Trying to get rid of some insecurities

How do i get rid of insecurities? At times i feel super confident but at other times i feel insufficient.

For example if a girl is the same age as me or a bit younger i can just reach out my hand and make a girl come to me and make out with me lol... meanwhile if a girl is a bit older i dont feel entitled. Now most chicks in the venues i go to are at least 2 years older than me which is nothing, but not really what im used to...

I was choding arround at a party this weekend because i was super tired and almost falling Then i saw a chick that looked like she was arround my age and she was probably one of the hottest chicks that ive seen in a long time so i approached with no hesitation. Will probably meet her again on friday.

I work as a bartender in the most popular club on the weekends but i dont wanna be seen as some weird approach guy as soon as im not working. Its all social circle game here

I might start hitting up some other clubs when im not working though