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- Season 5 overviewMay 18-Jul 28, 200912 episodesSeason 5 episodes12. After the Final Rose Jul 28, 2009
- Bachelors return to confront Jillian; Melissa Rycroft talks about changes in her life.
- 11. S5 E11 Jul 27, 2009
- Jillian invites the final two bachelors to meet her family in Hawaii.
- 10. The Men Tell All Jul 20, 2009
- Jillian shares unseen moments of the season; more information on the final two bachelors.
- 9. S5 E9 Jul 13, 2009
- One of the bachelors has a surprise for Jillian to convince her of his feelings.
- 8. S5 E8 Jul 6, 2009
- Jillian and the four remaining bachelors go to Spain.
- 7. S5 E7 Jun 29, 2009
- Each of the bachelors takes Jillian to their hometown.
- 6. S5 E6 Jun 22, 2009
- Jillian takes the eight remaining bachelors on a train trip.
- 5. S5 E5 Jun 15, 2009
- The remaining 10 bachelors arrive in Whistler, British Columbia, for fun in the snow.
- 4. S5 E4 Jun 8, 2009
- The remaining 13 men visit Jillian in her hometown; 10 men are invited on a curling date.
- 3. S5 E3 Jun 1, 2009
- Jillian and one of the bachelors go rappelling, then share a romantic dinner on a rooftop.
- 2. S5 E2 May 25, 2009
- The remaining 20 men move into the guest house; four men are sent home.
- 1. S5 E1 May 18, 2009
- Jillian Harris, a 29-year-old restaurant interior designer, tries to find the love of her life.