The Mediocre Mama: My girlfriends and I have this game... the more wine we drink, the more we dissect our lives.

On a rare night out, I get together with two friends I've known -- like forever -- and we talk about anything and everything. And like every other time we meet, the topics get more real as we toss back the Cabernet. But last time we went out, one innocent question -- and a few bottles later -- brought us to tears.

If you had all the money in the world, would you live the same life?

Tara, who somehow juggles an incredible career and motherhood with such ease you alternate between loving and hating her, started the discussion. She would absolutely live her life the same way -- same house, same job, same kids -- all of it. She was happy with her choices - 100%.

Sheri, on the other hand, broke down. While the alcohol may not have helped matters, she confessed that her choice to work was killing her -- that she resented her husband for not being motivated to bring in more money and she spent every morning driving to work with tears streaming down her face -- wishing she were volunteering at her kid's school and baking cookies with her toddler instead.

As for me, the question shook me to the core. Am I living the life I've always wanted? Would I do things differently? I still don't have the answer.

What about you?