Madison Nichols, aspiring actress, is floundering. Her rent is due and she needs a job. Desperately. After getting a tip about an open position, she rushes to Jameson Technologies and meets CEO Jared Jameson. Unfortunately, due to a misunderstanding, she is put in the awkward position of pretending to be his girlfriend. Not the job she was applying for. And when she finds out Jared lied to her to get what he wanted, she decides to get back at him. In front of his family.
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Megan Holloway can't stand her local morning show co-host, Adam Warner, even though he's a total hunk. He goads her on-air until she says things she regrets. But since ratings increase each time they have an on-air fight, the producer encourages his behavior. When a relationship specialist comes onto the show purporting that Adam has hidden feelings for her, she reluctantly agrees to go out with him - on camera. What starts out as one date turns into a viral dating show.
Penny's gotten herself into another one of her crazy messes. She's broke and about to be evicted. When her online boyfriend suggests they elope, she agrees. Why not? She loves him, even though she hasn't met him, so she blows the last of her cash on a fun Las Vegas wedding. Except, William stands her up and the limo driver picks up the wrong guy. A smokin' hot wrong guy. Too bad she doesn't find out who he really is until after the wedding.
Sidney's matchmaking business is suffering. When her best friend convinces her to put on a fake engagement ring to boost customer confidence in her, she reluctantly agrees. Couldn't hurt to try, right? And when her childhood crush comes walking in, she's glad to have her fake engagement as an excuse not to get involved with him. He shattered her heart 10 years ago, and she can't take another painful Blake incident.