"Sissy boy crossdressing" About 51,703 videos found - Page 11

You look pretty hot as a total sissy slut
8min
135.2k

You look pretty hot as a total sissy slut

Taking you to the mall dressed as a sissy slut
2min
75.4k

Taking you to the mall dressed as a sissy slut

You are now my personal sissy slave
7min
32.8k

You are now my personal sissy slave

I will take you out in public dressed like a sissy girl
5min
424.7k

I will take you out in public dressed like a sissy girl

I love having a new sissy slut to play with
8min
19.1k

I love having a new sissy slut to play with

Your crossdressing fantasy sounds hot
3min
41.9k

Your crossdressing fantasy sounds hot

You're going to be our sissy dress up doll
2min
71.9k

You're going to be our sissy dress up doll

You are dressing up like a sissy slut tonight
6min
85.4k

You are dressing up like a sissy slut tonight

We are going to turn you into a pretty little princess
8min
31.1k

We are going to turn you into a pretty little princess

We need to address your sissy desires
5min
70.1k

We need to address your sissy desires

You can be my personal sissy barbie doll
6min
53.6k

You can be my personal sissy barbie doll

Crossdresser out in public
20min
100.5k

Crossdresser out in public

You should dress like the sissy you are
10min
30k

You should dress like the sissy you are

You look good dressed like a sissy girl
3min
87.3k

You look good dressed like a sissy girl

Would you be my sissy dress up doll
3min
121.2k

Would you be my sissy dress up doll

Put on these sexy clothes before i fuck your ass
10min
421.3k

Put on these sexy clothes before i fuck your ass

I bought you some panties and a dress
6min
24.4k

I bought you some panties and a dress

You should dress like the little sissy bitch that you are
8min
756.2k

You should dress like the little sissy bitch that you are

We will dress you up like a sissy and whip your ass
11min
49.4k

We will dress you up like a sissy and whip your ass

You can be a sissy princess around me
7min
55k

You can be a sissy princess around me

I laid out a sissy outfit for you to put on
5min
37.9k

I laid out a sissy outfit for you to put on

I think your fat ass might just fit in these panties
7min
16.2k

I think your fat ass might just fit in these panties

You can be my sissy dress up doll for the night
4min
64k

You can be my sissy dress up doll for the night

You are now my dress up doll
3min
47.2k

You are now my dress up doll

Sissies like you belong in panties 24 7 with no way out
12min
47.1k

Sissies like you belong in panties 24 7 with no way out

Let me dress you up like a sissy girl
8min
124.2k

Let me dress you up like a sissy girl

You can be my personal sissy dress up doll
9min
28.4k

You can be my personal sissy dress up doll

I have a super cute sissy outfit for you
10min
35.1k

I have a super cute sissy outfit for you

You don’t have to hide your sissy side any more
7min
1.1M

You don’t have to hide your sissy side any more

Squeezing your fat ass in this sexy lingerie
3min
48.2k

Squeezing your fat ass in this sexy lingerie

You will feel better once you slip into this lingerie
6min
430k

You will feel better once you slip into this lingerie

Suck cock for us dressed like a sissy girl
6min
96.8k

Suck cock for us dressed like a sissy girl

You are now our new crossdressing whore
6min
42.1k

You are now our new crossdressing whore

You are going to be my new sissy princess
6min
126.8k

You are going to be my new sissy princess

I want to see your fat ass in some tight lingerie
3min
32.4k

I want to see your fat ass in some tight lingerie

We wont judge you for being such a sissy girl
8min
37.4k

We wont judge you for being such a sissy girl

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