Oh, the horrible sexism. Shows like this, which pretend to be reflective about gender and sex but really aren't, usually end up cementing the vast, irreconciliable differences that supposedly exist between men and women. Shows like this also tend to suggest that, somehow, the male protagonists are better at being women [you know, fooling all those stupid cis straight wimmenz] than women are, thus denigrating the sex and gender of women.
Oh, the horrible transphobia too. Shows like this assert that it's funny when biologically male people try to radically change their gender presentation. Shows like this say that biologically male people who radically change their gender presentation will never successfully pass; they'll always eventually be seen as their "true," biologically male selves. Shows like this portray gender transition as fatuous and ultimately futile, preferring to see it as a comedic device, rather than a way that some people use to manifest their true identities.
Oh, finally, the horrible stupidity. It doesn't really make sense, given the barriers to employment that women face [such as pay disparities with men and risks of sexual harassment], that being a woman would somehow make things easier for our two cis straight guys. In fact, new challenges would crop up, not of the easily resolved comic variety, but of the deeply situated, kyrarchical kind. What a stupid show!