1. Wedding Cruise Special

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. 9 December 2006. 44 min

Bad clothing threatens an engaged couple's cruise down the aisle.

2. Comeback Challenge Special

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. 13 January 2007. 44 min

Five former makeover recipients are brought back.

3. Wedding Cruise Cutdown

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. 3 February 2007. 44 min

Makeover on the high seas during a cruise.

4. How Do I Dress for Success?

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. 12 March 2007. 44 min

The international nonprofit organization Dress for Success provides professional attire and career support to disadvantaged women.

5. Mother/Daughter Special

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. 13 May 2007. 44 min

A woman and her daughter prove that bad fashion sense runs in the family.

6. New Orleans: Rebuilding With Style

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. 1 September 2007. 44 min

For the series' 100th episode, three New Orleans teachers who lost their homes in Hurricane Katrina receive new looks and wardrobes to celebrate their determination in rebuilding their lives.

7. Must-See Makeovers

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. 15 March 2008. 44 min

Highlights from previous episodes as they revisit people who formerly appeared on the series "How Do I Look?"

9. How Do I Look NOW?

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. 25 May 2008. 44 min

A woman is challenged to improve her dating life.