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Story tag results for crossdressing anal humiliation

Found 3 result(s)

Humiliated by my best friends

- I had recently met a kinky lady online who agreed to be my mistress on a frequent basis. Tasks she set me included wearing panties to sleep in, leaving a butt plug in me, while we chatted and other ki...

By: sissyslut_trish | Category: Crossdressing | Score: 4.6| Added: 02 Aug 2012

Caught in my girlfriend's lingerie by her friends

- My girlfriend lives alone, so whenever I am at her house by myself, while she's out clubbing or working, I always take the opportunity to go through all of her sexy clothes and lingerie and dress up l...

By: sissyslut_trish | Category: Crossdressing | Score: 4.5| Added: 03 Aug 2012

Caught dressed like a sissy slut

- My girlfriend was away for the weekend so I had the place to myself. I was feeling incredibly horny so I went through her knicker drawer and decided to dress up (which I've enjoyed many times before)....

By: sissyslut_trish | Category: Crossdressing | Score: 4.7| Added: 10 Aug 2012