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First Time
by Hellfire (no address provided)

***

A story, real and true, but slightly embellished, of my 
first sexual encounter. A married woman invites me to 
her house for a piece of pie. But, as I quickly learn, 
it's not pie I'll be eating. (F/m-teen, underage, 1st, 
MILF, oral, anal, cheat)

***

Growing up, I rode my bicycle or just walked and jogged 
around the small neighborhood I grew up in. The 
subdivision was split down the middle. I lived on the 
"east" end of the sub. But I always tended to frequent 
the "west" side, not that it was very far apart. A trip 
around the outer roads made a one mile circle. The 
reason I tended to walk around on the west side of my 
subdivision is that there were several houses that had 
some nice looking women there. There were two or three 
on my street... but a block to the west there were 
several more. I always thought they were better looking.

So, on the outer street on the west end of the 
subdivision was a small row of houses that had no street 
behind it. Instead there was a levee there. The levee 
was just a small stream usually, which was used for 
flood control during heavy rains. I wasn't supposed to 
play on the levee, so, of course, like almost all the 
guys, we hung out there. When I was younger, like 12 or 
so, we'd pretend we were pirates or such. Or we'd fire 
bottle rockets and M80s and stuff on the water. Older 
kids would hang out there and smoke weed and fool 
around.

When I was 16, a few of my friends and I were walking 
along the side of the levee. We'd often cut through this 
yard to get back into the subdivision instead of walking 
down the back street to go back into the subdivision. 
Just a little short cut everyone seemed to use. That 
happened to be between two houses. 

One of the two seemed to never have anyone home. It 
wasn't deserted, I just never recall having ever seen 
anyone there. But the other, well, there was a family 
living there. A boy, maybe 10 or so, a girl about 14, 
and their parents. The father, a Latino that seemed to 
work a lot and drink a lot of beer when he didn't... and 
Gail. Not the greatest looking women I'd seen... but 
pleasant to look at. She would often ride a bicycle 
around the subdivision with a friend of hers.

Normally, we'd take our shortcut unnoticed. But this 
day, she called us to her back door. She was cooking, 
supper I guess, since it was around 4:30 or so. She had 
on a t-shirt and blue jean shorts. She was wearing a 
bra, because the t-shirt showed the bra lines. Her 
shorts were not really revealing... basic shorts that 
came midpoint between her knees and her crotch. Like I 
said, nothing really remarkable about it. But, she 
called the four of us over. Myself, my brother, and two 
guys, brothers that lived across the street from us that 
were about my age. My brother and the one brother were 
both about three years younger, actually.

She calls us over and asks us why we keep cutting 
through her back yard. She didn't seem overly upset, 
just curious about why we did it. So we explained we 
just go up to the levee to walk around and such. She was 
worried we were trying to peek on her daughter. We 
explained we just go up to the levee to play. That 
mostly we shoot off fireworks and stuff like that. No 
weed, no girls, nothing like that. Really, we tended to 
cut through her yard because, on the other side of the 
street was where her friend lived. A woman that rode her 
bicycle every single day. And she was HOT. Blonde and a 
body that looked like she was 20, but she was in her mid 
30s at least. And she knew a lot of boys and men would 
watch her as she slowly rode that bike every day.

So, she told us her name is Gail and she asked us if we 
wanted anything to eat. But, we didn't because we'd all 
be eating supper soon anyways. So, she told us she'd 
like it if we'd stop cutting through her yard so much. 
But she also said she was planning on making some apple 
pie tomorrow if any of us wanted any. We all declined. 

It was Thursday and that meant, on Friday, we almost 
always got together at another kid's house and played 
video games, because we didn't have to worry about doing 
our homework. Back then Atari and MTV were huge. If you 
had both, and most of us didn't, you were SET. And this 
one kid, well, he had MTV, an Atari, and a Colecovision. 
(yeah, this was a while back)

The other three said no flat out, but I said maybe. I 
have no idea why. I hate apple pie. And while I might be 
16, video games were on my mind more than girls. Or, at 
least, more likely something I could play with. It's not 
that I was completely pathetic. But close. I was a nerd. 
Big one. I had played truth or dare a few times. Even 
"made out" with a girl once. "Made out" meaning some 
kissing and a brushed hand over a titty for a second. I 
didn't know much about girls. Or women. Or sex. And, 
being a nerd, I only was beginning to even care about 
such things. For 16, I was pretty much still just a kid.

