In love with long hair

All my life I have been in love with long hair. My first babysitter had hair almost to her knees. Whenever my parents were going out I could not wait for my sitter to arrive. She was 18 and like many girls in the sixties she had incredible thick long hair but knowing that my parents were very conservative she always arrived with her mane neatly put up in a bun wearing simple clothes. What they did not know was that in her purse was her brush. Simply meant for me to have fun with. She had been my sitter for as long as I can remember and from the time I can remember I was always wanting to play with it. Now don't get me wrong, this was all quite innocent. I was only six at the time and there was not possible way anything sexual could or would ever happen but all the same, she was more then happy to keep me quiet while she would watch tv. How easy a job this was for her! She got a kid that was not a little snot and as a bonus she would get to have her hair brushed until I was so tired I just fell asleep. Usually still holding the brush halfway stuck down her back. And I know she must have truly enjoyed it as she never said no to my request to play with all that hair.
Well, as most early experiences in life, the love of long hair stuck with me. As I grew older and more aware of the fairer sex the first thing I would judge a woman by was how long and pretty her hair was. And if the hair was exceptional, other physical aspects were overlooked. As I saw it, she may not be all that pretty but her hair would make up for it in spades. And this usually ended up being a bonus for me as they were just happy that a nice looking guy was actually showing genuine attraction to them as my passion was not just a way to get into her pants (or in my case, my fingers and whatever else they would allow into their hair).
Most of the girls and then as I became a man women I dated had hair at least to their waist. Anything less would just not do it for me and I have probably missed out on many an incredible sexual encounter with a woman with much shorter hair but still I held to my passions and I have never regretted it.
I ended up with a Masters degree in college in accounting. Unlike many of my graduating class I chose to not join a normal firm but instead I went to work for an accounting temp agency. This had a wonderful advantage for me as I was never in the same place for too long of a time which I felt would give me a chance to meet many more woman then usually possible if I had stayed in one place. And for this reason alone I picked the career road less traveled.
One assignment would make this choice the smartest move I have ever made in my life next to the first time I asked that babysitter to let me brush her hair and here is that story.
It was an assignment in another state at a very large textiles company in the mid-west. I made arrangements for the 6 month assignment with my landlord and packed my bags for the new job.
I arrived on a Friday afternoon and decided to go and meet my new surroundings before checking into the hotel. When I arrived at the corporate headquarters I found myself surrounded by almost all the employees out in the parking lot having an summer company party. After asking around I finally found my new boss and he was quick to put a beer in my hand and a plate of ribs in the other. I found a seat and started on the food when I began watching the sack race. There were about ten teams lined up ready to start the race and with the number of people in front of me I could not see the action very well. The race started with much cheering and laughter when all of a sudden two of the teams bumped into each other. Both teams fell to the ground but what caught my eye was that one of the women, she was what many men would consider "average" black rimmed glasses and rather plain clothing but where my eyes were drawn to was the momentary glimpse of what appeared to be the largest bun I have ever seen in my life. And I have seen and been with a few exceptional women with hair to their knees and thick and ever so soft but from the limited view I had I could have sworn that as she was falling that bun exploded. I could not find another word to describe it other then that! I mean her hair went EVERYWHERE! And before I could set my plate down and get a much better look she was already gathering herself up and moving off into the opposite direction into the crowd. I tried to make my way through the hundreds of people to see just who this woman was but there was just no way I was going anywhere fast. Before I knew it she was gone and I never saw her the rest of the day. I decided to not ask about who she was as it would have seemed strange coming from a newbie so I just let it go for the moment. I did however decide that I was going to find out just who she was when the time presented itself.
The weekend passed so slowly as the more I thought about her the worse my curiosity got, Monday could not get here soon enough.
On my fist day at work I was taken to my cubicle and was introduced to those in my department I would be working with in the accounting dept. Everyone seemed very nice but the cubicle right across from me was empty of it's occupant. I took at look at the nameplate and it read "Carole Sturm – Accounts Payable". The work space was neat and almost sterile. Under that space next to the chair was her purse and it was open. I took a quick look and besides the usual things found in such a place was an enormous brush and from what I could tell a pretty expensive one. I was beginning to think my luck was on the up.
