I have never done the Thiefs Guild because basicly my moves are like that of a 2 ton elephant in P.J.s. There is nothing slick or graceful about my abilities even at 94 sneek. When ever I pick pocket I always get caught, even when they are asleep. Every time I run into a house the people are up, and when I steal stuff it never registers as stolen ?? I am paying more in fines, then I am making as a thief ? It's to the point I am, paranoid to enter a house as most of the time the gurads are following me in and arresting me even though I can not see them. Where am I going wrong ??

Make sure you are in sneak mode before entering the house. If the eye is dim then you are not being watched as you enter. If the eye is bright you can enter but you are also being watched as you enter, so the guards are likely to grab you when you exit (or even before you exit).

As for people being awake or asleep, that's a matter of "casing" them and learning their habits, including when they like to sleep. Some people sleep the night away, some are night owls.

wow 94 sneak and you're still getting caught? That's weird. I've only had one character so far who got really good at Sneak (Renee Gade II). Once she made her way from Journeyman up to the next major bump she was so good with Sneak that aspect of her game got to be kinda dull. she could literally sneak past guards or enemies...I mean right past them, too. Got to the point that I missed the excitement of being detected.

One thing about pickpocketing is if you try to steal something that weighs much, it′s more likely you′ll get caught. My 100 sneak character with 107% chameleon can′t steal a sword from a sleeping person for example. It′s too heavy