Annapolis, Maryland Sex Ads and Adult Classifieds

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June 21st, 2025

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?...

Hey Swingers - Come Give Granny Some Sugar!... Try This Hot Granny For A Threesome! Hi I'm Eva looking for a younger couple for a threesome in Annapolis. As they say age is just a number and I'm a young at heart sexy granny still in her sexual prime. I'm Eva, 63, 5'5, 130 pounds, 36D cup, strawberry blonde hair, blue eyes and rarin' to go honey...

I am Caroline and I am lonely Caroline Seeks Female in Annapolis  Hey ladies, I'm Caroline. I have only been living in the Annapolis area a couple months and as you can imagine I have not had much chance to meet other women. If you are lesbian, bisexual or bi-curious and want to meet me please send me a message and se...

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...

Busty curvy 38DD wants to date gorgeous guy Busty, Curvy 38DD W4M Fun, busty, sexy woman looking for an equally sexy guy to make me happy, both physically and spiritually. Discretion assured. Please be fun. I will be your dream girl! Text message me (BustyKateX) for a date....

💯real gfe service🎀kiss🎀bbbj🎀squirting🎀rim🎀cim🎀b2b💎 Annapolis 💎 Hey there, I'm Cher from Annapolis, and I am looking for a sexy and adventurous playmate to explore all of our kinks together. I love nothing more than getting down and dirty in the bedroom, trying out new positions and pushing boundaries. If you want to see more of me before our encounter, check ou...

Here For The Hot Annapolis Girls, No Games, Just Fun! Annapolis Lesbian for FWB I'm Kelsey a tatted lesbian female 33 years old, living in Annapolis seeking a woman for some FWB fun and no games. They say I have a bit of a hard edge on me, but I am kind until I'm not. Just like anyone I don't like to be pushed and abused, so what more can I say about ...

Looking for the real thing Sexy Hookup in Annapolis I am told I am very sexy, but that is for you to decide. I am short, great body, confident and intelligent and would like to meet a Annapolis guy for fun conversation and anything else that happens. I'm an internet junkie, love texting and sexting! I have a lot of pics and ...

Keep Calm And Have A Threesome in Annapolis! Swinger Couple in Annapolis I'm Daily and my hubby is Don, we are in our 30's, live here in the Annapolis area and are swingers looking for a sexy man and or woman. We love role play as you can probably tell from our pics. We can be a little kinky I suppose, but mostly we are into adult role play a...

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...

Short and Sweet and New to the Area Hey guys! I will keep it short just like me! I am new in the Annapolis area and I am single and looking for some dating fun! Send me a message @ShortnSweetKellie if you want to know more! ...

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...

Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Annapolis 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 Annapolis here for magic milk bag fantasies. If you have boobies I'm interest...

Latina Chica New in town New in Annapolis age 28 Latina Chica just moved here. Wants to meet sexy chick for dating and fun. I've never done this before but new location, new me!! I would love some experienced woman to teach me how things work with lesbian and bisexual women. Don't worry, I am a fast learner and I already ha...

Super Hot Barbie for Annapolis Male Hello!! My name is Phoebe and my intelligence and charming personality is sure to make you feel comfortable! I am just looking for a cool guy I can date around here and have some fun together! You want to meet me? Send me a message with your pics and number! @HotBarbieAnnapolis...

Looking to be your slut all night long FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Annapolis who are "down to fuck" right now. 3. You contact these horny women and get laid ...

Curvy Babe Needs a Naughty Massage in Annapolis!... Can't afford a masseuse, and they don't exactly do what I really need anyways. I'm Brenda a 29 year old white female in Annapolis w thick thighs and playful big tits that need a sexy man's touch. (sorry, only a man will do for this sort of thing) I work long hard hours, and at the end of my shift at...

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...

Swingers - Estella Wants Threesome - Live La Vida Loca! Hi Annapolis 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 couple...

SUGAR DADDY 🍭👨‍🦰 💦Looking 4 Play Boy M4M Hey there babe, I'm a 25 year old male who is searching for another guy to play with and spoil. I'm strong and muscular, I drive a beautiful car, I can take you to do things you've always desired 🤑 It turns me on so damn much to find a cute little man to play with and take care of. Let me be D*dd...

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...

Annapolis's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Annapolis Hi you sexy man! I'm Toni a trans woman from here in Annapolis. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional and l...

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...

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...

Tall, fit Butch... Butch for Femme in Annapolis Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take you on picnics. I have a nice home, own my car and I have a good job. I don't need anything but ...

