This is the second part of a two part story. It will make more sense and will be better appreciated if you read part 1 first. The story is about an old man on his death bed remembering his first sexual experience with Cindy Vanderhoof, the hottest girl in school. In part 1 their sexual explorations take them places neither had ever been. Part 2 is a continuation of the story. Both take place in the year 1950.
Cindy Vanderhoff emerged from the bright light and held out her hand. She was beautiful and young just like the old man remembered. He wanted to go to her but he was having a hard time getting out of the bed.
“Cindy,” he mumbled.
“I wish we knew who this Cindy was,” one of the family members said.
“It may be nobody,” the doctor told them. “It’s normal for people near the end to have illusions.”
The old man rose and headed towards the light. He glanced back at the body in the bed. It looked so familiar. He reached for Cindy’s hand. As soon as he touched it the rest of their story flashed before his eyes.
Cindy was somewhat aloof when I saw her on Monday at school. I tried to talk to her about what had happened between us but she always made an excuse to leave when the topic came up. This went on for several days. I was sure that she was upset about losing her virginity, but I needed her to tell me that rather than just avoid me. One afternoon I cornered her on the way out of school.
“Cindy, I know you’re upset at what happened,” I quickly said before she could slip away. “I need you to know that I’m sorry. I had no right to do what I did. I’ll understand if you don’t want to go out with me again, but I don’t want you to hate me.”
She stared at me for several seconds searching my eyes like she was looking for an answer. She finally threw her arms around my neck and hugged me. When she pulled away she was smiling. I hadn’t quite finished what I had come to say.
“I promise I will never…”
“Shhhhh…” Cindy said putting a finger to my lips. “Pick me up at 6:30 on Friday night.”
It was like a first date in many ways. She slipped her hand into mine as we walked to the movie theater. Cindy did most of the talking. The topic of her virginity never came up. After the movie I proposed that we go for a soda.
“Let’s go back to my house,” Cindy suggested instead.
My heart thumped loudly in my chest at the prospect of what that might mean but I didn’t get my hopes up too high. We walked hand in hand back to her house. As we were nearing it we saw a car pull into the driveway. Her sister Dana and some man who had to be ten years older got out and went into the house.
“Damn,” Cindy swore. “My parents are out at some big function and told me they wouldn’t be home until late. I was hoping we could spend some time alone but that bitch had to bring one of her boyfriends here. She’s always doing that.”
“That’s okay,” I reassured her. “We could go for a soda and just talk.”
“No it’s not okay,” she fumed. “This time she’s not going to get away with it. Let’s go spy on the bitch. I’m going to get the goods on her.”
I followed Cindy around back. She quietly opened the kitchen door. Once inside we listened. We heard laughter coming from down the hall. She put a finger to her lips. We snuck into Cindy’s room. She turned on a bedside lamp. Cindy carefully opened the door on her side of their shared bathroom. Dana’s door was closed. Cindy cracked it open just far enough so we could see.
Dana was on the bed with her boyfriend – more of a man really. They were sitting on the bed with their lips pressed together and their tongues swirling in a passionate kiss. His hand was under her blouse feeling her tits. We watched Dana slide her hand over the bulge in his jeans. She finally pulled away and removed her blouse and then her bra. My eyes feasted on her naked tits which were bigger than Cindy’s and absolutely gorgeous.
Dana fed a nipple to the mouth of the man she was with. She moaned as he licked and sucked first one and then the other. Her hand moved back to the bulge in his jeans. My cock was so hard from watching that it felt like it was going to rip through my pants. I could barely breathe. Cindy looked up at me with eyes full of wonder and smiled wickedly while biting her lip.
Dana used both hands to unfasten his jeans. He reached down to help her. She finally managed to get them and his briefs far enough down his thighs for his hard cock to pop free. It was huge and had to be at least eight inches long. A dark crop of pubic hair surrounded the base. Dana wrapped her hand around it and stroked.
