Me Trying To Play It Cool

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a man with red hair is holding a cell phone
a man wearing headphones is sitting in front of a microphone with the caption just play it cool man
a man with red hair and a black hat is smiling
a picture of a boy with a caption that says me when when it 's play it cool guys monday
a cartoon of a man with the words me when i realize it 's play it cool guys monday below him
a black and white photo of a smiling woman in a red dress .
a person with red hair and a tattoo on their ear
a person laying on the ground in front of a slide with chinese writing on it
a man smoking a cigar with the words try to play it cool below
a man covering his ears with his hand in front of a yellow polka dot background
a man in a blue sweater is standing in front of a clothes line with the words need to play it cool below him
a woman sitting in a chair with the words " i tried really hard " written below her
    rapunzel from tangled is looking at herself in a mirror
    a man standing on stairs with the words just let me be cool
    Cool Cool Dad GIF
    a man with his eyes closed is holding a piece of paper in front of his face
    a man with a backpack is standing in front of a window with chinese writing on the wall behind him
    a sticker of a man in a costume that says " i 'm not trying to be funny "
    a man is sitting on a couch with his eyes closed and the words i was just playing cool
    a drippin 's limited edition staycool magg toy
    a man in a suit and tie is smiling while looking down .
    a man in a blue shirt is making a surprised face
    a man with purple hair is covering his face with his arms
    a man wearing a wig and sunglasses says " i 'm not trying to be funny "
    a cartoon of a boy with purple hair covering his mouth with his hands
    a cartoon drawing of a man holding a teddy bear on his head
    a man and a woman are talking to each other and the woman is wearing a hat and glasses .
    a man wearing glasses is holding a cup of coffee in his hand
    a cartoon of a girl touching a boy 's head
    a man with a watch on his wrist is holding a cellphone
    Hunting Cool GIF
    a drawing of a man washing his face with chinese writing on the bottom
    a man sitting in the woods with the words i 'm gonna play it cool

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      a cartoon of a man sitting on the floor looking at his phone
      a man in a suit and tie is holding something in his hand against a pink and white polka dot background
      a woman in a yellow sweater is sitting in a chair and making a face .
      a couple of anime characters taking a selfie
      a man singing into a microphone with the words " you gotta play it smart " written below him
      a cartoon of a boy with his eyes closed and his hand on his forehead
      a drawing of a person 's back with long black hair and a white shirt
      a cartoon of a man holding a leash with a dog behind him
      a man is sitting in a chair wearing sunglasses and a jacket .
      a close up of a woman 's face with the words " and i 'm trying to play it cool " below her
      a man holding a lion bag stands in a crowd
      a man wearing a denim jacket and earbuds says try to play it cool
      a man wearing ear buds says " try to play it cool "
      a close up of a person with red hair
      a cartoon drawing of a boy with blonde hair making a sad face
      a netflix advertisement shows a woman talking to a man