It simply boils down WHY he crossdresses------ Homosexuality. Bisexuality and Transsexualism could really play hell with a conventional marriage and family life. and crossdressing happens in each of those cases.--- CD is a SECONDARY condition held in common with a variety of psychological anomalies (Note, I did NOT say "Disorders" ) But simply wanting to have fun and relax in an unconventional manner, or satisfy curiosity, should be entirely harmless even if involves crossdressing too. CDing itself may not be the problem at all, one has to look at THE UNDERLYING reason for CDing. This reason could be harmful to the relationship or just a "fun kink". CD is not a condition in it self and is not related to any sexuality identity issues---its just an activity shared by MANY many possible and different factors.