Mis-adventures in Babysitting

Chapter Three: Babysitting

Wednesdays were the days when Liz would baby-sit Jacob and his young school friend, Jane. Since Liz was out of town William was stuck watching the kids for the four hours after school that Jane’s family was unable to watch her.

“Hey kids, are you hungry?” William poked his head into his son’s bedroom where Jacob and Jane were playing Monopoly on the floor. “I was thinking about ordering pizza.”

Jacob shook his head. “Did you forget about my practice today?”

“Your practice?” William racked his brain trying to remember so he didn’t seem to be the world’s worst father, once again. Nothing came to him.

Jacob sighed. “I have to be at soccer practice in twenty minutes. I’ll be gone for an hour and a half.”

“What about Jane?” William frowned.

“You’ll bring her back here and continue to watch her. It’s your job to baby-sit, remember? Zack’s mom will bring me home after practice.” Jacob stood and started collecting his equipment for practice. “Get ready, we have to leave in a few minutes.” Jane waved sweetly. William smiled at her. She was an absolute doll. The ten-year-old’s light blonde hair hung in natural ringlets below her shoulders and her baby blue eyes were wide and round framed by long, black lashes that batted innocently whenever she asked for something. She had been best friends with Jacob since she had moved in next door with her single mother and older sister.
The age difference in the kids didn’t seem to make any difference; they got along perfectly. William never minded having her over because she was as sweet as a butterfly and never gave him any problems. She was a perfect angel. “William, it’s time to go.” Jacob demanded, breaking his step-dad’s gaze at the young angel.

“Mr. Johnson, can we get ice cream after we drop Jacob off at practice?” She begged, fluttering her lashes.

William couldn’t say no. “Sure, Princess, anything you want.” He led the kids down to the garage and helped Jane into the backseat while Jacob quickly climbed into the front.

The drive to the soccer field was only a short seven minutes and so they had quickly gotten rid of Jacob. On the drive home, as promised, William stopped at an ice cream shop and bought Jane her favorite: chocolate chunk. Driving home, Jane wanted to sit in the front passenger seat and William let her. He even let her choose the radio station. He really couldn’t deny her anything. She was silent for most of the ride, enjoying her ice cream.

When William parked back in the garage he noticed that Jane had gotten a lot of the chocolate around the outside of her lips. He grinned. “Jane, did you get any of it inside your mouth?” He teased.

She frowned. “What do you mean?”

“You mouth is a complete mess! It’s covered in chocolate!”

“Oh!” She giggled innocently and her pink tongue quickly darted out to try and lick the chocolate off of her face. She had missed quite a bit of it.

“Here, let me help you.” William used his finger to wipe off the melted sticky chocolate from her face and then held it in front of
her mouth. Jane instinctively opened her mouth and latched onto his finger, using her tongue and sucking all the chocolate off.
William shuttered unexpectedly as he felt her young, warm mouth close around his long finger. She sucked hard as though she were a baby sucking on her mother’s tit. Her tongue licked all the way down to the base of his finger and he was shocked that she could fit his entire finger inside her mouth without gagging. It was a sensational feeling and it surprised him that he was feeling that way about how a young girl sucked his finger. I can just imagine what she could do to my cock! He found himself thinking and his cock started growing hard at the thought. He quickly pulled away from the young girl and climbed out of the car. “Come on Jane, let’s go watch a movie.”

Jane scurried into the house after him and followed him into the living room. “What are we going to watch?” She yawned unconsciously revealing how tired she was.

William forgot that young kids needed naps. “Are you sleepy Jane?” She shook her head vehemently but he knew better. “Well, I’m a little sleepy. I’d actually sort of like to take a nap. Would you mind taking a nap too?”

Jane nodded. “Well, if you’re going to then I guess I will too!”

William grinned at how easy it was to manipulate children into taking naps without them realizing that they were giving in. “You can sleep in Jacob’s room.”

“Where are you going to sleep?” Jane wanted to know.

“In my room.” William lied. He had no intention of actually sleeping. As soon as the little angel was napping he planned on finding someone to cyber with online so he could whack off.

“Can’t I sleep in your room with you?” Jane pleaded. William hesitated. He needed to get himself off so badly. But her pout was so precious! Her lip stuck out so far and her big blue eyes seemed ready to tear.

“Of course you can angel!” He gave in.

