Worst date was probably one that I hadn't even agreed to. I was seeing a lad who was... well, let's just say he was so far up himself I couldn't tell where he started and finished! Thing is, he reeeeally wasn't a catch at all and I was sorta giving him a chance and at the same time combatting my boredom/loneliness.
Well, I had a male gay best friend who visited me every week. We'd go to the cinema and he'd kindly pay. I was beyond skint back then having every penny going to rent, bills and debts that I shouldn't have owed (long story) and in exchange I'd cook the dinner that evening.
Well this one day I'd told the lad I was was seeing (let's call him Sam) that gay best friend was coming so I'd see Sam later. He didn't leave. Okaaay....
So bestie arrived and we left to catch the bus to town (towards where Sam lived too), Sam was following, chatting animatedly to bestie about his amazing exploits bullshit etc and tbh, it was getting a bit awkward. There was definitely not a jealousy issue or anything as he was well aware of bestie, just Sam never took a hint about anything and loved to big himself up to anyone who'd listen.
So we arrive at the cinema and I realise that Sam must want to come too. That's fine. No problem with us. Except it was very clear that Sam expected bestie to pay for him too! And then he picked up snacks and ordered a large drink as well! Bestie shook his head and paid but it was cringey to say the least.
Eventually he got dumped when I got sick of sending him for a bath when he arrived at mine as it was clear by the stink and dirty clothes that he'd not bothered to have a wash since the previous week despite living with his parents. 😷 Some "model" (as he made out he was) who thought crusty stinking socks was acceptable. Ew.