Tag: Crossdress training - Page 4

84.4k 6min

I know you are a total sissy deep down inside

69.2k 5min

We need to address your sissy desires

44.5k 4min

We want to watch you suck a guys cock

121k 3min

Taking you out in public dressed as a princess

29.6k 5min

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

13.6k 7min

You are taking every inch of this big dildo

751.2k 8min

You should dress like the little sissy bitch that you are

83.3k 6min

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

51.8k 5min

I bought a sexy sissy outfit for you to wear

63.1k 7min

You will look so cute in these pink panties

103.6k 5min

I'm going to make you a little sissy boy bitch

39k 6min

I know you secretly try on my clothes when i am gone

133.6k 8min

You are only allowed to wear womens panties from now on

27.8k 6min

You can be my new sissy dress up doll

120k 7min

You are going to be much more comfortable in girls clothes

137.7k 5min

You are my slave and i am going to dress you like a sissy

313.9k 7min

Put these panties on like a good little sissy

94.3k 3min

Put on this dress and lipstick for me

34.1k 8min

I will train you to be the perfect sissy girl

425.1k 7min

We are going to get you some cock tonight

342.5k 7min

Time for you to turn into a sexy sissy girl

89.9k 8min

I want to see if you have what it takes to be a sissy girl

33.6k 7min

I have the perfect sissy outfit for you to wear

35.6k 4min

I cant wait for our little sissy play date

59k 2min

I'm going to turn you into a princess

843.2k 7min

I am going to transform you into a sissy slut

76.9k 8min

Trim

52.9k 5min

You need to learn how to be a better cocksucker

29.9k 2min

Dressing you like a girl is going to be fun

42k 7min

I can make you into a sexy sissy girl

48.9k 8min

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

942k 7min

Beg for this big cock you little sissy boy

60.8k 3min

I wont lie this strapon is going to hurt

51.3k 3min

You are going to love the way that stockings feel

102.6k 9min

You look like you are hungry for some cock

47.9k 6min

Shoving this dildo up your ass will make you squeal