You’ve been hiding your sissy desires for too long boy

Penny Barber Bedroom Sissy Instruction Brunette Porn Video POV Tube Sissy Training

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Penny Barber is a little concerned that you might be a sissy slut. In order to find out for sure, she's got a special treat that will put a smile on your face.
 
So what we're going to do today is a little bit of roleplay. For some crazy reason, I think you might be a sissy that secretly hides their desires. I got you this pair of panties because I think it's likely to let me know. So, do me a favor and get naked - I want you to try these on and to turn around. I wonder if your sissy ass will look as good as I think it will.
 
Oh yes, those panties really do suit you! Now we're going to apply a little makeup. I think you would look fantastic with this shade of lipstick. Come over here, girlfriend. We're going to doll you up nice and proper. The whole world will look at you in a few minutes and truly believe you're the sissy girl you've always dreamed of being!
 
- Penny Barber
 

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Your sissy transformation is coming along well. You are just so cute! Before you know it, that ass of yours is going to be out on the streets and looking for some hot cock to fuck

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You're such a fucking pitiful loser. It should be so obvious that a woman as good as this can do a hell of a lot better than a pathetic maggot like you. You are only useful as my slave!

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You're my bisexual slave, and so long as you're still doing exactly what I tell you, I'm more than happy for that ass of yours to be fucked nice and hard. I bet that feels absolutely incredible.

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You know what I should do? I should just lock you up in the biggest strongest chastity device I can find and throw away the key. Permanent chastity forever... How does that sound?

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We are going to put your loyalty to your mistresses to the test. You see these two big strapon dildos? We are going to double team your ass and mouth for hours on end!

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Give yourself a gentle tug to begin with. When you're done with blowing your load, you're going to take that condom and eat all of the jizz out of it like a good little cum eater.

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I'm going to have a big cock come over here and fuck me. You'll sit in the corner like a little naughty cuckold and watch it happen too. I will let you clean up afterwards if you are lucky!

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You need to be taught about worshipping big black cock, because one day your mouth and ass is going to be met by one BBC that is destined to pound the absolute shit out of you.

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Look, I don't care what excuse you come up with - you've been chatting up men on the Internet and I love the fact that you're hungry for cock, I just wish you told me sooner.