AITA for refusing to be my best friend’s best man when he marries his second wife, who is his former mistress?
In a quiet moment of reflection, a man grapples with a request that tests the bounds of a 20-year friendship. His best friend, now free to marry his former mistress after his wife’s death, asks him to stand as best man—a role he refuses, unable to celebrate a union born of years of infidelity. The sting of betrayal lingers, not just from the affair but from the expectation to smile through it, leaving the man torn between loyalty to his friend and fidelity to his principles.
The friend, raising three young children alone, pleads for support, arguing the past is irrelevant now. Yet the man, who has stood by the kids despite his disapproval, finds the wedding a bridge too far. This isn’t just about saying no—it’s a raw clash of friendship, morality, and the weight of past choices, pulling readers into a poignant dilemma.

‘AITA for refusing to be my best friend’s best man when he marries his second wife, who is his former mistress?’




The man’s refusal to serve as best man is a principled stand rooted in his discomfort with his friend’s infidelity, which he confronted directly upon learning of the affair. His continued support for his friend’s children shows compassion, but his rejection of the wedding role reflects a boundary drawn at endorsing a relationship that began deceitfully. The friend’s defense—that both are now single—misses the deeper issue of trust and respect, which the man feels were violated.
This situation highlights the complexity of maintaining friendships when values diverge. The man’s disapproval, even if he didn’t like the late wife, stems from a moral stance against infidelity, a boundary he’s entitled to uphold. The friend’s expectation that he set this aside for the wedding overlooks the emotional weight of celebrating a union tied to betrayal. Dr. Shirley Glass, an expert on infidelity, notes that affairs fracture not just marriages but also friendships, as they challenge shared values and trust.
The broader issue is navigating loyalty when personal ethics clash. The man’s role as a supportive figure for the children shows he hasn’t fully abandoned his friend, but his refusal to play best man is a clear line, signaling that friendship doesn’t require unconditional endorsement. The friend’s disappointment suggests he underestimates the impact of his actions on their bond.
To move forward, the man could maintain his boundary while offering alternative support, like attending as a guest or helping with the kids during the event. Open dialogue with his friend about their differing values might clarify intentions, though the friendship may never fully recover. The man might benefit from reflecting on whether this relationship aligns with his principles long-term. This story underscores the challenge of balancing loyalty with personal integrity.
Here’s the feedback from the Reddit community:
Reddit users largely support the man, praising his integrity for refusing to endorse a marriage rooted in adultery. They view his friend’s actions as disrespectful, both to his late wife and to the friendship, and see the request for best man as tone-deaf. Many commend his support for the children, distinguishing it from approving the marriage, and urge him to maintain his stance.
Some users question the context of the wife’s death or the affair’s discovery, but most agree the man’s discomfort is valid, regardless of specifics. A few suggest the friendship may naturally fade, given the moral divide. The passionate responses reflect a shared belief that personal principles should guide participation in significant events, even at the cost of strained ties.



















This story captures the heartbreak of a friendship tested by betrayal, where a man’s refusal to celebrate his friend’s marriage to a former mistress sparks a moral standoff. His choice to prioritize principle over loyalty resonates with anyone who’s faced a similar crossroads. Have you ever had to draw a line with a close friend over their choices? Share your thoughts—how do you balance friendship with personal values?
