Wednesday, Second Round
 Agnieszka Radwanska (POL #3) vs. Svetlana Kuznetsova (RUS #28)
Head-to-head: Kuznetsova leads 10-3
Svetlana Kuznetsova has dominated her head-to head with Agnieszka Radwanska, and in fact has won six straight against the Pole, most recently a 6-1, 6-2 victory at the 2012 French Open. And she comes into this encounter in good form, with her clay court season coming into Madrid consisting of a quarterfinal appearance in Stuttgart and a run to her first WTA final in over three years last week in Oeiras. That victory over Radwanska at Roland Garros had been her last Top 5 win until she beat Simona Halep in Stuttgart, and she now has 20 such wins in her career.
Currently third on the Road To Singapore leaderboard, Radwanska's 25 match wins this year is second-most on the WTA and she is coming off an impressive straight set defeat of World No.18 Eugenie Bouchard in her Madrid opener.
 Serena Williams (USA #1) vs. Peng Shuai (CHN #42)
Head-to-head: Williams leads 2-0
In her first match in over a month, Serena Williams looked well-rested by dropping just three games in her Madrid opener against Belinda Bencic. That was her 13th straight win here and kept her quest alive for several accomplishments: winning her 60th WTA title, becoming the outright leader for WTA clay court titles among active players and capturing a tournament for the third straight year for the second time - having also done so in Miami from 2002 to 2004.
"I'm so much better," Williams said coming into Madrid. "I took so much time off. I needed it. I had just been playing for such a long time, non-stop - it was actually really good for me to get that time off. I'm good now."
Peng Shuai ended a four-match Madrid losing streak with a triumph over Kurumi Nara in the first round. This will be her first encounter with Williams in over five years. She is looking for her fourth Top 5 win, with her best wins so far coming over No.3 Anastasia Myskina at Sydney in 2005 and over No.3 Vera Zvonareva at Brussels in 2011.
 Jelena Jankovic (SRB #7) vs. Anastasia Pavlyuchenkova (RUS #26)
Head-to-head: Pavlyuchenkova leads 3-2
Though she trails in her head-to-head with Anastasia Pavlyuchenkova, Jelena Jankovic has won their last two meetings and has been in fine form on clay this year, highlighted by a runner-up showing in Bogotá and a semifinal outing in Stuttgart. A straight set winner over the WTA's highest-ranked teen, Elina Svitolina, in the first round, Jankovic has the fourth-best win percentage on clay among active players at 71%.
Pavlyuchenkova is pursuing her 17th Top 10 win and her fourth of 2014. If Jankovic advances, fellow Serbian star Ana Ivanovic will be her third round foe provided Ivanovic gets past yet another Serb, Bojana Jovanovski.