Night Shift

by Joanna Angel

  “Maya, I know you’re still testing the waters with your own body, but I’d like to help open you up a bit more. Ladies, you’re welcome to join us, but you especially, Maya, I suggest you follow me into one of our ROOMZ so I can physically guide you on your new masturbatory path.”

  Maya’s face instantly turned a deep crimson. “I came here to learn about my body. I want to. But, I’m scared.”

  I walked over to where she was sitting and knelt down before her. The other women started hollering “Wooo!” behind me, but I pretended not to hear.

  “It’s okay to be scared. I promise, this is definitely going to be worth it for you.”

  For Taryn and Maya to go into the room alone, Click Here.

  For all of the women in the class to go into the room, Click Here.

  I took Maya to the back of the store, and I unlocked one of the smaller ROOMZ. I turned on the one working light. I was thankful the other one wasn’t working because the sad look of the fake wooden paneling in here wasn’t going to help anyone get aroused, especially a virgin. The wall opposite the paneling was painted with uneven red and blue stars. I think someone tried to go for a patriotic theme in here, then gave up halfway.

  I brought along a new toy that just arrived at the store. It was neon blue, long and skinny, called the “Blue Venus Vibrator.” It featured an oval poking out up top that strongly vibrated your clit. I really wanted to try this one. The color alone was seductive, but the size, the alleged strength of it that it advertised, and the fact that it was only about twenty-five bucks made it the perfect thing to try.

  I was alone with Maya. I sat down next to her and did my best to be the masturbation fairy godmother I could possibly be.

  “Ok, now I want you to start by jumping up and down and yelling. Seriously. You’re all tense and you need to shake it out!”

  She looked at me skeptically.

  “Come on, it’ll be fun! Here, just do what I do.” I got up off the seat and began to jump up and down, shimmying at random intervals and dancing in a goofy manner. As I danced, her skepticism gave way to a smile. Eventually, she got up and joined me and we jumped around the dimly-lit Star-Spangled Banner-ish room. She began to giggle.

  I grabbed her hand; she blushed, but this was no time to let her give in to embarrassment. I looked at her sternly and said, “Now, start touching yourself. It doesn’t have to be your vagina yet, just feel around your body and get to know yourself better. You don’t have to get naked, either. Just literally feel yourself up!”

  She held up her hands, staring at them and taking deep breaths. Then, tentatively, she put her hands underneath her flannel top, and rubbed them around. It was very mechanical, like she was checking for lumps in a breast cancer examination. I understood her distress; I’d been like that not too long ago, after all.

  “Relax! Get to know your own skin, feel all the different bumps and crevices in there. Get comfortable!”

  She rubbed in a more sporadic pattern. Her plaid flannel was completely buttoned, even the optional top button was closed, and no one did that! I could see the outline of her arms through her shirt moving around like a ghost possessed her torso.

  “Think about anything that you find sexy. Anything at all. You don’t have to tell me what it is. Anything or anyone that might turn you on—just close your eyes and think about them.”

  She stopped rubbing and closed her eyes. There was a very subtle smile on her face. I could just barely see it. I was worried that I was sounding like a meditation instructor; I had to shift directions so she would actually have an orgasm and not just fall asleep.

  I took it upon myself to unzip her pants and pull them down a little. Her half smile turned to a shocked full smile. She kept her eyes closed, focusing on the object of her sexy desires.

  I took the bright blue skinny wand and turned it on. In this dark room it shined like a glow stick, bright and artificial. It vibrated intensely—this thing was powerful! I lightly brushed it on top of her cotton underwear. I wedged it lengthwise between her pussy lips, with her panties still on; it just instinctually felt like the right thing to do. I kept the vibrator there, and I could feel her breathing getting heavier. She resumed touching her breasts underneath her top. The very top button of her flannel was now undone, a small sign of progress.

