Tag: Crossdressing sissy gay boy - Page 11

160.9k 5min

This strapon dildo is going all the way up your ass

233.6k 44sec

Husband in lingerie

71.1k 3min

Suck on my strapon like a good sissy

45.9k 7min

You will love the way stockings feel on your legs

52.3k 6min

Get naked and put on my lingerie

126.3k 5min

Sissy boys like you should know how to suck cock

76k 2min

Taking you to the mall dressed as a sissy slut

29.3k 6min

I know you want to wear a pair of my panties

77.9k 3min

Get your sissy ass on the street corner

72k 2min

You are my little sissy dress up doll

35.5k 8min

I will train you to be the perfect sissy girl

37.7k 5min

You are a pretty little sissy princess

49.4k 10min

I have some big black cock for your tight little sissy ass

43.8k 7min

You look so cute dressed as a sissy girl slut

40.5k 6min

You are a pretty little crossdressing whore

42.4k 6min

We should make you crossdress in public

358.3k 8min

Your transformation into a sissy girl starts now

139.8k 6min

You are now longer allowed to wear mens underwear

24.5k 6min

You will look so cute dressed as a sissy girl

37.2k 7min

You look pretty cute as a sissy girl

13.6k 8min

We are getting pretty strong

30k 8min

I am going to make you into the sexiest sissy girl ever

91.8k 4min

We want to dress you up like a sissy girl

50k 5min

We will make you dress up like a sissy girl

533.2k 7min

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

22k 8min

You will be a perfect sissy dress up doll

38.2k 6min

I will make you dress up like a little sissy whore

45.6k 3min

Your sissy ass is about to be pegged hard

219k 7min

I got a pretty pair of panties for your sissy ass

11.8k 1min 40sec

Sissifying him

38.6k 5min

I laid out a sissy outfit for you to put on

44.5k 1min 43sec

You look so pretty dressed as a girl

56.8k 7min

I am going to make you into a sissy bitch girl

87.9k 5min

I love humiliating sissy boys like you

31.4k 7min

You are such a sexy sissy girl slut

43.2k 7min

You can be a around me