Re: A few observations....
Okay, well after seeing this post sober, I didn't think there were enough pics, so I threw 4 more in the mix. My comments to your observations:

1. Kelly might not be picking her ass, I usually catch her hiding nips in her back pocket...and in her sock...down her bra...up her sleeve, etc. It's like gangstas having guns and knives hidden all over their bodies, Kelly's got alcohol. And let's face it, that's a lot of alcohol she has to hide with the little clothing she typically wears!
2. Where did Robert get his boobs done? Are u kidding me? Obviously you missed that episode of Nip/Tuck!
3. I think Bobby (who you spelled Booby LOL!) was supposed to kiss Jacob for that dare and I'm pretty sure they DID kiss. Once again, your drunken whore ass can't remember! Caitlin help me out...didn't they kiss?
4. Me and Jacob? Out of the 10 pics of Jacob with a guy, here's the break-down on who appears most...
#1 - Robert & Me (We tie w/2 each, plus one of the 3 of us)
#2 - Travis - 2 (and 2 of the most gayest I must add!)
#3 - Jon, Bobby and Choach (A 3-way tie with 1 each)
So, I dunno it's a toss up! I think in the end, Jacob's just a man whore.