Pleasantly Perfect is by Pleasant Colony out of Regal State (by Affirmed).

In the 2003 Breeders Cup Classic, which was held at Santa Anita, Pleasantly Perfect surprisingly went off only seventh favourite in the betting at 14/1. The strong 10 runner field included 7/2 favourite Ten Most Wanted, Medaglia d`Oro (4/1), Perfect Drift (9/2), Hold That Tiger (5/1) and Congaree (7/1), with Kentucky Derby hero Funny Cide at 10/1 and previous years winner Volponi at 18/1.

Pleasantly Perfect broke well but was held back as Medaglia d`Oro led early on. Congaree took up the running but Medaglia d`Oro regained the lead one furlong out.
Pleasantly Perfect was driven to lead 100 yards out and ran on well, beating Medaglia d`Oro by one and a half lengths, with Dynever necking out Congaree for third. The time was 1 min 59.88 s.

In 2004 Pleasantly Perfect started his campaign with a 4 length victory in the San Antonio handicap at Santa Anita, beating Star Cross, Fleetstreet Dancer and Congaree, the 2/5 F who was last of the four runners.

Pleasantly Perfect then ventured overseas for the first time to contest the ninth running of the the Dubai World Cup, the world`s most valuable race. Also invited were Medaglia d`Oro as well as Fleetstreet Dancer and Admire Don, who had finished first and second in the Japan Cup Dirt.

Some racing judges expected Medaglia d`Oro to reverse the Breeders Cup Classic result and British bookmakers sent Medaglia off as 2-1 favourite, followed by Pleasantly Perfect 5/2 and Victory Moon at 4-1. Pleasantly Perfect was ridden by Alex Solis while Jerry Bailey was on Medaglia d`Oro.

On a perfect late March evening at Nad Al Sheba, racegoers were treated to a classic race. At the 400 metres mark Medaglia went ahead of frontrunner Fleetstreet Dancer and the race then became a classic matchrace with Pleasantly Perfect and Medaglia d`Oro duelling to the line. Neither wanted to concede but Pleasantly Perfect drew away to win by three quarters of a length. Victory Moon was five lengths back in third with Godolphin`s Grand Hombre in fourth, a further seven and a half lengths behind.

By winning the Dubai World Cup, he became only the second winner of both the Breeders Cup Classic and the Dubai World Cup. Pleasantly Perfect, a six year old, had also broken the sequence of four consecutive Dubai World Cup wins by four year olds.

Dubai World Cup 2004 was a great advertisement for the Dubai World Cup as an institution on the global racing calendar, second only to the Breeders Cup. The form held up perfectly with the first two in the Breeders Cup Classic again finishing in that order.

Pleasantly Perfect was trained by Richard Mandalla for the Breeders Cup Classic at Lone Star Park in October 2004, where he came a creditable third.