“Thank you Mr. Johnson!” Jane giddily raced William up the stairs to his bedroom and jumped onto the bed. William climbed into the bed next to her and laid down, closing his eyes and pretending to fall asleep instantly. He figured that as soon as she fell asleep he could escape to fulfill his needs. But she wasn’t quite ready to sleep yet. “Mr. Johnson,” She said suddenly, kneeling beside him on the bed.

“Yes, Jane?” He kept his eyes closed.

“Today, before we played monopoly, Jacob showed me his private parts and told me it was sort of like a toy…”

“What?” William’s eyes were instantly opened. He leaned up on his elbows. “What do you mean?”

“Well, he said that girls and boys played with each other with their private parts. He told me that it was a fun game and that he wanted to teach me how to play, but he wasn’t really sure of all the rules.” Jane shrugged. “He said that he watched it on TV last night and that you knew how to play better than he did.”

William started panicking when he realized that Jacob had seen him masturbating the night before. “Umm, Jane…”

“He said that you and his mommy played a lot and you really enjoy it.” Jane continued innocently. William continued to panic. “But since he didn’t really know how to play we decided to wait until he could teach me better.”

William sighed a breath of relief. But she didn’t stop there.

“Do you have a toy like Jacob’s?” She asked, casting her eyes curiously towards his crotch.

“Umm, yes I do…” William answered slowly.

“Can I see it?” Jane asked.

“No!” William answered a little too harshly and she pulled back. Her blue eyes started to water and her lip started to quiver. “I’m
sorry Jane, I didn’t mean to yell, but…”

“Why won’t you let me see it? I just wanted to see if it’s the same as Jacob’s.” She stuck her lip out again in a pout. “Please Mr. Johnson. I just want to look at it!”

William gritted his teeth. How could he say no to her? She wouldn’t understand. It wouldn’t hurt anything just to let her look at it.
He finally gave in. “Alright, you can look at it.” He unzipped his pants and pulled his half-hard dick out of his boxers. Just touching it felt so good, he knew that if he masturbated only for a few minutes he would cum.

“Hmm, yours is bigger than Jacob’s. It’s a lot bigger!” Her eyes widened a little as he held his cock in his hands, fighting the urge to start stroking it. She held out her arm. “Look, it’s almost as long as my arm!” She frowned. “It’s sort of funny looking. What does it feel like?”

William raised his eyebrows, not quite sure how to answer her inappropriate questions. “Well, umm, like skin sort of…I don’t know exactly, it’s sort of soft and sort of hard at the same time…”

“Can I touch it?” She asked next.

“No way. I let you see it, now no more questions.” He started to return his much hardening cock into his boxers.

“Please Mr. Johnson! I really want to know what it feels like! Jacob said it was a fun toy! I want to play with it! I don’t have one. Jacob said only boys have them. He said that I had other toys that went with the boys’ toys. I don’t really understand what he meant, but I really want to play with yours. It looks sort of fun!” She moved a little closer to him. “Please!”

William was getting so horny just thinking about letting this little angelic girl touch and play with his dick. He needed to masturbate anyway and she wanted to so badly, why shouldn’t he let her? It would make both of them happy. No one would ever know about it…

“Please!” She begged again.

What the hell! “Fine, you can play with it! Alright!” William held his dick out again and Jane eagerly touched it. It instantly jerked from her touch and she pulled back quickly.

“Why’d it do that?” She wanted to know.

“See Jane, it likes being touched and played with. The point of the game is to see how good you can play with it!” William started
getting excited at the idea of letting the little girl get him off.

“I don’t get it. How will I know how good I play?”

“If you do it right it will get really long and hard and then in order to win you have to create a liquid!” She looked puzzled. “Trust me, I’ve played this game many times!” Jane seemed to be believing him. “A white liquid will come out of the top of the toy if you win! But you have to play really well! You have to touch it a lot!”

“Okay…” Jane returned her little fingers to his dick.

“Play really good Jane! Do it for me! You want to make me happy don’t you?” She nodded emphatically. “If you win, it’ll make me really happy!”

Jane smiled and her little fingers started exploring every inch of his cock. It quickly got hard and her eyes sparkled at the thought of winning the game. “How am I doing?”

