Why am I feeling guilt whenever I try to enjoy my free time?

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Are you avoiding responsibilities by doing these things? Putting off job applications or assignments for another day?
Do you feel like you are stagnating?
I dont have all the info but it sounds like you aren't happy with where you are currently in life. If you find a social hobby on meet up .com or something like that you will probably feel better about your time even if it is still unproductive.

simmilar expierence, because family works hard and when I relax they all go like: wow u lucky, u dont have to work as hard as we do...

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>>18583178
I'm in a similar situation to this >>18583187 guy.
It feels like... the fun part of life is not for me, as I am obliged to work hard and suffer from exhaustion like my mom did all the time.
The fun part of that is that I have little responsibilities, so I tried to expand my comfort range, which in turn ended in a fiasco.
Social life is definitely not for me. For me, talking with people is an experience similar to Syziphus, and this results with people I'd share views with are pretty much hikkineets like I am, so there's no way to get acquainted with them besides the depths of the internets.