It seems harmless enough to me. He...has nothing to gain, now. [Unless Megatron is the spiteful and vengeful type? Wing is dubious. But then Wing doesn't know him as well. ]

Well, I made one, once. Kind of on a whim. Pirates need hats you know. [ And that's when realization strikes: That you might have seen the aforementioned hat hanging in Wing's room. Except that it could easily be mistaken for some red velvet covered creature trying to eat a very large bird.]

[ A promising smile. ] Absolutely. You can spend the whole evening knowing, anticipating, that I'll be going home with you.