Some Guys You Just Can't Please by Shant

---

If you’ve read some of my stories, you may remember that some mention that while I was in college, I was the fraternity barber. This story is about one guy in particular in the frat, and some of the experiences I had cutting his hair. This story is 100% true, nothing has been embellished. Hope you enjoy. Shant
———————————————————————————————————-


I was in college during the 70’s. The majority of guys then all had long hair. They usually parted it down the middle and brushed the top and sides back.

My freshman year, my roommate asked me if I could cut his hair for him. I had previously told him that I cut a lot of my friends hair in high school. He had a great head of hair, and I told him that sure, I’d be glad to cut it for him.

Other guys on my hall saw how good his haircut turned out, and before I knew it, I was cutting a majority of the guys hair that lived on my hall.

During the spring semester, I pledged a fraternity. I immediately became the barber for most of the guys in my frat. There were sixty guys in the frat and there were a lot of good looking guys. I got to get my hands in a lot of really great hair all the time. I loved it!

Usually, everyone came back to school and then started letting their hair grow. At the end of the semester, almost all of them would have me cut their hair back to the way it was when the semester had started.

During that time, so many parents really hated long hair and made a big deal about it. Most guys figured it wasn’t worth dealing with their parents all summer long and having to listen to them constantly complain about their hair. If Mom and Dad were footing the bill for college, you knew you had to do what they said.

I looked forward to the end of each semester because I enjoyed getting to cut a lot of hair off the guys. If I had not trimmed a guy’s hair during the entire semester, I would usually end up cutting at least two to three inches off. The more hair I got to cut off, the more fun I had.

At this time, I had not come out, even to myself. I dated a lot of women all throughout college. Even though I had not admitted to myself that I was gay, I knew that whenever I cut a guy with a great head of hair, I would feel myself getting aroused.

I always made certain that I had a long shirt or sweatshirt on when I cut a guy’s hair because I did not want him to see the boner I had. I loved it when I got to cut the hair of some of the best looking guys in the frat.

There was this one guy in particular, Tom Haak, who was one of the best looking guys in the frat, and he definitely knew it.

His hair was a sandy brown which he parted down the middle and brushed the sides back. His hair was really thick and had a slight wave to it. His hair covered about half his ears and it was full in the back and hung about two inches below his collar.

I had always wanted to cut Tom’s hair, but he would never let me. Every once in awhile I would try to convince him to let me cut it, but his response was always the same, "No way, man. I’d never let anyone other than a professional barber cut my hair. I know I’ve got great hair and I’d never risk having someone butcher it."

I often thought about how much I would like to run my hands through his thick hair and see how high I could get it to stand up. The thought of burying my hands in his awesome mane was a real turn on, but I knew if he wouldn’t let me cut his hair at all, there was absolutely no way he would let me do what I really wanted to do with it.

At the end of the semester, Diane Dunbar invited a small group of us to come visit her at her parent’s summer house which was on a lake. Diane was a beautiful woman. She looked like she would be on the cover of Seventeen. She had classic good looks and she also looked like she came from money, which she did.

I had dated Diane briefly, and Tom was dating her now. There were only six of us there. One of Diane’s sorority sisters, Debbie, was there with her boyfriend, Jim, who attended another college. My little brother in the fraternity, David, was there, along with me, and then, Diane and Tom.

David asked me to bring my scissors because he said he needed a haircut. His father had been on his case and he knew he would rather have me cut his hair instead of trusting a barber.

David had thick black hair that really shined. I always enjoyed getting to work on his hair because he didn’t mind changing how he wore it. This time I took off about two inches all over.

When I finished David’s hair, Jim surprised me when he said, "Man, you really do know how to cut hair. I’ve been needing to get my hair cut. Would you want to cut it for me?"

Jim had a nice head of hair and I knew I would definitely enjoy cutting it. I was a little nervous because I had never before cut anyone’s hair that I did not know, but he had such great hair that I knew that once I started, I would have no problem making it look good.

"Sure, I said. "Have a seat and tell me how you want me to cut it. You’ve got great hair and can wear it a lot of different ways."

Jim’s hair was a chocolate color brown. He wore it parted on the side, a couple inches over his ears, and the front swept down across his forehead. He was basically like David, and just needed to have his hair trimmed up so that it looked neater.

As I was cutting his hair, I thought to myself, "Tom is the only other guy here who I haven’t given a haircut. I’m going to do my best to convince him to let me cut his hair."

After I finished cutting Jim’s hair, I said, "Come on Tom, seeing that it’s summer, why don’t you let me trim your hair? I know I can make it look a lot better."