What happened next shocked both of us. Dana leaned over and swirled her tongue around the knob of his cock. Then she slipped it into her mouth and slid her lips down his shaft. Her head bobbed up and down. We could hear faint sucking and slurping sounds and see spit drooling down his shaft.
“Oh yeah baby… suck my cock… aaahhh… god… yes… use your tongue… oh fuck that feels good.”
Encouraged by his words Dana became more aggressive. Her mouth went faster and faster. Her hand slid down and massaged his balls. Spit was flying off her lips. She was making loud gagging and sucking sounds. We watched her slip a hand under her skirt and into her panties. My cock was throbbing so hard I thought it might explode into my pants without even being touched.
Dana’s boyfriend thrust deep into her mouth. His face contorted. He grunted. Dana kept her lips clamped tightly around him. We saw something white and gooey drool from her lips and down his shaft. Dana pulled her mouth off his cock. A dribble of cum trickled down her chin. She looked down at her boyfriend and gulped twice. Using her finger she cleaned her chin and put that into her mouth as well. She leaned over and kissed him on the cheek.
“Just a sec. I’m going to use the bathroom. I’ll be right back.”
We quickly scrambled back into Cindy’s room locking the door behind us. My cock was screaming. My balls were aching. We waited until we could hear the toilet flush and Dana leave the bathroom before moving or making any noise at all. Cindy sat down on the side of her bed. I could see her looking at me in the dim light of the bedside lamp. Her eyes were desperate.
I stepped closer. My cock felt like it was going to rip through the front of my pants. Cindy reached out with a hand and rubbed it across my bulge. She tugged at my zipper. I unsnapped my pants and pushed them down my thighs along with my boxers. My hard cock sprung free and poked up from between my legs.
Cindy wrapped her hand around my hard meat and slowly stroked. I stepped closer. Cindy leaned forward and looked up at me with wild eyes. I knew what she was going to do. I wanted her to do it. Her tongue shot out and flicked across my knob. She pulled her hand from my cock. I watched her lips part and slide down my throbbing shaft.
My head was pounding as Cindy took me deeper into her mouth. Her tongue swirled around my shaft and over my knob. She bobbed her head up and down. I let her do all the work trying my best to hold back for as long as I could. My cock plunged into her hot and wet mouth again and again. Cindy slid a hand under her skirt and into her panties.
I felt my balls tighten. I put my hands on her head and grunted. Cum exploded into her mouth in spurt after spurt until it was drooling from her lips. I was nearly spent when she stiffened. She gasped desperately for air as her finger flew across her clit. Cum drooled out of her mouth and down my shaft. It dripped from my balls onto the floor.
Cindy kept my spent cock in her mouth as the final vestiges of her orgasm passed. She finally pulled away and looked up at me. Cum was still drooling from her lips and running down her chin. She pulled her hand out of her panties and wiped her mouth. I had no idea what to say. Cindy finally broke the silence.
“I always thought those kinds of things were disgusting acts that only perverts did in dirty movies, but then I saw Dana do it and I couldn’t help myself. I even let you shoot in my mouth… and I liked it. I got off on it. What am I becoming? You can’t tell anyone what we just did, okay?”
They way she said it made it sound like this was worse than telling people I had fucked her and taken her virginity. I nodded still in a daze from unloading into her mouth. We both turned our heads when we heard loud moans coming from Dana’s room.
“They’re at it again,” Cindy said. “I want to watch. Come on.”
I pulled up my pants. We snuck back into the bathroom and slowly cracked opened Dana’s door. Cindy stooped down to watch. I stood over her and peeked into the room. Dana was on her back with her legs spread and knees pulled to her shoulders. Her panties and skirt were lying on the floor. Her boyfriend had his head buried between her thighs.
Dana hands were on his head. She was squirming against him. We could hear loud sucking and slurping sounds interspersed by her loud moans. It took me a few moments to realize that he was licking her pussy. We watched him push two fingers into her body. Dana squealed. We could see his arm moving as he pumped them in and out of her juicy hole.
