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Me And The Canadian Milf, Part 1 (true Story)
It sounds lame, but I met D.J. in an online chat room for New
Yorkers. I was in college at the time, bored and horny, and
recently broken up with a pretty serious girlfriend. I
don't know if it was good or bad luck that caused the
back injury that had me laid up in my dorm that week, but unable
to walk and bored of TV, I spent a lot of time jumping from
chat room to chat room, just bullshitting. I saw D.J.s message
in the main chat, asking if anyone was from upstate NY. I
checked her profile, and was intrigued by what I saw. A beautiful
strawberry blond in her early 30's, with crystal blue
eyes and a mischievous smile. I wanted to know more.
At this point, I had been into swinging for awhile. At least
as much as a 22-year-old single guy could be. Single men
are in low demand, and those that do desire them tend to prefer
experience over straight up stamina. Despite having practiced
on many a coed, I got more than a few "Sorry, too young"
responses in my mailbox. Nevertheless, there were a few
couples I had played with, which further developed my affinity
for older women. Not that the young, nubile girls I saw daily
did nothing for me. But there was something about a woman
with half a brain who know what she wanted that turned me
on. Call me crazy.
That's precisely what I found in D.J. She said was planning
a trip from Canada to the States to visit some family on the
eastern sea board. She was going to be passing through my
area, and was looking for things to do. I don't know
how the conversation turned to sex, but a few hours later,
there I was, webcam on and cock in hand, letting her watch
me jerk off while she sent me erotic pictures of herself.
I thought she was attractive from the modest face pic I had
first seen on her profile, but these only uncreased my lust
for her. She was just about everything I pictured an ideal
woman to be. My love of older blonds aside, she had curves
that I couldn't help but imagine my hands on. She was
powerful, yet feminine; the definition of voluptuous.
Her ass was a little piece of heaven, and her tits divine.
I wanted her. I needed her.
Fortunately, I got the impression she felt the same. Over
the next couple of days, we met online nightly, showing
off for each other. I had always heard that once a woman turns
30, she was constantly ready to fuck, but I had no idea it
was like this. D.J. was more than willing and ready to expose
her gorgeous naked body to me, play with her tits and get
herself off for the camera. I don't know how many orgasms
I watched her quiver through. I don't know how many
loads I shot watching her. It was clear that there was an
attraction that needed to be satisfied. When she told me
that she had decided to stop and spend the night with me on
her way through, I immediately began to make plans. My back
was still out when she told me, but there was no way that I
was going to let this MILF get away.
The week leading up to D.J.'s visit went much faster
than I had expected it to. My injury healed just in time,
perhaps by some miracle, perhaps by dirty talk she and I
exchanged on a nightly basis. On the day she was to arrive,
I had to work a short shift, so our plan was to meet up in the
afternoon and check into a hotel. After I got out of work,
we'd find something to do in the city. When she called
to tell me that she was outside, my cock jumped with anticipation.
I made my way downstairs, running all the things I wanted
to do to her body through my mind. When I got outside, I immediately
recognized her black coupe. It helped that it was the only
car around with Canadian plates. I hopped in and said hello.
She caressed my cheek with her hand and said, "Wow,
I can't believe your a real person." For myself,
I was just as much in awe. D.J. was even more beautiful in
the flesh, a good 5'6" and proportioned perfectly.
She wore a white blouse, cut low enough to expose just enough
of her cleavage to make my cock stiffen considerably. Her
denim mini-skirt showed off her toned thighs, and brown
mid-calf boots complemented the outfit nicely. She looked
fantastic, smiling over at me, and smelled even better.
No matter how good a woman looks, her scent is what really
drives me over the top. It was all I could do to keep from taking
her right then and there. She seemed to share my urgency.
We shared a passionate kiss and, eager to be off, drove away.
