Do you always have that one guy in any situation you have a good rapport with?

So im not the type of girl who would straight out tell someone i like them, i feel i get on with most people if theyre friendly enough, i can be a bit cheeky in that its playful non flirting type behaviour, it seems to occur a lot but im never in the position for it to go anywhere with the right person and have zero confidence. It has steemed from my childhood, i used to do it with a family friend type guy when i was a teenager. How do you go from that to something more?
Do you always have that one guy in any situation you have a good rapport with?
Post Opinion