  Her pants were around her thighs, and it was restricting her from moving. I delicately slid them down to her ankles; her eyes were closed and she was concentrated on the vibrations. I wasn’t sure if she even noticed. I could see her thighs start to shake, and the muscles inside of them tighten up. I took her right hand, and I put it on the toy.

  “Take this and make yourself feel good,” I said. “Just see where it takes you—there’s no wrong way to do it! You can stick it in your damn ear if you want!” I said. Before I said that I probably should have checked if sticking it in your ear was actually hazardous or not. I would imagine the buzzing noise would be intrusive but not an actual medical risk.

  Thankfully, that didn’t seem to be the area where she wanted the toy. She pulled her panties down just barely below her pussy. She had a healthy amount of pubic hair, so between that and the dark light I couldn’t exactly see the details of what her vagina looked like, but I enjoyed the mystery. Her body was telling her to do things; I could see it in the change of her expression in her eyes and her face. She moved the vibrator up and down her lips, searching for the right spot. She shivered and giggled like she had a sexy case of the chills. She opened her eyes wide and looked directly at me.

  “Thank you,” she whispered.

  I have to admit it was pretty hot to see the way this inexperienced girl submitted to me, like I invented orgasms and I allowed her to license one from me for a short period of time. If only she knew I was only slightly less confused about it than she was.

  She parted her thick brown pubic hair, and spastically moved the vibrator around her entire crotch region. Her pussy was uncharted territory, completely off the map, and she was just going to have to keep driving around until she recognized some roads and figured it out. Or, well, I could step in like a good Samaritan and try to give some directions.

  “Here, try this!” I grabbed the wrist of the hand that held the wand and started to guide her. I slowly tickled the top of her pussy with the blue mini wand. I could see the inside of her lips getting increasingly more swollen. It was talking to me, sending me a signal that it was slowly waking up. Hello pussy, and good morning, I am coming for your orgasm!

  She breathed more heavily. I thought of unbuttoning her shirt but I actually thought it was incredibly cute the way she had a buttoned flannel on, with her underwear and pants slid down to her ankles. It looked like an uncen-sored version of a Gap commercial. There was something so intimate and seductive about a girl in a man’s shirt and her pussy exposed. In addition to my own new-found fetish for it, I think it made her feel safe. I moved the toy slightly to the left, then slightly to the right; she started shaking a little more vigorously, but I knew I wasn’t quite there yet. I was getting close.

  “Tell me when you feel, like, just, total insanity— okay? You’ll know when I get there.” She nodded and looked right at me.

  “Yes, yes, okay, okay,” she said. This was just so cool! I don’t know when the next time in my life I would have penetrative sex would be, but whenever that does happen, I will be so much better at it than I ever was. I understood arousal and connection in a whole new way that I never did before. But that’s not important right now. The task at hand was finding this virgin’s clit.

  I moved the wand slightly down and she grabbed onto my hand. She led out an adorable moan, sneaky and soft, but it was a sound of pleasure for sure. I nestled the oval directly on that spot and held it there. She trembled and held onto my arms for support. Her breathing became faster and faster. I couldn’t stop smiling. The only thing better than having a great orgasm yourself, is helping someone else have one.

  “Just take it all in. Enjoy it,” I said,
like I was a drug dealer and she was a customer sampling out some of my new stash. She kept repeating “please, please, please.”

  “Please what?” I asked.

  “Please don’t stop!” she screamed.

  Hmmm. That gave me an interesting idea. The nice teacher in me suddenly wanted to become a little bit mean and toy with her just for a minute. While she was exploring her first orgasm I was introducing myself to a new, more dominant side of my brain.

  I took the toy away from her clit and stood up with it in my hand raised above my head, like she was a dog who didn’t deserve her treat. She looked at me completely shocked and whimpered, and I steadily remained true to this new character.

  “How bad do you want this?” I said.

  “So badly! I want it, I need it,” she said.

  “I don’t believe you. Touch yourself and prove it to me,” I said firmly.

  I wanted her to feel good, but I wanted her to work for it. I figured a tiny bit of distress now could lead to a better orgasm later, right? And this would be her first orgasm. We may as well make it count.

