Losing the relationship with my best friend and girlfriend when I was in my twenties. We had been friends ever since we were kids and then dated all through school and college. We both knew marriage was in the cards. But then she left. No one cheated. No broken trust. No drama. She told me she wanted to know what it's like to be alone, which I mean, fair enough after so many years of just us.

Since then, many wonderful, smart, and beautiful women have been in my life, but I have never loved anyone liked I loved her. It's an odd thing to regret, because if I could go back and live it again, I cannot think of anything I would have done differently.

I've made money and lost money. I should have applied myself more academically. I should have spent more time with my Dad. But when I am alone and reflecting on my life, that is the thing I regret the most.