Fifty Shades of Grey Tentacles

by Anita Dobs

  “Do you have something you want to say Miss. Jones?”

  She sighed and looked up towards the heavens, “No Mr. Grey, a piece of my cucumber sandwich just went down the wrong way.”

  Grey turned back to the rest of them in the board room and asked them what they all thought about the idea, and staring at the table they muttered,

  “Ya, amazing idea.”

  “Hmmm, great.”

  “Ya, smashing concept... sigh.”

  “OK.” Said Grey, ”let me hear what we would need to do to make this happen.”

  All the directors started outlining ideas and plans, while others told Grey, who was leaning back in his chair, about projected figures. Looking at Grey, with his masterful presence and chiseled features, I couldn't help but have a feeling of warmth come over me. He was obviously developing strong feelings toward me, and now I, to him. It had all been so unexpected and unwanted, but perhaps fated. Some things were going to happen to you in life, whether you wanted them to or not. His musky cologne was wafting over toward me, filling my senses, and then he slowly turned his head and looked directly at me as the others were still talking, and winked at me slightly... then I had the strangest sensation. On my bare ankle I felt something begin to slide up my leg, up my calf muscle, and then tickle onto the back curve of my knee. It felt smooth and wet, with some ridges on it. I tried to stifle a gasp, and luckily managed.

  I wanted to look down under the table to see what it was, but it would have looked strange to the others there. I looked at Grey, and he gave me a warm knowing smile, and then looked back at everyone still talking to him in the boardroom. I felt it wrap around my leg and then it began to slither up my inner-thigh, it felt so good I bit my lower-lip, trying to control myself. My hands gripped the edges of the desk and my lower body shook, but not so much as any one noticed, as they were all animatedly discussing BDSM candies. It then drew close to my pussy, and through my silk panties I felt the tip of it gently caressing my mound. I gasped, and then tried to cover it up with a cough. Grey looked at me again, seemingly knowing exactly what was going, and the look on his face told me it was OK, and not to worry. As a virgin, I'd never actually been touched there before by anything but my own hand, and some lusty jets of water from the shower head; but now, something else was there, but it wasn't a human hand, it seemed like what I could only describe as a tentacle.

  My legs were trying to close, in order to try to control the pleasure, but then I felt another tentacle wrap itself around my other ankle and the two tentacles forced my legs apart, as the tip of the tentacle slathered itself up and down my shaven pussy, which I always kept trim, just in case. After what seemed like endless strokes over my black panties, with me really using all of my will-power not to moan in the boardroom in front of everyone, the tip of the wet tentacle then found my clit and as the wetness from it mixed with my own wetness through my underwear, it began to flick itself back and forth over it, rapidly. I bit my lip so hard and brought my head forward and down toward the table to hide my face. It felt excruciatingly pleasurable, and I couldn't take much more, when suddenly the tentacles unwrapped themselves from me and allowed me to close my legs as I shuddered. Grey then called an ending to the meeting, congratulating everyone on their input and ideas.

  “Miss James, please follow me to my office.” Said Grey, standing up and rearranging his suit slightly.

  I did as he told me to, I couldn't even think straight at that point anyway, and I would have done anything he said.

  ...

  Walking behind him and arriving at his office he said to his secretary,

  “Miss. Jones, hold all my calls, I will be having an important meeting with Miss. James, and it could go on for sometime.”

  His secretary sat down at her desk, still rolling her eyes and replied,

  “Right you are Mr. Grey, I know the drill.”

  Grey closed the door behind us, and with me still in a state of physical excitement, he stood in front of me and then unexpectedly leaned down and kissed me full on the lips with his hands arriving on my hips. I felt his warm tongue enter my mouth and he squeezed my body close to him, one of my back feet raised itself off the ground, and although I was at first pensive, I soon returned his passion and felt him overcome me. Just then, he broke away from me, leaving me dizzy, and walked over to the window staring out of it, seemingly deep in thought again. I wondered what I had done wrong; had I not kissed him properly? Should I have been more submissive? I felt slightly embarrassed. I was so inexperienced at these things that it was all getting so confusing, and my pussy was still aching and wondering what had been caressing it. Grey turned to me suddenly, and looked like he had made his mind up about something. Taking his jacket off and throwing it on the desk, with his broad chest now showing through the linen material of his shirt, he began to speak to me.

