Latrell Sprewell appears to have let the intrusive thoughts win this week.
The retired former New York Knicks All-Star Sprewell was in attendance at Madison Square Garden in New York, N.Y., for Monday’s second-round playoff Game 4 between the Knicks and the Boston Celtics. Also in attendance was Kylie Jenner, the famous member of the Kardashian clan. Jenner was there with her sister Kendall and her boyfriend Timothee Chalamet, the award-winning actor.
At one point in the evening, Sprewell posed for a picture with Jenner. Sprewell posted the photo to his Instagram page and included the caption, “OMG Kylie is even more beautiful in person” … along with a drooling emoji.
Kylie Jenner at an NBA game
May 12, 2025; New York, New York, USA; American socialites Kylie Jenner, right, sits court side with actor Timothee Chalamet while seated court side in the second half during game four of the second round for the 2025 NBA Playoffs between the New York Knicks and the Boston Celtics at Madison Square Garden. Mandatory Credit: Vincent Carchietta-Imagn Images
Latrell Sprewell on IG:
“OMG Kylie is even more beautiful in person” pic.twitter.com/7XbWPK944R
— Legion Hoops (@LegionHoops) May 14, 2025
Sprewell’s caption, particularly his choice of emoji, got him roasted big-time over social media. Take a look at a sampling below.
That emoji tho pic.twitter.com/uWLIsM4ict
— HeatHound (@PureHeatles) May 14, 2025
Unc DROOLING on the timeline and he gonna claim he was hacked
— Follow HeavenlyBuckets (@Heavenlybuckets) May 14, 2025
Chalamet can’t let this slide pic.twitter.com/zUpYLwsIar
— Unbiased Mets Fan (@TheMetsX) May 14, 2025
unc gotta relax
— reece (@wannabereece) May 14, 2025
Sprewell, 54, is exactly twice the age of Jenner, 27. He was already a multi-time NBA All-Star before Jenner was even born, so a post like that one was always going to get him clowned.
Nevertheless, this just goes to show how Madison Square Garden, especially during the playoffs, is always a who’s who of famous figures (from former NBA stars to A-list celebrities). Sprewell himself, who played for the Knicks from 1999-2003, has been a regular at the arena ever since reconciling with Knicks owner James Dolan.