This is a story about a gorgeous 36-year-old single mom
named Cheryl Waskow who has a little too much fun at
her 18-year-old son’s Halloween party.
Hello my name is Cheryl Waskow I’m 36 years old, 5″8
130 lbs with shoulder length brown hair. My friends
tell me I look like Jennifer Aniston but I don’t see
it. My husband left me a year ago, leaving me with our
18-year-old son Jake. Being a single mom I don’t have
much time to get out and date or socialize, so to say
the least I have been very horny and lonely lately.
When my 18-year-old son Jake asked if he could have a
Halloween party, I told him that it would be fine. Jake
wanted to invite quite a few kids he goes to junior
high with, most of which I had never met before.
At first I had no problem with Jake just having people
over because it would give me a chance to get to meet
more of his friends, but when he asked me to buy them
alcohol it almost floored me. The thought of having a
bunch of drunk 18 year olds sounded like trouble but I
just can’t say no to my little Jake so I agreed to buy
the alcohol.
Since it was a Halloween party of course I had to have
a costume but I just couldn’t decide what to wear.
Finally I decided on wearing my old cheerleading outfit
from high school with a pair of knee high socks , and
surprisingly it still fit perfectly. As I stood in the
mirror looking at myself in this cheerleading outfit I
knew I was going to have fun.
On the Friday of the party I left work around 4o’clock
and bought 4 cases of beer and 3 bottles of hard liquor
so I could mix some drinks for the kids. When I arrived
home Jake was there and told me his friends were
suppose to start coming over any time now so I had
little time to get cleaned up before the party.
Quickly I showered and dressed in my costume for the
night and did my hair and makeup and gave myself a
quick look in the mirror. As I was checking my self in
the mirror I suddenly heard several male voices coming
from downstairs and I giggled to myself knowing that
those 18-year-old boy’s heads were going to spin when
they see how hot I look.
As I made my way down the stairs a few of the boys seen
me walking down the steps and they said “hello” and
introduced themselves and even told me “thanks for the
beer.”
After my quick chat on the stairs I made my way to the
kitchen and found Jake and 10 other kids standing
around sipping beers. Jake looked up at me when I
entered the kitchen and looked me over from head to toe
and asked “Mom, what are you wearing?”
“It’s my old cheerleading outfit from high school.
Don’t you boys like it?” I asked.
Suddenly one of the boys spoke up and said “I do! I
think you look hot!”
“Thank you! I just thought it would be fun to dress
up.” I said
Jake was not amused and he quickly walked off leaving
me to talk with the group of kids in the kitchen. I
mixed myself a drink and chatted a few of the boys up
but didn’t speak with any of the girls because they
were giving me dirty looks. I could tell these girls
were jealous because every boy at the party was
drooling over me.
As the party continued my house was quickly filling up
and my living room was transformed into a dance floor.
My house was full of drunk teens and one 36 year old
mom dressed in a cheerleading outfit and knee socks, I
also happened to be on my fourth drink and getting
drunk and flirty. As the night went on I continued to
drink heavily and dance and flirt with every boy at the
party.
There was one boy in particular I was taking an
interest in named Kyle. I had never met him before
tonight but I was instantly attracted to him. This boy
was maybe 5″6 w/ blonde hair and beautiful blue eyes he
was only 18 but I suddenly didn’t care anymore I just
knew I wanted him.
Knowing I had to get him alone I waited for him to go
to the bathroom and I followed him and grabbed him and
said “come with me baby.” As I dragged Kyle into my
son’s bedroom I shut the door and moved into kiss this
18-year-old Adonis. As our lips touched I almost came
right there, and as I ran my hand over Kyle’s crotch I
felt his stiff boy cock through his jeans.
Upon feeling Kyle’s stiffness I undid the top button on
his jeans and then the zipper revealing a pair of white
underwear with my prize waiting beneath. Looking
directly into Kyle’s blue eyes I seductively licked the
palm of my hand and slid it under the boy’s underwear
and slowly began stroking his cock.
