"Sissy crossdressing" About 15,495 videos found - Page 3

You look kind of sexy dressed as a sissy girl
7min
23k

You look kind of sexy dressed as a sissy girl

You are a sexy little crossdressing slut
7min
43.5k

You are a sexy little crossdressing slut

Spanking your fat sissy ass until you scream
9min
67.9k

Spanking your fat sissy ass until you scream

I have a super cute sissy outfit for you
10min
33.3k

I have a super cute sissy outfit for you

Don’t worry we love sissy guys like you
8min
172.8k

Don’t worry we love sissy guys like you

You are going to be my sissy anal slut
8min
43.2k

You are going to be my sissy anal slut

You are going to be such a pretty little sissy whore
7min
38.3k

You are going to be such a pretty little sissy whore

You are going to be my sissy anal slut
7min
3.5M

You are going to be my sissy anal slut

Husband crossdressed by his wife
23min
41.5k

Husband crossdressed by his wife

You look kind of cute dressed as a sissy slut
7min
28.7k

You look kind of cute dressed as a sissy slut

You are going to make a perfect sissy dress up doll
8min
48.1k

You are going to make a perfect sissy dress up doll

Sissification made to crossdress
1min 32sec
82k

Sissification made to crossdress

Discipline my bitch
4min
8k

Discipline my bitch

Lets unleash your inner sissy with this slutty dress
5min
103.6k

Lets unleash your inner sissy with this slutty dress

I cant wait for our little sissy play date
4min
34.9k

I cant wait for our little sissy play date

You are such a sexy little sissy dress up doll
7min
26k

You are such a sexy little sissy dress up doll

I love humiliating sissy boys like you
5min
86.5k

I love humiliating sissy boys like you

You are a sissy slut who needs to be humiliated
6min
28.8k

You are a sissy slut who needs to be humiliated

You are such a sexy sissy girl slut
7min
29.2k

You are such a sexy sissy girl slut

Sissy slut pegging lance hart quin pegging femdom strap on
2min
176.9k

Sissy slut pegging lance hart quin pegging femdom strap on

I love breaking in sissy bitches like you
15min
532.6k

I love breaking in sissy bitches like you

Put on this sexy french maid uniform you sissy
7min
67.6k

Put on this sexy french maid uniform you sissy

You look kinda hot as a sissy servant girl
5min
41.9k

You look kinda hot as a sissy servant girl

I can turn you into a pretty little sissy girl
6min
46k

I can turn you into a pretty little sissy girl

Caged toilet slave
2min
182.5k

Caged toilet slave

You will look like a real sissy girl when i am done with you
5min
27.5k

You will look like a real sissy girl when i am done with you

You are a sissy anal slut
5min
406.8k

You are a sissy anal slut

You are going to be my personal sissy slave boy
9min
45.7k

You are going to be my personal sissy slave boy

We are going to find someone to fuck your sissy ass
7min
725.6k

We are going to find someone to fuck your sissy ass

You're going to be our sissy dress up doll
2min
70.6k

You're going to be our sissy dress up doll

You need my help to be a real sissy girl
4min
41.9k

You need my help to be a real sissy girl

You are going to be my new sissy anal slut
10min
866.1k

You are going to be my new sissy anal slut

You don’t have to hide you sissy desires any longer
10min
26.3k

You don’t have to hide you sissy desires any longer

You are the best sissy dress up doll i have ever had
6min
26k

You are the best sissy dress up doll i have ever had

Dressing you like a sissy slut is too much fun
2min
41.9k

Dressing you like a sissy slut is too much fun

I knew you were a sissy the minute i saw you
4min
33.7k

I knew you were a sissy the minute i saw you

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