Jimmy... The Average Teenage BoyChapter 19 free porn video

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Rachel stood up and motioned me to follow her. We went up the stairs with me watching the sway of her bottom in her tight shorts. In the middle of her large bedroom was a queen size bed with a very feminine canopy over it. I had never seen a canopy bed before and couldn't wait to screw in it. We embraced just inside the doorway, kissing passionately. I pulled her blouse up and over her head exposing a beautiful pair of large breasts. Her nipples were fully aroused, hard and sticking out at least an inch. I sucked a nipple into my mouth and tenderly caressed the other with the palm of my right hand. Her hand was again lightly rubbing my very erect penis through the thin material of my pants.

I slipped Rachel's shorts down her kegs realizing that she wasn't wearing panties. Her slit was long and thin like her mothers but with more hair. Her pubes were thicker and more curly than her mom's. I dropped to my knees to kiss her pussy lips. I think that that surprised her but it wasn't long before she was holding my head and mashing her cunt against my face moaning softly. She had her second orgasm as I licked her pussy and nibbled her clit.

I stood and pulled my clothes off to give Rachel her first look at my naked body. My shaft stood tall and was bouncing off of my stomach. She wrapped one of her hands around my pecker and squeezed. It felt great. I pushed her to her knees but she didn't take the hint. I wanted her to take my cock into her mouth bit all she did was stroke me. Her face was only a foot away from my cock but she ignored turned her face away when I tried pushing it towards her mouth. No blow job for Jimmy today I thought. That was something the young virgin would need to learn. Men expected to have their cocks sucked by their woman.

I pulled Rachel up, guiding her to the bed. She laid on her back. I pushed her legs apart, climbing between them pushing my dripping cock into her wet hole a couple of inches. "This might hurt just a bit Rachel." I told her as I pushed through her maidenhead with one quick motion. She made just a little gasping sound as my prick broke the barrier. I pumped her nice and slow letting her get used to having my seven inches in her. I gradually increased the speed of my thrusts. Soon she was groaning out loud and matching my thrusts with those of her own. She came for the third time with me spurting only seconds later.

We did it again, this time with her on top riding me at her own speed. After my second cum we lay side by side on the large bed. "I want to see you on a regular basis Rachel. I really like you a lot."

"I'm sorry Jimmy but this was a one time thing and I thank you for being so gentle and making my first time special. I can't have you as a boyfriend knowing you have been screwing my mother. It just wouldn't work for me."

I was taken aback by her words. I was really smitten with Rachel and thought we could have a great relationship. Her next words startled me also. "And Jimmy, you be careful. If my father ever catches you with my mother he will kill you ... dead!" I was soft and shrunken at that point. Pussy wasn't on my mind any longer that day. I dressed quickly leaving the house by the back door.

I still had sexual encounters with Lu but each time I worried that her big husband would come home and catch us and do who knows what to me. That was the summer between my junior and senior years. By the time I graduated from high school the Reginald's had moved away. I missed Lu's sweet pussy but the sex was not as good as it was in the beginning because I was always worrying about Mr. Reginald catching us.

My Dad still had his monthly business trips. All this time Grandpa Jack still spanked my mom and mom still sucked her Dad off. During one of Dad's long weekend trips I used my special belt on my mother's bare ass, occasionally striking the back of her thighs. I spanked her longer than usual leaving many welts on her skin. It made her hot to have the belt hitting her. She came several times without me even touching her pussy. Afterwards my worry was that the welts wouldn't be gone by the time Dad came home and initiated sex with my mother. By the time my father came home the welts had faded but were still visible against my mother's white buttocks.

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Chapter 19 Videos

Jimmy the Average Teenage BoyChapter 6

My mother and I laid side by side, still naked, on her bed. "How about doing me now." She said. "What do you mean?" I queried. "You know. Do me with your mouth like I just did you." "Eat your pussy Mother?" "Yes baby. Make Mommie cum. I will tell you all about me and your Grandpa Jack while you lick my wet cunt." "I don't know how. Your pussy is the first one I have seen close up. I am not sure how to do it." "Get between my legs Jimmy and I will tell you what to do." I...

Jimmy the Average Teenage BoyChapter 10

I went home arriving just minutes before Mom and Dad showed up with a large sausage pizza. Mom and I ate mostly in silence while my father regaled us with his (boring) work stories of the past weekend. I could see the looks they were giving each other during the meal so I excused myself after my last slice asking permission to go out. I knew that they wanted some time to themselves. Monday was a poor peeper night. It was still too light out to attempt it anyways. Normally I would have headed...

