This question is giving me the opportunity to post something on this forum for the very first time. My answer to it is a secret I have only shared with a FEW other women online (online chats and such). And, some of you may not believe me, and that's fine - I know it happened and can remember the images and sensations burned into my brain cells! Of course not every detail is known or remembered, but I'll share what I do recall.
The hair fetish for me began very early, and is in fact my very first childhood memory. I was in diapers. I cannot recall if I could talk (or even walk) at all yet or not, but I do know I could crawl around very well - as the memory mainly involves some higher-level crawling skills.
The woman I recall, was either a friend of my mom, a co-worker that she knew well, or a babysitter that watched me from time to time. Whatever the relation, she was someone I knew and trusted. Being the middle of the 1960s, her hair wasn't exactly long, but is was a platinum blonde and in a style similar to what Mary Tyler Moore wore on the Dick Van Dyke show (not sure whatcha callit). It reminds me of a round pumpkin with a flip-up tail where it hits the neckline. The flip-tail on this gal was more pronounced and longer than most you'd see. I can only guess what her age was at that time, and using my current powers of estimation, I would say she was in her very early twenties - but not more than 25.
This memory she gave me is a one-time deal. I don't recall her in any other memories I have, and I certainly don't recall her allowing this to happen more than this one time. There may have been other times with her, but I honestly only recall this one event.
The room was small and sparse - not much furniture, and no pictures on the walls. There was an end table with a lamp, and a hideous green couch backed up against the long wall. There MAY have been a TV or stereo system across from it, but I can't be sure. The couch is the main item I recall, as it had a wide, flat-topped back on it - perhaps as wide as 10 or 12 inches. I know it was wide being how I would use this width to crawl back and forth, and sometimes sit on it. With the wall in back of it, I could only fall off on the cushion side, so there was never a fear of getting hurt.
OK, enough of the setting - on to the memory, and what caused my hair fetish.
Mom was not in this memory, so I assume that this gal was looking after me while she was away somewhere. I was dressed only in a diaper (I'm pretty sure it had to be a cloth one, in those days), and I was crawling back and forth on the top of the couch. This gal was seated at one end either reading a book or watching TV (I just don't know for sure). On one of my passes by (her head was at the same level as I was on the back of this couch), she kind of leaned her head back as I was sliding by. She happened to lean the back of her blonde hair right into my crotch (only a diaper on).
Now I've had arguments with people about whether infants/toddlers can have erections or not - I can assure you that I was fully erect in a matter of seconds after her brushing me with the back of her head. It couldn't have been very big yet, but it was definitely hard - I could feel it.
This "feel-good" event caused me to laugh or giggle, which in turn caused her to do it again. Again I voiced my pleasure. I recall continuing my crawling to the other end and back, but when I was again behind her, she did the same action again. I'm not sure if I made many more trips to the other end and back, but I do know that pretty soon I was staying right behind her head. She would toss her head back and I would enjoy the pleasure of the pressure against my nice, little hard-on. She began to laugh and giggle as well.
Now here's where it gets a little kinky and interesting for me. After some time of this (maybe a couple, 5 minutes???), I sorta slid forward where I was resting on the back of her shoulders - I recall being on my left side. She no longer had to toss her head back very far, or even at all. What I began doing was an instinctive grinding of my crotch into the back of her hair. She then responded by continuing to laugh and say things (I don't recall what, as it probably didn't make sense to me anyway) in a tone that had happiness and surprise in it. I'd so like to know what she was actually saying to me! She then began to press her head backwards, and then to twist it back and forth a little. I continued my animalistic humping action, and we actually achieved a fairly good rhythm to it. I was rock hard the whole time, and I know I ended up thrusting fairly aggressively into her hair/head. It's just moments into this activity at this level, that the memory for me ends. That's it - no nudity, no sex, no grand, glorious ending - just a powerful memory etched into my brain thanks to the wonderful sensations I received from her hair.
I was in my diaper the entire time, but I enjoyed the feeling of her hair on my little legs, and my belly. What I find fascinating, was she had to know what effect she was having on me, as I wasn't hiding anything about my grinding/humping action. It was pretty obvious to anyone old enough to know about sex, exactly what I was doing. And her reaction of laughing with, participating in, and enjoying it as well, has always given me quite the thrill over the years. To be willing to use her hair to excite even a little boy in diapers - what a gal!!!
I hope you enjoyed my very earliest childhood memory, I know I have for as long as I can remember.