Raping a High Society Socialite   added 2 years ago
  By: gray6lover009  Age: 59  Country: United States

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Categories:
Tags: Stalking crying cock
Location: Other
Roleplay: Stranger/Stranger
Fulfillment: Share it only
Nature: Agressive

I had meant Tanya when I visited her house that was for sale. I bought her house and continued to recieve some of her mail. In conversations with her, I learned she was divorcied and owned a insurance agency. She is a tall slender 43 year old woman, with a hot sexy body.She has long blond hair, beautiful green eyes, long slender legs, small perky breasts and nipples.She enjoys wearing cloths that shows off her body and legs, and she wears nylons and high heels.

Before buying her house, I would spend time in the neighborhood watching her walk up the path to her door. She always came home for lunch at 12:30, no matter what,.I checked my watch. I liked that she had a routine; the rest of her life appeared to be a mess. She needed to sell her house so she could move closer to her business. The first time I seen her, I got very horny and a hard cock.She appeared to stay home on most weekends, and she liked to drink wine.

Just like that I was spending time observing her movements. I am 6ft 6ins. tall, muscular body, rugged look like Charles Bronson with salt and pepper hair. I'm 54 year old wealthy lawyer and business mogul. I'm divorcied and a player that enjoys beautiful women and I'm horny most of the time. When I seen a woman that intrigued me and lusted for, then I would go to great lengths to meet her, date her, and fuck her.

On this saturday afternoon I seen her leave wearing  loose free flowing shear dress with 3 in heels.I quicly ran into the house. I heard Tanya's footsteps. The clicking of her heels on the hard wood floors. I ducked down behind the couch, she sat down with a sigh on the couch. I could smell the scent of her perfume, and see her long neck. She curled up on the couch with her feet on it and she turned on the T.V.. I stood up behind herquietly looking at her. She was nestled up on the couch, eyes closed and her knees pulled into her chest.

The dress was pushed up revealing her thigh, and a nice view of her ass and lace panties showing. She was not wearing a bra, her small breasts and nipples were visable through the thin fabric of the dress. Her hair was pulled up off of her long beautiful neck, and she wore minimum amount of makeup on her beautiful face. She took a deep breath, not even feeling me there: such innocents.

I came around the couch and quickly grabbed her. She tried to scream, but my hand was over her mouth before she could react. Her eyes met mine. Her eyes were opeded wide and filled with fear. I sat astride her pinning her wrists to one side with one of my large hands. " Shhhhh.It's okay Tanya." She tried to talk to me, but all I heard were mumbles, her eyes darted to the coffee table where her cell sat. I saw disappointment in her eyes, " Listen carefully. You are going to do exactly as I say and your not going to scream," she shook her head no, "Yes, yes you are. You know why? If you don't I will cause problems with your insurance company."

Her eyes filled with tears, and she nodded her head yes.I slowly removed my hand, I heard her whimper a little, " please." " Save your moans darling," I slowly ran my hand over her one breast then the other one. I felt my cock getting hard. Her skin was so soft and supple to touch. I stood up pulling her with me, I pulled her towards the hall to the bedroom. I shut the door behind us and pushed her onto the bed. I noticed she had tears streeaming down her face. I quickly removed my clothes, I saw her staring at my muscular physique and massive hard long thick cock.

" What do you want ?" her voice was soft and quivering. " Isn't it obvious ?" I took two strides toward her and pushed her hands over head. I grabbed my tie to bind her hands together and then to the headboard. I watched her catch her breath. " Tayna, why do you make dumb business decisions ?" I stroked her hair taking a few strands between my fingers. " What decisions ?" She caught a sob as she spoke.

I gave her a knowing look, " You know as well as I do that you have made dumb decisions. Like not selling your agency." I fely my voice rising. Her eyes were more beautiful then I remembered. Full of fear, tears, and something else, lust? Tanya was stunned, this just could not be happening. What did this man want ? He was so muscular, and familiar to her. She had defintely seen those green eyes before. It was at a meeting downtown, he had caught her eye. She had smiled a little, and she thought he was handsome and hot.

