Winnie, a dating blogger who anonymously writes under the pen name Luckless, goes viral for a post about a disastrous date with Holden, a perpetually single sports agent who refuses to settle. When Winnie’s boss offers her very own column on the popular lifestyle site, Mush, Winnie has no choice but to keep dating Holden for content. But things get complicated when feelings develop and Winnie learns that Holden has a teenage son.

Aubri Callahan is an aspiring comedian and ghost writer for Bella Delmonico, acclaimed stand up comic and owner of the Vista Theater. Performing at the Vista is a key step on the way to stardom and despite her natural talent, Aubri patiently waits for her time to shine, writing jokes for Bella in the shadows of the comedic giants that came before her. When The Vista Theater Variety Show lands in Aubri’s lap she must plan the whole event and find a headliner all before Christmas eve, just three weeks away.

An acclaimed medieval romance novelist is hired to be a matchmaker for a real-life prince in a desperate attempt to find true love before the fixed royal wedding date. But as their quest draws cues from romance novel clichés, tropes start to become real, and they must decide whether to become the characters in their own fanciful love story or bow to tradition.

Distraught patients recently diagnosed with STIs look back on how they contracted the disease and what they could have done to prevent the transmission.