Its a d*mn shame her family makes her dress like that and not express herself the way she wants., Her options are all hand-me-downs from her million siblings, yet another added. Duggar shared how people are always trying to set her up because they "feel bad" for her. Related: Supporters Are Thrilled For Anna Duggar Over This Recent 'Reveal'. Jim Bob and Michelle, who married in July 1984, welcomed their first child, Josh, in 1988 and their youngest, Josie, who was premature, was born in 2009 at 25 weeks. Title (s): N/A. All rights reserved.