Depends on how well-written and original. Honestly, if it were an interesting short story, that would be pretty bomb. If it's just mess like "I love yo fine self. We should date. I been watching you for four years now" NO
Depends. I wrote someone a 3 page letter when I confessed to them but we were very close and I had a lot to say that wasn't just waxing poetic. He'd had a rough break-up with a friend who was honestly awful to him, and I wrote about what I saw/how I felt about it.