“Yes… yes… lick my clit baby… fuck me with your fingers… that’s it… right there… yes… I’m going to climax… oh god… uuuunnngggghhhh…”
Dana threw her head back and screamed. She thrashed and jerked and bucked against his thrusting fingers and probing tongue. We could hear wet squishing sounds coming from her pussy. She finally pushed him away. A thick strip of curly pubes covered her swollen mound. I could see glistening pink lips peeking out from the gash down the middle.
“Oh baby that was so good,” Dana exclaimed with a final gasp.
“Can we fuck now?”
“Tom, I told you I wasn’t going to do that on our first date. I’ll suck you again if you want.”
“Will you let me cum on your face?”
“Why is it that you guys are all the same?”
“I’ll take that as a yes,” he replied.
Tom straddled her body, lifted her head and shoved his cock between her lips. This time he was in charge. He grabbed her hair and fucked her face hard driving his cock deep into her mouth on each thrust. Dana gagged and choked from his aggressive assault but did her best to keep up with his punishing jabs. A flood of spit drooled from her lips and streamed down her neck. She gasped for air when he finally pulled out of her mouth.
Tom slapped his hard cock across her face and then climbed out of bed pulling Dana around until her head was hanging over the edge of the mattress. His cock speared back into her mouth. He showed no mercy driving his meat into her throat on each thrust. Spit streamed down her face running up her nose and into her hair. Dana slipped a hand between her legs and rubbed her pussy. She obviously loved what he was doing to her.
Once again he pulled his cock out of her mouth releasing a flood of spit that ran down her face. She was gasping and out of breath. He slapped his cock across her face several times and rammed it back down her throat. She gagged and choked as he furiously fucked her face. Her fingers flew across her clit.
Tom pulled his cock from her mouth, wrapped his hand around it and aimed it at her face. A stream of hot cum splashed against her cheek. Another blast hit her between the eyes. He moved forward and pumped several spurts onto her tits and then back to her face where he deposited the final few drops. Dana’s fingers dug into her pussy. She arched her back and screamed.
Dana was still on her back with cum running down her face when Cindy and I closed the door and went back to her room. We were both trembling from what we had just witnessed. Without saying a word she removed her blouse and bra. Next she unzipped her skirt letting it fall to the floor. Then she stepped out of her panties. She grabbed the bottom of my t-shirt up and pulled it up over my head. I quickly shed my jeans and boxers. We were now both completely naked.
Cindy climbed onto the bed and motioned for me to join her. We kissed. She pulled me on top of her and spread her legs. I thought she wanted to fuck and poked my cock at her pussy. Instead Cindy pushed down on my head. I kissed her neck and then sucked one of her swollen nipples into my mouth. She pushed my head down further and pulled her knees back. I found myself staring at her dripping pussy.
“Lick me,” she whispered. “Do me with your mouth.”
Her swollen mound was surrounded in a forest of light brown curls. I stared at the pink folds that peeked out from the dark gash. I moved my face closer and could smell her musky aroma. Her pussy throbbed with life. My tongue shot out. I flicked it up and down her juicy slit. Then I clamped my lips around her swollen mound. My tongue found her opening. I pushed it into her steamy passage.
Cindy moaned with pleasure. She took my head in her hands and pulled my lips tighter against her throbbing sex. My tongue moved around inside her hot pussy. I sucked her juices into my mouth as they seeped out of her body. Cindy’s moans became louder. She squirmed against me and pulled me tighter. I could feel her trembling.
I moved my tongue to her clit. Her fingers dug into my scalp. Her thighs clamped against my ears like a vice. She tried to stifle a scream. Her body bucked and jerked uncontrollably. A gush of juice squirted from her pussy and splashed against my chin. I clamped my lips tightly around her and sucked. More juices flowed into my mouth. I swallowed.
I loved licking Cindy’s pussy. I never wanted it to stop. I moved my tongue back to her clit and pushed two fingers into her quivering passage. Another wave of orgasm had Cindy thrashing and squirming. I pumped my fingers in and out as fast as I could. My tongue continued to torture her clit. Juices poured from her pussy and dribbled down my chin.
“Stop… stop… please,” Cindy begged pushing my face away.
