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!

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  • September 7th, 2025
  • Raunchy Shemale Looking for Hot Fun in ChathamRaunchy Shemale Looking for Hot Fun in Chatham I'm a sexy shemale named Carey who's on the prowl for a local man to satisfy all my naughty desires. I love getting down and dirty, so if you're into wild and kinky sex, I'm your girl!When it comes to bedroom fun, I'm into everything from deepthroat blowjobs to hardcore anal play. I love being both ...
  • 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...
  • September 6th, 2025
  • Submissive Male Seeks Dominatrix for Kinky Roleplay and HumiliationSubmissive Male Seeks Dominatrix for Kinky Roleplay and Humiliation I'm Cristopher, a submissive male from Chatham, Ontario, looking for a Dominant Female Mistress or Dominatrix to force me into submission. I crave being dominated and taught how to properly please a Mistress. I enjoy a variety of kinky fetishes including whippings, age play, and crossdressing. I...
  • 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...
  • 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 ...
  • 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. ...
  • 27 y/o Sexy Hung Crossdresser in Chatham27 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 ...
  • Join Cloris for an Unforgettable Swinging ExperienceJoin Cloris for an Unforgettable Swinging Experience Hey there, I'm Cloris from Chatham, Ontario. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. Whether you're a seasoned swinger or just dipping your toes into the lifestyle, we welcome you with open arms (and maybe a few other things 😉)...
  • 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...
  • 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...
  • 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...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Chatham Beautiful Brandi. If you're attracted to the female form then you will want to message me @ BrandiTS27. I'm pre-op, tall, slim and beautiful with 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your naughty fan...
  • Kinky Fetish Fun in Chatham, OntarioKinky Fetish Fun in Chatham, Ontario I'm Alli, and I have some wild kinks that I love to explore. If you're into BDSM, domination, submission, or roleplay, then we'll definitely hit it off. I enjoy whippings, spankings, and all things kinky. But I'm also open to trying new things and expanding my horizons. Age play, crossdressing, an...
  • Kinky Fetish Fun in Chatham, OntarioKinky Fetish Fun in Chatham, Ontario I'm Yevette, and I have some wild kinks that I just can't wait to explore with the right partner. From BDSM to roleplay, I love it all! If you're into domination and submission, you might just be my perfect match. I enjoy whippings, spankings, and even a little bit of humiliation - all in good fun...
  • 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...
  • A Sensual Journey with DellaA Sensual Journey with Della Hey there, curious souls! It's your friendly and open-minded gal, Della, from Chatham, Ontario. Today, I want to share something special with you - my unique fetish that keeps me on cloud nine! Brace yourselves for a tantalizing adventure! What is this mysterious fetish of mine? Well, let me tell...
  • Passion Seekers in Chatham, OntarioPassion Seekers in Chatham, Ontario Are you ready to spice up your sex life with a couple who knows how to have a good time? Look no further, because my husband and I are here to fulfill all your wildest fantasies. We are fun-loving, open-minded, and kink friendly swingers who love to explore new experiences in the lifestyle. My na...
  • Gorgeous, Passable Trans in Chatham 😍Gorgeous, Passable Trans in Chatham 😍 Gorgeous Passable Trans MtF for Man in Chatham 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned!  I'm ki...
  • 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 My Wild Side with Jackson from Chatham!Explore My Wild Side with Jackson from Chatham! Hey there, I'm Jackson and I have a unique fetish that really gets me going. I love the feeling of being tied up and dominated by a strong, confident woman. It's like a thrill that I just can't get enough of! I'm submissive by nature and enjoy exploring my kinks with someone who knows how to take ...
  • Debonair Trans dude, looks like BondDebonair 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...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive 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. ...
  • 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...
  • Join Holly for a Sensual AdventureJoin Holly for a Sensual Adventure Hey there, I'm Holly 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 living life to the fullest and embracing our desires without judgment. You can find us on swingers dating profiles under the member ...
  • Sexy Swingers Wife Swap in Chatham, OntarioSexy Swingers Wife Swap in Chatham, Ontario Hello there, I'm Tabby from Chatham, Ontario. My husband and I are a fun-loving, open-minded couple who are always up for some kinky adventures in the lifestyle. We're looking to connect with like-minded individuals or couples who share our passion for exploring new boundaries and experiencing ult...
  • TyeTye'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 ...
  • Transgender Beauty looking for LoveTransgender 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...
  • Join me for a wild ride in Chatham!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...
  • 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...
  • Elegance in DiversityElegance 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...
  • Kinky Fetish Fun with Merrill in Chatham, OntarioKinky Fetish Fun with Merrill in Chatham, Ontario Are you looking for a kinky and adventurous time? Well, look no further because I'm Merrill, and I'm here to fulfill all your wildest fantasies. Whether you're into BDSM, domination, submission, roleplay, spankings, or even age play, I'm your girl! I love exploring new kinks and fetishes, so don't...
  • 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...
  • LetLet's Dance to the Rhythm of Love! 🌈 Hey there, lovely people of Chatham, Ontario! My name is Christy, and I'm here to find someone special who can appreciate me for who I am. 💖 As a transgender individual, I embrace my identity with pride and joy. Being LGBTQ+ has taught me the importance of self-acceptance and celebrating divers...
  • Kinky Fetish Fun with Carlie in Chatham, OntarioKinky Fetish Fun with Carlie in Chatham, Ontario Are you looking for a kinky girl who loves to explore all sorts of fetishes? Well, look no further because I'm Carlie and I'm ready to fulfill all your wildest fantasies. From BDSM to roleplay, I'm game for it all! 🖤 I have a passion for domination and submission. Being a Mistress is my specia...
  • Local Shemale Viviene Looking for Hot FunLocal 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...
  • Transgender Beauty Looking for LoveTransgender 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...
  • Join Carmelina for an unforgettable experienceJoin 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...
  • 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...
  • Unleash Your Dominant Side with MerlinUnleash 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...
  • New Body New MeNew Body New Me M2F post-op in Chatham Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with me. Message me online Natasha...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive 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 ...
  • Unleash Your Wildest Desires with Elly from Chatham!Unleash Your Wildest Desires with Elly from Chatham! Hey there, fellow thrill-seekers! My name is Elly, and I'm here to make all your fantasies come true. Together with my amazing husband, let's embark on an exhilarating journey of pleasure and exploration. With flowing chestnut locks that cascade down my shoulders and mesmerizing hazel eyes that w...
  • 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...
  • 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...
  • 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...
  • MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissiveMISTRESS 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 in ChathamPassionate Swingers Looking for Playmates in Chatham Hey there, I'm Larisa from Chatham, Ontario. My husband and I are fun-loving, open-minded, and kink friendly swingers who love to explore our wildest fantasies with like-minded individuals. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles under username larisac56634. We are alway...
  • Explore Kinks and Fetishes with Mirelle from ChathamExplore Kinks and Fetishes with Mirelle from Chatham Hey there! I'm Mirelle, 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 meeting like-minded individuals who share our passion for adventure in the bedroom. ...