You have to take the songs off the iPod and put them into your iTunes library. Then iTunes will recognize them and not remove them from the iPod. Taking the songs off the iPod ond putting them in the iTunes library is the trick. iTunes won't let you do that. You have to use a 3rd party iPod manager. Here are some to try. They are free and can be found on Download.com:
iSyncTunes
Podlift
iPodBackup
CopyTrans Manager
iPod to Computer Transfer
iGrab
iPod Manager
Froodle pod

open messaging app
menu
tools
manage folders

Kaylee,
Stick to your acceptance of God's creation. Notice that none of your respondents can tell you what this supposed common ancestor was. Evolutionists have tried time and time again unsuccessfully to propose new fossils as this "missing link" ancestor and each time they have been disproved. By their own dating methods, all of the supposed ancestors to man lived contemporaneously (at the same time), so they could not have "evolved" into humans. The fact of the matter is that God created both man and apes independent of one another. Each has changed over the years through processes of natural selection and mutations, but they have never changed into another creature. Creation theory is supported by an overwhelming amount of scientific evidence, so there is no reason to believe in evolutionary myths. I've attached several links if you'd like to do further research.

Edit:
Kaylee, don't accept the absolutely ridiculous notion that for some reason you must reject "science" in order to believe in evolutionary myths. There are many scientists who do not accept evolution. Accepting creation theory instead of evolution DOES NOT lead to "contempt" for science. That is the most blatant and irresponsible lie that I have ever heard on this forum. I am a creationist who loves and embraces science. What is supported by the FACTS is that belief in evolution leads to ATHEISM. That is why surveys show that 87% of leading evolutionists deny the existence of God and 94% of the National Academy of Science is atheist or agnostic. That is sad and it is the "dark" place that you shouldn't go. Understand and embrace science and do research on creation theory. It won't take long before you realize that evolutionary theory, which states that a molecule evolved into a man over billions of years, is actually a religious belief, not science.

get a big suitcase, dump em all in, and drag em all down to EB Games or something. whoever trades in used games in your area. better yet, make your brother do it.

most videogames aren't particularly "collectible", tending only to go down in value over time. sports games are especially bad, since they constantly get new versions every year. note that by 'sports games' here, i'm referring primarily to chain sports games. like Madden 97, 98, 99, 2000, 2001… 2008, 2009… probably 2027, 2028, 2029… again, because they constantly get updated every year, the older ones are simply forgotten about and rot in the discount bin.

anything more than a year old is probably only worth a couple of dollars trade-in. last year's sports games are maybe worth a fraction of that, and older sports game are probably worth nothing.

any videogame that i've ever heard of becoming a collectible worth large amounts of money is in the RPG market, and has been imported/ translated from japanese.

pretty much all the games on your list are (or appear to be) big mainstream productions, which usually means as soon as they fall out of the spotlight, they're over and done with.

possible exceptions: jak and daxter, no one lives forever, jak 2, mechassault, metal gear solid 2. these ones might be worth a little bit more.

but again, make your little bro drag it all down to the local games store to see what they say.