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

  • October 24th, 2025
  • Submissive Male Seeks Dominatrix for Kinky Adventures<br>Submissive Male Seeks Dominatrix for Kinky Adventures
    I'm Clem, 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 crave being forced into my place and taught how to properly please a Mistress. I enjoy a variety of submissive kinks and fetishes, includi...
  • Explore My Submissive Side with Terrance from ChathamExplore My Submissive Side with Terrance from Chatham Hey there, I'm Terrance from Chatham! I have a unique fetish that I absolutely love exploring. I enjoy being submissive and letting a Dominant woman take control. It's thrilling to surrender myself and experience new sensations. I'm a friendly and open-minded guy who is always eager to explore di...
  • Join Nelly from Chatham for a Sensual AdventureJoin 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...
  • INTERACTIVE MAP: Transexual Tracker in the Chatham Area!INTERACTIVE MAP: Transexual Tracker in the Chatham Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Chatham area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for i...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Chatham Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say hi!&nb...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I've always known that I'm a submissive male at heart, craving to be controlled and dominated by a powerful woman. My name is Valentin, and I'm from Chatham, Ontario. I'm on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a...
  • Explore Your Wildest Desires with SilvioExplore Your Wildest Desires with Silvio Hey there! My name is Silvio and I've got a unique fetish that I'm just dying to share with someone special. You see, I have this incredible fascination for... *drumroll please*... feet! Yup, you heard it right, feet are my thing! Now, before you judge, let me tell you why I find them so captivati...
  • Passionate Swingers Looking for PlaymatesPassionate 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...
  • Sexy Shemale Tana Looking for a Wild Time in Chatham!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...
  • Mistress Leila, Mature Mistress for sub in ChathamMistress Leila, Mature Mistress for sub in Chatham Mistress Leila Chatham Female Domination Mistress Leila is a strict and sensual FemDom with a decided taste for the extreme! I am accepting submissive male and female applicants. I enjoy foot worship, slave training, strap-ons and total control. See all the possibilities and lots more pics on my pe...
  • Passionate Swingers Looking for Playmates in ChathamPassionate Swingers Looking for Playmates in Chatham Hey there, I'm Joey from Chatham, Ontario. My husband and I are a fun-loving, open-minded couple who are always up for a good time. We're kink-friendly and love exploring new experiences with like-minded individuals who share our passion for the swinging lifestyle. You can find us on FreeSexAds....
  • Unleash Your Wildest Desires with Kelli33027!Unleash Your Wildest Desires with Kelli33027! Hey there, fellow adventurers! I'm Kelli, a sassy and vivacious woman from Chatham, Ontario. Let me tell you about the exciting journey my husband, Mark, and I are embarking on. We're not your average couple - we're friendly, open-minded, and love to explore kinks and fetishes like nobody's busine...
  • TS Asian lady ready for upscale action (28)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...
  • Kinky Fetish Fun in Chatham, Ontario!Kinky Fetish Fun in Chatham, Ontario! I'm Elinore, and I'm a kinky little minx looking for some naughty fun in Chatham. I love exploring all kinds of fetishes and kinks, from BDSM to roleplay to age play. There's nothing I won't try at least once! 🖤 I enjoy being a Dominatrix and taking control in the bedroom. Whippings, spankings...
  • Explore Your Wildest Desires with NorinaExplore Your Wildest Desires with Norina Hey there! I'm Norina from Chatham, Ontario and I have a unique fetish that I absolutely adore. I love indulging in Femdom, where I get to take control and dominate my submissive partner. It's such a thrill to explore power dynamics and push boundaries in a safe and consensual way. I'm a friendly...
  • Explore Kinks and Fetishes with Tommie from ChathamExplore Kinks and Fetishes with Tommie from Chatham Hey there, I'm Tommie 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're always up for trying new things and meeting like-minded individuals who share our interests. You can find us in the swingers dating profil...
  • Passionate Swingers Seeking Playmates in ChathamPassionate Swingers Seeking Playmates in Chatham Hello there, I'm Vivianna from Chatham, Ontario. My husband and I are fun-loving, open-minded, and kink friendly swingers looking to add some spice to our already hot sex life. We are always up for new adventures and love meeting like-minded individuals who share our passion for the swinging lifes...
