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Breaking Jennifer (part 1)

"After losing my virginity, I prepare for a special night with Jennifer."

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After my encounter with Karen my life had changed for the better. I had a new found confidence. My attitude changed drastically. With the money I had saved, and some my father had given me, I went out and bought new clothes. I stopped in Abercrombie and Fitch, American Eagle and Banana Republic at our local mall. I bought fitted shirts that hugged my torso and showed off my toned physique. The pants I bought were tight. Not skinny jeans mind you but jeans that fit tight in my crotch and ass. I was finally proud of my body.

I stopped by sunglasses inc. and bought a designer pair of shades. I even went out and got an expensive hair cut. As I walked through the halls of my school my classmates and friends saw a noticeable difference. Girls started looking at me for the first time and I had the confidence to talk to them. Even Jennifer and Brittney would talk to me from time to time in passing. I finally had swagger, all thanks to Karen bringing me into manhood.

I stopped shaving everyday and kept a 5 o'clock shadow all the time. With my sunglasses, hair and designer clothes I looked like a model pulled right out of GQ. I looked like a college student roaming the halls of my high school. My classmates I could tell thought the same. I would receive shy looks from the nerdy girls, looks of jealousy from the guys and looks of lust from the sluts. Including Jennifer. Everyone knew she had been around the block a few times.

I still worked hard in school and kept up with golf and band but chose to drop 4H in favor of a more active social life. Work didn't change though. The following Monday I returned to work at Taco Bravo. My first day back Karen and I exchanged looks. She winked at me in passing. She wore a turtle neck under her polo to hide the hickey I had given her. She walked with a bit of a limp. When I asked Karen what happened she whispered that it was from our romp two nights before. She let me know how good it was and how she hurt so good afterwards.

Karen pulled me in the office Monday evening close to the end of my shift.

"Billy you look different," she told me as I sat in her office and she closed the door. "A bit more confident I see."

"Much more confident," I told her with a smile.

"That's good. Women like a man with confidence and a big dick," Karen said as she felt my lap.

I smiled and pushed my chair back against the door. I leaned back in my chair and unzipped my pants. I pulled out my flaccid cock with one hand and grabbed Karen's head with the other. I pulled her down to the her knees on the floor.

"No no! We can't! Not here," Karen said as she got down to kneel before me.

For someone who was saying no Karen did not resist me as I pulled her head to my cock. She opened her mouth and took my cock in. She made sure to suck lightly and softly as to not make any noise. As she sucked my cock I grabbed Karen's head and fucked her throat. She clenched my legs as she wanted to gag but knew doing so would alert attention.

I felt her throat open and take my cock deeper. She began to gag on my cock. She finally forced her self up off my cock. She took a deep breath and grabbed the can. She gagged as she brought up thick saliva and spit it into the trash can. I thought she would be done. With thick saliva running down her chin she went back to sucking. I was about to cum when I heard a knock on the door. Karen tried to lift her head from my cock. I forced her head back down and my cock deeper into her throat.

"Just a minute," I called out.

Karen looked up at me with wide eyes as I continued to fuck her throat. She shook her head signalling me that we should stop. With a wide grin I nodded yes. I stood from my chair and took a handful of Karen's hair in each of my hands. I held her hair tight and brought her head against my cock as I thrusted into her mouth. Her lips were no longer around my cock. Karen's mouth was wide open accepting my cock into her throat. She looked up at me wide eyed through her glasses. I felt myself start to cum. I wanted to be bad. As I felt my first load start to leave my cock I pulled Karen's head off my dick. I let my cum fly as some went in her mouth, some on her chin and some on her glasses.

"Oh Billy, what the fuck," Karen whispered.

My next load went mainly on Karen's face. Some went on her glasses but most hit her upper lip and nose. As my last load sprang I pulled her head back towards me and unloaded into her mouth. She swallowed quickly as she received my sticky hot load.

With closed eyes Karen felt for a napkin. She found one and continued to wipe her face hurriedly. I put my cock back in my pants and moved the chair from the door.

"Don't open it yet," Karen said frantically as she wiped the cum from her face and glasses.

I waited with my hand on the knob.

"Okay go ahead," she said as she stood and made herself presentable.

I opened to the door to find Jennifer waiting by the door. I started to leave.

"Hey slut," I said to Jennifer so that Karen couldn't hear me.

"Nerd," Jennifer said as she rolled her eyes.

I took my place in the kitchen and continued to run my shift. After about 10 minutes, Jennifer returned from the office and back to the front of the store. It was a slow night. I finished my shift. Before I left Karen asked to see me.

"Billy what happened tonight was dangerous. If anyone found out what we were doing you and I could lose our jobs and I could go to jail. Can we please only do this outside of work?" Karen pleaded.

I leaned in and gave Karen a deep passionate kiss and grabbed her ass. She returned the embrace.

"Sure thing," I said with a smile.

"Okay now go home," Karen commanded as she pushed me out of the office.

I didn't work the next two days. I had a two day golf tournament. I took second place overall. There were a few girls there who came to cheer me on. That was a first.

Thursday I returned to work. It was an extremely slow night. I mostly cleaned as the kitchen practically ran it's self when we weren't busy. Tonight Karen was not in. She took a personal day so it was up to me to run close the store. We closed at 10:00 during the week.