She twisted aganist my tie and tried to get free. I started to slowly caress up and down her body. " You feel so soft, " I whispered. Tanya stopped trying to get loose. She was stuck. She felt the tears on her cheeks, she was scared and ---- guilty. She had fantasized many times about a stranger coming into her home taking her roughly. It was the fantasy that made her horny, she liked imaginng of being ravished, of feeling a big thick cock in her, and forcing her to have multiple orgasms. She had never experienced an orgasm with a guy before.

Now, here it was, just like her fantasy. She felt herself very horny and wet. I stood up moving away from her. She watched me as I left the bedroom. A minute later I returned, a knife in my hand, she gasped. " Shhh, honey, shh." I took the knife and cut through her clothes. I prefered cutting them off than risk untying her. I was definitely going to fuck her nice and slow. I cut through her dress, and panties. I took a moment to enjoy looking at her body from head to toe. I felt like I would have an orgasm just from looking at her.

" Oh Baby," I fondled her tits pausing on the nipple and pulling it roughly. She gasped. I stopped looking into her eyes, " Did you like that ?" I pulled the nipple again., her tears were still running down her face, but she was enjoying this, I could tell. " Please, Stop." she whimpered. " Please what Tanya? We are going to enjoy the weekend together, sucking your tits and nipples, eating your pussy, fucking your pussy and ass then I'm going to leave and you are not going to tell anyone."

Tanya nodded in agreement, " I won't tell, please."  Leaned forward, taking a nipple into my mouth, sucking it hard anf then flicking my tongue over it. I moaned " OOOOHHH!" My other hand slide down to her pussy, she clamped her legs closed tight. My hand forced them open, I laid my hand on her pussy. Then I started to caress the plump lips with my fingers up and down. Then I parted them sliding my finger up and down her wet slit. She moaned " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO."  I started pushing my finger into her " AAAAAAAAAAAAAHHHHHHHHH!!!!!!!!!" Tanya screamed in pain as she felt my finger ripping her pussy apart. "Shhhhhh! " I whispered to her as I pushed my finger inside her and began fucking her tight pussy. Tanya screamed again " AAAAAAAAHHHHHHH!!!!!"

