The Daily Grind Video

See Serena and Venus Williams’ eye-popping tennis outfits over the years.

1. Remember when…Serena and Venus came onto the scene in the late 1990s wearing beads and braids?

1998 U.S. Open - Arthur Ashe Kids Day - August 29, 2006 Source:Getty

2. Serena sports one of her classic Puma tennis dresses at the 1999 US Open

Serena Williams of the US loses a point to Kimberl Source:Getty

3. Venus rocks a cutout tennis dress at the 1999 Grand Slam Cup

Venus and Serena Williams of the USA Source:Getty

4. A young Serena Williams wears a two-tone tennis dress at the 2000 Australian Open

Australian Open Source:Getty

5. Venus rocks one of her signature cutout tennis outfits at Wimbledon in 2000

Venus and Serena Williams Source:Getty

6. Serena goes pastel purple at the eStyle.Com Classic in 2000

Serena Williams Source:Getty

7. Venus and Serena looked super stylish at the 2000 Sydney Olympics

Venus and Serena Williams Source:Getty

8. Serena is pretty in pink 2001 French Open

Serena Williams of the USA exudes pride. Source:Getty

9. Venus rocks a spaghetti strap halter at the 2001 US Open

US Open X Source:Getty

10. Serena celebrates her 2002 Wimbledon win in a traditional (but not-so-traditional) white tennis outfit

Serena Williams of the USA Source:Getty

11. Serena is just a peach at the 2002 Home Depot Championships

Home Depot Championship Source:Getty

12. Serena’s orange and white 2003 Wimbledon Puma outfit

Serena Williams of USA celebrates after winning Source:Getty

13. Serena rocks a metallic empire waist at the Women’s Telecom Italia Tennis Masters in 2004

Women's Italia Tennis Masters Source:Getty

14. Serena wins in her gorgeous 2004 Wimbledon outfit

Serena Williams of the US celebrates def Source:Getty

15. Serena rocks a denim tennis outfit at the 2004 US open Arthur Ashe Kids’ Day

2004 U.S. Open - Arthur Ashe Kids' Day Source:Getty

16. Serena celebrates in this cute Nike ensemble at the 2005 Australian Open

The Australian Open - Day 13 Source:Getty

17. Serena experiments with a little color blocking at the 2009 French Open

2009 French Open - Day Five Source:Getty

18. Venus gets sexy on the court at the 2010 Sony Ericsson Open

Sony Ericsson Open - Day 7 Source:Getty

19. Venus rocks a double slit tennis dress while playing with her sister at the 2010 Australian Open

US tennis player Serena Williams (R) spe Source:Getty

20. Serena goes pink on pink at the 2013 US Open

2013 US Open - Day 14 Source:Getty

21. Serena looks gorgeous in Pink Cheetah at the 2014 US Open

2014 US Open - Day 12 Source:Getty

22. More cheetah for Serena at the 2014 US Open

2014 US Open - Day 10 Source:Getty

23. Serena wears a yellow crop top at the 2016 Australian Open


24. Serena and Venus get braided up in preparation for Rio Olympics


25. Serena Williams represents Team USA at the 2016 Rio Olympics

Tennis - Olympics: Day 3 Source:Getty

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