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07:47

I will train your ass with this toy before you take the real thing
07:59

Let out your sexy sissy boy side
03:15

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07:18

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08:11

This French maid outfit will look cute on you
08:14

We are going to find a nice big cock for your virgin ass
08:50

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01:49

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04:24

Taking you out in public dressed as a woman
06:14

Sinstress takes a smoke break with her sissy slave
02:13

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07:33

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10:38

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11:24

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03:52

Taking you to the mall dressed as a slut
06:54

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09:27

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08:28

Choose which dildo you want to suck
08:08

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07:25

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02:49

I brought some lingerie I want you to wear
05:25

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06:42

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08:42

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10:16

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10:25

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08:32

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07:34

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09:55

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Do you have what it takes to be a sissy
05:42

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We will make you crossdress and then go to a dive bar
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05:41

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07:49

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05:06

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08:00

Pick out a pair of panties you want to wear
11:25

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18:20

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08:37

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07:46

We wont judge you for being a sissy
01:41

Making your crossdressing fantasy come true
09:52

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04:35

I think you look sexy in my stockings
05:40

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07:28

I bought a super sexy pair of lingerie for you to wear
12:08

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05:59

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02:50

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06:52

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07:51

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08:11

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03:47

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05:57

Put these panties on before I do your makeup
06:03

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07:08

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04:11

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08:05

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07:33

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06:09

Lets train your virgin ass with some big dildos
05:43

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05:25

I have some lingerie I think you can fit into
05:55

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05:37

I bought you a cute pair of panties to try on
02:25

Crossdressing Sissy Training Humiliation
05:07

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05:17

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05:44

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03:14

Dressing you up like a pretty little sissy girl
11:33

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05:54

We want to see how you look in lingerie
02:13

Going out in public while crossdressing
03:05

You look cute in panties and a wig
06:19

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06:17

Put on this sexy sissy dress

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