The Babysitter Chronicles: Chloe's Story Read online

  “Why not dad?”

  “Yeah, why not Mr. Hunter,” Chloe asked with a smirk on her face.

  Great, thought Brad, they are teaming up on me.

  “Because Max, I am way too old for Chloe.”

  “Says who,” Chloe wanted to know, “You’re a good looking guy Mr. Hunter. I’d go out with you.”

  “Yeah, and your parents would kill me,” Brad replied as he put the hash browns on a plate and started the eggs. “Now time to change the subject. Max, do you have your stuff ready for the sleepover?”

  “Yeah dad. When are you taking me over there?”

  “Sometime after lunch.”

  “Do you think we could run by my house Mr. Hunter? I forgot to bring my swimsuit and would like to pick it up.” Although truth be told she didn’t forget her swimsuit but wanted a different one instead. The one she brought was very modest but a couple of weeks ago she used her babysitting money to buy something a little sexier. Something her mom and dad would have a cow about if they saw her wearing it. She thought Mr. Hunter would like it though. In fact she thought his reaction would be quite noticeable. She also wanted to grab some lingerie that she has never had a good reason to wear but made her feel sexy.

  “Sure, we can stop by your place. I was thinking of going by the store as well and picking up the ingredients for lasagna for dinner.”

  “Oh, your lasagna is the bomb Mr. Hunter. Can we get stuff for a salad too? I’ll make it,” Chloe volunteered.

  “Yeah, that would go well with the pasta.”

  “Maybe some wine too?”

  “You’re 18 not 21 Chloe.”

  “I won’t tell anyone, I promise.”

  “We’ll see. Breakfast is ready.”

  The three of them sat around the dining table, all with healthy appetites, enjoying the excellent food. Chloe thought Mr. Hunter was a great cook. Max kept talking about some new Transformer movie that he wanted to see between chowing down bites of eggs and hash browns.

  After breakfast, Chloe helped Mr. Hunter clean up the dishes. Brad noticed that she was “accidently” rubbing against him while they worked on cleaning. He knew he should say something but he was enjoying her company and her attention. Yes, she was half his age but she was a woman, and a very attractive young woman. At times she would lean over the counter when talking to him, displaying her well rounded breasts.

  11

  Once clean-up was done, Brad and Chloe went in the TV room and played some Wii Bowling with Max. Whenever it was Max’s turn to bowl Chloe would sit close to Brad. Close enough that their legs would touch. Again, Brad knew he should say something but couldn’t

  It wasn’t long before lunch rolled around and after eating some pizza they packed up the car and headed out. They dropped off Max first before going to Chloe’s house.

  “I should just be a minute if you want to wait in the car,” Chloe suggested. The truth was she didn’t want him to see what she was getting until she was wearing it.

  “Okay.” Brad watched Chloe walk to the front door. Her ass had the most perfect bubble shape. How he would love to run his hands along those curves. Never gonna happen he told himself. A little flirting is okay but it can’t go past that.

  A few minutes later they were on the road again and heading to the grocery store. Once there, they worked their way through the produce, the only point of disagreement was mushrooms. Brad was pro but Chloe was against. They examined and bought bell peppers, tomatoes, green onions, and broccoli for the salad. Next was the pasta isle for noodles and sauce. Brad already hamburger and Italian sausage at home. Brad was pushing the cart towards the checkout lanes when Chloe stopped him. She placed both her hands on Brad’s well-muscled arm and with her face close to his asked –

  “Wine?”

  Brad looked into those emerald green eyes and knew that his heart and his will power were both melting.

  “Sure.”

  “Yeah,” Chloe said before planting a kiss on his cheek.

  Brad paid for the items and thirty minutes later they were in his kitchen putting the last of the groceries away.

  12

  “Will you join me by the pool,” Chloe asked.

  “I might just do some work on the computer.”

  “Ah come on Mr. Hunter,” Chloe pleaded with her hands on his stocky chest, “I don’t want to sit out there all alone. We can catch some rays together then play in the water. Please.” She drew the please out while adding a pout to her face.

