I think that’s because you’re thinking about it with your body and your experience.
Someone with a different body and different experiences might see that 240lb bouncer and think:
Another guy they hired to be dumb muscle. I’ve dealt with his type before; wouldn’t hurt a flea without permission. Would probably cry right after, too. But the little guy… his eyes are saying he’ll do it. He’ll enjoy watching the big guy crush my windpipe. And big guy? If the little guy tells him to, he won’t hesitate.
“H-hey, we’re all friends here. T-Tell you what, I’ll tell you what you want to know, and you can tell big guy here he’s got nothing to worry about.”
If you take the right perspective, you can make almost any skill check make sense.