"Boring's definitely not my thing, but neither is feeling like I've finally found someone worth being with, only to realize they were playing me just like everyone else." She was frank with him, because he needed frank. He likely wouldn't change just because she told him he was being awful - that was something he'd have to figure out on his own - but it was clear that he needed someone that would hold him accountable. She was pretty sure Robin would do that later, but she couldn't leave him to wait until then. He was like a little wounded bird. Well, no - birds freaked her out. He was more like a wounded ferret.
"You're a good guy, Barney. But if I were to take you to meet any of my female friends at any time, I would make sure that they were equipped with industrial strength pepper spray and good foot stompin' shoes. And that's kind of a big caveat, don't you think?" She couldn't help thinking about that night at the drug store when she looked at him. His flawed coping mechanisms had done nothing to hide the fact that he was entirely lost and hopeless, and it had barely taken a push for her to send him in the direction he needed to go. And, judging by the last time she'd seen him in her time, he'd stuck with it. This man was not that man, not yet, and maybe it was bad for the integrity of the timeline, but could she be blamed for wanting to try again? To push him for towards the happiness that he clearly craved?