The Wendy Williams Show / Season 1 ▦ Season guide The Wendy Williams Show: Season 1 29 episodes Premiered Jul 14, 2008 Updated Jul 22, 2026 Spoiler-safe Advertisement Episodes S1·E1 James Denton, Ursula Stephen Jul 14, 2008 S1·E2 Al Roker Jul 15, 2008 S1·E3 Kim Kardashian Jul 16, 2008 S1·E4 Brooke Hogan Jul 17, 2008 S1·E6 Omarosa Jul 21, 2008 S1·E7 Vivica A. Fox Jul 22, 2008 S1·E8 Mark L. Walberg Jul 23, 2008 S1·E9 Coolio Jul 24, 2008 S1·E10 Christiån De La Fuente Jul 25, 2008 S1·E11 Carson Kressley, Dwele Jul 28, 2008 S1·E12 Rocco DiSpirtio Jul 29, 2008 S1·E13 Fonzworth Bentley, Niecy Nash Jul 30, 2008 S1·E14 Ray J. Jul 31, 2008 S1·E15 Sheryl Lee Ralph Aug 1, 2008 S1·E16 Rapper Nas Aug 4, 2008 S1·E17 Rev. Run Simmons, Justine Simmons Aug 5, 2008 S1·E18 Boys II Men, David Bromstad Aug 6, 2008 S1·E19 Regina King Aug 7, 2008 S1·E20 Hot Topics, Ask Wendy Aug 8, 2008 S1·E21 Antonio Sabato, Sunny Anderson Aug 11, 2008 S1·E22 Aubrey O'Day Aug 12, 2008 S1·E23 Margaret Cho, Michelle Williams Aug 13, 2008 S1·E24 Daisy Fuentes Aug 14, 2008 S1·E25 Lisa Lampanelli Aug 15, 2008 S1·E26 Vanessa Williams Aug 18, 2008 S1·E27 Boris Kodjoe Aug 19, 2008 S1·E28 Bill Bellamy Aug 20, 2008 S1·E29 Cameron Mathison, Stacy London Aug 21, 2008 S1·E30 Suze Orman Aug 22, 2008