I wish I could do that as well... if it weren't for those 2-3 days school trips where you aren't allowed to use your phones and/or don't have Internet :^(
If I have trips like that, of a trip outside of the European Union I often ask my brother to log in and buy a streak freeze or do the first lesson each day. I still mess it up sometimes, which is why I'm at 53 now, but then it's my fault and not caused by a trip or something silly like that.
The gender is not given. If "handsome" works, so should "pretty" (handsome is one of the hints on hover, so I assume it works)
Some men would object to being called "pretty", and the sentence is talking about a man. (If the sentence were about a woman, it would use "guapa".) I don't know what the best solution here is, but by not accepting "pretty" here, Duo is teaching us that "guapo" doesn't carry the same negative connotations that "pretty" can.