Sick loop! 
I'm sorry I'm not able to find that kind of jokes funny, as many women will attest it's not weather a guy is ugly that makes you afraid, it's weather he ignores your boundaries that makes women report him.
I speak from direct experience as I recently had to report a man to the police for stalking and harassment, and his appearace wasn't ugly in any kind of way, but his brehavior was.
So I ask that please, don't make jokes about how women only report creepy men because they look ugly, because real life predators come in all forms and it makes it much harder for their victims to be taken seriously.
Sorry if this comes across as off topic, but seeing that kind of joke greatly stressed me out.
Funny I didn't see them that way at all, but actually as a
subversion of the usual doomer clichés and tropes. In the first one, the guy asks the girl out, she says "yes", and later we see him a lot happier, not a doomer anymore, without any stubble or bags under his eyes, and she's happier too. The way I see it, the twist lies in this simply being a happy ending, rather than the usual "she rejected me so I'm going to keep wallowing in my misery and they're all sluts anyway ugh". Even the last one, with the
super cringy line "I have a d*ck" is basically the guy going "sure, fine with me" and them having a perfectly nice relationship together. I'd even go so far as to say it's... almost
cute?
With this I don't want to dismiss what you saw in them or what you felt, maybe I'm the one being naive here! But it's what I personally took away from it

(and by now you probably know me at least a bit and you know that I would have
raged otherwise XD)
(Also, it's awkward to reply to this thread with this avatar, but I have my own reasons to use it.)