" I am going to fuck you hard Tanya, " I sighed. into her ear. She sobbed a little, but I heard her moan again  " AAAAAHHHH! AAAAHHHH! OOOOOHHHH!.“ I forcefully violated her pussy with my finger again then as she begged me, " please stop... you are hurting me." I then without warning or lubrication shoved two fingers  inside her. She was sobbing, as I roughly finger fucked her with two fingers feeling her hot wet center. I shifted my weight so I could fuck her with my fingers harder and deeper. I let my thumb slide over her swollen tender clit and she gasped " OMG! OOOOOHHHHH!"
I let go of her nipple that I had been sucking, I looked into her eyes and then kissed her mouth hard. I forced my tongue into her mouth and continued kissing her, waiting a few seconds before removing my lips from hers. My hand continued to fuck her, I felt her getting wetter and wetter She was screaming " OMG! OMG! AAAAAHHH! ".then I was rubbing her tender swollen clit harder and faster. " Come Baby! Come Baby!" I whispered into her ear as I licked her earlobe.
Tanya couldn't believe how turned on she was, she only felt this hot, this wet, this horny when she used her vibrator. Her body started shuddering as wave after wave of oragasms swept over her, she was screaming " OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO". " Turn over on your stomach." I said. I flipped her over, causing her wrists to twist over her head. I reinserted my fingers, but instead of two I shoved three fingers deep into her. She screamed " AAAAAHHHH! AAAAHHHH! OOOOOHHHH! PLEASE STOP! Pleeesssse Sttttttoooopppp! ".
I let my palm smack her ass cheek, as I finger fucked her from behind. She tried to raise up and look back at me, but I pushed her down holding her down while I continued finger fucking her. " Fuck Tanya, you are so fucking wet "  With that Tanya felt her stomach flip flop and she shut her eyes as she came on my hand. " Oh, yeah baby," I licked my fingers, then I leaned down letting my tongue slowly taste her sweet pussy.  I started to feast on her clit. The more my tongue worked, the more she started to surrender to me. Her moaning was getting harder and faster now, " ooooohhhhhh! ooooohhhhhh! aaaaaaaahhhhh! ooooohhhhhhh!" and I knew that just a little longer, I would finally have the treat I had been waiting for. . .”Oh....Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ohhh."........mmmmmmmm…..fuck, fuck, fuck….” She moaned out as her orgasm grew even closer. I moved my mouth just a little against her pussy, and gave her clit a small bite with my teeth.
That was all it took. Tanya began violently bucking up beneath me as her orgasm began ripping through her body. I quickly thrust my mouth back down to her slit, and began thrusting my tongue inside her pussy as her sweet nectar exploded from her body. I moved my other hand over her ass cheek.While  I feasted hungrily on her throbbing pussy. The more I devoured her cunt, the more violently Tanya thrashed beneath me on the bed. I was like a hungry wolf attacking his prey. I just couldn’t get enough of her. I continued to thrust my tongue in and out of her pussy. Tanya's orgasms were ripping through her body, even stronger than the first. I could feel her pussy lips clamping down tightly around my tongue each time it probed deeper inside her. . .”Ohhhhhh…  Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" fuu…fuuu…Oh fuck….please Stop…..ohhhh…mmmmm…OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO….please stop.…..oh shit….” She started mumbling through her gasping. “I can’t ….fuck fuck fuck….I can’t take it any more…Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM! pppppppllllllllllleeeeeeaaaaaasssssee…” she begged. . .I knew what it was like to cum so hard it hurt, after three orgasms, I decided I would let her body relax a little
After all, I knew what a long weekend her sweet body was going to endure. . .”Okay, I’ll stop…but it will cost you.” I moved my mouth from her pussy, and then moved up spreading her legs apart.  Tanya was still gasping for air, but once again, she looked back locking her eyes tight on to my hard cock. For the first time, I saw her involuntarily lick her lips at the sight of it. . .”That’s right…take it in. I lowerd myself down on her.
Tanya could feel the thick bulbous head of my cock pressing against the slit of her wet pussy lips. . .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! IT IS TO BIG! IT WILL NOT FIT! OMG! YOUR HURTING ME! STOP!” Tanya screamed. " Oh! Baby, your so tight. My God, ssssoooo tight!' I pull completely out of her.
Then with the head barely touching her lips again, . I didn’t wait for her tight pussy to adjust to the size and thickness of my hard rod. I immediately drive my hips forward using all of my weight, for a brief moment, her lips resist, and then split to allow the hard long thick rod to enter her, slamming through her tight vaginal canal and driving itself at least 6 inches in on the first thrust. Women are not meant to be stretched like this, so I wasn’t surprised at all when her whole body was jerking in response to the white hot pain of the hard rod 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 bed. 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 draw back and start ramming the tight pussy as she howls pitifully " OMG! AAAAAHHHH! AAAAAYYYY! AAAAHHHH! ". She was so fucking tight and locked around my cock.Whatever it felt like for her, the feel of her unprepared and tight pussy milking my cock sent shivers of excitement through my body.
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 10" of me. I began to pull out but quickly thrust deep back home. I was  building a rhythm gradually taking longer and longer deeper strokes until I had sheathing and unsheathing of my full 10" on each stroke. Her pussy resisting each thrust, clamping down in a vain attempt at stopping each subsequent penile impalement. I slid my hand to her ass, and force a finger inside her tight ass, she screams "OOOWW, OOOWWW! THAT HURTS."  We both start grinding and fucking our bodies as hard and fast against each other as possible. My hips were slamming hard and deep against her slender body, impaling my cock deep inside her with each thrust.
Tears were pouring down 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! ".
Within a few minutes Tanya was exploding in orgasms over my cock, screaming " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!"  Her pussy clamped down like the jaws of a pit bull, refusing to let go. It was the tightest fuck I had in a while. I was glad I had cum so hard earlier, because I was able to fuck this sweet babe with everything I had. I felt my second orgasm approaching and started slamming harder, enjoying ramming the fuck out of her pussy. As her orgasms continued ripping through her body, Tanya  was biting the pillow hard and violently. I could feel the pain transfer into pleasure by the time it reached my cock.
As she threw her head back towards me, I returned the favor; my mouth locked tight on her neck. She flailed around on my cock grunting a variety of obscenities, " FFFFFFFFUUUUUUUCCCCCCKKKK! OMG! YOU FFFUUUCCCKKKING BASTARD! as her orgasms took over. Her pussy was getting tighter and tighter on my cock with each spasm, and I knew I couldn’t take much more.
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 suddenly pulled my cock out of her. She was a little shocked as she immediately missed the thickness feel of my cock inside her. .”Don’t worry sexy…we aren’t done yet.” I said, . my hands grabbed her hips and I pulled her ass up towards my cock. Her tight little asshole was red from the probing I had already done. I slapped her ass hard a couple times on each cheek before pressing the head of my shaft at her tight hole.
”OH FUCK! NO …..PLEASE NOOOO ….UUUUUGGGHHH ”. Before she could finish her sentence I pulled tight on her hips and thrust my hips forward. The head of my cock forced its way past the tight grip of her asshole and drove inside her. Tanya grabbed two fist fulls of the sheet and buried her face into the pillow as I continued to violently pull her asshole onto my thick throbbing cock. It didn’t hurt like she thought it would since my two fingers had managed to stretch her open some; and the saliva from my tongue was still coating her insides; but it was still filling her up in a way she had never felt before. Inch after inch of my cock disappeared inside her sexy small tight virgin ass. She was up on her knees now, but knew there was no way I was going to let her get away.
.As I felt my balls slap, WAP! WAP! WAP! WAP! against her wet hot pussy lips, I could feel every inch of my cock imbedding deep inside her. I held still for a few moments, allowing her to get used to the feel of it inside her. She was breathing hard and after about a minute, I could see her hands release the death grip they had on the sheet. It was time. . .I begin to pull out just a little, and then ram my cock back in all the way. Slowly I work it back and forth, getting longer and longer with each stroke. It took me a few minutes to finally get that tight ass wet and loose enough to allow my cock to move in and out somewhat freely, but by the time I did, Tanya was moaning in pleasure beneath me.
. .”OH fuck baby….mmmmmm….i love ….mmmmmm….feeling…your cock in my tight….oh fuck fuck…ass. Oh baby…fuck me deep….mmmmmmm.