  Brad knew the slippery slope he was on, but between his natural affection for Chloe and the two plus years since he has had female companionship, he said the only thing he could say.

  “Give me a few minutes to change.”

  “You’re the best Mr. Hunter,” Chloe said before giving him a quick kiss, on the lips this time, “I’m gonna go change.”

  Brad stood there as Chloe took the bag from her house up to the guest bedroom. That kiss, as quick as it was, lingered on his lips and sent a shiver through his groin. He got his feet moving and made his way upstairs. Once in his room he undressed and stood there naked for a moment. The blood was already flowing to the organ between his legs. He wasn’t completely erect but definitely had a nice chub going. He found his swimwear, a tight fitting pair of speedos, and slipped them on. He positioned his cock pointing down. Brad didn’t want to chance the head poking out the top if he got a fully hard rod.

  Chloe finished adjusting her suit. It’s the first time she has worn it since she bought it, knowing she could never wear it at her house. She was looking forward to seeing Mr. Hunter’s reaction to it. Grabbing her bag with her suntan oil and kindle, she went downstairs. Standing at the sliding glass door, she looked out and saw Mr. Hunter. He was standing at the edge of the large in-ground pool and using the skimmer to remove leaves. Mr. Hunter had more of a weight lifter’s body than a swimmer’s body but damn he rock those speedos with his well-defined musculature. Chloe walked outside.

  Brad heard Chloe walk out and turned to look at her. There was a moment where he forgot to breathe. She stood there, hand on a hip and striking a pose, looking like a Sports Illustrated swimsuit model. Her top was two triangles of fabric that covered her nipples but left the rest of her breasts completely exposed. Similarly, there was only a small piece between her legs and covering her sex.

  “What do you think Mr. Hunter,” Chloe asked as she did a slow turn to expose her backside. Brad felt his rod grow to full size as he saw her exposed ass. Just the string showing that holds that little patch of cloth in place over her pussy.

  “I’m surprised your parents let you wear that,” Brad managed to say through the distraction of her body and his reaction to it.

  “They haven’t seen it but I thought you would like it,” Chloe said as she finished turning and faced him once again. She made an obvious show of looking at the bulge in his swimsuit, “and it appears that you do like it.”

  Brad was at a loss for words. She was staring at the bulge of his cock that his erection made hard not to notice and he couldn’t take his eyes off her.

  “I’m not sure that we should be doing this,” he finally managed to say.

  “Doing what? Hanging out by the pool.” Chloe asked knowing damn well what he meant but not about to make it easy for him.

  “Nothing can happen between us.”

  “Nothing is happening Mr. Hunter,” Chloe said as she walked up to him and placed her hand on his chest, “but it is nice that we have complete privacy back here,” she finished as she let her hand trail down his chest, stopping at the top of his speedos. Her eyes followed her hand and now she was looking at his impressive bulge again. “You really are a big guy Mr. Hunter,” she said before turning and walking to the lounge chair where she set her things.

  Brad tried to will his hard rod to go down but it was no use. He decided it best to just lay down on the lounge chair. Chloe was on the chair next to him rubbing oil into her skin. He tried not to stare as she ran her hand under her t
op and massaged the oil onto her soft round globes. She worked her way down, getting her arms, her flat belly, and the fronts of her shapely legs. Brad watched this from the corner of his eye. She then turned over, lying flat on her stomach, and reached out with the oil.

  “Can you get my back,” she asked.

  Brad took the oil and knew there was no point in trying to get out of doing this. He scooted his chair closer to Chloe and said “sure.”

  “Can you undo my top?”

  “How come,” Brad asked. He was feeling almost light headed from the sexual tension.

  “I hate tan lines,” was the simple reply. Brad reached out and undid the string going across her back.

  “Do you want me to undo the neck as well?”

  “Yeah, that would be great.”

  13

  Brad looked down at Chloe, lying topless before him, and couldn’t decide if he was damned or saved. He squirted some oil into his hand and warmed it before starting on her back. It felt so good to touch her that Brad was surprised he didn’t cum right then and there.

