There's something interesting when it comes to the (literal) masks Twilight puts on for his missions. While we see him wear a lot of them, we don't always see him rip them off. I mean, we don't always have to.
And when we do see him rip them off... I think I've noticed a pattern. It's like it's an actual masks-off moment when he does.
As other people have said, it's very important that the very first scene we get of Twilight is of him wearing a mask, which he rips off right after.
A+ character introduction. It tells us how good of an actor he is, how willing he is to face risks for his missions (the tiniest fault in his performance and the informant could have info about him to share with the government), and how nonchalant he is about this. He rips the mask off, throws it away, and prepares a new disguise for himself. Just another dull day at work.
So even though he doesn't say anything with his voice, the presentation itself says a lot.
The next time we see him ripping off a mask is an emotionally impactful scene.
As he does, his inner monologue (which Anya hears) is "How could I forget? To create a world where children won't have to cry… That's why I became a spy."
Seconds before, he thought of his own vulnerable spots - how hearing children crying reminds him of his own scarred childhood. This is him laying his character motivation for us to see out in the open... just as he reveals his face again... but not to the camera. We still see just the back of his head. WISE members know that each one of them wants to put an end to the cold war, but it doesn't seem like they know each other's inner turmoils. Twilight didn't even know that Sylvia had a daughter (I'm assuming, since she seems to share it as a new information). The others know Twilight has the shared goal of stopping the war - but he (and now Anya) is the only one who knows what motivates him; something as vulnerable as not wanting kids to suffer like he did. Something which he of course hides, hence us only seeing the back of his head here. We might have had a glimpse of his inner thoughts, but they're something he will keep to himself for some time.
(If there's something more revealed in the manga, please don't spoil me as I'm only watching the anime)
The thing is, this is all deliberate. In this situation it would have been preferable for him to keep the mask, since then he just went back inside the supermarket and ambushed Edgar and his goons. In the manga he even says something along the lines of "As if I'd let you see my face" as he takes them out one by one. It would have been more realistic... but it wouldn't have been impactful. Or badass XD
The next time is much later, when he rips off the mask of the secret police officer, after trying to see if Yor knew about her brother working for said secret police.
Franky notices his agitation, and says, "Hey, come on. Don't tell me you feel guilty for doubting her." Twilight replies with a very curt "I don't." Nice try, Twilight.
And again, we don't get a clear view of his face. He's lying, to Franky and to himself, as he walks into the shadows, turning towards the alley, his back to "the world", while the camera, the audience, is keeping a distance from him. We are not allowed a glimpse of how he schools his features into a neutral face that conceals his guilt. There's still way to go.
The next time isn't emotional, but I still think it's an important detail about Twilight's character: his perfectionism.
"It's impossible for me to perfectly play the role based on such a short video. If we were dealing with a pro, he would've been on to us."
The ruse worked, though. The student successfully believed that was really Keith betraying him, and is now revealing important information to them. Yet on Twilight's mind is the fact that they could have failed.
It's a small moment, but I think it's interesting that it was put in. We didn't have to see him rip the mask off, they could have shown him in his real face, holding the destroyed mask in his hand to reveal that oh this was Twilight then. This is also a time where, just as in the introductory scene, we see Twilight's face from up close after the mask comes off. His perfectionism isn't something he feels the need to hide.
The next time is as he rips off the mask of the minister, apologizing to the dog for something he had no control over.
"I'm really sorry. I'm sure the last thing you wanted was to get dragged into some foolish conflict between humans."
Twilight made sure to barely even hurt the dog; the easiest solution would be to just shoot him, instead of focusing precisely on the bomb bag straps and then allowing the dog to bite him. At first you think him apologizing is because he's about to kill the dog, but instead he honestly apologizes for how their conflicts got him caught up in all this. Though his voice and composure make him look cold and distant, he still cares enough that even a dog's life is innocent and worthy of protection to him. His stance is the mask he wears; underneath that is his real self, someone who cares for an innocent animal.
And again, it would be more practical to keep the mask (unless those masks hinder his vision and he needed it off to make sure his shots land where they had to) so to not waste time and not risk the chance of Keith seeing his real face. But this show loves its symbolism, and we love it for that.
"I think I've had my fill of tennis for a while."
I admit, this is probably the least notable case. I don't know how much of a surprise it was supposed to be, that this guy was actually Twilight with a mask on; so I don't know if there was any meaning behind it or was just added there as a gotcha! moment. Still you could argue that this is him subtly expressing how tiring his actual job is.
Again, not a big moment, especially when it's overshadowed by the next mask-off moment, where he takes off the "Twain Phony" disguise.
"I'm Loid Forger, a married man. I can't have the neighbors getting the wrong idea about our relationship."
Nightfall has her disguise off already. There's literally no reason to start the scene with Twilight still wearing the wig and fake stubble, if not to make a connection between him taking it off and what he says there. Of course, the plot explains it as him explaining to Nightfall why they shouldn't arise suspicions, but still.
He is Loid Forger, a married man :) Maybe he doesn't know it yet, but we do!
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