I have no clue if she's really pregnant or not, but I wish them the best if she is.
As for the dress - I thought it was cool. Not something I could ever pull off, but I thought it looked kind of "hippy-ish" and good on her.
I'm a Jen fan, too, but I was obsessed with Brad first (from Legends of the Fall). By the time Friends came around and I grew to love "Rachel", I was ecstatic that Brad and Jen got together in real life. When they broke up I really felt bad for Jen and I still do. Brad went way down on my list (Johnny Depp's now my #1, lol).
I don't know any of them personally, but it seems that Angelina & Brad do good works (building in New Orleans, adopting, ambassador, etc...) and they seem happy together. I hope that Jen has moved on and finds her soulmate soon. I also hope that Ang & Brad continue with their good works and raise a happy and well-adjusted family.