This is why honesty is important.

Had anon faked his way through things and lied about his intentions, it would have been worse for both of them.

Yah, I know, it's fake, but there's an underlying truth that honesty is better for this kind of thing.

Yes, you will absolutely get shot down 99% of the time (and add .9 to that a lot to get closer to reality), but that's the entire point. You tell someone you want to fuck them, and they can choose based on their own needs and wants. When those align, awesome! Woot for fucking!

Now, should you be an absolute cretin about it? No. There's a difference between being honest and ignoring established social norms regarding language. Currently, asking if someone wants to get barebacked is considered rude, even if they're DTF. You ask with respect and manners. "Hi, random acquaintance, this is anon, I think you're attractive, and have for a long time. I would very much like to get together for sex, is that something you might be interested in too?"

Now, again, most of the time you'll be lucky to not get told to fuck yourself. But that's still better than faking other forms of interest to try and get sex.

And yes, I have actually asked someone that I already knew if they would be interested in at least a one time sexual encounter. And it worked one time. I've asked other people and it didn't work. Since I'm a fucking balding sasquatch in looks, and I was poor as fuck at the time, it wasn't some kind of artificial thing that incels like to blame for their failures.

Be real. Be up front. Be polite. But also be willing to accept the large amount of noes you'll get with aplomb.