I was bursting with lust and had lost all control of my actions. I climbed up her trembling body. I kissed Cindy hard on the lips. She didn’t seem to mind the taste of pussy on my tongue. My throbbing cock slid between her open legs. My knob rubbed across her gash and slid between the folds. She reached between her legs and guided it to her opening. I pushed. Her hot pussy enveloped me. My hard cock plunged deep into her body.
“Yes,” she gasped hooking her heels against my ass cheeks and throwing her arms around my neck. “Fuck me.”
I hammered her hard and fast. I could feel her tight pussy squeeze my cock each time I pounded into her body. Her fingers clawed at my back. Her ankles tugged at my ass cheeks trying to pull me deeper. My balls slapped wetly against her asshole on each thrust. Cindy gasped and buried her face in my shoulder to keep from screaming. Her body bucked and jerked beneath me.
I continued to plunge my cock deep into her pussy. My hands slid between our bodies. I crushed the soft flesh of her tits with my hands. I slammed into her faster and faster. I looked down into her wild and desperate eyes. I could see that she was going to have another orgasm. I put a hand over her mouth to stifle the scream. Her pussy gripped me in another series of spasms. She pushed me off before I could cum.
“God,” she gasped. “I can’t get enough of you.”
We kissed some more. She climbed on top of me and guided my cock to her dripping pussy. Cindy impaled herself on its length. She rode me like a wild mare. We forgot all about Dana and her boyfriend. Cindy stiffened and screamed. Her body bucked and jerked violently. Her naked tits slapped me in the face. I sucked a nipple into my mouth. Another orgasm gushed from her pussy. She finally rolled off me.
“Oh god,” she gasped. “I… I can’t take it anymore… it’s too much.”
I laid there on my back listening to her breathing. A raging hard-on on the verge of exploding was poking up from between my legs and dripping with the juices of her multiple orgasms. We had become so caught up in our own passion that we hadn’t noticed the loud screams coming from Dana’s room. These were interspersed by shouts of “fuck me” and “harder” and “deeper”. Apparently she was doing what she had said that she wouldn’t do on the first date.
“Oh my god,” Cindy said sitting up excitedly, “Listen. She’s doing it with her new boyfriend. I knew she was a slut.”
I’m not sure what that said about her own behavior but I wasn’t about to mention it. Cindy climbed out of bed and headed for the bathroom motioning me to come with her. I was a little self-conscious that I was naked with a raging hard-on but then so was she – without the hard-on of course. I followed her like a puppy dog. She squatted and cracked open the door. I stood above her and peeked into Dana’s room.
Dana was on her hands and knees facing the wall. Tom was standing behind her slamming his cock into her from behind. We both had a clear view of it sliding in and out of her swollen pussy hanging between her thighs. He wasn’t just sliding it into her. He was slamming into her so hard that her whole body was propelled forward on each thrust causing her head to bang against the wall.
“Yes… yes… fuck me… shove your big cock up my cunt… harder dammit… fuck me harder.”
He continued to pound into her like a madman. He slapped her ass cheek so hard he left a welt. He did it again and again. Dana screamed. Her head continued to bounce off the wall. Pussy juice ran down her thighs. She squealed as another orgasm sent her spinning out of control.
“Yes,” she screamed. “Fuck me harder… make me feel it.”
He grabbed her by the hair and yanked her head back. He pounded his cock into her pussy hard and fast jerking her body forward on each thrust. Dana dropped a hand between her legs. He pulled her up on her knees and sunk his teeth into her neck. Dana screamed like she was in pain. Tom pulled out. We watched a stream of girl-cum spray from her pussy onto the bedspread.
Dana rolled onto her back. Tom climbed on top of her hooking her heels over his shoulders and bending her legs until her knees were by her ears. His hard cock plunged deep into her waiting cunt. Tom slapped her hard across the face.
“Tell me what you want whore,” he yelled down at her and slapped her again.
“Please,” she begged between screams as he continued to slap her. “Fuck me. Hard. I want it hard. Choke me. I want you to fucking choke me.”
