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      Punishment/Early Bedtime 9  
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    Various age play, forced bedtime, punishment situations.
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      You're Nothing But a Loser 53  
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     2022-05-26 
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    This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. Please rate captions you like by clicking on 5 stars...
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      The Gardener  
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     2021-12-30 
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      Random Sissy Captions  
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    Sometimes I suck at spelling, so I'm sorry if some of the captions look off a bit
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      humiliation captions for masochists (groups of women)  
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      You're Nothing But a Loser 33  
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    This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. Please rate captions you like by clicking on 5 stars...
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      Variations on a Theme  
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    Mother catches son in the act.
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      You're Nothing But a Loser 32  
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     2021-07-16 
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    This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. Please rate captions you like and leave comments.
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      You're Nothing But a Loser 31  
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     2021-07-07 
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    This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. Please rate captions you like and leave comments.
    krista024
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      You're Nothing But a Loser 30  
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     2021-06-04 
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    This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. Please rate captions you like and leave comments.
    krista024
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    <2,821 fans>
      You're Nothing But a Loser 29  
     24 
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     2021-05-04 
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    This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. Please rate captions you like and leave comments.
    krista024
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    <2,821 fans>
      You're Nothing But a Loser 28  
     24 
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     2021-04-23 
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    This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. Please rate captions you like and leave comments.
    krista024
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      You're Nothing But a Loser 27  
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     2021-04-09 
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    This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. Please rate captions you like and leave comments....
    krista024
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      Cuckold Captions 576 You Wrestling a Girl: Does NOT End Well!  
     20 
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    One of my more embarrassing moments in high school: I had to wrestle a girl! I was a thin, weaker kid. I wasn't wearing a cup. She was an upper class person and was pretty hot and had pretty nice tits. And as you guessed, I popped wood! She felt it,...
    KrayzKuckold
    KrayzKuckold's profile
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      Sandy's public humiliation  
     18 
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     2021-01-14 
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    Big Mike* thought Sandy needs more exposure, so he printed out some of his favorite pics of her and posted them all through his neighborhood. Thanks Big Mike, I love it. I wish more of Sandy’s fans would do something like that. By the way, I...
    whocares5
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    <1,132 fans>
      Spanked with a paddle   
     4 
    High Definition
     2021-01-01 
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    I got twelve scalding paddle swats on my bare bottom. The last few swats she gave me brought tears to my eyes. After a short break, I had to spend some time seated on an uncomfortably rough mat. Five minutes seated, two minutes with my nose, cock, and...
    Gary3090
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    <167 fans>
      Boner Humiliation 1  
     9 
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     2020-10-30 
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    sissyboner
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    <989 fans>
      Small Dicklet - My Embarrassment For Your Pleasure  
     692 
    High Definition
     2020-09-04 
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    Small straight Dicklet posting for embarrassment and pleasure to be had by all. Please message with any photo requests by female, male, couple, bi or gay. I will make effort to complete and post all requests.
    smalldickexhib
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    <82 fans>
      Sissy Sally Cumslut humiliation photos Erie PA  
     58 
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     2020-04-24 
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    Sissy Sally Cumslut humiliation photos Erie PA
    sissyshare814
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    <9 fans>
      Sissy Sally Cumslut humiliation photos  
     59 
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     2020-04-23 
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    Sissy Sally Cumslut humiliation photos. Please share everywhere
    sissyshare814
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    <9 fans>
      Sissy Sally Cumslut humiliation photos  
     56 
    High Definition
     2020-04-20 
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    Just a collection of photos of Sissy Sally Cumslut showing how much they want to suck dick and swallow cum
    iusedtobefun
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    <6 fans>
      Spanking Captions - 7  
     11 
    High Definition
     2019-12-25 
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    ldn_spank1
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    <42 fans>
      Vintage Upskirt Art  
     10 
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     2019-03-18 
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    Nice to recall the days when magazine illustrations weren't gynecology text book showing abnormalities.
    Huntz4Kuntz
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    <3,143 fans>
      saggy Sandy rejected  
     1 
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     2019-01-01 
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    Just a little well earned humiliation for saggy Sandy (The idea is from a fan)
    whocares5
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    <1,132 fans>
      Humiliation Photos of Me for her Friends  
     9 
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     2018-01-17 
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    Beautiful young lady forces tiny cock husband to pose for pictures which she is going to show ALL their friends.
    naughty101
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