"You know I’ve told you that I would never let anyone other than a barber cut my hair," Tom said. To say that Tom was conceited about his hair was an understatement. I knew how much he loved his hair. I think he really enjoyed teasing me about not letting me cut it.

"You’ve always wanted to cut my hair, haven’t you?" Tom said with a big grin. He then ran his hands through his hair, showing off how thick it was and how great it looked. I’m sure he did this just to make me want to cut it even more.

"You know I have," I said. "I really like to cut a good head of hair, and you have one of the best in the frat. It’s pretty obvious how much you love that hair of yours. It really does look awesome."

"Just between us, there are about a dozen guys in the frat whose hair I enjoy cutting the most. I already cut all of them, except you. You’re the only one that won’t trust me enough to cut his hair, despite all the other guys having me cut their hair all the time. I think that would be proof enough that I can do a good job."

"You know, when Bob Woods came back to school the first time after I cut his hair, he told me his aunt, who cuts hair for a living, said that she could not believe that I was not a professional barber because his haircut looked perfect. She said she had never seen Bob with a better looking haircut."

"I tell you what, how about if you just sit down in the chair and let me comb your hair, and show you why I know I can do a better job than your barber does? No scissors involved, only a comb."

"Okay, seeing that you’re just combing it, I can go along with that," Tom said. "Let’s see what you can do with my awesome mane!" He was just so full of himself.

There was a large mirror in front of us. Tom sat down in the chair and I began combing his hair. After I combed it perfectly into place, I lifted up a lock near the front and combed it straight up. I then did this with a couple locks on the sides and the top as well.

"When I comb a lock of your hair straight up, the ends should all be even with each other. Look how uneven your ends are. If you let me just even them up, it would show off your hair a lot more, and I’d only be cutting off no more than half an inch."

"Come on, let me trim your hair for you. You won’t even notice it looking any shorter. I promise I won’t take off any more than that and you can watch me in the mirror. I think it will really surprise you after I’m finished and you see how much better your hair looks."

"I can see what you’re saying about the ends not being even. I had never really thought about that before," Tom said. "Okay, I’ll trust you, and let you trim the ends, but that’s all, and you’d better not screw it up!"

I couldn’t believe that Mr. "I’m so handsome/Look at my beautiful hair," was finally going to let me cut his hair. I was really stoked. I had been wanting to get my hands in Tom’s hair from the first moment I saw him.

I was not going to get to cut that much off, but just getting to run my hands through his awesome hair, and comb it, and trim it, after waiting so long, was going to be a fantastic time.

I spent a great deal more time just combing his hair and getting it perfectly in place. Tom looked like he really enjoyed having me do that. I figured it really stroked his ego knowing how much I had wanted to get my hands in his beautiful mane. He definitely enjoyed being the center of so much attention.

Tom watched me like a hawk as I cut his hair. I took my time and combed his hair from all different directions and combed it up and evened off the ends. I started in the very front and worked my way to the back and the sides. I was really turned on.

When I finished the haircut, to my pleasant surprise, he said that he really liked it. From that point on, I was the only person that ever cut his hair.

Two months later we were back at school. The first night there, all the guys met at the frat house. As soon as I saw Tom, he came right up to me and said, "Hey, could you cut my hair sometime this week?"

"My hair really did look a lot better after you cut it. I now wish that I had let you cut it all last year. This summer, I received so many compliments about how great my hair looked, and like you said, you didn’t have to cut very much off to make it look so much better."

"Who would think that only half an inch of hair could make such a difference? I haven’t cut my hair all summer because I wanted you to have as much hair as possible to cut as soon as we got back."

"I figured you’d enjoy me having so much more hair for you to get your hands in. You’ll have to take off more hair than last time, but I’m now okay with that. I totally trust you and I know you’ll do a good job."

"Sure, how about if you come over to my apartment tomorrow night and I’ll cut it for you?" I said. I couldn’t wait to get my hands in his hair again.

Tom showed up right on time. It was going to be great to cut off even more of his precious locks than I did last time. He sat down in a chair and I caped him up. I ran a comb through his hair and I got an immediate hard on.

"How do you want me to cut your hair?" I asked him. I was hoping he would tell me to give him a short haircut, but I knew that would never happen.

"How about if you take between one to two inches off so that it will be the same length it was after you cut it last time?" he said.

I definitely was up for that because it would be great this time to cut off even more of his beautiful mane. As I began his haircut, I said to him, "I’m really glad that you liked the haircut so much, because I was hoping you’d let me cut your hair again."

"It’s great to cut a good head of hair. I really enjoyed cutting your hair and was glad that you finally let me do it. Your hair is one of the best in the frat. There’s only a handful of guys I enjoy giving haircuts as much as I do you. You really do have awesome hair."

