@Cobaltasaurus
Sometimes, my sense of humor completely misses the mark.
I have a theory that a lot of people who do or say creepy things are actually trying to be friendly. Their problem is that what passes as "friendly" between actual friends is a lot different than what another person might find to be "friendly." In your example, the dude who be like 'wake SO with blowjob ha ha' might actually think that he's trying to be "casual" in a very "bro-tastic" way. In several other examples presented, I just don't have any excuse for them.
Let's take a more concrete example: are we friends? On many levels, I'm not entirely sure. We've chatted via PM, we've yik-yaked on games, and I'm pretty sure you know more about me than many people here. I can say with some certainty that if we ever had the pleasure of actually meeting (and thus violate my Prime Directive) we would probably have drinks and you'd find me to be a borderline narcissist alcoholic. (As opposed to lawyer, which may be synonymous.)
But, let's suppose we're friends, yeah? We met through games. I'm guessing at first you didn't care who I was or what I was about, and the feeling was mutual. Over the years of casual acquaintance and occasional argument, I've built a healthy respect for you and what you do and what you have to say. And when you've needed a hand or something, I think I was respectful with how I stepped in to do something. So we started with indifference and, over time, built it into what it is now.
Going back to your example, the fellow that suggested you give your SO a fellatio alarm clock just rushed into "bro-tastic mode" rather than, as I said, starting with indifference and building from there.
I've found in my (now years of) karaoking experience that the friends I've found (and now care deeply about) started off as singers. You appreciate them, they appreciate you. But did we give a fuck about each other (really) immediately? I don't think so: I had no agenda, no plans, nothing, so shit built up over time. I started with indifference.
I also have enough self-respect to hide my lack of human decency by treating other people politely. Much like a Spina, though, being polite does not always mean being nice.