I don't think gender makes any difference - the calculator is all about the physics of mass, drag and surface area, where your frontal bumps are located shouldn't make much of a difference
You would need to generate the same amount of power as a man your same size to be going the same speed, assuming you aren't drafting him, your tires are the same,etc. The calculator does make some assumptions when it figures out your frontal area though, so its still going to be a best estimate in any case. Plus, you can't put in a complex course - it only allows for average gradient, so a rolling course can't be figured out too well. You may be able to get some accuracy if you are using small segments.