My Barbershop III: The Night Escapades

“Hey John, it’s me Callie, Case kicked me out.”

I was shocked. Case and Callie had just moved in together less than 3 weeks ago. They had decided they were going to start the new law school semester without two rent payments since they had been dating long distance for the first two years and Callie had just moved to the area. Word in the hallway had been that they were having some issues, but I didn’t think Chris would ever be the one to kick Callie out.

You see, during the summer while we were out on a buddies bachelor party, Case had confided in me about something he and Callie had experimented with early on in their relationship.

“I shaved Callie’s head two years ago.”

I nearly spit out my beer. “What did you say bro?”

“Yeah dude I shaved her head. It was a year in. We got drunk, I told her I’d always wanted to shave a girls head.”

Luckily it was dark or else my buddy would’ve been curious why I was beer red. Little did he know I had always wanted to shave a girls head, let alone his girl friend Callie. I know it sounds wrong, but this girl was hot. Blonde hair, blue eyes, perfect smile, great body. A real catch for a dude like Case who could barely seem to keep his studies straight. I gulped.

“How did it go down?”

“Well, we kept drinking and making out and you know, we went to the bedroom, and the next thing I know she said she wanted to shave her head. In fact she said she had always wanted to shave her head. So I took her to the bathroom, both still naked at this point, and I plugged in my clippers.”

“Wow,” I said, trying to figure out how to learn more about this without sounding too interested. “How long was her hair?”

“Oh you know probably like middle of her back. Pretty long.”

“Why did she want to do it, did she ever say?” I asked, eager to get to the bottom of why this blonde bombshell would want to be shaved bald.

Case chuckled and said, “dude I don’t know but I’m pretty sure she was into it.”

“Why do you say that,” I asked.

“Dude, that’s what I why I was trying to tell you the whole story. So there we are in my bathroom, both naked, right, cause we were just about to fuck ya know? So I plug in the clippers and she’s trying to figure out where to sit. So I say maybe the toilet? And I put the seat down, but she says no, and gets on her knees in front of me with my hard dick right in her face.”

“Holy shit,” I said in a whisper, not thinking Case would hear me.

“Yeah that’s what I thought,” he said. “Holy shit what the fuck is going on. I was like what the fuck this chick is a freak! So I plug in the clippers and you know I’ve had this idea of shaving a girls head so I’m starting right down the middle. The clippers are running full blast, you know, roaring in the bathroom. I’m grabbing the back of her head pulling her into these clippers that I’m planning on running right down the middle of her head, and as I pulled he in she starts sucking my dick.”

“Whoa…” I said

“Yeah man it was insane. She’s sucking my dick and rubbing her pussy and I’m just standing there buzzing her head. My floor was covered in blonde hair when we were done.”

I started to talk when Case interjected, “yeah and that’s not even the wildest part. Obviously, this whole shaving her head took like 10 minutes so by the end I’m about to bust, and I told her that. She wanted me to cum on her bald head bro. She just pointed at her head when I told her I was gonna cum.”

“Damn, you came on her buzz cut,” I asked.

“No dude, it wasn’t a buzz cut. There was no guard on these clippers. She was like completely bald.”

I gulped. I couldn’t for the life of me tell you why he told me of all people this story. But he kept going.

“Yeah dude it was insane. I nutted on her bald head like some many times. You wanna see some pics and shit I got of it?”

Case proceeded to show me numerous pictures of Callie bald and nude in various poses, several of which included her laughing with what could only be cum on her head. I was shocked. How did this guy end up with such an amazing girl like that?

“Yeah man it was pretty amazing. But, after a week or so, it wore off. I wanted her long hair back. It won’t grow back for a long fucking time, so I guess I’ll be waiting. Anyways I’m gonna grab a beer.”

Then Case walked off. We never spoke of that ever again, but ever since she moved to our law school town and moved in with Case I had been thinking about that story.

Her hair was much shorter now, only down to her shoulders, but it was still the same glorious blonde hair that I had thought about over if the floor of Case’s bathroom.  But when I met her, I could almost sense she shared the fetish. She would rub our bald friends’ heads. She would comment on girls with short hair. I just knew hanging out with her she was a girl who wanted to have short hair. From what I could tell though, it was Case who was keeping her hair from being shorter than shoulder length. He was always touching it, saying he wished she wouldn’t get trims, stuff like that.

As soon as Callie moved down her, here and I hit it off. Most people are reserved around the friends of their significant other, but Callie always seemed so easy to talk to and very nice, not to mention hot! The other guys didn’t like her though. They would openly tell him to dump her and that she was just another girl just a dime a dozen.

