It’s that time again. Dating horror stories 2023 edition.

As usual. Share your horror stories from dating this year. This one’s not mine but involves me.

One of my boys from the UK is currently on holiday here. It’s his first time in Japan and he’s been having a blast. I haven’t been able to join him much as he goes around Japan what with my family and business but whenever he’s around Tokyo we get a couple drinks. We’re both 33 years old.

Anyway, he’s been using the dating apps during his time here and has been out on a couple. He went on a date with this 30 year old and asked me if I’d like to join them since I was also in Shinjuku and had the evening free. I obliged him.

My boy was already piss drunk and the moment I saw his date I pulled him to the side.

“Bruv, that ain’t no 30 year old…”

You had to add at least another 25 to that from what I could see. He didn’t believe me so I just left it and we had drinks. She was a very nice person and friendly enough but had an old lady voice. She eventually started getting drunk too and talked about when she worked in Germany. The problem was that she kept saying West Germany. I had my suspicions but I guess someone might say that.

Eventually when she was talking a lot more freely I just asked her:

“So….did you see the wall?”

“Yeah, I did!”

I had to catch my last train and bounced. Got a message from my boy the next morning saying he found out she was 57.

Share yours!

25 comments
  1. She suggested a very average restaurant in the middle of nowhere. After the meal:

    “Can we drive to this area nearby?

    Take a left here.

    Go slow, very slow, but don’t stop.

    Hm…that’s her car is in the garage… She still lives here.”

    She was stalking her previous boss.

  2. I went on a date with someone who I met my first week here and found out that he’s a host boy! 🤣

  3. What do you mean by “my boy”? Are you a Madame or something? Sorry it’s just rather unusual terminology I haven’t heard before!

    Edit*

    Wait sorry I get it now!

  4. Hmm my major takeaway from dating in Japan is be careful who you have sex with. So many STDs here and girls seemingly never want to wear a condom. Hell even soapland girls only get tested once a month and they’re banging all their clients raw. I can see why some Japanese guys only go for innocent looking girls.

  5. Lol issue is caucasians generally age a lot faster. Anyone Asian who looks 25 to him is probably like 40.

  6. met a girl through a dating app who insisted on meeting on a friday night for drinks after work (despite her regularly working overtime), claiming that her weekends are all booked solid for weeks to come. i oblige, we go out, and within an hour she literally falls asleep at the bar, drink in hand. i wake her up and ask if she wants to call it and head home early saying we can try again another day, she insists that she’s good and then knocks out again. this happens 3 times. eventually we wrapped things up and headed home, and she messaged me afterward like nothing was wrong asking if i wanted to meet again on friday the following week. politely declined. i don’t know if this girl’s strategy is to just roofie herself and cross her fingers on dates or something but it didn’t do much for me

  7. You realize that these gals on dating apps are either

    A . Mental.

    or

    B . The town bike. Everybody rides her.

    or

    C . Both of the above.

  8. Throwaway account as his on reddit. Met a British man in his late 30s on bumble. He is an Instagram photographer and walks around Shibuya at night looking for ‘muses’ which consists mainly of girls in their late teens/early 20s, aka naive girls who thinks he can make them models. The last muse he found went back to his apartment with him, she was 19. Was utterly repulsed by how casually he spoke about it and how he genuinely did not see how predatory his behaviour is. When I called him out on it his defence was ‘one girl I spoke to ended up being 15 yo, so I immediately blocked her’, my what a gentlemen…

  9. I’ve been dating for about a year now from the apps. About 150 first dates. About 50 of those turned into second dates and more. About 35 -40 resulted in sex. The number of girls into light BDSM is astonishing, choking, slapping, etc… I suck at it. I can pull some hair a little but when they want the dirty talk I fail hard. They will say something like “fuck my like a whore” and I can’t stop replying in my best Mickey Mouse voice “Yooooour a dirty little whooooooore!!” Then I laugh histerically because that shit is funny.

