Angie owned a large car dealership in Grapevine, there was a rumor going around that there were financial difficulties. Angie knew who John Malone was and that when I went out for lunch or dinner, I always went to specific restaurants in Dallas or Fort Worth.. She knew John was a powerfully rich lawyer, and business mogual. It was a late summer afternoon when I went to Del Frisco's for lunch.
Angie is 42 years old, about 5' 7" tall with a sexy body, 30B breasts with prominent nipples, hour glass waist, long slender thighs, beautiful green eyes, and shoulder length blond hair. I stood walking over to the window exposing a very expensive tailored suit. Meet me in an hour at this address, " wear something a little sluttier than what you are now although I am enjoying the free show. We left the restaurant for the lobby, I motioned towards the cloak room. I slipped the attendant in the room $200 to go on break for an hour. Angie and I went into the room I closed and locked the door.
I motioned to the light white blouse that was mostly transparent where you could visibly see her tits. “Show me what color panties your wearing.” She hesitantly played the role I had forced her into and walked over to the desk in the room. She slowly slid the tight skirt over her thighs revealing her stockings stuck tight to her moist thighs, the hot little black garter belt and her lacy black panties. I grabbed her hips and pulled her forward towards.me.
“Your wet.” she felt ashamed I had caught her wet. She had been horny all afternoon and couldn’t wait to get back to her place. and masturbate. The scenario at the restaurant wasn't helping. Her scent wafted through the small room. I slid her panties to the side and probed her lips. She jumped back slightly feeling her face flush. “Very wet.” I looked up at her devilishly. I will see you very soon at my office. Wear no stockings, something obscenely short and a thong.” As I made my suggestions to her, she pulled down her tight skirt and started for the door.
Angie arrived wearing tight skirt and mid drift top enhancing her sexy body. I offered Angie a glass of wine as we go to sit on the sofa. After two glasses of wine Angie is feeling a little light headed. I quickly undress, I stand in front of her, leaning forward rubbing my long thick hard cock aganist her lips. Angie tries to pull away, I place my hand behind her head forcing her towards my cock.She screams, " STOP! JOHN STOP!" and tries to fight me off. I grabbed her hair pulling her head back towards me. "We are going to have a fun time getting to know each other, now your going to do what I want." I said. Angie nods yes and starts to cry. " Now take your clothes off," I said. She slowly undresses and is standing in front of me nude.
"There is no reason to cry or scream, just relax and get ready for a hot afternoon." With that said I began to run my hands all over Angie's body. I rubbed her tits and played with them while she chocked back her tears. My hands work their way down her stomach and started to trace the outside folds of her hairless pussy. Angie tried to close her legs but I pushed my hand into her neck causing her to gag for breath. She cried and allowed me to do what I wanted because she was afraid of me. I pushed her down onto the sofa and against the back of the sofa and rammed my finger inside her cunt. I forcefully violated her pussy with my finger then as she begs me to STOP " Please Stop! Stop! OMG! YOUR HURTING ME! STOP!". I then without warning or lubrication shove two fingers inside her.
Angie screams in pain as she feels my fingers ripping her pussy apart. "Shhhhhh! " I whisper to her as I push my fingers inside her and began fucking her tight pussy. Angie screams again " When will you learn to give in and let this happen, it will be alot easier on you if you do. It will happen whether you fight or not so just be good. Understand?" She sobbed and shook her head yes. I pulled my fingers from her pussy and forced her to get up from the sofa.We move to my desk, I force her to face the desk and bend over the edge and push her legs open with my hairy legs..
I hold her chin, whispering in her ear. “You don’t have to feel uncomfortable with me, you know.” “I know.” She whispered.
“I would never say or do anything to hurt you.” “No… Wait. Please stop.” She said as she gently held my hand. I whispered as I slowly pressed aganist her. “I don’t wanna do this.” She whispered with a trembling voice. She looked over her shoulder at me with fearful eyes. I smiled at her. A kind, soothing smile. I took my hand back from her pussy. I saw the expression on her face suddenly soften, as she thought I’m going to be so considerate and do whatever she tells me. At that moment, as I saw her full confidence in me rise up again,
“Now listen to me. You will do as I say!” “ John, please don't do this?” “Please let me leave.”
