"Sissy crossdressing" About 16,147 videos found - Page 20

I will train your ass with bigger and bigger toys
7min
28.8k

I will train your ass with bigger and bigger toys

Dressing you like a girl is going to be fun
2min
29.9k

Dressing you like a girl is going to be fun

You are a pretty little sissy girl aren’t you
7min
63.2k

You are a pretty little sissy girl aren’t you

We will make you crossdress in public
5min
26.6k

We will make you crossdress in public

I bet you can fit in this lingerie
3min
36.2k

I bet you can fit in this lingerie

Lets see if you can squeeze into this lingerie
6min
75.1k

Lets see if you can squeeze into this lingerie

Buttered up and tormented by two bitchy dommes
10min
34.5k

Buttered up and tormented by two bitchy dommes

You will take every inch of this dildo
9min
14.1k

You will take every inch of this dildo

Dressing you up like a little sissy slut
3min
71.1k

Dressing you up like a little sissy slut

Put this dress on and stuff your cock between your legs
5min
56.5k

Put this dress on and stuff your cock between your legs

You are going to be a cute little sissy girl slut
8min
51.1k

You are going to be a cute little sissy girl slut

Fat cock to ruin your virgin ass
10min
5.2k

Fat cock to ruin your virgin ass

You can be one of the girls around us
3min
64.7k

You can be one of the girls around us

You can pick out the panties you want to wear
7min
18k

You can pick out the panties you want to wear

Put on this dress and dance for me bitch
8min
40.4k

Put on this dress and dance for me bitch

I love playing with my cock in a pair of sexy lingerie
11min
229.9k

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

Take this hard cock up your ass balls deep
8min
48.8k

Take this hard cock up your ass balls deep

I will train your ass with this toy before you take the real thing
8min
98.5k

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

Deydreamer35's ass swallows fruit
3min
13k

Deydreamer35's ass swallows fruit

I'm going to turn you into a princess
2min
59k

I'm going to turn you into a princess

Caught trying on you sisters clothes
3min
77.1k

Caught trying on you sisters clothes

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
19.4k

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

Pick out a pair of panties for you to wear
4min
84.7k

Pick out a pair of panties for you to wear

We know you secretly try on our panties
5min
29.1k

We know you secretly try on our panties

Both of these big toys are going inside you
9min
10k

Both of these big toys are going inside you

You will beg to be my bitch
6min
28.1k

You will beg to be my bitch

Both of these toys are going up your ass
5min
33k

Both of these toys are going up your ass

You are going to look so sexy as a sissy
6min
39.7k

You are going to look so sexy as a sissy

I think you might be able to fit into my clothes
5min
12.4k

I think you might be able to fit into my clothes

Put on these panties and suck this cock
5min
38.1k

Put on these panties and suck this cock

You love being my little dress up doll don’t you
3min
50.4k

You love being my little dress up doll don’t you

Dressing you up like a girl is so much fun
4min
20.5k

Dressing you up like a girl is so much fun

This strapon is going all the way up your ass
7min
30k

This strapon is going all the way up your ass

Dressing you up like a pretty little whore
3min
40.7k

Dressing you up like a pretty little whore

Pick out a pair of panties you want to wear
8min
46.2k

Pick out a pair of panties you want to wear

Deepthroat my strapon balls deep you little slut
7min
21k

Deepthroat my strapon balls deep you little slut

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