  She took her fingers and furiously rubbed her pussy in the same exact spot I had found before.

  “Now, stick your finger inside yourself slowly and use the moisture from there to lube up your clitoris.” She followed my instructions. She could barely fit one finger inside her vagina—she slowly inched her way in there with just her index finger.

  “Take your time! It’s okay!” I said. She got about half of her finger in, and she remained still for a moment. This was such a new feeling for her; she was overwhelmed. After a pause, she went deeper inside with her finger, and she smiled. Then she did a very slow in and out motion, ever so lightly and softly. I believe I was watching her lose her virginity to her own finger.

  “Good girl,” I said. She took the finger out and slid the slippery juices from her inside to her outside. Then her body discovered the power of multitasking, and she took her left hand and rubbed her clit, and put her right index finger back inside her vagina. Apparently she liked it in there!

  I still held onto the toy. I would sit here and decide when I felt as though she deserved it to return. She stared up at me with her big, inquisitive eyes. I kept my face looking sharply rigid, or at least, I thought I did. I sure was smiling on the inside and I hope I wasn’t giving it away because I didn’t want to fuck up this interesting dynamic. I was getting off on it, and I could tell she was, too.

  “Please!” she said again.

  “More!” I said. She finger-fucked herself faster and faster now. She continued to rub her clit as well. Her flannel shirt still covered her top half. I could see the inside of her pussy but I couldn’t see her nipples. The curiosity killed me, but for some reason I just wanted her tits to remain a mystery.

  “Close your eyes,” I said, and she obediently closed them tightly. It was cute! She continued to rub and finger-fuck herself as well as she could without looking. I came up from behind her, I put my fingers through the back of her hair, and she moaned, loudly this time. Her moan sounded more adult like, more guttural, and more natural than before. I slapped her hand away from her clit; she was ready.

  I returned the blue wand directly to her clit, pressing down with great pressure. She squirmed around and I held her in place by firmly pulling the root of her hair. She breathed in and out loudly.

  “What do I do? It feels so weird!” she said.

  “Let it out. Come on, do it, just let it all out—for me,” I said. I mean, this was all for her but I felt like she would put a little more effort into it if it was intended for me.

  She quivered and shook, she moaned and breathed heavily, she started hitting the floor and she wedged her one little finger as far in as it could possibly go. I held onto her long brown hair, and I gently kissed her neck. She continued to shake and cum as I held her. It was incredibly beautiful.

  “Thank you,” she said, as she collapsed, her body too wobbly to support herself at the moment. She was in a smiley daze.

  “No, no. Thank YOU,” I said. And I truly meant it. That was amazing.

  To go back and see what happens with all the girls in one of the Roomz instead, Click Here.

  To see what happens next in this fantasy, Click Here.

  I grabbed some lube and anything that I thought vaginas would want inside of them or around them. It was time for some hands-on learning.

  I led my small but powerful group of women into one of the smaller ROOMZ. I figured it would be a little more intimate that way. There’s one particular room that has really grown on me. It’s in the corner; the walls are painted red, there’s two red leather couches and the light bulbs had a red tint to them, and in the middle of the room was a thick, metal stripper pole. It was like the Devil’s personal strip club, or a retro Valentine’s Day explosion of sorts.

  Lucy immediately gravitated toward the pole, and began spinning around it ungracefully.

  “Why don’t you change into your new French maid costume?” I said. “I’m sure we could use some cleaning around here.” She giggled, got excited, and quickly vanished into one of the darker corners of the room. Soon she emerged from the shadows, transformed into a voluptuous but sexy maid. It was a little off-putting to see her without the bunny ears, but they were replaced with a black headband surrounded by white lace. It was fascinating to see the way her facial expressions and even her entire body composure changed after she put on her outfit. It was like she was an entirely different person.

