Charged lepton transverse momenta in the Drell–Yan processes play an important role at the LHC in precision measurements of the Standard Model parameters, such as the W-boson mass and width, their charge asymmetries and sin2θW. Therefore, their distributions should be described as accurately as possible by the Monte Carlo event generators. In this paper, we discuss the problem of matching the hard-process kinematics of the Monte Carlo generator WINHAC with the parton-shower kinematics of the PYTHIA 6.4 generator while interfacing these two programs. We show that improper assignment of the quark and antiquark effective momenta in the LO matrix element computations may affect considerably the predicted lepton transverse momenta and even completely reverse their charge asymmetries at the LHC. We propose two matching schemes in which the NLO QCD distributions of the leptonic kinematical variables can be well reproduced by the LO WINHAC generator.