  • Local Shemale Seeking Man for Wild Fun and Hot EncountersLocal Shemale Seeking Man for Wild Fun and Hot Encounters Are you ready to get down and dirty with a sexy shemale who knows how to please? I'm Coriss, a naughty tranny from Chatham looking for a man who can handle all my desires. When it comes to sex, I love it all - from deepthroating your cock to riding you hard until we both explode in ecstasy. I'm ve...
  • Unleash Your Wildest Desires with Kimberli from ChathamUnleash Your Wildest Desires with Kimberli from Chatham Hey there! I'm Kimberli, 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're always up for trying new things and pushing our boundaries. You can find us in the swingers dating profiles under the ...
  • Looking for Love and Laughter in Chatham, OntarioLooking 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...
  • Explore Kinks and Fetishes with Britni from ChathamExplore Kinks and Fetishes with Britni from Chatham Hey there! I'm Britni, a female swinger from Chatham, Ontario. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. Whether you're a seasoned swinger or just curious about the lifestyle, we'd love to connect with you. You can find us in the swingers dati...
  • Looking for Love and Adventure! Hey there! My name is Cynthie, and I'm a transgender woman living in the beautiful town of Chatham, Ontario. 🌈 I wanted to write this ad to put myself out there and hopefully find someone special who can appreciate me for who I am. So, let me tell you a bit about myself! Physically, I have a c...
  • Explore Your Deepest Desires with EveyExplore Your Deepest Desires with Evey Hey there! My name is Evey and I have a unique fetish that I just can't get enough of. I love indulging in the world of foot worship. There's something so sensual and intimate about having my feet pampered and adored. I'm a friendly and open-minded individual who loves to explore different kinks...
  • Passionate Swingers Seeking Playmates in ChathamPassionate Swingers Seeking Playmates in Chatham Hello there, I'm Krystle from Chatham, Ontario. My husband and I are a fun-loving, open-minded couple who love to explore our kinks and fantasies with like-minded individuals. We are active members on FreeSexAds.com Swingers Lifestyle Profiles under the username krystlechat11669. We are always lo...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Warner, a submissive male from Chatham, Ontario, looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave the feeling of being dominated and taught how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username ...
  • Explore Your Wildest Desires with RenellExplore 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...
  • Unleash Your Wildest Desires with Alessandra from ChathamUnleash Your Wildest Desires with Alessandra from Chatham Hey there, I'm Alessandra 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 welcoming space for like-minded individuals to come together and indulge in their deepest fantasies. You c...
  • Seeking Kinky Fun in Chatham!Seeking Kinky Fun in Chatham! I'm Jacquelyn, and I'm a woman who loves exploring all kinds of fetishes and kinks. From BDSM to roleplay, I enjoy pushing boundaries and trying new things. Whether you're into domination or submission, I'm open to it all! 💋 I can be found on FreeSexAds.com Alt profiles under username jacquely...
  • Swinging Couple in Chatham, New to the LifestyleSwinging 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. ...
  • Local Shemale Lita Seeking Man for Wild Fun in Chatham, OntarioLocal Shemale Lita Seeking Man for Wild Fun in Chatham, Ontario Looking for a man who can handle a raunchy shemale like me? Look no further! My name is Lita and I'm ready to show you a good time. You can find me on FreeSexAds.com Shemale Profiles at lita94135. I love getting down and dirty with a guy who knows how to please. I'm a top who loves to dominate, b...
  • Elegance in DiversityElegance in Diversity Hey there, I'm Rhea from Chatham, Ontario. I may not fit into society's narrow definitions of gender, but that's what makes me unique and beautiful. I love exploring new places and trying out different cuisines, so why not meet up for a coffee at The Crazy 8 Cafe or grab some sushi at Sushi Moon? ...
  • FtM seeking Princess Bride in ChathamFtM seeking Princess Bride in Chatham FtM seeking Woman in Chatham Hi, I'm Andy, age 33, FtM transgender man living in Chatham. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyFtM4P...
