Internet Spanking =================
WARNING This contains graphic descriptions of sexual
intercourse and sadomasochistic activities between two adult
males. If this offends you, is not appropriate for viewing in your
location, or you are not of legal age, don't read it.
REMARK This story picks up in the world set up by the stories
Spanking_Party, Justin_Returns, and others. If you haven't
read them, I recommend them based on the overwhelmingly positive
stream of feedback I've received.
Any resemblance of characters -- other than Jamie -- in this story
to the living is purely coincidental. Permission from the real
life Jamie, IRC handle: Jamester, was obtained to use our hot
discussions as a basis for the story, thank you sweetie! kiss
(c) 1997, TopLegal. Permission is granted for distribution via
Usenet and the Web in full.
Prologue --------
As you already know, I'm a practicing attorney in our great big
city. I travel in a circle of hot friends and love to spank among
other S&M proclivities.
This story is set several years prior to when Justin moved in with
me along with the events described in the other stories in the
Spanking_Party series.
Internet --------
Ah, the "information superhighway," gateway to the universe and
virtual traffic jams. On it, I've been able to meet hot men from
near and far and also get some work done now and then. Mostly the
former. :)
I've found IRC to be a fun place to meet hot guys, especially
#gayspank and #m/m-spank. Through there and the SwatTeam, I've
hooked up with more than a handful of spankees and the occasional
spanker when I've felt like going the other way.
One hot boy in particular has frequently connected with me online.
A few months ago, I took the liberty of flying him out to visit me
for a week.
Prelude to a Spanking ---------------------
Prior to ever meeting Jamie, we talked at length and e-mailed for
roughly a year. We spoke by phone occasionally also. Sometimes he
would spank himself for me via the phone. A hot and very sexy type
of control. The psychological aspects are very different than for
an in person spanking.
The pain/pleasure trade-off is much more in the control of the
spankee. And yet the levels at which the spankee are giving
themselves over to you are much greater. While it is not the sort
of thing I would want to replace my "real" sex life with, it can
be hot with the right guy, Jamie seemed like the right guy.
We played phone spanking games involving him choosing an
instrument and me a count. That was fun and definitely a mutual
turn on.
He opened up to me over time and would regale me with stories of
the spankings he found in the middle of our vast country. He
shared deep fantasies and desires and I the same.
Also, we talked about wanting to bring someone to tears. It was
something he hungered for, and yet was scared of at the same time.
I wanted to bring a man there. I had never done it yet. I knew it
would have to be done slowly with trust and caring compassion, to
bring about just enough pain to elicit tears and yet have the
spankee keep wanting more. I knew I could do it with him.
We also talked about using baby oil to enhance the pain of the
spanking and sting of the implements. Jamie and I traded
information of all sorts on spanking techniques, preferences,
desires, pleasures. One of my promises was that when he visited, I
would take him paddle shopping and publicly test each paddle on
his ass in the stores before selecting the one to use. He would
get so turned on by this.
I felt as close to him as anyone I had ever met over the net.
Now we needed it to be real. I wrote the e-mail invitation, most
of the guys I meet via the net have not produced the same
satisfying contacts that real life meetings have produced. I'm not
talking about marriage, I just mean dating/sexual things that
persist past more than a one night stand -- or even get that far.
Jamie seemed different and he responded yes to my invitation 10
seconds before I sent it.
Invitation ----------
I sent off a first class ticket in the US Mail to Jamie. It was
round trip and enclosed was a hotel reservation at the Four
Seasons. I had never done anything remotely like this before and I
didn't want to pressure him. I wanted him to give himself to me
willingly, to let me help him live out his fantasy in real life.
I still wasn't sure what to expect. Maybe the chemistry that
seemed so hot online and on the phone wouldn't be there when we
met. Maybe he just wanted me for my money and the ticket and a top
notch hotel was just the excuse he needed to bring him to me but
not to give himself to me.
Airport -------
Airports are hideous locations.
Really.
You don't need to spend much time flying to realize that they are
not pleasant places to be. Especially since everyone in an airport
is waiting for something or someone.
I was no different, I arrived on time and quickly ascertained that
Jamie's flight had been delayed. I flirted with some cute guys at
the bar while I waited.
Finally I saw the monitor indicate that the flight was on the
ground. I headed back over to the gate and waited for the face
that went with the picture and voice I had heard so many times.
Soon I saw the cute face and I walked up and gave him a big hug.
We chatted and walked towards baggage claim together. The
chemistry seemed to be all right.
As we waited at baggage claim, he seemed nervous.
We took his bag out to my beemer and I drove us into the city and
took him up to the room. He kissed me.
