"Crossdressing videos" About 70,018 videos found - Page 13

I laid out a sissy outfit for you to put on
5min
38.4k

I laid out a sissy outfit for you to put on

I am going to make you into a sissy bitch girl
7min
56.7k

I am going to make you into a sissy bitch girl

I will make you dress up like a little sissy whore
6min
38.1k

I will make you dress up like a little sissy whore

You should be dressed like a sissy and flogged
13min
53.3k

You should be dressed like a sissy and flogged

You are my sissy dress up doll
4min
27.6k

You are my sissy dress up doll

This strapon is going all the way up your ass
7min
30.7k

This strapon is going all the way up your ass

I know you steal my panties and try them on
7min
17.2k

I know you steal my panties and try them on

Shoving this dildo up your ass will make you squeal
6min
48.6k

Shoving this dildo up your ass will make you squeal

I cant wait to see your sissy side
7min
541.3k

I cant wait to see your sissy side

You will look like a real sissy girl when i am done with you
5min
29.2k

You will look like a real sissy girl when i am done with you

Lets get your virgin ass ready for a real cock
7min
194.1k

Lets get your virgin ass ready for a real cock

Pick a pair of panties you want to wear
4min
32.4k

Pick a pair of panties you want to wear

I knew you were a sissy the minute i saw you
4min
35.3k

I knew you were a sissy the minute i saw you

You are going to be the prettiest sissy girl in town
6min
29.2k

You are going to be the prettiest sissy girl in town

You are such a naughty little sissy slut
9min
47.9k

You are such a naughty little sissy slut

You have been hiding your sissy side for way too long
7min
53.5k

You have been hiding your sissy side for way too long

Straight guy sissy maid crossdressing alice in wonderland humiliation
3min
287.6k

Straight guy sissy maid crossdressing alice in wonderland humiliation

I can make you into a sexy sissy girl
7min
43.7k

I can make you into a sexy sissy girl

Both of these toys are going up your ass tonight
9min
11.4k

Both of these toys are going up your ass tonight

These two dildos are going deep inside you
9min
29.1k

These two dildos are going deep inside you

I want you to wear a pair of my panties
3min
53.6k

I want you to wear a pair of my panties

We think its kind of hot that you are a sissy
5min
160.4k

We think its kind of hot that you are a sissy

You are going to be my personal sissy slave boy
9min
48.4k

You are going to be my personal sissy slave boy

Put on this pink tutu before we whip your ass
12min
93.8k

Put on this pink tutu before we whip your ass

Put this dress on and stuff your cock between your legs
5min
57.1k

Put this dress on and stuff your cock between your legs

Dressing you up like a slut
3min
43.7k

Dressing you up like a slut

You are now my personal sissy slave
7min
33.3k

You are now my personal sissy slave

I can help you let your sissy side out
9min
258k

I can help you let your sissy side out

You are a sissy slut who needs to be humiliated
6min
30.5k

You are a sissy slut who needs to be humiliated

Take off your clothes and put on this lingerie
8min
142.5k

Take off your clothes and put on this lingerie

I want to see what you look like as a sissy girl
7min
532.9k

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

You look kind of sexy dressed as a girl
7min
30.4k

You look kind of sexy dressed as a girl

You will look pretty dressed as a sissy bitch
5min
25.5k

You will look pretty dressed as a sissy bitch

I want to make you into a sissy girl
8min
107.1k

I want to make you into a sissy girl

We wont judge you for being a sissy girl
5min
55.8k

We wont judge you for being a sissy girl

You are going to be my personal sissy sex slave
10min
90.3k

You are going to be my personal sissy sex slave

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