“Very good!” William moaned as her fingers tickled close to the base of his dick. “Squeeze it a little and rub it.” She tightened her grip and moved both hands up and down the length of his cock. “Another way to play is to lick it just like a lollipop. Suck on it hard and lick it all over!” He encouraged. Jane didn’t hesitated for a minute. She lowered her blonde head down to his cock and stretched her mouth over the tip, sucking harder than ever. He moaned and his cock twitched as she continued to squeeze him with her fingers and suck him with her mouth. She licked up and down like a lollipop and continued to suck hard until he started groaning uncontrollably. “You’re going to win Jane!” She sucked hard on his dick’s head one more time, accidentally letting her teeth bite it just a little which sent him completely over the edge. He shot his cum hard and fast all over her face, making her swallow some of it.

“Ooh! Did I win?”

“Yes Jane you won! You were incredible!” He grinned at her cum-covered face and used the corner of the sheet to clean her face.

“Thank you! That was fun!” She smiled. “But why did you make so many weird noises.”

“Because it felt so good, Jane!” He smiled at her. “It was so much fun for me too!”

“Good!” She was quiet for a minute and he thought that she was going to fall asleep. “Do girls have toys like that too?” She asked suddenly.

He grinned at the totally dirty thoughts that were pressing into his mind. “Yes Jane, sweetheart, girls do have toys, but they’re a little bit different. But just as fun!”

“Really?” Jane seemed excited.

“Yes and you can play with them yourself or I can play with them for you, if you want. Would you like me to show you?”
Jane nodded enthusiastically.

“Alright, first you have to take off your clothes.” He instructed. Jane hesitated. “Come on sweetie, I let you play with me, and you
saw how much I enjoyed it! Why won’t you let me play with you? I promise you’ll love it!”

Jane nodded slowly. “Okay, if you promise.”

William nodded. “You trust me don’t you Jane?”

She nodded again and started taking off her clothes. She started pulling her jumper over her head but struggled a little and

William quickly helped her, anxious to touch the innocent young girl. She sat still on the bed wearing only her pink-heart undies, smiling at him genuinely.

“Okay, now what?”

William eyed her young body, smiling at her completely flat chest and the tiniest hint of her pink nipples. He doubted that they would even raise at all when he sucked on them. “You have to take off your panties too, sweetheart. That’s one of the best toys!”

“Oh, okay!” Jane quickly slipped off her underwear and dropped them on the floor leaving her body complete exposed. “What do I
do now?”

“See, girls are lucky because they have two toys! Here,” William lightly touched Jane’s flat chest, “And here.” He softly touched a finger to Jane’s young, bald pussy.

“Really?” Jane got even more excited. “How do I play with them?”

“The same way that you played with mine, with fingers and mouth.” He smiled. “Just play however feels right.”

Jane twisted her face up, a little bit confused, but eagerly started touching her pussy with her own inexperienced fingers. Her fingers looked like they were dancing, she really didn’t know what she was doing. But she was giggle the whole time. “It sort of tickles.”

“Sometimes the mouth works better.” William told her. Watching her touch herself was fascinating but he really wanted to help.
Jane frowned. “My mouth can’t reach there!”

“But mine can. Would you like me to play with you?”

“I want to do it myself!” Jane decided. Little kids could be so stubborn. She continued probing at her pussy with her little fingers, jumping all over the place.

William sighed and placed his large hand over her small one. “Here, do it like this.” He guided her hand to make her stroke her pussy more calmly instead of so sporadically poking at herself. “Use two fingers.” She stuck out two fingers and continued to let him guide her hand, rubbing up and down her moistening lips.

“Why does it feel wet?” She asked.

“That means you’re winning!” William explained. He wanted to touch her himself, so badly, but he held back, keeping his hand only on her hand and watching her touch herself until she gave him permission. “A faster way to win is to slide your fingers inside…”
He guided her fingers to her opening and slowly slid them inside. She squealed slightly as she entered herself and her eyes
widened. “That feels good doesn’t it?”

She nodded. “Yea…it’s weird! But it feels really good!”

“Bring them slowly out and then put them back in,” He continued to guide her little fingers as they pumped in and out of her pussy. Hips started wriggling from the pressure and she started breathing in shorter breaths.

“Wow! This is fun!”

“Do you want me to make it more fun?” William asked. He was dying to taste her! He wanted to lick her virgin pussy until she came, almost positive it would be her first climax ever, and he wanted to give it to her!

“How can it be more fun?” She asked innocently.

“Let me use my mouth, like you did for me! Please, it’s only fair! I let you do it!” William begged ridiculously.

