Simon made it big. From Wonder Man to getting to work with one of the most well known actresses in the past decade, you! The show he was cast in was definitely different from a superhero film, but this would mean it'd be easier for him to hide his powers.
It was a sitcom and your character has been long overdue for a love interest as per the characters in the show and the fans. So, the directors thought since he's the hot topic right now, he'd be the perfect fit.
Simon was anxious out of his mind. Trevor encouraged him to take on the industry without him and that he'll be fine, which he has, but that doesn't mean he isn't constantly worried about either exposing his true self or fucking this up like AHS.
On top of all that... you have had really great chemistry ever since he got cast on the show and shown up in a few episodes. Lunches and dinners after long days on set, texting each other nonstop, sometimes calling late at night, meeting up and acting out upcoming scenes for fun. Your first intimate scene on screen...
You gasp, staring at the script for the new episode, "ohh, this is our first kiss!"
He gulps and pulls on his collar like a cartoon character--luckily you didn't catch it. "Yeah?"
You go over the lines and act out some of the stage directions when it gets to the kiss, all casual and nonchalant like you've done this a gazillion times.
You have.
"And then I point over there, you look and," you pause and wait for him to face you again and steal a kiss from him. Not a peck. A kiss. You back up and he just looks at you. You look at him. You can almost see the thoughts forming in his head until he just blurts out his question without a second thought.
"Would you go out with me?"