The morning passed and as lunch approached still no "Carole". So a little disappointed I left for my hour break. When I returned I had actually forgotten about the cubicle next to me and did not even look into it as I sat down to begin going over my work again. As I began to get lost into what I was doing a voice said "Hi, you must be Ken. I guess I should introduce myself since we will be working together. I'm Carole". I looked up and sitting across from me looking straight at me was the woman from the sack race! I just about died right then and cracked out a pretty sorry "hi". I felt like freshman in high school being asked for a pencil from the prom queen! I finally managed a smile and rolled across the floor extending my hand to shake hers. She was actually a lot prettier closer up but her taste in clothing was just as plain and conservative as at the picnic. But there was potential there. More them most women could ever hope for. I decided to play it very cool and keep the tone on a very pleasant basis. As I rolled my chair back to my space I watched her turn back around to her computer with put her back to be and as she turned I just about had a heart attack. The bun was larger then any I had ever seen in my life anywhere. It was a bigger then a softball by almost double. It was an incredible deep brown and not a hair was out of place. The bun was perfect for lack of a better word and not a pin could be seen holding it up which made me even wonder if it was real except that I did see it all come down only a few days before. Well, needless to say I was not going to be getting much work done today as I just could not pry my eyes from that bun the rest of the day.
For the next few weeks I just played nice. Carole and I were actually on the same project trying to clear up accounts and getting things up to date. I was hoping that I could stretch this assignment out for much longer then the initial six months but Carole was no slouch when it cam to what she does. Good luck would have it that there were thousands of accounts that needed attention and for that I was most grateful. The one depressing thing was that Carole wore that hair the exact same way every day. Never wavering in any way and her clothes seemed to all look alike. But one day she did wear a simple blouse and from that I could tell she was hiding under that top one very large pair of breasts. Funny how the boring clothing she wore could keep something like that hidden from everyone else.
Over time I got to chat often with her. She was thankfully single. Lived alone and had a cat. She did not seem to be active in much in her spare time other then reading. But the more I got to know her the more I could tell that she at least liked to be around me. After about a month I decided to ask her out for dinner. She seemed kind of stunned by this and I was beginning to think that she was going to turn me down when she asked me why I would want to go out with someone like her. I have been in this position before and from experience I have learned to play it cool. I told her that I thought that she was a very nice person and that I enjoyed working with her. She then came right back with "but you are such good looking Ken, why would you want to be seen with someone so plain as I?" I paused for a moment and then just said that I thought she was very pretty and that everyone has things that they find attractive in a person. She looked a bit puzzled but then a smile slightly broke out and she coyly said "OK, what time?" I told her 7 would be good and was there any food she was fond of. "Whatever you like is fine with me, I'm real easy." How I hoped she was! But keeping my charm under control I said "Great, can I pick you up at your place?" She was at ease enough now that we had worked together for some time that she gave me her address and said she would be ready at 7.
So with that being said we went back to work for the rest of the day and never mentioned it again.
At 7 I arrived at her condo and with some pretty flowers in hand I rang then bell. "Come in" she yelled "I'm almost ready Ken". I turned the knob and open the door went. In side was a rather clean and neat place with a large white cat sitting in the middle of the floor. I walked up to the cat and began to scratch his head when I head from behind me "Wow, he never comes up to strangers, let alone most people! I'm very impressed". I told her he had a beautiful cat and asked what his name was. "Snowball. I'm afraid it's not very original but my niece named him." "Well hello Snowball." I said and with that he got up and began to walk over to Carole. I turned around to see my date and found she looked almost as she did at work but with maybe slightly nicer colors. Not inappropriate for a date but no where close to "look at me!" either. And, on top of that, her hair was the status quo. Same huge bun in exactly the same way as always. Still, I do love that look so I asked if she was ready to go and she nodded her head.
