How revealing are Grado sr-60s'?

I have listened through more than one pair of Grado SR-60's, and there should not be any sense of suffering when listening to a good recording through these fine entry level headphones. But, as Bignerd100 stated, you can hear too well the marginal quality of some recordings, and some headphone jacks. There can be some variations in perceived frequency response due to unit variation, shape of ears, or shape of foam earpiece covering. Just a little plastic surgery on the phones or the ears should correct all that :>)
Also, could any of your personal perception of sound have been modified by exposure to very high sound levels at live rock concerts, or high volume headphone listening, earlier in life?
Finally, there is a new product from dakiom.com to optimize headphone output from the simple jack output on any player. Although at $100 (home trial money back offer) it is more costly than your particular headphones, it is intended to demonstrate how much more unexpected sound quality there is waiting to be passed through any headphone output jack.

I'm only 21 and have never been to a concert before. Maybe because im so young and my hearing is still good that these headphones sound bright to me. I bet to an older person with hearing damage bright speakers/electronics would sound normal since the brightness would make up for the hearing loss.

Either way it sucks having good ears and being broke =(

I don't think the Toshiba is a good match for the Grado's.
You shouldn't have to spend $500 on a front end to get decent sound out of them.
I get good results with a portable Aiwa (XP-EV501R) cd player that I bought off ebay for $30. I have read that a $60 Sony portable sounds similar to it but I don't recall the model #.
Instead of the Toshiba, I would also suggest auditioning the Pioneer DV-578a universal player, which sells for $100.

What would make the grados not a good choice for the Toshiba? I dont really see how buying another cheap cdp is going to help.

Grado house sound is definately more up front than say Sennhessier (SP?). For detailed help on all things headphones, check in at head-fi.org.