Jimmy the Average Teenage BoyChapter 27

Rita and I had a great day and night learning each other's wants and needs. It was nice having a girlfriend with her own place. I was having trouble finding places to fuck and suck with Mom or Wendy. Mom was spending her Tuesday nights 'consoling Kate' while my Dad was bowling. I used this time to give Wendy spankings and fucks, but soon my Dad's bowling league went on summer hiatus. My mom still went to Kate's house on Tuesday nights but Dad was home so I had to depend on sex in the...

Jimmy the Average Teenage BoyChapter 8

Maureen and Glenn startled. The both looked in my direction. Glenn jumped off the bed muttering. "You asshole Jimmy. Don't you ever knock?" His sister also leaped off the bed letting her nightgown fall to her knees covering her sparsely shrubbed pussy. Her panties had fallen off her ankle. She grabbed them and ran from the room. "Jeez Glenn, don't you ever lock your door while you are fucking your own sister?" Glenn was struggling to get his briefs on, over his soft prick. "Crap,"...

Jimmy the Average Teenage BoyChapter 31

About a week later I noticed that on the way to our first job Larry was fidgeting more than usual trying to get a comfortable position on the front seat of my truck. I smiled at the big lad. "Your sister whacking your butt again Larry?" He flushed, nodding his head. "Yes, more than usual. She beats my ass just about every day after I get home from work. It's been going on for over a week since Inga and her boyfriend broke up. She's been taking out her frustrations on my ass. I don't...

Jimmy the Average Teenage BoyChapter 15

The following week I had the opportunity to spank Wendy. We were both naked. I was on the edge of the bed with pretty Wendy laying across my lap my hard prick pushing against her stomach. I swatted her fine little bum getting into a rhythm of one cheek, other cheek, both cheeks. Slap ... slap ... slap. My cock was drooling precum all over Wendy's flat stomach and pubic area. Her bottom were twin globes of red but she didn't ask me to stop the spanks. I could smell her arousal. Oh lucky me....

Jimmy the Average Teenage BoyChapter 16

My Dad's next business trip was cancelled so it was looking like a seven week delay before his next one. I could see my mother was anxious. I imagine Grandpa Jack was too. He usually came over on the first night of Dad's trip to spank my mother, then have a little father daughter blow job. I kept my mother on edge the whole time. Every opportunity I had I would swat her bottom and remark how good it was going to be to put some color on it. Whenever she was on top during sex I would make it...

Jimmy the Average Teenage BoyChapter 7

I woke after about an hour of sleep. My mother was still naked laying next to me on the big bed. Her eyes were closed but I don't think she was sleeping because as soon as I caressed her left tit her eyes opened and she smiled at me. I moved my hand from her breast, down her belly, through her pubic hair, finally rested against her soft pussy lips. I began rubbing her pussy and fingering her clit. I could feel how my slut mother's cunt was starting to juice up. I climbed on top of her,...

Jimmy the Average Teenage BoyChapter 24

Maddie just started crying uncontrollably. I pushed her face down on the bed before going to the bathroom to retrieve a tube of medicated cream. I slowly and very carefully rubbed the cream on to each welt on the poor girl's back, bottom and legs. I was becoming more angry by the minute. "Tell me what happened Maddie!" I told the girl forcefully. She began. "You now what my father and I do together. Since my mother was home during most of those times I was pretty sure she knew what was...

Jimmy the Average Teenage BoyChapter 32

I started taking things out of the boot box, putting them on the bed next to me. Four fur lined manacles with ties attached. I imagined those ties would be fastened to the four corners of a bed making the prey spread eagled. Next was a small butt plug, then a life like eight inch rubber cock. These couldn't be my sweet Rita's toys. They were probably hidden on that top shelf of the closet because Luke was into bondage with a secret girlfriend. I put the dildo down next to the butt plug on...

Jimmy the Average Teenage BoyChapter 25

I did get on good terms with Dr. Williams' daughter Rhonda. I had thought she was my age but she was home for the summer from her second year of college. That made her at least two years older than my eighteen years. Every time I worked in her father's yard she would come out when she saw I was finishing up with a cold drink for me and my helper Larry. Larry was in his second summer of working for me. He would gulp down his drink quickly before loading all the equipment. I would sit with...

Jimmy the Average Teenage BoyChapter 26

"My sweet Rita Baker, let me count the ways." I said in my head as I switched my mouth to her other tit sucking the nipple deep into my mouth. My hand could feel how hot and wet Rita's pussy was. The crotch of her shorts was semi transparent, from her juices. I could see and feel her clit through the material. I concentrated rubbing gently on her clit using just the palm of my hand. I felt more than heard my zipper going down on my shorts. Rita was still rubbing my cock with her left hand...

