"Crossdressing sissy amateur" About 264,099 videos found - Page 31

I know you are a total sissy deep down inside
6min
85k

I know you are a total sissy deep down inside

You are a slutty little sissy boy arent you
7min
128.2k

You are a slutty little sissy boy arent you

Put on this dress and get on your knees
4min
84k

Put on this dress and get on your knees

You can be my new sissy dress up doll
7min
21.7k

You can be my new sissy dress up doll

Put on these pink panties and bra
4min
156.5k

Put on these pink panties and bra

You will be begging to be my bitch
6min
25.2k

You will be begging to be my bitch

You are a pretty little sissy girl aren’t you
7min
64.1k

You are a pretty little sissy girl aren’t you

Put on these pink panties sissy boy
9min
40.3k

Put on these pink panties sissy boy

You are my favorite sissy bitch
7min
28.5k

You are my favorite sissy bitch

You look good in a pair of my stockings
2min
79.6k

You look good in a pair of my stockings

You will look so much better as a sissy girl
7min
25.3k

You will look so much better as a sissy girl

You look kind of cute dressed as a sissy girl
5min
32.5k

You look kind of cute dressed as a sissy girl

You are going to look good as a little sissy slut
3min
94.7k

You are going to look good as a little sissy slut

You can be a sissy girl around me
8min
67.5k

You can be a sissy girl around me

Dressing you like a sissy girl is so much fun
5min
26.8k

Dressing you like a sissy girl is so much fun

You will be my sissy boy sex slave for the night
4min
1M

You will be my sissy boy sex slave for the night

You are such a cute little man slut
9min
428.5k

You are such a cute little man slut

We will feminize you and then whip your ass
12min
26.4k

We will feminize you and then whip your ass

I always knew you were secretly a sissy girl
7min
21.6k

I always knew you were secretly a sissy girl

You look like you are hungry for some cock
9min
103.4k

You look like you are hungry for some cock

I bet you can fit in these cute little panties
6min
13.2k

I bet you can fit in these cute little panties

I found a hung stud who wants to pound your sissy ass
15min
1.2M

I found a hung stud who wants to pound your sissy ass

I cant wait to see your sissy slut side
5min
201.9k

I cant wait to see your sissy slut side

You have to dress in womens clothes from now on
4min
103.7k

You have to dress in womens clothes from now on

You can be a sissy boy around us
4min
49.8k

You can be a sissy boy around us

Let out your sissy side and put on these panties
8min
247.1k

Let out your sissy side and put on these panties

I want to see you dressed up as a sissy
6min
115.6k

I want to see you dressed up as a sissy

I am going to make you my sissy bitch
2min
48.3k

I am going to make you my sissy bitch

Humiliating you with sexy girls clothes
5min
20.2k

Humiliating you with sexy girls clothes

I think you will be an incredible sissy girl
7min
14.1k

I think you will be an incredible sissy girl

Dressing you up like a little slut is too much fun
5min
62k

Dressing you up like a little slut is too much fun

You actually look pretty cute as a sissy girl
6min
26.9k

You actually look pretty cute as a sissy girl

You are a sissy bitch and you know it
6min
91.5k

You are a sissy bitch and you know it

This big strapon is going right up your asshole
5min
75.3k

This big strapon is going right up your asshole

This fat dildo is going all the way up your ass
8min
16.2k

This fat dildo is going all the way up your ass

I cant wait to make you into a little sissy girl
8min
104.9k

I cant wait to make you into a little sissy girl

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