Annapolis, Maryland Sex Ads and Adult Classifieds

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  • January 8th, 2026
  • Lesbian, Bisexual & Bi-curious W4W Heat! JOIN FREE FEMALE ON FEMALE HEAT! Local Lesbians, Bisexuals & Bi-Curious Women!  SIGNUP FREE: INSTANT W4W ACCESS! Uncensored PicsSwap Your PhotosLive Web CamsPrivate MessagesSext & Hook Up! View Females | Upload & Swap Pics | Sext Messages "Because sometimes onl...
  • Jaw Dropping Hot Lesbian Hot Lesbian Seeking a Female Lover in Annapolis Did that get your attention? I hope so because I am looking for my perfect female partner. Someone fun attractive and intelligent. She should be easy to talk to, fun loving, laid back and attentive to her partner, just as I am. I'm looking forward to ...
  • Swingers With a Glory Hole Fetish in Annapolis Join Our Glory Hole Parties! We are Milo and Ashley here in Annapolis looking for other swinger couples and single men to join us for some glory hole action tonight. It is a big fetish of ours. We have a large home with a room renovated and dedicated to those who want to try it out. Usually what we...
  • 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! ...
  • Young Female in Annapolis is Curious... Annapolis Bi-curious Babe I'm Darlene, 26 living here in Annapolis all my life and am finding myself bi-curious. I've always wondered what it must be like to be with a woman. I see women who are hot all the time and have certain sexual feelings for them, but I never acted on it. Except maybe a few ...
  • I am a hot lil sissy living in Annapolis - HMU!... Black Sissy Boi in Annapolis Checking this out online, never been at this before. I'm Charles a black male, 155, five foot 5, w long and skinny as you can see in my hot profile pics. Just looking for a little sexy adventure here in the Annapolis vicinity. Click here for more of me......
  • 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, ...
  • Latina Therapist to help you Latina Sex Therapist in Annapolis 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 photo...
  • ¿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...
  • Annapolis Wild Child Looking for a Thrill or Two... Let's Go Wild Baby! Hey boys looking for a party? I'm Jenna ready for life in the fast lane here in the Annapolis area. About me - 21 years, 5'5, C cup, smoke, love to hang with the boys. If you are looking for a girly-girl then I'm NOT 4 U! Let's just take things as they come and don't get too hun...
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  • Click here - Add to Cart. Annapolis Single Dad for Fun That's my mom in the pic with me BTW. I'm Jonah here in Annapolis 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, or yell...
  • 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 Annapolis because of my job. I don't really know many people yet, except my roommates and I am kind ...
  • 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...
  • 38 yr old Lonely woman seeking passion in Annapolis Successful Business Woman for Female in Annapolis I am Julia, 30 and a successful business owner. I have a flexible schedule so I've decided it is time to begin dating again after a long time being single and focused on work. I have my own money so I don't need anything but your time and affection....
  • Fit Swinging Couple in Annapolis, New to the Swingers Lifestyle & Ready to Explore! Swinging Couple in the Annapolis, Maryland Area Hello sexy people! We are a swinging couple in the Annapolis area. We are new to the swingers lifestyle but eager to learn and experience the passion! We assure we can give passion as well as we receive it! About Jeff Jeff is former military, stocky...
  • BBW's - Heavy Hotties With Huge Sexual Appetites!... BBW's for Men in Annapolis There are thousands of local chubby cherubs looking for men just like you in the Annapolis area. They want fun, romance and want to meet you. Come check out their naughty pics and profiles. Click Here for More!       Other Sites of Interest: BBW...
  • I wanna be your friend and lover Mature black man in Annapolis 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 like...
  • Super hot guy waiting for girl of my dreams Black Man for Romantic Woman in Annapolis Dark chocolate man with romantic nature. My name is Dwayne and am 6 feet 3 and well built. I am into sports and I love watching football. Life is good and all but I want to meet a beautiful woman for passion and adventure. Check out my profile @DwayneSeekin...
  • Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Annapolis 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 in it...
  • Mature Latvian lady seeking mature fun gentleman 🐈🐈 Mature Latvian Lady in Annapolis Hello there. I am Rada and I am a sexy mature woman from Latvia, now in Annapolis. 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....
  • Let's indulge ourselves in something extraordinary... Hello there boys I'm Tawana a 24 year old ebony female seeking a sexy man for some hot NSA in Annapolis. I'm actually from here and prefer a man who lives here instead of a long distance thing. Mostly because when I'm hot and ready and I need you I'm gonna need you now, and not whenever you can get ...
  • 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...