I directed her to the part of town where all the hotels were
bunched together. What we failed to realize was that it
was only shortly after 1PM, too early to check in. Neither
of us minded the wait, though. D.J. and I sat in her car for
a good hour, making out like teenagers. Well, I almost still
was. Given my past experiences, I was bracing myself for
disappointment, but here I was with this gorgeous MILF
that I was to bed very shortly. Disappointment did rear
its head briefly as my hand roamed her body and found that
she was wearing panties. She had teased me that she would
leave them off when she came, but my disappointment didn't
last long. She was pleasing to the touch, and the eye and
the ear, her big tits firm and her ass as well. As I kissed
and nibbled and sucked as much sweet flesh as I could, she
attacked me with equal fervor. I groped her tits through
her blouse, she rubbed my bulging cock through my jeans.
I caressed her inner thighs, she stroked the back of my neck.
I knew that I was in store for a fuck like I had never had before.
I just hoped I could return the favor.
Finally check-in time came, and hurriedly got our keys
and went to our room. As soon as the door was shut, I pinned
D.J. against it and kissed her deeply. She returned my embrace
and let out a moan that made my cock swell. It wasn't
long before I had to be to work, but there was more than enough
time for D.J. and I to get to know each other a little better.
She helped me undress in a sexy way that only a few women know
how to do; running her hands over my chest as she took off
my shirt, playfully tugging at a pant leg. When all that
remained were my boxer shorts, she took hold of my cock,
which was pitching a considerable tent by now. She didn't
say a word as she stroked it up and down through the fabric,
but the look in her eye conveyed everything. She had thought
about this cock more than once and she was just as excited
about getting it as I was to give it to her. Without further
delay, D.J. slid my shorts off, allowing my 10 inch hard
on to spring free. Not missing a beat, she took told of it
again and engulfed the head in her mouth. My cock is uncut,
so the head is very sensitive, and up until that point, I
had never really enjoyed getting head. D.J. changed that
in a hurry. She expertly sucked my cock, stroking and bobbing
with gusto. Never had a woman blown me so good. What was more,
she seemed to be enjoying it just as much as me. My moans of
pleasure only increase D.J.'s energy and my hard dick
disappeared repeatedly into her willing mouth. I was in
As amazing as D.J. was at sucking cock, though, I wasn't
going to be selfish and settle for a blowjob. Reluctantly,
I pulled her up and laid her down on the bed. Laying down next
to her, I kissed her passionately while letting my hands
roam over her once more. Unable to hold back anymore, I sat
up to undress her. I removed her blouse and bra, freeing
the tits that I had lusted after. They were an easy D cup,
with nipples that were aroused and stiff. I took one in mouth
while fondling the other. D.J. moaned and her breathing
grew more ragged as I ravaged one, then the other, of her
magnificent tits. I couldn't get enough. Sweeter
treasures, though, awaited me. Kissing my way between
D.J's cleavage and down her stomach, I arrived a the
waist of her skirt. Not hesitating, I undid the snap and
pulled it off. The sight made me smile. Her panties, which
has disappointed me before, had now redeemed themselves.
The front panel of white cotton read "Angel"
with a pair of wings on either side. The wetness on the crotch,
though, belied D.J.'s true nature. Giving her a little
smile, the panties were gone as well, leaving face to face
with her amazing pussy.
I had known from the pictures she sent and the webcam shows
that D.J. kept herself shaved clean, but seeing the smooth
lips glisten with her excitement only whetted my appetite.
I dove into her sweet pussy with abandon, lapping up every
bit of wetness I could, only to find it replaced by twice
as much. D.J. writhed and moaned as I burrowed my tongue
deep inside, then brought it out to flick her protruding
clit. Her squirms became more violent when I focused in
on her button. As I swirled about it with my tongue then sucked
it between my lips, D.J. made the unmistakable sounds of
a woman enjoying herself. Her breaths were short and ragged,
punctuated with periodic groans of ecstasy. I slid two
fingers into her pussy to feel the wetness while I lapped
at her clit, and that was all D.J. could stand. Her thighs
clamped down like a vise as the orgasm took hold of her body.
