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If it were me, I would let him.. with a couple of rules.
No racing anyone on the street.
No taking all his friends for a ride when out of site.
Allow him to take his date to/from the event.
ABSOLUTELY No drinking or Cell phone use.
Have fun, and don't break your trust, otherwise it's the first and last time.
Be responsible and don't abuse the privilege.
You are a good man Randy! Most people here probably wouldn't allow it.
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