You shouldn't pity-date people.
Leila knows a nice guy, Bart, who has been single for years because he is very shy.
Leila wants Bart to date someone.
Leila realizes that one of her good friends would be a perfect match for Bart and introduces them to each other.
Leila decides to start going on dates with Bart because she feels sorry for him, even though she is not in love with him.
Bart and Leila's friend fall in love and are both very happy.
Bart understands that Leila is dating him out of pity and it makes him feel even worse than being single.