This theory will blow your mind if your a fan of the Toy Story trilogy! To start off, Andy owns a red hat in which he is seen wearing multiple times throughout the original film. Who else wears a red cowboy/girl hat....Jessie that's who! Of course Andy could have bought this hat however it would be more sentimental if someone else in his family had it before him. His mom perhaps? This fact may be why he wears it so much. Also note that there was an identical hat in Emily's room when she was interested in Cowgirl Jessie and the Wild West. In conclusion Andy's mom may be Emily, the time zones are even similar as the decor in Emily's room as a teen shows it was during the mid 1900s. This would fully enable Emily to be a mom, even more so a mom of Andy's age.
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