The Hertzsprung-Russell diagram of the Large Magellanic Cloud compiled recently by Fitzpatrick & Garmany (1990) shows that there are a number of supergiant stars immediately redward of the main sequence although theoretical models of massive stars with normal hydrogen abundance predict that the region 4.5 ≤ logTeff ≤ 4.3 should be un-populated (“gap”). Supergiants having surface enrichment of helium acquired for example from a previous phase of accretion from a binary companion, however, evolve in a way so that the evolved models and observed data are consistent — an observation first made by Tuchman & Wheeler (1990). We compare the available optical data on OB supergiants with computed evolutionary tracks of massive stars of metallicity relevant to the LMC with and without helium-enriched envelopes and conclude that a large fraction (≈ 60 per cent) of supergiant stars may occur in binaries. As these less evolved binaries will later evolve into massive X-ray binaries, the observed number and orbital period distribution of the latter can constrain the evolutionary scenarios of the supergiant binaries. The distributions of post main sequence binaries and closely related systems like WR + O stars are bimodal-consisting of close and wide binaries in which the latter type is numerically dominating. When the primary star explodes as a supernova leaving behind a neutron star, the system receives a kick and in some cases can lead to runaway O-stars. We calculate the expected space velocity distribution for these systems. After the second supernova explosion, the binaries in most cases, will be disrupted leading to two runaway neutron stars. In between the two explosions, the first born neutron star’s spin evolution will be affected by accretion of mass from the companion star. We determine the steady-state spin and radio luminosity distributions of single pulsars born from the massive stars under some simple assumptions. Due to their great distance, only the brightest radio pulsars may be detected in a flux-limited survey of the LMC. A small but significant number of observable single radio pulsars arising out of the disrupted massive binaries may appear in the short spin period range. Most pulsars will have a low velocity of ejection and therefore may cluster around the OB associations in the LMC.