Chatham, Ontario Alternative Sex Ads - BDSM, Trans & Swingers

Browse Chatham, Ontario alternative sex ads to meet kinky locals looking for BDSM, domination & fetish, transgender sex, or swingers & threesomes hookups near you. It's free to search these alternative classifieds, or post your own ad!

Home / Alternative Sex Ads /

Show Ads In: Barrie | Brantford | Belleville | Chatham | Cornwall | Guelph | Hamilton | Kingston | Kitchener | London | Niagara | Ottawa | Owen Sound | Peterborough | Sarnia | Sault Ste Marie | Sudbury | Thunder Bay | Windsor | Toronto

February 2nd, 2026

Euphoria Seeker Looking for Connection 🌈 Hey there, I'm Jocelin from Chatham, Ontario! As a transgender individual, I find so much joy in embracing my true self and connecting with others who appreciate authenticity. Whether we're chatting over coffee at the Retro Suites Hotel or taking a stroll through Kingston Park, I value meaningful co...

Seeking a Connection in Chatham Hey there, I'm Bernardine from Chatham, Ontario. I'm a curvy and confident transgender woman who loves exploring my identity and embracing all aspects of the LGBTQ community. I enjoy long walks by the Thames River, cozy coffee dates at The Crazy Eight Cafe, or catching a movie at the Retro Suites ...

A New Adventure Awaits Hey there! I'm Samuela from Chatham, Ontario. I'm a confident and adventurous transgender person who loves exploring new places and meeting new people. Being part of the LGBTQ community has brought so much joy and acceptance into my life, and I wouldn't have it any other way. If you're looking for...

Raunchy Shemale in Chatham Ready to Play Looking for a hot man who can handle all my shemale desires. My name is Deane and I'm a horny tranny looking for some steamy fun in Chatham. I love being both a top and a bottom, so you better be ready to take it all. Whether you want me to suck your cock or ride you until we both cum, I'm down f...

Looking for Love and Laughter in Chatham, Ontario Hey there! My name is Maribelle, and I'm a proud transgender woman living in beautiful Chatham, Ontario. 🌈 Let me tell you a bit about myself. I have a curvy figure that's as unique as my personality. My friends often describe me as adventurous and caring, with a contagious smile that can brig...

F/M seeking love and fun Female to Male Trans Man in Chatham My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. 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 other times I let it gro...

MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Chatham Dominatrix Message Me Online: MistressKim4subChatham Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......

Passionate Swingers Looking for Playmates Hello there, I'm Lyndell from Chatham, Ontario. My husband and I are fun-loving, open-minded, and kink friendly. We are always looking to spice things up in the bedroom and explore new adventures with like-minded individuals. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles under...

Raunchy Shemale Meredith Seeking Local Man for Hot Fun Hey there sexy studs, I'm Meredith, a horny shemale from Chatham looking for a man who can handle all my dirty desires. I love to be on top, bottom, and everything in between. I want to suck your cock until you explode in my mouth, then ride you until we both reach earth-shattering orgasms. My tight...

Interviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Chatham I need a new male subbie who can come 'do' stuff around My house in exchange for some ass beating and gentle torture. This is not a game, but it is fun. We/we will need something in writing so We/we understand each other's places and we will need to come to a mut...

Passionate Swingers Looking for Playmates Hey there, I'm Cicily from Chatham, Ontario. My husband and I are fun-loving, open-minded, and kink-friendly swingers who love to explore our deepest desires with like-minded individuals. We believe that life is too short not to indulge in all the pleasures it has to offer. You can find us on Fre...

Mistress seeks Chatham male sub for BDSM and training Mistress seeking male sub in Chatham I am Mistress Velvet Sky. I use a variety of toys on My boys. You will be My submissive boy toy. I have a contract that We/we will mutually agree to in writing. We/we can hash this out if we decide to enter a Dom/sub relationship. I am not a game player, so plea...

Domme looking for male sub who wants to be owned Domme for male sub in Chatham I am Mistress Danielle. FemDom is My lifestyle, not something I do merely for fun. I have an opening in My dungeon for a submissive male. Send your photo along with an explanation of your kinks and fetishes and how you believe you can serve Me.  This is a serious...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Artie, a submissive male from Chatham, Ontario, looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave being dominated and taught how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username artiech99577. ...

