"Crossdressing sissy amateur" About 264,099 videos found - Page 32

Sissy cuckold story and cum eating
11min
73.3k

Sissy cuckold story and cum eating

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

Would you suck a cock while we watch

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

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

I want to dress you up like a sissy slut

I have some sexy sissy lingerie for you to wear
7min
219.4k

I have some sexy sissy lingerie for you to wear

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 know you have been trying on my clothes
4min
43.1k

I know you have been trying on my clothes

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

You can pick out which panties you want to wear

We want to watch you suck a guys cock
4min
45.2k

We want to watch you suck a guys cock

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

Dressing you up like a cute little princess

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

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

I know you are a sissy girl deep down inside

I want to see you dressed like a sissy girl
7min
64k

I want to see you dressed like a sissy girl

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

I want to sink my black cock deep inside you

You are now my pretty little crossdresser sissy doll
3min
68.8k

You are now my pretty little crossdresser sissy doll

I can make you look like a real sissy girl
10min
134.2k

I can make you look like a real sissy girl

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 will look so cute as a sissy girl
5min
656.4k

You will look so cute as a sissy girl

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

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

Lets see if you can squeeze into this lingerie

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

You have to wear womens panties from now on

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

Put on these panties and bra you little sissy

Sissyfied submissives caned outdoors
6min
49.7k

Sissyfied submissives caned outdoors

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

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

I wont lie this strapon is going to hurt

I need you to submit to your mistress completely
13min
30.8k

I need you to submit to your mistress completely

Get ready for a crash course in sissy humiliation
12min
51.3k

Get ready for a crash course in sissy humiliation

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

Take off your pants and put on this thong joi

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

You have to be punished right out in public

I think you will make a great sissy girl
7min
31.2k

I think you will make a great sissy girl

You are now my personal bitch
5min
17.4k

You are now my personal bitch

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
41.2k

Lets unleash your sissy side together

We will make you crossdress in public
5min
27.2k

We will make you crossdress in public

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

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