"Sissy boy crossdressing" About 51,703 videos found - Page 21

Dressing you up like a cute little princess
3min
39.1k

Dressing you up like a cute little princess

I will let you choose which panties you want to wear
4min
98.7k

I will let you choose which panties you want to wear

I want to dress you up like a sissy slut
6min
54.2k

I want to dress you up like a sissy slut

Put on these panties and bra you little sissy
7min
34.3k

Put on these panties and bra you little sissy

You are going to be the prettiest princess in town
5min
106.3k

You are going to be the prettiest princess in town

I know you are a sissy girl deep down inside
7min
20.5k

I know you are a sissy girl deep down inside

Would you suck a cock while we watch
7min
33.2k

Would you suck a cock while we watch

I am going to take pictures of you dressed as a sissy
4min
29.1k

I am going to take pictures of you dressed as a sissy

We need to get your ass ready for a real cock
5min
234k

We need to get your ass ready for a real cock

I want to see you dressed like a sissy girl
7min
63.9k

I want to see you dressed like a sissy girl

Tonight we make you into a real sissy
10min
51.1k

Tonight we make you into a real sissy

I will dress you in panties and whip your sissy ass
12min
45.6k

I will dress you in panties and whip your sissy ass

You look so cute as a pretty little princess
3min
34.6k

You look so cute as a pretty little princess

We will humiliate you in front of the whole neighborhood
6min
32.3k

We will humiliate you in front of the whole neighborhood

Lets unleash your sissy side together
7min
41.1k

Lets unleash your sissy side together

I want to sink my black cock deep inside you
13min
239.8k

I want to sink my black cock deep inside you

Put on this sexy french maid uniform
4min
116.3k

Put on this sexy french maid uniform

You can pick out which panties you want to wear
6min
38.3k

You can pick out which panties you want to wear

You have to be punished right out in public
4min
75.5k

You have to be punished right out in public

You will look so cute as a sissy girl
5min
656.3k

You will look so cute as a sissy girl

Lets see if you can squeeze into this lingerie
8min
61.2k

Lets see if you can squeeze into this lingerie

You are now my personal bitch
5min
17.3k

You are now my personal bitch

I will make you dress like a total sissy slut
7min
40.4k

I will make you dress like a total sissy slut

I laid out a sexy little sissy outfit i want you to wear
4min
60.5k

I laid out a sexy little sissy outfit i want you to wear

You have to wear womens panties from now on
8min
47.1k

You have to wear womens panties from now on

I wont lie this strapon is going to hurt
3min
61.4k

I wont lie this strapon is going to hurt

Take off your pants and put on this thong joi
7min
19.9k

Take off your pants and put on this thong joi

I need you to submit to your mistress completely
13min
30.7k

I need you to submit to your mistress completely

Bisexual crossdresser shoots loads of cumshots
3min
41.2k

Bisexual crossdresser shoots loads of cumshots

I want to see your sissy side in all its glory
7min
66.7k

I want to see your sissy side in all its glory

I will show you how to be a real sissy girl
8min
82.6k

I will show you how to be a real sissy girl

You and i both know you are a total sissy
7min
19.6k

You and i both know you are a total sissy

You love being my little dress up doll don’t you
3min
50.8k

You love being my little dress up doll don’t you

You look cute dressed as a sissy servant girl
7min
44.6k

You look cute dressed as a sissy servant girl

I bought a super cute sissy outfit for you to wear
7min
29.1k

I bought a super cute sissy outfit for you to wear

We will make you crossdress in public
5min
27.2k

We will make you crossdress in public

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