The Babysitter Chronicles: Chloe's Story

by Jameson Targhee

  Chloe swam to the ladder and slowly ascended, exposing her naked body as Mr. Hunter watched. By the time the stepped completely out, he was no longer flaccid. His hard rod now pointing directly at her. Chloe walked slowly and seductively over to him and wrapped her hand around that unyielding flesh. She stood close, her hand rubbing the stiff end of his manhood against her wet lips that very much wanted to yield to his rod. Her soft breasts and hard nipples pressed into his stocky chest. They kissed as Chloe continued to play with her clit using his shaft for stimulation.

  Brad was lost in the moment. Chloe’s kisses were amazing but this new feeling of having his cock at her entrance was indescribable, her wet outer lips embracing his sensitive head. He reached a hand up and started massaging a breast. The weight of it feeling so good in his hand. He ran his thumb over her hard nipple and Chloe moaned. So far their progress to the shower was going slowly.

  As Chloe worked his spongy head against her clit she could feel an orgasm working its way through her body. Her pussy was getting wetter and wetter, Mr. Hunter’s manhood sliding up and down her lips with ease.

  “Oh Mr. Hunter, I’m gonna come all over your cock,” Chloe spoke and a moment later she did just that. Her body shaking from the intense pleasure of the climax.

  Brad felt her orgasmic juice hit his rod and knew he was on the verge. He took hold of his manhood after Chloe let go and started jerking it. His put his left arm around her to hold her close.

  “Now I’m gonna cum on your pussy,” he said, working his meat against her soft and now sensitive flesh.

  “Oh yes Mr. Hunter, I want you to, I want to feel your cum on me.”

  Hearing those words come out of sweet Chloe’s mouth was all the encouragement his body needed. His balls tightened and the white fluid jettisoned out. He covered the outside of her snatch with his seed.

  “Oh damn,” were the words that Brad said but there was no guilt with this orgasm, just pure pleasure. “I can’t believe how good you make me feel.”

  “Me too Mr. Hunter, me too. Now how about that shower?”

  17

  Brad and Chloe went inside and hopped into the hot shower, taking turns lathering each other.

  “Have I told you how much I love your body Mr. Hunter,” Chloe asked as she ran her hands over his well-muscled chest and arms.

  “The feeling is mutual Chloe. You make me feel young again.”

  Soon the two were out of the shower and in comfortable clothes. They made their way to the kitchen and started dinner. Brad started the pasta and meat for the lasagna and Chloe chopped the fresh vegetables for the salad.

  “Do you know what this kind of feels like Mr. Hunter?”

  “What’s that Chloe?”

  “A first date.”

  “Well, if this is a first date, then it’s the best first date I have ever had,” Brad replied.

  Chloe laughed, “I’m glad to hear that because I was planning on putting out.”

  Brad turned several shades of red and Chloe laughed. Soon the lasagna was going into the oven and the two resigned to the couch. They spent most of the next forty-five minutes kissing and fondling. Brad’s hand frequently under Chloe’s shirt, enjoying the feel of her braless titties. Chloe’s hand inside Mr. Hunter’s boxers, playing with his stiff rod. The time went by and before long the kitchen timer rang.

  During dinner they chatted mostly about Chloe, her love of music, her chance for a basketball scholarship but not sure if she liked basketball enough to commit her college years to it. Brad loved listening to her talk about her future, so wide open, and so many possibilities. As they ate they drank the wine, eventually finishing the bottle.

  “So, is it movie time,” Chloe asked.

  “Sure, what would you like to watch?”

  “Something scary since I have a big strong man to cuddle up to. If you want to find a movie, I’ll go change into something more comfortable,” Chloe said with mischievous smile as she headed upstairs.

  Brad turned on the entertainment center and fired up Netflix. After a few minutes of searching the titles he yelled up to Chloe “Carrie or The Conjuring?”

  “The new Carrie?”