Well Endowed Shemale for Man in Chatham Hung Shemale for Man in Chatham I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncenso...

SWINGERS SEX NETWORK Locals Join Free! LOCAL SWINGERS FORUM Swingers, Swaps, Threesomes, Groups & Sex Clubs! Local Swingers | Pic Exchange | Sext with Members  1. Signup Free for instant access2. Chat up hot locals & swap pics 3. Arrange local swing hookups!   KenNKat: ...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Chatham Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Waring, a submissive male from Chatham, Ontario, looking for a Dominant Female Mistress or Dominatrix to show me the ropes and take control. I crave the feeling of being dominated and forced into submission. I enjoy kinks like bondage, spanking, roleplay, and humiliation. I'm eager to explor...

Elegantly Transcending Boundaries Hey there, I'm Jeana from Chatham, Ontario. I'm a curvy and confident transgender woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and fulfillment. I'm looking for someone who appreciates authenticity and isn't afraid to show their true colors. Let'...

Swinging Couple in Chatham, New to the Lifestyle Swinging Couple in Chatham We are a swinging couple in Chatham, Ontario. New to the lifestyle but eager to learn and explore the swingers world! About Him He is Jeff, a former military, larger, fit, age 29. He works out daily, loves trucks, camping, hunting, fishing and all the usual guy things. ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun My name is Romeo and I am a submissive male from Chatham, Ontario looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I can be found on FreeSexAds.com Alt profiles under username romeoc64238. I have always been drawn to ...

Sexy Shemale Tana Looking for a Wild Time in Chatham! Are you ready to get down and dirty with a hot shemale like me? My name is Tana, and I'm looking for a local man who can handle all of my naughty desires. I love being both top and bottom, giving mind-blowing blowjobs, getting my tight ass pounded, sucking on huge throbbing cocks, and gagging on l...

Explore Your Wildest Desires with Renell Hey there! I'm Renell from Chatham, Ontario, and I have a unique fetish that I absolutely adore. I love the feeling of silk against my skin, it's like a sensual caress that sends shivers down my spine. I'm a friendly and open-minded person who loves to explore different kinks and fetishes. One t...

Submissive Male Seeks Dominatrix for Kinky BDSM Adventures
I'm Spense, a submissive male from Chatham, Ontario, looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I can be found on FreeSexAds.com Alt profiles under username spensecha75929. I crave the feeling of being dominated and controlled by a powerful ...

Elegance in Diversity Hey there! I'm Gwenneth from Chatham, Ontario. I may not fit society's norms, but that's what makes me unique and beautiful. Being transgender has allowed me to explore my true self and embrace all aspects of my identity. I love connecting with others who understand the LGBTQ community and appreci...

Unleash Your Dominant Side with Merlin Hey there, I'm Merlin from Chatham, Ontario. I have a unique fetish that really gets me going - I love being tied up and dominated by a strong woman. It's something about giving up control and letting someone else take charge that really excites me. I'm submissive by nature and would love to spend...

Local Shemale Viviene Looking for Hot Fun Are you ready to get down and dirty with a sexy shemale in Chatham, Ontario? Look no further because I'm here to fulfill all your wildest fantasies. My name is Viviene and I am a horny shemale looking for a local man who can handle my insatiable appetite for sex. When it comes to getting down and...

Join Nelly from Chatham for a Sensual Adventure Hello there! My name is Nelly, and I am a female swinger from Chatham, Ontario. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We believe in creating a safe and judgment-free space for everyone to enjoy. Whether you're new to the lifest...

Join me for a wild ride in Chatham! Hey there, I'm Elicia from Chatham, Ontario. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love meeting like-minded individuals who share our passion for adventure in the bedroom. You can find us on swingers dating profiles under the member name...

Kinky Dominatrix seeks puppy to train DOMINATRIX SEEKS PUPPY TO TRAIN  Are you the submissive little puppy I have been looking for? I am A Power Domme looking for the one to meet my needs. I am on this site, because I know too often you seek an escape... with someone you can relinquish your power to. I know there's a lot of pressu...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Pierre, a submissive male from Chatham, Ontario, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username pierre54933. I crave being forced into submission and taught how to properly pl...

Hot Shemale in Chatham Ready to Play Hey boys, I'm Aurora, a sexy shemale looking for a local man who can handle all of me. I love getting down and dirty, so if you're into wild and raunchy fun, I'm your girl... err, shemale! I'm a top who loves to dominate and take control, but I can also be a submissive bottom if that's what gets yo...

