Tappan Street

Tappan Street

Into Mischief - Virginia Key, by Distorted Humor

  • Bred on the Into Mischief/Distorted Humor cross that has produced leading sires Practical Joke and Life is Good
  • His dam Virginia Key is G2-placed and a half-sister to G1-winner Grace Adler; other members of this prominent family include G1-winner Bullsbay, G3-winner Our Khrysty, G3-winner Pyrenees, etc.
  • $1 million yearling at the Saratoga Select Sale
  • Impressive debut MdSpWt winner as a 2YO by 1 ¾ lengths, stopping the clock in 1:23.46 for the 7 furlongs–The fastest 2YO MdSpWt time at the distance at Gulfstream in the past 4 ½ years
  • Finished a close second in his Graded stakes debut in the G3 Holy Bull, finishing nearly 10 lengths ahead of the 3rd place finisher
  • Defeated eventual dual Classic-winner, Champion 3YO, and Horse of the Year Sovereignty by 1 ¼ lengths in the G1 Florida Derby
  • Finished the nine furlongs in 1:49.27, the fastest 9 furlongs run by a 3YO at Gulfstream in 2025
  • Ran a faster time in the Florida Derby than Commandment, Forte, White Abarrio, Known Agenda, Tiz the Law, Audible
  • The only horse to defeat Sovereignty during a Classic-winning and Horse of the Year 3YO campaign
  • Florida Derby winner like leading sires Tiz the Law, Nyquist, Constitution, Quality Road, Scat Daddy, Empire Maker, Harlan’s Holiday, Unbridled’s Song, Unbridled, etc.
  • Returned from a nine-month layoff to win an allowance at Gulfstream by a length, defeating five rivals as the heavy favorite
  • Was #3 on the NTRA Top Thoroughbred Poll as of April 7, 2025 and consistently #3 on the BloodHorse Derby Dozen list.

Conqueror of Kentucky Derby winning Champion Sovereignty in the Florida Derby, Tappan Street is a product of the famed Into Mischief/Distorted Humor cross, which has also produced such as Practical Joke, Life Is Good and Citizen Bull.

The Into Mischief cross with mares from the Gone West branch of Mr. Prospector has been an extremely successful one. Daughters of Mr. Greeley have supplied Horse of the Year winner Authentic; grade one winners Mia Mischief and Mischievous Alex are out of mares by Speightstown (sire of Munnings and Central Banker, already the broodmare sire of an Into Mischief graded stakes winner); from a mare by Grand Slam, Into Mischief sired graded winner Strict Compliance, and he has graded winner Somebeyay out of a mare by Grand Slam son, Limehouse. There are also Into Mischief stakes winners out of mares by Gone West sons Elusive Quality (sire of Quality Road – already broodmare sire of an Into Mischief line graded stakes winner – Smarty Jones  – broodmare sire of an Into Mischief line stakes winner – and Great Notion) and Proud Citizen.

Into Mischief has crossed well with mares from the Fappiano branch of Mr. Prospector particularly through Unbridled, who appears as broodmare sire of his brilliant daughter Covfefe. The cross of Into Mischief and sons with mares by Unbridled son, Empire Maker, has been a prolific one and has provided such as Kentucky Derby winner Mandaloun and Dubai World Cup victor, Laurel River. There is a stakes winner by a son of Into Mischief of a mare by Empire Maker son, Bodemeister, and Into Mischief grade one winner Tommy Joe is out a mare by Empire Maker son, Pioneerof the Nile, sire of American Pharoah, Classic Empire and Cairo Prince.

The Into Mischief cross with a mare by Unbridled’s Song has produced grade one winner Gina Romantica. From mares by sons of Unbridled’s Song, we find Champion Ted Noffey out of a daughter by a mare by Old Fashioned, graded winner Maximus Mischief out of a mare by Songandaprayer, and stakes winners out of mares by Political Force, Rockport Harbor, Cross Traffic and Fiber Sonde. Unbridled’s Song could also be brought in through Liam’s Map, Arrogate and Midshipman. There is an Into Mischief line group winner out of a mare by Spanish Steps – a brother to Unbridled’s Song – and there are also stakes winners out of mares by other Unbridled sons, Broken Vow, Saarland and Harlington

Out of a mare from the Cryptoclearance branch of Fappiano, Into Mischief has graded stakes winner Conquest Enforcer out of a mare by Victory Gallop; there are 12 stakes winners by Into Mischief and sons, including grade one winner Chocolate Gelato out of mares by Candy Ride (sire of Twirling Candy and Gun Runner), and grade one winner Doppelganger is out of a mare by Fappiano Quiet American (grandsire of Midnight Lute).

Into Mischief has graded winner Golden Mischief out of a mare by Mr. Prospector son, Carson City, and graded winner Gas Station Sushi out of a mare by Carson City son Five Star Day, which also suggests daughters of City Zip, including Bustin Stones, also the broodmare sire of an Into Mischief line stakes winner. Into Mischief has sired stakes winners out of daughters of Mutakddim and Bob and John (both by Seeking the Gold, also sire of Petionville and Cape Town), and graded stakes winner Miss Mischief out of a mare by Lemon Drop Kid (by Kingmambo). 

Overall, almost any strain of Mr. Prospector might prove positive here, but we can note that Into Mischief has also sired graded winners Bye Bye and Resiliance out of mares by Smart Strike. Smart Strike is sire of Lookin at Lucky (broodmare sire of Into Mischief grade one winner Timberlake), Curlin (broodmare sire of five Into Mischief stakes winners, including grade one winner Renegade) and English Channel. Into Mischief also has stakes winners out of mares by Thunder Gulch and Pulling Punches (by Two Punch, also sire of Smoke Glacken). Out of a mare by Mr. Prospector line stallion Street Sense (by Street Cry, also sire of Street Boss), comes graded stakes winning two-year-old Brave Deb. From another branch of the sire line stemming from Mr. Prospector’s sire, Raise a Native, that of Majestic Prince, Into Mischief has graded stakes winner Mighty Mischief out of a mare by Super Saver (by Maria’s Mon), himself sire of Runhappy.

