Pepper Potts was not a woman unaccustomed to asking men out on dates. Which wasn't to say she did it often or that she did it on principle alone, because while she certainly strove to be as independent and capable a woman as possible, she wasn't anything close to a militant feminist. Her job wouldn't have allowed it, even had it appealed to her.
What Pepper was, however, was a bit beyond most men. She was attractive and intelligent and very, very successful, and when Tony didn't deter other men, all of those other factors almost invariably did. More often than not, if she wanted to date anyone, ever, she had to be the one to broach the subject. It was simple practicality, and very rarely did she think twice about it.
(In being a bit beyond most men, she was, consequently, something of a catch.)
It was fairly rare that she liked someone this much from the outset, however, and although there should have been little reason for it, Pepper was nervous in a way she'd not been since college, or possibly more telling, since Tony had reached out and drawn her so utterly into his orbit.
She
liked Aaron. A lot. The vaguely dizzy, breathless feeling she got around him hearkened back to the crush she'd had on Jeff Carson in the sixth grade. Thankfully, she was a bit beyond drawing hearts around his name in the margins of her notebook, but apparently the adult equivalent was showing up for their date at the Winchester in
the sexiest dress she owned and a pair of strappy heels.
If you're going to do something, you need to do it right or not at all.