The Wind Hell—I mean, Wind Hill, in PangYa / Albatross18. Unlike on other courses, the wind is not consistent across an entire hole; there are wind currents that differ from the rest of the course's wind, and you don't even know the speed of these currents. Complicating matters is the alteration of the game's physics; slopes will affect your ball much more, rough is much thicker, and the ball has to take an extra bounce before backspinning. And you will now have to deal with a tree on nearly every hole, and the wind currents just love to hang out with the new trees.
Tecmo Super Bowl has the San Francisco 49ers as "That One Team." If Joe Montana-to-Jerry Rice doesn't work, no problem. John Taylor, Brent Jones, and Roger Craig will inevitably murder the player. If that was not enough, injuring Montana won't help; Steve Young is better than half the starting quarterbacks in the game. The Niners' defense is just as scary; Ronnie Lott and Dave Waymer are interception machines, Bill Romanowski and Michael Carter can stop a running game cold, and Matt Millen, Pierce Holt, and Charles Haley can rack sacks up in a ridiculous manner.
The original Tecmo Bowl has Los Angeles. If you land on them as one of your final two opponents (assuming you have defenders strong enough not to simply bounce off of Bo Jackson, or "#34 Jackson" as the game calls him), if you punt, you lose.
From Madden NFL 2004, there's the Atlanta Falcons. Michael Vick has the honor of being the cover athlete for that year, so he's got a ridiculously high awareness, throw power, and throw accuracy stat. He can throw to Peerless Price and Brian Finneran (both vastly better in this game than reality), not to mention tight end Alge Crumpler. Warrick Dunn will run around you, and TJ Duckett will run through you - it's a given. And if that isn't quite enough, Vick has one of the highest speed ratings in the game, meaning he can call a Hail Mary, send all his wideouts down the field, and run upwards of 20 yards before you wrap him up. Brutal.
This is especially funny because Vick has terrible awareness and throwing accuracy in real life.
NHL 11 has the Vancouver Canucks. Roberto Luongo stops seemingly every shot you throw at him (the only way to beat him is on a deflection), the top line can score at will and make goalies look like idiots, and they seem to be faster than every other team in the game, stifling any breakaway chances. Even if you can get past the defense, Luongo stops you anyway.
Ironic how they lose in the finals at the end of that season the game is released?
It was pretty close to Truth in Television during the far larger sample size of the season, however.
In earlier editions of NCAA Football, the replica of the 1994 "Miracle at Michigan" was this. The issue was that, in reality, Colorado QB Kordell Stewart threw a high, lofting floater pass 70 yards in the air that deflected to his wide receiver. In the game, 1994 CU QB (they couldn't use his name) physically couldn't throw it that far. So your two options were to try to throw a quick pass out of bounds to get closer, with 6 seconds and no timeouts this was tough on its own, or to chuck it to about the 10 yard line and hope your WR could catch it (unlikely as it is) and break 2-3 tackles on the way into the endzone.
The Tiger Woods PGA Tour series has The Predator fantasy course - an absolutely fiendish nightmare of a course set in the Amazon Rainforest that is what happens when you let developers try and make you cry. With extremely generous out-of-bounds areas, completely diabolical greens that slope every single way but the hole, ridiculous elevation changes, incredibly tall trees to hit between and even a hole that resembles a labyrinth more than a coherent golf hole, it is difficult for a character with maxed stats to finish under par, let alone a normal character. And don't even try on Tour Pro difficulty...
Fantasy courses were originally a chance for the developers to screw around and have fun torturing the players - Wallaby Creek, Penguin Falls and Paradise Cove are mercifully extinct, but Emerald Dragon, Greek Isles, The Highlands and, of course, The Predator are still, sadly around.
Swing Away Golf was a flawed game in many aspects and had its share of events that were a lot tougher than they should have been. The absolute worst, however, was the Mid-Amateur Competition. It ran on holes made by the game's clumsy, buggy course creator, often resulting in ridiculous slopes and pin placements. The result being that on many holes you'll have to shoot way uphill or way downhill, or over massive bunkers, or over massive rough, or otherwise have to make outrageous shots way beyond whatever abilities you have as an amateur. Even Jackpot Cup, which has some truly insane holes, isn't as bad as this.