First time for Karen

(Part 1 from 1)

100% fiction!

“Hi,” said a voice behind as Karen cleans up the mess that her mother made from preparing the food. She turned around and saw Jake, the family friend’s son standing there in a casual shirt and jeans. His toned muscles are obvious underneath his shirt. Her parents had invited Jake’s family over for dinner. He was smiling. “Can I help out?”

Jake is a third year college student while Karen is only on her first year.

Karen smiled. “Hey, you’re here. No, I’m almost done.”

They can hear their parents chatting excitedly in the background.

Jake came forward to help anyways as he grabbed some of the plates and put it in the sink. He glances at Karen from time to time smiling to himself. She was wearing a short shorts and a tank top and her shape was beautifully outlined.

“Thanks,” chuckled Karen.

Jake intentionally brushed the back of his hand against Karen’s hips while pretending to wipe the mess on the table counter. “Oh, sorry,” he said.

Karen bit her lip and smiled nervously. Jake smiled back.

“It’s been a while since I last saw you,” said Jake.

“Um, yeah, yeah.”

“How’s high school?”

“It’s great.”

“Any boys?”

18yo Karen laughed softly. “No.”

Jake smiled at her answer. Karen turned around to wash the dirty dishes and Jake followed her, standing beside her stealing glances at her. He licked his lips as he thought about how nice her ass were. He felt the urge to squeeze them and spank them. He started to grow under his pants.

Karen’s mother came into the kitchen to get the chicken from the oven. “Can you help me with this Jake?”

Jake nodded and grabbed the pot holder and pulled the tray out. They went to the dining table just as Karen was finishing up. Karen went upstairs to change. Jake caught a glimpse of her nice ass as she was going up the stairs. He sat himself down to hide his hard on.

Karen came down wearing a short blue dress. The only empty seat was beside Jake. She sat down as her father was pouring wine on their glasses. Jake cannot help himself and kept looking at Karen’s legs whenever he thinks no one is looking. Her skirt had already hiked up her thighs as she sat down and this excited Jake more.

They started to eat and sip their wine. Jake was now looking at Karen’s tits sideways, wishing he could fondle them. He always had a thing for her but he feels strongly tonight. He had a girlfriend but he didn’t much care. He wanted her.

Jake purposely put his hand on Karen’s leg and rubbed it softly. Karen looked at him as she pushed his hand away. Jake knew Karen wasn’t going to say anything so he put his hand back on her leg more firmly this time.

Unable to make Jake stop as she didn’t want to cause any trouble, Karen let his hand remain on her legs. Jake ventured higher and is now rubbing her upper thigh. He feels like his cock was about to explode. Karen sipped her wine nervously.

Jake caressed her from time to time under the table all throughout dinner. When dinner was finished, their parents went into the living room to continue their conversation. Karen had to clean up. Jake undoubtedly wanted to help. As Karen took the plates, he took the glasses.

He wrapped his arm around her waist as they put the dishes down in the sink. “What are you doing?” demanded Karen.

“You’re amazing. I really like you,” he said as he started to rub Karen’s upper ass, enjoying her curves. Her ass looked great in the tight dress. It’s so upright and it looked so tight. Jake gave her a soft squeeze.

“Jake, please go away. I have to finish this.”

“I’ll help you.”

“I’m fine. I can do this by myself.”

Jake pushed her away and started to wash the dishes. In frustration, Karen went to the dining table to clean up the remaining mess. Her mom came and asked her to bring new wine glasses. She came back into the kitchen and tiptoed as she opened the cupboard, reaching to grab the clean glasses. Jake saw her and smiled. He intentionally did not help her so that he could watch her from afar. Finally Karen got four glasses and brought it to the living room.

“Thanks sweetie,” said her mom.

“Is Jake helping out?” asked Jake’s mom.

“Yes,” answered Karen.

“Good,” said his mother with a tone of surprised. “He never helps out at home.”

Karen went back into the kitchen to check on Jake. He wasn’t really washing the dishes. He clearly didn’t know how. He was still scrubbing on the first plate.

“Give me that!” said Karen a little annoyed.

Jake smiled and stood beside her. Then he stood behind her and hugged her from behind. His hardness poking into her ass.

“Jake!” she said with a muted scream. She tried to poke him with her elbow but he only tightened his hold on her.

“I want you,” he whispered seductively into her ears.

“What’s wrong with you today?” she asked.

“I’ve always wanted you,” he said. “I just can’t hold back anymore.”

“Jake please,” pleaded Karen.

