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Jack implied he did and Jill said she wanted to see it.

After a few minutes of shyly avoiding the subject she convinced him to take it out.

Once she saw it she wanted to see how much fun it would be to play with.

Once inside he quickly set everything up and asked Jill why she needed a webcam, was she in a long distance relationship?

Jill told Jack about her (massive) student loans that financed her Masters degree and hinted that she was planning on camming to earn some extra money.

Jack also hinted back that they could easily earn more money if he was involved.

Jill joked saying she was not really interested unless Jack had something to bring to the table.

Jill made casual conversation with Jack; complaining how she couldn't figure out how to get her webcam to work.

Jill was getting her mail one day when she saw Jack, who lives a few doors down from her apartment.