‘cross-dresser anal’ stories

Laurie's Nightclub Adventure

Laurie gets more than he/she expected at a nightclub.

Transsexuals & Crossdressers 09/29/2013

Randi's First Date

Cross-dresser's first time with a guy.

Transsexuals & Crossdressers 05/07/2008

Emily and Steve Ch. 06

Someone is watching Steve & Emily in the hottub.

Transsexuals & Crossdressers 04/08/2008

Fancy Dress Party

The best looking woman at the party was his tennis partner.

Transsexuals & Crossdressers 04/08/2008

Emily and Steve Ch. 05

Emily takes Steve riding, and then rides him.

Transsexuals & Crossdressers 04/08/2008

The 1950s Housewife

Paul makes his roommate Drew his housewife.

Transsexuals & Crossdressers 04/07/2008

Emily and Steve Ch. 01

Steve is attracted to a cross-dressing coworker.

Transsexuals & Crossdressers 08/31/2007
Active tags
cross-dresser anal
Separate tags with commas. More info in the FAQ