I worked with Josh, Ashley and Jennifer. Ashley is a chubby blonde with huge tits. She orders her shirts a size too small and you can always see her bra outline through her shirt. She has a phat ass and never wears underwear. You can always see her camel toe.

Usually I ogle Ashley but tonight my eyes were on Jennifer. She had her hair up in a pony tail and the black leggings she was wearing showed off her athletic body. Her tone muscular legs, her luscious hips and her sexy thighs. However the highlight of the show I was receiving was her ass. The leggings hugged her tight firm ass. Jennifer was a thinner athletic girl with a firm round ass. It wasn't a bubble butt but it also wasn't a flat ass, it was, well, perfect.

Her ass moved so stunningly when she walked. One cheek would raise with each step. The left, then the right, then the left again. It would jiggle just a little. The slight amount of fat on top of the muscle moved gently. When Jennifer bent over you could see the outline of her boy shorts under her tight pants. I knew Jen had the kind of body that, if she bent over, you could see her pussy and asshole presented before you for the taking. I took in the view every time Jen bent over.

Josh nudged me while staring at Jennifer's ass.

"That's fucking hot isn't it," he said smiling at me.

"Hell yeah, she has a fine ass," I told Josh smiling.

"Too bad she's a slut that won't fuck either one of us," Josh said as he went back to work.

"Yeah," I replied.

I began to think. I thought about how just last week Jen was rubbing her ass against my cock by accident. I remember cumming hard in my pants. I thought about how just a week ago I was a virgin when that happened. I started to get a little hard.

I went to the back of the store to keep myself busy. I began to do some dirty dishes. Out of the corner of my eye I saw Jen walk past me to storage. I continued my work. Next I knew I felt a presence beside me. I looked up a little startled. Jen was uncomfortably close. I watched her take a quick look around the area and felt her reach for my crotch. She grabbed my cock through my pants.

"You know for a nerd you're not very smart," Jen said with a smile.

I looked up at her shocked, confused, aroused and a little mad all at the same time.

"What the fuck are you doing," I asked her as I checked to make sure no one was watching.

"No girl rubs her ass against a guy like I did accidentally. I was getting a nice feel of that cock," Jen said as I felt her begin to unzip my pants. "If I knew you had been packing something this impressive I would have been nicer to you a long time ago."

I looked at Jen. She had my zipper completely down.

"You can't handle this cock," I told her in confidence.

"Oh please," Jen said reaching into my pants. "If Karen can handle this cock I know I can."

I stopped what I was doing as my heart sank. I looked up at Jen with a worried smile. She had a wide grin spread across her face.

"Oh yeah, I know. That office door doesn't close right. I watched everything through a crack in the door," Jen said with a devious smile. "Don't worry I won't tell anyone. Well that is, as long as you fuck me. Although even if I didn't have any dirt on you I'm sure you wouldn't turn me down. I see how you look at me."

St this point Jen's hand was completely inside my pants. I decided not to wear underwear today. Jen had her hand wrapped softly around my cock. She gently stroked my cock.

"You want me to fuck you?" I asked knowing the answer.

Jen just smiled.

"Fine," I said. "We are both off tomorrow. My mom will be out with friends. I'll pick you up tomorrow and bring you over to my house. Then I'll fuck your brains out."

"Fine," Jen said removing her hands from my pants and zipping me back up.

Before Jen could walk away I turned to her. I reached out and grabbed her pussy. My fingers began to push the fabric of her pants and panties into he slit. She gasped and her mouth opened.

"I'm gonna fuck you so hard you won't be able to walk straight for a week. You won't want any other dick after you've had mine," I told Jennifer in a commanding voice.

I could feel Jennifer was wet. It was seeping through her pants. I gave one more grab as my fingers reached inside her. Jen just looked at me with lust and anger as she turned and walked away. I looked down to see my cock rock hard. I was looking forward to tomorrow night.

The next day I anxiously awaited the end of the school day. I had big plans for this afternoon. I wanted to make this a fuck that Jennifer would never forget. I had asked my dad for some money and he had given me $150. I knew Jennifer had been around the block a few times. It was going to take some kinky shit to make this night memorable. After what Karen and I had done I had high hopes that my second time would be even better.

Finally 3 o'clock came. Instead of heading home, like I do every other day, I drove ten miles to the next town over. In that town was a special shop called Venus's Workshop. It was a store that sold sexually provocative materials. It was a store for people eighteen or over. I hoped that I would look age appropriate. I had never been to a store like this so I wasn't sure if they would ask for I.D. I arrived at the store. I donned my sunglasses and fixed my hair. I thought I looked at least eighteen with my new look and fashion sense. I got out of the car and walked to the door. I took a deep breath as I saw the "Must be 18 or older" printed on the front door. I opened the door and walked in.

I heard the door chime as I passed through the threshold. As I scanned the store I saw the front area strewn with wire shelves. The shelves held various magazines and DVD's. A sexy cop outfit, nurse outfit and school girl out fit were donned upon mannequins with large breasts. A young man with plugs in his ears and arms covered with tattoos stood at the counter. He raised his gaze from the book he was reading and smiled at me.

"Hello. Welcome to Venus's Workshop. What can I help you find today?" he asked.

"I'm not sure. I'm just looking right now," I replied a little nervous.

"Okay. Well if you need any help just let me know. My name is Sean and I'll be happy to assist you," he said as he returned to his book.

