| Diana's First Anal Sex
My girlfriend Diana and I decided to take a ride, to see a
little of the Bay Area from Skyline Boulevard south of San
Francisco. It was one of those hot, sun-drenched days and we were
chatting about nothing much in particular when the inevitable topic
came up: sex.
We were both turned on and before either of us knew what
was happening, she had my pants unzipped and by cock was
standing up straight as she stroked the shaft in a soft, teasing way.
She laughed as she watched the pre-cum ooze from the slit in
Still unthinking, I pulled the hem of her dress to her waist
and slipped my right hand beneath the elastic of her panties. They
were soaking, and I laughed, shaking my head at her, trying for a
surprised look . . . but it didn't work. Jeez, she was hot. cream was spilling into the crack of her ass, drenching my hand as I
pushed two of my fingers inside her. I kept drifting toward the side
of the road.
"I'm so hot, Billy, I can't wait. Pull over!"
"No, we'll be back home soon," I answered, "all alone in
the window box. Can you wait?"
"No! But I guess I'll have to," she answered petulantly.
She shuddered -- and I mean all over -- and pushed her
pelvis up, taking my two fingers deeper. I could feel her inside, hot and dripping. Her mouth was open and wet and her fist
was jerking my cock harder and harder.
"Easy, babes, please -- before I kill us!" I slowly pulled my
fingers from her wet slot and she made those sounds I love to hear!
I couldn't wait to get my urgent prick into her wet and tight cunt.
When we arrived back home, I almost dragged her into the
bedroom in my haste. Slipping my hand around her, I felt the
firmness of her through her light, skimpy summer dress. No
bra. As usual. Her nipple stood up long and hard, and I pulled on
it as I steered her into the window box.
My cock was hot and stiff, and my balls felt like they were
filled with molten lead. I was heavy with desire and it flowed
throughout my body, making my ass muscles clench. The way
Diana fell on the bed, legs akimbo, was enough to drive any dude
nuts! I flipped her on her stomach and pulled her dress up,
checking her buns. Her were stuck to the middle of her
twin buns. They have that special kind of roundness, firm and
jutting out -- a chisel butt, an invitation to butt fuckers.
It was getting hotter and hotter in that window box, but that
may have been just me, I think. Diana started to turn over, but I
knelt on top of that wild ass and struggled with her as I
ground my hard cock and ball into her ass. She was moaning and
making those wild little sounds as her ass lifted and pressed back,
making my cock lurch as I slipped her dress off so fast I almost tore
it . . . but neither one of us was worrying about stuff like that just
"Doggie-style," she muttered, "I love, Billy!"
I knew that! I loved it too. There was nothing finer than
feeling Diana's velvety ass under me as I stuck my cock into her
over and over until she screamed and screamed. But she never
screamed for me to stop -- that's for sure.
Well, I got my clothes off too, hating to be away from her
hot body even for a second. Her hands tugged and pulled gently at
my balls in the few seconds I was standing. Her dress was puddled
near her head and I gave it a last yank, throwing it to the floor as I
fell on top of her. She was so curvy and tall, and inch or two taller
than me, but of no consequence when she was prone! She had
everything, including a natural, sweetish, musky smell that gives
evidence to the chemical attraction of pheromones.
I could never forget a minute of that far-out accident that
changed our sex lives forever. We were both so hot for each and
her was shiny with sweet as she turned her head to
the side, her full lips parted and a thing line of saliva dripping onto
the blanket in the window box.
"You're so heavy," she moaned, trying to lift up against my
weight. She was dripping wet as I slipped my right hand beneath
her hot pussy, my mouth going dry as my fingers felt her creaming
goo. Wriggling my finger into her wet made her entire body
shake and she was begging me for my cock.
My hard dick was firm between Diana's ass cheeks, and she
was sweating inside those deep cheeks and that wetness miked with
her cunt-cream I'd smeared on my shaft. I slipped my hand from
her after giving it one good tight squeeze that had her cry out
in pleasure. I reached around her and filled my hands with her
delectable tits, feeling the firm nipples pressing against the skin of
my palms. Their softness and fullness filled me as I pulled
downward on her areolae and a tender milking motion.