“Ah, ah… Mrs. Waskow that feels so good, please don’t
stop.” Said Kyle
“Call Me Cheryl, sweetheart. Do you wanna feel
something even better Kyle?” I said to the boy as I
continued to give him a slow hand job.
“Yeah. But what are you gonna do?” Kyle said
I gave a sly smile and went to my knees yanking Kyle’s
pants to his ankles and His beautiful 18 year old cock
sprung into my face and I took his slim cock into my
mouth. As I began to furiously suck on my young lovers
cock I could feel the pressure building inside him and
he wouldn’t be able to hold on much longer. I slid my
hands behind him and cupped Kyle’s small butt cheeks
and pulled him into me.
“Ah! AH! Oh god I’m gonna shoot! AHHHHHHH yeah!” Kyle
screamed in ecstasy. As Kyle’s cock swelled in my mouth
the first shot of 18 year old boy cum hit the back of
my throat with such force I swear it almost went
through the back of my neck.
“Arhhh arhhhhh,” I began to cough and choke as the boy
erupted in my mouth. Kyle came with such force I pulled
my mouth from his cock because my gag reflex kicked in
and Kyle continued to fire off cum. As Kyle squealed in
orgasmic bliss a rocket shot of cum hit me directly in
the eye. As I jumped from the cumshot in my eye I
grabbed Kyle’s cock and finished the boy with my hand.
After Kyle had fired off the rest of his boy cream I
used my one good eye to look down at the front of my
sweater and noticed that it was covered in Kyle’s cum.
Meanwhile Kyle laid down on my son’s bed, his pants
still around his ankles and his eyes were as big as
silver dollars.
“Are you ok cutie?” I asked.
“I’ve never felt better. That felt so good Cheryl, can
we do it again?” Kyle asked.
“Of course! I want that cock in my little pussy
sometime tonight. I can’t believe you came so much,
That’s a lot of cum for such a young boy” I told him.
With that I told Kyle to get dressed and go back to the
party and not to tell anyone. I slipped off to the
bathroom to get the boy cum out of my eye because it
was starting to crust shut and it burned. I put my cum
stained sweater into the hamper and luckily I had a
tank top hanging in the bathroom so I put that on. As I
got myself back together I made my way back to the
party and I noticed my young lover talking with a group
of boys, and I hoped Kyle could keep a secret.
It was around Midnight that my son Jake asked me if he
could stay at his girlfriend’s house because her
parents were out of town. Normally I would tell him no
chance but as drunk as I was really happy he left so I
could have Kyle stay with me and fuck me.
After Jake had left I noticed that the party was
thinning out so I told everyone left at the party,
“Jake is leaving and I’m going to bed so you boys
better clear out.” There was still about 5 or 6 kids
left at the party drinking including Kyle and I was
just burning up thinking of having that sexy boy
slamming into my 36 year old body later in my bedroom.
After my son was gone I decided I couldn’t wait any
longer so I signaled Kyle over to me and whispered in
his ear, “I want your cock inside me right now. Clear
everyone out and let’s go to my room baby,” I whispered
in Kyle’s ear.
“OK I’ll meet you up there in 5 minutes.” Kyle told me.
Quickly I climbed the steps to my room and sat down on
my bed waiting for Kyle. Just then my door swung open
and Kyle entered immediately stripping his t-shirt off
exposing his hot little upper body.
“Is anyone left downstairs?” I asked.
“No I told them we all had to leave now because you
were going to sleep.” Kyle said.
“Then get over here and undress me you naughty little
boy,” I said.
Kyle quickly rushed over to me and pulled my shirt off
and surprisingly removed my bra like an expert.
“Boy your not wasting any time, you horny little man?”
I said.
As Kyle suckled and massaged my breasts I quickly undid
his pants for the second time tonight.
