Not Updated For Current Season
The masteries shown here are not yet updated for the current season, the guide author needs to set up the new masteries. As such, they will be different than the masteries you see in-game.
Welcome to the most original Tryndamere build ever! HA.
This build tries to make Tryndamere into more of a beast midgame, when he is usually sucky (unless against sucky opponents).
The idea is to build smaller items, and boost attack speed, damage, a bit of AP, and CDR, such that trynd can spin all over his foes for way more damage, heal for greater amounts, and hit pretty hard and fast.
A regular trynd build (boots, IE, PD, BT) costs about 12000 gold. This build (up to the Nashors) costs only 8075. This means you can get the gear 25 - 30 mins into the game, instead of the usual 40 - 45 minutes for normal trynd.
The playstyle is tricky...you heal more often and at lower stack counts (since heal has a 1.0 AP coefficient), and you NEED to hit them with your slash to maximize damage. But the reward is the extra early game burst you will get from the 1.5 AP coefficient on Spinning Slash AND the proc damage from sheen. When you slash into them, crit a sheen proc, attack, attack, slash into them again...you will understand entirely.
Oh, did I mention, 55 second CD on your ultimate??
Try it and have fun! Be Original!