Jimmy the Average Teenage BoyChapter 30

I couldn't help but rub my hand all over Wendy's ass. The other two women were older with larger and softer bottoms but Wendy's bottom was small, firm and shapely as only a teen's buttocks could be. I wasted no more time. As the two older naked women watched I commenced spanking Wendy's bottom briskly with my open hand. Slap! Slap! The sound of flesh on flesh made my prick harder and harder, seeping pre cum onto her bare belly. I spanked Wendy about fifteen times before I...

Jimmy the Average Teenage BoyChapter 13

After supper I rushed to get dressed in dark clothes and grab my camera. I left the tripod at home. I thought it might look suspicious carrying it down the street even though the Brown's only lived a half block from our house. It was already dark as I slinked into their yard already smiling because I could see light coming from Maddie's bedroom window. I was a little disappointed that I had missed the beginning of the father daughter scenario. I wanted to enjoy watching Maddie strip off her...

Jimmy the Average Teenage BoyChapter 5

I awoke around 6:00 A. M. with my morning erection firmly lodged in my mother's warm mouth. This time it wasn't a dream. She lapped at my hard prick alternating by sucking it deep into her mouth, finally letting it free. She threw the covers off of us, swung her long legs across my body and without pause impaled her wet cunt on my seven inches of blood engorged cock. The silky wetness of my mother's pussy felt even better than her mouth while she was sucking me. "Ahhhh" I moaned as my...

Jimmy His Brothers And His Mother

Jimmy, His Brothers, And His Mother Jimmy, Billy, and Joey were talking rather loudly about Mandy and her twin sister Candy. They were talking about how the two beautiful girls had allowed Jimmy and his two brothers to feel them up. What they were most adamant about was that they were too scared to do more to the two girls. They were pretty sure that the girls would have allowed them to go further and that they had missed the opportunity to finger fuck them. That was when their...

Jimmy the Average Teenage BoyChapter 22

When we arrived at the bathroom I opened the pharmacy bag and pulled out a three pack of Fleet enemas."Ever had an enema Moe?" "Maybe when I was a little kid but I really don't remember. How is this going to help me?" I was opening the box. "If Ray is concerned about 'dirty' and the cleanup involved I think if we make your bottom squeaky clean he may change his mind. Get down on all fours and stick your pretty butt up." Maureen dropped her naked body to the floor, putting her...

Jimmy the Average Teenage BoyChapter 12

I had just finished watching my grandfather spank my mother, his daughter, totally nude laying across his lap. He stroked her to orgasm with his fingers before putting his thirty five year old daughter on her knees to suck his large cock, until it spewed his cream into her hot mouth. I had filmed the whole episode and although I had jerked off while watching I was still pretty hard and wanted my mother's hot mouth on my own seven incher. I watched as my mom put on a robe. Grandpa Jack left...

Jimmy the Average Teenage BoyChapter 14

Friday came soon enough. When I picked up Wendy she bounded from the house wearing a nice light blue sweater with a slightly darker blue skirt. I had meant to tell her not to wear a tight skirt but had forgotten. Her skirt was perfect. It was made of a light material free flowing ending just an inch or two above her knees. I opened the passenger door to the family sedan letting Wendy slide in, her skirt riding up a bit showing off a few inches of her shapely thighs. I was getting aroused...

Jimmy the Average Teenage BoyChapter 23

My mother came back into the room. Her robe was gone. My Grandfather was close behind her pushing mother into my bedroom with his big hand on her bare bottom. Grandpa Jack looked over at me and smiled when he saw the naked teenage girl laying across my lap in the classic OTK spanking position. "Don't stop on my account." He told me as my mother began to remove her father's clothes. It didn't take long before her father was naked pushing my mom down to her knees to take his big prick...

Jimmy the Average Teenage BoyChapter 28

My mother's setup plan had worked well. When I slapped my own thigh with my spanking belt the cracking sound had stopped their pussy licking immediately. Both women looked over to me. My mother was trying to hide a smile not wanting Kate to know that she had arranged this scenario. Kate was surprised, her hands fluttering between her still shapely breasts and her almost hairless pussy trying to cover up so her step grandson would not see her secret charms. Kate didn't know it yet but her...

