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Silliest thing I bought was those Santa stockings at christmas time. Wrapped them ever so neat and left them under the christmas tree only for the dogs to rip them apart during the night and eat everything inside. Needless to say they didn't have any presents to open on christmas day
I'm always buying something silly for my dogs. Im from Alabama and during the college football season the Alabama/Auburn game is a big deal at my house sooooo I always buy my little pups Alabama outfits with matching hats! We usually have a big cookout for the games and all my friends get a kick out of it!
Lol, do post those pics when you get them! I bet your dog is going to look sooo cute! I've never done this with my dogs (they are a little too big), but if I had a small dog, I would have to play dress-up once in a while if the dog liked it.
I guess the silliest thing I ever bought Sadie was the plastic stick (when we have a backyard full of sticks). I was trying to keep her from swallowing so much bark, and bought the plastic stick. She of course doesn't use it, only plays with the real ones.
i have 2 dogs one 90 pounds and one 75 pounds, my 75 pound dog lets me put on his doggie sunglasses and fishing had all the time, they both also get dressed up for halloween and christmas pictures with costumes and hats, and collars, between the both of them they have over 100 different collars, my parents just recently bought them their queen size bed to sleep in which they do, so nothing is too silly
silliest thing you bought for your pooch. 
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