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Dating : This guy who wanted to date me spent a full hour talking about how much he hated the homeless

Dating : This guy who wanted to date me spent a full hour talking about how much he hated the homeless


I met this guy at a small event who had a recording studio, and he offered to let me use it to record voiceovers for a podcast I am working on for my company. I recorded for an hour, and then I think he wanted to date or kiss me, because he kept trying to get me to have a drink (alcohol or coffee or water), and gave me a tour of his house. There wasn’t really an option to stop talking to him, as every time a natural “exit” appeared, he would maneuver me to a new conversation.

It was a very nice house, and I think he wanted to date me because he kept telling me how much money he made as a lawyer, the property he owned, etc. I was not very comfortable or engaged with him, but he laughed at everything I said that was even moderately funny.

He brought me onto his balcony, where he told me all about how much he hated the homeless population in Seattle, and how much he was working to disband them, and it wasn’t the government’s job to find them a place to go. He talked about this for a full hour.

As a teenager, I had a single mom who could barely make rent (deadbeat dad!), and we were almost homeless. When I was 15, she had $292 in her checking account with three kids. She was able to make a bunch of money through hard work and determination, and even bought all of us houses and nice cars as adults, so most people think I’ve come from money. But I did not, and I recognize how purely lucky I am that my mom made it out, and that I could have easily been homeless.

I left as soon as it started getting dark outside. I thought maybe he had had a bad time, because when I messaged him to say thank you, he tried to set up a date and also followed me on all social medias.

If you want to have sex with a girl, maybe don’t tell her how much you hate the homeless? Even if there are problems in the city, don’t you know that makes you look like a heartless villain?

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What do you think?

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  1. Imagine if you went on dates, got romantic and then you hear that stuff. Lucky day, you get to avoid that feeling of not being able to clean off the residue of a trash human.

  2. I once got broken up with, and fired (separate occasions) for discussing my experience as a homeless teen that ran away from an abusive home.

    Some people don’t like to know that you’ve had to live on the other side of the tracks, despite overcoming it or not.

  3. He’s probably expecting you to both be impressed with his material stuff, and to agree that the homeless are evil. And if not you, someone else. That’s why he’s saying it. In his mind he’s not saying anything wrong at all.

    And the frightening thing is, there is someone out there for him.

  4. One guy that I never dated but met on tinder and was bothered by at work multiple times with the occasional flirting, who also made me uncomfortable, said “they can get jobs”

    As if majority of people that are homeless aren’t mentally ill af, been in and out of mental hospitals, have some sort of disability, etc.

    The guy ended up losing his job. Sleeping in his car. And checked himself into a mental health facility. Last I heard he’s staying with friends selling shrooms for a living.

  5. Anyone who judges or shames homeless people says more about them than the homeless people. Fuck that guy. People are so ignorant to the societal conditions that lead people to homelessness in the first place.

  6. Trash.

    I met a guy for drinks from tinder. As we walked to the bar we passed a homeless person. His reaction out of nowhere was “ew”.

    Immediate turn off. It was was my first date ever though and i didn’t know how to end it, so we went ahead. As much as i insisted to pay for my drinks he wouldn’t let me, and because I wasn’t going to see him again I figured it was karma for his bad attitude to those less fortunate than him.

  7. His unfortunate views on the hardships of the world aren’t the only red flags in this story. If you are looking to leave the conversation and he doesn’t pick up on that – then he isn’t in tune with how much you are enjoying yourself. Time spent should come naturally if it’s meant to be.

  8. Nothing turns me off more than a man who thinks he can win me over by bragging about his material possessions. It’s like he thinks I’m a woman who will instantly not work hard once I find someone who can spoon feed everything to me.

    Let me just tell you that if you ever make as much money as him or more, he will be turned off. He doesn’t want a woman who is his match. He wants a trophy prize and someone he can care for that depends on him. Someone to be a part of his material belongings he can show off to his friends. He also thought his talk on homeless people would somehow make you think, “wow he’s so smart!” but damn girl you should have snapped at him and put him in his place. He probably thought the date went so well because you didn’t challenge anything he said and he got away with talking shit.

  9. Lol. I went on a date with a rich, fairly good-looking older guy (I was about 50: he was probably 60), who told me that he deliberately had accidents with women drivers! He said that « a huge number » of women were incapable of driving (« one in a hundred women can drive as well as a man »). So many women, apparently, drive erratically, and he felt that, when he saw this happening, his DUTY was not to take evasive action. Au contraire, he was doing the world a favour by having a « minor prang » with a bad woman driver, in the hope that it’ll « get her off the road ». He’s clever enough to ensure that it’s CLEARLY her fault .
    « It would be a relief to most women » once they can’t get insurance and had to give up driving, because they don’t ever feel comfortable doing it anyway.
    (Bearing in mind, the woman sitting opposite him has driven to this date: her car is VISIBLE through the window of the pub. He LITERALLY watched me arrive ). As I got up and hurried away, he called after me that he was joking. He hadn’t been joking.

