How Long Should You Wait to Confess Your Feelings for Someone? So, when should you confess versus asking your crush out first? I think it comes down to how well you know them. Read More Relationships, Love ConfessionsAshley CantaveApril 18, 2022wait, confess, feelings, love, crush, relationship, friendship, feel, right time, love confession, questions, confessing, expression, date, dating, good friends, friend, activities, strong, shift, romantic, online crush, texting, technology, character, real world, advice, emotions, decision, decideComment