Date: Thu, 11 Aug 2011 18:08:06 -0400 (EDT)
From: MomsBrokenHalo@aol.com
Subject: Cougar Mom 9 (Bisexual-adult/youth)

 Authors Note: This story is mostly fictional with a little truth mixed in.
This is the next chapter in what I hope will be an ongoing series.  I am
learning as I go so please be patient.  While I hope each chapter will be
enjoyable as a stand alone story it is encouraged that you read the
previous chapters to fully understand the story line.

Any comments, complaints or suggestions would be greatly appreciated.  If
you have emailed me before, please note the new email address.
MomsBrokenHalo@aol.com.  Thank you.


My name is Shelly Andrews I am a 37 year old divorced Mom of two, I am 5'7"
and 145 pounds, I have long curly blonde hair and blue eyes.  I think my
best features are my 36D breasts.  At least that is the part that attracts
the most attention.

This is the ninth chapter of my story.  How I became attracted to and
involved with younger guys and girls.  Mostly friends of my son and
daughter.


XXXXXXXXXX

Cougar Mom Chapter 9

I think Spring is my favorite time of the year.  I love when it gets warm
enough to start working outside in my flower gardens.  We have a large back
yard so I have two large flower beds and one smaller bed that is for my
roses.

Another thing I love about spring is that it means we can open our swimming
pool.  I have always enjoyed the pool but I think I was going to really
love it this year.  We have one of the nicest pools in the neighborhood and
all of Mark and Sadie's friends seemed to always be coming over to swim.

While it has been fun to have kids over in the past I knew this year would
be different.  Ever since I discovered my lust for young guys and girls I
have been anticipating and fantasizing about opening the pool back up and
having half naked teenagers running around.

It was a Friday in April and it was the first day of a three day holiday
weekend, I was out in the back yard working in my flower gardens.  I was
wearing a pair of terry cloth shorts and a thin flimsy halter top with
spaghetti straps. Since the kids were gone and I was home alone I was not
wearing a bra. I had my head phones on and my Ipod was blaring in my ears.
I was on my hands and knees digging in the dirt when I felt a shadow over
me.  I looked up to see Freddy looking down at me.

"Hi Ms. Andrews, I came by to see Mark but no one came to the door when I
knocked, I started to leave then I seen you back here."

"Hi Freddy, Mark and Sadie went with their Dad to Myrtle Beach for the long
weekend.  It was planned at the last minute and they left about an hour
ago.  I figured Mark would have told you he was going."

"He probably tried to call, but the battery in my cell phone has had
trouble holding a charge lately, I have been meaning to get a new one.  I
was hoping we could go swimming, did he tell you I made the swim team at
school?"

"No he did not mention that, congratulations. I have seen you in the pool
you look fast."

Thank you Ms. Andrews, Well I guess I will go home and let you get back to
your flowers."

Freddy looked disappointed and a little bit sad.  From everything Mark had
told me, He did not have the best home life.  His Mom had left his dad when
he was young and his dad was either working or drunk and because of that He
did not pay Freddy a lot of attention.  Mark was his best friend, one of
very few real friends that Freddy had.

As he turned to leave I said, "Wait, you do not have to go, why don't you
hang out, use the pool and keep me company."

His face brightened, "Really?  You don't mind?"

I looked him up and down.  He was about the same size as Mark, maybe an
inch shorter than my son who is 5' 10" tall.  I judged them to be close to
the same weight, around 150 pounds.  Freddy had red hair and green eyes and
he had freckles, I thought he was really cute.

"Do you need to borrow a pair of Marks shorts?"

"No, I have my swim trunks on under my jeans."

Freddy quickly shed his T-shirt and jeans.  He was wearing a Speedo like
they wear in the Olympics.  He had a sleek swimmers body. I thought his
swim trunks looked a lot like panties and it made me think of Alan my
neighbor.

I watched as Freddy jumped into the pool then went back to working in my
flowers.  It was a warm day and I quickly worked up a thirst.  I went
inside and got the picture of tea I had made earlier and two big glasses of
ice.  I took the tray out to the pool and offered Freddy a drink.

