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Happy Ending Hairdresser

"Hairstylist relieves her clients stress"

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1.8k words 1.8k words

Author's Notes

"Here's my 100th story. Like, comment, and follow if you like it."

It was an understatement to say that I was going through a rough patch. Six months ago, I dumped my fiancé after I caught her cheating on me with her coworker. I stopped talking with family and friends and have really let myself go since then. I haven't been bathing, eating, or sleeping, and I can't even remember the last time that I shaved. I had trouble recognizing the scruffy, bearded, mustachioed man who was staring back at me in the mirror. Sure, I could shave, but that wouldn't fix the mop top that now crowned my head. I decided to shave anyway. At least that would be a start. While shaving, I remembered the business card of the lady that my brother and his friends used from time to time. She works out of her house for cash on the side.

I called Tami when I finished shaving, and as luck would have it, she had a cancellation and said that I could come right over. A half hour later, I was sitting on her salon chair in the corner of her kitchen. She chatted me up, asking the usual mundane questions that all stylists ask, and the more she talked, the shorter my hair got. Of course, I kept my mouth shut, cuz I'd learned you never piss off your stylist or tattoo artist. By the time she handed me the mirror, my hair looked reminiscent of boot camp.

When she finished, she slipped her hand into a massager and asked if I wanted the neck rub that came with the haircut. I shrugged my shoulders and nodded. She started to rub my shoulders. "Wow. You're all tight," Tami said. What's got you so tense?" she asked. I told her about my situation, and she went into a diatribe regarding her ex. "The son of a bitch got a big head when he got his reporter job. Then he stopped wearing his wedding ring on the air and leaving the house at all hours, saying it was for work. Just be glad that you hadn't married her yet and that you don't have kids involved," she droned on as she tried to get me to loosen up.

"Don't tell anybody, but I do massages on the side to make ends meet. I'm not licensed or anything, but really, how hard can it be? I only do it for special clients who come in all stressed and tight, like you are. I don't have any more appointments, so I could do you now if you have the time," she said, motioning to the hallway. "Go in and get comfortable, and call when you're ready."

"You mean, like go and get naked?"

"Only take off what you are comfortable with," she said, giving me a nudge. "The end of the hall on the right."

There was a full-sized bed pushed into a corner to make room for the massage table. In the other corner was a chair with a basket full of towels, along with some scented oils and lotions. I stripped down to my boxers and got face down on the massage table. I called out that I was ready and planted my face in the headrest. Tami came in a moment later and draped a towel over me to cover my backside, asking what I preferred. When I looked up, she was wearing a knee-length smock, which I assumed was to protect her clothing from the oils and lotions.

"What?" I asked.

"This, or this?" she asked, slipping off her smock.

Tami stood there naked, with one hand on her hip and pelvis cocked slightly to the side. She had a big pair of tits with large, dark areolas. My eyes glanced down at her neatly trimmed bush, and I suddenly wondered what this haircut was going to cost me. Of course, I chose the latter. I mean, who wouldn't want to get a massage from a hot lady in the buff? "Unscented oil, please," I said, setting my face back into the headrest.

Tami started at my shoulders, paying extra attention to my neck region, and worked her way down the rest of my body. It was nice to feel a woman's touch again, and my body had responded to her touch. I froze when she told me to get onto my back. I said that I was going to need a moment.

"Nonsense. It's nothing that I haven't dealt with before. Now get on your back," she said, patting my bottom. I tried to keep the towel in place as I rolled, but there was no hiding the bulge in my crotchular region.

Tami's tits hung above my face as she stood over me and started massaging my head and neck. Her lusciously erect nipples dangled delicately millimeters from my lips. I closed my eyes in a vain attempt to prevent my dick from getting hard. It was pointless because by the time she had massaged down to my chest, she had my face buried in her cleavage. That definitely got my dick's attention, and I could feel my cock slipping out of the fly in my boxers as it grew fully erect. There was no hiding my tentpole hard-on now.

