First maternity clothes item you bought and at how many weeks?

Lexi • DD is almost 2.5yrs and we are due with #2 on Christmas.
I'm looking for some suggestions here on how to still look good and feel comfortable. My self esteem is taking a nosedive. My regular clothes can be put on, but my shirts look too short in the front, and my leggings etc are now giving my major muffintop. 
What helped you find you chic?