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/u/HovercraftMajestic51's
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/r/my_sissycaptions
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2024
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I lost a bet to a friend
NSFW
93 upvotes
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How else am I supposed to judge...
NSFW
91 upvotes
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I'm 100% straight
NSFW
89 upvotes
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Choose your outfit for today, sissy
NSFW
84 upvotes
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Just making it wet - part 2
NSFW
80 upvotes
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You showed up at your friends poolparty...
NSFW
77 upvotes
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Movie night with your friend is the highlight of your week
NSFW
75 upvotes
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Girlfriend wanted to try pegging...
NSFW
74 upvotes
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It's time to pay him back...
NSFW
72 upvotes
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They promised you free tickets for the football game
NSFW
71 upvotes
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I lost a bet to a friend
NSFW
93
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10
9
8
7
6
5
4
3
2
1
0
How else am I supposed to judge...
NSFW
91
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10
9
8
7
6
5
4
3
2
1
0
I'm 100% straight
NSFW
89
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9
8
7
6
5
4
3
2
1
0
Choose your outfit for today, sissy
NSFW
84
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10
9
8
7
6
5
4
3
2
1
0
Just making it wet - part 2
NSFW
80
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9
8
7
6
5
4
3
2
1
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You showed up at your friends poolparty...
NSFW
77
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10
9
8
7
6
5
4
3
2
1
0
Movie night with your friend is the highlight of your week
NSFW
75
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10
9
8
7
6
5
4
3
2
1
0
Girlfriend wanted to try pegging...
NSFW
74
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10
9
8
7
6
5
4
3
2
1
0
It's time to pay him back...
NSFW
72
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10
9
8
7
6
5
4
3
2
1
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They promised you free tickets for the football game
NSFW
71
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