45-year-old manchild whines to his mom because 37-year-old sister won't bail him out of an expensive situation he got himself into by cheating on his girlfriend: ‘[He] had it coming.’

Author image for Elna McHilderson
Elna McHilderson • Managing Editor
Oct 20, 2025 6:00 PM EDT

What do you do when you realize your sibling is the bad guy? On one hand, they are your family. Maybe you can save them and change them! On the other hand, they're evil…

 

This younger sister finally had it with her entitled older brother. He is well into his mid-40s and she is in her late-30s. So, they are adults and the sister knows that, but the brother doesn't seem to get that. He was raised to be a manchild and the little sister is unafraid to point that out. The family is always giving her issues for not coddling him and doing everything he asks, but she is done. Now, he's gotten himself into a financial issues because of his immature behavior. His first mistake was cheating on his girlfriend of 10+ years. His second was signing a document he didn't even glance at that the now ex-girlfriend gave him. If he had taken her seriously and read the paper, he would've realized he was giving away almost half of his house away. Now, she's telling him to pay her or sell so she can get her money and he's ask for his little sister's help who refuses and says he is getting what he deserves.

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  • Cheezburger Image 10564155136
    via Unsplash+ (and Roberta Sant'Anna)

    Image is representative only and does not depict the actual subjects of the story.

  • Throwaway Account | (37f) have an older brother "George" (45m) who isn't an idiot but he can be lazy.
    via Glittering-Disk5929
  • Definitely the type to rely on weaponized incompetence whenever women and girls are around. Example: He literally acted like he didn't know where our mom kept the paper plates in the house he lived in for nearly 20 years just so she'd get up, go into the kitchen and make him his plate during the holidays, just one week post her her bunion surgery.
    via Glittering-Disk5929
  • Side Note They both - tried to passive aggressively make me feel guilty for not offering to fix my adult brother's so our mom wouldn't have to do it.
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  • Like I wasn't the only doing the most of cooking and would be doing most of cleaning afterwards.
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  • At age 30 George was given a windfall from our grandfather's estate (I got something too) and used it as a down payment for a nice five bedroom house and that easily worth double now.
    via Glittering-Disk5929
  • Cheezburger Image 10564158208
    via Unsplash+ (and Getty Images)

    Image is representative only and does not depict the actual subjects of the story.

  • During this time he met Melinda (50f) and she was nice lady. Smart, responsible, hardworking, sweet and very organized.
    via Glittering-Disk5929
  • She came into the relationship with a steady job and was upfront about lack of ability to have more children after complications from nearly losing her life giving her to her daughter.
    via Glittering-Disk5929
  • George stated that he was okay with that, but whenever Melinda would bring up his hesitation regarding marriage he'd say that he had complicated feelings about not being able to be a father if he chose to fully commit to her that he needed to process.
    via Glittering-Disk5929
  • Saying that since he was willing to look over her fertility issues because he loved her, that she needed to show her love by waiting for him.
    via Glittering-Disk5929
  • That line worked for 12 years. After Melinda moved in George demanded that she pay half the bills and part of his mortgage in exchanging for allowing Melinda's daughter to move in with her.
    via Glittering-Disk5929
  • At the time Melinda had little options as her former landlord was raising the rent too high and she was helping pay for her sister's medicals bills.
    via Glittering-Disk5929

  • Sorry, big bro. You got yourself into this mess, you get yourself out. Why is it that sisters so often end up also doing the parenting? Even when the kids are middle aged!

  • whittydee NTA George had it coming. Stringing that woman along for years, manipulating her by making her feel guilty over not being able to have more children, having her pay half the mortgage for his house and then cheating on her? He made the bed, let him lay in it.
    via www.reddit.com
  • NTA. corgi_crazy But who is expecting to have more kids with a 50 years old? For me, it sounds more like he was looking for an excuse to play victim since the beginning of the relationship. BTW, I'm not the youngest woman and I think this question is important.
    via www.reddit.com
  • OP Glittering-Disk5929 She was in her 40s when they got together, but I agree he was just using that as an excuse.
    via www.reddit.com
  • NuthouseAntiques Why is he mad about her "fertility issues"? Overlook them? She was 50 years old when they met. She may have had a few non- dried-up eggs, but there were not many of them.
    via www.reddit.com
  • OP Glittering-Disk5929 She was in her 40s when they met. They were together for over 10 years.
    via www.reddit.com
  • Live Pressure_5432 NTA. Your brother is a cheater and a fool. Was Melinda a bit underhanded? Arguably yes. Does she deserve a share of the house in return for all she paid into it not to mention 12 years of domestic and emotional labor? Arguably also yes. But when it comes to whether YOU should shell out for your brother's legal fees, the answer is an unequivocal NO. He was a huge AH and ridiculously careless with his most significant asset, and that's not your responsibility to fix. He's an adu
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  • Remarkable_Skin6432 NTA Melinda deserves her 45% of the house.
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  • xXMimixX2 NTA. George made bad choices and is responsible for the mess that followed. Further, he is not that intelligent, if he is signing something without reading it. Melinda may have acted underhanded. But I'm not mad at her about it, because George used her. He strung her along and let her pay rent and mortgage. She is entitled to this share, as she sacrificed years for him. She could have found someone better. She now can, but still the years she wasted on him will never come back. Anyway,
    via www.reddit.com
  • KetoLurkerHereAgain hahahahaha - Team Melinda! ΝΤΑ
    via www.reddit.com
  • fiestafan73 Your parents raised this useless man. Let them bail him out. There is no use in you throwing good money after bad for this idiot. NTA.
    via www.reddit.com
  • NTA. mochi7227 He scammed her. So she scammed him back. You stay out of it. It may be a bottomless pit. And you may have to raise more funds to throw in good money after bad money down the road.
    via www.reddit.com
  • Calm_Universe3726 She was very smart! Good on her! ΝΤΑ
    via www.reddit.com

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manchild brother mother siblings homeowner caught redhanded unfair older brother what goes around comes around entitled people karma real estate pay back cheating younger sister cheater justice served entitled family sister spoiled r-entitled Reddit mom karma equity entitled people
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