For years I had had a crush on Amy. She was the prettiest girl in the whole school. She was about 5’6″ with shoulder-length blonde hair and a great figure. To top it all off she was Homecoming Queen and captain of the cheerleaders. I was one of the captains of the football team, but I was just to shy to ask Amy out on a date.
I have known Amy all my life as she had lived only two houses down from mine in the same block. We were friends, as she always came over and spent time with me. But, I felt that “jocks” were just not her type. Amy was always very bouncy, but I also noted a certain sadness about her. I did not know what it was but I would the summer after we graduated from high school.
Amy had been dating Timothy for about a year, that’s right: Timothy and not Tim. He was the class president, class brain, and one of the richest kids in school. And he hated “jocks”. Timothy did not like the fact that Amy would come over and visit me and that we were friends. Timothy would tell her that I was “merely a dumb jock who would never amount to anything.” That might have been true, but I had an academic scholarship from Northwestern University. Not bad for a “dumb jock”. Amy was also planning on attending Northwestern. This just burned Timothy up, as he could only get a scholarship to the local junior college, where his father was on the board.
For years I had sat in the back of the Church during Mass looking at Amy and dreaming of making her mine. But, all I had been getting the past year from her direction was Timothy giving me the look of “I have her and you never will, loser”.
As the summer was wearing on, I noticed that Amy’s visits were coming more often, were longer and sometimes more then one in a day. I could see that the sadness was growing in her eyes. Finally one night she told me what was on her mind.
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“I want to get my hair cut real short,” she said.
I said, “Oh, like my sister Lisa’s?” See, my sister Lisa has worn her hair in a very short pixie for years.
Amy said, “No, I want to wear my hair as short as yours!”
I looked at Amy as if she had lost her mind, as I wear my hair in a short butch. I asked her if she was sure and she repeated that that was the way she wanted to have her hair cut. But this was only the start of a Saturday night that was to change both our lives.
Amy then told me that she had had a crush on me for years. She understood why I had never asked her out for a date, as she knew I was just too shy. I said, “You want to date me?” I was now entering a total state of shock. First she wanted to get her hair cut in a butch and now she wants to date me. But, this was only the start to the night as she had one more surprise for me.
Amy looked at me with those big blue eyes of hers and said in a very soft voice, “Jake, I want you to cut my hair for me. You are the only person I trust to do this, as I know you will do what I want you to.” I just sat there wide-eyed and speechless, as my dream girl wanted me to give her a butch haircut. She just sat there looking at me, with that sadness in those beautiful eyes of hers. I could not say no when she said, “Please,” as she was almost begging me to say yes. I had no willpower left to say no to her, and I agreed to do it that night, as my parents would be gone for the night.
That night Amy came over to my house at about 8:30, just as the sun was setting. She had on a white tee shirt, blue jeans, her hair was pulled back in a ponytail and she was wearing no makeup. She still looked beautiful, as she stood at the backdoor asking to come in. I had to ask her one more time if she was sure! Amy said, “Jake, do it please. I want to be the real me.” With that statement I knew she was ready.
I had Amy sit down at a chair in the kitchen. I placed a towel around her, to catch the falling hair. I asked one last time if she was sure. And she only gave me a reassuring smile that she was. I reached over, on the table, and grabbed the scissors. I took hold of her ponytail and started to cut. It was hard cutting through all that thick hair, but little by little I did it. After only a couple of minutes I stood there with her ponytail in my hands. I was becoming very aroused by cutting her hair. And she could tell I was by the bulge in my jeans.
She looked at me and I could tell she was somewhat relieved, as the cutting had started. I now got the clippers ready. I placed a No. 2 guard on them and turned them on. I placed them to her forehead. I closed my eyes and pushed the clippers straight down the middle of her head, running them all the way to the back. Her hair fell to the floor like rain. I did this four more times taking her beautiful blonde locks off.
I then placed a No. 1 guard on the clippers to do the sides and back. I started clipping in front of her right ear. I ran the clippers all the way up the side to the top. When I did her neck she let out very soft groans. The sounds of her groans and the sounds of the clippers made for some interesting music that night in the kitchen. I finally finished with the last few strands of hair in front of her left ear. In less then 10 minutes I had buzzed this blonde beauty’s tresses off and left her with a butch.
I finished cleaning up her neck and nape and she still kept moaning. When I finished I got a mirror to show Amy the new her. She looked long and hard at herself. Tears came to her eyes, as I thought she was having second thoughts. She wasn’t, as she jumped up from the chair and threw her arms around me and gave me a long wet kiss.
When Amy finally let go of me, “I LOVE it,” was all she could say. “It’s not nine yet. Let’s go out on our first date – my treat.”
“If you’re paying, girl, then I am driving.” And off we went.
We stopped at the local burger place, see, living in a small town we do not have a Mickey D’s. We went in and the whole gang from school was shocked at Amy’s new look. Most everybody loved it or at least they told Amy that it took real courage to get a buzzcut.
Then Timothy walked in. He walked up to Amy and started to yell. “Who did this to my princess? I need to know, I will whip the dog.”
Amy looked at Timothy and said loudly and clearly, “My new boyfriend Jake did it. Doesn’t it look so COOL!”
“No, it does not,” screamed Timothy, like some little child. “Jake is not your boyfriend, I am.”
“Not any more little boy,” Amy said. “You see, Jake will accept me any way I am and will do whatever I ask. He showed me what a real friend is and it is not you! All you wanted was that Barbie Doll clone that I had become. Jake wants the person inside of me! So go get lost loser.” With that everyone in the whole place started to chant, “Loser, loser, loser…”
After Timothy left, Amy and I sat in a booth in the back. She told me thanks again. This was a start to a night that neither one of us would forget. But, I can’t tell you that as a gentlemen never kisses and tells on a lady.