Dinner ------
I took him to the dining room of the hotel. We chatted about life,
work, friends, the internet, etc.
Nothing particularly gripped the conversation. I asked if he
wanted to come see my apartment. Noncommittal. Would it all fall
apart. Would it be another internet-->real life flop?
He begged exhaustion and prevailed on me to pick him up tomorrow,
Saturday, morning. I agreed and headed home.
Alone -----
Our society worships couples, and I had missed my dinner with
Dave, Rob, Justin -- who I was not dating at the time of this
story -- and Tom. Dave and Rob looked like paragons to the world,
but I knew better, I knew about the secret mediations with my
wooden paddle that held their relationship together. Tom knew of
my live-in men, boys, who gave themselves to me. But in reality
since Justin had left me, my life had been alone in a certain way.
If you have intimately dated someone you may know what I mean.
Justin and I had been so close throughout law school. We lived in
a tiny studio together and were as close as any two individuals
could be. Then it ended, and although I've had 3 live-ins, four
short term dating relationships, and uncounted spanking and other
sex partners since he left, it had never been the same.
This probably wouldn't be the same either, but Jamie was so hot,
and I wanted someone, a body, so badly.
Morning -------
I went back to the hotel in the morning. Jamie was waiting in the
lobby. I took him around the city. Was he ready to buy a paddle? I
walked us into the first leather shop in the gay part of the city.
He trembled. I pressed on, we wandered about the store, I told him
I would buy him anything he liked in the shop. He selected a hot
leather vest, $395, I happily tendered my platinum AmEx card and
didn't press the paddle purchase.
We wandered over to brunch at the Palm and Frond, pretentious,
gay, in, and expensive. He clearly enjoyed it and liked the vest.
As the check came, the waiter flirted with me and Jamie gathered
the resolve, that voice I had heard and lusted for over the phone
summoned the strength to say it.
"Let's go shopping for that paddle."
My cock stiffened under the table. He is hot.
I had four shops in mind and I wanted to go to each of them before
selecting one. His howl of pain would decide the purchase, but I
wanted him shown off.
We went to the first store, the cashier recognized me from a bar
and we chatted briefly before I encouraged Jamie to select a
wooden paddle -- with holes -- from the selection of 7 on the wall
He selected a wafer thin looking one that was like a ping pong
paddle. I faced him towards me and bent him slightly forward and
then lined the paddle up. The other customers turned and watched.
WHACK The paddle produced a light satisfying thwap, but not
quite the YES SIR attention I was looking for.
We discussed it for a bit and agreed to try another store. The
other customers gawked at Jamie as we left and one definitely
followed us, I found it hot.
Paddles 'R Us -------------
We hit up the next shop on the strip, and a hot guy was following
from a respectful distance. I wasn't known at the next shop and I
got Jamie right down to business.
This time, I selected a heavy oak paddle from the wall, it was a
decent 1/4" thick. Three rows of holes dotted its foot long, six
inch wide landscape. Each hole was a decent 1/4" round.
I pulled Jamie to me and he came very willingly, once again I bent
him slightly forwards and put my arm over him. WHAP This was
quite satisfying. He jumped even with the paddle hitting on his
jeans. I was tempted to buy it, but I noticed that hot guy behind
me watching Jamie. I wanted to drag this out. There were at least
two other stores where I could get a paddle from and I wanted to
visit each.
I asked the clerk to put this one aside and said we might be back
that afternoon. I stepped out the door and quickly to the side.
When the guy following us stepped out I came along side him and
introduced myself. He did the same, Frank he said. I more
explicitly invited him to join us and we headed to the next store.
This time Jamie selected the paddle, and I bent him over the
counter and felt up his ass more publicly. Frank smiled
approvingly. WHAP This was ok, but the oak paddle from the
previous store was my preference. With Jamie still bent over, I
asked Frank's opinion as he had seen all three so far. He
preferred the second, I concurred, but I took an extra swing
anyhow just for kicks. Jamie jumped a bit. I smiled.
We went to a final shop, I wanted to draw this out, but not too
much. Frank's presence was nice and clearly made Jamie nicely
uncomfortable. The final paddle Frank selected at my request. I
administered 3 quick firm strokes, but it just didn't scream out
the way I wanted them to.
We headed back to the second store -- skipping the other one I
wanted to check out -- and I asked permission to lower his pants
in the store. The shopkeeper agreed and right on his bare butt in
the middle of the store, with Frank watching, I landed a violent
powerful swing on his butt leaving three perfect rows of white
holes surrounding the red flesh where the paddle stung. OUCH!
I found our dream paddle.
