Crossdresser Videos

Crossdresser Videos Collection

Enjoy our crossdresser videos collection. Be sure to check back periodically as we rotate videos out to provide fresh content. Perhaps you’ll draw inspiration from these brave crossdressers as they venture out in public, some for the very first time.

More videos on Crossdressers Guide: See our voice feminization and crossdressing tips for passing pages.

Crossdresser in Los Angeles (Video)

By Genderfun: I had an amazing time in Los Angeles. I transformed the lovely Monique, took her photo, and after we went to a party in West Hollywood!

Crossdresser’s First Time Outside (Video)

By Jessie Pierce: It felt wonderful to be out in the public, around others, fresh air. I went into a hotel lobby, then to an outdoor mall. Not too crowded, but it was a start. I’ll be doing it again during the day very soon. In the hotel lobby, as you can see, I was ‘hooted’ at by a couple of boys that looked young enough to be my grand-kids! I was very surprised as you can probably see! At the outdoor mall, you’ll see I had a very eager new ‘fan’ watching me.

Crossdresser’s Day as a Girl (Video)

By heidiphox100:  A crossdresser’s day as a girl. Cool temps, so I chose long sleeves. Went to the local library, grocery shopping, and a thrift store.

Crossdresser Out for Coffee (Video)

By StarryNowhere: Video of a TV going for a coffee with me being the TV of course! The cafe scenes didn’t turn out as I’d hoped I’m afraid – better luck next time I suppose.

Out and About Transvestite/Crossdresser (Video)

By StarryNowhere: Taking photographs and being photographed sitting in a Coffee Bar on a murky Sunday afternoon.

Crossdressing in the Theatre (Video)

By tanajuklova: A crossdresser enjoys a day out in the center of Prague.

Crossdresser Mandy – Ladies Outing (Video)

By Mandy White: Make-up session, dinner in the city, theatre and then off for some dancing in a club. Dearie me, perfect! 🙂

T-Girl Lady in Red at Dillards (Video)

By Matty Caff: Shopping and sampling perfumes at Dillards in my subtle, red dress and heels. 🙂