High school sweethearts, is how that sounds. It's adorable. I'm sure she loved him just as much as he did her. It doesn't sound like he was physically abusive or cruel in any other way and for some, that works for them. Men like him have such an energy that it draws people to them, for this reason or another. Harley does sound like an exception to a few of Negan's rules. In some ways, he and Raven have similar personality traits. I don't think she would know either how to treat someone who revered her like that, though I can see her quickly finding adoration for Negan when he appreciates her natural form.
She's very good at talking and bull-shitting so this can be easily done. Get her to speak about herself however might be trickier but she would be very curious to learn more about Negan. It's not like she can go on his Facebook and get the details.
I would love to have a Eugene in play. What cute little pickle. Very lucky pickle. I thought for sure he was done for when Negan found out about the bullet. Negan must be going soft.