  “Yeah”

  “Carrie then”

  Brad sat on the couch and waited. Soon Chloe came into the room and stood before him. She was wearing a sheer black nightie that went down just past her hips. There was see-through lace over her breasts and black lace panties. Between the vision of beauty before him and the alcohol inside him, Brad had no chance or desire to say no to anything Chloe wanted.

  “I’ve seen you naked several times today and each time I thought you were the most beautiful woman I have ever seen. Now, wearing that, you are, without a doubt, the sexiest woman I have ever seen.”

  Chloe blushed, “You mean that?”

  “Every word.”

  Chloe sat next to Mr. Hunter and gave him a soft lingering kiss. Brad pushed play on the remote and placed his hand high on Chloe’s thigh just as Chloe snuggled closer.

  18

  They sat quietly as the movie played, stealing the occasional kiss, but otherwise just enjoying the moment and being with each other. Then the movie ended and the credits started to roll. That’s when the kissing became several times more passionate. The type of kissing that four times out of five leads to much much more. Soon the negligee, that served as wrapping for the most wonderful present inside, was lying on the floor. Chloe leaned back and Brad started sucking on first one nipple than the other.

  Brad made his way down to those lovely lace undies and soon they were off and Brad was getting his first close-up look at heaven. He went to his knees, facing that paradise, enjoying the view before diving in. Then, as soon as his lips met hers, Chloe moaned loudly with pleasure. Chloe had been licked down there before but never like this. Brad was pleasing her in a way that she didn’t even know was possible. She put her hands on the back of his head and pushed him into her groin.

  “Oh god Mr. Hunter, I didn’t know it could feel that good.”

  Brad kept servicing Chloe’s pussy. It was been years since he had gone down on a woman and he didn’t remember it tasting so good, her juices flowing freely. He alternated between rapidly licking her clit and probing deep inside her velvet tunnel with his tongue. On his third trip back to her clit Chloe moaned loudly.

  “Oh god yes, right there, please don’t stop,” Chloe pleaded. Brad’s tongue was growing tired but he didn’t stop and soon Chloe was crying out. “Oh fuck yes Mr. Hunter,” she yelled as she pulled his head back from her now sensitive clit. The orgasm the most powerful she ever felt.

  Brad maneuvered himself up so that he could kiss Chloe, sharing the taste of her that was all over his lips and tongue. Chloe reached out and yanked his boxers down, his rod pointed directly at her sex.

  “I want you in me Brad. I want you in me now.”

  Brad chuckled, “You mean no more Mr. Hunter?”

  “I think we are on first name basis now,” she replied with a smile.

  Brad stood and removed his shirt, so they were both now without clothing. He scooped Chloe up like he did the previous night and carried upstairs. This time to his bedroom.

  Chloe wrapped her arms around Brad like she did last night as she let him carry her. She kissed his neck and whispered, “I want you now. I want you always.”

  Brad laid Chloe down on the bed then positioned himself over her, his arms extended from the bed, holding him above her.

  “I want you too Chloe but are you sure?”

  “I love you Brad and I want to love you in all possible ways,” and as Chloe said this she looked up and saw a tear rolling down Brad’s face. She reached up and wiped the tear away before pulling Brad down to her.

  “I love you to Chloe,” he said in return as his body laid on hers and his manhood found her sex. Chloe gasped as he began to enter her. His girth far greater than she had experienced her one other time with a man, a boy really.

  Brad paused, “are
you okay, is this your first time?”

  “I’m fine. It’s actually my second time but you are so much more than he was, in so many ways. Please don’t stop”

  Brad continued to push forward, her pussy the tightest he had ever penetrated, and he felt every inch slide in, being surrounded by Chloe. Then he was in, all the way in and it was Chloe’s turn to shed a tear.

  “Are you sure you are okay,” he asked while wiping that solitary tear.

  Chloe looked him in the eyes and smiled, “Kiss me,” she asked and he did.

  Brad started to pump his hips, moving his shaft in an out of her tight slippery tunnel. The pleasure of having his cock squeezed by her pussy was exquisite.

  Chloe was beyond thought, the bliss of being filled so completely making her incapable of thinking beyond this moment. She just held Brad tightly and never wanted to let go.

