I would recommend a Kel Tec PF-9. Or for something slightly larger a Springfield XD sub compact. The Ruger isn’t bad but for the money I would rather have a Kel Tec since it is so easy to conceal.
Ruger LCP .380 - Kel Tec equivalent. $299 at Bud’s right now:
http://www.budsgunshop.com/catalog/product_info.php?products_id=54585
ping CCW