This is sort of a half answer since I have no experience with silk epil.
No Scream Cream (http://www.relaxnwax.com/retail) is a topical anesthetic that can be used before hair removal to reduce pain.
Here's an article where a doctor explains that shaved hair does not grow back thicker or darker.
http://www.everydayhealth.com/skin-and-beauty/does-shaving-make-hair-grow-back-thicker.aspx
Also, after shaving "more" hair doesn't grow since it's medically impossible for shaving to increase the number of hair follicles.
She's right about hair removal hurting more near your period. I don't remember the specifics, but it's something about hormones. It's less painful a few weeks before your period, or a few days after.