My (22M) first time with a stranger - a devilishly sexy hairdresser (a little long) | 2016

So I've never been the one to really bang and tell, but mostly because I’ve never really had a story TO tell. But today my luck absolutely changed in the best way — the perfect way to start off spring break.

I attend college a few hours away from my hometown and I had just gotten in last night back to my hometown to go to a cousin’s wedding later this week. This week also happens to be my spring break, so I was looking forward to having a lot of fun.

First order of business was to take care of my hair, though. It was growing out too far, so I wanted to give it a cut. I usually just go to a barbershop to get it cut but my mother insisted that I go to a “nice” place to get it cut… and of course, in typical mother fashion, it turns out she had already made me an appointment there. So I went to this pretty upper-crust type hair salon/spa thing that a bunch of rich old women go to. As the only 20-something year old guy in the waiting room, I stuck out like a sore thumb. Oh well.

I waited in the waiting room for a while, flipping through an Oprah magazine when I heard my name being called. I looked up and saw a cute, perky woman, much younger and prettier than anyone that I thought I would meet. I couldn’t help but to smile and take her in. She was definitely older than I was — probably late 20s, early 30s — but a stunning woman nonetheless. She was probably about 5’7, a few shorter than I was, with shoulder-length brown hair and beautiful skin. She was wearing a v-neck that showed off just enough cleavage to get me to linger on her nice, perky chest. I suspected it was about 32C breasts. She had a look that was both European and Asian, and being a half-Asian guy myself, I thought she was too. Her black work pants were really tight against her and her ass looked so nice.

She introduced herself as Sayuri, and my suspicions were confirmed. I asked if she was Japanese, and she told me she was a German/Japanese mix - that explained her insane looks. As she washed my hair I ended up telling her a lot about myself, and heard a things about her. Having the half-Japanese thing in common helped with getting to know her, and we kept chatting while she cut my hair. It was really nice, and a little surreal. I told her mid-cut that it was rare for me to enjoy getting my hair cut so much, and that I was finally feeling like an adult. She laughed and told me she was enjoying it too.

As she cut, I couldn’t help but to stare at her cleavage as I looked in the mirror. Maybe it was my imagination, but I felt like she was paying as much attention to me as I was to her. She brushed her chest against my shoulder a lot (and it seemed like a little more than natural), and during the lull in conversations sometimes her eyes would catch mine in the mirror.. and she would give me this smile, a devious smile that I couldn’t stand. I started to fantasize about her and sort of let my horny mind wander free, all while trying to have a conversation with her.

Eventually she finished cutting my hair, and I was genuinely sad to leave. I had told her I didn’t live in the area so this would probably be the last time I'd see her. She gave me her card but wrote down another number on the back, first.

“That’s my personal number, I don’t know why you’d need it but in case you prefer to speak to me directly instead of going through this place” she said.

“Thanks,” I said. “Do you do this with everyone?” I asked.

“No," she said, winked, and slinked away to the back.

Holy shit, I thought. I’d never really had an older woman interested in me before, and being a bit of a stranger to wildly hooking up with people I couldn’t believe what had just happened. I paid at the register and quickly left.

I didn’t know what to do. I debated calling her immediately, but then realized that was stupid because she would obviously still be working. What if this was some sick joke? I thought, but her wink could not be fake. My mind was in a million different places all afternoon as I sat there, poking around on reddit and watching porn to distract my mind.

Around 8, I couldn’t handle it anymore. I had to see Sayuri again. The chance of getting to see her again, and possibly fuck her, was too good to miss up. I dialed the number on the back of the card, half expecting it to be some dud number.

“Hello?”

It was undeniably her. Oh shit. I told her who it was.

“I thought you’d never call,” she said. “I’m glad you did. Any plans tonight?”

I told her I had none. I asked her if she had any.

“No… but that could change. Where do you want?”

“What do you mean? Where do I what?”

She giggled, “Oh, you’re so cute. Where do you want to fuck me?”

I almost dropped the phone. “Uh..” was all I could say.

“I know you do, and I want you to. You can come to my place.” She didn’t even let me talk from then on. She texted me where she lived, not that far from where I was. I’d never actually talked to a real slut like her before. I got ready immediately, my cock straining to free itself, and I told myself to calm down.

I drove myself over to her place. On the way I contemplated getting a bottle of wine or something because everyone does that in the movies, but it felt tacky and stupid and I decided against it.

She lived in a regular house, which made me feel better about this whole thing being some murder trap. I was prepared to leave if it seemed like she was in some crazy neighborhood. I knocked on the door.

Sayuri opened the door and there she was in a bathrobe. She seemed to have just gotten out of the shower.

“Just in time,” she said, and I entered inside. Her house was really nice, and as she led me to her bedroom a thought popped into my head.

“Um, you aren’t married, are you?” I asked.

“I am,” she turned and said, flashing me her devilish smile.

Oh, fuck. Fuck fuck fuck.

“Just kidding,” she smiled again. “Well, I was. We’re divorced.”

“Oh thank God,” I said. “Not thank God like I’m glad you’re divorced.. well, I’m glad you are, but you know what I mean..”

I’m not usually like this, but something about her just turned my social skills into that of a newborn zebra.

