Annapolis, Maryland Sex Ads and Adult Classifieds

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

  • November 2nd, 2026
  • 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...
  • Your Ultimate Erotic Experience!! Don't Miss Out!! I am very honest, sweet, and loving young woman, I am a Christian, that is my background, religious and I believe in real love, I am here looking for real love and a man that I believe I deserve, I love cooking, dancing, cleaning, watching movies, I am down to earth outgoing woman. I have been in an...
  • 🎶 Concert Vibes & Bedside Rides - Annapolis  Cute Lesbian Girl in Annapolis 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 someon...
  • 💕 Late Nights With Scarlett... ✨ Newly single. Looking for the sexy version of the right guy. Another single female looking for a single male to mess around with. My name is Scarlett😘. I'm a flirty 20-something year old (slightly irresponsible for my age, I know). I'm looking to meet someone who is fun, spontaneous, slightl...
  • Having fun and Staying Young Young-ish trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...
  • Petite Annapolis spinner girl for threesome... Little Bombshell in Annapolis for Threeway Hi ladies and gents I'm Jamie and I'm looking for a FWB situation with a hot couple who lives in the Annapolis area. (willing to travel) As the title implies I am petite; only 5'1 and about 100 pounds. I am 22 years old, Italian, hot blooded and love to ri...
  • Prefer a Man Who Lives Here in Annapolis... Hi guys I'm Shirl here in Annapolis looking for my local prince to put a little pep in my love life. I'm a romantic, but not expecting a long term relationship off the bat. If that's where things lead us then great! If not then that's ok too. It has to be right, know what I mean? There has to be che...
  • 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...
  • Fit Gym Girl Seeking a Workout Partner 💪😉 I spend most of my free time at the gym. Ashley: athlete, people person and the bubbliest person you will ever meet. Very energetic person. Confidence, health and a good attitude are a few of my favorite things. So if you're a confident, healthy and happy man looking for a good friend then lets giv...
  • Glamorous TS Sugar Baby Ready to Be Spoiled 💎💋 Hi handsome… I’m a beautiful trans sugar baby that loves the luxuries in life and I’m searching for a confident man who will treat me like the queen I am. I am very soft and feminine with a playful edge and you will always have a smile on your face when we talk. View My TS Sugar B...
  • 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 ...
  • Single Mom 👗 With One Free Night a Week Being a Mother takes up most of my hours.Yet on one evening each week, it belongs to her. ( MESSAGE ME NOW✉️_) What draws me isn’t noise or mess. A quiet kind of power does - effortless banter, sparks that grow without effort, calm excitement that simply happens What counts is judgment. W...
  • Cutiecumber is looking for her fineapple Me, I'm 33 years old, independent, profession is banking, recently out and wanting to take things to the next level with the right sort of understanding girl. Not exactly looking for serious right away. I'm testing the waters here in Annapolis so to speak. I don't date co-workers so meeting other le...
  • November 1st, 2026
  • 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 ...
  • Tall & Peggable 😈💋 Looking for My Boss Babe Hi I am a Single 32 years old straight white male.I'm in Annapolis and I would love to meet and amazing woman who wants to feel a real man! 😉 I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very oral i love to give as much as receive. I love to make her cum all ...
  • 🍆👅always ready for fun!! Hey sweetheart,🥰 Just text & call me 👻 Hello dear ✅ I am availableI am an independent ,sexy girl ✅ I am always ready to play 💋🚘 I can host or go to your place/home/hotel/casino/anywhere.💕 Message me here or text me ...
  • Chivalry Isn’t Dead—But I Might Be After One Good Ride 😏🍑 an looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very into oral and eating that kitty. I'm a damn good lover and know how to use my cock! I want us both to use each o...
  • Cute TS Sugar Baby With a Sweet Personality 🌸💕 Hi I’m a trans girl, looking for a nice and confident guy. I like to look pretty and be the centre of attention, so you would need to be confident and also respect women. I love going out with friends and love to be social and have fun and laugh. I also love to be romantic and to be hugged, ki...
  • 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 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...
  • 🍑 Curvy, Confident & Craving Connection – BBW Babe Ready for Fun 💖  A thick, soft, and totally kissable BBW SEEKING WOMAN, I'm in my late 20s here and  I am looking for a sweet (or spicy) girl to spend the evening with. I'm  playful, romantic and always good for a chat (or something a little naughtier) 😈 if  I am in the mood. Get to know me m...