  “Miss. James, please sit down.”

  I sat in front of his desk, wondering what he was going to say.

  “Miss. James, firstly, I was very impressed with you today, you exceeded my expectations.”

  “Thank you Mr. Grey, but really, it was nothing.”

  “Nothing you say!? You Miss. James, are a creative genius.”

  “Oh Mr. Grey, I'm surely not.”

  “You are if I say you are Miss. James, and I should know, I've met a few.”

  “If you say so Mr. Grey.” I said, feeling self-conscious, and blushing.

  “Elle, I want to confide something in you. But you must promise this secret will never leave this room or your luscious lips.”

  I wondered what secret it could be, but more than anything I was in awe of the man for knowing me so well already that he knew I'd never betray a loved one's secret.

  “Of course Mr. Grey, I'd never betray your confidence.”

  “Good Elle, this secret is only between you, me and Morgan Freeman.”

  “Morgan Freeman?”

  “Never mind, I'll explain that part another time. Do I have your solemn word that you'll never tell another soul?”

  I felt so honored, he was baring himself to me, and later, I hoped he'd bare much more.

  “Absolutely.” I said nodding firmly.

  “OK, Elle James, the best way for me to explain this, is to show you first.”

  Grey started to unbutton his shirt, and I sat there riveted. With each button being unclasped, I saw more and more of his muscular chest, and then I saw his wash-boardroom abs. His skin looked so perfect. He took his shirt completely off, and I saw every detail of his torso, the way his shoulder muscles tapered into his tricep muscles, that in turn merged with his bulging biceps. He was all man, or so I thought at the time. Grey then took his belt off slowly and hypnotically, while looking me in the eyes. I wanted to touch myself or grab at my own tits, I starting to feel so hot. Removing his trousers and then boxer shorts I thrilled at the size of his erect cock. There he was, a muscular billionaire standing in front of me naked, and I wanted him so bad, but was a little perplexed,

  “What is the secret Mr. Grey, that your cock is so big and hard?” I asked, not really that disappointed.

  “No Miss. James... this is.”

  As he said that, from behind his back emerged eight grey tentacles, four on each side, with them all moving independently of each other.

  “What the fuck!” I shouted, not quite believing my own eyes.

  “Do not be alarmed Elle.”

  “What the hell are you?”

  “What did you think was touching you in the boardroom Elle?”

  I thought back to it, and realized it was his tentacles pleasuring me, and then I thought if just two tentacles could do that to me, then what could eight do? I felt my legs open and my desire for him increase as his many shades of grey tentacles moved around him.

  “I come from another planet Miss. James, you would probably refer to me as an alien.”

  Grey went on to tell me that he'd been stranded on Earth years before, and that he'd had to build a life fo
r himself as a human, living among us as one of our own. Everyday hiding, and at the same time building up a billion dollar business empire right under our noses. But his dark secret had made him lonely, and BDSM was the closest thing to normal sexual relations on his own planet, which was why he'd got involved with it in the first place, he explained.

  “Oh Mr. Grey, this is all so overwhelming.”

  “I understand Elle, but I can control myself around you no more.”

  Grey moved toward me, his cock still erect, and then one of his tentacles reached over to my chair and pulled it and me right up close to him.

  “Miss. James, would you like to be the first Earth woman to ever lose your virginity to a tentacle?”

  “Well, Mr Grey, I... Uh, I really don't know, I... ”

  Then two of his tentacles slid up my legs delightfully, ripping my wet panties downwards, and then two others replaced them, holding my legs open as Grey looked down at me. Another tentacle went over the back of my head and edged me forward and undid the back of my top, as more tentacles removed my top and bra. Grey stood me up using his arms, and then my last pieces of clothing were taken off me, suspenders and all. There I was, standing completely naked, a virgin, in front of a billionaire tentacled handsome alien.

