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The Best Dating Shows from the 2000s  

CE Hudspeth
856 votes 235 voters 16.9k views 13 items

In the 2000s, TV shows in general were interesting because the world of entertainment was changing drastically, and it translated onto our television screens in unique fashion. As reality TV became more popular and easier to produce, a whole new slate of shows took us behind the scenes of the love lives of normal people and celebrities alike.

Regardless of the decade, dating shows are always interesting when presented in some type of preposterous format. So the decade's new take on "reality" was destined to result in some of the best TV shows of the 2000s. Don’t get it twisted, while some of these TV shows were legitimately good, others were so bad that they managed to be good. No matter what, you watched them week in and week out, desperate to see what would become of the stars.

Without further ado, these are the glorious dating series from the previous decade. Vote up your favorite 2000s dating show to make sure it stays at the top.
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The Bachelor + Flavor Flav? What more could you ask for? After his relationship with Brigitte Nielsen didn't work, Flav was just too entertaining to let slip into oblivion. Hence, Flavor of Love was created.

Actors: Flavor Flav, Dion Graham, Tiffany Pollard

Premiered: 2006

Number of Seasons: 3

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It was The Bachelor  + Bret Michaels, and it was so entertaining that it resulted in a slew spinoffs. Thank God.

Actors: Bret Michaels, Big John Murray, Heather Chadwell

Premiered: 2007

Number of Seasons: 3

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No time for a show like The Bachelor that takes weeks to narrow down the dating pool to one person? This show did it all in one episode. The contestant met with four people and went on three dates, eliminating one each round. It cut out the whole (boring) process of getting to know someone in-depth - easily the best way to find true love.

Actors: Tony Boldi, Dale Inghram, Arvin Pasricha

Premiered: 2001

Number of Seasons: 5

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Tiffany Pollard AKA New York, was first introduced to the world on season one of Flavor of Love. She was also on season two of that show, but when it ended, she was clearly entertaining enough to be the star of her own series.

Actors: Tiffany Pollard, Mauricio Sanchez

Premiered: 2007

Number of Seasons: 2

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