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"Sissy Discipline"

Crossdressing sissy training abasement 02:28
5 years ago

Crossdressing sissy training abasement

Sissy training crossdresser indignity 03:17
5 years ago

Sissy training crossdresser indignity

Locked in a chastity implement for life 03:01
4 years ago
Pov

Locked in a chastity implement for life

We know you've been stealing out clothes 02:22
4 years ago

We know you've been stealing out clothes

You are my tiny sissy dress up doll 02:15
5 years ago

You are my tiny sissy dress up doll

Dressing you up like a lil' sissy slut 03:05
4 years ago

Dressing you up like a lil' sissy slut

Dressing you up like a pretty lil' whore 03:06
4 years ago

Dressing you up like a pretty lil' whore

You want to be my fem tart 02:58
5 years ago

You want to be my fem tart

You're going to glance hot in a bra and panties 03:30
4 years ago

You're going to glance hot in a bra and panties

I laid out a dress for you to wear sissyboy 02:04
5 years ago

I laid out a dress for you to wear sissyboy

Dressed up and on your knees sissy training 05:18
5 years ago

Dressed up and on your knees sissy training

Crossdressing you like a chick 02:06
5 years ago

Crossdressing you like a chick

Be our sissy crossdressing slut 02:04
5 years ago

Be our sissy crossdressing slut

We are going to let your inward sissy girl out 04:36
4 years ago

We are going to let your inward sissy girl out

You will view good in my clothes 03:02
5 years ago

You will view good in my clothes

We are going to let your inward sissy girl out 04:36
4 years ago

We are going to let your inward sissy girl out

You know you want to be my personal tart 03:17
4 years ago

You know you want to be my personal tart

We know you've been stealing out clothes 02:22
4 years ago

We know you've been stealing out clothes

Dressing you up like a pretty lil' whore 03:06
4 years ago

Dressing you up like a pretty lil' whore

Dressing you up like a lil' sissy slut 03:05
4 years ago

Dressing you up like a lil' sissy slut

Turning you into a pretty lil' whore 04:25
4 years ago

Turning you into a pretty lil' whore

You're going to be my fresh hairless sissy boy toy 03:37
4 years ago

You're going to be my fresh hairless sissy boy toy

I'll make you into a pretty lil' bitch boy 01:49
4 years ago

I'll make you into a pretty lil' bitch boy

You are such a tiny crossdressing slut 02:14
4 years ago

You are such a tiny crossdressing slut

You know you want to be my personal tart 03:17
4 years ago

You know you want to be my personal tart

We know you've been stealing out clothes 02:22
4 years ago

We know you've been stealing out clothes

I'll dress you as a sissy and cane your ass 09:17
4 years ago

I'll dress you as a sissy and cane your ass

Put on these knickers before i whip you 07:55
4 years ago

Put on these knickers before i whip you

We are going to let your inward sissy girl out 04:36
4 years ago

We are going to let your inward sissy girl out

I want to display all my friend how pathetic you look 03:06
4 years ago

I want to display all my friend how pathetic you look

Dressing you up a lil' a total sissy slut 02:24
4 years ago

Dressing you up a lil' a total sissy slut

I got you some silk underwear to wear 01:50
4 years ago

I got you some silk underwear to wear

I'll dress you as a sissy and cane your ass 09:17
4 years ago

I'll dress you as a sissy and cane your ass

Making you go to the rafter dress as a total slut 03:33
4 years ago

Making you go to the rafter dress as a total slut

You are now a chick like us 02:18
5 years ago

You are now a chick like us

Have you been trying on our clothes 02:59
5 years ago

Have you been trying on our clothes

I want to display all my friend how pathetic you look 03:06
4 years ago

I want to display all my friend how pathetic you look

Dressing you up like the sissy whore you are 02:08
5 years ago

Dressing you up like the sissy whore you are

Want us to dress you up like a lil' girl 02:53
5 years ago

Want us to dress you up like a lil' girl

Disciplined for trying on your sisters clothes 03:41
5 years ago

Disciplined for trying on your sisters clothes

I'm going to make you into a pretty female 03:41
5 years ago

I'm going to make you into a pretty female

I think you get off dressing as a beautiful sissy slut 03:05
4 years ago

I think you get off dressing as a beautiful sissy slut

I laid out a dress for you to wear 02:48
5 years ago

I laid out a dress for you to wear

You are now one of us 03:04
5 years ago

You are now one of us

You are my tiny sissy dress up doll 02:15
5 years ago

You are my tiny sissy dress up doll

You are now the sexiest sissy hoe in the state 01:57
