What, because he thinks that he can use diplomacy to get them?
No, because he lacks the looks, personality and hygiene.
Great! Now you've forced me to say it out loud! It's your fault if he cries!
Can't say I can look back at guys I've slept with and go "Yes, it was definitely his diplomacy!"
I think if you change "diplomacy" for "charisma", the answer will change.
Why does everyone love picking on jedi? 
Dude, the reasons are just too long to list.