  “Oh Mr. Grey, I really don't know about all of this.”

  “Elle, I want you to be my one true submissive, there is so much we can do together.”

  “But Mr. Grey, I just don't know if I'll be suited to it, what with my willful nature and all.”

  “You will submit Elle James!” He said, with two tentacles sliding up my body and then wrapping themselves as circles around my tits, and squeezing. I moaned, unable to feel I could resist, and then another tentacle wrapped itself around my neck, holding me there firmly. Another tentacle went under me and started to fondle my ass, it felt so good. I was now having trouble controlling myself, and I could feel myself getting soaking wet.

  “It's time Miss. James, I want to feel my tentacle inside you.”

  “Oh no Mr. Grey, please no, I beg you.”

  “Do you agree you are my submissive Miss. James?”

  “Y..ye.. yes Mr. Grey.” I tried to say.

  I knew looking into his eyes, that I couldn't deny him, or what my feelings had become for him; if I was a willful and uncontrollable girl, then what I really needed was for him to dominate me.

  “Then Elle, you have already agreed.” Said Grey kissing me again on the mouth and using his fingers to rub my now hard nipples.

  I felt the tentacle move up my leg and the tip teased itself into my lips, moving back and forth around my inner-labia. My legs shook, and I could feel not only my own wetness, but the juice coming from his tentacles. I reached down and grabbed Grey's cock, wanting to have it in my hands when he entered me, and he moaned with my soft hands on it, now stroking the tip of it. Slowly, gently, the tip of the tentacle went inside me, just a little way at first, but I felt the first part of my virginity break as the tentacle tip then teased around my hole. There was a little pain, but the pleasure I was feeling from his tentacles and hands everywhere else more that made up for it. Grey started biting my neck, getting his teeth into it and sucking on me; he then moved his tongue into my ear, it was then that his tentacle moved up all the way inside me. I gasped, pain and pleasure mixing themselves together, my second wall had been broken, I was no longer a virgin anymore, and holding Grey tightly, the tentacle started moving around inside me. Grey was moaning, wild with pleasure, there was obviously some sensitivity in his tentacles and my tight virgin pussy was all he wanted. I felt dizzy, I held him tight as he did me, trying to get through what was painful, and he whispered in my ear,

  “Take it like a good girl Miss. James.” And I did.

  Grey picked my body up with his tentacles and walked me over to his desk and bent me over it face first, with my tits hanging off one side and my butt at the other. With him standing in front of me, his dick right in front of my pouting mouth, one of his tentacles slid slowly down my sensitive back, and then pushed apart my perfect butt cheeks and just as the tentacle entered my pussy again, Grey stuck his hard tool into my mouth. Grabbing my hair, he began to fuck it, as the grey suckered tentacle slid up and down, fucking my tight pussy. I was being filled up at both ends, and it was beyond my wildest dreams. Tentacles arrived on and around my tits, secreting there juice so they could slide all over them delicately. I thought it couldn't get any better, as Grey was fucking me hard on his office table in the building and corporation he owned, and then, another tentacle started spanking my butt cheek.

  “Oh, Oh! Mr.Grey!” I tried to say, but had difficulty as his huge dick was filling my mouth up, as my lips played up and down his thick member.

  The spanking wasn't what I had ever expected, although I'd written about it before, it made me feel even more horny, and like a bad girl, and then Grey shocked me and said,

  “You are a bad girl, a very, very bad girl!” As he looked down at me while I looked into his eyes with him inside my mouth, and me now stroking his billion dollar balls. I couldn't understand how he had known what I was thinking until he told me,

  “I am an alien Miss. James, and I have the ability to read your mind too. I know all your fantasies and deepest and darkest desires, you have no secrets from me.”

