Babysitting A Sixteen-Year-Old Boy free porn video

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My name is Mary, and I'm twenty years old. I finished my second year in college and was home for the summer. A friend of the family asked me if I would stay with their sixteen-year-old son, Billy, while they went on a trip. He had just turned sixteen and didn't have a driver's license yet.

They wanted me to take him to school in the morning and pick him up after his swimming practice in the afternoon. Billy could fix his breakfast and have his lunch at school. We could go out for dinner or order something to have at home.

This sounded like a way to make some money. How did I know what I would learn in a few days?

They were leaving Friday morning after Billy had gone to school. I had to pick him up at six pm. I was in front of the school at five: fifty waiting for him. Soon he and another boy came out to the car. Billy got into the front seat, and the other boy got in the back seat.

Billy said, "Mary, this is my friend, Tom. He's going to stay overnight with me."

"Does his mother know?" I asked.

"Yea, my mom, talked with his mom," Billy said.

"Ok, Where do you guys want to go to eat?"

"Let's go to that taco place."

While we were eating, I realized that they both still had their speedos on and I asked them, "Why didn't you change at school?."

Tom said, "We don't like getting undressed in front of the other guys. They make fun of our small penises."

Billy laughed. I could see that Billy had a bulge in his swimsuit. It reminded me of the time I went swimming with a guy. He wore a speedo. We were alone on the beach making out, and he got a hard-on which was very pronounced. That was the nearest I ever got to seeing a guy's cock.

When we got home, the boys went to Billy's room. I turned on the tv and was watching the news. It was getting late, and the boys never came out of Billy's room. I went to see if everything was alright and Billy's the door was shut, but I could hear a woman's voice.

The woman was saying, "Fuck me with that big cock of yours."

I recognized Billy voice, saying, "Watch me cum on her face."

Then Tom said, "I want to fuck you, Billy."

I started to feel wet between my legs. I went into the room where I was going to sleep and shut the door. I got undressed and laid on the bed and started to masturbate until I came. I would like to see the boys cocks.

I got up around eight a.m. and made some coffee. The boys didn't come out of their room until ten-thirty. When I saw them, I was surprised that they still had their speedos on. I didn't want to look obvious, but I keep checking out their crotches. To me, it seemed like Tom had the biggest cock. 

"Do you boys have swim practice today?" I asked.

"No, we just like to wear them, and we're going swimming later," one of the boys answered.

"Why don't you come in with us?" Billy said.

I liked the idea because maybe I could get them to remove their suits. 

 "I would love to, but I didn't bring my swimsuit."

"You don't need a suit. We're not going to wear one," Tom said.

I thought this would be my dream come true, to be swimming nude with two nude teen boys.

Billy said, "You can wear one of my mom's suits. I won't tell mom." 

They want me to go swimming with them, I thought. I started getting wet just thinking about it. 

"Do you know were you mom's suit is? I asked.

"Ya, I'll go get it for you," Billy said.

Tom was smiling, and I could see he was getting hard. Billy came back and handed me the suit. 

"I'll go and get changed. Meet you guys at the pool." I went into my room and got undressed. I then found out it was a bikini. I had never worn a bikini before. After I put it on, I felt self-conscious because it only coved my nipples, and my pubic hair showed.

I walked out to the pool, hoping the boys were naked. They were in the pool and looked up at me as I stood on the edge of the pool. They were taking in my pubic hair and my nearly bare breasts. 

"You boys said you were going in naked."

I walked over to the steps and stepped down into the pool. I started swimming laps. Tom came racing after me. Billy got out and went up on the diving board. I could see he had a full erection, and the end of his cock was sticking out of his waistband.

I said, "Aren't you afraid you'll break your dick? I dare you to take off your speedo, Billy."

Tom said, "Go ahead, Billy, take it off."

"Only if you will," Billy yelled back.

Tom reached down under the water and came up with his suit. He threw it up on the deck. Then Billy took off his suit. His hard penis sprang forward. My eyes almost popped out of their sockets, and I wanted to feel it. Billy grabbed his cock and jumped into the pool. 

Tom said, "Ok Mary, it's time for you to take your suit off."

Billy and Tom start to chant, "Take it off; take it off, take it off." 

I wanted to play their game, so I removed my top. My breasts floated on the water. They seem like a magnet because the boys swam over to see them closer.

I was so horny now. I reached down and started rubbing myself. I could see the boys were jacking themselves off.

 "You can touch my tits if I can hold your cocks."  

