"Sissy crossdressing" About 15,495 videos found - Page 17

You will look so much better in womens clothes
7min
14.5k

You will look so much better in womens clothes

We will make you crossdress and then go to a dive bar
4min
32.9k

We will make you crossdress and then go to a dive bar

Where are you i'm waiting for you my panties are already wet this cage has been on me for the fifth day i want anal fuck
6min
13.5k

Where are you i'm waiting for you my panties are already wet this cage has been on me for the fifth day i want anal fuck

You look good dressed up like a little bitch
8min
47.5k

You look good dressed up like a little bitch

Have you been stealing our clothes
4min
17k

Have you been stealing our clothes

I am going to make you my anal sex slave
5min
163.1k

I am going to make you my anal sex slave

Dressing you up like a little sissy slut
3min
70.3k

Dressing you up like a little sissy slut

Wooden paddle spanking
5min
62.6k

Wooden paddle spanking

I will allow you to wear some on my lingerie
7min
18.4k

I will allow you to wear some on my lingerie

These two dildos are going deep inside you
9min
26.9k

These two dildos are going deep inside you

You are going to look so sexy as a sissy
6min
39k

You are going to look so sexy as a sissy

I will train your ass with bigger and bigger toys
7min
28.3k

I will train your ass with bigger and bigger toys

Femdom spanking a crossdresser
5min
42.7k

Femdom spanking a crossdresser

Both of these toys are going up your ass tonight
9min
10.4k

Both of these toys are going up your ass tonight

I love playing with my cock in a pair of sexy lingerie
11min
228k

I love playing with my cock in a pair of sexy lingerie

You can pick out the panties you want to wear
7min
17.5k

You can pick out the panties you want to wear

Dressing you up like a girl is so much fun
4min
20k

Dressing you up like a girl is so much fun

I will let you try on some of my panties
8min
15.8k

I will let you try on some of my panties

Pick out a pair of panties for you to wear
4min
84k

Pick out a pair of panties for you to wear

Put on this dress and dance for me bitch
8min
39.8k

Put on this dress and dance for me bitch

I will train your ass with this toy before you take the real thing
8min
97.4k

I will train your ass with this toy before you take the real thing

You are going to make the prettiest little sissy girl
4min
37.2k

You are going to make the prettiest little sissy girl

You can pick out which panties you want to wear
6min
37.5k

You can pick out which panties you want to wear

Taking you to the mall dressed as a slut
4min
46.1k

Taking you to the mall dressed as a slut

You should know how to suck a cock if you are going to be a sissy
7min
60.5k

You should know how to suck a cock if you are going to be a sissy

Dressing you up like a pretty little whore
3min
40.3k

Dressing you up like a pretty little whore

I laid out a sexy little outfit for you to wear tonight
4min
27.2k

I laid out a sexy little outfit for you to wear tonight

I have a perfect pair of panties for you to wear
7min
14.1k

I have a perfect pair of panties for you to wear

Put on these panties and get on your knees
6min
106.3k

Put on these panties and get on your knees

Taking you out in public dressed as a woman
4min
76k

Taking you out in public dressed as a woman

Would you suck a cock while we watch
7min
31.5k

Would you suck a cock while we watch

We know you have been trying on our panties
6min
11.2k

We know you have been trying on our panties

You are going to love the way that stockings feel
3min
50.9k

You are going to love the way that stockings feel

Let's dress you up like a pretty girl
4min
52.7k

Let's dress you up like a pretty girl

I found some of my clothes in your room
3min
60.1k

I found some of my clothes in your room

I bought you a special outfit to wear
3min
55.1k

I bought you a special outfit to wear

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