Comic Strips

Glaring doesn't imply a negative meaning. In this case it's used to mean "obvious".

Unless you’re suggesting that “glaring” means “obviously staring” (it doesn’t - that would be “glaringly staring”) this doesn’t make any sense.

“[He’s] glaring at [direct object]” is an example of a sentence that uses the present participle form of the verb “glare,” which explicitly communicates anger or fierceness.

If you’re not convinced, read on.

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The verb form that takes an object is:

Glare (verb with object): to express with a glare. They glared their anger at each other

The noun form the above definition references is:

Glare (noun): a fiercely or angrily piercing stare.

“Glaring” can be an adjective and one of those definitions does mean “obvious” or “conspicuous,” but the use of that form of the word doesn’t make sense in her sentence. Think about a comparable sentence like “The undercover operative is conspicuous at the bar,” where the bar is the location. (Even then, most people wouldn’t use “glaring” in that sentence, as “conspicuous” or “obvious” are much less ambiguous; the operative could be staring piercingly or angrily at the bar rather than being glaring while being at the bar.) Another example that makes a bit more sense is “The effect of the invasive plants is glaring at the park.”

But for that interpretation to be valid here, you’d have to:

• believe that the dude is trying to hide/blend in, or otherwise explain how he - not what he’s doing, but the dude himself - is conspicuous
• believe that the woman’s referring to her own ass as a location
• assume that she isn’t commenting on how the guy is looking at her ass, even though the joke depends on giving him something different to look at

That’s a bit of a stretch.