Dear Jane column tackles holiday party misstep and marriage decision in latest advice feature
In two letters, readers navigate flirting with a married CEO at a company party and choosing to stay with a husband after infidelity, with guidance from Jane Green's agony aunt column

A new edition of Jane Green's agony aunt column delves into two readers’ dilemmas sparked by the holiday season, illustrating how relationships and workplace dynamics intersect with public scrutiny. The feature, published under the Dear Jane umbrella, centers on a reader who describes drunkenly confessing a crush on her handsome, married CEO at a company holiday party and the lingering worry about returning to the office. The other letter comes from a spouse who, after discovering her husband’s infidelity, chose to stay in the marriage following couples therapy and now worries about how to tell friends who urged her to end the relationship. The responses from the columnist aim to ground readers in pragmatic, nonjudgmental guidance during awkward moments that can feel amplified by the season.
In the first scenario, the letter-writer recalls that the evening began as a typical office party at a chic venue, but alcohol loosened boundaries and left her admitting to a crush on the CEO and attempting to flirt with him. Colleagues later filled in details suggesting she publicly voiced her attraction and tried to pursue the married leader. The column’s guidance emphasizes that flirting with a boss, while mortifying, is not automatically harassment or misconduct, particularly when intoxication is involved and the behavior did not escalate. The recommended course is to return to the workplace and carry on as a professional, avoiding further discussion of the incident. If the matter is raised by the boss, the advised response is to acknowledge embarrassment, apologize succinctly, and move forward without dwelling on it. The overarching message is to let the episode fade from daily conversation and protect professional boundaries rather than turning the party misstep into a focal point of office life.
The second letter, labeled Wife Woes in the column, centers on a reader who faced the pain of her husband’s infidelity and, after weeks of heartbreak, chose to stay in the marriage. The couple has been attending therapy together to repair the relationship and rebuild trust for their children. Now, the wife worries about telling friends who had urged her to end the marriage that she intends to stay and work things out. Jane Green’s response underscores that friends often misread intimate decisions and that professionals can provide a non-judgmental space to process what is best for the individual and the family. The columnist notes that protecting one’s autonomy is essential, even when those around you disagree. If the reader still seeks validation from friends, the advice suggests setting boundaries and explaining that the decision is personal. The column also recommends continuing individual therapy to navigate the complexities of a repaired relationship and the social fallout of choosing to stay.
Taken together, the latest Dear Jane installment reflects a broader cultural fascination with how people manage romantic and professional boundaries under the glare of holiday gatherings. Jane Green, internationally known as a best-selling author, uses the agony aunt format to blend practical guidance with real-life anecdotes drawn from readers’ letters. The Daily Mail feature that accompanies the column’s latest installment highlights a tone that is both compassionate and pragmatic—acknowledging human vulnerability while urging readers to act with responsibility and self-respect. The guidance is not to erase mistakes but to address them in a manner that preserves dignity, boundaries, and the well-being of those involved. In this light, the column remains a touchstone for readers seeking straightforward, non-judgmental advice on relationships and workplace etiquette during a season that often magnifies personal drama.
As entertainment and culture continue to intersect with everyday life, the Dear Jane column stands as a reminder that everyday choices—whether navigating flirtation at a party or deciding how to handle a marriage in recovery—can carry lasting significance. The correspondence and responses offer a framework for readers confronting awkward moments with honesty, discretion, and an eye toward healthier boundaries for the future.