I can think of the following reasons (not in order):
- because they're going bald and they've given up on hair
- super low maintenance - no haircuts - no shampoo
- it suits them and girls like it
- it suits them and guys like it
- they joined the army
- lost a bet
- they like the feeling of bare skin and being touched there
- they enjoy the act of shaving their hair
- they have a fetish for haircuts or headshaves
- they're addicted to haircutting
- they have a hair-phobia
- they are monks or for some other religious reason
- they wanted to see if there's anything underneath
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