Geraldine is an old woman from a nursing home, who gives Robert Freeman a job to be an "escort" (or a male prostitute) to lonely and depressed women. After giving Robert several jobs, she reports the other pimps about this, which makes Robert file up to a 39-year-old depressed woman named Vanessa.

While Vanessa became Robert's client, he wants to leave, but he is forced into the prostitution game. Robert then falls for Vanessa and wants to pursue a relationship, so he quit his job. But Geraldine and her acquaintance ram Robert's testicles with a wheelchair, which she is later arrested for.

She appears only in "Early Bird Special".

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