Tomorrow I suddenly have a dinner date with this girl that is nice and pretty sexy (She suggested that we see each other, and I suggested that I cook because I'm great at that). What I want is her to see that I can be a great friend with benefits and start to fantasize about it, even if sex tomorrow is somewhat hard to manage due to practical problems, so I want to plant the idea for the future.
I've known her since she was 18 and she's 29 now. She's been living in another town far away, but since she got divorced a year ago, she's been here often. Never staying at my place (it was close once, but it was more practical for her to stay at some other friends' place), but we usually meet when she visits this town.
She's very much into cosplay and boardgames. I'm not so much into it (I don't mind penetrating cosplay, but dressing up - not so much ), but a little. She's quite bad at escalating things into actual sex as she's been married basically her entire adult life and is pretty clue-less when it comes to that.
We are generally very open with each other and there is no problem to bring up sex and stuff as far as I've seen so far. But I've only made jokes about it. I also told her about that I might be falling in love with another girl. Can I use that to my advantage? "You better have sex with me now because I might have a girlfriend any day now!"
Yesterday I had a lot of success with the cube and some other similar games, so I'll totally try that tomorrow too.
The plan for tomorrow is a dinner I cook at 19 and then we'll go to a pub. Possible obstacle is that I have a girl living here that might be home (or come home at any moment...). The rest of the weekend she has other plans. "meeting a friend on Friday and a party on Saturday", but maybe a Friday when I'm home alone is possible...
Ideas and possible traps I might fall into?