  10. No story here, sorry. I’m actually more interested in why some people find OP saying “my boy” as weird. Like, the people who think that’s weird, where you guys from?

  11. Cant really say Ive had too many bad experiences. Worst was probably a second date with a girl I met at a halloween party. She ended up being completely Psycho. We went to karaoke with some of my friends and she started threating some of the women im friends with saying I was hers. Quickly cut things off after that.

  12. Idk, my gf is 55, so I’d be down. But then I’m also from the West Germany generation.

    This was in 2017. Met a Chinese woman on an app who wanted to go directly to a hotel for our first date. I’m a horny bugger but usually I prefer at least one lunch date to get the feel for someone. Eventually the little brain won out and I agreed, but was leery enough that I left the credit cards, bank cards, and important ID behind in case it was a robbery set up.

    We met at lunchtime in Shinjuku and went to Bali An, where we had some very enjoyable and fully consensual sex, after which we laid in bed talking for a while.

    I’d told her in advance that I had to leave around 4, so when that hour rolled around I showered and got dressed. She seemed a bit put out so I asked if she was ok, and that’s when she flipped. She said (after quite a bit of weird behavior) “you hurt my pride, if you try to leave I’m going to call the police and tell them you raped me, and they’re going to believe me because I speak better Japanese than you do.”

    I spent an hour trying to talk her down and figure out what set her off, until finally she said “you’re not going home tonight, we’re going to heaven” at which point I decided the police were the better option. I forced my way out, she sank her teeth into my wrist (still have a scar) while trying to choke me with my collar. Out in the hall, she started screaming for someone to call the police, until we passed a room that the staff were cleaning, and I shouted (in Japanese, which wasn’t as bad as she said) “Yes, please call the police!”

    And that was when she flipped back. When the staff came out she started saying we were on a date, we’d met online, there was nothing wrong, it was just a misunderstanding, etc. Totally reversed from the nutcase I’d been dealing with.

    They persuaded me to go back to the room with her so she could get dressed (she was in her underwear this whole time), and we walked back to the station, all the while with her apologizing for what happened. She changed trains after a couple of stops, and I never had any contact from her again. I got a bandage for my wrist, went back to the office to get my credit cards, and met my friends for beers.

    Edit: yes, I know there are lots of Chinese scammers on the apps, I’d seen plenty, but we’d chatted and had video calls on LINE for a couple of weeks without her once asking for money or trying to steer me to a sketchy scam site, so I figured she was legit. Which she was, just crazy.

  13. met a guy thru an app, talked for a while then agreed on dinner in shinjuku. no red flags, he was nice and nice looking. upon meeting in person, i noticed nearly all his (exposed, at least) skin from the neck down had small round wounds in varying degrees from scab to scar that hadn’t been evident in photos. i didn’t wanna judge or embarrass him, plus there’s plenty of skin conditions that are non-contagious and difficult to control. i wasn’t in a hurry to get physical and thought he’d open up once comfortable. throughout dinner he never acknowledged it but would scratch himself often. some began to bleed a little, he had accidentally gotten some blood on his white jeans….. aside from that everything seemed fine, which made the elephant in the room way more awkward. he asked for a kiss near the end of dinner, but i said i don’t do that on the first date. noped out and ghosted when it was all over. maybe not the appropriate exit, and while i can empathize with a lot of tough and embarrassing situations, that was just too sus for me!

  14. I wish people like your friend would stop using the apps because it is seriously 90% tourists and it’s so annoying.

  15. Went on a date off of Tinder. Agreed to meet up and get some drinks. She was a little chunkier than her pics indicated, but still seemed fun, so we sat and started chatting. 30 minutes in, she’s clearly drunk and ranting about her ex who used to beat her. Stayed another 30, paid for everything apologized and left…

  16. ALTs are famously immature. I got some stories:

    One ALT has a huge crush on the young but married English teacher. After some nomikais and flirting, the partner asks for a divorce. ALT and English teacher make it official real quick and make it exceptionally awkward at the workplace.

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