Si Blare Maddison Smith na mas kilalang "Blare" ay isang senior highschool student na beauty and brains, carefree, and a planner, she always plans and prepares for the future, she's not the type of person who always takes risk, instead she always stay in her comfort zone. Si Blare ay may napupusuan na lalalki na nagngangalan na "Alexander Miles Johnson" a.k.a. Miles, si Miles ay isang basketball player, na nuknukan ng gwapo, matalino at mabait. Dahil sa mga characteristics nyang iyon, lapitin ito ng mga babae, na rason kung bakit sya madalas tawagin na babaero/cassanova. Gusto na sya ni Blare since grade 7 hanggang ngayong senior level nila. Si Estefan Cole Davis (a.k.a. Cole) ay isang mysterious transfer student sa paaralan nila Blare at Miles na ang pangalan ay Greystern High. Suddenly Cole and Blare became bestfriends and little did Cole know, he's already falling for Blare even though he knew that Blare loves Miles. The question is "will Cole stop whatever he's feeling for Blare or will he pursue it?" For Blare's situation what will she pick the one that she loves, or the one that loves her?