hot and Sultry, Looking for Affection Thanks for opening my ad. I've been neglected for far too long and am in need of affection. Things are complicated so no strings only please. That is likely to change at some point in the future. My hair goes down to my lower back and I have soft skin. My height is 5'8" and I am slender but curvy i...
• Joker and a Smoker... I'm a 30 year old, 6'1, 200 pound hardcore biker living in Annapolis and I go by the handle of Joker. Looking for my sexy road queen who preferably smokes too, or at least doesn't mind that I do. All this anti-smoking shit brings out the rebel in me, and if you're like me then we'll get along g...
• My name is Shey and I am a goddess of love Black Woman for Sex in Annapolis I am an African American with a hot body and a clear and quick mind. I want to meet a man who has a quick wit, an intelligent demeanor and a smart mouth. Go ahead and chat with me @EbonyQueenX to see if we hit it off....
• 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?...
• Tired of Fakes and Game players? Want hot juicy and tight? Real Annapolis Girl, Hot, Juicy & Tight 100% real Annapolis girl and very skilled! My tantalizing curves and sexy eyes will have you mesmerized in seconds.  Enjoy my silky skin, luscious legs and sensual breasts.  I love to tend to your needs. I promise a safe, sexy and secure e...
• Hey, any SteamPunkers out there in Annapolis?... Hi, I'm Brad T. from Annapolis born and raised. I love everything SteamPunk and am searching for a local woman who appreciates the romanticism of the late Victorian era. I'm 30 years old, love sci-fi, SteamPunk, conventions and events, travel and work. I have a dynamite job working with younger auti...
• VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Annapolis 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...
• Attractive 48 yr old seeking younger man in Annapolis for fun and excitement Older Woman (age 48) for Younger Man in Annapolis 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 Annapolis 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 me u...
• Any Sexy Couples in Annapolis Want to Hookup? - Asking for a Friend 😄 Inquiring on Threesome in Annapolis I'm really horny, I mean I'm really Hannah here in Annapolis 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 in a whi...
• Sweet new girl in town Sweet and Kind in Annapolis I am sweet and kind and I want to meet a kind hearted man. I am part Asian and I have long sensual hair and a good set of curves. Send me a message @NewGirlEve if you would like to meet. xoxo  Eve 👄...
• 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...
• 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...
• Young, Fun, Perfect body and 36DD looking for nice gent to date Young, Fun, Perfect Body and 36DD 26 yr old looking for fine looking man, with fit physique. Must enjoy sex! I like being active and enjoying life. I'm giving online dating another try. My Pics and Contact Info 36DDblonde Send your photos and mobile# for mine. Tell me a little about yourself...
• I'VE GOT A GLORY HOLE FETISH - CUM 'N GO! Annapolis Glory Hole! Hi all you sexy guys in Annapolis 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 see them. ...
• PeeWee's Looking for a BIG Adventure! Hi, I'm Herman, and me and my little friend are looking for some excitement in Annapolis tonight. If you are up for an adventure we are too! We aren't too picky, just hope you like Tequila and dancing. Please be motherly and kind. Can you come out and play?. If so click here to come out and see...
• European Lady seeks sensual gentleman European Lady in Annapolis My name is Karena and would like to meet a kind gentleman for dinner and dating. I am mature and I originate from Europe and moved here recently. Serious callers only and I am willing to please you.  Check my website pics and contact info KarenaXX86...
• Russian sweetie looking for sexy love Sweet Russian Woman in Annapolis Hello. I am new to Annapolis 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, text me...
• Selena, mujer latina solitaria en Annapolis Selena, mujer latina solitaria Hola, mi nombre es Selena y vivo en el centro. Me gusta pasar el rato y relajarme y quiero conocer a un tipo genial con el que jugar. Golpéame (SelenaSexyDivertido29)...
• 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! 🥰...
• Lithuanian Lady Likes Lady Love Seeking a beautiful woman to be with. You must be kind and funny and like any kind of music. Tatts and piercings are a turn-on! I love to sit and watch movies and I love music, exploring the Annapolis area and eating out. Messsage or text @Natalia4LadyLove xoxo, Natalia Username: @Natalia4Lad...
• I've Been Naughty and Need a Spanking!... If you are a sexy disciplinarian man in the Annapolis area and have a strong hand I NEED a spanking to get my juices flowing. (oops! I meant to say to pay for the bad things I've done!)  I'm an Italian/French girl 22 years old w medium build, and an appetite for punishment and erotic NSA encoun...
• 𝔹𝔹𝔹𝕁 𝔾𝔽𝔼🌮💦 LATINA🌮100% new girl🌈🔞LATINA💖 Annapolis Hey there, I'm Rene from  Annapolis . I'm a fun-loving girl who's always up for trying new things in the bedroom. I love to explore my fantasies and play with different kinks. Are you ready to join me on a wild ride of pleasure and excitement? 😉 When it comes to sex, I enjoy getting a l...
• TS Temptress Ready to Ruin You (In the Best Way) 😈💦 Annapolis  Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...
• 💯REAL💯HANDSOME💯MANLY You ready for some manly gay sex here in Annapolis? I know I am, I made this ad to make a nice BF to fuck or fuck me.. We can even find some other sexy guys to have some sex with too.. I love partying✨ and having group sex. Do you like to take it or give it? I will give you something to suck on al...
• Sweet Guy, Dirty Mind, Zero Pressure 😇Annapolis😈  Hi beautiful. At twenty-nine years old I maintain my fitness while being humorous and charming yet slightly  mischievous. When I look at you my eyes show weakness while my laughter makes your stomach ache  😏 View My Dating Profile and Pictures - My approach to romance includes p...
• 🙌🤝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...
• Come Join US!!!! SWINGERS DOWN FOR ANYTHING AT ALL! 😘🔥 Annapolis 💋 Hello babess... I'm Roxxxy and my Hubby's name is Johnny. We're from J. My hubby and I are a very sexy and adventuruous swinging couple who love to explore our  deepest and nastiest fantasies.. We MUST indulge in the thrill of wife swaps and threesomes. The swingers lifestyle has brought so muc...
• Dinner, Drinks… and You in the Driver’s Seat? 🍷💋🍑 Annapolis Hey there, lovely ladies of Annapolis! My name is Baily and I'm on the lookout for that special someone to light up my world. 💫Swap pics & contact info I may not be a prince charming, but I can promise you plenty of laughs, good times, and maybe even a little bit of romance along the way...
• Annapolis💕 Let’s Grab Drinks & See Where the Night Takes Us  Lesbian Lady here, seeking a fun and outgoing lady!!... Oh hey babe, I’m a sweet little flirt, I'm from Annapolis and I like cute cocktails, deep convo and  making out in the back seat secretly. So I think we should meet at a cozy lounge or rooftop  bar and get a strong drink o...
• 🏳️‍🌈Male for Male – Let’s Skip the Small Talk & Get to the Moaning 😈🛏️  We should avoid pretending about our friendship intentions because I am looking for something more. As a  30-year-old man with a fit body I understand my desires which include a dominant confident partner who takes  control without hesitation. View My Sexy Gay Profile - We will hav...
• I'm Your Sexy Guy... ALSO BI 🍆💦 Annapolis I am here to rub you down to a state of complete relaxation and release from all your stress. I am a student of somatic massage and would love to use my techniques all over you. I only do out-call at the moment. I am located in Annapolis but I am happy to travel anywhere,,,   Gay M4M - Deep R...