Wrestling the MILF next door
by Super Deadly Ham Attack superdeadlyhamattack@yahoo.com



My next door neighbor is a MILF - or a cougar, or whatever it's called; a very
attractive older lady, in other words. Her name is Mrs. Holly Grunfeld, she's
divorced, 44 years old, and happily for a male high school senior like myself,
she loves sunbathing. My room is on the second floor, and I can see into her
backyard, despite the ten-foot fence. After some very, very close observation
I'd guess she's about 5'8" and a very curvy 155 pounds or so, packing at least
a double D chest with a big, firm ass and long, beautiful legs. It's not just
her body either; she has a very round, feminine face, with a bright smile and
big blue eyes. In the winter she'd grow her blonde hair out, but in summer she
cut it short, and this year it was in a kicky, heavily-banged cut that just
came down to her jaw. This summer I spent more than one afternoon peeking out
of my blinds at her; sometimes she'd fall asleep, and I'd pretend she was worn
out after giving me a good fucking. And yeah, I jerked off thinking about her
(more than once).

So when she called up and asked if I wanted to mow her lawn for $10, I said
sure. After lunch the next day I went over to her big fenced in back yard.
After I'd done about a third Holly came out and set up a lawn chair in the
area I'd already mowed. I watched out of the corner of my eye as she stripped
off her baggy T-shirt and pants, then started tanning in a small red and white
polka dot bikini; let's just say it was a good thing my jean shorts were
pretty big. When the lawn was about half done she called out "How you doing,
Mike?" I waved at her and she asked "Are you hot?" I was - it was a cloudless
July day, and I was sweating pretty heavily. "Why don't you take your shirt
off?" This seemed like a good idea. I peeled it off, then realized I didn't
know what to do with it. Holly motioned me over. I walked over to where she
was laying and she took the shirt, tossing it under her chair. She turned to
face me and I hoped she didn't notice my boner, which was just about
eye-level. "How's it going?" "Pretty good," I said, making an effort not to
stare at her. "About half done." I struggled for something to say. "Uh, how
are you, Mrs. Grunfeld?" She pulled a face when I used her last name. "Please,
call me Holly." She stuck out her hand and I shook it. She kept her blue eyes
on me as we shook. "Uh, well, I should get back..." "Okay, you're doing a
great job." She pulled out a bottle of suntan lotion and started rubbing it on
herself as I wandered back to the lawnmower. About half a hot, sweaty hour
later the whole back yard was done. I put the mower away and walked up to
Holly, who sat up at my approach. "Wow, that looks really nice," she said,
shading her eyes with her hand as she surveyed the lawn. "I guess you want to
get paid now, right?" I nodded. Holly patted her small bikini bottoms. "Shoot,
I left my wallet inside. Tell you what, can we work something out?" "What did
you have in mind?" I gulped. "We could do double or nothing. How about a
wrestling match?" "Huh?" "A wrestling match," she giggled, as if this was the
most natural thing in the world. "If you can pin me down for - oh, let's say
five seconds - I'll give you double on Friday when I get my paid. If I win,
you just get a lemonade. What do you say?" "Oka-" I didn't manage to get the
whole word out before Holly pounced. She shot out of the lawn chair, knocking
me down, and laid on top of me. I was too stunned to resist as she grabbed my
wrists, pinning them next to my head. "One," she started. "No fair! I wasn't
ready!" "Two," she laughed. "Mike, this is gonna be a real short match if you
don't try to get up. Three..." I started thrashing under her wildly. Luckily
for me, I was covered in sweat and she was dripping with suntan lotion, and
she couldn't keep a grip on me. She tried to press down on me with her weight,
but this didn't work and I threw her off. She landed on the soft grass and we
both got to our feet. We circled, and Holly had a disarming smile on her face.
"You enjoying yourself, Mike?" I opened my mouth to respond, but I noticed her
eyes had dropped to my crotch. So much for keeping that secret. I guess this
was a distraction as she suddenly charged me. She barreled into me and pushed
me down to the ground, sitting down on my stomach. I went to push her off but
was stopped short as she reached back and undid her bikini top.

