Virgin Employee Orientation

Kim knocked at my door, nervous and excited about meeting her new boss and being invited to my penthouse. I opened the door. "John," She asked. I nodded letting her in. Kim is 30 years old, 5' 6", short blond hair, blue eyes, she weighs about 125 lbs. with a 30C chest.

I am 6' 3", salt and pepper hair, green eyes, and about 220 lbs. I stood there staring at her, smiling, I led her to the sofa and had a seat. She joined me, feeling awkward and timid. We chatted briefly, she kept glancing at my crotch. I caught her staring and she blushed. Are you ready to suck my cock? I asked as I leaned back and spread my legs a bit.

She hesitated then she nodded yes and got down on her knees in front of me. I undid my belt then my fly, pulling down my pants. She could see my hard cock outlined by his shorts, long and wide. She pulled down my briefs and there was large throbbing cock, bigger then she had imagined. She placed her hand around my cock, she slid it up and down the velvety skin of my shaft. She could feel the hard throbbing cock filling her hand.

Kim got up off the floor and stood in front of me. The smell of masculinity, suddenly caused her to become nervous. I got up off the sofa stepping closer to her. "Now, this is just an employee orientation, ok?" I whispered in her ear. "Nothing to be scared of." My eyes wandered all over her body. "Beautiful," I whispered, and with that I placed one hand in the middle of her chest and pushed her back onto the sofa. I sat down next to her, she was lying face down on the sofa, I tied her hands behind her, and her face was turned to one side to look at me. "I've wanted you from the first day I saw you. And now I'm going to have you, whether you like it or not."

Kim laid there, paralyzed with fear. She suddenly felt me run one hand up the inside of her thigh and brush across her red lace panties. Stop! What are you doing?" She cried, writhing on the sofa in an effort to free herself from my constraints. I didn't reply. Instead, I roughly yanked down her panties over her high heels and discarded them on the floor.

I ran my fingers lightly over her now-bare pussy, before plunging two fingers inside. "I'm going to have to untie you to get to the rest," I said, extracting the two fingers from her pussy and shoved them in her mouth. She gagged on her own scent and from having my fingers roughly pushed down her throat.

"How do you taste, baby?" I asked softly. "Pretty good, I bet." I decided to taste for myself. She felt my tongue run lightly across her whole slit, before my lips found her clit and I began to suck. "What are you doing?" She screamed. "Stop it!" I stopped briefly and said, "Am I going to have to gag you?" "Stop it! Let me go! You can't do this!"

"Clearly the answer is yes," I said. I flipped her onto her back and knelled over her face. I pulled my hard cock out of my shorts and pushed it roughly against her lips. For a moment she was stunned...she had never seen one so big before. It popped into her mouth and I held her head and started thrusting between her lips. I groaned as I exploded in Kim's mouth causing her to gag. My cum filling her mouth dripping down her chin as I pull out of her mouth.

She watched me slid down to her pussy, suddenly I straddled her thighs and lay forward so that my balls and cock lay at the junction where her tan-colored nylons covered her thighs just below her bush. With my fingers I maneuvered the long thick shaft of my cock-bulbous head lay flat and lengthwise up from her vee to her belly.

Kim looked down at her pussy, my long thick cock looked like a snake resting on top of her pussy, the glistening flesh of my cock pulsating. I was lying in this position for a purpose. I wanted Kim to see and realize to what depth my cock would be able to penetrate into her. I saw from her expression that she certainly understood, that she was trying to imagine what it would be like to have that cock thrust up into her small tight pussy. Kim had no idea before this moment, that a man's cock could be so long and thick.

I lay heavily on her firm young body, pressing my mouth aganist her far from unwilling lips. I pressed hard on the front of her silken body; I knew it would be only seconds before I felt some sort of response from her pussy. In a very short-time, Kim was feeling that urge from within herself, she pushed her pelvis aganist me, trying to writhe her thighs aganist my thighs, trying to get pleasure by pushing her belly to and fro aganist that hard long thick cock that was like a bar of iron sand-whiched between their legs.

She no longer thought of the consequences of her actions. Then I rolled off of her to one side, she saw my expression change. My face now had a leer. My hands groped between her thighs rubbing her pussy. My hot hands caressed her smooth naked skin above her nylon-tops, and then moved to the bare skin of her belly Kim rolls on to her stomach, she feels my hairy legs pushing her legs father apart. I begin caressing down her back to her small tight buttocks, my finger traced up and down her ass crack.


