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The Worst Wingman by AmyB_Writes
Fandoms: Bridgerton (TV), Bridgerton Series - Julia Quinn
25 Mar 2026
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Summary
After Colin witnesses Penelope's failures with men firsthand, he offers to help her learn how to flirt, leading to disastrous results as he finds himself questioning whether he knows anything about women at all, and wondering why watching Penelope become more successful at dating makes him want to claw his own eyes out.
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Penelope Featherington hates clubs. As soon as she walks in the door and the scent of sweat and body odor overtakes her nostrils, along with the thumping of the base and strobe lights from the DJ booth, she immediately regrets all of her decisions that led her here tonight.
She scans the crowd, praying to find a recognizable face quickly and minimize the amount of time she has to awkwardly stand alone on the wall. She’s spent most of her life in such positions, but normally she had Eloise by her side. Someone to whisper with as they judged all of the glorious people who weren’t too scared to put themselves out there and behave as though they were the main character in their own stories. She envied them. She hated them. Since Eloise moved to Birmingham for work a few months ago, Penelope finds herself struggling to become the main character in her own life.