Looking for Mr. Goodbar... Just out, and just out of the Marines, now a college student and 22 years old gay male living in Annapolis Looking for experienced well endowed older man to give it to me. I'm 5'11, 180 pounds, blue eyes, brown hair, 7in cut, and in great shape. This is a little awkward, I'm new so be patient with m...

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...

Hot stuff hoping for her sugar daddy Hot Stuff for Sugar Daddy in Annapolis Hello gentlemen, I'm Kayte. I’m sexy, flirtatious, sweet & fun loving with a very wild edge. I am 5'4" with silky black hair. I am your ultimate hot girl next door, but with a very down to earth vibe. Let me spoil and mesmerize you!  Exclusive ...

Hot chick needs female distraction Will you be my much needed distraction? Hello! I am Lucy and I am so wanting to get out and meet someone who can take my mind off things! Are you caring and a good listener and a good kisser? If you are, hit me up with recent pics and a message @JuicyLucyX I look forward to talking with y...

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...

Let's Play Cock, Paper, Scissors!... Gay Man Looking for Fun in Annapolis Now that I got your attention. Hi I'm Graham, a gay man here in Annapolis and I'm looking for a man who likes to play sexually charged games. I'm 28 years old, black hair, brown eyes, 6'0, well endowed, (8+inches) hispanic, single, love to party, no pe...

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....

Mature woman who likes to party seeks younger man in Annapolis Mature Woman for Younger Man in Annapolis 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 stami...

Attractive, Dark haired and Slender - Brunette28XAnnapolis Hi, thanks for checking out my classified! I am tall, slender with dark hair and deep brown eyes. My interests include running, hiking, biking and horse riding. I am an account manager and I have just moved here. I am looking for local friends with a view to dating and possibly more. I will add mor...

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...

New to the Annapolis area and lonesome! I am new here in this town and I would like to meet handsome gentleman to go to dinner and on date with. You are interested in me please send message to me. @RagazzaSexyX Sono nuovo qui a Annapolis Sono nuovo qui in questa città e mi piacerebbe incontrare un bel gentiluomo per and...

Smoke and Leather! Smoke and leather go together. I'm Toby, 32yrs, 6'0, 200 pounds, extra large, living in the Annapolis area, a hairy thug, def top gay man wanting to pound gay, bisexual and bi-curious men. Just be ready to pleasure me while I chain smoke. I don't care if you smoke or not just be damned grateful that...

Minnie the Muff Diver... Annapolis's Minnie Loves Oral I'm Minnie a petite lesbian single girl living here in Annapolis. Wanting to find a woman who is either lesbian, bisexual, or bi-curious for a steady hookup. Preferably a woman who loves oral since I love oral. (giving and recieving) I'm 21 years old, 4'11, 100 pounds ...

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......

Sophisticated Black/White mixed Lady wanting Gentleman friend in Annapolis My name is Janette and I am 32. Some men have been intimidated by my 36D breasts, with big sensitive nipples, but I am hoping there is a man out there who can cope with them! I am passionate and responsive and give pleasure just as freely as I receive. Don't be afraid, I don't bite... too hard! Mes...

Where Are All The Party Guys? FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Annapolis who are "down to fuck" right now. 3. You contact these horny women and get laid ...

Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!... Sal here in Annapolis 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 bi-...

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...

Lesbian horse lover wants to meet same Hello girls! I am Sammi and I love my horses. I have three equine companions that I love to ride on weekends and evenings. I enjoy sunset rides and one of my horses is waiting for a co-rider to come out with me. Are you my special lesbian cowgirl? Beginners welcome. 😉 Send me a private messa...

My Husband and I are Into Cuckhold and Need a Bull in Annapolis... We are professionals here in Annapolis and are looking for a man who can rise to the occasion and fill me up while hubby watches from another adjoining room. We are easy-going and discreet and need you to be also. We should necessarily meet first to discuss some things and get to know each other fir...

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 👄...

Fun Loving Couple in Annapolis Seeks Female for Threesomes... Swingers in Annapolis Seeks Female Hi, we are Jordan and Riley, a sort of a younger swinger couple in Annapolis looking to explore threesomes with the right 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 welcome...

Lookin' for a Playmate? Let's Make a Playdate!... Sexy Annapolis Hottie For NSA Busy student wants a hot and sexy man (preferably a little older and mature) to spend some quality time with in Annapolis. I'm a 22 year old white female college student studying hospitality management and love to get out and find a release once in a while with more ma...

Lusty Busty Lesbian Ready to chat in Annapolis So, like I am 22 and I am new here since December. My name is Kandi and I am medium height and weight, and fit with more than ample breasts that love female attention! I like dancing and movies. I'm sexually adventurous and very much kink friendly. Party friendly but no hard drugs. You want to talk?...

Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Annapolis 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 be ...