9:59 a.m. :: 2003-02-24
The Babysitter
John was a pretty well-built kid. He was 6 foot, muscular and 19. He was very popular in school and was liked by everyone. He did some babysitting from time to time, just to make a little extra cash while going to school.
The Patterson's down the street had called to employ John's services for the weekend, since they were going out of town. John thought, "Cool, I can really score some cash this weekend!" The new quarter was coming up and he had to buy the new books required for his classes.
Caitlin was a strikingly beautiful blonde who happened to only be 14. The problem was that she looked like she was much older. John had not seen Caitlin for more than a year, so he did not realize what he was getting himself into. John was a sex addict, and he knew how to work it. John had babysitted for Caitlin before, but she was younger and not as developed as she is now. At the time, she was a cute girl, but not "womanly" enough to get John interested.
It was Friday evening, and John packed up a few things (toiletries, etc) that he would need for the weekend. He headed out the front door on his way to the Patterson's. He was greeted by Mrs. Patterson at the front door. She was a very beautiful woman, or in John's words, "She is fucking hot!" John had not seen Caitlin yet, since she was hanging out up in her room on the internet. Mrs. Patterson gave John some last minute instructions and some cash and her and her husband left for their weekend getaway.
John was thinking to himself that he hopes this weekend isn't too "boring" for him. He called out to Caitlin to let her know he was here. He heard a door open and Caitlin came down the stairs. She was wearing short shorts and a tank top and you could almost hear John's tongue hit the floor. She was about 5'5", tan and had a body that would stop traffic. She had long, smooth, nicely tanned legs that had a remarkable shine to them, a well toned ass, a perfectly toned stomach and the nicest set of 36c tits you could ask for. John could feel his cock starting to buldge a little and decided to look away for a moment.
"Hey there", he said.
"Hey, what's up?", she replied.
"Not much. Guess I'm going to be keeping my eye on you this weekend", he said in a devilish tone.
"I don't mind. I like when the eyes are on me.", she said playfully.
They sat around and talked, getting caught up on what was going on in their lives. It started to get late and they both decided to turn in for the evening.
The next day was a beautiful summer day, perfect for taking a dip in the Patterson's inground pool. Caitlin came down with shorts and a t-shirt on, with her bikini underneath. John had remembered that he didn't not have a swimsuit. The old one he had was too small and he didn't have a reason to go out and get another one, since he did not have pool.
"It's ok", replied Caitlin. "You can just wear a pair of my Dad's boxer shorts".
"Sounds good", said John.
Well the only color boxer shorts that her Dad had were white. "Oh well, fuck it. Who cares if they will be a little see through", stated John. He put on the boxer's and headed out the door to the pool.
He sat down on a lawnchair and watched Caitlin get undressed. It was almost as if she was doing a little seductive dance for him, well at least in his mind she was. He was wearing mirrored sunglasses, so she could not see his eyes watching her. He also was had his head turned a different way to make it seem like he was looking at something else. She had a body that would make any 18 year old jealous. They both hopped in the water and began to enjoy the day.
John sat on the side of the pool with his feet dangling in the water. He was reading a book he had brought with him. It was pretty hot that day, so occasionally, he would cup some water from the pool and splash it on his chest and his shorts. He noticed that when white clothes are wet, they are pretty see through. John had an extremely large cock, that hung halfway down his leg when limp.
Caitlin jumped out of the pool and went inside for a little bit since she was expecting her friend to come over and go swimming. About 15 mins. later, Caitlin and her friend Brooke came out both in their bathing suits. Brooke was also 14 and a brunette with stunning blue eyes. She was even darker than Caitlin, and a little taller. She also had very nice breasts, closer to a 36d. They both dove in the pool and began swimming around.
John thought, "Man, I have struck gold this weekend!"
He felt himself getting a little chub from looking at Brooke and re-wet himself to cool off a little. Both girls decided to hang out near him and swam over to wear he was sitting on the ledge. He said hi to Brooke and went back to reading (pretending). Now up to this point, neither Caitlin or Brooke realized how "big" John was. They were both engaged in conversation when Caitlin looked down and saw the outline of John's cock. "Jesus, that's the biggest cock I have ever seen!", she thought to herself. John saw Caitlin looking at it and his cock began to get a little more engorged. He had to look away for a moment or he was going to get a full hard on. Caitlin thought to herself "Damn, his cock must be at least 8 inches long and he isn't even hard, and it's wider than my wrist". Caitlin gave Brooke a look that let her know she had something privately she wanted to tell her. They both swam to the other side, pretending they were just cruising around the pool. They faced the opposite way of John and began to converse.
"Brooke, did you see the size of his cock?"
"No?"
"You have to check this out. Go on the side I was on when we swim back over."
"Ok. How big did it look?"
"Let's just say it looks as long as my forearm and as wide as my wrist."
"Damn"
Both girls swam back over, Brooke going to the side Caitlin was on before. John saw them coming and wet his boxer's again, revealing a nicely engorged cock, that was all but standing at attention. The girls engaged in some conversation about school, but it was a ploy to get some glances at John's member. John pretended to be engaged in his book and watched Brooke's eyes slowly scan the enormity of his monster. John could not take anymore and decided to jump in and swim with them before he started getting a full hard on.
After swimming around for a while, Brooke's mom came to pick her up for soccer practice. Caitlin and Brooke said their goodbyes, Brook hinting for Caitlin to enjoy her studly babysitter, and went out the door. Caitlin decided it was time to play.
She went and found John and told him she wanted a massage because her legs were a little sore from swimming. They both wrapped themselves in towels and shed their wet clothes underneath. They went up to Caitlin's room and laid on the bed. Caitlin hiked up her towel to expose her very toned legs and told John to grab the massage oil in her nightstand drawer.
John began to massage those beautiful legs, and started to catch a glimpse of her nicely shaved pussy. Not a bit of hair that he could see, and he began to inch closer working his way up her thigh. After massaging her legs for a while he stradled her and started to work on her back. Since he was in a towel also, his large cock hung down and settled between her legs, with the head touching her now moistend lips. He could feel she was getting wet which made his cock start to become engorged. She could feel his size increasing and started to imagine how that huge cock would feel inside her tight pussy.
John decided it was his turn for a massage, or his cock would stiffen and end up inside her if he kept going. They changed places and he laid on his stomach, with his cock tucked behind him. When Caitlin began to massage his legs, she got a nice view of his cock and began teasing him by just barely brushing it with her hands. John thought to himself, "I wanna give her the full view", so he turned over and said the front part of his legs are what need the most work. He was able to indiscreetly hike up his towel more so that when she started to massage his legs, she was given full view of that glorious monster.....
to be continued?
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