Kit Wilson and Elton Prince made sporadic appearances across NXT UK in 2019 before making their official WWE debut under the names Sam Stoker and Lewis Howley in a losing effort to Wild Boar and Primate. They were forced to take a six-month hiatus before returning to NXT UK and turning in their first victory in WWE. Howley and Stoker became the number one contenders for the NXT UK Tag Team Championship on January 28, 2021 after defeating Mark Andrews and Flash Morgan Webster, Oliver Carter and Ashton Smith and The Hunt (Wild Boar and Primate) in a four-way tag team match. They defeated Gallus (Mark Coffey and Wolfgang) to capture the NXT UK Tag Team Championship on February 25, 2021 on NXT UK. They would retain the titles against Kenny Williams and Amir Jordan on the April 1 episode of NXT UK after Williams turned on Jordan. On the July 22 episode NXT UK, they would retain against Subculture's Mark Andrews and Flash Morgan, and on the August 19 episode against Moustache Mountain. However, they would lose the titles to Moustache Mountain in a rematch on the December 9 episode of NXT UK, ending their reign at 287 days.
On the April 5 edition of NXT 2.0, Pretty Deadly, now under the ring names of Elton Prince and Kit Wilson revealed themselves as The Creed Brothers' attackers after they defeated Imperium (Fabian Aichner and Marcel Barthel), effectively making their debut on the NXT brand. The following week, they would defeat the Creed Brothers in a gauntlet match involving Legado del Fantasma (Raul Mendoza and Joaquin Wilde), Josh Briggs and Brooks Jensen, and Grayson Waller and Sanga to win the vacant NXT Tag Team Championship, making them the first tag team to win the titles on their NXT debut and the second team to hold both the NXT and NXT UK Tag Team Championship. They lost the tag titles to the Creed Brothers on June 4 at NXT In Your House, ending their reign at 53 days. On the July 19 episode of NXT, Pretty Deadly fought Josh Briggs and Brooks Jensen for the NXT UK Tag Team Championship in a losing effort. At Worlds Collide on September 4, Pretty Deadly defeated the Creed Brothers, Gallus and Brooks Jensen and Josh Briggs in a fatal four-way tag team elimination match to unify the NXT and NXT UK Tag Team Championships. At NXT Deadline, Pretty Deadly lost the NXT Tag Team Championships to The New Day (Kofi Kingston and Xavier Woods), ending their second reign at 98 days. After failing to regain the titles, Pretty Deadly began feuding with Tony D'Angelo and Channing "Stacks" Lorenzo, and lost to them at Spring Breakin' in a trunk match. This would be their final NXT appearance.
As part of the 2023 WWE Draft, Pretty Deadly were drafted to the SmackDown brand. Pretty Deadly made their SmackDown debut on May 19, 2023, defeating Ridge Holland and Butch of The Brawling Brutes. On the June 16 episode of SmackDown, Pretty Deadly won a tag team gauntlet match to become the number one contenders for the Undisputed WWE Tag Team Championship. On the June 30 episode of SmackDown in London, Kevin Owens and Sami Zayn defeated Pretty Deadly to retain the Undisputed WWE Tag Team Championships. On the July 15 episode of SmackDown, Prince suffered a separated shoulder in Pretty Deadly's tag team match against The Brawling Brutes and had to be sidelined. Pretty Deadly returned on the October 13 episode of SmackDown in a tag team match victory against Ridge Holland and Butch.