I picked Jamie's pants up and kissed him. Then I bought the
paddle.
Frank wanted to come over, Jamie didn't want the company, and I
agreed with him and sent Frank on his way -- after getting his
number -- his part in this excitement done.
Apartment ---------
We had talked about my apartment, and Jamie had read some diary
entries -- not yet public -- which I had shared with him, so he
knew what to expect. But holding him here, in my arms was such a
rush.
I took my time, holding him, showing him the views of the city,
showing him my apartment. Gently caressing him the whole time. My
cock throbbing in my pants. I wanted him.
I took him to my special bedroom. At that point I didn't yet own
the spanking horse, I've described in some of my other diary
entries. Nonetheless, the key equipment, seat, bed, paddles,
hairbrush, strap, you name it, all abounded.
I had made a point to buy some baby oil earlier in the week, and I
hoped it along with the new paddle would be VERY handy today.
I undressed him slowly, not wanting to rush something I had waited
so long to enjoy.
First I took off his belt. I folded it in half and laid it on the
ground, even this was a rich symbolic act.
I paused and kissed him, he gave his mouth to me fully and I
probed it with my tongue deeply. I reached around and grabbed each
butt cheek firmly and squeezed them like the precious items that
they represented.
Next I took off his shirt. Then my hands explored his waiting
chest.
Easing into a Spanking ----------------------
I caressed Jamie's chest carefully, teasing his firm nipples
gently, but not painfully. Then I squeezed his buttocks again,
pulling him close to me, and kissing him deeply.
Keeping my hands cupped, I brought both hands down on his waiting
buttocks gently -- yet firmly.
Our mouths remained locked passionately together.
I lifted my hands again and swatted his covered ass with my hands
cupped. I was testing the waters and we were enjoying each other.
I pulled him tightly against me and let him feel my raging boner
within my pants and I felt his hardness as well.
I wanted to soak him up, but patience and good sense slowed me.
I slowly undid his pant button and then his zipper. With one hand
still cupping his ass cheek, I reached the other down and felt his
cock through his briefs. Kissing him tightly again, I swatted his
ass cheeks firmly twenty or so times with my hand. His cock grew
harder in his pants.
I then reached in and pulled his stiffening cock out of his
underwear, and played with it in my hand, I rubbed up it with one
hand and spanked his ass with the other. After a few minutes more
of this, I wanted him over my lap.
Holding him with one hand around his waist, my palm cupped around
his ass cheek, I guided him back with me towards the bed. I sat
down and pulled him across my lap carefully. His head and chest
were towards my right and resting on the bed. His still covered
ass, was squarely over my lap. I carefully positioned his
protruding cock between my legs and left his legs on the ground.
After squeezing the beautiful hot cheeks through the pants some
more, I resumed the hand spanking I had started, this time with
more vigor. Jamie began making pleasant ouch's and ah's and gasp's
as my strong firm hand worked his covered ass over.
I kept that up for a good hour. Throughout, I would rub his ass,
squeeze it, kiss it bent over him and enjoy him. Now, I was ready
to up the stakes. I stood him up and pulled his jeans off. After
he stepped out of them I pulled him back across my lap as before.
I toyed with his briefs, playing with the bottoms and feeling the
warm cheeks underneath the thin layer of cotton that stood between
his butt and my hand. I pulled up on the band giving a mild wedgie
and also kneaded the butt flesh through the briefs.
Then, I started hand spanking him again. This time he felt it more
quickly without the barrier of the jeans protecting him, and
within a mere 30 or so spanks, he was making pleasant coo's and
ouch's to each swat. I pulled the briefs off without asking and
pulled his cock down and rested it on my left leg. Now, I could
play with it & and spank him. I licked my left hand and moistened
it and then began rubbing the exposed bottom of his cock shaft
while my right hand began to work his hot exposed ass.
This is an ass, I have heard about for a year on-line now. An ass
which I have seen bared and spanked in pictures, but one that I
had never before had in my control. My hand stroking his cock got
it rock hard as my other hand blistered butt, there were clear
mounds of red soreness at the center of each butt cheek. I moved
my right hand around working every inch of butt flesh into a
pleasant shade of deep pink.
I licked my left hand again to moisten it and kept rubbing the
bottom of his exposed cock shaft. I paused the spanking for a bit
and kneaded the ever reddening ass flesh with my right hand. Jamie
was moaning in pleasure now.
I can't say I blame him. Being spanked AND having your cock
stroked or sucked is one of the most intense pleasure-pain
experiences imaginable. I reached over the edge of the bed and
picked a jar baby oil I had bought off the floor. First I applied
the oil to his cock shaft, once that was lubricated and I was
stroking it I could feel him ready to cum.
Then I issued the order, "Shoot before I tell you to, and we use
that paddle till you cry." Jamie gasped audibly and begged me to
stop stroking his cock. I applied the baby oil lightly to his
buttocks and then resumed the spanking with vigor. Each smack of
my hand seemed louder and Jamie must have found it more painful
because he began struggling which only made me spank harder and
stroke more vigorously. I felt certain I could make him shoot so
he would have to take the paddle right after orgasm, a much more
painful experience than if you haven't shot yet.
After he calmed a bit, I slowed my strokes to his ass AND cock. I
felt he was close. More baby oil on his ass and more firm hard
swats of my hand. Every inch of buttock was evenly crimson. No
inch of territory had evaded my firm strong hands slap. Now, with
more baby oil, the sting would worsen again. My hand smacked his
ass harder and harder and I lightened up slightly on stroking the
exposed bottom of his cock to let him experience the pain that my
bare hand could deliver.
Moans and groans of pleasure and pain came from his hot body.
Should I stop? Push him forward? I couldn't decide, I wanted to
cum so badly.
I paused, and put some oil on my left index finger and then
inserted that into his tight, exposed fuckhole.
INSTANT ORGASM.
I felt his body tense under me and then the release, streaming hot
cum shot onto my leg as his balls unleashed a torrent of cum. His
body bucked its way up so that his ass was burying my finger. I
lifted the cum off my leg and rubbed it over his face forcing him
to lick his own cum and experience it.
Once his panting stopped I put him in the window, bare red ass out
to the street and city.
I stared at his beautiful youthful face. He is so hot.
But he needed to be paddled.
He looked at me, as if testing my resolve.
I took my pants off and stroked my hard cock, careful not to cum
yet, my cum was for his fuckhole today.
Time-out --------
"Stay," I said. And then I positioned the paddle right at his feet
and left the room. The paddle was about 12" from his feet so he
could see it by looking down, staring at it ominously.
I left the door to the dungeon room open so if he was chickenshit,
he could bail out, his clothing was all there, it was his choice
to take the paddle, I went to the living room and turned the TV
on, loudly.
I watched the news for a good half hour before returning to the
room.
He was standing there still, trapped with uncertainty, he wanted
to leave and stay all at once, which would it be.
"Ready," I asked.
"I'm not sure, I want to do this," he responded.
"Really? Why are you still here then?" I countered.
Silence.
"I think you want this more than anything in the universe."
Silence.
"You want me to paddle you so sore, you cry and cry, like a baby
in my arms."
"Please, don't spank me," he meekly responded.
"You have wanted this since the first time we MSG'ed on IRC."
"No, please."
"Then leave if you don't want it."
"Please."
"You want this, tell me you want me to spank you."
"No, please."
"Jamie, this is what you have needed all your life, a spanking to
let you cry."
"Please, I want to go."
"Then leave."
"I want you."
"Tell me you want me to paddle you till your sore and crying
Jamie-boy."
"Please no."
He seems on the brink of crying, but he is still standing, sore
ass exposed to the city at my disposal. His protestations seem
meek.
"I'll give you some more time to think... when I come back, you
can ask for your paddling..."
"Don't leave me, I want it, I want you to paddle me, I trust you,
please, I'm scared though, please, paddle my ass sore, please make
my cry, please hold me, I want it, I want you to beat me sore,
please..."
The words came out like a torrent and I approached and kissed him
warmly and deeply on the mouth, reaching my hands around and
against the window glass to feel his hot sore exposed ass.
Slowly I walked him over to the bed and laid a pillow in the exact
middle. I positioned a second smaller one at the base of that one
and helped him lay over it, his cock in the dead center of the
small pillow, his ass now upraised slightly, his body supported.
The Paddle ----------
From the floor, I lifted the paddle we had bought earlier. I felt
its heft, this would scream pain almost instantly, I wanted it to
take a while, I would use its power in a measured pace.
I placed my right hand on the small of his back to help him stay
put. Then holding the new paddle carefully in my left hand, I
hovered it over his ass, gently feeling out where to hit and
letting his butt experience the sense of its perfectly smooth wood
grain. Pressing down gently to let him feel the holes that would
help it swing through the air faster and land more painfully.
Gently, I lifted the paddle into the air, not more than a foot
from his soon to be tenderized buttocks and brought it down
firmly, yet gently. He reacted calmly, and you could see the
outline of the paddle on his ass flesh. Each hole was visible from
the surrounding marks. This would be good.
I repeated the gently swats 20 times, accustoming his bare bottom
to the ability of the paddle to inflict pain. Gently I worked the
intensity of the strokes up to a noticeable level. Now, he felt it
and his body began to writhe to escape the paddle's blow.
WHACK My right hand, kept him mostly in place, but he wiggled
his ass mightily. I let go for a moment and applied some baby oil
in a thin but total coat over his ass cheeks. The coolness of the
oil first produced a sigh of relief, maybe I was stopping.
Then W H A C K I brought the paddle down at
nearly my full force, and the howl Jamie emitted was perfect. He
struggled to get up and I kept him down with a single point of
pressure on his back. He started begging me to stop. I had no
intention of stopping.
I repeated another forceful blow and he started yelling and
screaming for me to stop, he was in pain from the paddle. The oil,
the force, the holes, everything, it hurt. And he was not able to
get hard just yet because I had helped him cum so recently. This
was brutal but it was our mutual fantasy coming to life.
One of his hands moved to cover his ass and I quickly pinned it
behind his back as I continued to blister his butt violently with
the oak paddle. Ten strokes later, Jamie's once white, cum crimson
ass was red and on fire, blisters and slight welts were beginning
to stand out from the repeated work of the paddle. More baby oil
to soothe -- and increase the string.
By the twelfth stroke, Jamie was howling in pain constantly now,
even when I paused and kneaded his ass flesh, nothing but painful
ouch's, and screams were elicited, he was close to crying. He was
close to where we had hoped I could take him, could I do it. I
soothed his ass with more oil, and let him rest briefly.
"Stop, please, stop," he began to plead.
"Jamie, we are so close, trust me, I can help you."
"please, no more..."
"Jamie..."
"please..."
I wasn't certain what to do, I liked him and I didn't want to hurt
him, but I wasn't certain if he was ready for where I could take
him with another 10 to 20 strokes of the paddle to throw the pain
past that line where he would finally have to break down crying.
I stood him back in the window and left his now welted and
blistered ass exposed. "Think for a bit Jamie, you are so close
and you are so beautiful."
I kissed him and left the room, but on my way out, I added, when
you are ready, bring the paddle out to me in the living room.
Waiting -------
Now, I was waiting for him. Consent is important, trust is
important, and Jamie was so perfect and his ass could take so
much. By two days from now, none of my handiwork would be visible
on his ass and from what I knew of him, he would be able to sit
down tomorrow no matter what, he had a tough ass that could really
take a spanking.
I sat through a terrible episode of some unknown cable show before
I heard footsteps in the hall. I forced myself not to look, if he
wanted to leave without finishing I wouldn't stop him.
Soon, there was a beautiful boy with paddle in hand at my side.
"Make me cry."
Crying ------
I took him over my lap and he came eagerly, this is what we had
talked about and he wanted.
I worked the paddle like magic, the first new stroke eliciting
renewed howls as the hot boy in my lap let me take him to the
final spanking frontier.
WHACK
WHACK
WHACK
WHACK
Jamie was all screams now and I felt certain that another few
would unlock him.
WHACK
I felt it coming, his ass would not be able to take too much more.
WHACK
WHACK
I heard the first sobs as he stopped howling and let himself go.
WHACK
WHACK
WHACK
WHACK
A few more strokes produced a wholesale torrent of tears from the
boy with the hot blistered ass laying over my lap. I put the
paddle down and gently kneaded his sore ass and slapped it
periodically keeping the pain level high and letting him cry over
my lap for a bit longer. Then when I felt certain that the pain
had made him let go and he would keep crying, I slowly and gently
sat him up. Then I pulled him against my chest and let him cry.
And cry.
And cry.
We just sat, his body against mine, his head nestled in my chest,
him crying.
No words were spoken, none needed to be.
Rest ----
Hours later, when the crying had stopped, I took him to the
bathroom and applied ointment to his ass to cool it down and
soothe it.
I kissed him, and we went to sleep in my bed, locked in a
passionate embrace.
Epilogue by the Author ----------------------
I am grateful to the real life Jamie for letting me share some of
our private conversations with the rest of the spanking community.
As with my other "Justin" diary stories, the work itself is fictional.
E-MAIL THE AUTHOR These stories are basically e-mail'ware at this point.
My original Spanking_Party was written on a lark and the feedback convinced
me to keep writing. Continued e-mail means more stores. Keep in touch with me
at mailto:toplegal@geocities.com.
Other stories in this series:
-
Spanking Party
-
Justin Returns
-
Mediation by Paddle
-
Rules for Justin
-
Coworker Gets His Due
-
Spanking Party 2
-
Dinner Party
-
Bar Trip