"Vintage crossdress" About 15,419 videos found - Page 77

You can be one of the girls around us
4min
92.1k

You can be one of the girls around us

I wont lie this strapon is going to hurt
3min
61.6k

I wont lie this strapon is going to hurt

Taking you to the mall dressed as a slut
4min
47.3k

Taking you to the mall dressed as a slut

Take off your pants and put on this thong joi
7min
20.2k

Take off your pants and put on this thong joi

I cant wait to make you into a little sissy girl
8min
105.3k

I cant wait to make you into a little sissy girl

Put on this dress you little sissy bitch
7min
41.1k

Put on this dress you little sissy bitch

I think you will look great a sissy
4min
58.1k

I think you will look great a sissy

You are going to be my personal sissy dress up doll
7min
24.7k

You are going to be my personal sissy dress up doll

Mistress april's slave suffered painful under my cruelness
17min
95.2k

Mistress april's slave suffered painful under my cruelness

Watch my first time becoming a sissy
13min
497.3k

Watch my first time becoming a sissy

Let out your sissy side and put on these panties
8min
248k

Let out your sissy side and put on these panties

I bet you can fit in this lingerie
3min
36.7k

I bet you can fit in this lingerie

Sissy boy in cute outfit
52sec
51.7k

Sissy boy in cute outfit

You are only allowed to wear womens panties from now on
8min
134.3k

You are only allowed to wear womens panties from now on

I want to see you dressed up as a sissy
6min
115.9k

I want to see you dressed up as a sissy

I bought a super cute sissy outfit for you to wear
7min
29.2k

I bought a super cute sissy outfit for you to wear

I'm going to make you into a pretty girl
3min
113.9k

I'm going to make you into a pretty girl

You have the perfect body for a sissy dress up doll
6min
92.8k

You have the perfect body for a sissy dress up doll

Put on these panties you little sissy girl
10min
55.9k

Put on these panties you little sissy girl

I will train your ass with bigger and bigger toys
7min
29.6k

I will train your ass with bigger and bigger toys

Put these panties on before i do your makeup
6min
85.4k

Put these panties on before i do your makeup

You look like you are hungry for some cock
9min
103.7k

You look like you are hungry for some cock

You will look great once we get you all dressed up
8min
29.1k

You will look great once we get you all dressed up

You look cute dressed as a sissy servant girl
7min
45.2k

You look cute dressed as a sissy servant girl

We know you secretly try on our panties
5min
29.6k

We know you secretly try on our panties

Both of these big toys are going inside you
9min
10.5k

Both of these big toys are going inside you

I think you look much better as a sissy girl
3min
112.6k

I think you look much better as a sissy girl

You are a pretty little sissy princess
5min
37.4k

You are a pretty little sissy princess

I will show you my tits if you put my panties on
6min
161.1k

I will show you my tits if you put my panties on

I laid out a dress i want to you put on
2min
28.3k

I laid out a dress i want to you put on

You are now longer allowed to wear mens underwear
6min
139.5k

You are now longer allowed to wear mens underwear

You are going to look good as a little sissy slut
3min
95k

You are going to look good as a little sissy slut

I just love getting all dolled up in women’s clothes
10min
212.3k

I just love getting all dolled up in women’s clothes

Making your crossdressing fantasy come true
1min 41sec
53.6k

Making your crossdressing fantasy come true

I love humiliating sissy boys like you
6min
23.9k

I love humiliating sissy boys like you

You can be our sissy whore dress up doll
5min
32.3k

You can be our sissy whore dress up doll

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