A couple of pieces of advice on your simulator training before you try to fly your Boomerang. First off, get to where you can fly some of the more advanced airplanes on the sim, and fly them well. Second, have a friend with you while flying the sim, load up a flight, hand your friend the controller, turn away, and while you're not looking, have your friend get the plane out of trim. Once your friend has done that, take the remote back without looking at it, and take off. Fly the sim airplane up to a safe altitude, and try to trim it without looking at the controller, and while maintaining control of the airplane. Follow advice mentioned above by the other members as well. All of these things will aid (not promise) a more successful first attempt. It's not impossible to go it alone, but it is more difficult and expensive, and you must take more care in what you are doing.

Here's a link to a video on YouTube of a guy that went solo from day one with a Hangar 9 F-22 Raptor PTS.
[link=http://www.youtube.com/watch?v=zBeGgX4CEO4&feature=channel_page]http://www.youtube.com/watch?v=zBeGgX4CEO4&feature=channel_page[/link]
Note how many crashes this guy had, and how many planes he went through before making just 1 successful landing. Granted, the Raptor PTS is a pig of an airplane (at least on the sim, and from what I've heard from others that have had experience with them), but it can give you an idea of what happens when you try to fly by yourself.

You might also want to try a Duraplane and get used to it before taking up your Boomerang. All of the gear used in the Boomerang will transfer to the Duraplane, making it a bit cheaper for you. A Duraplane can take much more abuse than a traditional trainer, such as your Boomerang. Tower Hobbies has them for US$64.99. They can be found [link=http://www3.towerhobbies.com/cgi-bin/wti0001p?&I=LXE586&P=ML]here.[/link] They may not look pretty, but it'll help keep things a bit cheaper for you. You won't have to repair as much after crashes. I've seen these planes take some serious abuse, laugh it off, and come back for more.

Good luck to you, and welcome to the addiction.

Happy flying.