He climbed out of the pool and joined me.  As he took the glass I noticed
him trying to be discreet as he peeked down my top.  I could not help but
tease him by leaning down to spread a towel across a lawn chair.  When I
stood up his eye was wide and I knew he got a great look at my breasts.

He tried to hide his reaction by drinking the whole glass of tea in one
swig.  I glanced down to see that Freddy was sporting a hard on that could
not be hid by his tight Speedos.  I caught myself licking my lips.  I
refilled his glass and as I handed it to him I let my breasts lightly brush
against his right arm.  Freddy jumped like he had been shocked.

"Freddy, do you want to know a secret?"

"Uh, Sure Ms. Andrews."

"Well first, call me Shelly, but the secret is that I have always thought
you were really cute."

"Oh God, really?  Or are you teasing me just to make fun of me like the
girls at school do?"

I grinned at Freddy "Sweetie, I may be teasing you just a bit but I would
never make fun of you."

He started to blush, his hand was shaking so bad that he dropped his glass
onto the ground.  Freddy started apologizing as I bent down to pick it up.
When I looked up I realized my face was at waist level and the bulge in his
Speedos was just inches away from my lips.  I could not resist.  Freddy let
out an audible gasp as I kissed the bulge in his trunks and licked the
length of his cock through the flimsy material.

"Wow Freddy, that is an impressive bulge in your swim trunks but it looks
really uncomfortable.  Do you want me to help you with that?"

He did not answer me, he just stared down at me in shock.  It was like he
thought he was in a dream and was afraid to say or do anything or it would
cause him to wake up.  I stood up to face Freddy.  He was even paler than
he usually is.

"Freddy do you have a girlfriend?"

"Uh no, I use to, well sort of....she was the closest thing I ever had to a
girlfriend but she moved away about two months ago."

Poor guy, no wonder he always seemed sad.  I know I should quit but like in
the past I lost my resolve as I leaned close and kissed Freddy on the lips.

He looked like he was in a daze as I took his hand and led him over to a
lounge chair.  I pushed Freddy down onto his back on the chair and
straddled his crotch, I could feel his hard cock nestle between my thighs.

"Ms. Andrews...are you sure we should be doing this?  I mean you are Mark's
Mom."

"Freddy you are a sexy guy and I do not have a boyfriend, you do not have a
girlfriend and no one has to know what we do.  Or do you not think I am
pretty enough?"

"OH No Ms. Andrews, uh I mean Shelly I think you are beautiful.  I just
would have never guessed in a million years that you would ever have any
interest in someone like me."

As we were talking I was slowly grinding my pussy on his cock.

"Freddy, if we go any further You have to promise to keep everything we do
a secret ok?"

All he did was shake his head.

"No Freddy I have to hear you say it.  If we do this you have to tell me
you promise not to say anything to anyone."

"I Promise Ms. An...Shelly I promise I will not tell anyone."

I leaned down to kiss him again.  This time we kissed longer and I let
Freddy slip his tongue inside my mouth.  he wrapped his arms around me and
my breasts were pressed against his bare chest.

We broke the kiss and I sat up.  Smiling down at Freddy I reached for the
hem of my tank top and pulled it over my head giving him a view of my bare
breasts.  Freddy reached up to run his hands over my boobs spending extra
time squeezing them and pinching the nipples.  I really started grinding my
cunt over his cock.  I heard Freddy mumble oh God and then he got a glazed
look in his eyes as he started to buck his hips wildly.  The poor guy was
cumming already.  When he finally relaxed he started to apologize again.

"Oh Shelly I am so sorry, I could not help it.  Please do not be mad at
me."

I just giggled and leaned down to kiss him.

"It's ok Sweetheart unless you have to go home we have all afternoon."

I got off of him and I knew he was watching me close.  I turn my back to
him and as I wiggled my hips I slide my shorts down and off.  I stood in
front of him wearing nothing but a lacy pair of red panties.  I held out my
hand and pulled Freddy to his feet.  I reached down to cup his cock and
balls through the Speedos.

"Oh My Freddy, you made a big mess we need to get those cum soaked trunks
off of you."

I started to slide his swim trunks down his legs and his cock popped free.
He may have cum already but it was still rock hard and a good 6 1/2 to 7
inches long.  God how I love young horny boys.  I reached out to run my
hand up and down the shaft as he stepped out of his Speedos.  It felt so
warm and silky smooth.  I leaned down to kiss the head and felt it throb in
my hand.