Dana gasped and clawed at his chest with her fingernails. His fingers went around her neck and squeezed. His cock continued its relentless assault on her pussy. She looked up at him with wild eyes and screamed. He pulled out his cock. We watched a gush of juices spray from her pussy. He slammed into her again. Another orgasm gushed from her pussy.
“Now I’m going to fuck your ass you little whore,” Tom said in an angry voice. “I’m going to shove my big fucking cock up that tight little poop hole of yours.”
“Yes… please. Fuck my ass. I want to feel your big cock deep in my asshole.”
Cindy closed the door. We were both in shock. Our bodies trembled. We felt a tinge of fear from what we had just witnessed – fear because it had excited us. We heard Dana squeal and knew she was now getting it up the ass. We looked at each other knowing that it was wrong to feel so excited by these forbidden acts and not being able to help ourselves.
Cindy slid to the floor with her back against the door. She looked up at me with desperate eyes and slid a hand to her pussy. She rubbed her fingers up and down her gash and over her clit. I grabbed my cock and pumped. We continued to stare into each other’s eyes. Dana’s screams got louder. She was yelling at him to “fuck my ass harder” and then “choke me.” He was calling her a slut and a whore.
I watched Cindy’s fingers flying across her clit. Her breathing became erratic. Her orgasm hit hard. She tensed and bit her lip to keep from screaming. Juices gushed from her pussy and seeped down her ass. My hand pumped faster and faster. I moved closer. The tip of my cock was only inches from her face. My balls contracted. My cock swelled. I bent my knees and grunted.
Cum exploded across her nose and over her forehead. Another blast bounced off her cheek and ear. More landed on her lips and chin. A huge stream shot directly into her mouth. Cindy pushed two fingers into her pussy and fucked them in and out. She leaned forward and took me between her lips as the last few drops dribbled from the tip of my cock. Seconds later she exploded with another orgasm.
In the other room a scream shook the house and then another and another. We heard a loud grunt followed by a few “oh fucks”. After that there was only heavy breathing. We went back into Cindy’s room, dressed and snuck out the back. We went around the house. Cindy marched through the front door like she was returning from the movies. I quickly escaped and went home when I heard the screams and shouts of the two sisters fighting.
Everything changed after that day. At school Cindy was openly affectionate and walked with me through the hallways. I was now her “boyfriend”. In the locker room I was kidded the way guys do and asked if I enjoyed “sloppy seconds.” I was also given advice on how to keep from falling into her cavernous pussy. I just smiled innocently and shrugged my shoulders. They had no clue that I was actually fucking the hottest girl in school.
We saw each as often as we could after school and on the weekends. It was not always easy to find a place where we could be alone so we had to get creative. I bought a box of condoms and, but Cindy often preferred sex without them. She enjoyed the feel of hot cum shooting onto her body when I pulled out. Sometimes she even liked me to do it in her mouth.
One evening we almost got caught. We were in the dugout of the school’s baseball field, a place we often went after the movies. Cindy had a knee on the bench and a foot on the floor. Her skirt was bunched near her waist and her panties were pulled to the side. I was behind her pounding my cock into her pussy. We heard a noise and quickly pulled our clothes back in place. We were sitting on the bench when a policeman shined his flashlight on us. He let us go with a smile.
Almost getting caught was a turn-on to Cindy. Our sexual encounters became more daring after that. Many evenings I snuck into her bedroom through a window and fucked her with her parents in the front room. Cindy liked to stop by the hardware store where I worked. We fucked in the supply room with my dad out front. One day she sucked my cock in the back seat of a teacher’s car in the school parking lot. We even did it standing up in a coat closet at a friend’s party.
Just like her sister, Cindy’s appetite for rough sex emerged one afternoon in her bedroom. She made fun of the socks I was wearing. I bent her over my knee and proceeded to spank her. She teased me asking if that was the best I could do so I pulled down her panties and smacked her with my bare hand. Then she began yelling “harder” and I could tell she was getting turned-on. I was also getting hard – very hard.