Each boy came over to me and held a tit. I reached down and took hold of each boy's cock. I was surprised at how hard they were, and they were about the same size. I started sliding my hand up and down on their cocks, and they were sucking my tits now.

Billy was the first to cum. I could feel his cock starting to pulse, and then the I could feel the warm cum on my hand. Billy cried out for me to stop. I could feel his cock getting smaller, and Billy swam away.

I still had Tom's cock in my hand. All of a sudden, Tom let go of my breast and grabbed my hand and squeezed it tighter around his dick. Then it started jumping up and down. I could feel the warm cum flow over my hand. Tom kept his hand on my hand after he had pumped out all of his cum. He finally relaxed and let go of my hand.

"You guys have to help me get off now."

Tom said, "How can I help you?"

I swam over to the side of the pool. I took off the bottom of my suit and lifted myself on the side of the pool. My legs were still in the water, and I told the boys to come over closer. 

"Have you boys ever seen a girl's vagina?"

They answered, "No."

I put both of my hands on either side of my vagina and pulled it open. "This is a girl's vagina, and this is where you stick your cock in. But first, girls like to be fingered before you fuck them. To finger a girl, you put two fingers in here like this. Now you do it."

Tom was the first one to do it. After a while, Billy tried it. I could see their cocks were hard again.

I said, "Another way to please a girl is to lick her pussy. Tom, you try."

Billy said, "I'm not going to lick her pussy."

He got out of the pool and went inside. Tom was doing a good job of licking. I told him to stick his tongue inside of me. His tongue hit a particular spot, and I felt like I got shocked.

"Yes, that's it. Don't stop."

He must have liked doing it because he kept on after I had stiffened up. I started to breathe heavily, and I pushed my crotch into Tom's face. I arched my back and had to put my hands behind me to keep from falling backward. 

After a while, I said, "That's enough, Tom, thank you." 

Tom looked up at me with a wet face, and his hand was on his cock. It only took a minute or so for him to bust a nut. After that, we went into the house. I went to my room and put on a pair of shorts without any panties. I walked out to the living room bare-breasted. Billy and Tom came out in their tight under briefs.  

I said, "Let's order some pizza and watch a movie."

They both said, "We like Hawaiian pizza." 

After the pizza arrived, Billy said, "I have a good movie to watch."

We started watching Billy's movie. It was about a high school teacher giving her male students' blowjobs. After the third blowjob, I could see they both had boners.

I asked them if they ever had a blowjob.

Bill said, "Sure, from Tom."

"I mean from a girl."

"No."

"Would you like one?"

"Yes," They both answered.

"Do you have any condoms?" I asked.

Billy ran to his room and returned with two condoms. He gave one to Tom, and he opened the other. Billy started to put it on and got it over the head of his prick. Just then he started cumming in the condom, and on his hands. Tom began to laugh, and this made Billy mad. He went storming off to his room.

I looked at Tom. He pulled his briefs down until his cock popped out. He placed the condom on top of his cock and rolled it down his shaft just like a pro. Standing in front of me, he held his hard dick, pointing it at my face. I leaned over and started to lick Tom's hard dick. When I had it nice and wet, I sucked it into my mouth. Tom moaned.

I could comfortably take all of his four-inch dick into my mouth. I put my hands on his butt and pulled him closer. He lasted for about three minutes; before his boner started to throb. I could feel his dick shooting cum into the condom. After a while, I pushed him away. His soft penis slid out of her mouth and hung down like a wet noodle. The condom was full of cum.

I stood up and said, "I'm going to bed." 

The next day, I was thinking about what had happened. I had seen two teens' cocks, jacked them off, sucked one, and had my pussy eaten.  

I gathered all my stuff together. Billy's parents were there soon, and I went home.     

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Note: This is a re-write of Babysitting Amanda 1 and 2. I cannot plagiarize my own stories so do not accuse me of such. As usual, do not waste time with accusations and insults against me. Finally, some ages and details have been changed from the original stories. If you have not read my stories before, make sure you read My Cousin Tom 1 and 2. Characters: Jake- 16 Amanda-14 Becky- 7 Jane- 30 Let me introduce myself. My name Jake and I am 16 years old. I was your classic horny teenage guy. My...

3 years ago
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Babysitting for the Ulichnys

* Hey everyone, this is a long WIP, and i'm willing to let people contribute, feel free to add or write a chapter, and if the quality is good, it will stay.* The Ulichny's had always been good clients. Their three kids were well behaved, quiet and always seemed to be ready for bed. Babysitting for them was always fun because it usually meant plenty of free time to just relax, and get paid for it. Chantal was a good looking woman, at best. She wasn't skinny, but wasn't big either. Around your...