I held Freddy's cock in my hand and led him back to the lounge chair.  I
slid my panties down and off then laid down on the chair.  I was laying on
my back and I pulled Freddy down on top of me.

We kissed for a little while as our tongues explored each others mouth.
Freddy broke the kiss and move down a bit to start kissing and licking my
nipples.  He would go back and forth from one breast to the other kissing,
licking and sucking.  He eventually started biting them roughly.

Freddy started kissing his way further down and by the time I felt his
tongue enter my pussy I was extremely wet.  You could tell this was the
first time he had ever ate a woman's pussy because while he was
enthusiastic he was licking randomly and was not focused on making me cum.

I decided to teach Freddy about performing oral on a woman.  The first
thing he needed to learn was to slow down.  I made him take his time and
lick the folds of my cunt.  Freddy was good at following directions.  When
I told him to start concentrating on my clit, he started licking and
sucking it.  When he started to nibble on my sensitive clit I put my hand
behind his head holding his mouth tight against my pussy.  Soon he had me
bucking my hips and cumming hard.

I eventually pushed him away.  He smiled up at me and asked if he did ok.
I told him that he did great and I was sure he would only get better.  I
playfully asked Freddy if he wanted to fuck me now.  Of course he said
YES!!!!  I spread my legs as he got between them.  I watched him guide his
cock into my wet pussy.  He easily slide the entire length into me and let
it rest there.

He started to work his cock in and out of me slowly.  He may have been wild
when he started eating my cunt but he seemed to know what he was doing now.
Nice long deep thrusts.  My hands were on the back of his sexy butt as he
fucked me.

I was glad that I had purchased sturdy lounge chairs for the pool instead
of those cheap fold up ones that a lot of people have or we would have
broken the one we were on and had ended up fucking in the grass or on hard
concrete.

We both had cum once already and my clit was still very sensitive.  Each
time he pushed into me and rubbed my clit with his cock sent bolts of
electricity throughout my body.  I pulled him to me so I could kiss him as
he continued to fuck me.

I wrapped my legs around Freddy's waist encouraging him to fuck me deep.
He was starting to fuck me faster, his young cock hitting all the right
spots and we were both starting to moan loudly.  Freddy had raised up and
was resting on his elbows and he was looking down watching me as he started
to fuck me harder.  I started to encourage him.

"Oh God Freddy fuck me harder.  Come on baby give me what I want.  Cum
inside my hot wet cunt!!!"

My cunt was tingling and I was seeing stars as I started cumming again.  I
gripped Freddy's butt again and as I pushed a finger into his ass that
pushed him over the edge and he started shooting a load of hot cum deep
inside of me before finally collapsing on top of me.

We laid there for several minutes with his head resting on my breasts as we
tried to recover and catch our breath.  Since Freddy was younger he
recovered faster that I did.  He started to lick and suck my breasts again
and soon I felt his cock start to get hard against my thigh.

I reached down to guide his cock back inside of me.  This time he fucked me
for what seemed like an hour.  I lost count how many times his hard cock
made me cum before he shot a second load inside of me.  I was exhausted so
I just lay there and watched Freddy get dressed.

"Freddy do you have any plans for tomorrow evening?"

"Probably just stay home and play video games."

"Oh I think we can do better than that, why don't you come around 6:30 and
we will see if we can find something more fun to do than play video games."

He readily agreed, I got up, walked to him and we made out a little more
but he eventually had to head home.

XXXXXXXXXX

I was thinking about Freddy coming over on Saturday and I kept picturing
him in his Speedos.  That made me think of Alan again.  I decided to try
and set up a fun and kinky evening that would involve not only Freddy but
Alan as well.  I knew Alan might resist at first but I was sure I could
talk him into going along with my plan.

I have fooled around with my 16 year old neighbor on several occasions, he
loved for me to dress him up in my daughters clothes and treat him like my
lesbian lover.  He even let me fuck him with my strap on from time to time.
His Mom was a very religious person and she would have died from a heart
attack if she knew what we did together.

