AITA for dating someone (almost) my daughter’s age?

In the wake of a blindsiding divorce, a man in his mid-50s found himself stepping into uncharted waters: a new romance with a vibrant 27-year-old coworker. What seemed like a fresh start for him turned into a family firestorm, with his daughters slamming the door shut, labeling him a creep for dating someone so close to their age. The sting of their rejection hangs heavy, as the man defends his right to move on, while his son offers quiet support.

This tale of love, loss, and generational divides unfolds in a suburban home, where old wounds and new beginnings collide. Can a father’s pursuit of happiness justify the rift with his children, or is this age-gap romance a step too far? As the Reddit community weighs in, the story sparks a heated debate about love, loyalty, and what it means to start over.

‘AITA for dating someone (almost) my daughter’s age?’

My (now ex) wife divorced me about a year ago. We had been married for over 20 years. She had no interest in marriage counselling and it was out of the blue. Obviously I wanted to work through it, but since she wasn't willing to try, I went ahead and tried to have an amicable divorce. We have 3 kids together (20M, 22F, 25F). We're both in our mid 50s.

Since then I've started dating a 27 year old coworker. It's gotten very serious very quickly. Both of my daughters think I'm an a**hole and I'm being extremely insensitive to my ex-wife for not only jumping head first into a serious relationship so soon after our divorce, but also dating someone so much younger.

hey've both cut contact and made no secret that they think I'm a creep for dating someone almost as young as them. Only my son is being supportive of me trying to move on. Personally I don't think I've done anything wrong. My wife is the one that wanted the divorce, and while the age gap is big, she's also a consenting adult... If she was 20 I'd understand and think it was inappropriate. But 27? Come on.. AITA?

This family’s clash over a father’s young girlfriend reveals the thorny dynamics of age-gap relationships. “Large age differences in relationships can trigger discomfort, especially when children see their parent’s partner as a peer,” says Dr. Susan Krauss Whitbourne, a psychology professor, in a Psychology Today article. The daughters’ reaction reflects their struggle to reconcile their father’s new role with their own identity, while his quick leap into a serious relationship post-divorce may signal unresolved grief.

The father views his 27-year-old partner as a consenting adult, but the daughters see a power imbalance, amplified by the workplace dynamic. Dr. Whitbourne notes that 60% of age-gap relationships face social stigma, often straining family ties. The son’s support suggests he prioritizes his father’s happiness, highlighting conflicting family perspectives.

To mend this rift, Dr. Whitbourne advises open, empathetic dialogue. The father could acknowledge his daughters’ discomfort while explaining his intentions, perhaps in family therapy.

See what others had to share with OP:

Reddit brought the heat with a mix of empathy and sharp critique. Here’s what the community had to say:

irisshadow − NAH. That age gap is something impressive alright. Be mindful that such a large age gap usually doesn’t work out in the long run. I can’t blame your children for being creeped out. The girlfriend can be your daughter. It’ll be hard for them to respect your decision.

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supersoup- − Would you want your daughter dating a man your age or older?

[Reddit User] − YTA coworker and half your age? Trainwreck just waiting to happen.

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Anjodu − This whole thing is weird. Gotta go with YTA. You are fully within your rights to move on and find new happiness after how your marriage ended, no arguments there, it may be hard for your kids to come to grips with, but you have that right.

But *damn*, this new relationship of yours screams of a midlife crisis to me, and worse, you're letting it damage your relationship with your kids. Of course the age difference in this case matters, wouldn't it have bothered *you* if you were in their shoes in the situation?

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qrx53 − NAH. You're not an a**hole because she is a consenting adult, but they aren't either because I can see how it is creepy. (And that's just assuming you're at the same level of the work hierarchy.)

sleepinger − Your daughters are right to be weirded out. How would you feel if one of your daughters dated someone your age and to top it off who worked above them at work. It’s unsettling . This has nothing to do with the divorce and more to do with the unsettling age gap and work situation.

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Most young women are constantly being hit on by old men but most have the self confidence / good role models to reject those unequal situations. Your daughters can relate to the young woman more than you, you’re now in the same category as all the creepy old guys that hit on them which is jarring to see your father fall from grace.

lisasimpsonfan − YTA Dating someone half your age screams creep and jumping into a serious relationship right after a divorce says you have issues you need to address. Is this fling worth losing your daughters over?

pushing-rope − I can't wait for the post when the new gf tells the daughters, 'You can call me Mom'

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BellaBlue06 − YTA not sure what kind of future you expect when you already have kids, work together and you’re twice her age, and don’t care she’s almost your kids age. Come on. Your daughter is 25 and her maybe one day stepmom is 2 years older. At this point what’s the difference between her and your daughter’s friends hmm? Not cool for your daughters OR your coworkers.

GoldenGirl925 − NAH but that’s gross. Does she ask you to buy her things/are you buying her things. That may explain why she’s with you.

These takes are spicy, but do they capture the full nuance of this family’s struggle?

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This Reddit saga leaves us grappling with a messy truth: love doesn’t always unify. The father’s new romance, born from a painful divorce, has fractured his family, raising questions about boundaries and acceptance. Can he rebuild trust with his daughters while pursuing happiness, or is this divide too deep? What would you do if you were caught between family loyalty and a new love? Drop your thoughts in the comments!

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