I pondered the store. I looked through the various magazines and movies. They had every category imaginable. Blonde, black, BBW, MILF, gay, lesbian, Asian, BBC, anal. You name it they had it. I picked up a 40+ DVD and looked at it.

'Thirty dollars!' I said to myself. 'Why would anyone pay that when they can see it online for free?'

I smiled and chuckled a little as I put down the DVD.

I made my way to the back of the store. I walked through a curtain and found myself in the sex toy section. There were dildos everywhere. Glass ones, plastic ones, vibrators, ones that looked like real dicks, big black ones with veins. I felt a little uncomfortable and lost. As I scanned the store I realized I was going to need some help.

I walked up to the counter.

"Sean right?" I asked.

"Yep. How can I help you today sir?" Sean asked as he closed his book.

"I have a very special date tonight. I want to make it special. I'm not sure what to do but I want to spice it up a little. Well actually, a lot," I said as I rubbed the back of my neck.

"Well what did you have in mind?" Sean asked as he leaned over the counter.

"I don't really know," I said pondering the question.

"Well let me ask this how old is the girl? I'm guessing about your age, sixteen or seventeen am I right?" Sean asked smiling.

"Uh..." I said not knowing what to say.

"Don't worry I don't care how old you are. That eighteen and over is on the door for legal reasons. I won't tell," Sean said as he smiled big.

"She's seventeen I said," smiling in relief.

"Well here let's look around," Sean said as he walked from behind the counter.

I followed Sean to the back room. As we walked through the curtain I found myself back with the dildos. Sean turned to look at me.

"A sex toy perhaps?" Sean asked pointing to the dildos.

"No, I want my dick to be the only dick inside her," I said looking around.

Sean laughed.

"Fair enough, I can understand that," Sean said as he chuckled.

Something caught my eye.

"How bout this stuff. Tell me about this," I said gravitating to the other side of the room.

"Ah! BDSM gear," Sean said. "Good choice!"

Hanging on the wall was a plastic package with a pair of wrist restraints and a blindfold. I thought about tying Karen's hands behind her back with her pants and how exhilarating it was. I imagined doing the same to Jennifer but with what was in front of me.

"How much is that?" I asked.

"The blindfold and restraints? They are $25. However I have a better deal over here," Sean said as he led me a few feet away.

He handed me another package.

Inside was a blindfold, wrist restraints and ankle restraints. Included were ties to attach them to the bed.

"This is my last one and we aren't carrying it anymore. it's supposed to be $50 but I'll give it to you half off. It will make it the same price as the other set. I want to get rid of it," he told me as I held the package.

"Deal!" I said as I handed him the package to hold.

I continued to look around. The next item caught my eye.

"Candles?" I asked confused.

"These candles are special," Sean stated grabbing one from the shelf. "These candles have a wax that have a lower melting point. You use them to set the mood then you can poor hot wax on your partner. The wax is still hot but it's safer to use. They are $5 a piece."

"I'll take two," I said grabbing another.

"For your special night I will do two for $7.50," Sean said smiling.

"Awesome thanks," I said grateful for the gesture.

The next thing I saw I was somewhat familiar with. It was a riding crop. I had seen one used in a movie once. The mature woman was spanking the young man. I thought about spanking Jennifer with it. The thought turned me on. I grabbed it and handed it to Sean.

"Okay," he said as he took it from me.

I continued to wander around as Sean headed back up to the counter to put my things up front. I heard the door chime. I heard Sean helping another customer as I browsed. I with everything I had I was only spending $52.50. The riding crop was $20 and I got a great deal on the candles and restraints but I had plenty of money and wanted a little more. I fantasized about what I wanted to do to Jennifer. How I wanted her to remember tonight. How I wanted to make her cum. I realized through my fantasy that being in control really turned me on. I knew from watching porn that I was what they called the dominant.

Sean returned to the backroom.

"Sorry about that," he said.

"You're fine," I said staring at the products.

"What else would you like," Sean asked as he stood next to me with his hands in his pockets.

"I don't know. I want more but I don't know what I want," I said looking at him.

"Well let me ask you this," he said as he paused. "Are you planning to use this stuff on her or her use it on you?"

"I want to use it on her," I said confidently.

"Okay I have an idea," Sean said as he walked to a case in the corner.

He grabbed out his keys and unlocked the case. He handed me a small package that held a little blue thing that looked like an egg.

"That's called a bullet. It vibrates at a very high frequency. What is nice about this is you can use it in two ways. You can place it on her clit and it will make her cum or," Sean said as he paused with a smile. "You can bring her to the brink of orgasm with this and then take it away leaving her wanting release."

I quickly looked at Sean. I paused then smiled.

"I take it the latter interests you," he said with a smile.

"I'll take it!" I said.

Sean closed the case and took the package.

"This is $50. I can't budge on price for this. It's a top seller," Sean said as he held my new toy.

"That's fine," I said.

"Anything else?" Sean asked.

I thought about anything else I wanted to do to Jennifer. I felt ashamed as I had a hard on in the middle of the store. I hoped Sean didn't notice. Though. even if he had, I think he's probably seen this type of thing before.

"No, I think that's it," I said.

We began to walk back to the counter so that I could purchase my things. As we got to the curtain one more case caught my eye.