Alan had confessed to me once that he did not think he was gay but that
when he was dressed he had wondered what it would be like to play with and
suck another guys cock.  He was not sure if he would let another guy fuck
him like a girl but he was sure he wanted to try oral.

I called Alan Saturday Morning.  I had a reason for why I was calling in
case his Mom answered but luckily Alan was the one who answered the phone.
I made sure it was Alan I was talking to.

"Hey Baby, it's Shelly, how are you sweetheart?"

"I am good, I really miss you though."

"I miss you too, I was wondering if maybe you could get away and come over
this evening?"

I could hear the excitement in his voice.

"Actually the church is having a charity bingo game tonight and Mom said I
did not have to go if I did not want to.  She told me she was leaving
around 5."

"Great, why don't you come over around 5:30.  I have a big surprise for
you."

XXXXXXXXXX

Around 2 I took a nice long nap.  I got up and took a bubble bath and fixed
my hair.  I went to Sadie's room and picked out what I wanted to dress Alan
in then went to my room to get dressed.

I started by fixing a creme colored garter belt around my waist then sat on
the edge of the bed to attach a pair of creme colored stockings to the
garters.  Next came the matching bra and panty set.  After I did my makeup
I put on a short white wrap around dress that tied at the waist.

I slipped my stocking covered feet into a pair of 4 inch white open toed
heels and went down stairs to wait for my guests.  If I had my way it would
be a very enjoyable and hot night of sex for everyone.

I was fiddling with the stereo trying to find something good to listen to
when the door bell rang.  I glanced at the clock and seen it was 5:20, Alan
was early.  As I let him in I gave him a deep wet kiss forcing my tongue
deep into his mouth.

When we came up for air Alan asked me what his surprise was.  I explained
to him that he had to wait until later but I was sure he would enjoy it.
We just had to get him dressed first.

I took him to Sadie's bedroom and sat on the bed to watch Alan undress.
MMMM His cock was hard and looked delicious.

"Poor boy, we need to do something about that before you get dressed."

He started blushing.  I got on my knees and took his cock into my mouth.  I
wanted him to cum quickly so I could get him dressed before Freddy arrived.
Alan was already moaning as I deep throated his 6 inch cock.

I reached up to squeeze and message his balls as I sucked the head.  We had
been fooling around long enough that I knew exactly what Alan liked and it
only took a few minutes before I was swallowing my first load of cum for
the night.

I gave Alan a few minutes to recover before urging him to get dressed.  He
put on the black lace panties and bra.  I used a couple of pairs of
pantyhose to fill out the bra and give him a set of 32C breasts.  I painted
his finger and toe nails a bright red and after they had dried I had him
slipped on the black sleeveless party dress.

With his small 5'4" 115 pound frame the dress came to mid thigh.  Alan had
short black hair but after the first time we played dress up I had
purchased him a long blonde wig that came down to just below his shoulder
blades.

When I had finished doing his makeup, Alan was the perfect image of a sexy
teenage girl.  The first time I dressed him up I had called him Alana but
one day it got shortened to Lana and had been that every since.

Lana had become very good at walking in heels and had no trouble coming
down the stairs in her 2 inch black open toed shoes.  I kept telling her
how pretty she looked and I hoped she would enjoy her big surprise.  I
fixed us a pitcher of margaritas and we were sitting on the couch sipping
our drinks and sharing girl talk when the door bell rang.

I laughed at the panicked look on Lana's face as I got up to answer the
door.  She wanted to run upstairs and hide but I told her to stay where she
was at and that as long as she remembered to talk in her fem voice and act
ladylike she would be fine.

I answered the door and let Freddy in.  He looked cute in jeans and a blue
T-shirt.  I gave him a quick kiss then told him I had a surprise for him.
As I led him into the living room he froze when he seen Lana sitting there.

They were staring at each other and fidgeting so I decided that
introductions were in order.

"Freddy this is my very special friend Lana.  Isn't she really pretty?"

Freddy finally spoke up, "Yes she is gorgeous but I did not know you had
company I will come back another time."

"Don't be silly Lana knows about my attraction to young sexy guys like you.
She wanted to have some fun with us tonight don't you Lana?"

Lana just shook her head yes.

"Here Freddy let me get you a margarita."