  The two made love, it was never fucking. There would be time for fucking later but not now. Right now they held each other, felt each other, and kissed each other all while consummating their love. It seemed to go on forever but given enough time even forever comes to an end.

  Chloe could feel her climax approaching.

  “Oh god, don’t stop,” Chloe said and a moment later her snatch gushed and shuddered, soaking Brad’s cock with a pounding wave. Feeling her climax, Brad put a little extra into his thrusts and was soon ready to cum.

  “Oh Chloe, I’m gonna cum,”

  “Yes baby, cum inside me,” she said and he did, shooting thick streams in her channel that mixed with the juices already there. He held still then, lying on top, kissing, and feeling his slowly shrinking member withdraw from her tight grasp.

  “I love you Chloe.”

  “I love you too Brad.”

  The two lovers then fell asleep in each other’s arms. The best sleep either had had in a long time.

  19

  The next morning Brad awoke from a sexy dream, Chloe the girl that normally babysat Max, was sucking his cock. He opened his eyes and saw a head full of blonde hair between his legs. He smiled, sometimes dreams come true. He reached down and lifted Chloe off of his rod. She looked up and into his eyes as she took his hard manhood out from between her lips.

  “Good morning handsome,” she smiled, just above the head of his cock.

  “I wanna fuck you,” Brad replied with a big grin as he arranged Chloe on her knees and positioned himself behind her. Taking his meat in hand, he aimed and slid in, balls deep as they say. Chloe moaned out loud and Brad started pounding. Last night was an awesome night of lovemaking. This morning was about a handsome but older man getting his way with a beautiful woman half his age.

  Brad pounded and Chloe reached under her body to finger her own clit.

  “Oh Brad, I love feeling your cock inside me,” Chloe panted.

  “Your pussy feels so good, so tight, I’m gonna fuck you with this big hard rod until I cum,” Brad replied. He loved hearing Chloe talk dirty.

  “Oh yeah, fuck that pussy. I want you to cum deep inside me Mr. Hunter,” Chloe said in a sultry voice putting emphasis on Brad’s surname.

  “Are you going to be a good girl?”

  “Oh yes Mr. Hunter, I’ll be a good girl for you.”

  “A good girl would cum all over my cock.

  “Oh yes Mr. Hunter, oh yes,” Chloe exclaimed and soon her pussy was pulsing around Brad’s large meat hammer. “Oh god, I coming all over your cock Mr. Hunter.

  “Oh Chloe, you are a good girl. Are you ready for your reward?”

  “Yes please Mr. Hunter!”

  Brad slammed his hips, thrusting his rod as deep and hard into Chloe’s pussy as he could.

  “You’re gonna make me cum again Mr. Hunter.”

  As Brad felt her tunnel close tighter around him, he felt his own climax surge. His thrusting motion combined with his ejaculation sent his seed deep inside her.

  “Oh damn, you are one very good girl,” Brad said as he thrust his hips one final time.

  The two lovers collapsed on the bed, and into each arms, where they kissed for several minutes.

  20

  “I think I need a shower,” Chloe said, “care to join me?”

  “Love to.”

  They showered and they dressed and made their way downstairs for breakfast.

  “I don’t want this to end,” Chloe said with a tremble in her voice. “I love you and I want to be with you.”

  “I love you too Chloe but you do realize that a lot of people will not approve, including your parents.”

  “My parents like you.”

  “They may not like me so much when they find out I just had sex with their daughter.”

  “But we can talk to them, make them understand.”

  “We will talk to them but they may not understand,” Brad replied as he took Chloe in his arms. “I want to be with you and we will talk your mom and dad. I just want you to be prepared for them not taking it well. However, in my defense, I make a pretty good living and can provide you some of the finer things and opportunities in life.”

  “I don’t care about money. I care about you.”

  “I know baby but your parents will want to know that you will be well taken care of and I can assure them that you will be.” Brad kissed Chloe and reassured her, “I love you Chloe and I will be with you for as long as you will have me.”