"What the hell is that?" I asked as I blindly walked to the case.

Inside the case were theses glass pear shaped items with little stands. I had not seen these before in any of the movies I watched. I was intrigued by them.

"These are butt plugs," Sean said as he smiled seeing my awe.

"Butt plugs?" I said confused.

"Yep. You put some lube on these and slowly slide them into your lovers ass. You can use them for stimulation or you can use them to prep your partner for anal intercourse," Sean stated.

I thought about the idea of putting this "butt plug" in Jennifer's ass. God I loved her ass. I though would she let me? Would she enjoy it? Would I ask for her permission or just try it and wait for her to tell me to stop? I was deep in thought. Then I started to fantasize as I thought about Jennifer restrained to my bed. I begin to pour wax on her lower back. As she moans in pain and pleasure I grab the butt plug and slide it slowly into her ass. She moans and takes it.

I snapped back to reality.

"Okay I'll take one," I said enthusiastically.

Sean opened the case as he chuckled and grabbed a clear glass one. He closed the door and locked it.

"This is also $50," he said as he walked up to the counter.

"Ooh, never mind I don't have that much," I said embarrassed.

"How much do you have?" Sean asked holding the package.

"$150," I said pulling out my cash.

"Don't worry I'll take care of you," Sean said with a smile.

I followed Sean to the counter. He began to ring up my items. Once he was done he fixed the price on the register to read $150 exactly.

"Do you have lube?" Sean asked.

"No," I said.

Sean reached under the counter and pulled out a small bottle of clear liquid.

"This is lube. Use this before you use the butt plug or entering your partners rectum. It will help with the friction and reduce pain. It will make it more enjoyable for you both," Sean said as he put the bottle in my bag with the other items. "This bottle is on me."

"Are you sure?" I asked.

"I'm the owner of the store of course I'm sure," he said with a chuckle. "Thank you for your business and have fun tonight.

Sean gave me a wink. I thanked him and headed out of the door with my black bag full of goodies. I jumped in the Mazda and made the trek home.

I had a hard on all the way home. I was so excited for tonight. When I got home it was 5:30. I wanted to go pick Jen up at 8 o'clock. Mom's Malibu was already gone. I knew she wouldn't be back til well after midnight. She was always out late when it came to girls night out.

I headed to my room with my toys. I opened the restraints first. I investigated them to see how they worked. I practiced on my own wrists and ankles so that when the time came I had no trouble using them on Jennifer. I hid the restraints and blindfold under the bed. I took the restraint connectors and attached them underneath the bed. I then pulled out the riding crop. I bent it in my head. I bent it then let it fling out of my grasp. It made a satisfying whoosh sound. I slapped the bed with the end. It make a slight crack and I became aroused. I thought about it hitting Jen's rear and the sound it would make. I hid it under the bed along with the restraints.

I grabbed the bullet from the bag next. I removed it from the packaging. I examined it. I found the switch to turn it on. It began to vibrate in my hands. I could see why this is a great seller. It must feel great. I couldn't wait to use it on Jennifer. I undid my pants and put it against my cock. I bent over in pleasure.

"Holy shit!" I said underneath my breath.

That felt amazing. I could just imagine how it would feel on Jennifer. Finally I removed the butt plug from the packaging. I held it in my hand. The glass was cool and smooth. I grabbed my phone and looked up a video of sex with a butt plug. I watched the actress spread her cheeks as the man slowly twisted the plug as it slid into her ass. He pushed in and pulled out slowly working it into her tight hole. I noticed he didn't try to slide it in all at once. I saw the girls ass shine with lube. I realized that the lube was applied to her hole not the toy. Good thing to know for later. I hid the plug and the bullet in the top drawer of my dresser underneath my socks. After gathering the packaging I headed to the kitchen to throw away my trash and jump in the shower.

I looked at the clock as I gathered my clothes for the evening. It was 6:15 I decided to jump in the shower and get ready. I had special grooming plans tonight.

I knew girls like a guy who was well groomed down below. I opened a new razor blade and attached it to my razor. As I turned the shower on I got my body wet. I grabbed my shaving cream and applied a hefty amount to my genitals, I slowly began to shave the dark brown hair from my nether region. I was care as to not cut myself. Once I was happy with the smoothness of my area I began to wash my body. I was not going to masturbate at all tonight. I wanted as much cum as possible to give to Jennifer. I washed my body and hair thoroughly. I turned the water off and stepped out of the shower. I applied my deodorant and made and dried my hair.

Upon leaving the bathroom I looked back to the clock. 6:45! Shaving my nether region took a bit longer than I thought. I headed up stairs to my room. I finished drying off. I grabbed my new candles and set one on my night stand and one on the dresser. I began to get dressed. I decided to wear a a tight pair of American Eagle jeans. They were so tight that you could almost make out every detail of my cock against my leg through the thin material. I buttoned and zipped the jeans not donning any underwear. I adjusted my cock inside my jeans. I grabbed a black button down long sleeve shirt. It was tight to my body.

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I buttoned it 3/4 of the way up. I liked to expose my chest a little. I rolled the long sleeves up to my elbows. I put on a pair of sandals and applied my Dolce and Gabbana cologne. this cologne was more rugged and musky. I lit the candles and made my way down stairs.