Every muscle quivered and she let out a low moan that could
only mean one thing. It seemed like forever that my head was trapped while D.J.
came. Finally, she released me, breathing deep with a peaceful
look on her face. It was time.
By now, my cock was as big and hard as it had ever been. At least
the normal 10 inches, if not a tad bit more. Of course I'd
made women climax before, but watching D.J. cum turned
me on more than all the rest combined. Despite not fully
having caught her breath, D.J. was ready for me, spreading
her legs as I made my way back up her body. We shared another
kiss as I placed the head of my cock at the entrance of her
sopping hole. She was ready, and so was I.
One of my favorite things about sex is the look on a woman's
face when I enter her for the first time. While I may not have
an all-time huge cock, my 10 inches is a lot more than most
women are used to. The wide-eyed look of, "Oh my God,
I didn't realize how big this thing was until it was
inside me, " never fails to satisfy me. D.J. was no
different. I could tell she began to feel it when I first
began, fucking her slowly with the cockhead, plunging
a little bit more inside with each stroke. Her wetness allowed
me easy access, despite my size. By the time I was buried
deep in her pussy, my balls touching her ass, D.J.'s
mouth hung open, though no sound emerged. Her eyes rolled
a little before she shut them and tossed her head back in
ecstasy. I wanted to make sure she felt every inch, so I began
to slide my cock in and out slowly. As slow as I went, though,
her breath didn't do the same. As D.J. panted her excitement,
it only served to increase my own. It wasn't long before
I was pounding her gripping, spasming cunt with all the
force I could muster. D.J. looked like a woman lost. I sat
up on my knees and pushed hers toward her chest, to allow
myself deeper penetration. D.J. had her hands on her head
and a look like she couldn't believe what was happening,
while her big tits jiggled and danced with every thrust
of my cock. "I think I'm going to have to start
changing my expectations in life, " she managed
to get out in between gasps. I don't think either of
us know how many times D.J. came, but by the end, her body
was spent, a quivering, heaving mass. I had yet to cum, but
D.J. had a special plan to me.
Gathering herself, D.J. moved me to sit on the edge of the
bed. Once I was in place, she got on her knees and took my stiff
cock in her mouth once again. Where the first blow job had
been aggressive and passionate, this one was slow and sensual.
She didn't want to make me cum. She only wanted to please
me. She was doing a hell of a job. After several minutes of
this exquisite treatement, D.J. looked up at me, then laid
down on the bed. Both of us knew that we didn't have time
to fuck again. I had told her, though, how much I love to cum
on a woman's chest. I can't think of a place I'd
rather shoot my load than on a nice, big, round set of tits.
I approached her hesitantly at first, but mounted her chest
with enthusiasm when it became clear that's what she
wanted too. D.J. pushed her fabulous globes together,
creating a deep channel in her cleavage. My cock was still
slick for her mouth, so I eagerly slid it in between them.
The smooth skin of her tits felt just as good as her expert
mouth and her warm, wet pussy. I placed my hands on hers,
pushing them tighter around my cock, flicking her nipples
with my thumbs as I shuttled it back and forth. Whenever
the head came within range of her mouth, D.J. made sure to
give it a quick lick or a suck that drove me crazy. Soon, I
couldn't hold back any longer. I slid my pulsating
cock from between D.J.'s tits, gave it a couple quick
strokes, and shot an enormous load with a groan of ecstasy.
The first spurt flew clear over her head onto the headboard.
The rest were better aimed, covering her chest and neck
in sticky goo. It was a perfect cum shot.
Leaning back to catch my own breath, I noticed a bit of spunk
had found it's way into D.J.'s hair. When I pointed
it out, she laughed and said, "What would my mother
say if she knew that an hour after I met a guy, I had his cum
in my hair?". This light mood carried us as we cleaned
up and dressed. On the way to my job, D.J. and I made a plan
for her to pick up later, and I gave her some ideas on what
we might do that night. When she dropped me off, I was already
thinking about the evening's festivities.
That'll be for next time.
End of Story