She stepped to my side and removed the towel as she massaged my abdomen and hips. By this time, my cock was drooling precum down the side of my shaft. I watched as she took hold of my cock and ran her tongue along my shaft, licking the ooze off my dick. While she did so, she reached under the massage table and pulled out a flavored condom. After tearing it open with her teeth, Tami placed it on the end of her tongue. It truly amazed me how she rolled the condom on my cock with her mouth. "Can I. Uh, um?" I asked, sheepishly reaching out for one of her tits. Tami leaned closer and turned her chest toward me as she started sucking my cock. I have played with hundreds of titties, but my god, her breast felt amazing. After a few minutes of the best head ever, my cock was about to boil over.

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Recognizing the signs, Tami took my dick out of her mouth and pinched my dick off at the base to prolong my enjoyment of her talented tongue. She kept pressure on my cock while I raised my head and latched onto one of her nipples. I sucked and swirled her nipple with my tongue while I played with her other breast. We did this until my urge to come diminished. "We could move to the bed if you'd like," she said seductively. I could only nod my approval. I slid my boxers off and tossed them on what I now believe was a Cuck Chair for someone to watch her work with her privileged clients. "How do you want me? I'm open to anything, including anal if that's your thing," she said pointedly. Dumbfounded, I shrugged my shoulders, saying, Anyway, she liked it.

Tami bent over the side of the bed with her legs spread, suggesting that I take her doggy style until I decided what I would like. I admired her toned little ass as I moved into position and entered her from behind. Separating her pussy lips with my fingers, I discovered that she was wet and ready for my cock. I slid my cock into her warm, moist fuck hole, wondering which of my brother's friends had partaken in her special client services. The shadow of her swinging tits caught my eye while plowing my cock up Tami's hole from behind. That's what I wanted. I thought. I want her on top, fucking me cowgirl so I can play with her big ole titties some more. I hammered my cock into her a few more minutes, telling her what I would like.

We changed positions with Tami on top, dangling her titties in my face. I went back and forth, sucking one nipple, then the other, as she twerked her cunt up and down on my cock. At one point, I pointed her nipples together, swirling them both with my tongue while I sucked. It surprised me that Tami actually started to moan. I would have never thought women in her profession received any pleasure while servicing a client, but here she was moaning like my girlfriend after the prom. Even through the condom, I could feel the rise in temperature of her cunt hole when she came. Sweet Jesus. She was enjoying this as much as I was.

Tami leaned back, placing her hands on my knees while she pile-drivered my fuck stick. Suddenly, her twat clamped onto my cock, gripping it like a vise, as another orgasm struck home. Her whole body trembled, almost vibrating while she creamed on my cock. I sat up, wrapping my arms around her, sucking her tit while she gyrated her hips, grinding her cervix on the tip of my cock. I started cumming the moment another wave of scalding cooze covered my cock. We held each other tight while we humped out every last ounce of pleasure from our special session.

I relaxed my hold on Tami, letting her untangle from my limbs, wondering what I owed her for such a fantastic fuck. "How? What I mean, um. How much do I owe you?" I asked timidly. "I mean. I've never...."

"Relax. Your brother said that you might call, and he's already taken care of it."

"Has he?' Uh, um." I hesitated.

"I don't know what you're referring to. I'm only a hairstylist," Tami said with a grin as she donned her smock. She pointed to a trash can in the corner as I removed the condom and told me that she'd be back in a moment. Thankfully, the bin was empty, quelling my concern about how often she did this.

Tami returned with a steaming washcloth, which she used to clean off my shrinking penis. "Here's my card, so you can call whenever you need my services. You can also give it to a friend if they might need my special care, but choose wisely to whom you give it. I can't risk any trouble with the police. Cum again, soon," she said as she led me to the door.

On my way home, I decided to stop by my brother's place with a bottle of bourbon to thank him. He looked at my new hairstyle and gave me a knowing smile.

"Tami?" he asked as my oldest nephew walked out to greet me.

"Tami?" my nephew asked. "Did she give you the special?"

My brother and I snapped our heads around, both saying, "What?"

"Tami. She gave me her special haircut before my graduation last year. She said it was her special gift to me.

"That reminds me. I'm due for a cut soon, too," my brother grinned.

Turns out the desire for good pussy runs in the family.

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Written by Trios
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