If he’s making sexual jokes before he’s even asked you on a date then that’s a red flag. If he wanted to pursue something he would. Don’t waste your time on this guy would be my advice.
I figured it was just his way of showing his interest and pushing the boundaries a bit. I left out that us having any sort of relationship would be difficult due to us working together. I could be wrong though, I tend to overthink to the extreme.
Men don't usually hang around. They get in quick before someone else comes along so if he's been like this since xmas maybe he just likes a flirt now and again. I know you said you're quite shy but could you casually suggest a coffee (takeaway coffee and a walk if you're under restrictions). You might get more of a handle on whether he's genuinely interested or not.
Yeah, I'll give it a try if I've got the guts. I'm just afraid of rejection.
I'm the type to like someone for a long time before agreeing to anything, I like things to sort of grow before we jump straight into dating. If he does just like a flirt I'm not up for that, I don't have the energy to put into someone I like who isn't interested in taking it further.
I quite like the chase and being chased to be honest, but since it's been a while I'm getting fed up now.