Sorry I haven't been on much in the past week, you guys. I was thinking the challenge had not gained much interest. So I wasn't really checking on it. I'm so happy you all are interested. I will answer your questions here.
@Cookingpup99 He doesn't absolutely HAVE to be a male, although that was how the challenge was intended. However, if you absolutely want to use a female, you can. You would just reverse all the gender roles throughout the challenge. (ie. When it says pursue a woman, you would pursue a man instead).
@NewbieSimmer<3 You don't necessarily need Outdoor Retreat, but it is very helpful to have. You can sub a bed for the tent and a grill for the fire pit.
I hope to see some stories here soon. I haven't posted mine, because I need more membership points to post pics. Happy simming!