"Sissy crossdressing" About 15,495 videos found - Page 4

You look super cute dressed as a sissy girl
7min
97.3k

You look super cute dressed as a sissy girl

I will dress you like a girl and whip your sissy ass
12min
62.8k

I will dress you like a girl and whip your sissy ass

I am going to make you my personal sissy bitch
4min
141.1k

I am going to make you my personal sissy bitch

Dressing you up like a slut
3min
42k

Dressing you up like a slut

Husband in lingerie
44sec
226.1k

Husband in lingerie

You are the best sissy girl i have ever seen
8min
18.8k

You are the best sissy girl i have ever seen

Put on these sexy panties you sissy bitch
7min
321.1k

Put on these sexy panties you sissy bitch

Your sissy side is really turning me on
7min
38.3k

Your sissy side is really turning me on

Your sissy training starts now
8min
21.4k

Your sissy training starts now

Pick out the panties you want to wear tonight
6min
46.2k

Pick out the panties you want to wear tonight

I can help you become the sissy girl of your dreams
8min
20.2k

I can help you become the sissy girl of your dreams

Making your crossdressing fantasy come true
1min 41sec
52.3k

Making your crossdressing fantasy come true

I will help you unleash your inner sissy girl
7min
19.6k

I will help you unleash your inner sissy girl

I think you look much better as a sissy girl
3min
111.2k

I think you look much better as a sissy girl

You are going to be my new sissy boy
8min
29.5k

You are going to be my new sissy boy

Public crossdressing humiliation will be your punishment
2min
42.7k

Public crossdressing humiliation will be your punishment

I think you look much hotter as a sissy girl
7min
34.8k

I think you look much hotter as a sissy girl

I like humiliating sissy boys like you
6min
18.5k

I like humiliating sissy boys like you

You would look good as a sissy fem bitch
3min
58.1k

You would look good as a sissy fem bitch

We wont judge you for being a sissy slut
8min
58.8k

We wont judge you for being a sissy slut

Time for you to unleash your sissy side
8min
134.4k

Time for you to unleash your sissy side

Time for me to turn you in to a sissy girl
10min
68.7k

Time for me to turn you in to a sissy girl

You are the prettiest sissy girl i have ever seen
4min
44.7k

You are the prettiest sissy girl i have ever seen

We will make you dress up like a sissy girl
5min
48.2k

We will make you dress up like a sissy girl

Watch my first time becoming a sissy
13min
488.6k

Watch my first time becoming a sissy

I always knew you would look hot as a sissy girl
7min
20.3k

I always knew you would look hot as a sissy girl

You don’t have to hide your sissy side around me
10min
468.1k

You don’t have to hide your sissy side around me

Do you want to be my sissy dress up doll
7min
32.1k

Do you want to be my sissy dress up doll

Sissifying him
1min 40sec
9.9k

Sissifying him

Put on these panties before i whip you
8min
181.8k

Put on these panties before i whip you

British dominas dominating useless crossdressing sissy
5min
38.3k

British dominas dominating useless crossdressing sissy

You are going to be the prettiest little sissy slut
5min
61.2k

You are going to be the prettiest little sissy slut

You are a pathetic sissy slut boy
8min
52.9k

You are a pathetic sissy slut boy

I have some cute new clothes for you
5min
68.2k

I have some cute new clothes for you

My strapon is going all the way up your sissy asshole
8min
156.6k

My strapon is going all the way up your sissy asshole

Put on these pink panties sissy boy
9min
38.7k

Put on these pink panties sissy boy

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