"Crossdressing sissy" About 16,343 videos found - Page 1

You are my favorite sissy dress up doll
7min
22.9k

You are my favorite sissy dress up doll

Crossdressing princess sissy humiliation
2min
113.6k

Crossdressing princess sissy humiliation

I can help you let your sissy side out
9min
257k

I can help you let your sissy side out

I need a new sissy dress up doll after my last one broke
6min
93.2k

I need a new sissy dress up doll after my last one broke

Crossdressing humiliation for sissies
2min
57.4k

Crossdressing humiliation for sissies

You are my new sissy dress up doll
4min
53.2k

You are my new sissy dress up doll

You are such a little crossdressing slut
5min
29k

You are such a little crossdressing slut

You are a pretty little crossdressing whore
6min
40.1k

You are a pretty little crossdressing whore

Wanking in lingerie using masterbation device
3min
23k

Wanking in lingerie using masterbation device

Marked sissification instructions trailer
3min
2.6k

Marked sissification instructions trailer

Ballbusting 2 my little butch
3min
37.7k

Ballbusting 2 my little butch

You are going to be the prettiest sissy girl in town
6min
29k

You are going to be the prettiest sissy girl in town

You will look pretty dressed as a sissy bitch
5min
25.3k

You will look pretty dressed as a sissy bitch

I bet you could squeeze into a set of my lingerie
3min
39.7k

I bet you could squeeze into a set of my lingerie

You will be a perfect sissy dress up doll
8min
21.7k

You will be a perfect sissy dress up doll

You look pretty cute as a sissy girl
7min
36.9k

You look pretty cute as a sissy girl

I need you to give me complete control
8min
134.2k

I need you to give me complete control

We wont make fun of you for being a sissy girl
8min
30.9k

We wont make fun of you for being a sissy girl

You should be dressed like a sissy and flogged
13min
53.2k

You should be dressed like a sissy and flogged

You should dress like the sissy you are
10min
30.4k

You should dress like the sissy you are

Going out in public while crossdressing
2min
54.6k

Going out in public while crossdressing

You will do as i say or face your punishment
7min
32.4k

You will do as i say or face your punishment

I love having a new sissy slut to play with
8min
19.4k

I love having a new sissy slut to play with

Your crossdressing fantasy sounds hot
3min
42.4k

Your crossdressing fantasy sounds hot

I am going to make you into a sissy bitch girl
7min
56.5k

I am going to make you into a sissy bitch girl

I laid out a sissy outfit for you to put on
5min
38.3k

I laid out a sissy outfit for you to put on

Crossdresser fucked like a slut
3min
110.2k

Crossdresser fucked like a slut

Helena price pegs lance hart sissy chastity femdom strapon pegging prostate
1min 44sec
5.3M

Helena price pegs lance hart sissy chastity femdom strapon pegging prostate

Taking you to the mall dressed as a sissy slut
2min
75.8k

Taking you to the mall dressed as a sissy slut

You look pretty hot in women's clothes
2min
43.8k

You look pretty hot in women's clothes

Crossdressing fem humiliation
3min
94.4k

Crossdressing fem humiliation

I will take you out in public dressed like a sissy girl
5min
425.4k

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

You have to wear panties all the time now
7min
48.1k

You have to wear panties all the time now

We will make you the prettiest little sissy girl
6min
36.7k

We will make you the prettiest little sissy girl

You need some big black cock in your life
10min
90.9k

You need some big black cock in your life

We are going to turn you into a sissy princess
6min
68.5k

We are going to turn you into a sissy princess

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