I have been life long side sleeper, never could sleep on my back at all. After a resection of my intestines I had no choice, docs orders sleep on my back only. It took mouths to sleep well on my back, that was a dozen years prior to discovering camping hammocks, I had converted back to side sleeping but plank style, again docs orders. After starting GE hammocks went back to back sleeping, since plank side sleeping and GE hammocks aren't the best combo. After a good workout, tiring day or a good hike I find it very doable to start and sleep well and wake up in the same position.
Just a long winded way of saying it can be done but the whole reason for getting out is enjoyment, and a hammock is just one component of a sleep system, just a mere tool in the tool chest. There ain't any tool suited for all jobs. Pick the tool that works best for the job.
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