I threw Cindy face first down on the bed, pushed down my pants and slammed my cock deep into her dripping pussy. She screamed. I grabbed her hair and yanked her head back. Her pussy clenched around me in a series of spasms. I cracked my hand across her ass. My cock slammed into her faster and faster. Filth spewed from her mouth.
“Yes… fuck me… harder. Make me feel it… uuunnngggghhhhh…”
Her orgasm hit like an earthquake and went on and on until she was gasping for air. I barely cleared her pussy. Cum exploded from my cock and shot up the crack of her ass and onto her back. More sprayed all over her dripping pussy and the back of her thighs. When I was spent I fell on top of her. We both lay there breathing hard knowing that what we had experienced was special.
She sucked my cock back to hardness. I mounted her. I looked down at her as I fucked her. She slapped me across the face. I slapped her back. Then I pinched her nipples so hard that Cindy screamed in pain. Her orgasm was just as intense. She dug her fingernails into my chest almost drawing blood. I pushed her legs back and drove my cock straight down into her pussy fucking her deep and driving my cock against her cervix on each thrust. Filth spewed from her mouth.
“Fuck me harder… fuck me like a dirty whore… choke me…”
She spit in my face. My hands went around her neck. I squeezed. My cock pounded into her again and again. Juices poured from her cunt. Her fingernails were still clawing at my chest. Her eyes were wild with lust. We were both lost in the passion of the moment. I could feel her body shaking. Her breathing came out as choking gasps. She threw her head back and tried to scream.
I didn’t pull out. I thrust deep and pumped her pussy full of cum. Finally realizing what I had just done I pulled out and fell back on the bed. Cindy snuggled up next to me throwing a leg over my mine. I could feel cum oozing out from her pussy onto my thigh.. Her head was on my chest. We were both still trembling from the experience. It had scared us to feel that much passion and lust mixed with a degree of violence. She finally spoke.
“You shot your stuff inside me. What… what if I’m pregnant?”
“Don’t worry,” I tried reassuring her. “I’ll mar…”
“Shhhhh… don’t say it. It’s bad luck.”
We barely spoke for the next few days. Then one morning Cindy ran up to me in school and threw her arms around my neck. She had gotten her period. She proceeded to tell me that Betsy, the world expert on all things sexual, said that it was impossible to get pregnant five days before, during and five days after her period. I wasn’t so sure but I wasn’t going to argue.
“Come over this afternoon,” Cindy suggested. “No one will be home. You can shoot inside me.”
“But, um… aren’t you having your period?”
“Yes, silly – that’s the whole point. I can’t get pregnant. There’s no reason why we can’t have sex during my period. We can take a shower afterwards.”
I didn’t argue. Cindy went into the bathroom when we arrived. When she came out she was naked. She put a towel on the bed and sat on it. I took off my clothes. She sucked my cock until it was hard and then pulled me down on top of her pulled her legs back. I plunged my hard meat deep into her body. I couldn’t believe how hot her pussy was. I fucked her hard and came inside her in a matter of minutes.
We rolled over. Cindy mounted me. Her wild streak emerged. She shouted obscenities like “fuck my cunt” and “harder.” She slapped me across the face and dug her fingernails into my chest. I grabbed her nipples and squeezed until she screamed. I pumped a second load into her pussy. When she rolled off I looked down at my cock. There was a little blood but nowhere near as much as I expected. In the shower I fucked her again.
Cindy loved the wild nature of getting fucked hard and rough. The next time we were together she asked me to fuck her face the way Dana’s boyfriend had done. She climbed on the bed and bent her head back over the side of the mattress. I slid my cock into her mouth and moved it in and out. Cindy pushed me away. She wanted more.
“I said fuck my mouth. I want it hard. Make me feel it in my throat. Make me gag and choke.”
She took me back between her lips. This time I didn’t hold back. I rammed my cock in and out of her mouth like a madman. I could feel it stabbing against the opening to her throat on each thrust. Spit drooled from her lips and down her face streaking her make-up. She was gagging and choking loudly. I pulled out and slapped it across her face then rammed it back into her mouth. I kept pushing until it slid into her throat.