4 years ago

You are now the sexiest sissy hoe in the state

We'll teach you how to be a real lady 03:07
4 years ago

We'll teach you how to be a real lady

You indeed shouldn't dress in men's clothes anymore 02:22
4 years ago

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

You are now my dress up dame 03:09
5 years ago

You are now my dress up dame

Crossdressing you up like a real doll 02:58
5 years ago

Crossdressing you up like a real doll

Locked in a chastity implement for life 03:01
4 years ago
Pov

Locked in a chastity implement for life

You glance really hot in my clothes 03:29
5 years ago

You glance really hot in my clothes

You glance adorable dressed as a little girl 02:55
5 years ago

You glance adorable dressed as a little girl

Dressing you up like a lil' sissy slut 03:05
4 years ago

Dressing you up like a lil' sissy slut

Want us to dress you up like a lil' girl 02:53
5 years ago

Want us to dress you up like a lil' girl

You are such a tiny crossdressing slut 02:14
4 years ago

You are such a tiny crossdressing slut

Dressed up and on your knees sissy training 05:18
5 years ago

Dressed up and on your knees sissy training

Dressed in chicks's clothes and flogged 09:11
5 years ago

Dressed in chicks's clothes and flogged

I got you some silk underwear to wear 01:50
4 years ago

I got you some silk underwear to wear

You're going to make a pretty lil' sissy slut 02:26
4 years ago

You're going to make a pretty lil' sissy slut

You have to dress like a sissy bitch from now on 02:22
4 years ago

You have to dress like a sissy bitch from now on

Taking you out in public dressed as a princess 02:59
5 years ago

Taking you out in public dressed as a princess

You want to be my fem tart 02:58
5 years ago

You want to be my fem tart

You are now a cool woman like us 03:45
4 years ago

You are now a cool woman like us

You're going to view much better dressed as a girl 03:33
5 years ago

You're going to view much better dressed as a girl

Turning you into a pretty lil' whore 04:25
4 years ago

Turning you into a pretty lil' whore

I need you to put on this pretty lil' dress 04:06
4 years ago

I need you to put on this pretty lil' dress

I bought you a off the hook outfit to wear 03:38
4 years ago

I bought you a off the hook outfit to wear

You glance good dressed as a pretty little princess 04:40
4 years ago

You glance good dressed as a pretty little princess

Making you go to the rafter dress as a total slut 03:33
4 years ago

Making you go to the rafter dress as a total slut

You want to be my fem tart 02:58
5 years ago

You want to be my fem tart

You know you enjoy wearing my stockings 02:48
5 years ago

You know you enjoy wearing my stockings

You glance really hot in my clothes 03:29
5 years ago

You glance really hot in my clothes

Want us to dress you up like a tiny girl 01:47
5 years ago

Want us to dress you up like a tiny girl

You're just a girly tiny bitch boy 02:47
4 years ago

You're just a girly tiny bitch boy

You're going to view so cute as a pretty little princess 03:41
4 years ago

You're going to view so cute as a pretty little princess

I laid out a dress for you to wear 02:48
5 years ago

I laid out a dress for you to wear

Dressed up and on your knees 03:42
5 years ago

Dressed up and on your knees

You're going out dressed as a girl tonight 03:05
5 years ago

You're going out dressed as a girl tonight

You want to be my sissy 02:14
5 years ago

You want to be my sissy

You enjoy it when i treat you like a fem bitch 03:12
4 years ago

You enjoy it when i treat you like a fem bitch

You sissy its time for you to crossdress 02:14
5 years ago

You sissy its time for you to crossdress

You know you want to be my personal tart 03:17
4 years ago

You know you want to be my personal tart

Making you dress and tear up like a girl 02:05
5 years ago

Making you dress and tear up like a girl

I've got a truly pretty dress for you to wear 05:26
5 years ago

I've got a truly pretty dress for you to wear

You're going to view much better dressed as a girl 03:33
5 years ago

You're going to view much better dressed as a girl

You glance so pathetic dressed as a girl 03:08
4 years ago

You glance so pathetic dressed as a girl

Want us to dress you up like a lil' girl 02:53
5 years ago

Want us to dress you up like a lil' girl

Lean over and take your punishment 08:24
5 years ago

Lean over and take your punishment

Want us to dress you up like a tiny girl 01:47
5 years ago

Want us to dress you up like a tiny girl

I've got a truly pretty dress for you to wear 05:26
5 years ago

I've got a truly pretty dress for you to wear

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