Results for : encouraged crossdress

You have to earn your place as my personal bitch

13.7k 79% 6min - 720p

Its so fun dressing you up like a sissy princess

18k 82% 8min - 720p

You are going to be my new sissy anal slut

414.5k 93% 8min - 720p

You are taking every inch of this big dildo

14k 82% 7min - 720p

I brought some lingerie I want you to wear

49.9k 79% 3min - 720p

I cant wait to see your sissy transformation

243k 99% 5min - 720p

You look so much cuter as a sissy girl

26.2k 78% 6min - 720p

Imagine how hot you will be as a sissy

33.7k 76% 6min - 720p

You will look so cute in this French maid uniform

22.1k 79% 7min - 720p

You are such a sissy girl deep down inside

60.8k 79% 8min - 720p

Dressing you up like a girly little slut

49.8k 88% 4min - 720p

You need to put on these panties right now

22k 81% 8min - 720p

You will love being my new bitch

18k 81% 6min - 720p

My step brother is a total pervert

205k 77% 3min - 720p

I have some soft and sexy lingerie for you to try on

461k 82% 5min - 720p

You can try on some of our lingerie

20.7k 81% 7min - 720p

You're going to be our sissy dress up doll

71.9k 83% 2min - 720p

Crossdressing Sissy Trainer Humiliation

136.1k 99% 3min - 720p

You look so cute dressed as a princess

24.5k 82% 6min - 720p

You look like a real sissy girl now

76.7k 85% 7min - 720p

I think you can squeeze into these tiny little panties

11.5k 81% 8min - 720p

I will unleash your girly side

45.2k 70% 5min - 720p

I brought a sexy outfit for you to wear tonight

39.1k 82% 4min - 720p

You are a pretty little sissy girl

57.8k 89% 6min - 720p

I brought you a sexy sissy outfit to wear

102.9k 85% 6min - 720p

I know all about your sissy fantasies

139k 82% 6min - 720p

Put on these panties and suck this cock

16k 80% 7min - 720p

Would you like to be dressed up like a princess

20.5k 81% 6min - 720p

I will let you pick out your sy outfit

61.4k 92% 6min - 720p

I bet you can fit in this lingerie

36.5k 78% 3min - 720p

We are going to find a nice big cock for your virgin ass

539.1k 96% 8min - 720p

I found a hung stud to pound your sissy ass

2.6M 100% 14min - 720p

You are going to be my sissy anal slut

61.9k 97% 8min - 720p

I bought you a special outfit to wear

56.8k 88% 3min - 720p

I love humiliating sissy boys like you

50.9k 84% 5min - 720p

I bought a super sexy pair of lingerie for you to wear

55.1k 80% 7min - 720p