AlphaJax

The quickest way that I found to do this was to select "local play" from the main menu.

Once in the local play game, play any word as your main profile, when play passes to the second "local user", simply hit resign in the bottom right hand corner, gifting your main profile a win.

Simply repeat this process another four times for the achievement.

Note - If the achievement doesn't pop after your fifth "win", close the game, re-open it and the achievement should pop.

For this, all you need to do is Win 5 games in a row.

You can do this with the use of a secondary profile, as you do not require a gold membership to play Alphajax online (as it is asynchronous multiplayer, free download, and on windows 8, instead of the 360).

Login to your second profile on windows 8. Challenge your main account to a game, and before you put a word, click 'resign' in the bottom right corner. Do this five times. Switch user to your main account, check your 'played games', and the achievement will pop.