Results for : encouraged crossdressing

Wooden Paddle Spanking

63.4k 85% 5min - 360p

You can pick out which panties you want to wear

37.8k 89% 6min - 720p

Dressing you like a sissy is going to be so much fun

29.5k 74% 5min - 720p

Dressing you like a sissy slut will be so much fun

48.5k 79% 4min - 720p

Its time to unleash you sissy girl side

29.3k 84% 7min - 720p

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

83.1k 90% 6min - 720p

You are such a sexy little sissy dress up doll

26.7k 78% 7min - 720p

Two naughty studs enjoy having some dungeon fun with a hot domina

43.6k 77% 12min - 360p

You should dress like the little sissy bitch that you are

750k 100% 8min - 720p

I know you steal and then wear my pantyhose

26.4k 81% 6min - 720p

Put on this super cute pink lingerie

28.4k 84% 6min - 720p

Put on this dress and dance for me, bitch

40.3k 82% 8min - 720p

We are going to watch you swallow his big cock

39.2k 82% 6min - 720p

I want to make you into a sissy girl

105.2k 99% 8min - 720p

Take this hard cock up your ass balls deep

48.5k 81% 8min - 720p

We will dress you up like a sissy and whip your ass

48.4k 89% 11min - 720p

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

98.3k 77% 8min - 720p

Lets see what you look like dressed as a girl

95.2k 81% 3min - 720p

You are taking every inch of this big dildo

13.5k 82% 7min - 720p

You will look so cute in this French maid uniform

21.4k 79% 7min - 720p

I always knew you were secretly a sissy girl

156.3k 89% 3min - 720p

You look pretty cute dressed as a girl

29.3k 81% 5min - 720p

I have the perfect sissy outfit for you to wear

33.5k 79% 7min - 720p

You have to be punished right out in public

74.6k 77% 4min - 720p

I can turn you into a pretty little sissy girl

46.6k 87% 6min - 720p

You are going to be my new sissy anal slut

410.6k 94% 8min - 720p

You will be my sissy boy sex slave for the night

1M 100% 4min - 720p

I will help you become a sissy girl

41.1k 83% 7min - 720p

This lacey thong will feel great against your cock

33k 79% 4min - 720p

You do as I please you little sissy bitch

84.9k 81% 10min - 720p

Caged Toilet Slave

187.1k 100% 2min - 1080p

We will make you crossdress in public

94.7k 78% 5min - 720p

Sissy Slut Pegging LANCE HART QUIN PEGGING FEMDOM STRAP-ON

177.5k 99% 2min - 480p

I want to see you dressed as a sissy girl

1.7M 100% 5min - 720p

Dressing you up like a girly little slut

49.2k 88% 4min - 720p