What should I Buy first?

I just want some community input on this. I currently am selling a few things. My truck and some of my electronics i do not use anymore. I am going to purchase a small truck and a dirt bike first for sure. then i want to buy an ipad 2. the thing is the only computer i have is an imac. its the first imac with an intel processor. it still has 104.11. so i cannot connect to it. i also want a gaming computer (laptop). should i upgrade the mac and i want a hard drive upgrade with that because i am out of room. and then buy an ipad or buy a gaming laptop (i love fsx and have been without it for 3 yrs) and use that to sync the ipad. and don't just comment it is my opinion. im not stupid it is my opinion i just want some community input on the situation.