On paper, sleeping with your friends sounds like a no brainer. Presumably, you already enjoy their company and that mutual admiration is fodder for temporary romance, particularly during times of vulnerability (read: getting stood up on a Tinder date). But, the decision to bone your friends is complicated by things like complex emotions, deep feelings, and jealousy. Friend-on-friend love can be tough, which is why you need to be prepared. 

Written by Sean Evans (@seanseaevans)

RELATED: How to Sleep With a Co-Worker and Not Completely Destroy Your Career
RELATED: The Foolproof Guide to Hooking Up at Your Office Party 
RELATED: A Gentleman's Guide to Dating Out of Your League 
RELATED: A Gentleman's Guide to Jealousy
RELATED: A Gentleman's Guide to Having Sex on the First Date