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Penelope Kay "Are you sure there is nothing else I can do to get this job" S2:E5

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Penelope has heard MANY stories of John's wild and crazy days, including how he would fuck LOTS of girls. John and Penelope decide to go for it, with Penelope getting both her holes filled as John takes his vacation into new, sexy territory.

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The businesswoman and leader of one of the biggest companies in America, Anna Claire Clouds, call IT after encountering an issue with her computer. The new IT intern Penelope Kay shows up ready to help, to Anna's surprise. She wasn't expecting a

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