Tag: Crossdress humiliation - Page 4

138k 3min

Crossdressing sissy trainer humiliation

30k 6min

Put on this super cute pink lingerie

29.5k 6min

You can be my new sissy dress up doll

70.2k 9min

Get your tight little ass ready for some big cock

50.2k 8min

You are going to make a perfect sissy dress up doll

53.9k 13min

You should be dressed like a sissy and flogged

3.5M 7min

You are going to be my sissy anal slut

26.1k 7min

You look kind of sexy dressed as a sissy girl

143.1k 8min

Take off your clothes and put on this lingerie

103.6k 5min

We need to train your ass before you take a real cock

104.9k 9min

You look like you are hungry for some cock

541.9k 8min

I am going to make you my sissy anal slut

38.1k 10min

Take the pain you pathetic little sissy bitch

75.4k 2min

You know you love crossdressing

86k 6min

I want to see what you look like as a sissy girl

24.6k 6min

I love humiliating sissy boys like you

51k 8min

Take this hard cock up your ass balls deep

126.3k 9min

I am going to dress you up like a sissy and whip you

62.1k 6min

I picked out a cute sissy outfit for you

54.5k 3min

Making you go to the club dressed as a woman

77.6k 5min

This big strapon is going right up your asshole

77.3k 8min

You are nothing but a girly little bitch boy

96k 3min

You are going to look good as a little sissy slut

21k 6min

We want to see how you look in lingerie

219.3k 7min

I got a pretty pair of panties for your sissy ass

95.1k 8min

You can be my new sissy dress up doll

81.7k 5min

I'll make you into a real sissy slut

39.8k 6min

I will dress you up like a real sissy girl

29.5k 8min

You will look great once we get you all dressed up

101.1k 3min

Come be my crossdressing slave

126.7k 5min

Sissy boys like you should know how to suck cock

76.3k 2min

Taking you to the mall dressed as a sissy slut

162.5k 6min

I will show you my tits if you put my panties on

128.1k 6min

You are going to be my new sissy princess

33k 6min

We will humiliate you in front of the whole neighborhood

32.7k 8min

You are going to be my new sissy boy