Dexter originally joined the bowling team in order to give the appearance to Sergeant James Doakes that he lived a "normal life." Doakes' belief that Dexter was "up to something" had grown into an obsession which reached the level of stalking
Normally, Dexter had a good advantage at bowling, although the few times he was seen with the team, he was feeling disheartened (after the loss of his brother) or was dealing with Lila's "attitude." Therefore, he wasn't at the top of his game.
Dexter may have actually grown to enjoy bowling, as he was the one who got the team back together (mentioned in "A Beautiful Day").
- The Bowl Till You Bleed players had a rivalry with the Alley Cats, another bowling team.