Top Definition
In back country skiing circles, it is often defined as the act of venturing into untouched or “virgin” snow. In matters of the flesh, breaking trail is defined as the act of venturing into new sexual acts or unexplored areas with a partner.
Kev, what happened with that chick last night at après ski?

Dude, we went back to my place and she told me was a virgin, and I told her, “not for long.” Then I spent the whole night breaking trail in front of the rumford fireplace.
by UrbanDick802 January 21, 2013

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