Thanks for invitation, but i'm afraid i'll be letting you down. To tell the truth, I have by far never received, frequently, any questions from any italki members, not to mention embarrassing or annoying ones. However, i did felt annoyed once by political questions about Tibet, China. I hate it when someone talks politics without enough knowledge and justice.
Ah wait! It suddenly came to my mind that the most frequent Q i got from others is "Hello! What's up?" which i don't find embarrassing or annoying at all. ^_^