  “You really know how to make a girl feel good Mr. Hunter. I wouldn’t complain if you did that all day,” Chloe told him, enjoying his strong hands on her back.

  “I’m glad you enjoyed it Chloe,” he said as he finished oiling her back and set the oil down beside the chair.

  “You’re not done yet,” Chloe stated.

  “I’m not?”

  “No, you need to do my butt and the backs of my legs.”

  “Oh,” Brad replied as he picked the oil up and went back to work, hesitating for a moment before placing his hands on her perfect ass. When he finally laid his hands upon her bubble shaped posterior he knew heaven had to involve this young lady. He kneaded the oil into ass cheeks and Chloe moaned in response. His fingers ran through butt crack, touching the string that covered the opening of her anus. He worked his way to the bottom of her ass, where it met her thighs, and Chloe spread her legs to allow better access. He could see the small bit of cloth that covered her pussy but left part of the mound exposed on either side.

  He ran his hands up her smooth thighs and let his fingers trace that exposed flesh that was so close to the opening of her vagina. Chloe moaned again.

  “Mr. Hunter, please don’t stop.”

  Brad went to the bottom of her legs and worked his way back up again. This time he let his fingers linger on that smooth shaven flesh that bordered the entrance to her tunnel. Once again Chloe moaned in response. Feeling a little braver, Brad ran his fingers over her entrance and felt the dampness in the cloth that was still hiding it from view. How much further was he willing to go? He paused for a moment.

  14

  “Please,” Chloe moaned and lifted her ass a little. “Please touch me again.”

  Brad couldn’t stop looking at this even better view. He reached out and cupped his hand over her pussy, massaging it through her barely there excuse of a swimsuit. Her juices were flowing freely now, wetting his hand. This was so wrong and he kept telling himself to stop but Chloe’s moans and encouragement made stopping in impossible task.

  “Mr. Hunter, you’re going to make me cum,” Chloe exclaimed as she started moving her hips, pressing her swollen clit against his hand even harder.

  “Oh god yes!” she yelled and Brad felt a larger squirt against his hand. Chloe lowered her ass back to the chair. “You made me cum so hard. That was awesome Mr. Hunter.”

  Brad sat there for a moment and brought his wet hand to his lips and tasted Chloe’s juices. He felt in a daze. He couldn’t believe that just happened. Why was he so powerless to say no to her?

  “I shouldn’t have done that Chloe.”

  “Why not? I wanted you too.”

  “I need to go lie down for a while, I didn’t get much sleep last night.”

  “I know,” Chloe said with a smile. She was still lying face down but lifted her side a little to see Brad better. With her top undone, her tit on that side was now exposed.

  “You know? How?” Brad asked, trying unsuccessfully not to look at the flesh she was showing.

  “Because I was up with you,” she said still smiling, “You don’t know how much it turned me on watching you masturbated.”

  “I’m so sorry Chloe.”

  “Don’t be and don’t go anywhere either. You can take a nap out here and we can talk more when you wake up.”

  “Okay,” was all Brad could say. His brain couldn’t process all of this right now. He laid back and closed his eyes. In a few minutes he was asleep.

  15

  Chloe laid on her stomach until she was absolutely sure Brad was asleep then she turned over. She set aside her top and took her bottoms off. Now, completely naked, she picked up her Kindle, sat back, read her book, and waited.

  Brad slept for about an hour, and when he opened his eyes and turned his head he found himself once again speechless.

  “Did you have a good nap,” Chloe asked, knowing that he was taking in the view.

  “Um, yeah,” he stammered. “What happened to your swimsuit?”

  “I took it off,” Chloe stated the obvious, “besides it’s not like it was really covering much. Anyway, I told you I hate tan lines.”

  Brad sat up then stood next to Chloe’s chair. He looked down at her amazing body. His cock that had softened during his nap was now fully erect again. He knew if he stayed a moment longer he would take that body. He would plunge his rod into her dark wet tunnel. He couldn’t let that happen.

  “I need to go inside.”