But, come Friday afternoon, after I got off the bus, I 
decided to ditch video games. I headed over to see Gail. 
Being Friday, I knew my parents expected us to not come 
in until the street lights came on. That was the rules 
then, when the street lights came on, better be almost 
home. So, I head up to the levee and walk to the back of 
Gail's house. 

I go ahead and walk on up to her back screen door and 
see her back door is wide open. Not too unusual. I knock 
and she invites me in. When I walk in, well, I grew up 
quick. In more than one way. I might be a dumb 16 year 
old that hasn't even gotten to second base yet, but when 
you see what I saw, you get a happy feeling.

Gail was standing in front of her kitchen sink wearing a 
little nightgown. It was just a bit enough to not be see 
through. Unless the light hit it right. Two straps on 
the shoulders with an open back and a frilly little 
skirt bottom that was only covering her ass by an inch. 
She turned a quarter to the door and asked if it was 
just me. I said yeah, the others wanted to play videos 
games. She looks at me with a little grin and glimmer in 
her eyes and says, "Well, I was hoping you'd come for me 
today. Do you want to eat a piece of something?" 

I'm still dumbfounded, and dumb, so I just say, "No. 
Would you like a hand with the dishes?" 

She gets a weird look on her face and says, "Oh, yeah, 
okay." 

So I walk over kind of beside her.

The top of her nightgown is a bit loose. Enough that I 
can see the curve of her breast. It's the first time I 
noticed her tits. They are pretty nice actually. Gail is 
about 5'6", short brunette hair, petite, and her breasts 
are somewhat firm but bouncy and about a size D. Big, at 
least to me. I didn't even realize she had tits until 
then. Now I'm staring at them and trying not to be 
obvious about it. 

She smiles as she bends towards the sink a bit closer, 
picking up a plate and slowly moving a wash cloth in a 
circle. Which makes her top drape open further as the 
strap gets a bit more loose and giving me a view of 
nipple. Dark pink, erect, and almost a half inch high. 
It's better than any titty I've seen when I watched my 
dad's porn stash or finding pics on various BBSes. 
(yeah, before the world wide web)

It's not the first I've seen. I got to see a few playing 
truth or dare with some girls. But those were girl 
bumps. This was a full out woman's breast. And it was 
all I could do to not drool. And I think she knew it. 
She handed me the plate and asked me if I could rinse 
and dry it. Snapped me out of my stare for a second and 
I said sure. 

Then she grabbed another plate and started washing it. 
Showing me that side view of tit. And the strap dropped 
down her right arm. Fully exposing her breast. And she 
didn't do anything to fix it. She did glance down at my 
shorts. And smiled. I had a raging hard-on that was 
ready to practically burst from my jeans. She stepped 
slightly left, away but facing me, and handed me the 
next plate. 

And she looked down. Not glanced. Looked. At my cock. It 
was straining at the top of my shorts, almost popping 
out of the top. I took the plate and tried to not be 
obvious, but brushed the back of my hand on her titty. 
Nice. Is that second base? She dunked the washrag in the 
water and rung it out... and then dropped it. So I bent 
down to pick it up... and she turned her ass to me. 
Giving me a nice view of her ass. Her ass. Hey... she's 
not wearing panties. 

I go ahead and stand up and decided to press my luck. As 
I stand up, I brush my left hand up her thigh and her 
ass. Her legs are smooth and soft. And her ass is small, 
round, and feels nice too. I hand her the towel.

She looks over at the dish rack, almost full of dishes, 
and says she needs to put some away. She steps over, 
breast still exposed, and grabs a chair. She moves it 
over to the corner and opens a cabinet door. Then she 
asks me to hand her a couple plates. 

She steps up on the chair, putting her hips about chest 
level to me. Then she asks me to hand her a glass that 
she says has to go "up top". I hand it to her and she 
tells me to hold her waist so she doesn't fall. And then 
she steps one foot up to the countertop, bending forward 
quite a bit. Putting her ass right at my face level. I 
can see her pussy. It's almost in my face. And, of 
course, I can't possibly resist.

I've snuck into my dad's porn stash enough to know that 
women like having their pussy licked. I've never done 
it. I've never even touched a pussy. And here was a 
pussy, right in front of me. Her bush was hairy, but not 
too much. I suppose the whole bald or serious trimming 
thing wasn't a fad then. But, it wasn't difficult for me 
to slide one hand from her waist to her ass, and to just 
move forward and put my mouth on her pussy. I gave it a 
little kiss and then a little lick. 

