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Bossy Delilah

You will look so cute wearing some of my clothes

You will look so cute wearing some of my clothes

8 years ago

I picked out some sissy clothes for you to wear tonight

I picked out some sissy clothes for you to wear tonight

8 years ago

You should dress as a sissy all the time

You should dress as a sissy all the time

8 years ago

You look much cuter as a sissy princess

You look much cuter as a sissy princess

7 years ago

You are now my personal bitch

You are now my personal bitch

8 years ago

I am the only one who can unlock your chastity

I am the only one who can unlock your chastity

8 years ago

You are such a pretty little sissy whore

You are such a pretty little sissy whore

7 years ago

Feel how soft my legs are in pantyhose JOI

Feel how soft my legs are in pantyhose JOI

4 years ago

You are a pretty little sissy girl

You are a pretty little sissy girl

8 years ago

Dressing you up like a sissy slut is super fun

Dressing you up like a sissy slut is super fun

8 years ago

Dress up like a princess for our amusement

Dress up like a princess for our amusement

9 years ago

You can be one of the girls around us

You can be one of the girls around us

8 years ago

I laid out a cute little sissy outfit for you to wear

I laid out a cute little sissy outfit for you to wear

8 years ago

I will doll you up like a sissy femboy

I will doll you up like a sissy femboy

2 years ago

I am going to make you into a sissy bitch girl

I am going to make you into a sissy bitch girl

7 years ago

We know you have been trying on our panties

We know you have been trying on our panties

8 years ago

Put on this hot little cocktail dress I got for you

Put on this hot little cocktail dress I got for you

7 years ago

You are my sissy dress up doll

You are my sissy dress up doll

8 years ago

You will look like a real woman when I am done

You will look like a real woman when I am done

7 years ago

You are going to be such a good sissy girl

You are going to be such a good sissy girl

8 years ago

You look pretty sexy in high heels and a dress

You look pretty sexy in high heels and a dress

8 years ago

I will lock you in an unbreakable metal chastity device

I will lock you in an unbreakable metal chastity device

5 years ago

You are a pretty little sissy girl

You are a pretty little sissy girl

8 years ago

Beg and I might let you out of chastity

Beg and I might let you out of chastity

8 years ago

I want you to join us for a girls' night out as a sissy

I want you to join us for a girls' night out as a sissy

4 years ago

This chastity device will stop you from jerking off

This chastity device will stop you from jerking off

8 years ago

I think you will look so pretty in this dress

I think you will look so pretty in this dress

7 years ago

I control your cock from now on

I control your cock from now on

7 years ago

Your cock is now my prisoner

Your cock is now my prisoner

8 years ago

What are my clothes doing in your room

What are my clothes doing in your room

8 years ago

You will look so cute dressed as a sissy girl

You will look so cute dressed as a sissy girl

7 years ago

I found a new sex toy we can play with

I found a new sex toy we can play with

7 years ago

I have a fun new toy for us to play with

I have a fun new toy for us to play with

7 years ago

Your cock is locked up and only I hold the key

Your cock is locked up and only I hold the key

7 years ago

Put on these panties you little sissy bitch

Put on these panties you little sissy bitch

7 years ago

Put on these panties and get on your knees

Put on these panties and get on your knees

8 years ago

I will get you dressed up like a sissy in no time

I will get you dressed up like a sissy in no time

7 years ago

You are no longer allowed to jerk off

You are no longer allowed to jerk off

7 years ago

I love how silky soft my thighs are in pantyhose – JOI

I love how silky soft my thighs are in pantyhose – JOI

3 years ago

You look pretty cute dressed as a girl

You look pretty cute dressed as a girl

8 years ago

We are going to make you look so pretty

We are going to make you look so pretty

8 years ago

You are going to be such a pretty little sissy whore

You are going to be such a pretty little sissy whore

7 years ago

We want to see you dressed as a sissy

We want to see you dressed as a sissy

8 years ago

Your useless cock is getting locked up for a long time

Your useless cock is getting locked up for a long time

7 years ago

I am sick of you jerking off all the time

I am sick of you jerking off all the time

8 years ago

You look kind of cute dressed as a sissy girl

You look kind of cute dressed as a sissy girl

8 years ago

I have a fun new toy for you my naughty boy

I have a fun new toy for you my naughty boy

7 years ago

Feminizing men like you is so much fun

Feminizing men like you is so much fun

2 years ago

You will look so sexy dressed in my clothes

You will look so sexy dressed in my clothes

8 years ago

I know you love sucking my big rubber cock

I know you love sucking my big rubber cock

6 years ago

You look so cute dressed as a princess

You look so cute dressed as a princess

8 years ago

Your cock stays locked up until I let it out

Your cock stays locked up until I let it out

8 years ago

We are going to make you into a gorgeous sissy girl

We are going to make you into a gorgeous sissy girl

8 years ago

You look really good in a dress and high heels

You look really good in a dress and high heels

7 years ago

Your cock is getting locked up for a very long time

Your cock is getting locked up for a very long time

7 years ago

This chastity device will stop your masturbation problem

This chastity device will stop your masturbation problem

7 years ago

I will dress you up like one of my sissy playthings

I will dress you up like one of my sissy playthings

2 years ago

I have the only key to your chastity device

I have the only key to your chastity device

8 years ago

Your useless little cock is going in this cage

Your useless little cock is going in this cage

7 years ago

Get your dick out and while I slip on my pantyhose – JOI

Get your dick out and while I slip on my pantyhose – JOI

3 years ago

Dont deny that you secretly fantasize about big cock

Dont deny that you secretly fantasize about big cock

6 years ago

I can make you look like a sexy sissy bitch

I can make you look like a sexy sissy bitch

7 years ago

I will let you cum before locking you in chastity

I will let you cum before locking you in chastity

7 years ago

I will stop your from playing with yourself permanently

I will stop your from playing with yourself permanently

7 years ago

I will turn you into a slutty sissy cheerleader

I will turn you into a slutty sissy cheerleader

2 years ago

Let me doll you up like a sexy sissy babe

Let me doll you up like a sexy sissy babe

2 years ago

I will turn you into a slutty sissy cheerleader

I will turn you into a slutty sissy cheerleader

2 years ago

Are you ready for your sissy transformation

Are you ready for your sissy transformation

2 years ago

Your sissy makeover session starts now

Your sissy makeover session starts now

2 years ago