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Sleeping [outside in] the backcountry without an overhead shelter (such as a tent or tarp), usually done in the context of backpacking. The decision to cowboy camp is a [calculated] one - bugs, rain, snow, etc. are all possible backfires to the decision and can damper [the experience]. Note that having an adequate shelter is a must, cowboy camping is the decision to forgo setting up a dedicated shelter and betting that conditions will be such that the shelter is not needed (but the dedicated shelter is still present/available should it be needed). Not bringing adequate shelter with you into the backcountry is foolish and can result in injury or death.
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