I must have had quite an expression on my face as I stared up at those tits I
had spent so much time fantasizing about. Holly leaned down so they were
almost brushing my face and whispered: "Mike, are you... a virgin?" I nodded.
"Oh, this is going to be fun." Eagerly I reached up to take one of her nipples
into my mouth, but was stopped short by a hard slap to the face. "Ahh ahh ahh,
Mike, you've got to earn that," she teased. "All you've done is lay there so
far." She reached for my wrists to pin them, but instead I grabbed her hips
and pushed her off me. We both got to our feet again, and despite trying to
keep my eyes off her chest, she got the drop on me again. This time she came
in low and grabbed the waist of my shorts. I cursed their looseness as she
slid them down without even having to unbutton them, and when I tried to step
out of them, she pulled on my arm. I tripped over my shorts and landed
face-first on the grass. I felt her climbing onto my back and I scrambled away
from her. I came up to my feet panting. "I'm getting your underwear next,"
Holly purred. "Try and stop me." So far she'd controlled the match, but she
was a little overconfident now. She came in low again, but this time I was
ready for her. I got her in a headlock and started dragging her around the
yard as she blindly hammered at me with her fists. I just kind of wanted to
get her dizzy, so I kept yanking her head in different directions. This worked
for a little bit, but then she wised up and I felt her hand on my stomach. It
started sliding down into my boxers and as much as I'd dreamed about this
moment, I also kind of wanted the match to go longer. So I used the headlock
to toss her to the ground, hoping this would stun her. She let out a grunt,
but the soft grass must have cushioned the blow and she rolled and got to her
feet. Her face at least was red from exertion, and several blades of grass
were stuck to her slick body. "All right," she panted. "Why don't we see who's
stronger?" She put both hands up, challenging me to a test of strength. This
was an open question. I'm a little taller than Holly - six feet to her five
eight - but I'm not exactly the Hulk, and my arms were tired after pushing the
lawnmower around. I had pride, though, and I gingerly locked my hands with
hers, and we started pushing on each other. For a minute Holly had the upper
hand, but I figured out how to use my height advantage and slowly turned the
tables on her. I managed to get her down to her knees, but just as I thought I
was going to be able to push her all the way down to the ground, she let go of
my hands and lunged. She tackled me with her shoulder in my stomach and I went
down on my back. "You cheated," I groaned, shaking out my arms. Holly had
already gotten to her feet and was looking down at me. "All's fair, Mike," she
tut-tutted. "Now let's get those undies off." She reached down for them. I
grabbed her wrists, but I had used all my strength overpowering her, and she
tossed my arms to my sides. She grabbed my waistband and with one mighty yank
pulled off my boxers. She must have expected a little more resistance as she
used so much force that she stumbled backwards and sat down heavily still
holding my bottoms. I got to my feet, blushing as Holly likewise got up, her
eyes never leaving my crotch. I came at her and she looked up too slow to stop
me from giving her a sloppy blow to the stomach. She gasped, stunned, and now
it was my turn to get her bottoms. I pulled them down to her feet, but I made
a mistake as I just stood there staring at her bare pussy, and she had no
trouble grabbing my head and pulling me up, guiding my face between her tits.
This was bad enough, but as soon as my feet were planted I felt her move
forward a little, fitting my cock between her oily thighs. She started moving
her legs back and forth and between the friction she was exerting on my cock
and the lack of air my head was swimming. I came to my senses enough to try
and push her away, but she wrapped her arms around my head and pulled my face
even deeper into her cleavage. This was a bad spot. Totally lost for what to
do, I just started tickling her sides, and was quickly rewarded by her
shrieking with laughter. "That's cheating!" she screamed, but her arms
loosened and I gave her a huge shove that sent her sprawling, somersaulting
twice before coming to rest in the grass. She moaned and started getting up
slowly - too slowly. I walked up to her and realized I had no clue what to do.
I'd seen a lot of wrestling on TV (and later more adult stuff on the
internet), but I had no idea what was real and what was fake, and I didn't
want to really hurt Holly. She took advantage of my indecision and got to her
knees. Too slowly I reached for her, but she had already grabbed the back of
my thighs and pulled on them heavily. I fell over backwards with a strangled
scream of surprise. Holly started climbing on top of her, but I managed to
push her away and get to my knees. She circled me and I started getting up,
disorientated by having to continually turn to keep facing her. She charged me
and I was too slow to stop her. She did a textbook tackle, smacking her
shoulder into my gut and taking me down to the grass. She got off me just
enough to give herself room for a hard punch that hit me in the stomach. I was
stunned, as much by the violence of the act as the actual impact of her fist
knocking the wind out of me. Absurdly I wanted to protest that I didn't know
we could hit each other, but she drew back and landed a second punch that
drove any remaining air out of me. Then she raised herself off me and slammed
her butt down on my midsection - twice, three times. I lay limp on the grass.
She scooted back, sitting down on my thighs, just below my still hard cock,
which stuck up between her legs. She reached down and wrapped her hand around
it. "Mike, baby," she purred. "You lose." With that her hand started jerking
me off. She had great technique, giving me long, quick strokes. It felt
amazing with her warm, soft hand covered in suntan oil. Even if I hadn't been
a horned-up teenager I doubt I could have lasted long in her grip; I made a
few weak attempts to unseat her, but it was foregone conclusion. I lost the
match as she made me cum, spurting up between her thighs, splattering her
naked chest and glistening stomach. She kept pumping me, switching over to a
tighter grip, squeezing as much jizz as she could. When she released me, she
stopped to wipe her hand on the grass, then stood over me with her hands on
her hips. "Looks like you're not getting that twenty bucks, Mike," she said. I
covered my eyes with my arm, but she leaned down and pulled it away. She
cupped my face in her hands. "Look at me, Mike. You lost." I nodded. "Do you
know what happens now?" I shook my head weakly. "Have you ever eaten pussy,
Mike?" I shook my head again. Holly smiled down at me and straddled my face.
"Stick out your tongue." I did as she asked and she lowered herself slowly,
her scent filling my nostrils. My tongue pressed into her hot cunt. "Don't
move," she groaned, and she started riding my face. She played with her clit
as she rubbed her crotch up and down my lips and tongue. Her motions became
more wild, her hips pressing hard into me as she started gasping. I just held
on under her, savoring the ride as she came.

Holly rolled off me with a sigh and we both just lay there panting for a
minute. I turned to look at her and she smiled at me. "I still have to pin
you. Stay there..." Holly climbed on top of me, sitting down on my chest,
pressing both her hands down on my shoulders as I stared up at her. She
counted five, then climbed off and went to get a towel. I lay there on the
grass, eyes closed. Holly wiped herself off and then started toweling her
juices off my face. I never did get that twenty bucks, but about three weeks
later Holly needed her lawn mowed again...