Vinny Anna is a Gen X regular crossdresser from the UK who dresses daily. Her answers are warm, specific and beautifully written, with a story about a first time with a transwoman that’s both tender and properly hot. Here’s her story, lightly edited from her 2025 Crossdresser Survey responses into a Q and A.
Aanya is a Boomer occasional crossdresser from India whose answers are some of the most emotionally honest in the survey. She talks beautifully about femininity, the unmatched elegance of a saree, her first hands-free orgasm born from a housewife fantasy, and her hopes of finding a gentleman who will accept her as his secret girlfriend. Here’s her story, lightly edited from her 2025 Crossdresser Survey responses into a Q and A.
Meet Aanya: An Indian Crossdresser on Sarees, Sissy Femininity and the Housewife Fantasy Read More »
Victoria is a millennial regular crossdresser based in Germany who dresses weekly. She has a fiancée who is “both accepting and enthusiastic” about her crossdressing, an obsession with black PVC and a dominatrix outfit she’s been perfecting for years. Her answers to my 2025 Crossdresser Survey are confident, sensual and full of detail. Here’s her story, lightly edited into a Q and A.
Stella is a millennial occasional crossdresser from Canada whose answers blew me away. She’s married, monogamous, and exploring her sissy side with a supportive wife who sometimes initiates “Stella time.” Her responses are loving, articulate, sexually candid and beautifully self-aware. Here’s her story, lightly edited from her 2025 Crossdresser Survey responses into a Q and A.
Veronica Vile is a Gen X crossdresser from the US with a sharp wit, an obsession with black PVC and nylon, and a refreshingly honest take on dressing, sex, identity and neurodivergence. Her answers to my 2025 Crossdresser Survey were so vivid and unfiltered I had to share them. What follows is her story, lightly edited into a Q and A so you can read her in her own words.
Meet Veronica Vile: A Gen X Crossdresser on PVC, Public Play and Brutal Honesty Read More »
I am curious about exploring my sexuality more. This extends to being in intimate surroundings with a woman, dressed as Sophia, and just enjoying that experience and to see how we both feel. I also am interested in enjoying situations with a woman, myself as Sophia and a man and to see what transpires and how we all feel. It is for me almost enjoying my sexuality as Sophia, whatever that might be. I love being a woman and being out with a woman, engaging conversation and sisterhood.
Meet the gorgeous Sophia from Australia Read More »
Perhaps the most intense sexual experience when dressed was being pegged by one of my real female friends who I had come out to, and who had confessed a dominant streak to me. It was the first (but certainly not the last time) I have been pegged, both by her and by others, but the first time really sticks out as a milestone in my journey.
Meet Tixxa, a Gurl After My Own Kinky Heart Read More »