I got to the living room and looked at the clock. It was 7:15. I gathered what I needed to and decided to make sure the house was picked up. I spent about 20 minutes taking out trash, vacuuming and making sure all the laundry was put in the hamper. I made sure that my bedroom was clean and my bed was made. I sprayed some Febreze to insure a fresh scent. As I turned off the lights I noticed the soft flicker of the candles and the way the light romantically danced off my walls. I closed my door and headed back downstairs. I grabbed the keys to the Mazda and left for Jen's.

Jen had texted me her address. She lived on the north side of town. She lived in a new subdivision. Jennifer's parents had money. Her dad was an architect and her mom was a loan officer for Wells Fargo. Her dad knew me. We both golfed together and he liked me. We got to know each other well.

I arrived at Jen's house. It was a modest two story house. It was smaller than our house but it was much newer. Her dad had designed it herself. I got out of the car and walked to the door.

I rang the door bell and heard the elaborate chime ring throughout the house. 30 seconds passed. I heard the deadbolt being turned as the door opened. Jen's father, Richard, opened the door.

"William," he said welcoming me into his home.

I walked through the door.

"Hello Mr. Smith," I said extending my hand for a firm shake.

"Call me Robert," he said as he took my hand and grasped it firmly. "So you are taking my daughter out tonight."

"Yes sir," I said releasing his hand.

"Good," he said with a smile. "I'm glad she is finally going out with you instead of the shit heads she usually dates. At least I can trust her with you."

I smiled back at him and laughed. Oh if he only knew what I had planned for his daughter. If only he knew all the dirty things I was going to do to her. I just smiled and nodded.

Out of the corner of my eye I saw Jennifer come down the stairs.

"Hi Billy," she said. "Ready to go?"

"Sure," I said.

As Jennifer walked down the stairs I was flabbergasted. She had on a red mid-drift shirt that showed her belly button. Her skin was tan soft. The shirt was cut a little low to expose a bit of cleavage. She wore tight jeans that hugged her hips. Her hips protruded above her pant waist and swayed as she walked. She wore sandals with about a four inch heel. She gracefully walked down the stairs and met me at the door. She gave me a kiss on the cheek.

"Bye daddy," she said as she gave him a hug.

"Bye you two. Have fun. William take good care of my daughter," Robert said as we walked out the door.

"Oh you know I will," I said walking away from him with a wide grin he couldn't see.

I heard him shut the door.

I walked behind Jennifer. Her jeans hugged her tight, athletic ass. It swayed back and forth as she walked in her heels. I wanted to fuck her right here in front of her house or in the car, but I knew there was more fun to be had at home. Jennifer stopped at the car I walked to her door and opened it for her. She sat in the seat. I looked down as her shirt fell forward exposing her deep cleavage. Jennifer looked up at me with a sexy gaze and smiled. Her white teeth were accented by her tan face. I smiled back and waited for her to swing her legs into the car. Once inside I closed the door and jumped into the drivers seat.

Once inside the car I started the ignition. Jennifer reached over and placed her hand on my cheek. She pulled my face towards her and kissed me on the lips. I parted her lips with my tongue and we kissed passionately and deep. We opened and closed out mouths, letting our tongues slide in and out of each other's open lips. She broke her kiss.

"I'm not going to lie. You look really fucking hot," Jen said staring into my eyes.

"So do you," I said leaning in for another kiss.

She leaned in also and accepted my embrace. Again our lips met. As we kissed I moved my hand behind her head and into her thick brown hair. Her hair was straight and past her shoulders. It was soft and full. As my hands felt through her hair, I felt Jennifer's hand slide down to my crotch and cradle my cock. She slid her hand along the length of my growing cock, feeling it through my thin jeans. I moved my hand down from her hair to her chest. I slid my hand into her shirt. Then I found my way into her bra.

Jen had small perky tits. I felt them as she kissed me. I twisted my hand so that I was able to hold her nipple between my thumb and forefinger. I twisted it slightly. Jen moaned with my twists. I pulled them a little. Jen then bit my lip. As I played with her breast and nipple my cock continued to grow harder and longer. Jen continued rubbing her hand against the length of it. Finally we broke our kiss and Jen sat back in her seat removing her hand from my crotch.

"Oh fuck I'm hot," she said buckling her seat belt. "Let's go fuck."

I was silent as I buckled my seat belt. I put the car in drive and headed home. I played the Top 40 R&B satellite station . I knew metal music would ruin the mood. We listened to the smooth voices of the men and women sing about falling in love and having sex. As the music played and I drove I caught Jen looking over at me from time to time. She would glance at me, then smile and then look away. I did the same to her from time to time. We finally arrived in my driveway.

"Nice house," Jen said as she unbuckled her seat belt.

"Thanks. The inside is even nicer," I said following suit.

"The only room I care about is the one we fuck in," Jen said as she got out of the car.

I watched as Jen climbed out of the Mazda. Her ass was right in my face as she stood. Her pants rode down a little exposing her thong and a bit of her crack. I couldn't help myself. I reached up and pinched Jen's ass.

"Oooh," she said.

She began to giggle a little.

I got out of the car and locked it. Jen followed me to the front door. I unlocked it and turned on the foyer light. Jen followed me inside as I closed and locked the door.

"This is nice," she said.

"Thanks," I said as I locked the deadbolt.

