"Crossdressing newbies" About 1,568 videos found - Page 26

You should dress up like the sissy you are
9min
437.7k

You should dress up like the sissy you are

I'm going to turn you into a princess
2min
59.8k

I'm going to turn you into a princess

I love humiliating sissy boys like you
3min
62.6k

I love humiliating sissy boys like you

We wont judge you for being a sissy slut
8min
62.9k

We wont judge you for being a sissy slut

You are going to be my new sissy anal slut
8min
416.1k

You are going to be my new sissy anal slut

Its time to unleash you sissy girl side
7min
30.5k

Its time to unleash you sissy girl side

We will dress you like a sissy before we you
13min
51.7k

We will dress you like a sissy before we you

You look so much better in a sissy outfit
6min
17.7k

You look so much better in a sissy outfit

Feminisierung extrem menstruationstraining für sissyschlampen
17min
107.1k

Feminisierung extrem menstruationstraining für sissyschlampen

You can be my personal sissy barbie doll
6min
54.2k

You can be my personal sissy barbie doll

We wont make fun of you for being a sissy girl
8min
31.1k

We wont make fun of you for being a sissy girl

Put these panties on before i do your makeup
6min
85.6k

Put these panties on before i do your makeup

You look like you are hungry for some cock
9min
104.1k

You look like you are hungry for some cock

I found a hot stud who wants to pound your sissy ass
14min
6.6M

I found a hot stud who wants to pound your sissy ass

This big fat strapon dildo will hurt at first
9min
26.1k

This big fat strapon dildo will hurt at first

Magical gina killmer enjoys extreme sex
8min
28.9k

Magical gina killmer enjoys extreme sex

Lnv mistress gemini is a dominatrix 03
9min
71.8k

Lnv mistress gemini is a dominatrix 03

You really shouldn't dress in men's clothes anymore
2min
61.9k

You really shouldn't dress in men's clothes anymore

You are a pathetic sissy slut boy
8min
55.7k

You are a pathetic sissy slut boy

We want to watch you swallow his big cock
4min
26k

We want to watch you swallow his big cock

You look kinda hot as a sissy servant girl
5min
43.7k

You look kinda hot as a sissy servant girl

Delectable gina killmer adores taste of cum
8min
18.4k

Delectable gina killmer adores taste of cum

You are the best sissy dress up doll i have ever had
6min
27.9k

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

We need to embarrass you in public
4min
38.7k

We need to embarrass you in public

You are now my personal bitch
5min
17.7k

You are now my personal bitch

I think you can squeeze into these tiny little panties
8min
11.8k

I think you can squeeze into these tiny little panties

You are a pretty little sissy princess
5min
37.6k

You are a pretty little sissy princess

I know you steal my panties and put them on
6min
18.6k

I know you steal my panties and put them on

Your sissy training starts now
8min
23.4k

Your sissy training starts now

We need to get your ass ready for a real cock
5min
234.5k

We need to get your ass ready for a real cock

You look like a real sissy girl now
7min
77.2k

You look like a real sissy girl now

Lets unleash your inner sissy with this slutty dress
5min
104.9k

Lets unleash your inner sissy with this slutty dress

Put these panties on you little sissy bitch boy
7min
432.3k

Put these panties on you little sissy bitch boy

Its time for you a be a sexy little sissy girl
5min
309.4k

Its time for you a be a sexy little sissy girl

You're a sexy little fem bitch aren't you
4min
65.8k

You're a sexy little fem bitch aren't you

I know you secretly love dressing up like a sissy
8min
58.3k

I know you secretly love dressing up like a sissy

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