“I’m not going to stop,” he said firmly. “Either you continue your work and let me do what I want or tell your parents which will surely cause some conflict between our parents.”

Karen sighed. She continued her work in frustration. Jake started to push himself near her more and his lips found her neck and started kissing them. Karen was unsure what to do. She found Jake handsome enough but this was really awkward and she’s never been with anyone before.

His hand was now rubbing her flat stomach as he kissed her neck passionately. Someone started to approach and Karen jerked away from Jake. Jake obliged and moved away.

It was Karen’s mom. “Are you guys doing okay? Do you need any help sweetie?”

“It’s fine Mom,” she said.

Her mom smiled at Jake and then walked away. The moment she was gone, Jake had resumed to her former position and he heard Karen let out another sigh. But he was persistent. Now he started to rub his hand on her ass. He spanked it softly.

“Oh!” said Karen clearly surprised.

Jake went on rubbing and his hands travelled to her breasts. He cupped them tightly as Karen let out a soft moan. His cock was fully hard and poking hard into Karen’s ass. Karen quickly finished the dishes.

“Jake, please stop,” she pleaded again. But she knew it was no use. He was too persistent.

He followed her into her room. They both sat down on the bed. Jake grabbed her legs and spread them as he lifted up her dress. She was wearing a white thong. Karen tried to resist him but his thumb was already rubbing her clit over her panties.

Jake kneeled in front of her as she sat with her legs spread wide. He pulled her panties aside and started to play with her pussy. She was getting excited and wet. She was blushing all the time. Jake is the first man who’s seen her pussy. Her clit was throbbing. Jake was trying to slide in one finger into her opening. He realized how tight she was.

“Holy shit Karen! Are you still a virgin?”

Karen bit her lip and nodded.

Jake smiled. He leaned forward and started to lick her cunt.

“OOhhhh! Jake!” Karen was getting so wet from the sensation.

Jake was soon using his tongue to lick her up and down. After some more time, Karen came and her juices drips down to Jake’s mouth. He sucked them clean. He got up and kissed Karen passionately. His cock was just about to explode. He started to unzip himself and let his jeans and boxers drop down to his ankles. He was tall enough so that his cock was on level with Karen’s face while he is standing up.

He guided his cock towards her mouth. “Have you ever done this before?” he asked.

“No.”

“Don’t worry. I’ll teach you.”

Jake coaxed her on and the tip of his cock was at the opening of her mouth. Karen had wide full lips that seem to be made for sucking. “Try not to use your teeth,” said Jake as he slides his hardness deeper into her mouth.

Karen could taste his cock. It felt weird but she liked it. Soon Jake’s 8 inch cock was inside her mouth and she was gagging on it. It didn’t take long for Jake to cum. He shot his load on her face.

When they had recovered, Karen fixed her dress and wiped off the cum on her face and some on her dress. Jake put his pants back on. He kissed her deeply still thinking about fucking her. Perhaps he would invite her to a party, or come visit when her parents were away.

They went to join their parents in the living room. Their parents started to talk about their schools.

“Are you able to adjust well in college?” asked Jake’s mom to Karen.

“Yes. It’s kind of all new but it’s a good thing,” she said.

“You know Karen, always was the shy girl,” said her mother. “Jake, you’re on your third year now?”

Jake nodded.

“He plays on their football team,” said Jake’s father proudly.

“That’s gonna get you a lot of girls,” said Karen’s father.

“Oh he’s already got a girlfriend,” said Jake’s mother. “I’ve never met her but I hope she’s good,” as she shot a warning glance at Jake.

Jake was flushed. Karen didn’t know that he had a girlfriend and felt crossed. She didn’t show any reaction when Jake looked at her. He wanted to tell her that she’s the one he wants but he can’t do that at the moment.

The conversation went on until Jake’s mother said that they should go home. Jake didn’t get a chance to speak to Karen privately. He desperately hopes that that didn’t ruin his chance of fucking her.

Karen tried to brush away the thoughts about Jake. He was the only one who’s seen and touched her pussy and he was the first man she’s sucked. She finds him attractive but she wasn’t about to be with a player.

After a day or two, Jake called.

“Hi,” he said nervously.

“What do you want?” asked Karen rudely.

“I just wanted to talk to you. I’m sorry about that girlfriend thingy,” he stammered.


“Just forget it,” she said about to hang up.

“No, wait! She’s just a girl. You’re the one I really want. I’ll break up with her as soon as school starts.”

“Leave me alone Jake.”