What I thought would be the right way to start. What did 
I know? Her pussy had a sort of scent I'd never known 
before. A kind of tangy pungent that was a bit sour and 
sweet at the same time. Maybe it was her ass, since my 
nose was right there. I didn't think I'd like doing this 
much, but I figured I'd try licking her like I saw in 
those pornos I've seen. 

When I gave her the first lick, all she did was sort of 
grunt an "Emmm". But I licked a few more times and she 
let out an "ooh." Then I remembered. There's this thing 
that looks like a push button or something. That's the 
spot they always worked the most. So, I licked there. 
And heard her let out a nice "OOOH!" just like the 
movies. 

So, I licked a couple more times and then I decided I'd 
suck her little button. As I did, her pussy got so wet 
it was running down the side of my face and her legs. 
That I liked. It actually tasted pretty good. I could 
DEFINITELY get into doing this. So I did. I started 
sucking on her button and slurping. The more I slurped 
and the noisier I got, the more she seemed to like it. 
She was moaning and starting to shake, her knees 
starting to get weak. It seemed like eternity, but 
really, was maybe all of a minute.

Her knees buckled and she cried out an "Uuuuggg!" and 
then said "Stop!" And she bent up. I thought "Crap, what 
did I do wrong?" She stepped down from the counter and 
off the chair. And she had this look in her eyes like 
she was ready to beat the crap out of me. She reached 
forward and put her hand on my cock. I almost came. 
"Damn, where'd you learn that? It's been so long," she 
said. She moved the left strap of her nightgown to the 
side, and it just dropped off her. 

Her body was really nice, actually. She was not pretty 
in a traditional sense. Kind of average face. But her 
tits were firm, with large aureola and her nipples were 
tall and puffy. She had a slender waist, easy to hold, 
with somewhat wide hips. Her legs were supple and 
smooth, not overly long, but in nice shape. She was a 
sort that would not be considered a 10, but still good 
looking, especially naked, and would be a star in porn.

She kneeled down. And then proceeded to lay down. "Go 
on. I had to get down before I fell. It was so good. 
Please eat me more." So, I went ahead, laying down right 
there on the kitchen floor, and went right back to 
sucking on her. I slide my hands under her ass and 
lifted her ass just a bit. Took about five seconds for 
her to start moaning again. And her pussy was so wet my 
hands started getting damp. After another 20 or 30 
seconds there was a puddle actually forming and she was 
moaning loudly, saying, "Oh God yes, that's so good." 

"You like that?" I asked. 

"Uuuuuuhhhh, yessss. I love it," she said, "I'm ready to 
cum." 

I stopped again. "So, how long has it been?"

It took her a moment to recover, "Huh? Oh, um, for sex, 
months. My husband never did do this, though."

I go back to eating. And I slide a finger into her 
pussy. It's very warm and snug. I can actually feel her 
pussy throbbing and pulling my finger in. She screams 
out "OOHH!! UUUHHH!!"

I leave my finger in her pussy, but catch a breath, "So, 
he won't eat you?"

"Uhh. Um, no. Just sex. Boring missionary. Maybe once a 
month, but he hasn't even given me that in a while. I 
usually have to ask for it." 

"That sucks," I said, "speaking of which." I go back to 
sucking and nibbling on her clit. And I move my finger a 
bit. I find a soft area that feels a bit like sandpaper, 
only softer and spongier. I start rubbing it and her 
hips lift a couple inches and she cries out, "WHAT THE 
HELL! AAAAAAHHHH!" So, I stop. I thought I'd hurt her.

And she drops. "Oh, Jesus. Are you torturing me?" 

"Sorry," I say. 

"I almost came. Please don't stop!" she begged.

"Oh, I thought I hurt you." 

"NO. It's fantastic! Just don't stop. You've had me so 
close so many times." 

It occurs to me, I'm making her more horny by not giving 
her an orgasm. Why do that now? Why end this amazing 
thing she's letting me do? I don't want it to end. I go 
back to work, using my finger to rub that area and 
sucking her clit. But I decide, she's so wet and so 
turned on, I want to try something else I saw in a 
couple of the dirtier pornos. 

I slip my pinky into her asshole. And she squeals "Oh, 
shit!! YEEEESSSSS!" 

"You like that, huh?" 