She shivers as my other hand pulls her cheeks apart and hold them that way with thumb and forefinger. I run a finger over her exposed asshole, making her body tense up and then...OH GOD! Kim feels the pressure on her exposed asshole as my finger pushs aganist it and she bucks wildly, tensing her muscles trying to keep me out. My finger continued pressing until pushing inwards inexorably, she felt pain as my finger went in deeper and deeper, up to my knuckle, buried in her small tight virgin ass. Kim was trying to relax hoping the pain would go away. She relaxed a little, then I started sliding my finger in and out. Kim screamed, NO! PLEASE NO! My finger pops out of her, leaving her feeling sore.

Turn on your back and spread your legs, I hear you saying OH yes. Kim feels my hairy legs again pushing her legs apart. She feels my hard rock 14 inch cock pressing aganist the lips of her pussy, she jerks as my hand runs up and down her pussy, stroking her clit, then back down and now one finger begins to enter her pussy. Kim whimpers and moans opening her legs more, giving me access to her pussy."Please, don't do this, it hurts," as one finger becomes two and then they begin to move in and out of her pussy. With a hard jolt, I push two fingers deep inside her and stop. Kim feels my fingers beginning to spread her open. " It hurts, please stop" she crys, but the fingers continued to spread open her pussy. The two fingers retreated, but three entered into her pussy.

I placed my hand on the side of Kim's face and turned it gently towards me. Leaning over, I began softly kissing her lips. Kim was looking at me with fear in her eyes as I continued kissing and carassing her gentle. I slowly shifted my body on top of Kim, kissing her gently as I did before. Slowly, I changed my position. Kneeling between her legs, I slowly rubbed both hands up and down Kim's inner thighs, enjoying the feel of the nylons she wore. I always been a leg man, and Kim has beautiful legs. I rubbed my hands over her inner thighs, up to her stomach and over the satin of her garter belt, up to her breasts. I gently, softly rubbed her breasts, looking into her eyes as I did so. A small moan escaped Kim's throat.

Leaning over, I began kissing Kim's thighs. Gently using my tongue, I licked and kissed her thighs and inner thighs, working slowly up towards her stomach. Continuing the gentle kissing and nibbling, I laid between Kim's legs, my chest resting lightly on her pelvis area while I kissed and nibbled Kim's stomach. My hands gently kneaded her breasts as I continued flicking kisses softtly over her stomach. I moved further up, gently kissing and nibbling Kim's breasts as my hands softly rubbed her sides and face. Kim closed her eyes and sighed. "Uuuoooohhhhhh." Kim moaned as I gently pushed sliding my big hard cock into her wet pussy, lightly kissing her as I did. Kim looked into my eyes as I begin to slowly, thrust easily into her. As I leaned down to kiss her, Kim closed her eyes and returned the kiss.

I had my left arm under Kim's shoulders, holding her close as my right hand softly stroked her hair. My lips touched hers in a long, soft kiss. Slowly, Kim's arms moved up and around my back, pulling me closer as she lifted her legs and wrapped them around my hips. I continued kissing Kim and massaging her body with my free hand. Kim returns my kisses as she rubbed the back of my neck. Her hips began moving in time with me as I slowly continued thrusting into her deeper.

" Ooooohhhh."Kim moaned as she nuzzled into my shoulder. " Oooohhhh." These were not the moans of pain. They were moans of one body relaxing and responding to another. Moans of acceptance. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ohhh." Kim continued responding to my gentleness. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ooohhhhhhh." Kim was moving in time with me, her pace increasing as mine did, her pelvic area grinding against mine. Kim felt the stirrings deep inside her. Slowly, she was becoming aroused. I was kissing and fondling Kim, moving in cadencewith her as I felt my own excitement grow. I drove deeper into her like a pile driver and she responded, moving with me, driving her hips forward to meet my thrusts.

" Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" Kim clamped her mouth onto mine, darting her tongue in and out of my mouth as I did the same. Our tongues intertwined as the pace of their thrusting increased.

" OHHH! OHHH! UUHHH! UUHHH!" Kim moaned as she pulled me tighter against her. She felt the feeling of arousal growing inside her, felt her body responding more and more to my attentions. "OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO" Kim screamed as I thrusted hard into her impaling her tight pussy.

" OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!" Kim groaned as her body was wracked by multiple orgasms. Her entire body trembled, pushing me over the edge as well.

