Comforting a Lonely Heart

Anonymous has lived in Equestria for 7 long years and has finally decided it's time to move on from his personal hang-ups. Anonymous is going to try dating outside of his species, hopefully it'll be easy.

Anonymous has lived in Equestria for seven long years. It has taken him all those years years to finally try dating outside of his species, only how does one go about it? Hopefully his closest friend Rarity will be able to help.