Why don't you have a Boyfriend?

Want to make a single person feel even shittier about being alone?
Tell them you don't understand how they are single.

It seems that people of my parents' generation think this will bring comfort. I can't tell you how many times I've heard how awesome I am at family gatherings.

"I can't believe you're single! You're so smart and talented and pretty! Why don't you have a boyfriend?"

That's a very good question. 

I don't know.