After we finished our drinks and a few more moments of awkward silence I
took Freddy's hand and started leading him to my bedroom upstairs.  I
looked over my should and told Lana to follow us.  Once in my bedroom I
started kissing Freddy again.  Long deep kisses.  Lana just stood there and
watched.  I broke the kiss and looked at Lana and said 'your turn."

I pulled her close and started kissing her like I had kissed Freddy.  I
noticed that Freddy had started to rub the bulge pushing against his jeans
as he watched us make out.

Finally I broke the kiss with Lana and pushed her toward Freddy.  They both
were acting nervous but Freddy took the initiative and kissed Lana.
Lightly at first but when she did not try to pull away he started kissing
her like he had been kissing me.

As they made out I reached down to undo Freddy's belt and unzipped his
jeans.  I reached in and started to rub his cock through his underwear.

They both were breathing very heavy and when they came up for air I seen
that Lana was blushing a deep red from excitement about his first kiss from
another guy.  I took the opportunity to push Freddy back onto the bed and
kneel to remove his sneakers and jeans.  He was looking down at me with big
eye when I pulled Lana onto her knees beside of me.

I smiled at Lana and told her to go ahead I knew she wanted to see what
Freddy's cock looked like.  She reached out with shaking hands and hooked
her fingers into the waistband of Freddy's boxers and slowly pulled them
down.  His hard cock bobbed free causing Lana to jump back a bit.

"Come on sweetheart you said you had wanted to suck a cock.  Here is your
chance."  Looking up at Freddy, "She is a little nervous she has not sucked
another boys cock before."

They were both so filled with lust that neither of them caught my small
slip up.  I watched as Lana hesitantly started to kiss and lick the head of
Freddy's cock.  Lana had practiced sucking on my strap on before but this
was the first time she had a real cock to play with.

Lana was licking the shaft so I leaned in to kiss and licked his balls.
Soon Lana had the head in her mouth sucking it.  Freddy was moaning loudly.
Lana started bobbing her head up and down taking the entire length of
Freddy's cock and she was doing a pretty good job for a first timer but
Freddy had to remind her to watch her teeth scraping against the soft flesh
of his cock.

As Lana continued to suck Freddy's cock I reached under her to rub her cock
through her panties.  She was moaning around the hard cock that filled her
mouth.  I would take Lana to the verge of cumming then stop.  I was not
sure which cock was throbbing the most.  The one in Lana's mouth or the one
between her legs.

I sat back to watch Lana work her mouth up and down Freddy's cock.  Freddy
was breathing heavy and when he put his hand behind Lana's head to control
how fast she sucked him I knew he was close to cumming.

Freddy Moaned, "Oh God gonna shoot, her it cums girl!!!"

Lana tried her best to swallow it all but Freddy shot such a large load
that she started choking on it and had to let his cock fall from her lips.
She was trying to catch her breath and licking the cum from her lips.  When
she pulled back I leaned down to finish the job licking up what cum that
had spilled from Freddy's cock.

When I was finished cleaning up Freddy, Lana and I shared a deep kiss
sharing the taste of his cum.  I felt Lana untie the belt of my dress and
she slide it down my shoulders and off.

Freddy scooted over to give me room as I crawled onto the bed and laid down
beside of him.  Lana got between my thighs and slide off my panties.  My
bra was one that hooked in the front and as Lana started to kiss my thighs
and work her way to my cunt, Freddy reached over to unhook my bra and free
my breasts.

Lana started to lick my cunt like I had taught her and she had learned
well.  Between the attention she was paying to my sensitive clit and the
kissing and sucking of my nipples by Freddy I was getting close to cumming.

Freddy raised up and looked me in the eyes.  "Shelly, there is something I
have wanted to try since I seen a guy do it in a porn video.  I was
wondering if I could try it with you?'

"Baby what is it you want to try?"

Freddy straddled my tummy then scooted forward.  When he placed his hard
cock in between my breasts it dawned on me what he wanted to do so I pushed
my boobs together and Freddy started to thrust his cock back and forth.  It
had been a long time since I was titty fucked.  When I was younger I had a
boyfriend who did it every chance he got.

