This work presents CH⋯Se hydrogen bonding interaction at the MP2 level of theory. The system Q3CH⋯SeH2 (Q = Cl, F, and H) provides an opportunity to investigate red- and blue-shifted hydrogen bonds. The origin of the red- and blue-shift in CH stretching frequency has been investigated using Natural Bond Orbital analysis. A large amount of electron density is being transferred to the σ∗CH orbital in red-shifted Cl3CH⋯SeH2. Electron density transfer in the blue-shifted F3CH⋯SeH2 is primarily to the remote fluorine atoms. Further, due to polarization of the CH bond, the contradicting effects of rehybridization and hyperconjugation are important. The extent of hyperconjugation reigns predominant in explaining the nature of the CH⋯Se hydrogen bond in Q3CH⋯SeH2 complexes as the hydrogen bond acceptor remain same in this investigation. Red- and blue-shift in Q3CH⋯SeH2 (Q = Cl and F) complexes is best described by pro-improper hydrogen bond donor concept.