“Wait. Um, me and some of my friends are hosting a party tomorrow. I wanted to invite you. You can bring your friends along.”

Karen was silent.

“Please?” he said. “Karen, please?”

“I have to go,” she hang up.

Jake sighed. He really wanted her. He had masturbated imagining Karen’s mouth and pussy. Too bad he didn’t get to see her breasts. He started to get hard again. He jacked himself and after he was done, he went to visit his buddy Karl.

“I need help,” he said in frustration. He explained about Karen and then about his girlfriend. Just then, his girlfriend called him.

“Hey babe,” he said. “Listen, I need to talk to you. It’s about---well, I’ll talk to you when school starts. What? You’re visiting? But you’re so far away. Um, okay. Sure. See you soon.”

He groaned in frustration. “She’s coming here next week,” he said to Karl.

“Your gf?”

“Yes! And I so badly wanted Karen.”

“Karen’s hot. Always has been. But she’s also a bit of hard to get.”

“How can I break up with Natalie?”

“Just tell Karen you’ve broken up.”

“I really like her. I don’t really want to lie.”

“Well you’re not gonna get her by not lying.”

Jake went to visit Karen in the afternoon. He was really glad that her parents weren’t home. She was wearing a big tee shirt when she went to get the door. “What are you doing here?” she asked.

“I broke up with my gf.”

Karen looked at him as if not believing him. “Why?”

“Coz I want you. I really like you. Aren’t you going to let me in?”

Karen walked away but left the door open. Jake watched as her ass sway from left to right. She was watching a movie and had resumed her seat on the couch. Jake realized that she was only wearing panties underneath. Her hard nipples poking out of her shirt. He was getting aroused again.

Jake sat beside her. He slowly stroked her leg. He slid his hand under her shirt and fondled her naked breasts. His finger playing with her nipples.

“Ohhh.”

He lifted her shirt and starts sucking on her nipples. Her tits were full and round with big nipples. He licked them and bit them softly. He was making loud sucking sounds as he sucks on them hungrily. “Mmmm Karen, you tastes so good.”

He lifted the shirt higher until it was off her. His hand found its way to her pussy. He spread her legs as he lay her down. He kissed her lips and then slowly sliding her panties down her legs. His lips were all over her body. He raised her legs to his shoulders and leaned over as he started to eat her pussy. He never enjoyed eating her girlfriend’s pussy as much as he is now enjoying. His cock was about to erupt in his pants.

He can hear Karen’s nonstop moans. He stopped and Karen looked disappointed. “Don’t worry babe,” he said smiling as he took off his pants. He spread her legs as wide as he can and teases Karen’s cunt with it. Karen looked nervous. She never had a cock in her pussy before.

“Ready babe?”

Karen nodded nervously as Jake slides in the tip of his cock parting her tight pussy lips. . A smile was on Jake’s face as he looks at Karen’s hot virgin body. He slowly pushed himself in until he broke her hymen. Karen let out a loud scream as she felt the pain but it soon turned into pleasure. Jake was pounding her steadily. She can feel that he is extremely stiff. He watched his cock pumping Karen’s cunt. She felt her pussy stretch like it has never been stretched before. She kept moaning.

Jake quickened his pace as he held her legs up. She’s so tight. Jake kept going on wanting her to cum first. He kept pumping her. Karen started to shake, her toes curling as she came. Her juices came gushing out and she squeezed Jake’s cock so tightly that he almost couldn’t pull out in time. But he did and he shot huge loads of cum all over Karen’s stomach.

They were both panting. Jake leaned in to kiss her passionately. “You are so sexy,” he said and smiled satisfied at finally having Karen. But he definitely wanted more of her.

They both got dressed and Jake left before Karen’s parents came back. Karen had agreed to go to the party.

Jake picked her up the next day. She was wearing a short black skirt that showed off her legs perfectly and a low cut loose fitting sleeveless top. Jake licked his lips as he saw her. He wanted to take her right there and then but he controlled himself and opened the door for Karen.

He drove to Karl’s place and there were already a few people starting the party. He couldn’t keep his hands off Karen the whole time and barely spent any time with his friends. They were kissing and dancing on the dance floor when Karl insisted to talk to him.

“Just a minute babe,” he said to Karen.

“Your girlfriend’s here,” said Karl. “She went to your place and your mom told her you were here. She said she wanted to surprise you.”

“What?”

“I don’t mind entertaining Karen for a while,” said Karl.

“No way. She’s mine. I’ll go talk to Natalie. I’ll be back,” said Jake as he went off.

“Where’s he going?” asked Karen.

