It would help with your pair of headphones. The 558s are rated at 50ohms, and Ipods and other portable players really only drive up to 32ohms efficiently.
Also, most computer headphone outputs are the same as well, along with other general headphone outputs of average consumer gear. Getting a dedicated headphone amp will most likely help in the detail and punch of your music.
Some of the things a headphone amp could do for you...
Better battery life on portable players (Puts the burden of powering the headphones on the amp and not the IPod.)
Punchier response in the bass ranges
Crisper trebles
Fuller midranges
Possibly better detail.
All of this really depends on the amp, and in the end you may only get a very subtle improvement. Also, all of this depends on how good your source is. If you are listening to so-so MP3s, a headphone amp won't do much. If you are listening to relatively good recordings, then a headphone amp might be beneficial.
I personally own a NuForce Icon Mobile for my Ipod and Shure SRH440 headphones. My headphones are only about 40ohms, and they only cost me $100, but I still see a slight improvement in sound. The most notable improvement to sound would be the overall clarity of my music. It is very subtle, so I have to really listen for it, but it's there. The biggest improvement overall would be the fact that my Ipod's battery can last longer on the go now because I'm not straining it's internal amp.
I would say, buy a headphone amp and try it out. Make sure you can return it if needed. Pick some clear and well-recorded songs from a variety of genres, especially Jazz, Alternative, or anything that has alot of midrange instruments (Brass, Acoustic Guitar, Etc). Then listen to those songs without the amp a few times, and then with the amp. If you don't notice anything, then send the amp back because you probably don't need it. But you will most likely notice improvements somewhere or another.
Most importantly, keep your eyes closed while listening, it helps your mind focus on the sound.
Good luck