To be completely honest; Juggernauts will never really be 'fun' to play against
If you look at Juggernauts at a concept you see that they're intended to be these titanic threats on the battlefield with extreme damage and durability, basically being a form of Carry that try to just fling themselves into battle and hope that the enemy is stupid enough to either ignore them or just play into their strengths.
An Ideal Juggernaut is always relevant and a TEAM effort to keep down, going beyond just killing him but denying him any setup or opportunity to get rolling and completely flattening your team. Their design is one of bare-bone utility and the rest of their power budget just dumped into damage and tankiness in order to make them extremely lethal when actually fought rather than being threatening by other means like actual Crowd Control or any other form of Team utility.
They're selfish characters and embody the Carry Mentality of Top laners who'd prefer taking matters in their own hands and singlehandedly being the Backbone of their team, trying to just rely on themselves to win. And that's completely fine!
It's just that their design in general, as "fair" as it may sound on paper, will never truly be something people will enjoy playing against. They're overbearing for "most" Melee champions and get completely shut down by range. They're binary as hell and they scale off the enemy's stupidity.
If the enemy doesn't stop them in their tracks they're going to completely anhiliate the opposition and just carry their own team to victory. During laning phase ONE player is bound to not have ANY fun in a Juggernaut lane, be it their unlucky enemy who just so happens to have picked a tank, or the Juggernaut himself having been counterpicked by some ranged champion.
At this point I think we need to accept that the Juggernauts as a class are always bound to make people unhappy seeing that their entire core as a class is being these hulking Threats that will steamroll you when left unchecked.
But hey, at least they're not Assassins, right? https://moviesfilmsandflix.files.wordpress.com/2016/02/x-men-the-last-stand-juggernaut-gif.gif
<----- you see this. This is a champion thats not fun to play against.
<----- you see this. This is a champion who can get easily shut down if you play your cards right.
, put my cool shades on and poke/poison him to death
thinks so too :)
, 
, e.t.c late-game scaling fighters with a not too bad laning phase.
is much closer. 
as well.
kinda does that, but is even more outdated than fiddlesticks
(not so mage-y)
and 
and 
are the two biggest offenders in the not fun to play against category because their kits really don't have all that much outplay potential if you're countered by them. Garen against say, sion, i can wait for garen to Q before i cc him so i don't get silenced and murdered, yorick i can just dodge his E/W, nasus has a garbage early that i can abuse, illoai i can dodge her shit until she hits 6 in which case i'm just fucked. with say darius, he's gonna just E me, auto rest W, get a free Q in because i'm slowed and can't dodge, and keep on butt fucking me until he has 5 stacks and kills me or i manage to cc him and escape with barely any hp.
- Duelist Juggernaut. Excels in 1v1 encounters, where he can steal all of his targets stats and fight them.
- Kidnapper Juggernaut. Most Juggernauts just charge to the backline. He turns the enemy backline into the frontline. Spires are gimmicky, though.
with most of the champions prioritizing BC as first item, then full tank. Most are AD based, and often have some % health damage worked into their kit. Average wave clear, but good split pushing power since they are somewhat hard to chase off. They can solo hard carry a game if fed. Less priority than the ADC/Assassin, but equal to that of the jungler (usually) in target priority. Almost always go TOP lane. Biggest counter is chaining Hard CC and slows.