“He just has to do something. Want to dance?”

“Um, sure,” said Karen hesitantly.

Karl cannot believe Jake’s luck at having Karen.

“Um, hey babe,” said Jake nervously as he spotted Natalie by the door. “What are you doing here?”

“I wanted to surprise you.”

Natalie is an attractive girl but she’s not as good looking as Karen. She was wearing a mini dress that is tight fitting in a pair of high heels.

“Th-that’s nice of you. I thought you’ll be here next week.”

“I’m here now. Was that your friend I was talking to earlier?”

“Yes, Karl,” he said. “Listen, you must be tired. How about I take you home?” Natalie was walking inside and Jake was desperately trying to stop her.

“I’m not tired. Nice party you have here.”

“Are you sure? Where are your things?”

“I already left it at your place.”

As Natalie was walking in and Jake was talking to her, Karen saw the two of them.

“Who’s that?” she asked Karl.

“Oh, that? I don’t know,” he lied clumsily.

“It’s his girlfriend isn’t it?” said Karen. She felt angered at having been lied to.

She stopped dancing with Karl and started to leave.

“Karen, wait. I’ll take you home,” he said but Karen was already out the door. She stormed into her room when she got home and fell asleep crying.

Meanwhile, Jake wasn’t able to convince Natalie to leave and Karl had already told her how Karen had left. He stayed with Natalie in the party as she became the center of attention. She always is a popular person wherever she goes. The guys adored her. Natalie was feeling hot and frisky at the end of the night and they had a quickie in Jake’s car before they got home. His mom has arranged a separate room for Natalie but she sneaked into Jake’s room leaving him no chance to call Karen.

Jake woke up to the feeling of warmth on his cock. It took him a while to realize that Natalie was sucking him. He was already half erect. She was fully naked. She played with his cock until he was hard. She eased herself down on his cock and rode him like a pro. He moaned and groaned. Natalie were muffling her moans. She grinded herself against Jake. He compliantly fucked her but imagining Karen on top of him instead. He wondered how exquisite Karen would look riding his cock.

They both came and Natalie hopped into the shower. Jake made up some excuse that he was going to do an errand and went to Karen’s place.

“Go away,” Karen was about to shut the door on him but he pushed the door.

“I’m sorry. I didn’t know she was coming.”

“You lied.”

“I know. I’m sorry.”

“I guess you’re having a good time?” asked Karen condescendingly.

“No. I just want you. I just didn’t want to break up with her over the phone.”

“That’s not my problem.”

“I promise I’ll break up with her,” he said as he tried to pull Karen closer to him. “I’ve missed you,” kisses her forcefully on the lips.

Karen pushed him away but he didn’t let go.

“I need to have you,” he said as he let himself in. He pulled her into her bedroom and pushed her against the wall. He almost tore her clothes off in his passion. He kissed her hard on the lips again. It was a mixture of lust and passion as he rubs her body.

“Jake!” yelled Karen.

Jake didn’t pay any attention to her and unzipped himself. He entered her suddenly and Karen screamed. Her pussy was still so tight and he struggled to slide it in her because of the dryness. He started to pump her hungrily and kisses her neck. Karen moaned from pain and pleasure.

Jake lifted her up and she wrapped her legs around him her full weight upon him. They fucked wildly. Karen’s cunt started to get wet and made it easier for Jake’s cock to slide in and out. Her fingernails digging into his back. She was biting Jake’s neck. Jake couldn’t hold back any longer and shot his hot load inside her. He didn’t care anymore. He didn’t pull out as he finished shooting. He was not yet limp and grew hard again.

He carried her as he walked towards the bed and lied down so that Karen was on top of him. He forced her hips to move. Karen soon understood what he wanted and he moved her hips up and down as she slides his cock in and out of her pussy. Her tits were bouncing and Jake was loving the view.

“Ahhh! Ahhhh! Ahhhh! Oh Jake, Jake!” moaned Karen as she was about to explode for the second time.

As her orgasms, Jake thrust his hips against her and fucked her hard while her juices were coming out. And for the second time, he shot his load inside her cunt again. But he still wasn’t spent. He bent Karen over and entered her from behind. He grabbed her tits and squeezed them hard while he pounds her. He slapped her ass with one hand.

Karen was arching her back and pushing against him. “Aaahh! Fuck me Jake!” she begs.

Jake pulled her nipple hard and pounds her even harder. Their bodies slapping against each other hard. Jake shot another load inside her for the third time and he went limp. He got dressed and said he had to go and left her totally spent on her bed.

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