  10. Counterpoint, if you do passionately hate the homeless it’s probably a good idea to open with that to avoid wasting time since it’s a common dealbreaker. This weeds out nonviable romantic candidates early. I see no problem here as far as dating strategy.

    I think a less candid approach would be a lot worse for everyone.

  11. You should of told him you were homeless at one point. That reaction would of been priceless.

    People that over judge other people like that i would steer clear every time.

    To be fair though last time a girl showed me around her home we ended up on her tall bed. We didn’t have time to talk about the homeless or anyone else. lol 😉

  12. I mean that is a super weird topic to initiate a conversation with someone you barely know. That’s at least 3rd date level convo. #rookiemistake

  13. Tell him about how you have fetish for fucking outdoors in an old card board Box and how you usually scream spare change faster and faster while climaxin

  14. i remember walking near Pike »s place market in 2014 when a homeless guy stumbled up to me, whipped out his cock and proceeded to piss in front of me and my date with a meek grin on his face.

    that city has some issues for sure.

    that being said it’s a weird thing to rant about on a 1st date.

  15. This reminds me of two occassions.

    The first, someone once asked me for directions while on the Subway. Gave it to him and he proceeded to try to flirt with me, using the fact that he was going to the welfare office as a huge draw. He was gonna « get that money, » in his own words.

    The second was not too long ago. The guy did use his income as a plus but he had a better paying job. I don’t care about income so I was put off from the beginning. But, he went a step further and had a whole rant about how he was a « prize. » He then went off about how the women of his racial group are *insert negative comments here* and that they can’t see how good he is. So thats why he doesn’t date them. But I wasn’t them so I’m good because women in my ethnic group are « submissive. » Ditto for the women in the country where we both live as temporary expats. Apparently, we were raised to only serve men. I was so disgusted and offended on behalf of women all over the world… Does shitting on groups of people work to get dates?

  16. You’re all over the place with this one. He wanted to date or kiss you. I think he wanted to date me because he told me how much money he makes. He laughed at everything I said. I thought maybe he had a bad time, he tried to set up a date and followed me on social media. Now you’re at sex, but would you have slept with him had he not talked about homeless people? I’m confused.

  17. All those red flags and the homeless thing is what turned you off? From the sound of it you’re lucky this guy didn’t just move on you regardless of your wanting it or not

  18. >He talked about this for a full hour

    You know…you’re allowed to say « That’s a horrible thing to say » and leave.

    And you still messaged to say thank you? Or course he thought you were into him.

  19. Don’t give the assholes tips, let them keep opening their stupid mouths .
    If they pretend to be good ones, there’s less opportunity for the good ones and everyone loses

  20. *Disband the homeless* this guy doesn’t even hear himself, lol. How about the rich share their wealth, get people homes? Yes, now that might help!

  21. Hahahahaha well obviously dont do that but you know what i meant ! Thank you it was as a child so i understand the homeless peoples point of view alot of people had no choice or just fell into substance due to life traumas

  22. I don’t know… from what OP said, I don’t see anything wrong in what he said.

    I get why OP herself would not like him, but don’t see a reason you hate the guy.

  23. What makes me feel bad for this guy is that he’s probably ignorant how mental illness works and that the vast majority of the homeless suffer from mental illness such as depression or anxiety (sometimes both).

    At the same time, the fact that I know that most homeless are mentally ill and this guy chooses to hate them rather than understand what the problem is makes him an extra-asshole.

  24. I don’t hate homeless people, but I do hate the government that decriminalizes public defecation and open drug use. Fuck San Francisco’s local government, they’re all fucking up what used to be a beautiful city. Also they decriminalized theft up to $750. Like how does any of that make any fucking sense? I don’t have much sympathy for people who rob, steal, and shit in the middle of the street. Sure most of them have mental health issues and need help, again our government has failed those people because we don’t have enough mental hospitals to treat them. This problem is squarely on the government. They spend billions of our tax dollars to “solve the homeless crisis” yet I’m walking over more used needles and feces than ever before.

  25. I can’t blame him, homeless in most places are crazy people that are just shit human beings that the state government busses from town to town

  26. Actual goal, I’ve been raised lower class and currently in poverty myself, paycheck to paycheck. If I ever have children I want to spoil them in the sense of getting them enough money for an apartment, a car, and college. After working on that for myself of course…

    Man definitely sounds like a villain for discussing the homeless like that in a way that made it sound like he’d wipe em out personally if possible. Bragging about his career and money, sure a lot of people like that but could also be a red flag for insecurity outside of materialistic things. Good luck, hopefully you get a break from this man soon

  27. You should tell him that story. I’m sure it would shut him up especially coming from a girl he wants to impress. It may humble him a little bit. Also, he’s trash LOL

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