Jimmy impregnates both his granny and mother and also accidentally impregnates his sister

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Jimmy the Average Teenage BoyChapter 4

"Open your robe Mother. Let me take a good look at you." She blushed a bit but didn't hesitate at all. She undid the cord holding her robe together, slid the robe off her shoulders and stood before her son completely naked. She looked wonderful. The nipples on her round grapefruit size breasts were standing out, hard and proud. I looked down to see Mom's pussy all puffed out in arousal. This was going to be easier than I thought. She really was a slut. It didn't matter to her who's cock...

Jimmy the Average Teenage BoyChapter 34

When I woke the next morning I had my usual morning erection even though my mother had sucked me dry in the middle of the night. I stroked my hard cock to it's first ejaculation of the day. This one went into a tissue. I hoped the next would be in a mouth or pussy. I only had a week left before I was to leave for college. My new school was only a three hour train ride from home but it would be the first time I wouldn't be sleeping in my own bed at night. I decided that I would transfer all...

Jimmy the Average Teenage BoyChapter 20

I never did show Dad the video of mom and her father. Several weeks later while Mother and I lay side by side naked on my parents big bed I fingered her wet pussy while kissing one of her grapefruit sized tits. I had just finished giving her a bare bottom spanking with my hand and masturbating her to an intense orgasm. I had stopped using the belt on her because I didn't want my Dad to see the marks again. If he asked my grandfather about using the belt on his daughter I didn't want Grandpa...

Jimmy and Kenny Complete Their Education

Jimmy and Kenny sat up in Jimmy’s bedroom both still in something of a state of shock and of tremen- dous arousal after what they had experienced in their clubhouse, “The Cock Club,” just a little while earlier. A bunch of the guys had assembled there earlier in the day. It hadn’t been “The Cock Club” then. That came about when Stevie suggested that only guys could be in the club for obvious anatomical reasons. He was also the one who had first...

Jimmy and Jaclyn

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JIMMY AND HIS AUNT

Jimmy was staying with his Aunt Susan for the summer. The 17 year-oldwished he could go home. He missed his friends and he resented thedisciplinary side of his aunt. Aunt Susan was his Mother's younger sistershe was only 24 and this was causing much friction between the aunt andnephew. Jimmy's parents made sure he understood that while he was in hisaunt's home he must abide by his aunt's rules and discipline. Jimmy was increasingly misbehaving as a way to rebel against his aunt'sauthority;...

Jimmys Girls Part 2

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Jimmy gets Married

PATTY A TEASING WIFE How long will Patty leave Jimmy outside the bedroom with the doors closed tightly rubbing his little dick wondering what Patty is doing ? Or does he know what she is doing. Can he hear the vibrator as it gets her pussy off as his little dick can’t? How many times will she have an orgasm? The longer she leaves him outside waiting the more he loves it He encourages her to go in the bedroom and play with herself.He wishes she would go in and shut the doors more often. ...

Jimmy Palin You Asshole

CHAPTER 1 Jimmy Palin left the bus at the smallish city with the name that appealed to him. Jimmy was still smarting from being kicked out of home. His dad Paul, an attorney, had been grumpy ever since Jimmy decided not to return to college for his second year and now at twenty-two and having dabbled in the job market for two years he’d almost doubled his age in salary and commission selling pre-owned cars when disaster struck. Reading in bed on Saturday morning, Jimmy had been disturbed by...

Jimmy Neutron Sex Story Chapter I

Jimmy was in it now, before him a holographic image of his mother was sucking his dick. But this was not ordinary hologram, it was a sexogram. A Holographic image that also acted as a sex toy or bot. In this case, Jimmy had retrofitted Goddard for the task. Just moments ago, Jimmy’s mother had taken a shower, a quite long and hard shower. Unknown to her, Jimmy was in his lab testing out this invention with a great vigor. In front of him a lovely and realistic naked 3D Judy Neutron switched...

Jimmy Neutron Sex Story Chapter II

“Oh God Carl, that is amazing.” Jimmy said as Carl began the long, slow stokes with his tounge and suction. Grabbing his head, Jimmy sped Carl up onto his Shaft, so much that His face was slapping Jimmy’s balls adding a sense of gratification to the motions.Carl was getting into now, with the Motion he was exploring Jimmy’s cock with his tounge, wiping the sides and adding to Jimmy’s already building orgasm. Looking to the Side, Jimmy saw his Mother, still nude taking her shower. The timing...

Jimmy Olsen Shemale Bimbo Chapters 1 and 2

Jimmy Olsen - Shemale Bimbo Chapter 1 - Junior reporter on the job! Jimmy ran the brush through his shoulder length hair one more time and stepped back to admire himself in the full length mirror. The wig looked good. It was the same wig he wore each time he dressed up. He took the cap off of the lipstick tube and applied a generous coating of the scarlet wax to his lips, and then blotted off the excess with a tissue. He was ready. He pulled a light sweater over his blouse, careful...

