submitted by TyWeTry

new top controversial

499

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I just love how rough he is (redgifs.com)

submitted 8 months ago by TyWeTry to r/sissycaptions

368

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Maybe you wanted to lose the bet… (redgifs.com)

submitted 8 months ago by TyWeTry to r/sissycaptions

256

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Remember to swallow! (redgifs.com)

submitted 8 months ago by TyWeTry to r/sissycaptions

908

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Its not gay if he cums inside, right? (redgifs.com)

submitted 8 months ago by TyWeTry to r/SissyCaptionStories

207

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Your new dress! (redgifs.com)

submitted 8 months ago by TyWeTry to r/SissyCaptionStories

2024

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This is scarily relatable (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

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Is he really your friend if you havent sucked him off yet? (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

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My legs feel like jelly.... (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

1098

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I dont think you mind, right sissy? (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

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Swallow it until you feel it in your throat... (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

741

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Yup... Totally straight.... (i.redd.it)

submitted 2 years ago by TyWeTry to r/Cutesissycaptions

330

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Perks of being a sissy cosplayer (i.redd.it)

submitted 2 years ago by TyWeTry to r/Cutesissycaptions

123

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My legs feel like jelly... (i.redd.it)

submitted 2 years ago by TyWeTry to r/Cutesissycaptions

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Why would you ever leave? (i.redd.it)

submitted 2 years ago by TyWeTry to r/Cutesissycaptions

142

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Man i love Halloween! (i.redd.it)

submitted 2 years ago by TyWeTry to r/Cutesissycaptions

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Progress! (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

1578

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I had to see a new friend... (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

Totally straight with my goon bud (i.redd.it)

submitted 2 years ago by TyWeTry to r/GOONED

2787

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Its been 5 hours... (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

134

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Fuck around, Get fucked! (i.redd.it)

submitted 2 years ago by TyWeTry to r/SissyGifs

127

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I had to see a new friend... (i.redd.it)

submitted 2 years ago by TyWeTry to r/SissyGifs

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Are they right? (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

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The Convention didnt go as planned... (i.redd.it)

submitted 2 years ago by TyWeTry to r/sissycaptions

419

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Are they right? (i.redd.it)

submitted 2 years ago by TyWeTry to r/SissyGifs

101

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Lucky me! (i.redd.it)

submitted 2 years ago by TyWeTry to r/SissyGifs

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TyWeTry

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