Gay
2 years ago
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Babysitting brothers Daughters

My older brother called and said he needed a big favor. His company was sending him on a business trip overseas and he will be gone for the next couple of months. He could take his daughters with him but Cat, short for Cathy, will be graduating from high school in a month and she didn’t want to leave and miss it. Mel, short for Melody, is a star pitcher for the school’s softball team and they stand a good chance of going to the playoffs and she doesn’t want to miss our either.He wanted to know...

3 years ago
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Babysitting

EveryThursday night I babysat for the Harrisons. Like always I arrived home from school at four o'clock and jumped into the shower before heading over to their house. It was my senior year in high school, only one month till graduation. I was psyched for the school year to be over, but I knew I would miss babysitting for them. I had gotten the job because I went to school with their eldest son Jason. He graduated two years before me and went off to college. After I got out of the shower I went...

Straight Sex
1 year ago
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Babysitting Karen

My wife and I were babysitting Karen; the daughter of the wife's brother. ***Melissa, my wife and I have been married 15 years and we have an incredible sex life and sex drive. We have tried everything, or so I thought, until my niece came to stay with us for a weekend.Melissa's brother and wife had to go away for some business seminar so asked my wife to baby-sit. Karen is 14 and very cute, but very tomboyish, the type that wears jeans and loose fitting shirts all the time and likes to play...

1 year ago
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Babysitting for Married Men 2

Mrs Riker had recommended me to the Jacksons as a babysitter, and I have to tell, you Mr. Jackson was a hunk. He had weight lifting equipment in the basement and it was well scratched up from repeated use. Eric had the classic broad shouldered figure of a guy who stayed in shape without becoming musclebound. I vowed to have him the moment I first saw him. I started working on him the second time I sat for them, especially when his wife Toni was out of sight. There's a way you can be so glad to...

Erotic
1 year ago
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Babysitting can be fun

Jenna was a tall black haired bomb shell with big tits and a nice arse. Nikke had smaller tits but a nicer arse. They were both in skinny jeans and t-shirts while babysitting nikki's next door neighbours kids sleep over. There were 6 18 yo boys down stairs playing games when the girls were bored. "hey nikki, why dont we go and get some fun out of those virgin boys down stairs? Jenna suggested "lets do it." Nikki replied with an evil smile. They both went down stairs snuck up on the 18yo boys...

Group Sex
1 year ago
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Babysitting for Married Men 1

I'd been babysitting for the Rikers since I was 17 and they both were really nice. Candice taught me so much about taking care of their babies and now little kids, Jeremy and Jessy. Matt was always polite and friendly and always inquired about my schoolwork and sports. I'd had a schoolgirl crush on him off and on, but of course I knew he was married, so I always put it out of my mind. I was just 18 and Candice had to go out of town to visit her mother, who I guess was needing to move to a more...

Erotic
3 years ago
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5ft6 115lbs 16yearsold unspoilt Sold Part I

A new story with a few new themes I wanted to explore. For those who know me somewhat, yes, she is a bit docile for my taste but Ill try everything once. Enjoy! By the way… I wanted to design this story in a way that I, as a writer, can get my kicks out of it too. For those who are not true sadists, like myself, youll find out that not every story is meant to please you. Part two will follow. Someday. Id like to get you all nice and anxious. Part I She sat in the garden silently gazing at...

1 year ago
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Sweet Sixteen

Sweet Sixteen By Rowena Morgan "I'm bored." "School will be out in a couple of months. What do you want to do this summer, Susan?" "Nothing." "Then you aren't bored. You're apathetic." "What's that mean?" "It means you don't care about anything." "Okay, I'm apathetic." "I don't believe that. Want to help me with a project I've been working on? It would involve you eventually anyway. Want to get in on the planning stage?" "Depends. Why would I be involved?" "Do...

1 year ago
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The Divorcees Offer To A 16 Year Old Teenage Boy

Introduction: 16 year old British lad Sam has a problem he needs accommodation and transport up North to start a summer job fast, but a kindly call and offer from a 45 year old Neighbour Joanna Willow who had recently moved out of the street Sam lived on and up North following the breakdown of her marriage could be the answer to all his prayers and dreams. The passion and buildup of lust driven by sexual tension becomes too much as the recent divorcee Joanna offers the 16 year old boy who she...

