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Difficult Dolly is the tiniest of the dollies, and as a result she has an over developed Napoleon complex. She tries to compensate for her size by always monopolizing people's attention. Difficult Dolly is aggressive and has to be the center of attention. She is very sneaky and pretends that she's being “good” but then she'll misbehave when someone has their back turned. She picks on other dollies and teases them. She was particularly mean to Sensitive Dolly, who never stood up for himself . When Difficult Dolly hugs people she tends to pinch them, so most people don't want to get a hug from her. She tries to tell people to take her out with them, and sometimes she will try to stow away in their bag. Her attention span is short; she tends to jump all over the place when she talks.

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