Cherry Pie
Chapter 01 – Jenny 01

“Ian.  I want you to clean your room and pick up all your crap around the house.  We are 
having the Wheeler’s over tonight.”  Ian’s mom said as she said goodbye for the day.

Ian just grumbled under his sheets as he heard his door close.  Then her heard his mom’s 
car drive away.  He ripped the sheet off himself and  pulled down his boxers.  His 
morning wood was always the biggest.  The sun showed through his window and warmed 
his skin as he began to stroke.  He turned on the lesbian channel to get some tips on how 
to lick pussy so one day he might be good at it.  Watching the girls on the screen 
solidified his cock and his stroking grew more vigorous.  This wasn’t about enjoyment as 
much as it was about relief.  It only took about 2 minutes and then he was shooting his 
wad straight into the air.  Each spurt landed on his abs.  They weren’t ripped but they 
were trim.  He grabbed a few tissues from his nightstand and wiped up then headed to the 
shower.

All through his shower he kept wondering who the heck the Wheeler’s were.  He came to 
the conclusion that it must be some coworkers of his dad’s since he hadn’t heard the 
name before.

Josh and Dave were both out of town this week.  Josh was off at his grandparents and 
Dave had some summer trip with the school band.

Being alone in a house with porn suited a thirteen year old just fine.  After breakfast he 
just plopped down on the couch and began his full day of viewing.  By lunch he had shot 
a load three more times.  He wasn’t constantly stroking.  Sometimes he would just sit and 
watch.  His cock would throb and he would let himself get worked up before he rubbed 
one out.  He noticed that if he did that he would come harder and it would feel more 
intense.

By the time his mom called at 5 to say she was on her way he had jacked off a total of 
eight times.  He had gotten pretty sweaty over the course of the day so he took a quick 
rinse off and made sure he picked up his shit like his mom had said.

His mom got home and whipped up dinner pretty fast.  His dad arrived at six and right at 
six-thirty the doorbell rang.  Ian went to the door and was speechless once he answered.  
There she stood.  Literally the girl next door.  Stick straight brunette hair.  Blue eyes you 
could drown in.  The biggest tits he had seen on a girl her age and all packaged in the 
same little dress he had seen her in a couple weeks ago.

“Come in.”  Ian finally blurted out.

He could feel his cheeks were bright red but he acted like they weren’t.  In the next five 
minutes he found out her name was Jennifer and she preferred Jenny.  He hardly said 
anything to her but right at the end of dinner she piped up and said, “You have such a 
beautiful home can Ian show me around?  I bet is room has a great view.”

It was amazing the innocence that Jenny spoke with.  Ian just went with the flow and 
started to show her around.

“This is the family room.”  He pointed to the room with the giant TV that he had been 
masturbating in front of all day.  He got hard just thinking of the girl with three guys he 
had been watching earlier.  She was sucking one, she had one cock in her ass an the other 
in her pussy.

“That’s the pool out there.”  He pointed out the back door to the large wooden deck.

At that point they proceeded to head up stairs.  He let her go first not really thinking but 
then realized he had made the right decision.  As Jenny ascended the steps her dresses 
flapped back and forth exposing her to his gaze.  He couldn’t help but stare as he realized 
that she had on no panties and he could see her pussy very clearly as she took each step.  
His cock grew even harder to an embarrassing bulge.

At the top of the stairs Jenny looked back and grinned as if she knew exactly what she 
was doing.  Ian had a weird feeling.  It was like one if his porn movies had come to life.

“Here’s my room.”  Ian said as he walked in to he slightly messy abode.

“Nice.”  All of a sudden she seemed shy like she had something to say but had gotten 
nervous.

Ian just stood there as Jenny looked around at his trophies and posters.

“I saw what you were watching this morning.  You really should close your blinds.”  
Jenny blurted out and you could see she was waiting for a reaction.

“What do you mean?”  Ian responded.

“I saw you jacking off to porn this morning.”  Jenny continued to prod.

“Fine.  So what.”  Ian got a bit defensive but mostly because he didn’t know where she 
was going with this.  Then the thought of Jenny watching him stroke his cock and the 
thought they she came over in a short dress with no panties to confront him made his 
short bulge.

“Oh nothing.  I just wondered if I could come over some time and watch with you.”  
Jenny said with an innocent head tilt.

“Sure.  You come by tomorrow in the morning but won’t your parents care.”

“Nah.  They both work, they don’t need to know.”

They hurried down stairs as not to arouse suspicion.  Ian wasn’t sure how he had ended 
up with a date to watch porn with probably the prettiest girl he had ever met in person.

The next morning Ian woke up the same way as always.  This time he got an extra thrill 
just imagining that Jenny might be watching from her window.  He got showered and 
right after breakfast he heard the doorbell ring.  Instantly his penis perked up.  Jenny was 
in a miniskirt and an half top.  Her tummy was taught and her breasts pushed her top to 
the limit.

“You look hot!”  Ian said.  He was taking no chances that she would think he thought 
otherwise.

