I am also in the 'insecure' camp, in fact I think my panicking about lack of text response from the man I was dating for 2 months may have been part of the reason he disappeared, as on 2 occasions I did let my insecurity out on text asking him to please not just shut me out as it drove up my anxiety when actually it was his depression causing him to quieten down...I really liked him 
Gooey Don't and Single good luck with the dates tonight 
Jesy what you have sounds more like an early relationship than a fwb situation to me 
Jarlin how are you doing? That must have been so hard deleting messages and blocking Slow.
Can I run a situation by you all?
I have a hobby that I go too, it's my social life, but sometimes I have to take my children when their dad lets me down with child care and on balance I would rather take them to my hobby (nothing dodgy, it sounds seedy, it's really not, just don't want to out myself) than not go at all, but I do view my hobby as my time and separate from the children, so try to keep the two parts of my life separate where I can.
Anyway, Saturday almost 3 weeks ago I was at my hobby with my children, when a man I have met with and chatted too a few time (a friend of a friend) was also there. Anyway, he seemed a bit flirty this time (I have never notice before whether he was or wasn't flirty in the past) but on this day he made reference to being single 3 times, I helped him do something he couldn't do and he made a comment about women being logical thinkers and this is why he could do with a woman in his life, he was going to a wedding that evening and made a comment about weddings being no fun when you go alone. Peoples ages came up in conversation and he specifically asked me how old I was (but didn't ask anyone else) he is 2 years older than me. he also sat close enough for legs to be touching (I didn't move out of the way).
Now I did pick up at the time that he seemed interested, but I didn't respond in a way that would have given him any signals as firstly my children where there and secondly, it was the day before I saw the 2 month guy for the last time, so I had a date the following day (though no one at my hobby knows anything about me internet dating so he wouldn't have know that at that point I wasn't really available).
So this is the thing, I haven't seen him since to flirt with or suggest that I am also interested and available (I am now available sadly) so I wasn't sure what to do. I have no idea when I will next see him, and as our hobby is weather dependent and the weather seems to be turning bumping into him sometime soon without my children in tow seem unlikely.
I had hoped that he was interested enough to inquire with mutual friends for my number etc, but as I probably didn't respond enough to give him the go ahead he may not feel comfortable doing this at this point. So the thing is do I brave it and make the first move, or wait for us to bump into each other again and see what happens?
I really really don't want to make a fool of myself though, I'm already feeling pretty fragile after the 2 month man went AWOL without explanation, so would struggle with a knock back.
I hope this is clear, it's really hard to put it down without mentioning the hobby name 