Results for : encouraged crossdress

You look good in a pair of my stockings

78.9k 88% 2min - 720p

You really shouldn't dress in men's clothes anymore

60.6k 83% 2min - 720p

You should dress as a sissy all the time

45.3k 75% 7min - 720p

You are a bad slave and you should be punished

39.3k 82% 6min - 720p

You know you want to be my personal bitch

86.8k 82% 3min - 720p

I know that you have a secret sissy side

20.4k 80% 8min - 720p

I'll make you a into a sexy little sissy boy

109.1k 81% 4min - 720p

Put on these panties and get on your knees

46.7k 84% 8min - 720p

I want you to put on this lingerie

24.1k 84% 7min - 720p

You are going to be the prettiest little sissy slut

61.4k 90% 5min - 720p

Put on these pink panties and bra

155k 87% 4min - 720p

EXTREME!!! MY STEPSON WANTS TO BECOME A TRANS GIRL SO I CUT OF HIS COCK!!!

85.7k 44% 5min - 1440p

I want to show all my friend how pathetic you look

87.8k 85% 3min - 720p

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

528.4k 99% 7min - 720p

I know you’ve been trying on my clothes

56.2k 100% 2min - 720p

You look pretty sexy in panties and high heels

22.6k 80% 6min - 720p

Cross-Dressing Dream Exposed

13.1k 84% 21sec - 1080p

I laid out a cute little sissy outfit for you to wear

30.4k 80% 7min - 720p

I laid out a sexy sissy dress I want you to wear

35.8k 82% 5min - 720p

You are a pretty sissy girl

68k 87% 9min - 720p

Embarrassing our little slave in public

77.2k 83% 1min 40sec - 720p

This big fat dildo is going all the way up your ass

48.3k 90% 8min - 720p

I am going to dress you up like a real sissy slut

45.2k 82% 6min - 720p

I laid out a sissy outfit for you to put on

21.5k 78% 6min - 720p

I am going to make you into the prettiest sissy boy ever

62.6k 84% 4min - 720p

I laid out a sissy slut outfit I want you to wear

43.3k 85% 4min - 720p

I think you have what it takes to be a sissy girl

111.4k 88% 5min - 720p

I got a big toy for your tight little ass

170.8k 79% 7min - 720p

I laid out a sexy little outfit for you to wear tonight

27.2k 78% 4min - 720p

I laid out a sexy little sissy outfit I want you to wear

59.6k 80% 4min - 720p

This big fat dildo is for your tight sissy ass

24.9k 87% 10min - 720p

This big dildo is going right up your sissy ass

42.3k 79% 8min - 720p

You are a bad man and you need to be punished in public

78.4k 81% 5min - 720p

I got a new toy to pound your sissy ass with

27.3k 87% 9min - 720p

Are you wearing my nylon stockings? This is so exciting!

21.7k 100% 6min - 1080p