"Oh yes! I LOVE it. PLEASE!! Do it!!"

So, I'm picking this up. In those raunchier pornos, the 
guy always talks really dirty. And teases and stuff. So 
I figure I'll try it. "Do you want me to finger your 
nasty little ass while I eat you?" 

"YES! God yes!" she moans. 

"Will you be my whore? My slut? Do anything for me?" 

"Damn it! Stop teasing me. Do it!" she implores. 

That's not an answer... so I stop fingering her ass and 
rubbing the spot on her pussy. And I can feel her body 
is relaxing instead of moving closer to orgasm. "What?" 
I ask, "I didn't hear you. Will you be my whore?" 

"FUCK Yes, Baby! I'll do anything you say, just Please 
let me cum. PLEASE!" she practically begs. 

I slip my pinky and ring finger up her ass and my index 
and middle finger into her pussy. I press upwards on 
that spongy area in her pussy while slowly rocking my 
hand so my smaller fingers slip in and out of her 
asshole. And tell her, "Good. Beg me. Beg me to be my 
slut. Tell me how badly you want it. How willing you are 
to do anything. And then I'll make you cum."

Which she does. "Oh, please. PLEASE yes, make me cum. 
I'm begging." 

I start nibbling, almost biting, on her clit. And I hum 
and slurp. I get noisy. 

"Uuuuuuuhhhhh. YES! OH YES! I'm your nasty little slut, 
baby. Finger my ass. Finger my tight little ass and 
UUUUUGGGGGHHHHH!! FUCK ME! PLEASE!! FUCK ME AND SUCK ME 
AND DO, AAAAAAAAHHHHHHHH!! ANYTHING!! YES!!" And her 
body arches up. 

I feel that spongy spot get hard. Throbbing against my 
fingers. And her asshole is sucking and tighening up on 
my fingers so much I can't move them. And then it 
happens. Her clit goes. I can feel it go "pop!". I 
almost think I heard it. And what was just warm clear 
liquid oozing from her pussy changes. 

She tenses so much I think she's ready to levitate. And 
this thicker goo squirts out in my face. It's really 
warm and slightly tangy. It's almost like a slime. Not a 
lot, perhaps a tablespoon or so. She lets out this moan. 
"UUUuuuuuhhhhhh!" Deep and primal. Deeper than I can 
make, even, and I sing bass in choir. 

Her body shutters and then just drops. I pull my fingers 
out, her pussy and asshole both loosened. She lets out 
this heavy sigh. And starts laughing. Laughing. So, 
again, I'm wondering what the hell I did. Not once, in 
any of the movies I watched, did a woman laugh. So, I 
figure I messed up. She giggles like a school girl. And 
hugs herself, running her hands up and down her tits, 
stomach and pelvis. 

And finally she leans up, smiles, and says, "Thank you. 
Oh, god, baby. Thank you SO MUCH." And she giggles a 
little more. 

"You're turn," she says after a couple more little 
giggles. 

I just look at her. I have no clue still. My turn? She 
was still giggling a bit. "Stand up for a minute. I want 
to do something for you, now." So, I stand up and she 
starts undoing my belt and jeans. I'm not as hard as I 
was, of course. Not fully limp either. She holds my 
penis in her hand and kisses it gently. "Sit down. I'm 
your slut," she giggles, "and I want to start by giving 
you a blowjob." 

I sit down in the chair and slide forward. She gets on 
her knees. The floor, linoleum, is sticky and wet from 
her pussy juices. So she moves her knees and bends down, 
her face in my lap. She kisses my dick and then starts 
to lick it slowly. And it only takes a few moments for 
my cock to fully jump to attention.

She licks, kisses, and sucks on my cock. Occasionally 
looking up at me with a grin and bright eyes, gleaming 
and sparkling. It doesn't take very long and I'm ready 
to cum. She smiles and sucks more, bobbing and humming. 
I can't hold myself and try to warn her, "Uuuhhh, I'm 
cumming!" 

But, she doesn't stop. In fact, she sucks faster and 
harder. And I blow my load, which she slurps down. 
Probably not a huge load, average I'd guess. But she 
takes it all and keeps right on sucking, getting every 
last droplet and making my cock throb from aftershock. 
Then she looks up at me and smiles and says, "Was that 
slutty enough for you? Or would you like more?" 

I tell her it was very slutty, "Very slutty, but yes, I 
want more. I want a lot more. As much as I can get." 

