I had the Grado SR60, and still have the Grado SR80. They leak plenty of sound. they sound very unnatural. They have very thick long cords.I think the cord on the iGrado is shorter and thinner. The treble on the SR60 hurt my ears. I would not recommend the SR60 or SR80. While the SR60i and SR80i are claimed to be improved, I have no idea how much the improvement is. The iGrado is said to have the same drivers as the SR60i.
I like the sound on the JVC HAS650 better than the Sennheiser PX100. The PX100II is said to sound very similar to the PX100, but with a bit more bass, and a bit less detail. The JVC HAS650 has a similar warm sound signature as the PX100. The HAS650 is closed though. It has a medium level of isolation, much more than the HAS160. The HAS160 has a more neutral sound signature than the HAS650. The HAS160 is also a bit more compact than the HAS650. The HAS160 is my favorite headphone under $30.
While the JVC HAS160 is closed, it doesn't isolate well, so it is almost like an open headphone.
As far as IEMs having a closed in sound, it depends on which IEM you used. Some IEMs such as the JVC HAFX80 microdriver IEM($32) have extended treble and an open sound.
The greatest issue for closed vs open is whether you want isolation or not.








