Following Bourdieu's classic work on habitus and field, scholars use habitus fit/misfit to distinguish students' college experience but how students' experiences habitus misfit and transformation in relation to their career preparation process remains understudied. This study conducted longitudinal in-depth interviews with 32 students at an elite university in China from 2014 to 2018. We highlight that how students think about the future and design plans to achieve it is an important part of reflexivity in shaping habitus transformation. A reconciliation between students' reflexive deliberation about future and the blueprint of career preparation path promoted on campus led to a range of creative and multi-faceted career preparation trajectories--habitus fits can be fluid. These trajectories present ideal or rational views of future careers pertaining to students' family backgrounds. This study sheds light on the mechanism that shapes inequality in higher education.