Miss Manners: Woman tires of being serial flirt’s ‘wingman’

Key Takeaways:

• The column deals with a woman frustrated by her friend’s constant flirtatious requests.
• She is expected to bring random people to the table on his behalf.
• The piece highlights the discomfort and boundary issues involved in such repeated scenarios.
• Miss Manners’ advice underscores the value of personal autonomy.
• Published in Oregon Local News on December 19, 2025.

The Unwelcome Role

A woman penned a letter to Miss Manners, explaining how she has grown weary of her friend’s habit of dragging her into flirtatious encounters. The friend often relies on her to approach strangers, essentially pressuring her to be his “wingman,” even when she would rather sit back and enjoy her own evening.

Why It Becomes Exhausting

According to the brief description available, her main complaint is that she does not want to act as the go-between for his introductions any longer. She finds the practice awkward and taxing, demonstrating how an innocent request from a “serial flirt” can become a recurring, unwanted chore.

A Persistent Pattern

The letter-writer describes her friend’s habit of “serial flirting”—that is, he moves from one possible romantic prospect to the next, roping her in to pave the way. The scenario goes beyond a casual favor; it has become an expectation that she will help secure introductions or persuade strangers to join their table.

Miss Manners’ Approach

While full details of Miss Manners’ counsel are restricted to paid subscribers, the column’s hallmark style typically offers polite but firm strategies on handling social pressure. This scenario underscores the value of maintaining personal boundaries and being free to decline unwanted social responsibilities.

Moving Forward

By raising this concern publicly, the letter-writer highlights a common dilemma: how to balance courtesy with preserving one’s comfort. Though details of the solution remain limited, the underlying message points to the importance of open communication and personal autonomy—especially in friendships tested by awkward or persistent requests.