  • Mistress has opening for a male submissive training in Chatham areaMistress has opening for a male submissive training in Chatham area Mistress Seeks submissive male in Chatham Mistress seeks submissive male for training in Chatham. Are you a sub and available evenings or weekends? Some weekdays are available upon request. Our first few meetings will decide if we can work together and we will come to a written agreement after disc...
  • Explore Your Wildest Desires with TiffaniExplore Your Wildest Desires with Tiffani Hey there, I'm Tiffani from Chatham, Ontario! I have a unique fetish that I absolutely adore - tickling! There's something about the sensation of being tickled that drives me wild. It's playful, intimate, and oh so thrilling! I'm a friendly and open-minded individual who loves to explore differen...
  • F/M seeking love and funF/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...
  • Transgender Cutie Looking for Love in Chatham!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...
  • October 23rd, 2025
  • Interviewing for new submissive for evenings and/or weekendsInterviewing 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...
  • Kinky Fetish Fun in Chatham, OntarioKinky Fetish Fun in Chatham, Ontario Hey there! I'm Brenna, and I'm all about exploring my wildest kinks and fetishes. From BDSM to domination and submission, I love it all. Whippings, roleplay, spankings - you name it, I'm into it. But there's always room for more exploration. I'm looking to connect with like-minded individuals who ar...
  • Explore Your Wildest Desires with JosselynExplore Your Wildest Desires with Josselyn Hey there! I'm Josselyn from Chatham, Ontario, and I have a unique fetish that I absolutely adore. I love the feeling of silk against my skin and the way it makes me feel powerful and seductive. It's like a secret indulgence that only a few lucky people get to experience with me. I'm friendly, op...
  • Join Mandie for some Swinging Fun in Chatham!Join Mandie for some Swinging Fun in Chatham! Hey there, I'm Mandie 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're always up for trying new things and meeting like-minded individuals who share our passion for excitement and adventure. You can find us on ...
  • A Taste of TranscendenceA Taste of Transcendence Hey there, I'm Fawna from Chatham, Ontario. I may have a curvy body and a mix of European and Indigenous heritage, but what really makes me unique is my journey as a transgender woman. Embracing my true self has brought so much joy and authenticity into my life, and I love connecting with others i...
  • INTERACTIVE MAP: Kink Tracker in the Chatham Area!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 ...
  • Explore Your Wildest Desires with HilarieExplore Your Wildest Desires with Hilarie Hey there! I'm Hilarie from Chatham, Ontario, and I have a unique fetish that I absolutely love. It's hard to explain, but let's just say it involves feathers and tickling 😉. I'm a friendly and open-minded person who loves to explore different kinks and fetishes. One thing that really intrigues...
  • Submissive Male Orlando Seeks Dominatrix for Kinky BDSM FunSubmissive Male Orlando Seeks Dominatrix for Kinky BDSM Fun I'm Orlando, 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. Some of my favorite submissive kinks include roleplay, spankings, age pla...
  • Chatham Strap On Sex HookupsChatham Strap On Sex Hookups Chatham Strap On Dating Profiles Browse strap-on profiles of women and men who enjoy hot role reversals!   ...
  • Passionate Swingers Looking for PlaymatesPassionate 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...
  • Seeking Local Man for Raunchy Shemale FunSeeking Local Man for Raunchy Shemale Fun I'm Carlynne, a sexy shemale from Chatham, Ontario looking for a man who can handle my insatiable appetite for all things naughty. I love to play both top and bottom, giving and receiving mind-blowing blowjobs, getting my tight ass pounded hard, and making sure you experience intense orgasms like ...
  • EvanneEvanne's Enchanting Transgender Tale Hey there! I'm Evanne, a transgender cutie from Chatham, Ontario. I love embracing my true self and being part of the LGBTQ community. It's all about living authentically and loving who you are, am I right? 💖 I'm looking for someone special to share fun times with, whether it's grabbing a coff...
  • Mistress seeks Chatham male sub for BDSM and trainingMistress 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...
  • Explore Kinks and Fetishes with Mandi from ChathamExplore Kinks and Fetishes with Mandi from Chatham Hey there! I'm Mandi, 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 that variety is the spice of life, and we're always up for trying new things. You can find us in the swingers dating...