The four-year-old mare's brilliant pace has reaped victories at her past two starts on the Randwick course proper over 1000m in Benchmark 78 Handicaps on May 23 and June 20.
She takes on another Benchmark 78 over the same short course, but this time has to contend with fellow speed merchant and also hat-trick seeker Spaceboy.
Witherspoon has drawn the outside in a field of nine, and Lees Racing spokesman Lucas Miller is adamant she needs to fly the gates and lead Spaceboy if she is to be a chance of nailing three city wins on the bounce.
"Witherspoon has led in all her four wins," Miller said today. "We will know our fate in the first 100m.
"She handles the wet ground well, but is a one-trick pony. If she can find the lead she is going to be hard to beat again, otherwise it is going to be a tough assignment.
"Kris likes to space her runs and is pleased with her progress."
Lees' decision to book his 3kg city claimer Louise Day means Witherspoon comes in with the same weight (59.5kg) as she carried to her latest victory at headquarters.
Lees will have three representatives – Frankely Awesome, Mawaany Machine and High Opinion – in the Benchmark 94 Handicap (1800m).
Day's claim lessens Listed McKell Cup winner Frankely Awesome's weight to 58kg, another 3kg claimer Tom Sherry (making his metropolitan debut) drops Mawaany Machine's weight to 57kg and form jockey Jason Collett partners High Opinion (55kg), on whom he won a Benchmark 88 Handicap on heavy ground over this distance at Randwick a fortnight ago.
Lees opted not to run Frankely Awesome in last Thursday's Listed Grafton Cup (2350m), which he won with Sixties Groove, when she drew poorly.
"Frankely Awesome has trained on really well since winning the McKell Cup at Rosehill on June 27," Miller said. "She was very strong through the line when she worked impressively on Tuesday morning and is well placed coming back from a stakes race and with Louise's claim.
"High Opinion is an old favorite who relishes wet ground, and you can't fault his latest form. He is going to get a good run from the inside draw.
"Mawaany Machine (with blinkers on) is back from a successful Queensland campaign and is first-up since late May. He has had one trial (at Wyong on July 1) and will definitely take improvement from this race."
The stable considers another Day mount, Chalmers, is a sneaky chance at odds in the Benchmark 78 Handicap (1550m).
Chalmers ran fourth to Orcein in a similar event over 1500m at Rosehill on June 27, and drops 3.5kg.
"He wasn't far away last time, and gets his chance to claim a Saturday win in town," Miller said.
Azarmin was scratched from today's Gosford meeting, and will join stablemate Itz Lily in Saturday's Benchmark 78 Handicap (1800m).
Robbie Dolan rides Azarmin (52kg), whilst Day's booking for Itz Lily lessens her weight to 53.5kg.
"Itz Lily is going well, but has been plagued by poor draws at three of her four starts this time in work," Miller said. "Again she hasn't fared well (outside in a field of 12), but is sure to be competitive if she can get some luck in the run.
"Azarmin was runner-up two starts back to a subsequent Saturday city winner (Lewis), and has a soft gate to get her chance."
Lees' other Kensington acceptors Killin (Tim Clark in the 3YO Benchmark 74 Handicap, 1100m) and Cristal Breeze (Collett in the Benchmark 88 Handicap, 1400m) are not yet certain to contest their respective races.
"Kris wants to see what happens with the weather over the next day or so before confirming starts," Miller explained.
"Killin is always very competitive, and had his first start after being gelded when an easy winner at Gosford on June 30.
"Kris may wait for a softer option with him, but he will run well if he lines up on Saturday.
"Cristal Breeze isn't really comfortable on the heavy ground even though he is racing well.
"Kris is 50/50 about running him and is hoping there is no further rain and the track dries out more. No doubt he in great form, and would be a real "Top 2" chance again if he does start."
Cristal Breeze drops 4kg to 54kg going from a Benchmark 78 last time to a Benchmark 88, and will meet his last start conqueror Handspun 1.5kg better should he run.
. Lees opted not to send stablemates Top Prospect (Cup) and Tawfiq Boy (Newmarket) from his Gold Coast base to Rockhampton for tomorrow's feature meeting, and instead the pair will run at Saturday's metropolitan meeting at Ipswich.
Andrew Mallyon partners Top Prospect, who has a 1.5kg turnaround in the Benchmark 85 Handicap (1666m) on Milk Man, who beat him narrowly in a Benchmark 90 Handicap (1615m) at Doomben on June 20 at their latest meeting.
"Ipswich should suit Top Prospect," Miller said. "He will be up on the speed from an inside draw and hopefully hard to keep out at the end."
Apprentice Jackson Murphy rides Tawfiq Boy, lessening his weight to 60.5kg in the Benchmark 78 Handicap (1200m).
Whilst the six-year-old has been unplaced in two recent Queensland runs, they were in stronger Benchmark 85 Handicaps at Doomben and the Gold Coast, and he has since won a Gold Coast trial (1000m) on June 30.
Whilst Tawfiq Boy has never raced at Ipswich, six of his eight career wins have been at Saturday's 1200m.