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It would also be smart to include which font you want. It can change the look of the "S" dramatically,
edit never mind this ^ part missed the S on the images XD

Also how do you want the santa had? greatly covering the upper part of the "S", or not etc.
Same with the other one, where do you want to have the stuff placed, size etc.

if you just make a rough sketch with paint, in which direction you want to have it, it would greatly help the people interested in helping you

I just came back from school, im too tired, sorry pal

I can try, but really what you're asking is pretty simple and it can be done pretty easily on photoshop.

Well, I did the santa hat one. Can do the other if you want, I guess.

View attached image.

I tried :P

http://share.pho.to/9N7oO

There You Go:

Ass Hat (http://share.pho.to/9N7qE)

Mines da bestest!

View attached image.

View attached image.

View attached image.

View attached image.

View attached image.

Check it out:
http://expirebox.com/download/1203b8d08977010954431d7ff55a9ca4.html

100x105; .png's with transparent background.