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Typically done by seniors, but any upperclassmen will do. The Freshman Challenge is the act of an upperclassmen (typically male) having sexual intercourse with a freshman (typically female).
A variation on this challenge is how many freshmen one can perform intercourse with in the school year (summer vacation does not count as there are not any official freshmen until the school year begins)
Damn, I think John's trying to do the Freshman Challenge with Amanda!
by lolrekt69 June 13, 2018
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