Does wearing heavy armor have any significant impact on pickpocketing? Say I'm stealing from someone my same level, and I am 2x trained...

According to Ildran ( http://www.krakiipedia.org/wiki/Pickpocketing_factors_saved_post ) the thief is hindered by 'armor.' He didn't specifically state how or if it depends on the AG or ASG or whatever.

I wouldn't let that stop you though.

I wouldn't be surprised if that was the case. He was usually pretty specific when he got extra official. Either way I don't think it's a major factor.