Tom beamed when I said that. He really was vain about his hair. He loved now knowing how great I could keep his hair looking all the time. "You’re definitely my barber from now on," he said. "I would never want to go back to my old barber after seeing how you made my hair look so much better."

Throughout both semesters, I cut his hair about every two months, each time taking off about an inch. I ended up cutting his hair more often than any other guy in the frat.

We didn’t get together as a group that summer. By then, Tom and Diane had broken up, which really was no big surprise. He was a great looking guy, but he was totally out of her league.

The fall semester was beginning and we all started to arrive back at school. We were at the frat house waiting to see each guy as he arrived. When Tom walked in, he blew everybody away with his new look. He had colored his hair blonde and it was that awful trailer trash blonde color. It screamed yellow!

I don’t know what his intention had been. He obviously did not dye all his hair because you could see clumps of his natural hair color all over his head. Maybe the blonde hair was supposed to be highlights, but they looked like huge patches of the worst bleach blonde color possible.

In some spots his hair was almost orange. It was a terrible dye job and it really looked awful. Knowing how vain he was about his hair, I knew he must have really hated people back home seeing how terrible it looked. I was pretty sure he couldn’t wait to get back to school and have me try to do something with it.

One guy, Bob Seaton, just burst out laughing when he saw Tom. "What the hell did you do to your hair? You look ridiculous! Why did you ever think you could color your hair and think it would look good? It’s really ugly!" A whole bunch of guys were really ragging on Tom and were enjoying giving him a hard time.

He took a lot of ribbing that night, which was something he was not accustomed to doing. He was used to people always complimenting him about how great his hair looked. He certainly did not like being the butt of jokes and being ridiculed in front of all his friends. I knew it must be killing him, standing out like he did because his hair looked so awful.

"I did not color my hair!" Tom stated. He was emphatic that he had not colored his hair, but no one believed him. There was no way his hair could look the way it did just by being out in the sun all summer.

A little later on in the evening, he pulled me aside and asked me when I could give him a haircut. "I was hoping you could cut it as soon as possible," he said. "The fewer people that see me with it looking like this, the better."

"I can cut it whenever you want. I’m going to hang out here for about another hour. Why don’t you leave when I do, and come over to my place, and we can see what we can do with it right now?"

"That would be so great!" Tom said. "I can’t wait for this nightmare to end!"

A little while later, we left the frat house. It was just a short walk to my apartment. On the way there, Tom again exclaimed that he had not colored his hair.

"I understand perfectly, Tom. I know you are telling the truth when you say that. You didn’t color your hair, but someone else certainly did. Whoever did it sure didn’t know what the hell they were doing. It’s really a mess."

"I imagine you want to take off as much of the blonde hair as possible without cutting your hair too short. I think I can get rid of a lot of that blonde hair, and your hair will be just a little shorter than the way I usually cut it."

When I began working on his hair, I spent a lot of time just combing it and figuring out how I could get rid of as much of the blonde hair as possible and not have Tom freaking out because his hair was going to be shorter than he liked.

He made no attempt to hide the fact about how much he loved his hair. He hated that he had made such a foolish mistake, and was now going to pay the price for it. His hair was going to be the shortest it had been since he was in high school.

It took me awhile to decide how to cut it. Tom was so vain about his hair that he expected me to perform a miracle and get his hair to immediately look good again. That was not going to happen all at one time.

I started by cutting only the blonde sections. It was almost like thinning his hair. I wanted to take as much of the blonde off as I could, and then go ahead and give him a haircut.

Tom was almost having a nervous breakdown. He was so proud of his hair and loved it so much. He had never experienced having his beautiful mane look so terrible.

I couldn’t perform a miracle, but his hair did end up looking better. "I think you should let me cut your hair once a month, each time taking off about half an inch. If we do that, your hair will keep looking better each time and there will be less and less of the blonde hair left each time I cut it. I figure it’ll take about three months before I can get rid of all the remaining fake color cut off."

"Your hair won’t look as good as it usually does, but the only way you can get rid of the blonde hair fast is to let me cut it shorter. I imagine you’d rather have the bad dye job than having really short hair."

I had to admit, there was a part of me that really enjoyed Tom experiencing a little humility, and not being so cocky, always thinking about how great he looked.

Every four weeks I cut his hair. I had a great time cutting off a lot more of his pretty hair and having it be shorter than I had ever seen it. By the end of first semester, his hair was finally looking the way it always did.

