I found more articles by muts explaining how he conducted some pentests. There's no video this time, still the articles will help a lot of people.

A White Hat's Penetration Test

How I Got Root A Penetration Testers Diary

Penetration Test : My Meanest Hack

Also, how can someone forget the 15 minute network pentest video series by Ryann Linn!
Video: The 15-Minute Network Pen Test Part 1
Video: The 15-Minute Network Pen Test Part 2

These clearly demonstrate the hacker approach and give you a 'virtual' experience of a pentest. Excellent stuff for beginners! Furthermore, I suggest going through sample pentest reports available to you. The methodology section in these reports is nothing more than how the tester approached the pentest. I enjoy going through them, if nothing more than just to see different approaches taken by different pentesters. Moreover, they always give you little tips/tricks.

I've provided the forum link only 

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the same thing keeps amazing myself too...