TV The Bachelorette - Season 5 Episode 1 : Week 1 The Bachelorette - Season 5 Episode 1 : Week 1 4.176/10 by 54 users The newest bachelorette is 29-year-old Jillian Harris, a runner-up for the heart of 2009 bachelor, Jason Mesnick. In this episode, Jillian is introduced to 25 guys and is later surprised when there are five more party-crashers. By the end of the night, the field of men is pared down to 20. Details Casts Posters Images Title The Bachelorette - Season 5 Episode 1 : Week 1 Alternative Titles First Air Date 2003-01-08 Last Air Date 2024-09-03 Number of Episodes 243 Number of Seasons 22 Genres Reality, Networks ABC, Casts Jesse Palmer, Jenn Tran Plot Keywords , Self - Host Jesse Palmer Self - The Bachelorette Jenn Tran Episodes List The Bachelorette Season 5 :Episode 1 Week 1 Week 1 2009-05-18 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 2 Week 2 Week 2 2009-05-25 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 3 Week 3 Week 3 2009-06-01 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 4 Week 4 Week 4 2009-06-08 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 5 Week 5 Week 5 2009-06-15 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 6 Week 6 Week 6 2009-06-22 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 7 Week 7 Week 7 2009-06-29 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 8 Week 8 Week 8 2009-07-06 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 9 Week 9 Week 9 2009-07-13 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 10 The Men Tell All The Men Tell All 2009-07-20 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 11 Week 10 Week 10 2009-07-27 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love. The Bachelorette Season 5 :Episode 12 After the Final Rose After the Final Rose 2009-07-28 A single bachelorette dates multiple men over several weeks, narrowing them down to hopefully find her true love.