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    Whiny Jewish Girl



    Features Jeff Winger and Annie Edison from Community.

    Jeff Winger noticed his girlfriend Annie Edison had blundered a paper. She had once written a paper on the Holocaust for a history class. This was an embarrassment, as Annie got a B+ instead of an A for getting a few details wrong.

    Jeff liked Annie because she was both adorable and hot. Jeff had a weird kink for brunette Ashenazic Jews, which Annie absolutely was. He wanted his way with Annie and wanted to use her beautiful body for his pleasure.

    Jeff called her after getting home and told her that the Dean had a "punishment" deal for her that made Annie feel better about her overachieving status. He said, "Annie, honey, I am concerned about your grades because I want you to be happy so I can be happy with you."

    Annie said, frustrated and said, sobbing "I'll do anything for a better grade, even a crude one, I just want to feel I'm a good Jewish girl."

    Jeff said, "I have a very different solution than that, but since you are my girlfriend, it should be an easier-than-expected task. The Dean told me to tell you that 'spanking therapy is what I recommend. Annie, of course, you will have to show me your bare butt."

    Annie said, sobbing, "That is so humiliating, even if you, my boyfriend, are doing the spanking."

    Jeff told her on the phone, "I promise I will be a better student as a result."

    Annie then reluctantly said, "I'll do it; I want to be a good girl and feel like I am worth something." The phone call then ended and Jeff arranged to reserve a room at Greendale for Annie's "therapy".

    Some time passed and Jeff, for no reason at all, was googling facts on his phone about the movie "Closer" given his celebrity crush was Natalie Portman. Annie then entered the room and told Jeff, sobbing, "Are you ready to punish me?"

    Jeff then said, "You have to pull down your skirt first, but yes." Annie then removed her shoes but kept her socks on and took off her jeans and red underwear. Jeff immediately got hard seeing this.

    Annie then lay on Jeff's lap, with her rear exposed to the elements, preparing for what was to come. Jeff decided to slap her on the left butt cheek, making "one, two, three, four" slaps on it.

    Annie was sobbing as this was going on but was secretly enjoying it, given she was a sub in bed, despite her behavior in every meeting at the Greendale library. Britta knew it hurt, but she endured the punishment from her boyfriend. Annie asked, "Am I done?"

    Jeff said, "Honey, no, not yet." Jeff wasn't done yet with the Jewish cutie and decided to repeat the process on her right butt cheek. Jeff then did "one, two, three, four" slaps on it. Annie's brunette rear end was in pain, but she felt like she had to do this to be a "good girl." Annie secretly wanted this to go on forever and to never wear pants again, given she feared how painful it would be. Annie also wanted to go commando as it'd give her butt some air. Annie, feeling all this. was clearly starting to get wet between her legs.

    All of this was making Jeff rather hard, and he said, "I'm going to have you jerk me off while I tickle your little Jewish clitty with a feather." Jeff unzipped his pants to get his 6-inch penis and his testicles out. Annie, whose ass was on fire, felt really tingly between her legs, and Jeff knew how to make his girlfriend have an orgasm. Jeff started tickling his girlfriend, and she was moaning, just being turned on by how degraded she felt.

    Jeff then told Britta, "Stroke my cock," as she worked her arm around to stroke him. Jeff was moaning as well, given he was turned on by punishing his girlfriend for something "naughty" she did, even if it was just writing a paper on Ewoks as if they were real. Britta knew the sooner she got him off, the sooner this ordeal would be over.

    After several minutes of this, Britta felt tingly and knew she was close while Jeff felt his balls tighten. Jeff continued to tickle his girlfriend's clit with a feather as he said, "I'm almost there." Jeff predictably came first, both on his suit and on Annie's petite hand.

    Annie was breathing rapidly and was close to her, and Jeff told her, "You are a naughty girl who wants to overcome her ambitions." Annie eventually came, and her vaginal juices oozed out, hitting the feather with her sweet secretions.

    Jeff then told Annie, after slapping her one more time on both cheeks, "We will definitely do this again, so you get to be more ambitious."

    Jeff then got a towel to clean up the mess and zipped up his pants. He then put a pack of ice on his girlfriend's butt, and then put anti-burn cream on it. Annie did improve her work, but she never wanted to stop the "therapy" and often went to class without underwear.

    The End.



     
      Posted on : Oct 30, 2026
     

     
    Add Comment
    Old_John
    Old_John's profile
    Comments: 12
    Commented on Oct 30, 2026
    Who the fuck is Britta?
     




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