I can't pleasure myself and I can't have orgasm

I'm 16 years old but turning 17 soon but I've never successfully mastrubated. I've tried a couple times I rub my clit but that doesn't really do anything, and I try fingering myself but my fingers are small so it doesn't do anything either, I'm also a virgin. My best friend and my girlfriend tried helping me by giving tips because they are successful at it. My girlfriend says she humps her pillow and she just rubs her self my best friend said she used the bottom of a comb and put it in her.I was scared to put something in me because I didnt know if it would hurt or not but I tried what she did and it felt good for a while but I just felt weird and stoped. I've been feeling really turned on latley and I guess because of my gf but I Want to mastrubate successfully without feeling weird and I would like to have an orgasm. Anybody have tips .... I feel like I will never be able to feel good by myself or with my gf