so im thinking about trading both my 99 a6 and my 06 s4 in for a new s5, should i do it?

I think new S5's are really nice. I would go for it

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2006 Audi A6 3.2 (Blue and Amaretto)
Tech and Premium Package
RS4 replica wheels
2005 Infiniti G35 coupe

yea i think i might, my local audi dealer has a 08 black s5 with black leather with black suede inserts 6mt for sale and its by far the sickest one ive seen so far

Having an A6 and S4 is pretty nice....but if you can get a new S5 I'd say def. go for it man, Black on Black S5 ftw!

the new S5 is sick and stunning to look at... i think that's a fair deal.

The 99 A6 2.8 has depreciated big time making it a tough sell (sorry friends) also, consider how many aggressive miles I assume you must have already put on your S4 and the upcoming maintenance costs you may have.

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2002 Audi A6 2.7TT

2002 VW Passat V6

my a6 has about 68k miles and its only driven a couple times a week, and the s4 has 13k on it and its not driven hard at all

Having driven the A5, I would totally do it! It needed a few more ponies but I guess thats why they made the S5. Its an amazing design and a real head-turner. Plus no worries under warranty. Just a great car. Im going to be really jealous. [:'(]

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Don't You Just Love The Sound of Turbos In The Morning?

well i went to my audi dealer today and they told me they would give me 41k and some change for my s4, which seems great to me, but i have to bring my a6 in for them to give me an estimate. i checked out and test driove the s5 they had and i was really impressed, but that doesnt mean its going to stay stock ;]
the sticker is for 63k so looks like im probably gonna get it.

see it does payoff to know the general manager of the dealership ;]