crossdresser

A woman in a black sequined dress stands confidently on a stage with colorful lasers and smoke, while a crowd watches in a lively nightclub setting.

Meet Vinny Anna: A UK Crossdresser on Wolford Tights, Pink Punters and a First Time with a Trans Lover

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.

Meet Vinny Anna: A UK Crossdresser on Wolford Tights, Pink Punters and a First Time with a Trans Lover Read More »

A woman in a pink saree sits cross-legged on the floor in a traditionally decorated room with lit lamps and flower petals around her.

Meet Aanya: An Indian Crossdresser on Sarees, Sissy Femininity and the Housewife Fantasy

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 »

A woman poses in a black latex bodysuit and thigh-high stockings in front of a mirrored wall in a room with brick walls and a floor lamp.

Meet Victoria: A Regular Crossdresser on Black PVC, Dominatrix Energy and a Fiancée Who Loves It

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.

Meet Victoria: A Regular Crossdresser on Black PVC, Dominatrix Energy and a Fiancée Who Loves It Read More »

A woman in red lingerie kneels on a bed covered with rose petals, with warm lighting and a softly lit window in the background. Her reflection is visible in a nearby mirror.

Meet Stella: A Canadian Crossdresser, Sissy and Switch on Marriage, Chastity and Connection

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.

Meet Stella: A Canadian Crossdresser, Sissy and Switch on Marriage, Chastity and Connection Read More »

A woman in a black dress and high heels stands at a worn wooden bar holding a drink, with neon signs and dim lighting in the background.

Meet Veronica Vile: A Gen X Crossdresser on PVC, Public Play and Brutal Honesty

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 »

A group of women eating sushi.

Satisfying my deep desire to live my true feminine self… by entering a virtual world, by Samantha Jenkins

Second Life is a visually rich online world created about 15 years ago. It is in essence a social media platform but without the scrolling text screens, comment replies and like buttons. Instead, this world is comprised of vivid landscapes, cities, multiple continents, sail-able seas, and planets both realistic and fantastical. It is inhabited by mostly human characters,

Satisfying my deep desire to live my true feminine self… by entering a virtual world, by Samantha Jenkins Read More »

Promotional banner for "The Gurl Talk Podcast: Readers Lives Edition" featuring Sophia Anderson, Australian xdresser, with website www.JennyRaven.com and purple background with faint figure overlays.

Episode Ten: Sophia Anderson, Delightfully Delicious Lady From Down Under

Get ready for a fabulously flirty episode! Jenny Raven cozies up with the dazzling Sofia Anderson, a cross-dresser from Australia, for a playful, intimate chat about all things feminine. From favorite lingerie and sky-high heels to the delicious dance between masculine and feminine energies, these two share their journeys, fantasies, and the cheeky thrill of embracing their true selves. With giggles, confessions, and a dash of daring, Jenny and Sofia explore self-acceptance, sensuality, and the joy of living authentically, heels, lipstick, and all. It’s girl talk with a twist, and you’re invited!

Episode Ten: Sophia Anderson, Delightfully Delicious Lady From Down Under Read More »

Silhouette of a person sitting on a stool holding a wine glass, with a red light backdrop creating a dramatic shadow effect.

Meet the gorgeous Sophia from Australia

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 »

A person with long reddish hair lies on a bed covered with white sheets, looking directly at the camera.

Meet Layla, A Very Norty Gurl

Taken from my latest survey, details redacted and edited for easier reading.  Jenny – Tell us about yourself? Layla – My name is Layla, I am an occasional crossdresser and a millennial and I adore pink, satin and lace. Lace and satin just feel so good on your skin, especially when freshly shaved or waxed.

Meet Layla, A Very Norty Gurl Read More »