  • Asian Lilly 👩‍❤️‍👨 I'm Horny Tonight Looking for a genuine sexual relationship with a like-minded asian lady? ( Do you want to view my personal profile and my sexy pictures? ) Look no further! As an Asian woman, I value deep sexy connection and meaningful fantasies.. I'm seeking a man who shares those same values and is open to explori...
  • Princess Mai Rules Annapolis! Cruel to be Kind in Annapolis Come bow down before Princess Mai of Annapolis and I will rule over you. I will control your life, your comings and goings, and who you can or can't talk to you sneaky little bitch! When I text you better answer and be at my service. It is your duty and pleasure to app...
  • 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...
  • 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...
  • Well Endowed Shemale is beautiful Annapolis 32 Well Endowed Shemale in Annapolis I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures and ...
  • 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...
  • Carmel skinned beauty waiting for you in Annapolis Woman seeking woman in Annapolis I am Brandi and I am busty and attractive. I am carmel colored from a mixed background and I am looking for the woman of my dreams. I am passionate and love sex. I'm seeking a fun-loving woman in the area who wants to enjoy the fun things in life. If you meet that ...
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  • 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...
  • 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 ...
  • Ebony Queen New Here in Annapolis Hello, my name is Andrea and I am half ebony and half Texan by birth! I am lonely and new here in Annapolis and I would love to meet someone who can show me around and give me a tour. I'm always down for a good time! Please message me (AndreaEbonyQueen) for a meeting....
  • 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...
  • Femme looking for Femme Femme for Femme in Annapolis Hi, thanks for looking at my ad. My name is Kari. I'm femme, looking for femme. I love make-up and dresses and I want to share my world with a hot chick who likes the same. I recently upgraded my car, so let's go for a ride! I am currently studying dentistry and work t...
  • 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 @LonelyinAnnapolis so we can get familiar!  LonelyinAnnapolis...
  • 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...
  • 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...
  • No Boring Guys Allowed... Let’s Make This Exciting😉 The one with the purple hair 💜Hey you… yeah, you 😏. You better like your women confident, sexy, and  playful – and if you are, you might just be what I am looking for.  I am  fun, adventurous and surprise-packed – the kind of woman who can talk as much or as l...
  • 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...
  • Newly Out Looking for love Newly Out Lesbian in Annapolis I have only been out for a few months and I am totally new to the dating scene. I have no idea even what to say or where to start! I will tell you a little about me. I am a youth worker and I have a college education. I am 26 and sort of tomboyish but I do wear make u...
  • BLAZED HOOKUPS - Party Friendly in Annapolis Where's the Party in Annapolis? I'm Marijane @MarijaneBlazed26 and I'm looking for a smoking hot encounter here in the Annapolis 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 to explo...
  • 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 ...
  • 💖 Sweet, Seductive & Craving Her – Ebony Babe Looking for a Good Time 😘 Annapolis 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 should b...
  • The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Annapolis Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bisexu...
  • Hungarian Beauty seeks fun and friendship and more Hungarian Woman for Fun and Friendship Új vagyok ebben a városban, és magányos vagyok. Szeretnék találkozni és randizni valakivel, aki szórakoztató. Küldj egy üzenetet, ha el tudod olvasni ezt. Beszélek angolul. I am n...
  • 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 ...
  • TS Sugar Baby💎 Your Perfect Trans Fantasy – Let’s Make It a Reality 💋  📍 Location: Annapolis 💖 Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 20's and I...
  • Say BootyJuice Three Times and I'll Be There for a Threesome! Ebony Babe Wants Threesome in Annapolis Sataay here in Annapolis lookin to freak it with a white swinging couple who need some hot chocolate. I will make an exception for mixed couples as long as one is white. It's a fantasy thing. I got big boobs, big booty and a big ol dirty mind! So come on by a...
  • Young, Dutch, sexy and cute would like to meet you Hallo, ik ben nieuw in de Verenigde Staten uit Nederland en ik ben op zoek naar liefde. Als je eenzaam bent en wilt samenkomen, stuur me dan een sms en laat het me weten.  @KiesMij27 Hello, I am new to the United States from Holland and I am looking for love. If you are lonely and want to get ...
  • 💔🍹 Fresh Start.. Just Out of Relationship, Need a Fun Night Username: @MeganAfterDark Private Meetups: YesPhone Chat: YesVideo Chat: YesPics Available: 17 Chill and have a good time? Message me. 💬😉 Megan here from Annapolis 💕recently went through a break up and is looking to get out of the house and release some tension. She is looking to meet a ...