Turning to the Northern Dancer line, we find that Into Mischief has enjoyed considerable success with mares from the Danzig line, including a stakes winner out of a mare by War Front (also sire of Data Link – broodmare sire of an Into Mischief line stakes winner – The Factor, Declaration of War, Summer Front and Omaha Beach). Into Mischief sired graded winner Can The Man out of a mare by Danzig himself, graded stakes winner Ain’t Easy out of a mare by Fastnet Rock (from the Danehill branch), graded stakes winner Musical Mischief out of a mare by Bellamy Road (by Concerto), graded stakes winner Gerrymander out of a mare by Hard Spun, graded stakes winner Instagrand out of a mare by Lawyer Ron (by Langfuhr) and stakes winners out of mares by Lil’s Lad and Polish Numbers. Other sources of Danzig that would appeal here, including Belong to Me and Exchange Rate.

Into Mischief’s millionaire Vyjack is out of a mare by Stravinsky, a son of the Northern Dancer horse, Nureyev. Other sources of Nureyev include Fasliyev, Spinning World, Theatrical, Unusual Heat and Atticus. Into Mischief is also emerging an option for the Medaglia d’Oro branch of Sadler’s Wells – a three-quarters brother to Nureyev. There are a pair of graded stakes winners by Into Mischief line stallions out of mares by Medaglia d’Oro, grade one winner Ways and Means and graded winner Highly Motivated out of mares by Medaglia d’Oro son Warrior’s Reward and grade one winner Raging Torrent out of a mare by Violence. This suggests trying mares by Kitten’s Joy and Artie Schiller, both by Medaglia d’Oro’s sire, El Prado. The Into Mischief cross over mares by Sadler’s Wells son Galileo has also been a grade one producing one, and Galileo sons in the U.S. include Magician and Capo Blanco).  

On the cross with A.P. Indy line mares, Into Mischief is the sire of grade one winner Atone out of a mare by A.P. Indy himself. Into Mischief line appears to have a strong affinity for A.P. Indy grandson Tapit (by Pulpit), notably with the Kentucky Oaks winner Pretty Mischievous. Tapit is sire of Constitution, Cupid, Frosted, Tapizar, Tonalist, Tapiture and Trappe Shot and Pulpit is also sire of Corinthian (broodmare sire of an Into Mischief line graded stakes winner), Sky Mesa and Stroll.

 Into Mischief has Kentucky Derby winning Champion Sovereignty and grade one winner Shred the Gnar out of a mare by Bernardini a horse bred on similar lines to Tapit include Kentucky Derby and Belmont Stakes victor, Sovereignty, and millionaire Owendale. Bernardini is sire of Stay Thirsty and To Honor and Serve. There is also Into Mischief line grade one winner, Newgate, out of a mare by Majestic Warrior, and stakes winners out of mares by Aptitude, Congrats and his brother to Flatter, Malibu Moon (whose son, Orb, is broodmare sire of Into Mischief graded one winner Commandment), Mineshaft (sire of Dialed In and Discreetly Mine) and Jump Start.

Kentucky Derby winner Mystik Dan is by a son Into Mischief out of a mare Colonel John, a son of Tiznow, and Champion Wonder Wheel is by Into Mischief out of a mare by Tiz Wonderful, both these being sons of Tiznow, who himself is broodmare sire of grade one winner Played Hard by Into Mischief, and of millionaire Mr. Money by a son of Into Mischief. Tiznow is from the Relaunch line and from other branches of this line there are stakes winners out of mares by Honour and Glory (sire of Put It Back), and by Skywalker and his grandson Officer (broodmare sire of an Into Mischief line stakes winner).

Into Mischief’s spectacular daughter Gamine is out of a mare by Kafwain, and that horse’s sire, Cherokee Run (by Runaway Groom, a son of Blushing Groom), is broodmare sire of Into Mischief line graded winner Rodriguez. There is also a stakes winner out of a mare by another son of that horse, Yonaguska. Into Mischief’s sire, Harlan’s Holiday sired champion Shanghai Bobby out of a mare by Orientate (by Blushing Groom son, Mt. Livermore, also sire of Housebuster and Peaks and Valleys), who is also broodmare sire of graded winner Wildman Jack by Into Mischief son Goldencents. There is also a stakes winner by Into Mischief out of a mare by Blushing Groom son, Rahy.

We can also note that Into Mischief and sons have grade one winner Dayoutoftheoffice and graded winners Frank’s Rockette, Westwood and Full Moon Madness out of mares by Indian Charlie, and there is also a graded stakes winner out of a mare by Indian Charlie son, Bwana Charlie, and a graded stakes winner out of a mare by another son, Uncle Mo. Indian Charlie is also sire of Adios Charlie and Liaison, and Uncle Mo is sire of Nyquist, Outwork and Laoban.

Age Starts 1st 2nd 3rd Earned
2 1 1 0 0 $24,000
3 3 2 (1) 1 (1) 0 $646,400
4 2 0 0 0 $7,500
Career 6 3 (1) 1 (1) 0 $677,900
Won at 2

A MdSpWt at Gulfstream Park

Won at 3

Allowance race at Gulfstream Park

G1 Florida Derby at Gulfstream Park

2nd at 3

G3 Holy Bull S. at Gulfstream Park

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