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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  • December 3rd, 2025
  • Spicy Hot 🌶 Tranny Girl from Colombia 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...
  • Hot Shemale Mary Looking for a Wild Time in Chatham!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 ...
  • 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...
  • Well Endowed Shemale for Man in ChathamWell 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...
  • 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...
  • Unleash Your Wildest Desires with Ivonne from Chatham, Ontario!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...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hello there, I'm Joyce from Chatham, Ontario. My husband and I are a fun-loving, open-minded couple who are kink friendly and always up for a good time. We love exploring our sexuality and meeting like-minded individuals who share our passion for the swinging lifestyle. You can find us on FreeSex...
  • Want to Fuck My Wife? LetWant to Fuck My Wife? Let's Swap in Chatham Wife Swaps in Chatham Attractive, adventurous and athletic couple in the Chatham area seeks swinger hookups for social activities and the explore the local swinging lifestyle. He is Thomas, age 29, a self-employed graphic artist. Fit and trim, loves sex!  She is Heather, age 27, employed as ...
  • 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......
  • 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. ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Tabor, 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 tabor53996. I h...
  • 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...
  • 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...
  • 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...
  • Superior Massage by gorgeous T-GirlSuperior 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...
  • Local Shemale Seeking Man for Wild Fun in Chatham, OntarioLocal Shemale Seeking Man for Wild Fun in Chatham, Ontario Looking for a hot stud to fulfill all my naughty desires? Well, look no further because I'm your girl...err, shemale! My name is Sharna and I'm ready to show you a good time. I love getting down and dirty with a man who knows how to handle every inch of me. From top to bottom, I'll make sure you'r...
  • MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES]MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Chatham bondage, femdom and fetish scene We live the kink lifestyle. We love the power, the submission and the kinky pleasures. Come meet local kinksters for friendship or passion.  thebdsmguide.com BDSM Femdom ...
  • 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....
  • 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 ...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Chatham Hi! I'm Brandi, new TS in the Chatham area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in my pant...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Chatham AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you! Private Message ...
  • 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...
  • 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...
  • 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 ...
  • Kinky Fetish Fun with Terina in Chatham, OntarioKinky Fetish Fun with Terina in Chatham, Ontario Are you ready to explore your wildest fantasies with a daring and adventurous woman named Terina? Well, look no further because I'm here to fulfill all your kinky desires. From BDSM to roleplay, domination to submission, I love it all. Whether you're into whippings, spankings, or even age play, I...
  • Transgender Temptation: LetTransgender Temptation: Let's Connect, Cara from Chatham Hey there! I'm Cara, a transgender cutie from Chatham, Ontario. I love embracing my true self and being part of the LGBTQ community. It's all about spreading love and positivity, am I right? 💖 I'm looking for someone special to share some laughs and good times with. How about we grab a coffee ...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Carrol and I'm looking for someone in Chatham, Ontario who's ready to explore all their wildest fantasies with me. You can find me on FreeSexAds.com Shemale Profiles at carrolch16288. When it comes to s...
  • 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 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...
  • DOMME AVAILABLE for private Femdom and DISCIPLINEDOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for Chatham Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ ChathamDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Punishment Ro...
  • Explore Kinks and Fetishes with Carlye from ChathamExplore Kinks and Fetishes with Carlye from Chatham Hey there, I'm Carlye 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 space for like-minded individuals to come together and indulge in their wildest fantasies. You can fi...
  • Explore Your Desires with LisabethExplore Your Desires with Lisabeth Hey there, Chatham! It's Lisabeth here, ready to take you on a wild ride into the world of fetishes. Now, I know what you're thinking - "What's her fetish?" Well, let me tell you, it's something truly unique and exciting! I have a passion for role-playing, where I can fully embrace my dominant si...
  • Kinky Fetish Fun in Chatham!Kinky Fetish Fun in Chatham! My name is Jessica and I have a wild side that I love to explore. I'm into all kinds of kinks and fetishes, from BDSM to roleplay to domination and submission. I love whippings, spankings, and even a little humiliation 😉. But I'm always looking to try new things and push my boundaries. You ca...
  • Passionate Swingers Seeking Playmates in Chatham, OntarioPassionate Swingers Seeking Playmates in Chatham, Ontario Hello there, I'm Stacia from Chatham, Ontario. My husband and I are a fun-loving, open-minded couple who are kink friendly and always up for some naughty adventures. We love exploring our sexuality together and meeting like-minded individuals who share our passion for the swinging lifestyle. You ...
  • 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...
  • Domme looking for male sub who wants to be ownedDomme 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 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 ...
  • 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...
  • Mistress Savannah in Chatham // Domme seeking new subMistress Savannah in Chatham // Domme seeking new sub Strict Mistress for sub in Chatham I am a strict Mistress, currently accepting applications for subs. My time is precious to Me and I won't waste it on people who are not serious about this. I am tall, slender and have long silky hair. My calm demeanor doesn't give away My desire to strongly punish...
  • Unleash Your Desires with Roxane from ChathamUnleash Your Desires with Roxane from Chatham Hey there! I'm Roxane, a friendly and open-minded gal from Chatham who has a unique fetish that I absolutely adore. I love exploring different kinks and fetishes, but one that really gets me going is foot worship. There's something so sensual and intimate about having my feet pampered and adored. ...
  • 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...
  • 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...
  • 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...
  • Eager to Explore Love Beyond BoundariesEager to Explore Love Beyond Boundaries Hey there! I'm Nanny, a fun-loving transgender woman from Chatham, Ontario. I may not fit society's idea of "normal," but that's what makes me unique and special. I embrace my journey of self-discovery and love being part of the LGBTQ community 🏳️‍🌈. I'm looking for someone who is open-...
  • 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...
  • 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...
  • Male sub looking for Mistress in ChathamMale sub looking for Mistress in Chatham Male sub seeking Mistress in Chatham I am new in town. My name is Jon-boy. I had to leave my old Dominatrix behind and while I miss Her guidance and affection, I would love to find a new Mistress I can serve. If you are looking for a new sub or another sub to add to your list I would love to be con...
  • 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...
  • 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...
  • 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...