At the end of second semester, Tom told me he wanted me to cut his hair before he left for home for the summer. He came over the night before he was leaving. I was cutting a lot of guy’s hair the last two weeks before leaving and I was having a blast. Almost every night I got to cut a great head of hair.

I figured Tom would want me to cut his hair the way I usually did at the end of the year, but he surprised me when he said, "You know, I’ve worn my hair like this for quite a while now. Seeing that I’m going home for the summer, and I won’t be seeing any of the guys, I thought about maybe I’d like to try something different."

"You know that I wouldn’t want you to cut my hair really short because I love it too much. I don’t want too drastic of a change, I just want to try something a little different."

"I know how much you like to cut my hair. I bet you’ve thought about how much you would like to give me a different looking haircut if I would let you. If I told you to cut my hair how you think would look best, how would you cut it?"

I couldn’t believe that Tom, "My hair is so awesome!" Haak, was actually asking me what kind of haircut he thought he should get. I knew I had to play this smart, not suggest anything too extreme, but I hoped I could end up cutting his hair how I wanted.

"I think it would be great for you to try a different looking haircut. You’re right, I have thought about how I would like to give you a different looking haircut. Other than the blonde fiasco, I’ve cut your hair pretty much the same way all the time."

"You’ve got such great hair that I think it would be fun to try something different. This is the perfect time to do it. You won’t have to put up with any unwanted comments from the guys because you changed how it looks."

"If you’re asking for my honest opinion, I’d like to get rid of your center part and brush all the top straight up and back. Your hair has such great texture and body that I bet it will look really sharp standing up higher on top."

"I’d then like to take the sides and back down shorter. The sides would still be long enough to brush back, but they would not be covering your ears. You’d still have your pretty waves on the sides just above the top of your ears. I’d keep the back full, but have it ending just above your collar."

"Think Gary Ford, who was another guy in the frat that had awesome hair. Your haircut would look a lot like his." Gary’s hair was very similar in texture and body to Tom’s, but it was jet black.

"Would you want to try something like that? I think it would look terrific. If you ended up not liking it, because I’d still leave the top long, all you’d have to do is grow the sides out over the summer, and you’d basically have the same hair style you have now."

"That actually sounds pretty good. I’ve always admired how great Gary’s hair looks. You really think my hair would look good like that? Yeah, why not try it? That sounds safe."

"As long as the top is still long, I don’t think it would bother me to have you take the sides and back down shorter like his. I’ve got such great hair that I think it would look as good, and maybe even better than his does. I think cutting it like that will show off my hair even more!"

"I’m really trusting you to cut it shorter, but it had better turn out looking like Gary’s does. If it doesn’t, this is the last time you’ll ever cut it."

"No problem. I just want to be 100% certain that you agree to this haircut before I start. I’ll cut it exactly like Gary’s, but I don’t want to hear you complaining after about how you don’t like how it looks, and say that it was my fault."

If Tom was my number one favorite guy to give a haircut, Gary ran a very close second. Actually, I sometimes think I enjoyed cutting Gary’s hair more because he was always grateful that I cut it for him. He never complained about how it looked, and I always had a good time cutting his hair, and never felt nervous like I sometimes did with Tom, especially if Tom was in one of his moods.

Over time, as Tom got more and more comfortable with me cutting his hair, he became more and more critical about every little thing. If he found a lock where the ends were not even, he let me know it. "Look how uneven this lock is," he would say. "You’d better do a better job the next time you cut it!"

As much as I enjoyed cutting his hair, and as much as it really turned me on, I would get tired of hearing him go on and on about his beautiful hair.

He was never embarrassed talking about his hair in front of me. "My hair is so awesome!" he’d say. "No one in the frat has better hair than I do. I catch guys looking at it all the time, and I know they are thinking how much they wish they had hair like mine. I know how much you really love getting to cut my hair because you think it is so awesome!"

He was just so full of himself that it made me wish I just had the nerve to comb up his forelock and chop it entirely off! I would love to cut his hair down to almost nothing!

It would be fantastic seeing the look on his face if I did that. Hopefully, that would teach him a lesson that there were a lot more important things than just having pretty hair, but I knew that I could never do that to him.

"Sit yourself down and let’s do this!" I said. "I can’t wait to see how you look with your hair cut like Gary’s. I think it will look sensational."

I took my brush and brushed all his hair on the top and the sides straight back, eliminating his center part. With his hair parted down the middle, he tended to comb the top downward and then brush it into the sides and then back. Now the top was being combed straight up and back, and I could already see that it stood up a lot higher.

I proceeded to cut about one and a half inches off the top. This actually made his hair stand up even higher because it was no longer so heavy. I almost wished that it wasn’t going to look so much better than how he always wore it.

