The Second Challenge: Part One
(Audren Note: Big thanks to Ricalynn for the clues! I could never have come up with these myself)

Autumn: Martin, why'd you wake us up?
Sstarr: Yeah, I was having such a beautiful dream about Shoemart.
Martin: Check it out, A. sent us a video chat.

A: Hey, guys.
Nick: Where's your face? Isn't this a video chat?
A: We've had some tough economic times. Our graphical budget got cut.
A: Anyway, I'm here to tell you about your Second Challenge, a Scavenger Hunt!

Jordan: A Scavenger Hunt? What are we, five?
Aaron: Yeah, what's our Third Challenge? Pin the tail on the Donkey?

A: SILENCE!
Contestants: ...
A: Anyway, your goal is to find the Sim I've assigned to you, but you don't know who you're looking for. Each of you will get a clue. With this clue, you must figure out who your Sim is. Once you have found your Sim, you must get a picture with the two of you and send it to me. If it's right, you can go home. If it's wrong, you must try again. You only have two guesses. Each Sim you find adds 5 points to the pot. And keep an eye out for that Second Exemption!

A:
"A boy in my house is one of the most famous boys in Sunset Valley. It's too bad I'm unlucky enough to be his little sister."
A:
"I have everything I need in life. I have a beautiful house, a great job, and now a wife. There's nothing more a man could want." 
A:
"As a child, I had dreams of becoming a professional athlete, but as an adult, I realized it would never happen. My bitterness sometimes hurts the ones I love, none more than my artistic wife"
A:
"I've been told that I'm the perfect mate, but now that our nooboo is a child running off with a friend, I find my marriage needs work. I haven't even started on the garden I've always want."
A:
"I may not be a farmer, but I love a good cow print."
A:
"My unborn child is one of two. But is it pink or is it blue?"
A:
"Most things in my life are black and white, except for my love in blue." 
A:
"I don't really like being around too many people which is probably why one day I'm going to quit my job to be a professional author."
A: Now that you all have your clues, go! Find your Sims. Use your intuition. We'll chat again when you all come back. Good luck.....
(Audren Note: I've cut this update into two pieces, because of the sheer size of the Second Challenge. Part 2 [and possibly 3] will be up soon)