Results for : encouraged crossdress

You are a pretty little sissy girl aren’t you

63k 81% 7min - 720p

You will be begging to be my bitch

24.6k 86% 6min - 720p

Let out your sissy side and put on these panties

244.9k 84% 8min - 720p

We think its kind of hot that you are a sissy

159.1k 78% 5min - 720p

You are a naughty little crossdressing whore

44.4k 78% 4min - 720p

Dressing you up like a sissy is so much fun

16.3k 81% 9min - 720p

I will train your ass with bigger and bigger toys

28.7k 80% 7min - 720p

I love humiliating sissy boys like you

23.2k 80% 6min - 720p

I bought you a sexy little sissy outfit

30.6k 84% 7min - 720p

I have the perfect sissy outfit for you to wear

23.7k 82% 7min - 720p

You wish you looked as hot as me

62.2k 90% 8min - 720p

Taking you out in public dressed as a princess

120.9k 100% 3min - 720p

Making your crossdressing fantasy come true

52.8k 82% 1min 41sec - 720p

You are going to be my little sissy boy

58.4k 75% 7min - 720p

I know you steal and then wear my pantyhose

26.4k 81% 6min - 720p

I will dress you up like a girl and take you out in public

32.6k 84% 7min - 720p

I will dress you up like a real sissy girl

37.8k 87% 6min - 720p

Put on this dress and dance for me, bitch

40.3k 82% 8min - 720p

Take this hard cock up your ass balls deep

48.6k 81% 8min - 720p

I will train your ass with this toy before you take the real thing

98.3k 77% 8min - 720p

Taking you to the mall dressed as a slut

46.6k 80% 4min - 720p

Spanking your sissy ass until you scream

113.1k 87% 9min - 720p

You are such a little crossdressing sissy whore

191.9k 75% 5min - 720p

This sexy little lingerie set is for you

25.4k 89% 10min - 720p

Vanessa Cage's House Boy

954.5k 99% 30min - 720p

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

159.5k 80% 6min - 720p

I laid out a dress I want to you put on

27.7k 79% 2min - 720p

We are going to find you your first cock no matter what

21.7k 82% 8min - 720p

You look super cute as a sissy girl

32.5k 81% 8min - 720p

Put on these sexy clothes before I fuck your ass

419k 99% 10min - 720p

You are now one of the girls

66.6k 79% 7min - 720p

I bought a sexy pair of stockings for you to wear

46.6k 86% 5min - 720p

Dressing you up like a pretty little whore

40.7k 87% 3min - 720p