This made me chuckle. Because if you asked me this question half a year ago, I'd be giving you very different examples of success or failure in each category! My current Five have had to be bump-friendly, but for the bag. So...
1. The blazer...is a no-go. I'm running too warm and I need something less structured to fit my new expanded rib cage, never mind the belly (no question of buttoning over it!). So it's actually a soft knit jacket with no buttons that I got this summer, as a lightweight topper for the air-conditioned indoors, which I'm taking into winter despite its summery print. Call me... seasonally subversive!
2. The trench... is an oldie. About 5 years old, I think, in a chartreuse-y shade of not-quite-mustard. Not worn much yet, as it's just not cold enough per my new thermostat. But still my best bet and I'm still lovin' it. It's an unbelted empire-line, from my pre-belting days---which is perfect just now because I look ridiculous trying to belt with the bump.
3. The LBD... is the one big gap. I haven't seen a bump-friendly one I like in my budget. I'll live sans one this season, I think, though.
4. The jeans... have just been bought yesterday! Boyfriends, to my surprise, because I was so NOT looking for that. However, they are the only maternity jeans I could find that were not 'pull-ups', which I've come to hate---either they're too snug and clingy, or they don't stay up and need constant tugging. Ugh! Now the boyfriends... I fully intend to live in for the next six months, however frumpily it may be.
5. The bag... is actually, a la Ines, a straw tote, and you bet there's no brand on it! Yes, I'm carrying it over into winter. Hey, in the tropics, it still makes sense I figure. In fact, the straw is only coming in off the northern fields and in the southern parts of India, will only be harvested in January or even February. And winter's when mats get woven---out of date and other palm leaves, assorted grasses, water hyacinth. Humid summers and monsoons aren't kind to straw and other basketry. So a straw bag is perfectly seasonal, for us! (right??)