“Oh Kyle baby stand up so I can get these pants off I
want you inside me now, I’m on fire baby,” I whispered
in his ear.
As Kyle stood up and slid his pants and underwear down
I sat on the end of the bed stroking his cock and
gazing at the naked boy before me.
“Cheryl can you please suck my dick like you did
earlier before we have sex?” Kyle asked.
“Oh I suppose. I take it you liked that blowjob didn’t
you,” I said as I once again took the boy into my
mouth.
“Ah, AH Oh, that feels so good don’t stop Cheryl, It’s
so warm I love it.” Kyle babbled.
As Kyle’s cock became rock hard in my mouth I pulled
off his cock and said “If you think that feels good lay
back and let me take my panties off.”
“Ok Cheryl. Are we gonna have sex?” Kyle asked.
As I slid my panties down my legs and undid my skirt I
looked at Kyle and said “Yes baby were going to have
sex.”
I crawled up onto the bed with Kyle and I got on my
back and spread my long tan legs and told Kyle “climb
on top of me baby.”
Since Kyle was a little smaller than me it was awkward
at first as he climbed between my legs positioning
himself to enter my 36 year old body. As Kyle’s full
weight fell onto my chest I could feel his cock sliding
around my soaking wet pussy trying to find my entrance.
As Kyle was pumping into the side of my leg I told him
“slow down Kyle and I’ll help you sweetie”
Reaching down between my legs I grasped Kyle’s boy cock
in my right hand and guided him to the entrance of my
soaking wet pussy. As the head of Kyle’s cock reached
my entrance I looked at him and gave him a soft kiss
and said “Ok push baby.” With that Kyle thrust his
young hips forward and buried himself deep within my
body. As nature took over Kyle began to glide in and
out with a good rhythm I pushed back meeting his slow
strokes.
“Ahhh ahhhh OHHH you were right this is like heaven
it’s so wet and warm.” Kyle would say between strokes.
As Kyle continued to pump into me I nibbled on the boys
ear and whispered instructions to him as my orgasm
began to build.
“Give it to me harder Kyle give me what I need give it
to me baby,” I whispered.
As Kyle began to pump hard and fast into my fuckhole I
exploded and came all over the 18 year olds cock.
“Ahhhhhh, AHHHH!! I coming Kyle don’t stop! It’s been
so long I love your cock! Don’t you ever stop fucking
me you little bastard!” I screamed as I had an
explosive orgasm.
I looked down as I came all over and watched Kyle’s
cock going in and out of me and my orgasm began to soak
Kyle’s sparse blonde pubic hair. As I lay on the
writhing in orgasmic bliss Kyle continued to slam into
me and my body was actually shaking all over from the
force of his lustful thrusts. As I came down from my
orgasm I opened my eyes and by the look on Kyle’s face
he couldn’t hold out much longer and just then Kyle
released a torrent of watery boy cum.
“Cheryl! Oh Cheryl! I’m cumming in you Ahhhhhhhhhh,
yeahhhhh! Kyle screamed.
“Oh fuck Kyle. yes baby shoot that cum in me you little
stud,” I whispered into his ear.
After Kyle was done unloading inside my 36 year old
pussy he rolled off of me and just lay on the bed
panting as he penis began to deflate. Quickly I moved
my head down towards his cock and took him into my
mouth licking our juices from his penis.
“Did you have fun Kyle?” I asked.
“Oh yeah that was awesome.”
I then got on top of Kyle and we kissed deeply and I
rolled off and grabbed a towel to wipe my cum soaked
pussy off. I could feel the boy’s seed running down the
inside of my thigh and soaking into the top of my knee
socks that I had left on during the sex.
I ended up giving Kyle a ride home a few hours later
and I gave him my cell phone number before I left. I
went to bed that night satisfied with a 18-year-old
boys semen still leaking from my well-used pussy. What
a party is all I thought!