It was growing dimmer as the late afternoon sun began to
slip behind the coastal range behind us. We wanted no lights to
erase the soft shadows of the orange light. All I could feel was the
wetness and heat of our two bodies as I slip my rock-hard prick up
and down between those sweet cheeks. Wetness was everywhere,
and my body was sliding up and down over hers as she thrust her
ass up harder and harder at my prick!
Diana was hysterical, crying and bumping against me as she
begged for me to put it in! I gripped her hard and lifted my ass
up, thrusting with my hard cock into the dampness between her
cheeks and legs. When I thought I had found her hole, my first
thrust was so hard that it pushed all the way in!
Diana screamed . . . but not the usual way. My cock was in
her ass and sliding down deeper and deeper until it was all the way
in. I rested against her hot body, my chest pressed against her
back. It felt so damn good! I mean, it was so tight, like it was
gripping my entire cock in a vise or something. Then I realized!
"It was an accident!" I licked her back, and she groaned.
"I'll pull it out slowly. I'm sorry."
Diana lay perfectly still for a long minute, and when I lifted
a little and began to pull my cock out of that hot, tight asshole, she
suddenly said, "No! It -- it feels good . . . I think. It hurts, but it
feels good. Go on, Billy -- don't me, but move just a little . . .
I grinned with delight and held her with one firm last tug
at her nipples, sliding my hands down her hot, wet body as I pulled
my prick out slowly till just the head was inside her. Her ass
began to move then, responding, and my hands followed the ling of
her slender hips down until I pushed both hands underneath her
pelvis, gripping her tightly, sticking my fingers up inside her
hole as her liquids spilled over my fingers.
Her ass rolled and she was half-crying, half-moaning with
lust. The heat from her ass seemed to be spiraling around my
cockhead, and it felt like it was gripped in a velvet trap. I kind of
felt that I couldn't get it out -- so I plunged all the way in again as
she gripped the blanket and wailed.
I really began to fuck her then, harder and harder, loving
intense, tight glove of her rectum holding my cock. My hands slid
up to her waist, just above her hips and I pulled my upper body
back that I might gaze down on her arched back, her small waist
and the lovely womanly swell of her hips, down between the cheeks
of her ass, watching my cock slide into the now buttery heat of her
Diana has a tight little pussy, but her virginal asshole was
another story! I could feel every inch of her hot tunnel walls
clinging to my cock as I pressed it all the way inside and then pulled
it back out, all the way out. Her asshole was slightly dilated in the
heat of her sexual relaxation, but it began to close in just a few
seconds. Then, back in . . . slowly. In and then out . . . slowly.
"Can you feel the shaft of my cock, Diana? Can you feel it
deep in your ass guts, babe?"
I can't explain the gripping friction of her anus. I kind of
went crazy, fucking her harder and harder, my hands holding her
hips, pulling her back to me, impaled on my hard cock. I fucked
her on and on, my balls slapping against her pussy, spurred on by
her voice, "Oh, Billy! I can feel your balls hitting my clit!"
Diana was impaled, and each time I shoved it all the way
inside, I smashed her soft asscheeks with my hips. Suddenly she
was really into it! She was lifting up and giving a little twist every
time my cockhead was jerked outwards, making me groan with the
sudden sweet violence of her sexuality. She was creaming and
moaning and thrusting back at me, her ass rising over and over
again, meeting each thrust of my cock.
"Oh, Billy, I think -- oh yes, I'm going to cum!"
And then her ass was shaking like an engine and my fingers
on her hips could feel her shudder and my cock could feel the
power of her pelvic muscles, almost as if she were trying ti expel
me from her body. I called her name and gave one big push against
the tightness inside her ass and pressed my body as hard as I could
against hers, feeling the mounds of her sweet cheeks tight and flush
against my hips, her wet, swollen lips against my balls. I felt
the explosion of shooting hard into her bowels, once, twice,
then a third time.
Then I lost track of time. I may have blacked out for a
moment. I'd long since lost an awareness of where I left off and
Diana began, so merged were we. I awoke, perhaps moments later,
slumped over back, drained, gasping for air. She slowly let her
upper body slump forward and my softening cock was slowly
pushed out of her ass.
"Hold me, Billy," she murmured as I fell beside her, one arm
and one leg thrown over her prone body. Then we fell asleep.
That was our introduction to anal sex, and although we
have tried every kind of sex that comes to mind, we both have
come to love butt fucking. Diana seems to have the kind of ass
designed for it, too. Some accidents are more like fate, I think. At
least ours was!