As I turned around to face Jen she pushed me against the wall. Jen placed her body on top of mine and kissed me deep. Her hand reached behind me as she turned off the light. We kissed in the dark as I felt Jen kick off her shoes. I followed suit. As we kissed I felt Jen's hand make it's way back down to my cock. She again felt it through my jeans as she rubbed it and grabbed it. I moved my hands down Jen's back until they cradled the ass I loved so much. I squeezed her firm ass as it felt wonderful in my hands. Jen broke her kiss.

"Oooh," she said with a smile.

She began to kiss me again. I continued to rub her ass as her hands found their way back to my face. She cradled my stubble ridden face as she kissed me. Our faces twisted against each other. She once again broke her kiss.

"Where is your bedroom?" she asked breathing heavy.

"Upstairs" I said pointing to the top landing.

Jennifer took me by the hand and pulled me like a puppy. She led me to the stairs and let go of my hand. She looked back at me and smiled. She got down on all fours and crawled up the stairs one by one twisting her as with each step.

I didn't want to wait to get to the bedroom. I wanted to pull her pants down right here and fuck her on the stairs. I knew I couldn't. All the fun toys I bought today were in the bedroom. Jen finally got to the top of the stairs. She stood on the landing and faced me. She smiled and brought her hand up to her chin. She beckoned me with her finger to come up stairs. I walked up the stairs as she gazed at me.

I opened my bedroom door and let Jen enter first. My room was dark except for the flicker of the candles. Jen looked around as the room felt romantic and well thought out. I closed the door and locked it. Jen turned around and grabbed me. She pushed me towards the bed. As she pushed she forced her body weight on to me as she fell on top of me onto the bed. She kissed me passionately gripping my shirt. She broke her kiss and began to stand up. She put her pointer finger on my chest.

"You stay right there," she told me smiling.

I scooted back onto the bed and sat there supporting my weight with my hands. I watched as Jen stood and grabbed the bottom of her shirt. She began to pull her shirt above her head. As she removed the shirt she exposed her tan body and bra. Jen was wearing a lacy black bra. It was a push up brand and made her breasts look round a full. You could not see her nipples but her skin showed through the lacy see through design of the lingerie.

She twisted her body back and forth as she got the shirt above her head and threw it to the floor. She smiled as she turned her body around. Giving me a show she slowly caressed her body. She moved her hands across her breasts, pushing them together and rubbing them for me. She teased me with her beauty. She rubbed down her body to the waist line of her jeans. She began to push her fingers in side them.

She smiled as she removed them and began to unbutton her pants. Slowly, she reached down and brought down her zipper. She revealed a small portion of her underwear, black and lacy to match her bra. As she continued to smile and sway she moved her hips back and forth as she pushed down her tight jeans. Once they past her hips she let them fall to the ground and kicked them to the side. She turned around. I watched as she faced away from me and bent over.

Jen was wearing a black lacy thong. I admired her ass as she presented it before me. It was tan, round, firm and smooth. There were no tan lines. Jen had to have tanned nude. She shook her ass back and forth as she stood up. She tuned to face me. Jen looked me in the eye as she made her way to the bed. She placed one knee on the bed, then the other. She then placed both hands on the bed and slowly crawled towards me. Her gaze never left mine. As she reached my body she crawled on top of me and into my lap. She straddled me as she took my face in both hands and kissed me passionately. Her tongue found it's way inside my mouth. I embraced her soft kiss her hands slid down to my chest. Jen broke her kiss and smiled at me.

Jen's hands began unbuttoning my shirt. She was careful as she could tell the shirt was expensive. Once she undid the last button I lifted my arms from the bed as, one by one, she slid my shirt off my arms and threw it to the floor. She kissed me softly again. She then kissed my neck, then the center of my chest and finally my right peck. She stuck out her tongue and licked my nipple. I let out a gasp of pleasure as she giggled and opened her mouth. Jen bit down softly on my nipple. She began to suck the tender flesh. I brought my head back in pleasure. I breathed in deep enjoying the feeling.

Jen grew tired of sucking my nipple. She wanted what was down below. She kissed down my stomach. Once she reached my pants she slid body down as to lay flat on her stomach on the bed. She looked up at me and smiled. She undid the button on my tight jeans and began to unzip them. Once she got my zipper all the way down she took hold of my fully erect cock. As she wrapped her hands fully around it she looked into my eyes and smiled.

"I love sucking cock," Jen said with a wide grin.

With that Jen freed my swollen member from it's cage. As it sprang up to attention in front of her she didn't say anything. Jen opened her mouth and accepted my cock into her wanting lips. She wrapped her soft, pink lips around the head of my cock and kissed it softly.

"Mmm," Jen said as she looked into my eyes and tasted my purple mushroom. She wasted no time getting to work. Before I knew it Jen had her lips full around my cock and 5 inches of my shaft in her mouth. She began to suck and bob her head slowly. She would bob five or six times in quick succession then slow down and give me two or three bobs that hit the back of her throat.

I grabbed Jen's hair and forced her head onto my cock burring my cock deeper into her throat. I wanted to show her early on that I was in control. Jen did not fight me. She followed my lead as I bobbed her head faster on my cock. I'd lead her to a fast rhythm then slow her down. I 'd move her head slightly so her lips just touched the tip of my cock then push her down. She tried to deep throat all 10 inches but couldn't. Jen would gag then come back up for air. When she came back to breath she wouldn't stop pleasuring me. She would take the break to my cock and balls. Sometimes from hilt to tip, sometimes just my head and sometimes she would bring a ball into her mouth.