3 years ago
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Claire Kent Alias SuperSister The Return of Superboy

When a vengeful woman turned the teenage Clark Kent aka Superboy into Claire Kent aka Super-Sister, that was the last anyone ever saw of Clark, or so Supergirl believed. So why, when she travels back in time from a period when her now adult cousin is the world-famous Superwoman, does she find a Smallville in which Superboy is back, and Claire Kent is one of the town's bad girls? CLAIRE KENT, ALIAS SUPER-SISTER: THE RETURN OF SUPERBOY by BobH (c) 2006 All characters herein...

2 years ago
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George Isolde etc Ch VII

Chapter VII George had been sitting on the front stoop, nursing a bottle of Boh when Terry pulled up. He stood up and walked toward the car. Sticking out his hand, he said, “Hi. I’m George. Welcome. Bob said you were making hay today. There’s a hose ‘round back, if you wanna knock the dust off.” Terry shook hands and said, “Name’s Terwilliger, but everyone calls me Terry. A hose doesn’t do very well. I was thinking maybe I’d run over to Mago Vista and jump in the river.” He cocked his head...

Novels
2 years ago
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Right from the Start Chapter Sixteen

Right from the Start: Chapter Sixteen - By: Beverly Taff Simon: The main character; Dorie Lou: The girl next Door who has now married Simone; Mrs Jane Benson: Dorie Lou's mother; Sandra: Simone & Dorie Lou's lesbian friends; Mary: The 'bi' while her spouse Sandra is lesbian; Toni and Paula: Their Italian lesbian friends; Mrs Webster: Their old form Teacher Doctor Wendy: Simone's Endocrinologist Doctor Julie: Simone's Psychiatrist. Sophia & Alicia: Mary and...

3 years ago
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A Pony for Her Sweet Sixteen

A Pony for Her Sweet Sixteen It's the third Friday in June and fifteen-year-old Laura Gibson is happy!Today is the last day of classes at Our Lady of Perpetual Misery private highschool for girls and tomorrow is her sixteenth birthday. A carefree summeris about to begin. She's looking forward to two months of hanging out withher friends until late August. Then she's off to Switzerland. Her parents havearranged that she continue her education at the Schadenfreude Academy, a veryexclusive...

1 year ago
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George Isolde etc Chapter XV

Chapter XV They were all sitting at the breakfast table, having a second cup of coffee, when Isolde spoke up. “I have an idea,” she said. “On those nights when I don’t feel like shutting one of you out, would you both mind coming to my bed with me, and just snuggling, and going to sleep that way?” George and Terry looked at each other. “I’m game, if you are,” Terry said. “Okay,” George said. “We can give it a try.” He wanted to say that things might be moving a little too fast, but he...

Novels
2 years ago
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George Isolde and the Brass Ring Pola Band Ch IV

Chapter IV When they got to the gig, Will, the drummer, was just setting up. He nodded to George and Isolde as he fiddled with his equipment. The bass player hadn’t arrived yet, but that was no surprise. He had told George three months ago that he was playing a wedding in Ocean City “on a Friday afternoon, for God sakes! Doesn’t anyone get married on a Saturday anymore?” he had rhetorically asked. “Maybe they got a three-day weekend special,” was George’s laconic reply. “Yeah. So now they are...

Novels
1 year ago
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19 Year Old Girlfriend Cuckolded Me

My name is Jim and I live in Pleasant Hill, which is in the East Bay of beautiful Northern California. I'm currently 24 years old, 5'-9" tall, 175 lbs., have blonde hair, blue eyes, and I work in a local bank as a teller.Last Spring, I started dating an extremely attractive Asian girl named Nikki, who had worked at a competing lending institution. Last Spring, Nikki had just turned 19. She is 5'-6" tall, 110 lbs., and she has an absolutely stunning figure. I'm particularly attracted to her...

2 years ago
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George Isolde etc Chapters X XI

Chapter X George woke up full of welts, and itching all over. His back and neck were stiff from sleeping hunched over. He scrunched up his face, and could feel the dried salt on his cheeks. He rubbed his chin and cheeks with his right hand as he turned his left arm toward the light filtering through the front window, and peered at his watch. It said 3:15. He got up and walked into the house as he tipped the bottle up and chugged his now warm beer. He set the empty bottle on the kitchen...

Novels
1 year ago
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George ISolde and the Brass Ring Polka Band Ch V

Chapter V Isolde woke up drenched in sweat. The sun was beating down on her and her hair was plastered to her forehead. Her hip ached and she had a crick in her neck from lying on it wrong. She looked at her watch. 9:00 it said. “Damn,” she thought. And then, “I really have to pee.” She sat up and looked around. She was in a field that had recently been mowed. The stubble was about four inches high. There was a woods line about 100 yards to her left. To her right, she could see houses in the...

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