Heartfreaking 

Something so cringeworthy or pitiful it is potentially harmful to the heart;

Something capable of causing palpitations and other diseases of the heart;

"Babygirl made a second account to comment on her own posts, and now she is having convos with herself."
"Oof. Now that is heartfreaking."

Heartfreaking by WallFern August 17, 2021

heartbreaking 

Something that breaks your heart.

Hearing that Bryce had cheated on me was absolutely heartbreaking.

heartbreaking by Abbsolutelynotabby August 14, 2014

heartbreaking work of staggering power

1. n. A book or movie, often part of a school curriculum, that is renowned for its symbolism, examination of underlying themes, and emotional impact on the consumer. Consequently, exposure to the material often sends the consumer into a crying jag, using their vice of choice as a source of comfort and avoiding human contact until their deep depression passes.
2. n. A book or movie that leaves the consumer questioning the meaning of life and finding it devoid of all warmth and happiness.

"Have you read 'The Yellow Wallpaper?'"
"Why, yes. I found it to be a heartbreaking work of staggering power."
"...This is going to depress the hell out of me, isn't it?"
"Oh, yeah."

heartbreaking work of staggering power by The Library Fairy August 29, 2012

Heartbreaking moment 

'Love you tons'
'Love you 3000'

'And the scene where Morgan tells Tony that she loves him 3000.. what a heartbreaking moment'

Heartbreaking moment by ilovehim3000 June 23, 2019