My (25 m) former coworker (41 f) invited me to come over tomorrow night to “keep her company”.
I've known Kelly for about two years. We worked together until July of this year. She went through a divorce last year. Before her divorce we just would talk at work about the normal stuff, sports or work related stuff. I've always thought she was really cute. Short, thick with dark hair and really nice brown eyes. But she was married so of course I knew she was strictly off limits.
Then after she got divorced sometimes our conversations would get more personal and involved talking about sex. But we didn't really get too much into it because we were at work.
Once she got a new job we started talking and texting and in the last few weeks we've gotten into some really sexual talk. So last night we were texting about oral sex and she just asked if I'd like to come keep her company tomorrow night since she'll be home alone and her ex will have their kids.
Of course I said yes but now I'm really, really nervous. I'm afraid I'm going be really bad or something. I don't know, I'm not the most experienced guy. I've only been with three girls and none of them were an older woman like Kelly. I'm doubting my self somewhat I guess.