gut-wrenching

Agonizing; extremely distressing, unpleasant, or emotionally disturbing; having a severe effect on one's feelings. What a gut-wrenching loss for the young athlete, who poured her heart and soul into this match. Kids today are so desensitized that images of violence their grandparents would have found gut-wrenching now barely even register a response. I'm not even that guy's biggest fan, but it's gut-wrenching to watch anyone suffer a season-ending injury.

See also:

wrench
put (some time) in on (something)
put an amount of time in on
put in (some time) on (something)
have a good laugh about (something)
enough to make the angels weep
weep
see the funny side (of something)
see the funny side of something
my gut tells me

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