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Do you ever see someone living the life you wish you could live and have a hard time not resenting them for it.

I don't know if resentment is the right word. I hold no ill feeling for this person. But I constantly ask myself. Why didn't I make sure that was my life. It's not that much different, just slight life choice differences.
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Envy maybe. But I don't feel like your jealous.

Some people are just at the right place at the right time.

No rewind button in life.

Thing about it is, you can have something like it too.