We soon arrived at the restaurant, I had picked out a dark and romantic Italian place that had it's seating in private booths with curtains. She knew of the place and was actually excited as she had never been here but always wanted to try it. Score one for Ken!
We were led to our booth and I was given the wine list. "Red or white Carole?" I asked. "Well, I have never had a drink before so you choose" she replied. I chose white as I thought that red may be too much for her to handle for the first time. Our wine arrived and I motioned for the waiter to just leave the bottle. I raised my glass to hers and said "to us then." She simply nodded and took a sip. I could tell she liked it very much and in no time I had poured her another. After a while the food arrived and we talked about our childhoods. She grew up on a farm not too far away and her parents still worked it. I could then see why she dressed the way she did as she had no other influence then that farm. As the food was finished we kept the wine flowing. I then ordered another bottle with no objections from her. Score two for Ken! I finally slowed down her pace after her fifth glass. I could tell she was now getting a bit loopy. She then looked at me and blurted out "Ken, why are you here with me?" With a kind of sad look on her face. I told her again that I thought she was very pretty and nice to be with but she kept prodding for another reason. All the while she and I were sliding around the bench towards the middle of the table. I looked into her eyes and said "well, there is something about you I just find absolutely incredible." "What?" was her reply and I moved my hand to the back of her head and gave her bun a little squeeze. "My hair??? You actually like all this mess of hair?" "Yes, Carole, since I first saw you fall at the company picnic and I caught a glimpse of it all falling out everywhere. I was instantly taken by you right then and there." A smile grew on her face and she said "you want to really touch it, don't you?" What I did not know was that her hand had moved under the table and was resting on my lap. I actually did not even feel it there as she then said "why don't you really touch it, all you want. Just don't take it down here as I can't get it back up when we leave". That was all the encouragement I needed and I began to stroke the sides of the bun. It was so huge and thick! I was in absolute heaven when I felt something down below. "I see you were not kidding!" She giggled. "I'm glad you like it. Would you like to play with it even more?" "Very much!" I almost exclaimed forgetting we were in a public place. "Well pay the check and lets get out of here." With that I took her advice and soon we were back at her place.
Once inside she told me to sit down and just be comfortable. I took off my coat and loosened my tie as she stumbled off to another room. It seemed like hours while Snowball and I waited for his mistress to return. Finally, she arrived in a very soft blue silk dress. "Do you like?" I was awestruck! Her hair was still up but it now somehow seemed even bigger and I was right! She was stacked! And not a little but a lot! And this gown did not leave much for the imagination either. "Snowball, go find a mouse or something" she giggled as she practically fell onto the sofa half on top of me. We both laughed and then she said "OK Ken, do you know how to use one of these?" and she handed me the same brush I saw in her purse. I gladly took it and just whispered "yes". She turned around with her back to me and that was the signal to begin. I found that she used very dark and large pins to keep that mound up. I then remembered those days letting down my babysitters hair and had no trouble removing the right pins first to prevent the usual tangles. But I took it slow and removed each one with purpose. Slowly she was down to only 3 pins left yet the bun was still mostly intact. "You do know what you are doing!" She smiled and I could tell this night was one for the record books! As the last of the pins came out I was still holding the bun in place with both my hands. "Now stand up Carole" I asked and together we got up off the couch. Then I said "here we go" and I let it all just unfold. For a moment I said nothing. And then I could hear her asking "Is everything alright Ken?" I was in shock. He hair just piled on the floor! And not a small pile, it lay there like a pillow! I finally blurted out a yes as I began to gather up the ends of this mane. I then started to walk backwards almost tripping on the coffee table and yet there was till more hair! I was over 8 feet long! The ends were just as thick and full as the top and it was so soft I was beginning to think I would explode right in my pants. She then turned around and looked at me. Again, she seems a bit sad when she asked if everything was alright. I began to see what was bothering her, she felt that her hair may be so long that it was a turn off. I look back at her and told her I was in love! She was almost as stunned as I was with my response as I was with her hair. "You mean you actually like all this hair???" "Carole, I am in awe. I love your hair. I love that you have spent what must be your life to grow it this long and yes Carole, I love you."
