Grande followed up with her own tweet, “Love u babes the most,” and Big Sean wrote back, “You just can’t imagine.” The Finally Famous rapper tweeted at the time of the split “Just know I love u and I care for ya.” Grande grew close to Big Sean in 2014, but they broke up eight months later due to conflicting tour schedules. The Victorious alum’s past relationships include Graham Phillips from 2008 to 2011, Janoskians singer Jai Brooks from 2012 to 2014, The Wanted’s Nathan Sykes briefly in 2013. The singer finally found her happily ever after with Dalton Gomez after experiencing some highs and lows in her dating life. Whether it was falling head over heels for Mac Miller or being briefly engaged to Saturday Night Live star Pete Davidson, Grande has opened up her heart to love - and loss. Ariana Grande is no stranger to relationships and breakups.