Hi, Your PM alerted me to this post. I havent checked in here in a while...which is a shame really 
Anyway - regarding your needs: (Priority from 0-5 with 0 = least important and 5 = most important)
Comfort - 5
Bass - 2
Price - 4
Physical Dimensions - 3
Sensitivity - 5
I give the sensitivity a 5 because (not a rule...several exceptions exist) higher impedance headphones tend to *mask* the clicks, pops, whirrs, buzz of the internal sound modules.
Ideally I would simply recommend you go with a cheap line-out or PCMCIA sound card but these can get pricey.
If you are stuck with the on-board sound card then FORGET about using "IEMs" or In Ear Monitors. You will have a severe case of tinnitus within a few weeks and the noise will drive you berserk.
Unfortunately your requirements for "Circumaural and Comfortable" conflict with "physical dimensions".
Do you mind a large-ish headphone that will make you look cool?
Recommendation #1 - Sony MDR-SA1000
This headphone has plenty of bass that will add the oomph to your gaming and movie experience. Not to mention MP3s. I use one with my laptop and the 75 Ohms nominal impedance really helps stave off the noise issues. Sure...the noise is still there but not as bad as it was with an IEM which is a lot more sensitive.
The headphones are full-size but they fit into my laptop backpack. VERY comfortable (this is the MAIN reason why I recommend them).
Price : you can find them for $70 - $100 USD (used and new). I got mine for $70.00 used (but the seller sent them to me brand new...I just decided to keep them and he had already decided to upgrade).
Let me know if you would like an audition (to try them out).
Recommendation #2 - Sennheiser HD-580
Beautiful sound...absolutely no complaints in the scope of utilization that you have in mind. Very comfortable. More durable than the Sony and smaller side profile makes it easier to put away in a bag. This headphone is a HUGE leap from anything you are used to (same for the SONY) so I think you will end up treating them with plenty of care
Sensitivity is low enough that they will mask almost all the noise from the internal soundcard. Great for movies also.
Dont pay more than $120.00 - $140.00 for a new pair and $100.00 for a sparingly used pair. Check www.headfi.com if you can find any that are for sale. If you dont have any feedback then you can always find someone to act as the go-between you and the seller.
Recommendation #3: Sennheiser PX-100
Easy to carry around, Looks are neat and they dont "stand out" Yes they are supra-aural and therefore I dont know how they will affect bespectacled users. I did think they were comfy and very light on the ears.
I'll thrown in the KOSS portapro2 as a recommendation. Lifetime warranty means you can trash them without worry
Koss will always replace...no questions asked.
Let me know how far you are willing to stretch your budget and what compromises you are willing to make and we can arrive at a final choice. If any of these recommendations tickle your fancy - go fot it! They will all serve you well.
gs

Anyway - regarding your needs: (Priority from 0-5 with 0 = least important and 5 = most important)
Comfort - 5
Bass - 2
Price - 4
Physical Dimensions - 3
Sensitivity - 5
I give the sensitivity a 5 because (not a rule...several exceptions exist) higher impedance headphones tend to *mask* the clicks, pops, whirrs, buzz of the internal sound modules.
Ideally I would simply recommend you go with a cheap line-out or PCMCIA sound card but these can get pricey.
If you are stuck with the on-board sound card then FORGET about using "IEMs" or In Ear Monitors. You will have a severe case of tinnitus within a few weeks and the noise will drive you berserk.
Unfortunately your requirements for "Circumaural and Comfortable" conflict with "physical dimensions".
Do you mind a large-ish headphone that will make you look cool?

Recommendation #1 - Sony MDR-SA1000
This headphone has plenty of bass that will add the oomph to your gaming and movie experience. Not to mention MP3s. I use one with my laptop and the 75 Ohms nominal impedance really helps stave off the noise issues. Sure...the noise is still there but not as bad as it was with an IEM which is a lot more sensitive.
The headphones are full-size but they fit into my laptop backpack. VERY comfortable (this is the MAIN reason why I recommend them).
Price : you can find them for $70 - $100 USD (used and new). I got mine for $70.00 used (but the seller sent them to me brand new...I just decided to keep them and he had already decided to upgrade).
Let me know if you would like an audition (to try them out).
Recommendation #2 - Sennheiser HD-580
Beautiful sound...absolutely no complaints in the scope of utilization that you have in mind. Very comfortable. More durable than the Sony and smaller side profile makes it easier to put away in a bag. This headphone is a HUGE leap from anything you are used to (same for the SONY) so I think you will end up treating them with plenty of care
Sensitivity is low enough that they will mask almost all the noise from the internal soundcard. Great for movies also.Dont pay more than $120.00 - $140.00 for a new pair and $100.00 for a sparingly used pair. Check www.headfi.com if you can find any that are for sale. If you dont have any feedback then you can always find someone to act as the go-between you and the seller.
Recommendation #3: Sennheiser PX-100
Easy to carry around, Looks are neat and they dont "stand out" Yes they are supra-aural and therefore I dont know how they will affect bespectacled users. I did think they were comfy and very light on the ears.
I'll thrown in the KOSS portapro2 as a recommendation. Lifetime warranty means you can trash them without worry
Koss will always replace...no questions asked.Let me know how far you are willing to stretch your budget and what compromises you are willing to make and we can arrive at a final choice. If any of these recommendations tickle your fancy - go fot it! They will all serve you well.
gs





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