Jenny giggled and came in the house.  She walked straight to the family room and 
plopped on the couch.  Ian didn’t hesitate.  He grabbed the remote and plopped down 
right next to her.  Ian wasn’t sure where this courage was coming from but he liked it.  
Jenny let him be right next to her.  Their thighs and calves touched as well as their arms.  
Ian clicked the TV on and right away there was naked people before them.  On the screen 
there was a guy laying on his back and one girl was riding his cock and the other was 
riding his face.

“Is this good?  There are other channels.”  Ian prompted.

Jenny just stared at the action and Ian took that as a “yes”.  The bulge in Ian’s pants 
became obvious but there was nothing he could do and he could only imagine that Jenny 
expected it.  He looked over at her at one point and he could see her breathing very 
deeply.  Her tits rose and fell with every breath and he could see her nipples stretching 
the fabric of her top.

“Are you a virgin?”  Jenny blurted out.

“Uhh….”  Ian hesitated not knowing if he should tell the truth or what he thought she 
wanted to hear.
 
“I am.  I don’t think it is a big deal.  I am only thirteen.  So are you?”  Jenny said a bit 
uncomfortably.

“Yeah, I am too.  After our human sexuality course I am not sure when I am going to take 
any of those risks.”  Ian admitted.

“Yeah, I was thinking the same thing but there is some stuff you can do, right?  Jenny 
inquired.  “Like that.”  She pointed at the screen of a man and women in a 69.  “Like I 
could do that to you and you could do that to me and it wouldn’t be risky right.”

“Yeah, do you want me to do that to you?”  Ian asked.  He couldn’t believe he was 
having this conversation but considering where it was leading he wasn’t going to stop 
unless she did.

“I would love it.  I have fingered myself before but I have only heard of licking before 
this movie.”  Jenny admitted.

“I have never done it so tell me if you like what I am doing or not.”

Jenny turned and laid back against the arm of the couch.  She hiked up her skirt to her 
waist to reveal her bare pussy.  She only had a bit of peach fuzz.  Ian had seen this done 
many times on the movies but wasn’t exactly sure where to start.  Jenny watched as Ian 
brought his face between her legs and his mouth got closer and closer to pussy.  He 
kissed her thighs back and forth on the way in.  Jenny closed her eyes as his lips met 
pussy.  Ian kissed it and then stuck his tongue out.  The taste was exquisite.  It wasn’t like 
dessert but it was a tangy taste that he instantly liked.

For a moment his mind wandered to the fact that before this he had only kissed one girl.  
Then he realized he hadn’t even kissed Jenny yet.  He was sure they would get to that 
after this little heated day of experimentation.

He focused again and began to lick like he saw in the movies.  He pushed his finger 
inside her very slowly.  Jenny kept her eyes closed.  Ian watched as she pulled up her half 
top and exposed her perky tits with her rock hard nipples.  She pushed her breasts 
together and pinched her nipples.  Then with one hand she grabbed Ian’s hair and pushed 
his face into her hard.

“Fuck yeah!  That’s it!  Right there!”  Jenny screamed.

Ian knew he had found the sweet spot so he just kept going.

“Oh my god!  Yes, yes, yes.”  Jenny continued.  “I’m gonna come!  Keep going.  Oh…”

Jenny stopped talking but her hips began to buck and she pushed Ian’s head harder into 
her pussy.  Then after a minute or so of that she started to giggle and then she fell limp.

“Ian.  You are my master.  I will do anything you want if you will just keep doing that to 
me.”  Jenny confessed right there on the spot.

“Have you ever given a blowjob before?”  Ian asked.

“No but it looks fun.  Do you want to squirt it on me or do you want me to swallow it?”  
Jenny qualified.

“I want to shoot it all over your tits.”  Ian said immediately.

Jenny got up and knelt at Ian’s feet.  Ian slouched so his ass was right at the edge of the 
couch.  Jenny pulled down his shorts and smiled as his huge cock bounced free.  Jenny 
leaned in between his legs, grabbed his cock and started to stroke.  After a minute she 
began to kiss the tip of the head and lick his shaft up and down.  Ian just stared at her 
beautiful brown hair.  Then she wrapped her lips around the head of his rod and she made 
eye contact.  He was so big that she couldn’t go very deep without gagging but she tried.

Ian was so mesmerized by her eyes.  She kept eye contact the entire time.  He began to 
pump his hips in rhythm with her bobs.  She sucked and sucked.  Finally Ian could feel he 
was close.  He pulled out of her mouth and grabbed his cock.  She straightened up and 
squeezed her tits together waiting for his load.  After only a few strokes he shot his first 
stream.  It shot straight at her face and splashed across her lips.  Jenny flinched in 
surprise.  Ian corrected his aim and got the rest of his cum on her tits.  Jenny rubbed it all 
around and she also licked her lips like she had seen on the movie they had been 
watching.  She was surprised she like the taste.  It was salty but it was more about the fact 
that she made it happen.

Ian let his limp cock go and pulled his shorts back on.  Jenny rearranged her clothes and 
they sat back down.

“That was awesome!”  Ian said.

“I have to go.”  Said Jenny.  Then she got up and left straight out the door.