Cindy struggled for air but I kept pushing. Her lips finally pressed against my pubes. I pulled out. She coughed up a flood of spit that ran up her nose and into her hair. I shoved my cock back into her mouth. I was delirious with lust. I fucked her face hard driving my knob into her throat on each thrust. My cock swelled. I pulled out. Spurt after spurt of cum splashed against her spit drenched face until I was drained. Cindy fingered her pussy to a gushing orgasm.
We were still within the five day rule. After catching our breaths I fucked her and filled her pussy with cum while I was choking her. She came so hard that she almost passed out. Afterwards she snuggled her naked body up to mine and rested her head on my shoulder while rubbing her hand across my chest.
“Do you ever think about doing it the way Dana and her boyfriend did it?” Cindy asked. “I know it’s perverted but I can’t help myself. I think about it all the time.”
“Um… I’m not sure I know exactly what you mean,” I replied although I was pretty sure I knew exactly what she was talking about because I had been thinking about it too.
“You know – when he did her in the butt. I know it sounds disgusting but still I think about it all the time. The other night when I was taking a bath I even put my finger there – in my butt.”
“Oh,” I said not sure how to respond.
“Yeah. It felt good – really good. I rubbed my pussy at the same time and had a climax. I did it again last night, but this time with two fingers.”
My cock quickly stirred back to life. She slid her hand down my body and wrapped her fingers around it. Then she lowered her head and took me between her lips until I grew hard. She moved back up my body and kissed me on the lips with her hand still wrapped around me.
“Would you mind if we tried it that way?” She whispered. “I want to know what it feels like. My friend Betsy told me how to prepare. I’m ready.”
Her friend Betsy seemed to know everything there was to know about sex. The rumors about her going out with boys from the local college must be true. I nodded my head and told Cindy that I would do it if that’s what she wanted. In truth my cock was about to explode at the prospect of putting it up her ass.
I had no idea how to go about it. Cindy didn’t either. She rolled over onto her stomach. I looked down at her perfectly rounded ass cheeks separated by a dark cleft down the middle. I moved my hand down her back. My middle finger slid into her crevice. I felt the hard nub of her sphincter. I pushed. She opened. My finger plunged deep into her dark passage. It was so hot and tight.
“Use two fingers,” Cindy moaned while squirming against me.
It was tight but both fingers were soon deep in her asshole. I slowly pumped them in and out twisting and turning. I could feel her adjusting quickly. My fingers went faster and faster. Cindy slid a hand under her body and rubbed her clit. Her moans got louder and louder. She stiffened. Her asshole clenched against me. She squealed. A gush of cunt juice squirted out from her pussy.
“I want you in me. I want your cock in my asshole.”
I climbed onto her back and wedged my cock between her cheeks. I slid it up and down her crevice loading it with juices that had seeped out of her pussy. Cindy reached back and wrapped her fingers around it. She guided the knob to her sphincter and tilted her ass up. I pushed. I could feel her tight knot slowly open around me. Suddenly I was inside her. Cindy squealed. I stopped afraid that I had hurt her. After a brief pause I pushed deeper. She stiffened.
“Do you want me to stop?” I asked.
“No… just wait a sec,” she replied and then said after a brief pause. “Okay. You can go deeper.”
And so I did. Inch by inch my cock disappeared into her tight passage until it was completely buried. I didn’t move. Her asshole clenched against me a few time and then seemed to relax. I pulled out – not even an inch – and then pushed it back. Cindy gasped but didn’t complain. I did it again and then again and again going a little further each time.
“Yes… oh god yes… harder… faster… I want to feel your cock deep in my dirty little asshole.”
The feeling of her hot tight passage squeezing my cock each time I buried it deep inside her was incredible. Cindy’s shrieks and squeals were loud and out of control. She buried two fingers up her pussy and pumped them in and out while I relentlessly fucked her asshole. Then I slapped her ass cheek hard. I did it again. Cindy screamed. Her body bucked and jerked in a series of orgasms. I grunted and flooded her bowels with hot cum.