  When he said that, it set me off, he was not only inside me physically, but also mentally and emotionally, he knew me, really knew me, and my body then lost itself and I felt something in my pussy begin to move, like I was reaching for something I couldn't quite get hold of, and Grey seemed to know, and his tentacle tip then curved itself inward and found what I later realized was my G-spot, and it began paying it exclusive attention. My legs shook, my body lost its ability to control itself and then I orgasmed, flailing wildly and almost falling off the desk, but Grey's tentacles caught me and held me down as he then came in my mouth, holding his cock rigid over my tongue and lips. Some spurted over me and landed on my tits, as I was now lying on the desk face upwards, shaking. His tentacle came out of my pussy and wiped his cum all over my breasts and took some, and then the end of the tentacle brushed itself onto my tongue. I took his cum down, the first cum I'd ever actually tasted, and it was alien tentacle cum, and it tasted so good, like cookies with cream flavor ice-cream... but without the cookies.

  ...

  I had left Grey's office after, not saying too much, as I hadn't really known what to say about the whole thing. Grey had told me he'd be sending a limousine to pick me up from the college the next day as he needed to show me more. I wondered what more there could possibly be, but I had agreed.

  I decided to walk home that day, my body was still shuddering, and I wouldn't have been able to hide it on the bus, but walking, I could just pretend I was on drugs or something. I realized I was getting deeper and deeper into Grey's mysterious world as he was getting deeper and deeper into me, and not only with his tentacles. I knew all of this was sure to be an erotica hit if I ever wrote about it, but I had been sworn to secrecy, and I didn't want to betray him.

  People walked past me, not knowing that they were looking at the first ever woman to have had tentacle sex; my virginity was gone, but what a story I had to tell my future grandchildren... obviously only when they were grown up and over eighteen of course.

  I wondered if I should discontinue seeing Grey, as I seemed to be in way over my head. Was I pregnant? Had Grey secretly impregnated me with alien D.N.A? I had no idea, I didn't even know how aliens impregnated humans with their tentacles, and made a mental note to 'Wiki it' later. Wikipedia always had all the answers, and saved possibly millions of students the onerous chore of having to actually go to the library and read a book for their research purposes. With my mind wandering, and thinking about the events from the past two days, I mistakenly took a wrong turn, and by the time I knew it, I realized I was in a bad neighborhood and it was already dark. Trying to find my way back, I walked down an alleyway and was suddenly surrounded by a gang o
f young guys who were possibly the most ethnically diverse street gang I had ever seen. One was white, one was black, one Asian and one Latino, and another who's ethnicity I couldn't quite place.

  “Yo bitch! What you be doing in our terra-tory!” Said the white one.

  They surrounded me, and I felt so nervous, I was scared they might ass-rape me, or something much worse, like force me to watch the first two seasons of 'The Big Bang Theory' that had more formula than baby milk powder.

  “Ho! Do you know who we be?” He then asked,

  “No, I don't be knowing who you be.” I replied, getting confused by his use of grammar myself.

  “We are the United Colors of Gothom gang. Biaatch!”

  Then, the black guy interrupted him in a perfect, well-spoken British accent,

  “Look old chap, I really don't think we should refer to females as bitches and ho's. Steal their money, OK, all races alike; but there's no need for nastiness now is there?” Said Cyril,

  “Yo hommie, you be trippin' like a Mo' Fo'!”

  “I can assure you Denzel, I am not tripping like a Mo' Fo', I just think some basic manners go a long way.” He replied, being curt, like an English school teacher.

  “OK, OK bro, chill-the-fuck out, and let's get down to the down.”

  I stood there, petrified, why was all this happening to me. I had just given my virginity to a tentacle - which was admittedly a good thing - but now this unfortunate turn of events had me reeling. Staring down at my tits, as I knew he would, the white one then said,

  “Gimme' ya money!”

  Taking my purse out of my handbag I gave it to him willingly, hoping they wouldn't hurt me if I did so. He tossed it over to the Asian one.

  “Chan, count the fukin' dollars.” He ordered him.

  Chan, with his bright red mohawk haircut, slowly started counting out the money in his hand,

  “One, two, three, four... where was I? Shit, sorry. One, two, three, four...”

  “Yo Chan, give me that fukin' money” Said Denzel, snatching it back off Chan, “I thought you Asians were supposed to be good at math!”