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This adjustable-waist dress is easy, breezy—and shows off just a hint of leg.

Blazers are one of those classic pieces that'll make any new mom feel more pulled-together—even if she's wearing a ratty old tee underneath.

Until Jess want to slip back into her stilettos, these wedge sneakers will offer height without pain.

A beautiful, simple tank in a flattering A-line silhouette.

Machine-washable—which is crucial post-baby—plus the fun print will chase those postpartum blues away in an instant.

Once the star is confident enough to wriggle back into jeans, she should go for these G-Stars. They've got twisted seams that lengthen legs—important for a petite lady like Jess.