  • Hot Brunette Mature Woman Hot Brunette Woman in Annapolis 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...
  • January 7th, 2026
  • 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?...
  • looknsee - BBW - Brings a Lot to the Table in Annapolis... BBW For Hookup in Annapolis Hola in Annapolis, I am Emma sunshine mixed with hurricane, the type of woman that works and plays hard. I enjoy every second of my free-time. That usually entails being around the people I enjoy, playing with babies, dinner, and drinks, and lively conversation. Tha...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Annapolis! LET'S TAKE CARE OF THAT TRANNY FANTASY! "Experience your secret tranny desires in real life!"  Hot shemale Gia wants to hook up with you in Annapolis!  No strings - just great times, so join my page free for instant access! Shemale Gia's Annapolis Sexbook @ShemaleGia27 Photos: 4...
  • Naughty boys check me out... good thing I LOVE naughty boys! Kara here, I will make your fantasies come true in Annapolis! I have a bubbly personality, enjoy intimate dinners, shopping, and I love as much as I receive. I dress to impress, love to snuggle, STD free, classy, and ready to satisfy the needs of my man anytime. People who know me would say that I h...
  • Hot Latina looking for love Latina caliente buscando amor. En la música de fiesta, jugar, acampar en la puerta y todo tipo de diversión física. Me Text para una cita! @latinacaliente27 Hot Latina looking for love. Into party music, playing, out door camping and all kinds of physical fun. Text me for ...
  • Needed: Single Men and Women For Sexy Swinger Couples in Annapolis!... Meet Local Swingers and Get Naughty! Thanks to you Annapolis 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 ever!...
  • Sex and Smokin' Leather... Hi Leona here in Annapolis (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 Annapolis airp...
  • Stop! Look no further for the girl of your Dreams! Hello guys in the Annapolis area. Here I am!! My name is Brandi but you can call me sweetheart lol. I am bubbly and charming with a great (I think!) sense of humor! I am bored being alone, so please contact me me for a date or a drink! @DreamGirlAnnapolis...
  • 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...
  • Annapolis Musician wants to funk you up! Gay Musician 4 Fun in Annapolis! I'm Gig (real name) living and working here in Annapolis. I'm a cross between Little Richard and Prince baby! Not the serious type and love to party. (music, sex, 420 and drinks) I'm always down for some music playin and singing. But, I'm really here for the me...
  • 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! 🥰...
  • Butch tomboy looking for beautiful femme Butch Tomboy for Femme in Annapolis My name is Toni and I am tall with short hair in a sort of spike and I work out regular. I love running and hiking and biking and photography. Dog lover, mom to 2 bulldogs, Smiley and Ranger. When I go out into nature I find myself at peace and I want a partner w...
  • Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Annapolis area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3  Username: @Crystal27transLocation: Annapolis, MarylandAg...
  • Send Me Sext Messages Lonely, Send Sext Messages & Pics I am a friendly and outgoing 22 year old woman who is new to Annapolis. I am not shy in the traditional sense but it is not easy to meet people these days, especially at the moment. I enjoy all things fun and great sex. I take care of myself and like showing of...
  • 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 ...
  • 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....
  • 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 Annapolis, because I did a long distance relationship once 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 ...
  • 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...
  • Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Annapolis tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer th...
  • Small, smooth body big heart Smooth 19 years old in Annapolis Hey guys, I am Jon and I am 19 years old, smooth, slight build but fit. I like to do karaoke, dance and travel. I love to explore the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus I can cook a great meal! Check out my pro...
  • Naughty & Nice Rubs... She's Naughty and I'm Nice! Annapolis Massage Girls Here in the Annapolis area we have formed a team to please even the most demanding men of taste. We are Naughty and Nice or Carine and Inga. Sort of like the good cop/bad cop routine except we are here to make you feel good. We apperciate how life can wear on you guys and so...
  • How do I look? / M4W in Annapolis Man for Woman in Annapolis 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 @SamAnnapolis. Send your pics for mine. I'm available evenings and weekends.  Sorry guys, no men or couples. I app...
  • Hot sexy shemale doll visiting Annapolis now Shemale Visiting Annapolis Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible long...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Annapolis I'm queen Delilah a trans woman here in Annapolis searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous posi...
  • Brunette BBW beauty wants to meet handsome Annapolis man Hey gentlemen, I am a brunette haired BBW seeking a handsome Annapolis man. I have curvy figure and long legs. I am early 30's and looking for someone sensual, sexual and fun loving, whether it be dancing, a walk at the park or other sexy things! Message me @Brunette32Annapolis with your pictures, ...