No one is judging you, Bru. In the Bottling/Kegging section there is a *Sticky* post at the top of the threads on Kegging. Read through that, and you'll get a pretty clear understanding of what the kegging process is like.
If you want a laugh at what I've been going through in my first kegging adventure, check out the "Tempted" thread in the Beginners Section.
Best of luck to you.
Fermenting: Munich Helles, Mole Porter, White IPA, SMaSH 2Row/Jarrylo
Drinking: Cider, Stout
On Deck: TBD