Jane nodded. “Okay.”

“Now, while I play with this toy, you can play with your other toys.” He pulled her fingers out of her pussy and took her other hand,
putting both hand on either one of her tiny nipples. “All you have to do is rub these little lumps. You can pinch them and squeeze them. Trust me, you’ll enjoy it!” Jane obediently started rubbing at her non-existent breasts and turning what little nipples she did have into very round little nubs.

William softly pushed Jane back until she was laying on her back and he spread her legs, giving himself better access to her small pussy. He leaned forward until his lips could reach her. He slowly stuck out his tongue and licked up the outside of her pussy lips. She squirmed when he touched her. That made him excited and he could feel his cock hardening again. He couldn’t believe what he was doing to his step-son’s young friend. But she was just so inviting!

“Does it feel good?” He asked, barely lifting his mouth away from her pussy.

Jane nodded. She was still rubbing her nipples faithfully as William busily returned his tongue to her vagina. He was furiously licking the wet lips of her pussy and sucking randomly on her tiny clit. As he continued to suck on her, William suddenly stuck a finger inside of her tight butt hole. Jane squealed and her hips jumped uncontrollably.

“What are you doing?” Jane asked in surprise.

William didn’t stop though. He forced his finger farther into her, wiggling it around, loving the way that her hips were jerking and bucking up to his mouth.

“Doesn’t it feel good sweetheart?” William asked, sticking his tongue farther into her.

“Umm, I don’t know…” Jane was squirming.

“Sure it does…” He coaxed her sweetly.

“It feels sort of funny.” Jane wasn’t yielding to his explorations very well so William removed his fingers from her ass. Instead he inserted two fingers up into her pussy hole, while continuing to suck hard on her clit. She giggled softly and her hips jerked as he
started pumping his fingers into her.

“That feels good though, doesn’t it?” William grinned to himself as he flicked her tiny little bud with his tongue.

She was shaking so severely that he knew she wouldn’t hold out for very much longer. She was breathing very heavily and her body was trembling uncontrollably. Her hips bucked and twitched spontaneously and William pumped in and out of her faster. Without warning her he replaced his tongue with his other hand’s thumb and forefinger, rubbing and pinching her swollen clit. He moved up her small body until his mouth was level with her flat chest and started licking and sucking at her puckering little nipples. She shrieked as her orgasm tore through her body making her pussy tighten and then relax as her young juices poured out of her.

“Oh my…” She panted as her hips relaxed.

William had to taste her. He wanted to taste her innocence so he moved his mouth back to her pussy and started licking furiously, drinking up all the fluids she had released.

“Did I win?” Jane asked breathily.

“Yes, did it feel good?” William licked her pussy lips clean and sat up, staring into her young, bright eyes. She nodded shyly and smiled at him. “Did you have fun, Jane?” She nodded again. “Would you like to play with me again?” Getting the young girl off had made William very hard again. Jane’s fingers were still unconsciously petting her small budding breasts as she nodded slowly.

“Okay…” He laid back down and motioned for her to touch him again. Just as her little fingers started tickling his dick though, the doorbell rang.

“Oh god!” William jumped up and stuffed his cock back into his pants, hoping it would relax quickly. “Jane, sweetheart, this was
fun right?” She nodded. “But, see the whole fun part is that it’s a secret. Do you understand?” She frowned. “Umm, you can’t tell
anybody, okay? It needs to be a secret between just the two of us or we won’t be able to do it again and then we won’t be able to have fun anymore. Okay?” He waited for her slow nod. “Can you keep it a secret for me?” She nodded again. “Good girl! Now here, let’s get you dressed quickly.” William grabbed her panties off the ground and she pulled them on as he struggled to pull her dress back over her head. When she was all dressed he lifted her off the bed and ran down the stairs to answer the door. He was surprised to see Jacob on the doorstep with one of his friend’s moms who had driven him home after practice. William had completely lost track of time. He thanked the woman for bringing his step-son home and then closed the door after Jacob entered.

“What’ve you guys been doing?” Jacob asked nonchalantly as Jane skipped down the stairs and stood with a huge grin on her light pink lips.

“Umm…” William hesitated and couldn’t help letting his mind wander for a brief moment. He thought about what Jane had said about Jacob’s interest in sex and William couldn’t help considering the possibilities if he let Jacob join him and Jane in bed…but no, not right now…maybe another time…