Jimmy Neutron Sex Story Chapter III

After 5 long hours, Jimmy had done it. It was not yet working, but that was because the chemical he needed last had to be heated first; in lava. Jimmy did this, and waited. He soon grew bored and went to find Carl as he was definitely ready for some more action, at his expense. Finding him on the couch Jimmy had a wonderful idea. Quietly, Jimmy stripped Carl’s pants. Slowly he turned him over on the couch and once again positioned himself. This was going to be awesome and Carl would like it. No...

Jimmy and Rebecca

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jimmy the small cocked hitchhiker

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Jimmys Sissy Part 1

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Jimmy and Dorrie

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Jimmy James

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Jimmy James

I met jimmy james on a solo camping trip. I needed to get away so off I went to the national forest. I always go skinny dipping at the boat launch area after dark or walk down to the beach. That night I chose the boat ramp as no one was around and all cars and boats were gone. I left my summer dress on a large rock, and slipped into the warm night water. I was swimming and lying on my back and enjoying the solitude. My son and his friends come out a lot and I heard and saw a car that looked a...

Jimmy and Claire

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Jimmy and Winnie Pt 02

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Jimmy Smart

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Jimmy and Doreen

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Jimmys first time

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Jimmy the Frog

CHAPTER 1 Radio talkback host James Froggatt ran the 1:00 am to 5:00 am ‘Sleepless in Orion Show’ transmitted by an obscure radio station in Indiana, well north of Indianapolis. After finishing that shift on this day he understandably yawned his way through the early morning emergency meeting called by station manager Doug Hart. Personnel were asked to take another 20% pay cut, the second in six months. ‘If I don’t get your cooperation I close the station,’ Doug warned. ‘Our investors are...

Jimmy Olsen Shemale Bimbo Chapters 12 to 13

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Jimmy the Geek Male Multiple Orgasms

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Jimmy and Winnie Pt 01

The scream froze Jimmy’s blood. Winnie was always so polite and quiet. He never imagined that she could scream so loudly. Or that she could scream for so long. Most importantly, he never imagined that she would find him hiding in her wardrobe. Not that he gave it that much thought. It was never a great plan to begin with. Just hide in her wardrobe and watch her undress. Unfortunately once the idea entered Jimmy’s head he could not leave it alone. He had to hide in her wardrobe. He had to see...

Jimmy probeert bullchat Deel II

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Jimmy Olsen Girl Reporter

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Jimmy and his mom a love story

Note : This story is completely fictional!"Now that you're eighteen Jimmy I have something to give you" said Charles."What is it dad?""A letter from your mom, I'm supposed to give it to you on your eighteenth birthday" he said.Jimmy's mom left years ago. She walked out and never came back. Jimmy opened the letter and found a check made out to him for thirty thousand dollars. There was a note which said to spend it wisely and to come a visit sometime. The boy was flabbergasted. Now he had the...

Jimmy SixFingers

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Jimmy P5

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Jimmy and Michelle Ch 02

As I was getting ready for Amanda’s graduation, I was thinking these past five months had flown by. Amanda had finished up her PhD work at UCLA and was getting ready to drive back east to be with her family. Both her parents knew that I called her my girlfriend, and Amanda called me her boyfriend, but we were nothing more than fuck buddies. I have met her parents before, when they flew out here when Amanda had finished her master’s degree two years ago. And her father nailed it from the get go....

Jimmy and the Amazonian World Outline

Jimmy and the Amazon World * Three friends come across a rift in space time and land in the amazon home world. * To begin with the three are a little nerdy. John is into Star Wars/ Star Trek big time. He becomes Jenny and becomes sporty and turns into a hunter/warrior of the amazon. Clarence is into math/science. He becomes Claire and starts out trying to become a warrior like Jenny but cannot handle it. She is forced to become a seamstress but later becomes a builder and an...

Jimmy Gets Replaced

Nancy was just an ordinary young girl growing up in rural Illinois, for the most part anyway. She enjoyed the simple pleasures of country life and had similar hopes, dreams and fears as any young girl on the verge of womanhood. She wanted to be loved, and a chance to give love in return. Nancy wondered sometimes if her wishes would ever come true, if she would ever be able to have a real relationship, as Nancy was sexually m*****ed by her stepfather as a very young girl. Although her stepfather...

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