" Oh God!!" I moaned as I began shooting my load into Kim. Kim was still in the throes of her own orgasm as she felt the heat of my sperm filling her insides. The throbbing of my cock inside her caused her to groan as her orgasm began abating.

" Mmmmmm." Kim sighed, holding me close, her legs still wrapped around my hips, as the trembling of her body slowly ceased. I collapsed on her with a sigh of contentment. I rolled Kim onto her stomach lying face down . I slid my hands up her long slender legs and rested them on her ass. "You have such a beautiful ass and I bet it is hot, virgin and tight. I parted her legs, tears began to fall from Kim's eyes. Her legs were now spread obscenely, opening her pussy and her ass to me. "That's too far, it hurts", she cried.

I looked at this beauty spread naked before me, her ass open, her anus peaking out. I eased between Kim's thighs. "What are doing" she yelled. "Quiet down and do as you are ordered. My hands began fondling her ass. My hands slipped between her cheeks moving toward her anus."Please not there, that will hurt." My finger reached her anus and Kim cringed in fear as it began to enter her."Relax your ass and let me have my way."

My finger was dry and it hurt as it entered her. I pushed deeper into her rectum,"OOOWWW, that hurts, you're pushing too hard." "P-please ... t-take it out! ... nuuhhh ... nuuhhh ... Oh please ... take it ... take it ... oohhhh ... out ... out of me! ... I can't ... can't ... ooohhhhhh ..." Her voice was barely a whisper as she begged for mercy.

I pushed hard and my finger plunged deep into her rectum until my knuckles hit her ass."Tighten your ass on my finger. Kim grasped my finger, "Again, you are very tight." Kim grasped my finger again. My finger pulled from her anus with a pop.

"First time to be fucked in the ass, Kim. "Yes, I would never do that, it would hurt."

You look so good spread out and your ass is so hot and tight. I am going to fuck you in the ass. As you know I have a large cock, so it will tear your ass as I fuck you, but the blood will aid as a lubricant. I can go about 20 minutes so by the time I come up your ass, you will be very sore. As I pull my cock out of your ass, I want you to squeeze my cock with your ass muscles. Kim felt me get back between her spread legs. I pressed my naked body aganist her. She could feel my big hard cock push between her cheeks of her ass, resting on her anus. My 14 inch long and 3 inch diameter hard cock rested on her anus. She began to sweat in fear.

"Please ... PLEASE ... no more! I can't ... can't TAKE ... anymore! You're HURTING me!" Kim whimpered as the level of pain increased. I stroked her sides squeezing her breasts, "OOOWW, that hurts." That's nothing, wait untill my cock forces its way back into your asshole." Kim could feel me push up from her body and fist my cock placing it on her anus. "Your lesson is about to begin" and I began to push the bulbous head of my cock into her anus. My cock was dry so at the beginning, all it did was try to push into her anus. I lubricated my cock with KY gel and again pushed into her anus. It felt like a baseball bat was driving up her ass as I continued to push and pull back and push again, each time gaining a millimeter at a time."OOOOOWWW, it's too big, don't stick into my ass," she wailed.

I pushed harder and Kim's anus gave up to the assualt and opened to the head of cock. "AAAAAAAAAHHH, OWWWWWW, its tearing me, take it out, don't push it in," she yelled. You only got the head, wait until you get all 14 inches fucked up your ass. I am going to stretch you open, You better fuck back. I pushed another inch in, than out. The next thrust gained two inches, than back out. Kim's asshole was bleeding from the assualt, adding lubrication to my cock for me to continue.

"Here comes all of it baby" and I pushed with all my might into her asshole. 14 inches of hard cock forced her asshole to open bigger then it ever did. Her asshole was stretched and torn to accept the fucking of her ass. I pulled my cock out to the head and than began the painful journey back up her ass. My cock was gripped tightly by her ass.I began to fuck her ass hard and fast, riding her. My cock thrusted into her deeper each time, causing her to cramp as it was forced to accept my hard cock. Each stroke of my cock brought a fresh batch of pain to her ass. Kim felt my cock swell as I thrusted into her, I groaned as I exploded in her. My hot cum flowing like lava in her. I collapsed on top of her breathing hard in her ear. Kim was shivering and crying as I pulled my cock out.

She was trembling uncontrollably. The pain, the terror, the humiliation were all playing on her mind. She felt dirty, as if covered with some kind of slime. Kim gathered her clothes and went to the bathroom to get dressed. She came back to the living room, I said," See you tommorrow at 8:00." Kim nodded as she left.