I had already cum three times but Cindy wasn’t finished with me. We showered. I pinned her face-first against the side of the shower and fucked her in the asshole while warm water splashed over our bodies. I didn’t finish before she had her orgasm. We moved back to the bed. Cindy straddled my body. She guided my cock to her sphincter. I watched it disappear deep into her bowels as she sank down on me.
Cindy rode me hard lifting all the way up and slamming down on me over and over. I could see her tight asshole gripping my cock and then plunging down my length again and again. Cindy continued to ride me like a woman possessed. Her tits jiggled on her chest each time she impaled herself on my shaft. She leaned over and slapped me hard across the face.
Do you like fucking my ass,” she growled. “Tell me.”
I shook my head. She slapped me again, this time harder.
“I want to hear it. Now tell me.”
“YES,” I screamed. “I like shoving my big cock up your asshole, you fucking whore.”
Cindy fell forward on top of me. I could tell she was close by the way her body was shaking. Her hand went between her legs to rub her clit. I continued to ram my cock up her ass. She sunk her teeth into my neck and bit hard. I lost it. My cock swelled inside her. A primeval roar came out of my mouth. Cum exploded into her bowels. I thrust deep and grunted again. More cum sprayed from my cock into her tight passage.
“Ooohhhh… oh god… UUUNNNGGGHHHHHH…”
Cindy’s orgasm hit like a tornado. She bucked and thrashed above me in a series of uncontrollable spasms. Her asshole clenched my cock. Juices gushed from her pussy. She buried her face in my neck and muffled her scream.
“Wow,” Cindy said after we were finished. “That was soooo good. Thank you.”
Things continued to get crazier between us. Cindy was insatiable and completely out of control. The rough sex got rougher. She liked me to tie her hands behind her back and spank her bare ass cheeks. If the spankings weren’t hard enough she let me know. She usually had an orgasm just from the spankings. Then she begged me to fuck her in the ass
The sex was getting so rough that I was beginning to feel uncomfortable. I didn’t want to hurt her but she seemed to like the pain. And she liked to dish it out. One time I was fucking her against the back of her house with her parents inside. She bit my lip so hard that blood trickled down my chin. She licked it off like a vampire and then sunk her teeth into my neck. Then she had a mind shattering orgasm.
She could sense my hesitation about taking our games to the next level. Towards the end of the year I could feel Cindy pulling away from me. She was “busy” on many Fridays and Saturdays. She barely said “hi” to me in the hallways before she had to rush off somewhere. Occasionally she would invite me over for an afternoon fuck and then ignore me the next day like it never happened.
I learned that Cindy was spending more time with Betsy at the local college in town. One Friday night I hid across the street from her house and saw her get in a car with two boys. The same car returned just before her curfew. It pulled up to the curb. I didn’t see Cindy. A minute later her head appeared between the two boys. Cindy hopped out of the car, wiped her mouth with the back of her hand and buttoned up her blouse before waving goodbye.
It had been a great run and I had no regrets. I felt no shame when I asked Kathy Brown on a date. Her breasts were every bit as big as they looked under her blouse. She introduced me to tit fucking and was no stranger to blow jobs. I was surprised when she told me I was the first boy to eat her pussy. She wore a diaphragm so shooting inside her was not a problem. I took her to the prom. Cindy went with a college boy.
I went to college the next year and learned that there were many girls with huge sexual appetites. Over the years that followed I fucked a lot of women and they were all good, but I will never forget Cindy Vanderhoff who was my first.
“Welcome to paradise,” Cindy said and pulling the old man deeper into the bright light.
“Why are you so young?”
“That’s how you remember me,” she replied. “Come.”
She opened a door. Behind it was a room that was an exact replica of her bedroom in high school. Cindy climbed on the bed and sat with her back to the wall. She gestured for him to join her. She pulled his arm around her shoulder and leaned in tilting her head up to his.
“I’ve been waiting for you. You can kiss me if you want.”