  “Wait,” Chloe said as sat up and swung her legs off of the lounge chair, placing her feet to either side of his. She placed her hands on his hips, her head eye level with his bulging crotch. She looked up into his brown eyes and said again, “wait.”

  Brad looked down, his eyes going from her angelic face and pouty lips, to her large breasts with inviting nipples, to her exposed pussy.

  “Mr. Hunter, do you know why I am sitting here naked?”

  Brad shook his head.

  “Because I feel completely safe when I am with you. I know that you can enjoy my body but that isn’t the only think you like about me. You do like me Mr. Hunter, don’t you?”

  “Of course I do Chloe. You are a beautiful and amazing young lady.”

  “Well, if I can feel comfortable enough to bare myself completely to you, do you think you can be that comfortable around me?”

  “Chloe, your parents,” it was his last defense.

  “They’re not here. It’s just you and me.”

  “Please,” she repeated as the curled her fingers that were on either side of his hip under the waistband of his speedos.

  Brad looked down at Chloe looking expectantly up at him. He gave a small nod and Chloe smiled.

  She started slowly pulling down his swimsuit, gradually exposing his rock hard shaft. She wanted this moment of discovery to last. Yes, she had seen his cock before but like this, not with both their eyes wide open, both aware of the other watching. She was almost to the head of his massive shaft.

  “Wait,” Brad said, “if you are not careful it will spring up. There is a lot of tension in it right now.”

  “Don’t worry,” she replied. Chloe leaned in and started feathering his cock with kisses, starting at the base and working her way to the still covered head. Then parted her lips and held them against his rod, just below the tip. She lowered his speedos the rest of the way and caught the mushroom head in her mouth as it came up. She tasted his salty precum on her tongue as she moved her lips over and then off of his swollen head.

  “There,” she said, looking up at him, “that’s not so bad is it?”

  “No,” Brad managed. His pole was pointing directly at her face as she smiled up at him.

  “I never knew a cock could be so beautiful,” Chloe state as she reached a hand up and slowly stroked his meat.

  “Chloe don’t,” Brad stammered. He couldn’t take the stimulation, it was too much.

  “
It’s okay…” Chloe started to say but was cut short when the first jet of cum hit the back of her throat and he kept coming. A morning full of sexual frustration being let out.

  Chloe put his rod inside her mouth and swallowed and swallowed and swallowed. There was so much of it but she was determined to take it all. She wanted to make him happy.

  Finally the flow stopped and Chloe slowly brought her mouth off his shaft, making sure to lick off the last bit of juice from the tip.

  “I’m so sorry,” Brad said for the second time this morning, “It’s been over two years since a woman has touched me like that and seeing you down there, doing that, it was too much.”

  “You don’t need to apologize,” Chloe said as she stood up, “you just need to kiss me.”

  Brad did kiss her after he pulled her up and wrapped her naked body up in his. They kissed for a long time, enjoying the moment like only a first kiss can be enjoyed. When finally their lips came apart, Chloe asked…

  “Two years? Really?”

  “Really.”

  16

  “Wow. Well I think it’s awesome that I am the one who broke your dry spell,” Chloe said before giving Brad another kiss. “Now let’s go hop in the pool.”

  Brad watched as a naked Chloe ran for, and then dived into, the deep end of the pool. It was a truly beautiful thing to watch. A moment later her head popped out of the water.

  “What are you waiting for Mr. Hunter?”

  He didn’t need to be asked twice. He dived in and swam up next to Chloe. They kissed and they played and they fondled and soon another hour had passed.

  “I think I’m gonna go shower and start dinner,” Brad told Chloe after that were both waterlogged from playing in the pool.

  “Would you like some company in the shower,” she asked, her arms draped over Mr. Hunter’s shoulders, her body pressed to his.

  “I think that would be nice,” Brad replied, amazed at how quickly he had become comfortable being completely naked around Chloe.

  Mr. Hunter climbed out of the pool first, Chloe watching him as he used the ladder. How had it taken her this long to see what a hunk of a guy he is? He turned once he was out of the pool and looked at Chloe. His cock wasn’t erect but definitely chubby, large even when mostly flaccid.