Since Callie had just moved to the area and I was Case’s only real friend who she knew liked her, it was no surprise she texted me when he kicked her out.

But with that text came a conundrum for me. Here was a girl dating one of my friends. Not my best friend or even a really good friend, but a friend. If I do anything with her, it’ll cost me. That being said, she was really desperate and really hot, plus Case had made her leave the apartment in a city where she knew no one. It would only be chivalrous to help her out.

“I’m so sorry Callie. Do you have somewhere to go?” I asked her.

Immediately she responded, “that’s kind of why I texted you. Obviously I’ve told you how I haven’t found a job yet, so I don’t really have anywhere to go but back home, and that’s a drive through takes a few days. Any chance I could stay at your place tonight?”

“Of course,” I answered, just come on over. You can have my bed, and I’ll take the couch.”

I sent my address right after that text. Of course she tried to object and say she only needed the couch, but what am I at this point if not a man of honor?

About 30 minutes after our conversation, Callie texted me she had arrived. I went downstairs to help her in and she was looking just as beautiful as I remembered, but it was clear she had been sobbing on the ride over. In fact, as soon as she saw me, she began crying again. I brought her upstairs to my apartment and showed her the bathroom where she cried while I got her things upstairs. She was in the bathroom for an hour or two before I heard the door open.

“John, thank you so much for letting me stay here. I had no idea what I was gonna do. Case refused to let me sleep on the couch tonight after what happened and I just could drive all the way home this late at night. I mean Colorado is so far and…” I could see that she was about to cry again so I walked over and hugged her and said, “it’s alright Callie, it’s not a big deal at all.”

“No,” she said, “it is a big deal. This means so much. If there’s anything I can do for you ever, please. Whatever it is I will help you, especially for this.”

I just smiled at her knowingly and said, “ really it’s not a big deal. Is there anything I can get you to help you out? Water, food, wine or something?”

“Wine would be great. And I’ll just go change. Thank you so much, really.” Callie said as she went into my bedroom to change for bed.

When she came back out, wearing only a baggy t shirt and what looked like nothing else, I handed her a glass of wine. After a few sips she finally looked at me and said,

“I guess you are probably wanting to know what happened. I didn’t think he would kick me out like this. I just couldn’t do it anymore. He wasn’t the person I wanted to be with and I couldn’t stay with him any longer knowing that. He was furious, even though I think he knew the same thing. Things all came to a head last weekend, when I was talking about finding my own place and moving out, because everything was moving too fast living together. He blew up about all the things I wasn’t doing for him.”

She kept talking for a couple of hours or so, long enough for me to notice it was well past midnight now. We had polished off a couple bottles of wine and Callie seemed much more stable than she was when she first arrived. In fact she had moved closer and closer to me with each refill. Despite my one word responses and a lot of head nodding to her sorry, Callie was becoming more and more relaxed about the way she discussed her breakup with Case.

“Look, I mean I know I wasn’t perfect and we had been through some stuff together, but when you know someone isn’t right for you, you just know. And I knew. Ya know?”

At this point I was buzzed and just gazing into her blue eyes just a bit lost.

“John?” Callie said, “you here, you get what I’m saying?”

“Oh yeah sorry, I said, blushing. “ I was just a little lost in your eyes.”

Callie laughed so loud I thought my roommate might come out to see why I had a girl back. “John, what did you say?”

“I said I got a little lost in your eyes.”

She laughed again, and with her laugh came a skootch closer on the couch and a hand on my thigh.

“Stop, John! You’re quite the charmer you know? Case was never a charmer, he always just kind of bulldozed me.”

Was I making a move? I guess now I was. The wine was leading me to this girl who had just dumped her boyfriend. One of my friends ex-girlfriends.

“It’s just that you have such beautiful eyes Callie. Sorry I always liked them.”

Now she was alert. Obviously she knew that I liked her, but now she knew I was making a move. Without saying anything, she moved in for a kiss.

There we were on the couch making out, me the “chivalrous” friend and her the recently broken up with girl, making out on my couch. I never thought when the night began this is how it would happen. But it was about to get a lot more shocking.

We quickly broke apart when my roommate Jack opened the door. Shocked to see a girl in our apartment, let alone Callie, and even more so to see me making out with her. We both awkwardly smiled at him. I guess I would own him an explanation tomorrow. He quickly ducked back into his room and when the door shut and light went out, Callie and I busted out into awkward chuckles.

We polished off one and a half more bottles of wine, avoiding kissing one another, just chatting and casually listening to Netflix playing in the background when Callie stood up and said,

“Alright, I guess I need to get some sleep. I have a long drive tomorrow and I’m sure a long talk with my parents about why I’m home so soon. Seriously, John thanks so much for this and really if there’s anything I can ever do, I owe you a big one.”

