Results for : encouraged crossdressing

Put on this dress and lipstick for me

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We are going to make you our sissy anal slut

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I bet you could squeeze into a set of my lingerie

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Put these panties on like a good little sissy

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You look kinda hot as a sissy servant girl

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You will be a perfect sissy dress up doll

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Both of these toys are going up your ass

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Let's make you into a pretty woman

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I wonder if you can fit in these panties

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Beg for cock like the sissy boy you are

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You can be one of the girls around us

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You are going to be my new sissy dress up doll

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You make a pretty cute sissy boy

43.7k 78% 4min - 720p

I bought a sexy outfit I want you to wear

28.2k 81% 6min - 720p

You will look pretty dressed as a sissy bitch

23.3k 81% 5min - 720p

Making you go to the club dressed as a woman

51.9k 85% 3min - 720p

Put on these pink panties and bra

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We are going to make you into a total sissy slut

73k 87% 4min - 720p

Beg for this big cock you little sissy boy

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I need you to give me complete control

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Big booty ebony babe takes her client's huge cock

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I have some big black cock for your tight little sissy ass

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This big strapon is going up your virgin asshole

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You're nothing but a sissy slut sex toy to me

58.2k 87% 4min - 720p

You should be dressed like a sissy and flogged

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MLDO-174-1 Japanese Dominatrix Reiko

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I will make you a sexy girly girl

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I am going to make you look like a proper lady

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We need to get your ass ready for a real cock

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You will do as I say or face your punishment

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You are a very pretty sissy girl slut

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You are going to be my new sissy boy

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You can pick which panties you want to wear

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You will look so cute dressed as a sissy girl

22.4k 82% 6min - 720p

I want to help you become a sexy sissy girl

54.3k 91% 8min - 720p