I let her cry silently as I started slowly kissing her neck and shoulder. I put my fingers in her and started fingering her pussy again. She started gasping, pleading for me to stop. “Please. Let’s just forget it. I’m sorry if I gave you the wrong idea. but I’m just not ready. I’m sorry, so sorry. Please!” I grabbed her thighs and started spreading her legs wider apart. She reached back grabbing my thighs , trying to push me away, I pressed aganist her tighter, pushing my long wide hard cock tight aganist her ass.
“Please. Please, I can’t. Please. Please. I can't .” She pleaded. “ I know."? “Please, John. I wasn't serious I was just flirting.” Angie struggled furiously to relieve herself of my weight, but I held her aganist the desk as my hands began to roam over her body. " John, stop," she sobbed. I ignored her pleas, my hands roughly explored her breasts before moving down over her waist to the curve of her hips. " No!" she wailed as I shoved two fingers back into her tight opening of her pussy. She grabbed my wrist with her hand and tried to push my hand away, but I continued my assault thristing into her hard and deep. She gasped as she felt me slide a third finger into her.
" John, you're hurting me. Stop!" My body crushed her aganist the desk and she felt the bulbous head of my hard cock poking aganist the tender lips of her cunt. My hand slipped between our bodies and I positioned the tip of my cock at the opening of her pussy. I groaned," UH! UH!UH!" as I pushed into her, I could feel her pussy was lubricated. I could feel a part of her liked it. I thursted hard into her driving the head of my cock into her, “ OMG STOP! STOP! OH PLEASE STOP!” Angie screamed. " Oh! Baby, your tight. My God, ssssoooo tight!' I pull completely out of her.
Then with the head barely touching her lips again, I drive my hips forward using all of my might. For a brief moment, like a hundredth of a second, her lips resist, and then split to allow the instrument to enter her, slamming through her tight vaginal canal and driving itself at least 6 inches in on the very first thrust. Women are not meant to be stretched like this, so I wasn’t surprised at all when her whole body jerked in response to the white hot pain of the instrument slicing into her tight pussy as she emitted a screech " OMG! OMG! AAAAAHHH! ". She screeched " AAAAHHH! TAKE IT OUT! AAAAAHHHH! " Pulling back several inches, I see lots of blood covering my cock, and dribbling down on to the floor. Then I drive forward again, slamming the head right up against her cervix. I still had a few inches of shaft to go, but that would take a bit of pile driving action. I drew back and started ramming into the tightness as she howled pitifully " OMG! AAAAAHHHH! AAAAAYYYY! AAAAHHHH! ". Whatever it felt like for her, the feel of her unprepared and tight pussy milking my cock sent shivers of excitement through my body as I slammed her with my cock.
The pain took her by surprise but in a moment she felt my large balls resting against her pussy flesh and she knew she had taken all of me. The feeling of fullness was incredible! In a way she was proud of herself. She had taken all 14" of me. I began to pull out but quickly thrust deep back in. I was building a rhythm gradually taking longer and deeper strokes until I had sheathing and unsheathing of my full 14" shaft on each stroke. Her pussy resisting each thrust, clamping down in a vain attempt at stopping each subsequent penile impalement. Tears were pouring from her face as her tight canal was stretched, scrapped and torn by the sustained ramming I was inflicting on her. Gradually, the continued ramming of my cockhead gave to the back of her pussy caused it to give a bit, and I was able to ram the last few inches in. It felt great, having her tight pussy grasping the entire shaft including the base of my cock, convulsing from the trauma, continuely spasming as her whole body heaves from the sobs and screams she was emitting " AAAAAHHHH! AAAAHHHH! OOOOOHHHH! PLEASE STOP! Pleeesssse Sttttttoooopppp! ".
I groaned into her ear, " UH! UH! UH! UH! UH!" as I continued slamming into her like a pile driver. Tears streamed from Angie’s eyes flowing into her long, blond hair. My fingers dug into the flesh at her waist and she cried out " AAAAAHHHH! AAAAHHHH! OOOOOHHHH!. “ John,” she cried pathetically, her hands at my thighs as she tried again to push me away. I fucked my doll for several more minutes, loving the tightness, and getting off on her screams. I felt my orgasm approaching and started slamming harder, enjoying ramming the fuck out of her pussy as I pounded into the wailing woman without mercy until my orgasm came, and I drove all the way in, holding it there as the volcanic explosion pumped my warm semen into the crying woman.