Tempting Temptress Charis from Chatham Hey there, I'm Charis and I have a unique fetish that I absolutely love exploring. It's hard to explain, but there's something about leather that just drives me wild. The smell, the feel, the look - it all gets me going in ways I can't even describe. I'm a friendly and open-minded person who lov...

Passionate Swingers Looking for Playmates Hello there, I'm Corette from Chatham, Ontario. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We are active members of the swinging lifestyle community and you can find us on FreeSexAds.com under the username corette...

Join Deni for a Sensual Adventure Hey there, I'm Deni from Chatham, Ontario. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We believe in creating a safe and exciting environment for like-minded individuals to come together and enjoy each other's company. You can find us...

Debonair Trans dude, looks like Bond F2M Trans Dude in Chatham Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&n...

Transgender Beauty looking for Love Hey there! My name is Vitoria and I'm a transgender woman living in Chatham, Ontario. I may not have the typical body type you're used to, but I embrace my uniqueness with pride. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I love exploring new places and...

Elegantly Transformed: Seeking Connection in Chatham Hey there! I'm Krystal, a transgender woman living in Chatham, Ontario. I love embracing my true self and being a part of the LGBTQ community. It's empowering to live authentically and connect with others who appreciate me for who I am. I'm looking for someone special to share good times with - ...

27 y/o Sexy Hung Crossdresser in Chatham Hung Crossdresser for Male in Chatham Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a sexy ...

Tye's Tempting Fetish Hey there, I'm Tye from Chatham, Ontario. I have a unique fetish that I absolutely love - I enjoy being tied up and restrained. It makes me feel so submissive and vulnerable, which is a huge turn on for me. I would love to find a Dominant woman who can explore this fetish with me. I'm a friendly ...

Unleash Your Wildest Desires with Ivonne from Chatham, Ontario! Hey there, fellow adventurers! My name is Ivonne, and I'm here to tell you about the most exhilarating journey you'll ever embark on. Together with my amazing husband, let's dive into a world of pleasure and exploration that will leave you breathless. Let me paint a picture for you: I have luscio...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Chatham I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: GayleTGi...

Explore Your Wildest Desires with Colette from Chatham Hey there! I'm Colette, a friendly and open-minded woman from Chatham who loves to explore all kinds of kinks and fetishes. One of my favorite fetishes is foot worship - there's something so sensual and intimate about having my feet pampered and adored. I love the feeling of power and control it g...

Hot Shemale Mary Looking for a Wild Time in Chatham! Are you ready to get down and dirty with a sexy shemale like me, Mary? I'm on the hunt for a local man who can handle all my naughty desires. From deepthroating your throbbing cock to riding you until we both explode with pleasure, I'm up for anything that will leave us both satisfied and begging ...

February 1st, 2026

Transgender Beauty Looking for Love Hey there! I'm Hilarie, a transgender beauty from Chatham, Ontario. I love being part of the LGBTQ community because it's all about acceptance and love. I'm looking for someone special to share my journey with. I enjoy long walks at Kingston Park, grabbing a coffee at The Crazy 8 Cafe, or catchin...

Transgender Cutie Looking for Love in Chatham! Hey there, lovely people of Chatham! My name is Katheryn, and I'm a proud transgender woman who's ready to find that special someone. 💕 Being trans has allowed me to embrace my true self and explore the beautiful LGBTQ community. It's incredible to connect with others who understand the journe...

Passionate Swingers Seeking Playmates in Chatham Hello there, I'm Regine from Chatham, Ontario. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We can be found on FreeSexAds.com Swingers Lifestyle Profiles under the username regine44992. We are always up for new adv...

Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Chatham Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very feminine...

INTERACTIVE MAP: Kink Tracker in the Chatham Area! Chatham Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Chatham area. Meet members for friendship or to begin exploring the tantalizing world of kink! View our interactive map below to meet local Alt members who want to meet locals to explore various kinks and ...

Join Carmelina for an unforgettable experience Hey there, I'm Carmelina from Chatham, Ontario. My husband and I are a friendly and open-minded couple who love to explore kinks and fetishes. We enjoy meeting new people who share our adventurous spirit and are looking to spice things up in the bedroom. You can find us in the swingers dating prof...