I don't know if this is just me but whenever I try to flirt, or be a bit cheeky, in messages it tends to scare them off.

I'll give you an example. There was one here last night. Intimate encounter but I'm not judging. It sounded like we had common interests and that she was a chilled out sort of person that isn't easily offended. I mean, I messaged her about her interests and she mentioned that she liked a particular comedian because he's really offensive. I replied, saying that I'm definetely into stuff like that and not just trying to get an intimate encounter out of her because she said something on her profile about looking for people that are genuinely into going to comedy clubs with her. I would have thought that someone like that, that's local and should get my humour wouldn't be put off, just because I made a flirty comment about her profile but she didn't reply again.

I know that was probably too early to alude to sex, even with someone that's looking for it but they can get all funny about it even if you've been chatting for ages, when if it was a proper face to face date they would expect you to flirt with them.

Please don't just say that it's because they just don't fancy me. I get dates but mostly when I'm not even trying to chat them up. It's like I have to wait for them to ask me out and I can't flirt with them unless they give me express permission to do so by calling me honey, or something.

Maybe something came up and she had to leave to tend to it? I'd give it a few days before deciding she was over the conversation. Also, if she's like most women on dating sites, she gets an awful lot of messages, so maybe she got busy or distracted with some of them? You never know with people online, it's a crap shoot as to whether or not it goes anywhere. I hope she writes you back though, since you seemed to connect with her.

Yeah. You just don't know and like an idiot I sent another message saying that it was just my humour and clumsy way of saying that I was interested in getting to know her. Probably she's just talking to another guy instead because she's been online plenty since then apparently and still hasn't replied.

I'm just going to leave it and if that one doesn't reply it's no big deal but I do find it tricky to not put my foot in it on here because humour and flirting doesn't come across so well in text and it's maybe just creepy from a stranger online. Don't know.