She laughed and said she knew what I meant. I laughed a little, too, but by the time we got to her room we were both really quiet, and the real reason for my visit loomed nearer. I leaned forward to grab her, and she leaned in and we kissed. Our mouths opened up at the right time, and everything sort of clicked from there. She thrusted her hand in my pants and grabbed my hard cock, jerking it in my pants. It was too tight so I pulled my pants and my underwear down. I kept kissing her as she grabbed my cock with both hands, stroking me. I felt it harder and harder to keep standing.

I reached over to take off Sayuri’s bathrobe, and underneath she was wearing a black lacy bra and panties. Holy shit, I told her, and I pulled her bra down and began fondling her tits. I undid her bra properly after I had gotten a few handfuls and began to suck on her tiny, pink nipples. She kept on jerking me off, massaging my balls, and it felt so good.

I pushed her on to the bed and got on top of her. My cock pushed against the fabric of her panties. I took off my shirt.

“Do you do this often?” she asked.

“Sorta,” I said. “First time with a stranger though.” “I’m offended you think I’m a stranger,” she smirked again. “You clean?” I nodded.

“How about you? Do you do this a lot?” I asked. She motioned me to get off of her and I did. She climbed on top of me.

“Very… much… so,” she said, kissing my chest, moving downward with each word. She breathed on my cock and I instinctively pushed my hips up to try to put it in her mouth. She opened wide and took me in.

She started off slow, but took me all the way in from the start. I loved it. She cradled my balls in one hand and stroked me while bobbing her head up and down on my cock. It felt so good. It wasn't too rough, I could feel the tenderness of her doing it, but it was still so sexy.

“Oh fuck, Sayuri, yes” I kept saying. “You DO do this a lot, huh?” She deep throated me for a second before coming up for air.

“Are you calling me a slut?” she asked, smiling again. I was prepared for it this time.

“Yeah, Sayuri, I am saying you’re a slut.” It was so unlike me to say, but in the heat of the moment it was all I could say.

“Mmhm, I am a slut,” she agreed, and went back down to sucking me off. She began to tell me stories of what she had done, and they got me off so much. She told me about all the times she had wild, crazy as an undergrad at parties, how some rich guys come to the salon dragged by their wives and how she had had a few “sugar daddy” type guys when she first started working there. She told me about her first time she had anal with a guy and his roommate. All of her stories were so hot, and the fact that she was right there, sucking me off while telling me this.. it was enough to make me cum, except that she would slow down at times to let me recover. It was almost painful.

I told her to turn around, to let me eat her out. She did, and I peeled off her panties to look at her perfectly shaved pussy. Normally I don’t really like eating girls out, but I wanted to do everything for her. I dove right in, sucking on her pussy, eating her out. She began to suck me off hard and sloppy again.

A few minutes in, though, I couldn’t take it. I wanted to fuck her. I spanked her ass and pulled her off of me. I grabbed my pants from the floor and took out a condom. I quickly wrapped it around my cock.

“How do you want it?” I asked her.

“ I don’t care, just fuck me.” That was all I needed to hear.

I pinned her down, pulling her legs up and letting them rest on my shoulders. I thrusted into her pussy, hard. She was so tight, so good, and she let out an adorable yet sexy whimper as I penetrated her. I let instincts take over. Fuck romance. I hammered into her, my balls slapping against her, grunting, just focused on nothing but fucking this little slut.

“Do you like this, Sayuri?” I asked. She nodded.

“Rougher, harder,” she said. “Call me a whore.”

I obliged, but I had to take a break to stop from coming. I turned her around and made her get on all fours. I thrust into her pussy from behind, and that let me get even harder, faster pumps. I spanked her ass and pulled on her tits as I fucked her doggystyle. I called her all kinds of names. I spanked her slutty ass, fucked her whore pussy, and slapped her cumslut tits. The more I did it, the more I enjoyed it.

I was getting closer and closer to coming, and the breaks in my thrusting became more frequent. I knew where I wanted to cum, though.

“Can I cum in your mouth?” I asked. She moaned a yes.

I pulled out from her and peeled off the condom. This was how I wanted this to end. I wanted to cum in her mouth, fuck her face until I couldn’t hold it anymore. I had her hand her head off the edge of the bed with her mouth open. I stood next to her mouth. This was my favorite position. I put her face between my legs and I grabbed her head, forcing my cock all the way down her throat. She took it all in, and I slowly began to pump into her, slowly at first. I pulled out to give her some rest.

“No, keep going, fuck my face, please,” she begged. I grabbed her head and thrusted harder. I couldn’t believe it, this woman who looks more like a classy, cute girl, was getting facefucked. I made the mistake of looking at her mouth with my cock in it, and I suddenly came, shooting my pent up seed all in her mouth. Some leaked out, but I kept going, and she kept swallowing. It was the best orgasm of my life.

I collapsed onto the bed after I came, and she licked herself clean. As I sat there in a haze, wondering what just happened in the past half hour, she went to the bathroom. I heard the shower turn on and she invited me in. We cleaned each other off, and as we did so I felt myself genuinely falling for this woman. She kept telling me about her sexcapades, which were very interesting.

We touched each other in bed some more as she did so, but around midnight I left. She asked me to call her again before I left, and I promised her I would.

Hope you guys enjoyed it!