1) Only one mare has produced two winners of the Preakness Stakes. Name her and her Classic-winning sons.
Leisure produced 1908 winner Royal Tourist and 1914 winner Holiday. A shout out to Allison Roulston for ferreting out the answer.
2) This Preakness winner rebounded from a surprising Kentucky Derby defeat to take the black-eyed Susans. The very last foal fathered by his distinguished sire, he completed a Triple Crown for that stallion, though undoubtedly not in the way their owner would have hoped. Name him.
This one stumped everyone. The answer is Bimelech, who won the 1940 Preakness Stakes and Belmont Stakes to complete a Triple Crown for his sire Black Toney. Black Toney's Kentucky Derby winner was Black Gold, the 1924 victor.
3) By the time this Preakness winner earned his Classic victory, he had already overcome more than his share of adversity. As a juvenile, he suffered a back injury from slamming into a starting gate, followed by a hock injury that caused him to miss the Saratoga meeting. On his first race back from the hock injury, he slammed his head into the starting gate and came back from a second-placed finish with a bleeding mouth. Nonetheless, he came back from all that to compile a great record for speed, courage and weight carrying ability. Name this accident-prone champion.
Allison Roulston was spot-on again, correctly naming 1957 Preakness Stakes winner Bold Ruler as the subject of this question.
4) Name the only man to have won the Preakness Stakes as both a jockey and a trainer, and the horses with which he accomplished his feats.
As Kim correctly stated, John Longden rode Count Fleet to victory in 1943 and trained Majestic Prince in 1969. Thanks to the same two horses, he is also the only man to have both ridden and trained Kentucky Derby winners.
5) Two Preakness Stakes winners have gone to France to contest the Prix de l'Arc de Triomphe. Name them, the years in which they competed, and their results.
Carry Back, the 1961 Kentucky Derby and Preakness winner, became the first winner of an American Triple Crown race to run in the Arc; he was 10th in 1962. In 1965, Preakness winner Tom Rolfe became the second to contest France's greatest race and finished sixth. Ron Micetic pegged Carry Back as one of the two, and Allison Roulston completed the double with Tom Rolfe.
Well done to everyone who took a crack at these toughies! The regular trivia challenge will be back this weekend, but don't forget to look for the Belmont trivia challenge in three weeks!