Results for : encouraged crossdressing

You are taking every inch of this big dildo

12.8k 82% 7min - 720p

I have the perfect sissy outfit for you to wear

32.8k 78% 7min - 720p

Making your go out in public in a pretty pink dress

49.5k 74% 2min - 720p

You look really cute as a sissy girl

26.4k 80% 7min - 720p

You are a pretty little sissy girl

55k 88% 6min - 720p

Put on these pink panties you little sissy bitch

43.6k 88% 7min - 720p

You actually look pretty cute as a sissy girl

25.3k 82% 6min - 720p

I know you steal and then wear my pantyhose

25.8k 81% 6min - 720p

Put on this dress and dance for me, bitch

39.7k 82% 8min - 720p

You look so cute as a pretty little princess

75.5k 82% 3min - 720p

This fat dildo is going way up your ass

13.4k 80% 7min - 720p

Take this hard cock up your ass balls deep

47.6k 82% 8min - 720p

Put on this hot little cocktail dress I got for you

47.3k 86% 6min - 720p

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

97.2k 78% 8min - 720p

I love humiliating sissy boys like you

60.9k 93% 3min - 720p

I will help you unleash your inner sissy girl

19.4k 83% 7min - 720p

Have you been trying on my stockings

68.8k 97% 4min - 720p

You will look so cute in a French maid uniform

18.4k 81% 7min - 720p

Put on these sexy panties you sissy bitch

320.8k 100% 7min - 720p

I bet you can fit in this French maid uniform

24.8k 86% 7min - 720p

I cant wait to see your sissy slut side

197.1k 95% 5min - 720p

I will take you out in public dressed like a sissy girl

420.4k 100% 5min - 720p

I am going to make you my personal sissy bitch

141k 84% 4min - 720p

We will make you suck a mans cock while we watch

20.3k 82% 7min - 720p

Horny skinny teen compilation

2.6M 54% 8min - 720p

You look super cute dressed as a sissy girl

97.1k 88% 7min - 720p

This big fat strapon dildo will hurt at first

23.8k 75% 9min - 720p

I think you would make a really cute girl

97.1k 87% 3min - 720p

We want to see how you look in lingerie

19.3k 80% 6min - 720p

You are a sexy little submissive sissy

66.7k 85% 6min - 720p

Time for you to turn into a total sissy tramp

72.7k 89% 5min - 720p

You can pick which pair of panties you want to wear

14.4k 82% 9min - 720p

You look pretty hot in womens clothes

64.7k 86% 3min - 720p

I bought you a special outfit to wear

54.9k 88% 3min - 720p

Let's dress you up like a pretty girl

52.6k 87% 4min - 720p