"Mmm," Jen said muffled as she sucked me wildly.

I didn't want to blow in Jen's mouth. I wanted to fuck her silly like I promised. I think she was trying to get me to blow my load early so that she could say she won. I pulled Jen up from my cock. She let my cock fall from her mouth, Her mascara began to run. Her eyes watered while trying to take every inch of me.

"Come here," I said.

Jen slowly crawled up my body and straddled my lap. She leaned in and kissed me again. After a short embrace she sat straight up. She began to grind her body against mind. My cock laid flat against her crotch as her pussy rubbed though her panties.

Jen reached behind her back. She undid her bra. She let it fall from her shoulders and threw it to the floor. Her tits were perfect. They were large B's. They were firm and tan. Her nipples laid perfectly upon her breast, tan and erect. As she rubbed her body against mine they shook slightly. Her aeriolas were a bit puffy with a small round nipple.

Jen grabbed my hand and brought it to her chest.

She squeezed my hand. I fingers followed her lead as they explored her skin. Her skin was soft and warm. Her nipples hard and her aeriolas puffy and pliable. She let her hand down as she rubbed harder against me gyrating her hips. My fingers pinched her nipples. They pulled, twisted, squeezed and flicked her love buttons. She moaned and gasped as she dry fucked me.

I again wanted to show Jen that I was in control. I grabbed her by the hips and twisted her body. I rolled as I threw her upon the bed.

"Oh," Jen said surprised.

As I now lay on top of Jen I kissed her passionately. I kissed her hard and deep. I let my hand slide down her body and between her legs. She spread her thighs. My hand began to rub her hot, wet pussy through her thin panties. I let my hand part her lips and rub her sweet insides. Jen began to moan under my kiss. Her body began to squirm against my touch.

I moved my body to the side of Jen's. I kept my hand on her pussy. I kissed down her body until I reached her breasts. I took her right nipple into my mouth and began to suck it. Jen took a deep breath and placed her hand in my hair. She grabbed a hand full of my hair and massaged my head as I sucked her nipple. From time to time I would bit down softly on her nipple making her back arch. I would flick her nipple wildly with my tongue. Her body reacted to each bit of pleasure I gave her as my hand wildly rubbed her pussy.

Jen's panties were completely soaked with her juices. I kissed down her body and positioned myself flat on my stomach, my head between Jen's legs. I reached up with both hands and began to pull Jen's panties down. She arched her back allowing me to remove them from her ass. As I removed her panties the sweet smell of her cunt permeated my nose. Her smell was intoxicating. I looked as her panties passed her thighs. Jen's pussy was shaven smooth. She had a small butterfly body sticker just above her pussy to the right. I smiled to myself when I saw it.

Jen brought her legs up as to pass the panties to her ankles. She kicked them to the floor. I did the same with my pants sliding out of them. We both lay naked on the bed. I paused and looked Jen in the eye. As we gazed I could tell we were both enjoying this. This was no longer just a good fuck for Jen, we had a connection. I could tell we both really felt something. I kept my gaze with Jen's as I lowered my face to her wet, swollen pussy. I placed my tongue on Jen's clit and gave it a flick.

"Uh," Jen said as her head flew back and her back arched.

As I licked Jen's clit I watched as her body reacted to the pleasure. Her back arched, her head leaned back against the bed. Her hands clinched the sheets. Thanks to Kendra I knew exactly how to eat Jen.

I slowly worked my way down Jen's slit. I my tongue touched the outside of her lips before finally finding it's way into Jen's sweet opening. I tasted her honey on my tongue as I stuck my tongue inside her.

"Fuck!" Jen screamed as my tongue delved deeper.

I began to eat Jen from the inside. Her back shook and shifted. Her back twisted and arched. Her hair flew back as she whipped her head back with pleasure. I grabbed Jen's hips tight.

"Oh god yes," Jen said as she say up and bit her lip.

She let out a small laugh of pleasure and laid back down.

Without warning I lifted Jen's hips and placed her thighs on my shoulders. Her legs were now dangling over my head as I had access to her pussy and her ass. I looked and saw Jen's exposed asshole. The small starfish was begging to be pleased. I buried my nose into Jen's pussy and placed my tongue against Jen's asshole. She gasped deep and arched her back. She didn't know what to do.

"No, no no," She exclaimed. "I mean yes. I mean no. I mean... Oh fuck yes."

Jen relaxed her body. My tongue poked and prodded her tight little asshole. Her ass was soft and it tasted sweet. Her pussy juices had run down and coated it with sweet nectar. As I ate Jen's ass she moaned and shifted. I went back up to eat her pussy.

My tongue again buried itself inside of Jen as I felt her body start to shake. Jen clinched the sheets and her body buckled. Her back arched and her pussy tightened around my tongue.

"Oooh," Jen screamed.

I felt Jen's body start to shutter rhythmically as she came. Her pussy released it's hot juice across my tongue. I drank them down as she fed them to me.

I sat up from my drink and Jen pulled me towards her. She kissed me deep tasting herself on my lips. As we broke our kiss I grabbed Jen's hips and pulled her towards me.

