Currently updating for the preseason. I will update matchups as i keep on playing more.

Hi there! I'm Tacoy87. This is my first guide. I've played League since the start of Season 5. Ranked? Silver II. (I played about 50 games) Main role? None. Main champ? None. I enjoy playing and analysing unconventional builds. Why should you use this build? Because i think it's overpowered. I'm gonna tell you how i've found this build. I was listing through items (that's what i do when i need inspiration for a new build) and found out that Titanic Hydra deals damage based on max HP. Titanic Hydra + Ki Strike deal 20% of your max HP => if you have around 5k HP this deals 1k damage. Half physical, half magic. THAT IS OP.

+ Tons of damage
+ Tons of HP
+ Global pressure
+ Your engage either kills someone or forces flash
+ Good sustain in jungle
+ This build is unconventional => people underestimate your power (damage)
+ Good if behind (you carry)

- Not as tanky as Cho'Gath :-)
- Not that much sustain as with other builds
- Low CDR => lower utility
- Quite expensive
- Low snowballing potential (well, you don´t carry THAT much)

Ki Strike

Every 9/8/7 seconds (decreased every 6 champion levels), Shen's next attack deals 4 + ( 4 x level) + (10% of his bonus health) as extra magic damage. Autoattacking units reduces the cooldown by 1 second. Shen gains 10 / 20 / 30 energy when he Ki Strikes.

This is the reason why this build works. Use it to last hit under tower. When you go in, make sure this is up.

Vorpal Blade

Deals 60 / 100 / 140 / 180 / 220 (+60% of ability power) magic damage to target unit. That unit becomes life tapped for 5 seconds, healing any champions who attack it for 3 / 6 / 9 / 12 / 15 (+ 1.5% of Shen's maximum health) health over 3 seconds. If Vorpal Blade deals the killing blow, it will trigger 33% of the heal effect for Shen.

This gives you decent sustain in lane. Use to last hit minions and harrass in lane.

Feint

Shen enters a defensive stance, shielding the next 60 / 100 / 140 / 180 / 220 (+60% of ability power) damage. Lasts up to 3 seconds or until it is destroyed.
While Feint is active, Ki Strike’s cooldown reduction on hit is increased to 2 seconds.

Use this in trades/teamfights or when ur getting harrassed.

Shadow Dash

Shen rapidly dashes to a target location, taunting enemies he collides with for 1.5 second(s) and dealing 50 / 85 / 120 / 155 / 190 (+50% of ability power) damage to them. While taunted, enemy champions' basic attacks deal 50% reduced damage to Shen.
Shadow Dash restores 40 Energy to Shen for every enemy champion he collides with.

This is your main engage/escape. In lane use it only if you know you will win trade or if enemy dives you under tower. Without this skill you are vulnerable so use it wisely. Max it 2nd since its cooldown decreases by 2 seconds.

Stand United

Places a shield on a target allied champion, absorbing 250 / 550 / 850 (+150% of ability power) damage for 5 seconds. After channeling for 3 seconds, Shen teleports to the target's location.

Your ultimate gives you big global pressure. You can save your teammates and change 2v2 into 2v3. Look on your minimap!

So you can TP back in lane after ultimate gank.
Engage/disengage. Combine with your E for great effect!
Gives you more dueling potential.
For support.
For jungle.

Other spells are not very viable.

This part is important!

Makes you quite tanky. Also has a bit of damage (100 physical when fully charged). The movespeed it gives you is high and i honestly think it can substitute boots. Your E + this item = you escape every time. Usually get this ASAP.
The reason why you do the incredible damage is this item (plus tons of hp). It is not worth getting it too early, since you need hp to do damage.
It might not seem like a good choice, because it gives you mana, but the other stats are too valuable to be ignored. Also, it builds from SHEEN (you are SHEN, get it? no? ok):-)
Gives you shield calculated of max HP + synergizes well with [Trinity Force] (because it gives you BASE attack damage)
Tons of HP = moar damage. The HP regen is nice too, but is not very needed, because you sustain with your Q.
Lots of HP. Helps you stick on people. Actually very good.
Great AD Offtank item with CDR, but the passive overlaps with . Also doesn't give much health.
Great item overall. Good if you are standing in the middle of enemy (that is your job, more or less). I don't know why it isn't in the core.
Build it against AP team. It has great sustain passive.
Get it against heavy AD team comps/fed ADC.
Good against wombo combo and AP teamcomps. Very selfish item.
GET THIS ONLY IF YOU FEEL YOU REALLY NEED IT. Not much HP, not much MR. The shield is nice tho.
I think you don't need it. Feel free to buy a pair if your feet are hurting.

DON'T FORGET TO UPGRADE AND USE YOUR TRINKET!!!

This definitely isn't the best Shen guide you have seen. My goal was to present you a build that isn't the same as others. If you took time and read it all the way down here, I am thankful you did and would be even more if you leave a comment. I am open to all criticism. Forgive if I spelled wrong or misused any word, English is not my native language. If you guys like it, I will continue with my unconventional builds.

[5.22]
Tank items buffed, now give more health.