I don’t know when my balls dropped to this level, but something, maybe the wine, put a thought in my head when Callie and I were making out, and it just kept growing there until I felt compelled to say it.

“Actually Callie, there’s something you can do for me.”

She turned slowly, with a funny look on her face. “What do you mean John?”

With my face beet red, my heart pounding, and my thoughts racing, I managed to get it out. “Callie, I really like you, I think you’re really hot, and I just have to ask you, can I shave your head?”

The silence in my apartment was deafening. The seconds that passed felt like hours, and in my head I was already criticizing myself. Was I fucking stupid? Like this sexy, hot, blonde was gonna let me shave her head, notwithstanding the fact that tonight was the night she broke up with her boyfriend. Her response broke the silence in a way I never expected.

Callie walked over to me grabbed me by the hand and led me to the bathroom and whispered in my ear, “Of course you can shave my head. I’ve been waiting to shave my head ever since the last time I did it.”

My heart was beating out of my chest and my cock quickly stiffened into a rod as Callie began taking off her oversized shirt but kept talking. “Do you mind if I take this off? I wouldn’t want to get itchy.”

“Of course not,” I squeaked out, still amazed that this was about to happen.

As she pulled of the shirt, revealing that she was completely naked underneath, she said, “How are you gonna shave me?”

“What I said?” Completely unaware that I was staring at her naked body.

“I said Do you have clippers or what?” She asked, turning around to face me, with her eyes immediately looking down at my cock trying to rip through my gym shorts.

Embarrassed to the core, I turned quickly away, trying my best to covertly tuck my cock up into my waistband. “Uh yeah I have clippers.” I quickly pulled open all the drawers looking for the clippers I had bought one weekend deep in my fetish thinking I might have need of them. Luckily I had, or else tonight would be a huge tease.

I found them tucked in the back of a drawer and plugged them in. When I turned around, Callie was on her knees facing me with her eyes shut, her shoulder length blonde hair perfectly parted right down the middle as if she was begging me to plow the clippers right down the middle of her head.

Without opening her eyes she said, “why don’t I hear the clippers buzzing? I thought I was getting shaved?” I could see her hand busy working away on her pussy. I knew I had her pegged. She was one of us. She was gonna enjoy this just as much as I was.

As I flicked on the clippers, I saw a smile grow over her lips and saw her hand move even faster. Before I started with the shaving, I realized where I was standing. I thought I owed this girl a little bit of courtesy, or a little bit of chivalry, after all we had just me, and she had just broken up with her boyfriend.

With that I walked behind her, where honestly, the view of her furious masturbation was even better and I put a hand at her forehead. She gasped and I placed the clippers at her hairline, pulling them back, right down the part of her blonde hair. Hair cascaded to the floor off either side of her head. I placed the clippers back at her forehead and pulled  them towards me again. More hair ran down the sides of her head to the floor. My cock was growing so stiff it slipped out from under my waistband. Callie was breathing harder and harder with every pass.

As the top of her head got closer to being bald, closer to leaving her with a shoulder length blonde skullet, her masturbation grew so intense that I had to readjust my grip on her forehead. My grip proved too strong and I accidentally pulled her head into my cock. I immediately let go, feeling ashamed, but quickly that disappeared, as Callie turned around to face me.

With both hands she grabbed my shorts and boxers and yanked them to the floor. Her right hand immediately retreated to her pussy while her left grabbed my rock hard cock.

“I think I owe you a little something extra since you’re giving me a room and a haircut,” Callie said sensually.

With that he took my cock in her mouth. It felt so amazing I could barely focus on cleaning up her skullet. All I could think of while I peeled the hair from the back and sides of her head was how amazing shaving Callie bald was, how amazing the blowjob felt, how amazing this whole night was turning out to be.

As I peeled the last of the hair off Callie’s scalp, I felt my cock twitch. I told her I was about to cum. Her beautiful eyes gazed into my and her left hand lifted up and pointed at her head. Just as the cum was about to explode out of me, she took me out of her mouth and left the cum shoot all over he newly bald scalp.

When I was finally done, she smiled at me and with both hands rubbed my cum all over her newly bald head. She stood up and admired her new slick bald scalp in the mirror, but then frowned.

“John, you missed a spot. Don’t worry, Case always missed this too.”

My jaw dropped as Callie plucked the clippers from my hand, flicked them to life, and shaved away the last vestige of hair on her head, her eyebrows.

“That’s better,” she said as she turned off the clippers. “Now John, I think you owe me a little payment for all this fun.” With that, Callie grabbed my hand and led me off to my bedroom for the night of my life.

-the end?