Super Street Fighter IV

Legit way: Self Explanitory, learn to own.

How to Boost: Make a ranked match with very odd number of rounds and time. For instance: 1 round 60 seconds or 5 rounds 30 seconds. Something abnormal that people don't usually play, as in NOT anything with like 99 seconds. Have a friend search for a custom match searching for that odd number of rounds and time and he will find you and have him let you win. Make the ranked match with the same time and rounds as last time, and have your friend search for the same thing again, and repeat till you have 10 wins, and be a good person and keep making lobbies and lose another 10 times for him.

Side Note: If people start joining, just kick them and have your friend continue searching for your game. If it happens repeatedly then just quit the room and remake it and again have your friend keep searching.

The guides already up for this achievements are great. But if you don't want to play cheap, and you're not quite MLG material, there is another method for this one- look for the easy fights. I found that hosting matches tends to hook you up with the lower level players a lot more often than searching for matches. But another way to fight the easy fights is to look at the gamertags of those you are playing. It can be easier than you think to pick out the 13 and younger crowd just by examining their gamertags.EliteKid97? Pushover. Halofan43? Never blocks. While it may take some searching to find a bonafide easy fight, it is worth it for the 50 gamerscore.
If you don't mind playing cheap though, but don't want to lose your rep, you can always quit out at the "VS" screen when the players' rank shows up. If you're outclassed, this is the place to see it. No one ever gave me a bad rep for quitting at this screen on my path to this achievement.

Available for this and happy to boost if anyone wants this too:)