I held my cock there for a few minutes, feeling her pussy struggling to expel me. After a few minutes, I pulled my cock out and looked at the blood on it, and the blood and sperm dripping out of her split open pussy, as it still twitched from the trauma it had just endured. She sobbed heavily for a few more minutes, I grabbed her waist pulling her back towards me, her tight virgin ass jutting out towards me begging to be fucked. The feel of fucking a woman's small tight virgin ass is undescribably. My hard cock was dripping with all kinds of goo, so that would suffice as lube I grabbed her hips making sure her ass was in the right position and I parted her cheeks roughly as she cried out " OUCH! OMG! STOP NOT THERE PLEASE! ". When I rubbed the head of my cock against her tight puckered little anus, she went wild, struggling against her me with renewed vigour as she screamed desperate pleas " STOP! STOP! NOOOO! NOOO! ". I laughed, watching her pathetic struggles, listening to her screams.
Well, no better time than the present. I lined my hard instrument up and leaned in hard, pushing the swollen head against the resisting ring. Her entire body tensed, in an effort to resist the coming impalement with all her might. I was experienced in fucking a tight ass, to know that I would win this battle. Pushing hard, I had to hold on to my cock to prevent it from sliding off of her ass. She wriggled, clenched her sphincter and grunted with exertion as my cock head fought against her resisting ring. I could feel the ring was starting to give, ever so slightly.
She could sense it too, and she started crying out " OMG! STOP! STOP! " from exertion and fear as the ring slowly started to lose the battle . I pushed a bit harder and suddenly the her anus lost the battle and parted as my cockhead forced it’s way in. Her whole body arched, her head going back as she emitted an agonized screech " OMG! AAAAAGGGG! " when her anus was forced much wider than it had ever been in her life.
She was shocked and shuddered as she was trying to shake the pain from her body, yet couldn’t get rid of it. The pain was about to get worse….much worse. Once the head was in it was the beginning of the end as I was able to now push inch by inch, slowly into her rectum as she convulsed and howled " OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! from the pain as her rectum was cruelly stretched, and forced open very deep within her. Finally I got my entire shaft in, my balls resting aganist her ass. Her traumatized sphincter clenched and convulsed around the base of my hard instrument. It felt so fucking amazing, so unbelievably tight. The violation of her body, with my cockhead right up in her bowels was sheer ecstasy for me as it was agony for her. She was insane with pain, of the invading rod stretching her insides.
I pulled back and then shoved it in again, causing insane convulsions from her and high pitched noises " OHHH! OHHH!! UUHHH! OHHH! . Her ass forced my thrusts to be slow, as it resisted every inch of my shaft. That would soon change. I started ramming like a pile driver into her OWWWWWW" , its tearing me, take it out, don't push it in," she yelled.
I started working my cock in and out, with long deep merciless thrusts as she screamed OWWWWWW" and cried. I rammed my hips against her ass with repetitive thrusts, WAP! WAP! WAP! WAP! battering her . Her buttocks and thighs kept quivering in response to the violation of her ass. She struggled endlessly. Her cries were OWWWWWW".
I carried on slamming my cock into her tight gripping rectum as she howled " OHHH! OHHH!! UUHHH! OHHH! OWWWWWW" , still trying to thrash around, yet not succeeding. After another 10 minutes, I felt my orgasm coming, and planted myself deep inside her clenching asshole as she tensed every muscle in her body. I came in powerful jets of semen that fired deep into her as she cried loudly . " OHHH! OHHH!! UUHHH! OHHH! OWWWWWW" When I finished, I held it there for a few more minutes, then pulled it out.
Both of us collapsed aganist the desk, I stood up off of her breathing hard and she laid there aganist the desk sobbing." Well you have a new business partner and loan. Make sure your available when I need you and call, Angie."
story by: graylover
Author: graylover
Related sex stories: