Date: Fri, 22 Feb 2008 14:44:49 EST
From: Wardsafe@aol.com
Subject: A Simple Spanking

Sometimes life just takes little turns when you least expect
them and the outcome while often pleasant can be very
surprising. This is a hard story to start because it had no
real beginning or significant ending. The middle part
however was very nice.

I'll start with a little history to set the circumstances
and to explain how a story can exist without really
beginning or ending. I'm in my middle fifties and through
good fortune managed to find myself divorced with enough
money left to retire comfortably. After selling my house I
decided to try living on a boat on the west coast. After
finding the type and size I wanted I set about on my labor
of love and began restoration. At this point she is very
livable, quite comfortable and affords the peace and quiet
that I like. With space at a premium my toys are limited. I
do however like good wine, good food and enjoy cooking to
share with my friends. I do eat off paper plates sometimes
but when I have guests we use real wine glasses, crystal
cocktail glasses and stoneware plates with real silverware.
My orientation while lacking in experience would be
classified as bisexual.

The next explanation concerns one of my friends. Mike and I
go back many years and have traveled, worked and played
(mostly golf) together. He is a little younger being in his
early fifties and has always managed to look ten years
younger than his age. Our conversations over the years have
managed to cover a lot of territory including some personal
things regarding sex. He has confessed to liking to be
spanked on his bare ass and even admitted to having had a
finger or two up his ass, although claiming they were female
I'm not sure. For my part I have admitted to having bisexual
tendencies and have in a drunken stupor actually offered him
a blowjob which he never really declined. As to size, he
claims to be average and I wish I could make that claim.

He had agreed to come over for dinner on Friday night and
since we often will have too much to drink, he usually stays
over and leaves in the morning. I'm not sure why but I was
very horned and decided to take a run at him again. Other
than the obvious preparations I had left my laptop on the
galley table. Being late fall the idea of sitting outside on
the deck was not appealing and we settled inside with a
beer.

I controlled the conversation around to his sex life which
for the most part was usually in turmoil having been married
and divorced three times and getting stuck with outrageous
child support. When I asked if he was getting laid he just
said not as much as I would like! I managed to steer the
conversation to old times and some of our talks about sex. I
reminded him that he said one time that he enjoyed a good
bare ass spanking which just made him laugh. I figured the
hook was set and proceeded to tell him about some spanking
videos I had downloaded from the internet. He expressed some
interest and I pointed out that the computer was still
sitting on the table in the galley. His response was what
the hell lets take a look.

Logging on took a couple of minutes which gave him time to
open another beer. I went to the directory where I had
stored the files and decided to start with pictures of
boarding school girls getting spanked bare assed with a
paddle. He stood next to the built in dinette and leaning
over to see the LCD screen. So far this was all going
according to plan and I slid over suggesting he sit down,
which he did. After a few of the more mundane displays I
moved on to the pictures of completely naked girls getting
caned. These of course were accompanied by a lot of crying
and screaming. Now keep in mind that when on the boat I
usually just wear loose sweat pants and will often go
without under ware. This was the case tonight.

After a few more of the caning pictures, I remarked that I'd
bet his pants were getting a little tight to which he just
laughed and said I don't think anyone could watch these with
out that being a problem. He then pointed out that it would
appear I had a little tent in my pants as well to which I
commented that at least I had room to grow. After I
suggested that he might want to unsnap or risk tearing
something he said yeah you would really like that wouldn't
you. My opening was here and I reached over and run my hand
lightly up the inside of his thigh stopping short of his
crotch. When he didn't react, I loaded a video of a guy
strapped to a bed on his knees getting fucked by a girl with
a strap on. As this caught his attention I moved my hand up
to his crotch and offered to loosen his pants so he could be
more comfortable. As I squeezed his package, which indeed
was stuffing his pants, he just whispered a very quiet ok.

As I undid his belt and unsnapped his jeans I felt his hand
move to the inside of my leg and slowly move toward my
tented sweat pants. His zipper was down in seconds and my
hand slipped into his pants with only his jockeys between
his prize and my hand. I quickly loaded a new video showing
a guy completely restrained and being whipped by a woman in
leather which although not my thing seemed to get his
attention.

We were both into what we were doing but did take passing
note of the activity on the screen. It was at this point I
looked over at him and realized that his eyes were closed
and his mouth had dropped open causing him to make small
gasping sounds. Moving on, I found the top of his jockeys
and worked my hand inside feeling his very hot cock. It was
only seconds and his hand slipped into my sweats and was
massaging my shaved balls and leaking cock. The video had
run out and I closed the laptop shutting it down. It seemed
moaning was the order of the day and it was coming from both
of us. His finger kept tracing over the tip of my
uncircumcised cock playing in the wetness that he was
causing. I opened my eyes to see him watching me and slowly
moved my lips toward his. As our lips lightly touched, I
whispered that if we were going to do this we should try it
all and then traced my tongue lightly over his lips which
soon opened to the invasion. Knowing that I had him, all I
needed to do now was take my time and go slow.

I asked him to let me out so I could do something. As I
stood, he roughly grabbed my crotch squeezing lightly and
said hurry back I'm not done with these. I moved to the main
part of the cabin where I secured all of the hatches and
closed the window coverings. I then pulled out a sturdy teak
bench and placed it in the center of the area and pulled
down a two foot long piece of finished oak that I had
cleverly disguised as a support for my working life jacket
suspended from the ceiling. Hidden from view were a box of
latex gloves (common on boats) and a large bottle of clear
KY (not sure how common) lube. I sat on the center of the
bench and asked him to come up from the galley.

When he saw me sitting there with the strip of oak in my
hand all he said was, what the hell? I just smiled and told
him to kick off his shoes, he was about to get a spanking.
As he stood looking at me, I told him again to kick off his
shoes. He questioned why and I explained that he had to
remove his shoes so he could remove his pants. Oh fuck, I
don't know about this was all he said. In a firm voice I
repeated my instructions and he slowly responded by removing
his shoes. Standing bare foot, I then said now the pants. As
they dropped, I could hear an increase in his breathing and
noticed his jockeys start to fill by a full blown stiff
cock. To know that this was exciting him was an even bigger
thrill for me. He stood for a minute looking at me with very
large eyes giving the impression that at any moment he might
change his mind. His look changed very quickly to panic when
I said now it is time to lose the jockeys.  Raising my
voice, I said NOW! He hooked his thumbs under the sides and
turned sideways slowly pulling them down over his hips. My
prize was exposed. His cock stuck up at about a 20 degree
angle, was straight as an arrow, smooth without veins with a
perfectly sized tip for its size. In short, it was about six
and a half inches of perfect man.

 Maintaining a voice of authority, I told him to get over
here and lay over my lap. He slowly moved toward me with a
very uncertain look on his face. When he reached the bench,
I just pointed to my lap and waited for him to comply. As he
started to adjust his weight, I spread my legs so his cock
was positioned between mine and closed them to put pressure
on his very hard member.

OK Michael, you're doing very well, now spread your legs
apart. When he questioned why, he was told to just do it
now. I asked him when he last got spanked and he said it was
a very long time ago. I told him to try and relax and slow
his breathing or he would hyperventilate and pass out
spoiling all of the fun. I explained that this was not all
about pain and that he would get to experience both pain and
pleasure before we were done. As I told him this my hand was
caressing his smoothly shaved ass. With his legs spread I
could easily trace a line with my finger down his crack over
his "very tight" pucker and on to his drawn up balls. At
this point his breathing was in gasps with long periods of
not breathing in between. When I asked if he liked it when I
touched his exposed hole all I got was a very feeble barely
audible whimpered yes oh god yes.

It was time to move on and I picked up the strip of oak.
With one firm whack I hit his ass dead center making him
jump. As I massaged his burning butt with my hand and
allowing my finger to make the familiar trip down his crack,
I asked how many of those he thought he could take. His
response was I don't know. OK fine, for being an indecisive
wimp, you will get twenty in groups of five. In between
those groups I'll deliver some pleasure.

I proceeded to deliver five blows in a row causing him to
cry out on the last one. I pulled on a latex glove, the
sound of which is unmistakable, and squeezed a large ribbon
of lube into his crack. Tracing the line down over his tight
hole and lubing the route, I just lightly tickled and
massaged him causing an involuntary moan of pleasure. Since
I wanted to limit the pleasure I quickly stopped and struck
five more blows causing him to cry out with each one.
Stopping again, my finger traced the valley of his exposed
crack only this time on arrival at his hole my finger just
stopped. With very light pressure I told him to relax and
let me in if he wanted to feel good. Strangely I heard a
slight sob as his ass relaxed allowing my finger entry.
Stopping at the first knuckle I slowly rotated my finger and
pulled at his hole causing him to stop breathing. As I
removed my finger, there was a very loud gasp as he took in
air. I truly think he had no idea what to expect next on
this wild ride. Again five more quick blows and with his ass
starting to redden a bit his vocal level increased in
proportion to the increase of color.

My finger again took the predictable route down his crack to
his now well lubed but still tightly pucker hole. Again his
breathing came to a halt as I lightly pushed to gain
entrance and again had to tell him to relax so I could get
in and give him pleasure. This time I found that magic spot
and lightly massaged it causing him to involuntarily hump at
my closed legs. As I realized what he was doing I spread my
legs preventing the friction he was so desperate to find.

Removing my finger quickly I administered five more quick
blows to his now cherry colored ass and getting the response
of fucking hell I'm so glad that is over when I finished. He
was puffing and I could hear him sniffing so I knew he had
some tears in his eyes from the spanking. No bruises, just a
very hot ass that he will remember for a while.

I spoke in a soft voice telling him we were not quit through
but the rest would be a lot more fun. With a bit more lube,
my fingers started that now very familiar trip down his
crack to his very sensitive hole. Just to fuck with him a
bit, I stopped short and reached between his legs with my
other hand and squeezed his balls gently making him moan. My
finger then continued on until I found the warm soft spot
and pushing. This time entry was welcome and his breathing
became very rapid. As I stroked his prostate he started
making cooing sounds until in one convulsive movement he
exploded in a giant orgasm nearly biting my finger off with
his ass contractions. My massage of his prostate was
relentless causing even more contractions of his ass. At
some point they stopped and he begged me to take my finger
out.

After removing my finger he lay on my lap gasping for air
saying time after time OH FUCK, OH FUCK. As he got his
strength back he stood and I saw a very inflated cock
hanging straight down with cum dripping. I couldn't help
myself and reached out and pulled it toward my mouth to lick
the remaining remnants of one very explosive climax. In
looking down at my sweat pants I realized that this guy had
just shot a world class load all over me.

He stood for a moment and then asked if he could lay on my
bunk for a little bit. Thinking he just needed a rest before
the next round I said sure but only if I can join you. We
lie quietly on the queen size master suite bed for a few
minutes and he said nothing. He finally stood and went to
retrieve his clothes which he put on.

Remember, I said no beginning and no end to this story. When
he got his clothes on he stuck his head in the hatch and
said "hey man, I got to go, I'm getting married this
weekend".

I heard the outside hatch close and as I lie on the bunk
covered in his cum I'm saying, FUCK ME, FUCK ME, FUCK ME,
that son of a bitch!