  I laid out the toys, announced, “Everyone, take what you want to use!” and put a big bottle of this “mix” lube— half silicone and half water-based—in the middle of the table. It was like a lube cocktail. I tried it a few times and I was pleased with the results: not too sticky and not too watery. I’m new in the lube market, but for whatever reason this spoke to me and it made me sound very much like I was on the cutting edge of lube technology, so I felt very progressive recommending it.

  “I don’t know what I want to use,” Maya quietly stated.

  “Use this!” Lucy picked up the Hitachi and waved it in the air. “We can share if you want,” she said as she smiled and giggled. She really was some kind of sex fairy. She gave off this relaxed, happy, horny energy and we were all getting super high off it.

  Krissy chose the G-spot stimulator. She grabbed it and grinned—she apparently had a plan!

  And what was I going to do? I wasn’t so sure. I never masturbated in a room full of people and I had to be the trailblazer here. I let my body guide me to the direction of my pleasure; that’s the advice I wanted to give to Maya, and I suppose it’s easier to show than tell. I reached out my hand, and surprisingly, my inner horniness told me to reach for the small glass butt plug. How did that happen? I was clearly possessed by an anal ghost. It was a month of exploring, so this seemed to make sense. The other girls cheered for the butt plug, and I grew more excited by their shouts.

  We all sat in our self-chosen areas of the couches. There was a moment of silence wondering who should start. Like, we needed an official starter to wave a masturbation flag, shoot a pistol, and say, “On your mark, get set, go fuck yourselves!”

  Krissy, of course, started it off. She raised her buzzing Hitachi in the air and ever so daintily brought it down against her pussy lips. It set us all off. She was like, my hype woman. My second in command. I was Santa and she was Rudolf, leading the way with a bright, red, LED pulse-setting button.

  The room became scented with the smell of our collective mounting desire. If there had been any mirrors in the room, they would have fogged up immediately.

  I pulled my spandex down to my ankles, I took the lube and massaged it around my vagina. I knew I needed to work my way up to the butt plug; I’d never done any anal insertion before, so it was prudent to go slow. I felt like I was transported back to my bedroom and I surprisingly had no anxiety at all being in a room with strangers and no pants on.

  Lucy wasted no time; she didn’t even use a
ny lube. She took the G-spot stimulator and harshly jammed it up inside her. She grunted, spread her legs out, and took up most of the couch. She thrust the toy in and out and in and out of her and very deep ohhhs and aaahs came out of her mouth. This was definitely a mature, horny woman masturbating and not a younger girl. She knew exactly what spot in her vagina wanted nurturing. Her masturbation was so carnal, so gut wrenching, and so necessary. She was a maid on a mission. Her body elongated even further on the couch and she reached out her unoccupied hand and grabbed mine. She squeezed my palm as she pounded her own pussy. I barely knew her, but I felt so connected. I paused my own personal stimulation, I held her hand and simply watched. This was pure female connection, the formation of both pleasure and friendship.

  Meanwhile, Krissy and Maya had their own incredibly angelic moment going on.

  “Stand up and just jump around for a minute,” Krissy said. “I know it might sound silly but just loosen your body up! That’s why I go out dancing at clubs so much. It raises my endorphins! It makes my body feel like a gummy-worm,” she giggled. She was just so cute. A younger, bitterer me would have hated her in high school.

  Maya awkwardly stood up and jumped. Her body was not even close to gummy-worm. She was frigid.

  “Again!” Krissy demanded. Maya jumped again, this time with a bit more fluidity but not that much. “Breathe in deep and breathe out!” said Krissy. “Now yell! Scream! AHHHHHHHHHH!” She let out a high-pitched howl. Maya echoed back with what seemed like a slight cough. I wonder what this scene would look like to an outside spectator—a woman in her mid-forties, masturbating, and a girl in her mid-to-late twenties jumping up and down and screaming next to a nervous young virgin. It was definitely quite a sight.

  “Here! Take some lube and just stick it down your pants!” Krissy squirted a dollop of oozing liquid into Maya’s hand. She took a deep breath and stuck her hand down her pants without even unzipping them.