The Island Ch. 01

"There's no way you've been looking forward to this as long as we have. In fact, I'm not sure we can wait any longer. How should we start?" As she said that she ran her index finger along my shaft, making it hard for me to concentrate.

"Let's talk about this for a second first," I said.

Ms. Julie interrupted, "Ugh, FINE." She sat on the edge of the bed.

"It is a huge turn on to see how excited you are, Ms. Julie, but I want to ask how much you guys have done before?"

Ms. Eva looked surprised as she answered, "Nothing. That's what we want to remedy tonight."

"Well, I know you haven't been with a man before, but what have you done with each other? Have you had sex with each other? Explored each other?"

Ms. Madison scoffed. "How would we do that? None of us have penises? What would we put inside there?"

"Your hands, tongues?"

"Does it work like that?" Ms. Madison asked while the other women's eyes got big.

I couldn't believe what I was hearing. "Yeah, it definitely can. What about your own fingers? Have you ever explored down there?"

All the women shook their heads except Ms. Leigh. "I have, a little bit."

"You have?" Ms. Madison asked

"Yeah, I put my fingers inside once, but it started to hurt so I took them out."

I was shocked that these women had never had sex with each other, or even really masturbated. They had been cooped up here nude and they were all so young and gorgeous. How did this happen? "So you've never had an orgasm at all, then?"

"A what?" Ms. Julie said, answering my question.

"Okay, well that's step one then, first let's just give one of you an orgasm. One of you sit here on the middle of the bed and lean back."

Ms. Julie wasn't quite fast enough to beat Ms. Madison into the spot that I had pointed to. She was practically shaking. I wasn't sure if I had done this before or just watched a lot of it, but I was starting to get some confidence.

"Okay, open your legs up a bit."

I reached out and took Ms. Julie's hands. "Are my hands cold?"

"No, they're pretty warm."

I got on my knees on the bed and began stroking Ms. Madison's thighs, slowly getting closer to her waiting pussy. I lay myself down between her legs and massaged her skin just outside her pussy. She hummed softly as I let the tips of my fingers graze her outer lips. I licked her slit from bottom to top, and began making circles with my tongue around her clit, without touching it. She began to breathe heavily and push her hips closer to my face.

Ms. Rachel began to speak, but Ms. Eva hushed her.

I tried to use my thumb and forefinger to pull back the hood of Ms. Madison's clit, but it was a little small for that. I put my lips around the hood and began to suck, flicking it back and forth with my tongue. She was now struggling to catch her breath, and began making loud guttural noises. My chin was soaked in her juices as she came, screaming.

"YEEESSSSSS!!!!!! OOOHHH, YYEESSSS!!!!" She squeezed my head with her thighs, and whimpered as she came down from her high.

I couldn't help but smirk, "That. Was an orgasm."

Ms. Eva looked concerned. "Are you alright, Madison?"

Ms. Madison smiled, "Hell yes I'm okay. That was amazing!"

"I would like one of those, please," said Ms. Rachel way too politely for the subject matter.

Ms. Julie grabbed my arm aggressively as I sat up. "Are you saying we could have been doing that to each other all this time?"

"Well, yeah," I said. "Although I hope you'll include me as well.".

She sat down on the edge of the bed and wrapped her fingers around my penis. "You've got a deal, there, mister. Now tell us how this thing works."

"Yeah, okay, I definitely want to talk about that, but there's a reason that I wanted to get Ms. Madison off first. You see, the first time we put that thing inside you, it's going to hurt briefly, and it might bleed. I don't want you to be scared off by that.

Ms. Rachel and Ms. Leigh took a step back. Ms. Julie kept her hand on my shaft and spoke, "How badly does it hurt?"

"I don't know. I don't have a vagina, so I don't know what it feels like, but I think the universal consensus is that it's worth the pain."

"I believe you. I'll go first."

I had an idea. "Let's put you on top, so that you can control the pain yourself."

"Ooh, I like the sound of that." Ms. Julie pushed my leg to get me on my back, and Ms. Eva interrupted.

"Before you two get started, Ms. Madison if you've recovered I think you may need to check and see if any of the girls heard you, and if you could come back with some towels I think we may need them."

Ms. Madison looked down at the wet spot on the bed where she had been sitting. "Good call," she said and got up to leave the room.

Ms. Eva turned to Ms. Julie. "Carry on. The rest of us are waiting our turn."

Not that I wanted to speed things along, but I thought multitasking would be fun. "Ms. Leigh, would you come up here please?"

Ms. Leigh climbed up onto the bed as Ms. Julie lined up my dick with her opening.

"Ms. Julie, if you slowly lower yourself down, maybe you can let yourself adjust to the pain. Ms. Leigh, just put your knees on either side of my face."

