Does it gets on your nerves if a girl or guy that your going out with keeps calling themselves ugly?

Self pity is boring and an excellent reason to stop dating someone.

I used to date a guy who wasn't good looking at all. He was shorter and a little chubby. But he had an awesome personality. He was a good guy, funny, extremely intelligent. But once I really started getting to know him, he was very self-conscious. The thing was, he was very fit during college, but he lost it when he started to run his own business and got busy. I didn't care at all at first. But it got really old when he kept mentioning it over and over. I tried to take him to the gym with me, get him involved in activities. it never seemed to improve. And I lost the love and attraction for him over the time. We still keep in contact though.