Now that I know for sure that this is a fetish I don't do this anymore but before that I had many, many encounters like this.
Had one friend in college with hair to her butt. Literally anytime I wanted to play with her hair she'd let me, but I had no confidence on that front so I never did. I regret it immensely!
Had another friend I knew through college and for a few years after. She was Asian, with hair ranging from just past her shoulders to touching her butt over the years. She'd do these odd things with her hair - twirling it super tightly, fanning it over her face, covering her hair and taking a deep smell - that would be odd to most people but for me was the hottest thing ever. I still remember one special hangout - I met with her and I could tell from how messy her hair was that she had been playing with it all day. We hang and she just keeps on messing with it - running her hands through it, twirling it nonstop, pulling out overgrown bangs and just laying them all over her face, putting it up and down and up and down...eventually I caved and asked her about her hair, then went over behind her and touched it. I felt a shock go through my system. For a long time, every time I masturbated I thought of her. She was so damn hot, my god.
I've had a few female roommates throughout the years, and every now and then they'd let me give them scalp massages. With one it went for HOURS, and she eventually fell sleep because she was enjoying them so much.
I have so many more stories like this...but again, I stopped doing this with friends once I realized this was a fetish. Now I have many play partners I do all this with instead - much nicer!