Like my other stories there’s a slight bit of background. This was a little hookup I used to have with a girl who I’ll call Jess. Jess was about 4 years younger than me and a girl I’d just seen on Instagram. She was incredibly photogenic and used to get a lot of interest on social media. She’d always had a boyfriend for as long as I knew her online so I never slid in those DMs. Anyway, one day when scrolling through I clicked on her profile and noticed all pictures and references to her boyfriend had gone…bingo. A couple of days of exchanging “likes” on pictures and I slid right in and arranged a date if you will.
Through this moment in my life I was a serial dater and used to go out as often as I could just for something to do. We had a nice meal out and everything was cool. We got on really well. Our conversations had never been sexual despite the fact I’d fantasized numerous times about fucking her. She wore a great outfit that showed her body off (some form of skirt and a ‘nice top’) in all the right places. Anyway, I was driving so I’d only had one drink but Jess had had a few throughout the evening. Post-meal I asked whether she wanted me to take her home or if she wanted to go grab a Starbucks or something. Jess suggested we just go and sit off somewhere in the car and listen to some music. We both had the same music tastes so it seemed like a good idea.