Jaime Pressly and Katie Finneran star in this new family comedy as Annie Watson and Nikki Miller, best friends who lean on each other amidst the serious task of raising two teenagers. Misfits most of their lives, Annie and Nikki hoped to have daughters that are considered cool, but by doting on their girls and giving them everything, they've created two entitled beauties who treat their moms as poorly as the women were treated in high school. Annie and Nikki love their daughters and want to give them everything they never had- yet sometimes they can't help but think I HATE MY TEENAGE DAUGHTER.
Annie and Nikki deal with the difficult task of disciplining their daughters, but it could mean making the girls miss their first school dance, something the moms have really been looking forward to.
In an effort to reconnect with the girls, Annie (Jaime Pressly) reinstates an old tradition of “Family Night,” even though the adults are all now divorced. Of course, nothing goes right: the girls try to escape; Nikki (Katie Finneran) becomes outraged after learning that Gary (Chad L. Coleman) is dating someone new; and Annie is thrown for a loop when Jack (Kevin Rahm) shows up with a hot date.
As the girls prepare for a father-daughter dance, Annie (Jaime Pressly) and Jack (Kevin Rahm) suspect Matt (Eric Sheffer Stevens) will bail on Sophie (Kristi Lauren) – as usual. So Jack is on stand-by with his tuxedo. Meanwhile, Mackenzie (Aisha Dee) doesn’t want Nikki (Katie Finneran) to attend the dance and embarrass her. But it’s Gary (Chad L. Coleman) who ends up being the center of attention.
Annie (Jaime Pressly) reluctantly agrees to let Sophie (Kristi Lauren) start dating a sixteen-year-old boy and is pleasantly surprised when she sees the positive influence he has over her, until he reveals a little surprise of his own. Meanwhile, Jack (Kevin Rahm) agrees to help Mackenzie (Aisha Dee) on a school report about the court system and, in return, gets makeover advice from both Nikki (Katie Finneran) and Mackenzie when they decide he needs a little “flash” and “pop” in order to win a court case he’s worried about.
Annie takes classes at the local college to prove to Sophie that good grades are important and the dads must help the girls finish a project.
Annie reenters the dating pool when she accepts her former Spanish teacher's invitation to dinner. That doesn't sit well with a jealous Jack, whose background check on the man uncovers a secret.
Annie and Nikki think that spring break is the perfect opportunity to grab the girls for some quality time, so they hop in Matt's tour bus and roll on down the highway to the Ozarks.
Principal Diego and her husband separate, so Annie and Nikki try to befriend her in hopes of getting the vulnerable administrator to write letters of recommendation to a college-prep summer program for their daughters. Meanwhile, Matt asks Jack's assistant out on a date, despite Jack being against the idea.
The mothers throw their daughters a double-birthday soiree, but the teens think it's lame and demand a "Mad Men" theme for the bash. At the party, Sophie is mortified when Annie's ensemble gets too much attention from the teenage male guests. Meanwhile, Matt seeks Jack's help after forgetting to buy his daughter a birthday present.
Sophie and Mackenzie try out for the cheer squad, but when Sophie gets picked and Mackenzie doesn't, this causes friction between the friends and mothers. Meanwhile Matt and Gary need to cut the worst player from their basketball team, Jack.
Mackenzie and Sophie are invited to a seniors party but Annie has her concerns.
Sophie is desperate to go on a school ski trip but financial issues get in the way.
Sophie sneaks out to a concert and Annie is less than impressed.