It seemed like every off season in every sport brought us deals that left everyone scratching their heads at first and shaking their heads afterwards. From the Magic paying Grant Hill nearly $500,000 per game played over his seven-year contract, to the Giants paying Barry Zito $1.75 million per win, this decade brought us these terrible signings from the world of sports:

Billy the Blind Kid in "Dumb and Dumber" 'MEMBA HIM?!
OMG, this should be illegal [Photos]
I think you have a perfectly shaped side bewb.
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Girls in the grass
Awkward celebrity yearbook photos (21 Photos)
This sexiness feels naughty…