  THE END

  Alternate Storyline

  When I originally thought through this story I imagined the seduction taking a little longer but when I was writing the pool scene Chloe was much more aggressive than intended. I liked the way it flowed but was still curious about the slower path. The more gradual buildup of sexual tension. The following pages are the story told picking up from Brad applying suntan lotion on Chloe (chapter 13). Some passages will be the same but as the path diverges away from the original the more pronounced the differences.

  I suggest not reading this alternate version right away but instead wait a day or week or month, then pick up the story again and read from the beginning. Go through to chapter 13 in the original then pick up with alternate 14 on next page and continue from there.

  14

  Brad set down the lotion, “I think I got all the nooks and crannies that I was able to get.”

  “Ah,” Chloe pouted, “I liked having your hands on me.”

  “The problem is I was enjoying touching you way too much,” Brad complained.

  “There’s nothing wrong with that. I was letting you touch me. I wanted you to touch me.”

  “I can’t Chloe. I’m gonna go take a nap.”

  Chloe turned a little on her side to look more directly at Brad, “Stay out here, you can nap on the chair.”

  Brad looked at Chloe. When she twisted to look at him it exposed her left breast, her untied top still lying on the lounge chair.

  Brad stood there, knowing all the right things to say and do. He could tell Chloe to cover herself. He could just walk inside and go take a nap in his room. Instead he found his eyes constantly going back to her ample breast, just hanging there in the open as she looked up at him.

  “I guess I can enjoy a nap in the sunshine,” he finally said as he lay back on the lounge chair.

  “See, that wasn’t so hard, was it,” Chloe asked as she laid back down, her breast now pressed against the chair again and hidden from view.

  “Harder than you now,” Brad mumbled before drifting off to sleep.

  Chloe took a short nap herself but woke before Brad. She turned over, not bothering to put her top back on, and laid there topless. She looked down at her naked breasts and then looked over at Brad. She couldn’t believe how excited she was getting, lying her half naked with Brad just an arm’s length away. She thought to herself, am I brave enough? Then, answering her own question, she removed her thong. Now, no longer just half naked, she felt a thrill run through her and she reached her hand down and started playing with her clit.

  Chloe looked directly at Mr. Hunter as she self-
stimulated the sensitive area between her legs. She looked at his muscular frame that she lusted for and felt her pussy moisten. She also remembered feigning sleep while he masturbated, her hand resting at the bottom of his manhood. Chloe’s breathing became rapid as her fingers played her sex instrument, strumming a tune that would soon reach a crescendo.

  “Mr. Hunter,” she cried softly as the orgasm passed through her body. Chloe laid there for a few more minutes. She gave a few moments thought to what she was doing, if it was right or wrong. Ultimately she justified her actions by the knowledge that Mr. Hunter wanted her as badly as she wanted him. It was just gonna take some time to bring him around.

  15

  Chloe stood and looked down at Mr. Hunter, still sleeping and completely oblivious to the naked woman that had just masturbated beside him. She walked over to the pool and dived in.

  Brad woke a few minutes later to the sound of splashing, Chloe doing laps in the pool. If he had looked to his left and saw her bathing suit lying on the lounge chair, he might have gone in the house. He didn’t look though and instead got up and walked to the pool.

  Chloe was swimming when she saw Mr. Hunter walking over. She changed her course and went to the ladder.

  Brad walked up to the ladder and looked down as Chloe came up the first couple of steps, just enough to expose her luscious tits above the waterline.

  “Enjoy your nap sleepyhead?”

  “I did. What happened to your swimsuit?”

  “I decided a nice skinny dip would be fun. I might as well take advantage of having a private backyard. You should join me.”

  “As much as I would like to get naked and join you, I don’t think it would be appropriate.”

  “So you admit you would like to be naked with me,” Chloe said as she went up a couple more steps and leaned back, her outstretched arms holding onto the railing, her naked body now fully in view. When she had been naked on the lounge chair Brad had been asleep. Now she was fully exposing herself in front of his wide open eyes. Seeing the hunger and desire in those eyes caused her own desire to reach a new peak.