Ask Simon

Who’s hot, who’s not, who’s in, who’s out? Ask Simon his opinion on your favorite celebrities and he will tell you exactly what they should do to keep it hot or not. Simon is one of the hottest dating coaches in America, with his astonishingly dead-on advice. His opinions rarely miss, with 99.9% accuracy. Sought after by the best, his no-nonsense approach will keep you returning for more. Ask Simon your celebrity shakedown question below.

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Ms. Halle Berry Pregnant Again And No Ring!

2012 Jenesse Silver Rose Awards Gala and Auction - Arrivals

Poor Halle Berry, pregnant again, and with no ring.  Super gorgeous on the outside, but at some point we all have to ask, what is [...]

Chad Ochocinco vs. Evelyn Lozada Round 1

Motorola Xoom At The Maxim Party Powered by Motorola Xoom

The Miami Dolphins dropped Chad Ochocinco because he headbutted his wife, Evelyn Lozada. Wow! Really? We understand that this was not the right thing to [...]

Kristen Stewart and Robert Pattinson: Eek!

The Twilight Saga: Breaking Dawn Part 1 - UK Premiere

What would make a woman cheat on the man of her dreams? Jill S. Obviously, something was missing in Kristen Stewart’s relationship with Robert Pattinson. [...]

What was Katie Holmes Deal Breaker with Tom Cruise?

"Mission: Impossible - Ghost Protocol" U.S. Premiere - After Party

Simon what would make a woman (Katie Holmes) file for divorce from a man (Tom Cruise) when she appears to have everything? Amber T. Answer: [...]

Perfect Love? President Barack vs First Lady Michelle Obama

Mid-Atlantic Inaugural Ball

  Dear Simon, Do you think the president’s and first lady’s love is real and that it is possible is to have true love under [...]

Kim Kardashian & Kanye West Dating?

Kim Kardashian, Kanye West

Dear Simon, What do you think about Kim Kardashian and Kanye West dating each other? Casey M.

What’s wrong with Kris Humphries?

Kardashian Kollection Launch Party - Arrivals

Dear Simon, What’s wrong with Kris Humphries? There is not a man I know who would not have bent over backwards to make that relationship [...]