Lana was licking and sucking on my clit as Freddy fucked my breasts and
pinched my nipples.  Occasionally when he pushed forward his cock would
come close enough to my mouth that I could lick the head.

Suddenly Freddy moaned again and shot his load all over my lips and face.
The idea of my face being drenched in cum made me feel so dirty and so
naughty that I started to cum also.  Lana licked wildly as several small
orgasms rocked my body.

Freddy moved up so that I could lick his cock clean again and when I was
done I had to push Lana away from my over sensitive clit.  Freddy rolled
off of me and Lana crawled up to lay between us as we all took a moment to
recover and catch our breath.  Lana and I was sharing soft kisses as she
gingerly licked the drying cum from my face.

While we were doing that Freddy started to run his hands up and down Lana's
body as he kissed and licked the back of her neck.  When Freddy's hands
started to move up Lana's legs I could not stop him before he ran his hand
over the front of her panties and discovered the hard cock hidden there.

Freddy froze.  I thought it was amusing that he did not automatically move
his hand.  Freddy finally asked what the hell was going on.  I had to calm
him down and explained about Lana being a teenage boy like himself but one
who wanted to see what it was like to be the girl with a guy.  It took a
lot of talking to calm them both down.

I finally asked Freddy, "Does Lana not look like a beautiful teenage girl?"

"Well yea but that was before...."

"Did you not enjoy the blow job she gave you?"

"Yes but.."

"Freddy, no one besides the three of us have to know about what we did or
do tonight. If you want to leave you can but I think you want to stay and
have a little more fun with us."

He took a deep breath and laid back to think.  Lana reached over to start
stroking his now soft cock and Freddy did not stop her.

"I am sorry Sweetheart, I should not have been dishonest with you but I had
a feeling you would have said no if you knew what I had planned.  Are you
mad at me?"

Freddy grinned, "It was a good blow job, and she is pretty hot.  I guess I
am just surprised not upset."

I started kissing Freddy as Lana continued to stroke his growing cock.  I
made her stop before he got to excited.  I stood Lana up and helped her
remove her dress.

I made her get on all fours in the middle of the bed and I crawled behind
her.  Freddy was watching us with interest as I slid her panties to the
side. Lana moaned when I spread her sexy ass cheeks and started licking and
rimming her butt.

I reached into the night stand and got out a small vibrator.  When I looked
over Freddy was slowly stroking his cock as he enjoyed the show.  I worked
the toy into Lana and to my surprise Freddy reached over to rub the front
of her panties.

It did not take much and soon I felt Lana stiffen and she came in her
panties.  I continued to use the vibrator on Lana as Freddy moved around to
start fucking me from behind.  Lana looked back to see why I was neglecting
her and realized what was going on.

Lana turned around to rest her back against the headboard and play with her
cock, she did not remove the vibrator but left it buried in her hot ass.
She watched Freddy fuck me doggy style as she continued to masturbate.  I
had my eyes closed and my head down resting on my forearms as I
concentrated on the intense feeling of a young hard cock working in and out
of my pussy.

I started pushing my hips back to meet Freddy's thrusts forcing his cock to
go even deeper inside of me.  Lana was moaning and stroking her cock even
faster now.  Oh God, a warm feeling started deep inside of me and began to
spread through out my body.  I was overwhelmed by the orgasm that rocked my
body.  I was rolling my hips and trying to get Freddy to fuck me even
deeper and harder.

Suddenly Freddy slammed his cock deep and held it there emptying a fresh
hot load of cum into my pussy.  he kept it there until his cock started to
go soft.  When I opened my eyes, Lana's hand was covered in her own cum and
she was licking her fingers trying to savor every taste.

I playfully suggested that Freddy might be interested in taking Lana's
virginity but neither of them were all that enthusiastic about that idea So
I let it drop.

It was getting late and Alan had to get cleaned up and get home before his
Mom got back from church.  Before he left he gave Freddy his phone number.
I could only wonder what might develop between those two.  After Alan left
I sucked Freddy's cock again until he was hard. Then he fucked me one last
time before he had to leave.

All in all it was a wild and exciting night.  I took a long shower and
headed for bed.  I slept late the next morning and was still smiling when
Mark and Sadie returned home that evening.

XXXXXXXXXX

TO BE CONTINUED........