Jen lay flat on her back, her knees in my hands, Her legs dangled in my grasp. She looked up at me with lust.

"Oh god fuck me," she pleaded. "Please fuck me."

Without hesitation I slowly slid my cock inside Jen. The tip of my cock parted her swollen wet lips. As I pushed inside her Jen closed her eyes and let her head fall back to the pillow. She opened her mouth in pleasure.

Jen was tight. Her pussy flexed with my cock but gave resistance to it's entering. I had to slowly stretch her walls as I filled her. I realized she had probably never had a cock this big inside her. I wanted to know.

"Before I fuck you I want to know, have you ever had a cock this big inside you?" I asked my cock partially inside her.

She just laid back and moaned. I asked her again.

"Is my cock the biggest you've ever had?" I asked as I pushed my cock into her fast and hard and pulled out.

"Owe," Jen screamed in pleasure. "Yes. You are the biggest!"

"Do you want this big cock inside you?" I asked knowing the answer.

"Yes. Please stop teasing me," Jen pleaded.

I thrust my cock into Jen again.

"Oh my god," Jen screamed.

"Tell me you want my big cock inside you," I commanded.

"I want your big cock inside me," Jen said as she reached up and grabbed my hips.

She pulled me as I plunged into her wanting pussy.

"Oooh my god," Jen said as her back arched and her eyes rolled back into her head.

I could tell this was painful for her but she like the pain. Without the pain it would be boring. I pulled out and thrust onto her again and again in rhythm.

"Oh fuck, oh fuck, oh you mother fucker," Jen said as she grit her teeth in pain and pleasure.

I continued to ram Jen's pussy as hard as I could. She screamed and moaned loudly. I wouldn't be surprised if the neighbors heard her. Her pussy made wet sounds as my body slapped against hers. She began to relax and moan. In this position I could only get about 7 inches deep into her. I wanted her to feel my full length.

I picked up Jen's body by her thighs and lifted her bottom towards the air. I stood on the bed and brought her body straight up so that her weight was perched on her shoulders. I spread Jen's legs and positioned my self above her. She realized what I was about to do.

"Oh shit," she said as her eyes opened wide.

I pointed my cock straight down and pushed my cock into her pussy. All 10 inches slid in and my balls hit her ass. Jen's head went back and her mouth opened.

"Oh my fucking god you bastard," she said with her eyes winced shut. "Are you trying to rip me in half?"

I smiled as I looked down at her. She opened her eyes and looked into mine. I paused a little worried I was really hurting her. I cared for her. It was weird but I generally cared for her. Before I wanted to be rough but now I didn't want her to be in pain. I wanted to make sure she was okay but still remain in control.

"What's the matter? I thought you said you can handle this dick," I said as I slowly pulled out of her.

Jen looked into my eye. I knew she could see right through me. Until now she looked at me like a nerd, or a loser, and as of late, a cheap fuck. But now, in this moment I could see she really cared for me. I was more than just a fuck. I was something else. I didn't know what but I was special.

Jen knew I was worried and concerned. However she also know I enjoyed being in control as she enjoyed being dominated.

"I can take it," she said as reached up to grab my hand.

Jen held my hand and looked into my eyes. I looked though her and saw that see that she trusted me. She smiled.

"You said I wouldn't walk straight for a week after fucking me," Jen said smiling. "I don't to be able to sit for a week."

She released my hand. I again plunged into her and she screamed. I pumped in and out of her hilt to tip as her screams of pain turned to pure pleasure. I fucked her harder and harder. Faster and faster. My cock railed her as hard as I could. When her screams and moans started to subside, I picked up the pace and the aggressiveness. As we fucked Jen looked in my eyes. She reached up. I grabbed her hand and held it. I looked into her eyes as she bit her lip. I saw her eyes close and I felt what she felt. My balls tightened as her pussy clinched around my cock.

"I'm going to cum," Jen screamed as she buckled.

I felt my cock pulse as the first stream of cum left my love gun. Jen felt my first load of cum fill her and looked into my eyes. She loved the feeling.

"Oh god yes fill me with your hot cum," she demanded.

I gave her three more full squirts as her pussy contracted and her juices poured out of her slit. A mixture of both our cum coated my cock. As I finished I fell next to her.

We kissed as we rested a few minutes. After five minutes I was ready to go again. My cock was getting hard and it was still early. I wanted more of Jen. I looked her in the eye.

"Are you ready to go again," I asked her.

"Yes. I want you inside me again," Jen said as she kissed me.

"I have an idea," I told Jen as I began to climb out of bed.

Jen sat up as I stood up and knelt to the floor.

"What?" she asked confused.

I reached under the bed and grabbed the restraints and the blindfold. With the blindfold in my left hand and the restraints in my right I stood before Jen. I just smiled.

Jen had a stunned look on her face. She didn't know what to say. As she looked into my eyes her blank expression changed. Slowly a smile stretched across Jen's face. She scooted back to lay on the bed. She looked at me.

"I trust you," she said as she laid flat on her back.

Spread her hands and legs and brought them to the four corners of the bed. She looked at me with a look of lust as I approached her. Her smile turned to an open mouth of pleasure as I put the blindfold over her eyes.

All Jen could do was giggle as I began to apply the restraints. My cock was raging as she awaited my commands. I prepared my toys as I awaited her pleas...

Published 
Written by rangerstud101
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