I was so fucking turned on. I began fucking my way in and out of her tight ass as hard and fast as I could. Our bodies were soaked with sweat as I humped her like dog on her pink sheet. Tanya exploded in a whole new set of mini orgasms, causing her ass to lock down around my cock much tighter than her pussy. That was all it took to finally push me over the edge to my second explosion of the afternoon. I thrust my hips down hard against her ass as I pumped load after load of orgasmic cum into her tight ass. The more she shook beneath me, the more I pounded her from behind. Her ass was still locked so tight around my cock; the blood could not escape to let it soften. After 10 great minutes of fucking,  I came as powerful jets of semen were fired deep into her as she cried loudly .  " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!  "AAAAAAAAAHHH, OWWWWWW" 
I slid a hand under her waist, and rolled over onto my back with her still impaled on top of me. Tanya  feverishly raised her ass up and down on my cock. She was bouncing that sexy little ass up and down on my shaft. I dug my fingers into her shoulders and felt her cum again as the red claw marks appeared on her silky flesh.
.Finally we were both spent. Tanya fell back on top of me, never pulling my cock from her ass. We lay there panting against each other as our bodies finally started to relax. Her ass was still super tight and keeping a firm grasp of my cock. One of my hands reached around her and found her wet pussy lips and I gently teased and massaged at them while my other hand reached around and found one of her hard erect nipples.

I rolled Tanya off me onto her stomach again, I was kneeling beside her. I told her just the thought of experencing the tightness of your pussy and ass is making me horny again." Tanya turned looking at me, seeing me kneeling on the bed stroking my cock. " NO! NO! NO MORE PLEASE!" Tanya screamed. I smiled at her, my big long thick cock was again rock hard, the bulbous plum head had beads of cum on the tip. The ugly purple viens were pulsating as my cock bobbed up and down. Tanya was shaking her head as I roughly spread her legs. Crawling between her legs, I thrusted my long thick hard cock into her sore brusied pussy. Tanya screamed " OMG! NNNNNOOOOO! SSSSSTTTTTOOOOPPPP!" I was slamming into her like a mechcanical piston thrusting long and deep with each stroke. I was moaning " UH....UH....UH....UH....UH! OH! OH! BABY, oh baby! then I slammed into her one final time, Collapsing on top her, my cock wildly jerking inside her as streams of warm cum filled her.





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