Does love always conquer all, or is friendship more important? Emma needs someone to tell her one way or the other because she doesn't have a freaking clue! Emma is about to go on a fantastic vacation with most of her best friends. The only problem is that it’s a couples' vacation, and suddenly she’s not part of a couple anymore. Now it's dumped city and a potential fifth-wheel vacation. But, as stubborn as she is, Emma won’t skip the trip to paradise. Though, she doesn’t want to go alone either. Luckily she has Colton, her best friend, who agrees to go with her so she doesn’t have to feel like a creep, just watching everyone else make out. He makes her laugh, keeps her company, and it mostly doesn't bother Emma every time some chick flirts with Colton. Because he’s her best friend. And she doesn't date friends. Only with the abundance of sunshine, cocktails, and inside jokes...something starts to change. Everyone jokes that Colton secretly had a thing for Emma, but she always brushed it off. Until now. Now she’s wondering if she should break her own rules and chance something more with Colton. The only thing that holds her back is the fear of losing him as a friend if their fling ends badly. Can Emma figure out what she wants more - to follow her rules that keep her heart and friendships safe, or to chance it all on the man who’s pretty much her everything? *Content Warning: sexual content, and language*