I then cut each side, brushing it back and taking off about two inches so that it just touched the top of his ears. The hair above his ears was long enough to brush back and show off his pretty waves just like I told him it would.

As I worked my way to the back, I took it down shorter so that it was only about an inch long in the middle of the back. Everything all blended in together and it did look good. It really showed off his beautiful hair even more than when it was long.

"I’m going to slightly wet your hair and then blow dry it back," I said. "I want to see how high I can get it to stand on top and make certain that the sides are blended in well together." I vigorously brushed his hair up and back. It looked so much fuller than before.

Once I finished drying it, I took my hands and aggressively ran them through his hair from the front to the back, lifting up each lock over and over again to make it stand up as high as I could get it. This really made his waves stand out much more than if his hair was all combed perfectly into place.

Getting to run my hands through his hair and feel his thick, wavy locks made me so hard. It was great to make each beautiful lock stand out apart from the others. He looked so hot. It was a definite improvement. I’m sure that Tom was going to be even more vain about his precious locks after I finished his haircut.

When I finished the haircut, Tom loved it so much you would think that he was the one responsible for how it had turned out. Apparently, my hair cutting skills had nothing to do with how great his hair looked. His hair looked so fantastic because he just had such awesome hair! Again, what an ego.

My senior year of college started and flew by so fast that before I knew it, it was almost over. I was looking forward to finishing school and getting out into the real world, hopefully find a good job, and starting to have some money in my pocket for a change.

As the last semester began, I knew that I was going to miss getting to give so many good looking guys haircuts all the time. I had cut so many guys hair over the past four years and knew that never again would I get the opportunity to do this.

I had thought many times what my parents reaction would be if after I graduated, I told them that I wanted to go to barber school. I knew it really wasn’t an option, but boy, it would be fun to see them really freak out.

At the end of the semester, I probably cut even more guy’s hair than I usually did because they knew it would most likely be the last time I ever cut their hair and they wanted to say good-bye and good luck.

Besides loving to cut these guys hair so much, I got to spend a lot of one on one quality time with them that I otherwise probably would not have done. Most of them were really good friends and I knew I was going to miss them.

Tom wanted me to cut his hair before he went home. We scheduled it so that it was the last haircut I was going to get to do while at school. Just saving the best for last, I guess.

I didn’t know if I would ever get to cut Tom’s hair again. I knew that even though he was a pain in the ass sometimes, I was really going to miss cutting his wonderful hair for him. We had become very close friends. When I look back on this time, I think that Tom was my first real crush.

One last time, Tom sat in the chair. He told me to cut his hair like I usually did, just trim up the ends and make it look neater. "Just clean me up for the summer and make me look sharp," he said.

"No problem," I replied. I had cut Tom’s hair so many times that I didn’t give it a second thought about how to cut it. I assumed from his instructions he wanted it to be cut like how he usually had me cut it the end of each school year.

At the current time, Tom’s hair on the top and sides was about the length it usually was when I cut his hair at the end of the semester. The ends in the back however were slightly longer and were just beginning to curl up.

Tom wasn’t looking in a mirror. We talked like we always did while I cut his hair. I took my time and enjoyed cutting his hair one last time.

When I finished, I thought it looked great like it always did. When he saw it, however, he exploded! "You cut off all my curls! I didn’t want you to do that! I loved how the ends were all starting to curl up! I hate it!"

His reaction took me totally by surprise. "You told me to cut your hair like I always do at the end of the year, and that’s what I did. I would have left your curls if you had told me you wanted to keep them. It wasn’t my fault you didn’t tell me not to cut them off. I’m not a mind reader, all you had to do was tell me."

Being his overly dramatic self about his hair, Tom said, "It’s ruined! I’ll never let you cut my hair again!"

Him saying that was not that big a deal. Since I was graduating, this was probably the last haircut I would have ever given him anyway. I wish he had told me not to cut off his curls, but it certainly was not my fault. I really hated that the final haircut I gave him ended badly.

I then thought to myself, "Just get over it!" For three years I had enjoyed cutting his hair. As much as it turned me on, I had had enough of his egotistical hysterics. I mean, as great as his hair was, it was still only hair.

All four years I had been the fraternity barber. No one else could even compare to being as conceited about his wonderful locks as Tom was.

I took the cape off him and said, "That’s fine with me. At least I won’t need to put up with your being so vain anymore. Man, you know you’re really not as awesome looking as you think you are. Good luck finding someone next year to cut your hair, and put up with all your foolishness."

Tom didn’t say a word. I think he was too stunned after what I had just said to him to respond. He immediately got up and slammed the door on his way out. That was the last time I ever saw him.

---