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On an evening out with the gang at the bowling alley, Roseanne sneaks a peek at her daughter Becky's first boyfriend; Booker makes a bet with Jackie for very high stakes.
Dan and Roseanne receive a notice in the mail announcing their fifteenth high school reunion; Dan's enthusiastic plan to take photographs for the high school reunion yearbook exposes a 15-year-old secret he has kept from Roseanne.
Roseanne's friend Crystal has a love affair; Roseanne and Jackie want to help her get over it so they take her out to drown her sorrows.
When Dan goes head-to-head with a barroom bully, Roseanne's birthday bash for him at the Lobo Lounge is more of a disaster than a party; Roseanne, angry over Dan breaking a promise never to fight again, storms out of the bar.
Roseanne is tired of seeing Dan and his friends hanging out in the backyard every Saturday under the guise of fixing Dan's truck; she makes a bet with Dan that they can't stop wasting time long enough to fix the truck.