Okay, I'll post the really silly one first: 

There's an employee at a local food store that I for some reason find EXTREMELY attractive, despite not knowing anything about him. I've always wondered what he'd look like crying. Yesterday, when I went into the store, his register was open, so of course I headed over . I think he probably had a cold or really bad allergies, but his face and eyes were red and puffy, and his eyes were watering quite a bit. He also kept sniffling, but his nose wasn't running visibly. His voice sounded very stuffy. Anyway, he most likely hadn't actually been crying, but now I can imagine what he'd look like if he were to. 

Anyway! So, the next one was at the movies recently. There was a man in the row below me and sitting several seats over, so I had a moderately good side view of his face. At one point, I heard sniffing noises, so I looked over at him, and he was wiping his eyes. His girlfriend sort of smiled and put her hand on his knee, and she was also tearing up. I saw a couple of harder sniffs/inhales, suggesting that he was trying to hold in his tears. It was cute.

I also have a self-crying observation. Last week, I was feeling extremely anxious and upset about several crappy things going on in my life. My boyfriend and I were lying in bed one morning, about to get up, and I was really overwhelmed and couldn't hold it in anymore. I rolled over into his arms and sobbed for about ten minutes. It was quiet sobbing, with lots of breath-catching and sniffling. Tons of tears streamed down my face and into his shirt/neck. I also talked through my tears about what was bothering me, and he held me tightly and caressed the back of my head as I cried into his shoulder.

And finally, one boyfriend observation: he was out of town last weekend, and some stressful things happened at home that I was telling him about on the phone. I cried just a little on the phone, but I was trying not to do it too much, since I didn't want him to feel bad about being out of town (it was work-related). There was a long pause on the end of the phone, and then he said, "I'm so sorry you have to go through any of this. I wish I were home." His voice was shaking quite a bit as he said this. A couple of days later, he was joking to me that I probably wished he had cried in front of me instead of over the phone, and he told me that he'd probably shed about 5-10 tears during that part of the conversation.

Those are my recent observations!