Ms. Leigh straddled me as I began kissing the inside of her long, shapely legs. Ms. Julie paused for a second before she positioned the tip of my cock at her opening. "Nah, let's get the pain over with." She cried out as she impaled herself on my dick. Her pussy was warm and wet. She sat there for a few seconds as I began licking up and down Ms. Leigh's slit. Ms. Leigh's porcelain skin was becoming flush as blood rushed to her nether regions.

"How do you feel, Julie? How bad is it?" I heard Ms. Rachel ask.

"It hurt like crap for a few seconds and it still burns, but I like this full feeling down there."

She began to gently rock up and down on my shaft. She was so tight I didn't know how long I would last. It must've been a while since I last had sex. I refocused on Ms. Leigh and the beautiful flower in front of my face. I used my fingers to open up her lips so I could run my tongue between the two sets. She smelled so sweet, like ripe berries. I kissed her opening and then licked my way up to her clit. I heard a moan above me and I felt Ms. Julie increase her speed. I put my lips around Ms. Leigh's clit and stuck my tongue out slightly. She began to squirm and I just held my tongue in place and let her grind on my face. I reached one hand up and grabbed her right breast. It felt full and round in my hand. Her nipple was sticking out half an inch, and I let it fall between two of my fingers so I could lightly squeeze it. Ms. Julie was now pounding up and down on my shaft, breathing heavily. I sucked in on Ms. Leigh's clit and simultaneously pushed my tongue out and massaged her clit with it. Other than one soft moan her only sounds were her heavy breathing as she came, trembling. Her sweet juices covered my face. After almost a minute she collapsed back into Ms. Julie, who lifted her off me so she could keep up her pace. I reached down and put my thumb on her clit. I pressed in and found the nub. I rubbed it lightly until Ms. Julie stammered out.

"Ha-harder! Harder!"

I pushed harder against her pelvis as I rubbed her clit back and forth. She made small squeaking sounds with sharp intakes of breath. I couldn't hold back any more and I came, shooting up into her. I felt the walls of her vagina pulsate as she began to scream. Finally she fell onto my chest, with me still inside her. I felt her small but firm breasts against my chest. She pushed herself up just enough to kiss me, and our tongues played well with each other until I heard Ms. Rachel clear her throat.

"Can I have a turn, please?" She was, but also seemed a bit legitimately agitated.

Ms. Leigh had moved to the other bed and looked very relaxed. Ms. Julie climbed off me, and I actually heard a popping sound as my limp cock fell out of her. Ms. Rachel hopped up on to the bed and straddled my face. I thought that was just as well since my penis needed a rest. I began massaging her inner thighs, and I was impressed with how firm they were, yet still very smooth and feminine. Her large clit stuck out a bit already and I began licking large, slow circles around it. She must have been turned on watching us because her juices were flowing already. She was a bit muskier than Ms. Leigh, but I was into it. I put my thumb and forefinger on her clitoral hood and began stroking it back and forth as if it were a tiny cock. I felt a pair of soft lips gently close on my dick. I put my tongue at the bottom of Ms. Rachel's slit and took my sweet time dragging it up between her lips, licking her tart juices all the way. I felt myself begin to stiffen inside someone's mouth as my tongue finally reached Ms. Rachel's clit. I let my hands fall away from her as I sucked her clit and she ground her pelvis against my face. I held on for dear life as she rubbed herself all over my chin. Those wonderful lips left my now rock-hard dick as I felt someone lower herself on to me. I heard Ms. Eva let out a pained groan as she took me inside her all the way to the hilt and immediately began pumping herself up and down.

"Ooohhh!" Ms. Rachel yelled out as she came, leaking all over my face. Ms. Eva kept pumping as Ms. Rachel picked herself up and climbed down from the bed.

On one of Ms. Eva's bounces, I bucked my hips and flipped us both over so that she was on her back on the bed and I took over, thrusting in and out of her. I leaned down and kissed her deeply, making sure she got a thorough taste of Ms. Rachel. I steadied myself on one forearm as I reached down with one thumb and rubbed her little bean back and forth. Her small breasts were nonetheless bouncing back and forth as I pumped myself deeper into her. I felt her pussy contract on my dick as she got her orgasm, but I was not ready to stop. I began thrusting faster and faster until finally I whispered into her ear, "I'm cumming."

It was my second orgasm of the night, so it wasn't a lot of volume, but I enjoyed it immensely. The look on Ms. Eva's face said she did as well. I removed myself to see a small pool of blood underneath us. Ms. Madison had returned at some point, and she knelt to gently clean me off as Ms. Julie did the same for Ms. Eva.

Ms. Madison informed us that some of the girls had heard strange noises coming from this room, and Ms. Eva said we would need to discuss what to tell them, but that for now she wanted to sleep. Everyone else agreed, and I laid down between Ms. Julie and Ms. Rachel while the other women took the other bed. We curled up together and drifted off to sleep.