‘This is my money - I can do what I want with it’: Self-employed 22-year-old cuts ties with freeloading friend who tries to guilt-trip her for spending money on herself rather than his rent-free couch-crashing lifestyle

Author image for Etai Eshet
Etai Eshet • Editor
Jul 28, 2025 3:00 PM EDT

Everyone knows the deepest, most profound wisdom is found on cheap t-shirts. And one such popular statement t-shirt reads: "One boo, no ex, small circle, big checks."

After you've taken a minute to process these complex metaphysical words of wisdom, you'll see why the 22-year-old should not only do the same, but probably buy that t-shirt for future use.

Friendships, especially those that persist after you're done with your high school homework, often resemble a yard sale where freeloaders rummage through other people's wallets convinced they hold store credit everywhere they loiter. Somewhere between couch surfing and cash begging, a certain "friend" perfected the art of turning private savings into communal property, then frowning when the owner dares to spend on hair dye instead of charity for the chronically lazy.

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  • I (22F) have been friends with this guy (21M) let's call him Bob— for (5ish years.
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  • How dare you spend your money?? that was mine to use!!

    "I blocked him, haven't heard from him or the girlfriend since"
    via lukas_zb

    The image does not depict the actual subjects of the story. Subjects are models.

  • Entitlement follows a reliable recipe. First, cultivate drama that requires urgent sympathy, preferably involving eviction, mystery substances, and a trail of offended landlords. Next, redefine friendship as an indefinite line of credit, citing past generosity that exists only in revisionist history. When that tactic stalls, weaponize guilt by invoking homelessness, childhood trauma, or vague reciprocity tallies, all while ignoring the tornado of noisy intimacy and unwashed dishes left in every borrowed living room. The underlying thesis remains stunningly transparent: your priorities are silly luxuries, while their habits are essential rites of survival. Any refusal meets accusations of greed, hypocrisy, or betrayal, delivered with the conviction of a bill collector wearing friendship as a disguise.

  • We met in high school.) Hel has always been a bit off. We were friends in high school, but went no contact for a few years-
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  • until he offered an apology. What did he apologize for you ask? Pathological lying, then projecting all the lying onto me.
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    The image does not depict the actual subjects of the story. Subjects are models.

  • For example, he called my doctor to "confirm I had a (no, he was not the father before you ask- we've only
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  • ever been platonic) the doctor told him nothing, due to HIPAA. However, he continued to accuse me of lying- thus the no contact.
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  • Keep this gloomy history in mind as I tell you about how entitled this kid is. Note: we are now no contact for good, this post
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  • Cheezburger Image 10533182464
    via Valeriia Miller

    The image does not depict the actual subjects of the story. Subjects are models.

  • is just for fun- I figured this sub might get a kick out of his sheer audacity. He was forced to move out of his mom's house.
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  • He was making (legal in my state) substances under her roof. At the time, underage, unlicensed & unbeknownst to her out, - until she kicked him
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  • obviously. This is where his entitlement really started to take the spotlight. I offered him my couch (fold out) for the night-he said no,
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  • which is fine- but this will age like milk. He began his rent-free couch hopping journey with friends, then eventually his girlfriend's family.
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  • Gradually getting kicked out of every place for: -Overstaying their welcome & borderline squatting. -Not paying rent or contributing. -Having loud, shameless inter e & not
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  • cleaning up after. -Ingesting said (smelly) substances inside the house, refusing to use outside. -Attitude, yelling & curating a hostile living situation. (I know all this
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  • because he stayed with my friend & he told me- warning me of what's to come) See, he would rarely ask "Hey man, could I stay for a few nights"
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  • or anything similar. No, it was "Wanna chill later?" "can I come over to show you something?" "Are you free for a smoke sesh?" on & on.
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  • Never anything about staying the night. If any of the above lines worked, he'd show up, chill for a bit, then ask "can I stay the night?"
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  • Given this is the entitled people subreddit- I doubt I'll need to clarify how that turned into freeloading. Onto the title, after being kicked out
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  • or evicted from several people's homes- he started to ask me for money. I'm self employed & my income fluctuates- he knew this.
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  • I had a plan to dye my hair (professionally, I have a lot of hair) I told him about this in passing, before he went off the deep end.
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  • He says "You were gonna get your hair done, surely you can spare a 5" me: "Yes, but will it just be $5?
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  • You know how I feel about men asking me for money." him: "You're loaded" (I'm not) "Please just this one time?" So I sent
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  • his girl $10- which they swiftly forgot about. Asking for more, I site my hair appointment- adding I'd like to be able to have grocery & fun money after.
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  • About a month later, my hair has been done so I'm - feeling myself, & posting pictures. He says, "So you *were* able to dye your hair, turns out
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  • you weren't broke." I tell him, "Yes, this is my money- I can do what I want with it." him: "When have you ever done anything for me?"
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  • me: "When (partner) & I took you to (city) with us? and paid for your museum ticket? no questions asked? Maybe then." He just left me on open.
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  • He then texts me the next day asking to chill- I reply, keeping in mind the warning from my friend- "No, you cannot stay at my house."
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  • He proceeds to go on & on about how I've never done anything for him, how I'm letting him be homeless, blah blah blah. I blocked him, haven't heard
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  • from him or the girlfriend since- although I hope she finds someone better. EDIT: I don't like sending deadbeat men money because of my father.
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  • He'd ask 6 year me for it & out of fear, missing him, & other forms of manipulation- I'd give it to him. Bob knew this.
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  • So the people accusing me. of sexism can pipe down. To those accusing me of using Al to write this: you're free to copy paste it into an Al detector.
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  • I wrote the first half of this post on my phone and the second on my laptop. That's why there are small formatting inconsistencies.
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  • (even so, doesn't that prove it wasn't written by Ai..?) if you don't like how I talk, or the length of this post-you can simply scroll.
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  • But to the majority who's comments where normal or chill- thank you so much for the love! Your similar stories are oddly comforting.
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  • Even though I know I'm not in the wrong at all, I still catch myself feeling bad- but I always snap out of it.
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  • The stories y'all shared in these comments made me realize I only feel bad because we have history. Before I blocked him- Bob mentioned that he didn't like me "gossiping"
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  • about him to others. AKA "Hey, don't let Bob stay at your house, he's doing xyz." I obviously used a fake name & left out identifying details.
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  • But I'd be lying if I said I hope he doesn't find this post. Similar to giving men money- I also don't like men telling me what to say or do.
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  • lastly, I didn't share this story out of spite- more a vent after I was reminded of this subreddit's existence. Thanks again for the support!
    via Hour-Length8969

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