Melissa is a Millennial crossdresser from Australia. Read her honest Q&A on Nylon and Lycra and Mistress Worship from Jenny Raven’s 2025 Crossdresser Survey.
Heather is a Millennial trans crossdresser from the US. Read her honest Q&A on Lace and Public Play from Jenny Raven’s 2025 Crossdresser Survey.
Meet Heather: Crossdresser Survey 2025 on Lace & Public Play Read More »
Andi is a Gen Z sissy from the US. Read her honest Q&A on Leather and Lace and Chastity from Jenny Raven’s 2025 Crossdresser Survey.
Meet Andi: A Gen Z US Sissy on Leather and Lace, Chastity, and Neurodivergence Read More »
I felt compelled to message you. I’m sure you get hundreds of messages like this, but I just wanted to drop you a quick note to say thank you for giving me one of the hottest orgasms I’ve had in ages this morning.
Dana is a Gen X sissy from the US. Read her honest Q&A on Nylon and Satin and Public Play from Jenny Raven’s 2025 Crossdresser Survey.
Meet Dana: A Gen X US Sissy on Nylon and Satin, Public Play, and Group Play Read More »
Jenny is a Gen X trans crossdresser from the UK. Read her honest Q&A on Satin and Lycra and Public Play from Jenny Raven’s 2025 Crossdresser Survey.
Katherine is a Boomer sissy from the US who’s been quietly figuring herself out since the 1960s. Her answers are reflective, a little philosophical, and wonderfully candid about the lifelong relationship she has with her own femininity. Here’s her story, lightly edited from her 2025 Crossdresser Survey responses into a Q and A.
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.