Just to show I am occassionally capable of spading stuff, here is how you get a Natty Blue Ascot every ascension:
1. In the level 12 Quest, choose the hippy side
2. Adventure until Image 24
3. CLEESH everything until the right hero comes along (takes less than half a days adventures on average)
4. Kill him
5. Claim your prize
6....
7. Profit
I now claim 10% of all clan ascot sales
Other Items:
Orange Peel Hat (Frat, Image 29)
Long-Haired Hippy Wig (Frat, Image 24)
Beaten-up Chucks (Hippy, Image 23)
(should anyone get other items can you let me know the battlefield image number - cheers)