Tears came from her eyes as she almost tripped on her own hair running to me. I let go of her hair and we fell back down on the couch with our lips locked hard in what seemed to be forever. Finally she lifted up and said "Ken, you are the only man that has not thought I was some freak for having hair this long. As a child my favorite book was about Rapunzel and so I decided to grow my hair just like hers. But I found in college that every man I went on a date with would end it short the moment she saw my hair. And back then it was only to my knees. But I knew some man would someday find me and love it as much as I do. Ken, you are that man. I love you too".
With that we moved to her bedroom where she had already lit many candles giving the room the right light for the occasion. She removed my shirt and pants and I was already at full mast when she let her silk dress fall from her shoulders to the floor. She then got on her knees and wrapped her hair around my cock and began to suck the exposed end of it. Well, that was enough to make any man cum and I did. All over her face and hair. She did not make a fuss, in fact she was loving every minute of it! With that she took me to the bed where in no time I was back reporting for duty! This went on all night until we both passed out from exhaustion. The next morning I woke up alone in here bed. As I came too I could hear sounds from the kitchen. I put on a robe I found at the foot of the bed and followed the wonderful smells of bacon. There she was, in a kinda frumpy housecoat with all her hair piled again up neatly in that bun she was known for. Sit down honey, I have it almost ready. As the memories of the night before began to fill my head I again became erect. "Carole. Will you do something for me?" She looked over her shoulder and sweetly said "Anything for you". "Then turn off the stove, I must do something that I have always fantasized about… That is if you'll let me." Without hesitation she turned off the stove and walked over to me at the table. "Oh my Ken! Again?!" She cooed. "Well sort of... Please sit on the floor in front of me and take out all the pins out but keep it held together." "OK" she obediently replied and when the last one was out I opened my robe and slowly inserted my dick into that bun. "Oh my God! What are you doing?" she giggled. "Something I have been dying to do all my life, I hope it's OK?" "Lover, do whatever you want. Infact, don't; pull it out. Just cum in there. I know you want that." And so I did, I stood up and fucked that bun silly. I was in total heaven and as I had cum so many times the night before I went for 30 minutes before I exploded inside that bun. I knew then I owned that bun, that hair that women. And this was just what I wanted. After I came she just said "All better Honey? You can fuck this hair till you drop. I love how you feel inside it." "Carole, you know what we must do don't you?" "Of course Dear, we will be married and do this for each other till we die" And she was right of course, smart girl that she was.
Later after we got cleaned up I helped her get her hair dry, I also know why now it's always in a bun, it stays wet all day as she never blows it dry. After we got dressed I said "Can we go shopping? I want to pick out something a bit less plain for you" "Whatever you want, I'm yours now to have as you wish."
We went to the mall and instead of going to her usual places we went to a rather progressive store. I picked out some damn sexy on the verge of slutty outfits for her and also some thigh high boots to go with it. "When shall I wear this?" she asked. "Monday morning of course! This is your new work clothes!" "Oh really?" was all she said but with a very wicked smile on her face all the time! We then bought many other outfits and then with our hands full returned back to her place for another night of fucking like animals. When Monday morning arrived I told her to be 20 minutes late. I went in first as I wanted to see the look on all the others in the dept. Soon enough the elevator opened and out walked what looked like a high priced hooker, 6 inch thigh high black boots, red almost see-thru top with a ton of cleavage showing and no bra (you see, 40ff's at 25 will stand all on their own) and a black mini-skirt that when she bent over all you saw was the little red G-String panties leaving nothing to the imagination. But up still was the bun. Well, for about 20 steps when she pulled the one stick holding it all up was pulled in a rather seductive was and there fell the 8 feet of hair like a cape dragging behind here as she walked to her cubicle. Jaws were dropping everywhere. Men who had never given her the time of day were trying hard to just remember her damn name. Some of the older men started walking to the men's room for reasons all their own. Women were just staring wishing they were even half as good looking as her.
As for me, well, I only noticed the 3 carat ring on my wife's hand. See, we got married on Sunday...