So, she strokes my cock, which thanks to youth and her 
skill, gets hard again in just a few moments.

She stands up and straddles my lap. Holding my penis, 
she slides herself down onto it and I feel her exquisite 
pussy wrap around, surrounding and welcoming, my hard 
dick. She slides up and down slowly twice. Testing our 
position. Then she leans forward a bit and starts 
bumping up and down, rotating her hips on mine. She puts 
her hands around my neck and leans forward. 

I run my hands up from her ass to her tits, cupping one 
and pulling it to my mouth, so I can lean to suck on it. 
I suck one and the other, back and forth, a couple 
times. Then we kiss each other. Passionately. A long 
tongue kiss. Then I remember, she just took my cum. Eww! 
But, there's no taste. Nothing. She really swallowed 
everything. Then, I lean back a bit, grasp her hips, and 
start thrusting up into her. Hard and fast. Making us 
both cum in waves of pleasure.

After that orgasm, we rest a little and catch our 
breath. But my dick stays hard. So, I tell her to get on 
the kitchen table. I have her lie down on the table, her 
hips on the edge and her knees on my shoulders. I push 
into her pussy again. And start fucking her, again, as 
hard as I can. She starts, almost immediately, moaning 
and then screaming, "Oh god yes. Fuck me, you stud. Fuck 
your slut hard. Make me cum, over and over." I keep 
thrusting, grunting as I do. I'm starting to get 
drenched in sweat. 

She's grunting too. "Uuuuuuhhhh. Oooooohhhh! YES!! FUCK 
MEEEEEEEEE!! OOOOOOOH!" And I feel the walls of her 
vagina tighten around my cock. Making hard thrusting 
difficult. Until she cums. And more of that liquid 
dribbles out. Plopping on the floor in a little goo 
spot. It's so hot and exciting I blow a load into her. 
"UUUUHHHH!!"

Finally, I pull my cock out, but I'm not ready to quit 
yet. I'm an addict now. This fucking, it's AMAZING. Why 
would anyone not want to do this as often as possible? I 
suppose I'm a slut too. So, I tell her I'm going to fuck 
her in the ass. 

Her reaction surprises me. "OH!! YES! Yes, fuck me in my 
ass. I love it. I really am your slut, baby. Do it to 
me." 

I slide my cock into her ass and start fucking her 
again. The table is creaking, but I start thrusting, 
slower than before. She is already moaning and cooing. 
She really seems to like it. So I start thrusting hard 
again. And she starts cumming. Her ass gets real tight. 
But I thrust as best I can. So it starts pulsing. Like 
squeeze, release, squeeze, release. Over and over. It's 
an amazing feeling. 

I keep going for about four or five minutes, I figure. 
Mainly because I've already cum so much. But, it builds 
up and BAM, I cum. And it's a big orgasm. I feel like I 
shoot a load forever. There's cum dribbling out her ass 
and her pussy. And my dick goes soft.

I catch my breath and notice it's starting to get late, 
the sun isn't down, but it will be soon. It's almost 7 
o'clock, we've been at it for a couple hours. She leans 
up and sits on the edge of the table. 

"Hey." I ask her, "I didn't even think of this. Don't 
you have kids?" 

"Yes. 

I had already planned for that. "They're spending the 
weekend at a friend's house. And my husband doesn't get 
home until 8:30 all weekend. He leaves at 11:00. So I'm 
free all that time," she smiles. 

"Okay. So you really were planning to be my slut, huh?" 
I asked. 

"Well, I'm very glad you came today," she replied. 

"So am I. I think you came some too." 

She grins ear to ear. "Oh yes. And I hope you'll come 
tomorrow too, baby. But, you better get out of here for 
now." 

I lean forward, give her a kiss and squeeze her tit. 
Look at the floor, and it's a total mess. She laughs 
"Nice work. I'll clean that all up. Maybe. Maybe I'll 
leave it and see how much more we can mess up tomorrow." 

I get dressed, trying to avoid all the sticky spots on 
the floor, and slide out her back door. Her screen door. 
Fully planning to be back tomorrow. Forget Saturday 
morning cartoons, I got something more fun to do, now.

END

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The author does not condone child abuse, this story is 
meant as an erotic fantasy not depicting anything in 
real life. Anyone acting out such scenarios in "real 
life" can look forward to many unproductive years 
getting it up the butt by a fellow convict in their 
local prison system.
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Kristen's collection - Directory 82