Pictures illustrating this story feature Toby

SPANKING THE BOY FROM THE MAIL ROOM By Nigel Dean

When Old Chris finally retired I knew I would have to educate his successor. Being able to call into the mail room early each morning in order to pick up the padded envelope addressed to me rather than wait for it to be processed through the system and arrive an hour later on my desk gave me a good start on the day. Without my short circuiting the system like this my day would extend into the early evening and I would be that much later home.  I wasn't paid by the hour so the sooner I finished the sooner I could leave.

The new boy was obliging and happy to accommodate my dropping by first thing.  His name was also Chris although he spelt it with a K - Kris. So Old Chris was replaced by Young Kris, the latter being old enough to be the former's grandson.

Old Chris and I would exchange a few pleasantries at the start of each day but Young Kris just politely asked me to sign for the package and that was that.  I didn't get to know much about him, that was until I received the e-mail.

We all have our little pleasures, fantasies, day-dreams even fetishes if you like to call them that.  For me it is spanking.  Now please don't get me wrong I am not into violence, brutalisation or anything even vaguely against the law it's just that when I was a lad at school corporal punishment was still in general use and like my peers I received both the cane and the slipper as a natural part of growing up.  While such spankings hurt there was something erotically sensual about tem.  In adult life I would perhaps have forgotten all about these episodes, certainly the sexual overtones, were it not for the development of the Internet.  I have become a frequent visitor to a variety of gay spanking websites and have added a personal profile to several.  I enjoyed fantasising about spanking a backside but had never actually done it and thought I never would.  While the opportunity would be nice it didn't matter as the fantasy was in itself very satisfying.  Then came the e-mail.

Hi !  

I saw your profile and would like to ask if you would spank me.  Nothing hard but I would like to feel my bum sting a bit and to be red where you have spanked it.

I have searched the profiles to find a spanker near to where I live and came across you so perhaps this could happen.  I am nineteen and have never been spanked before but the thought of my bare arse over an older guy's knee really turns me on.

I am genuine..................

I knew he was genuine well enough, Kris gave his real name and a mobile phone number.  He also attached two pictures: one of his face and on of his naked arse !

"Shit !" I sighed under my breath and leaned back in the chair. Between my legs a stiffness showed my excitement at receiving the message.

Kris was not the sort of guy who would end up as a finalist in the Mr Gay UK contest but he probably could have secured a part in some mass-market porn video.  Were he to have posted a series of amateur self pics on a website the likes of Euroboys or Real Nude Guys his e-mail inbox would soon fill with flattering comments.  Sadly I could not say the same for myself but I had managed to keep all in reasonable shape and would certainly be able to offer Kris what he was looking for.  Were it not for he fact that I knew him I would not have hesitated to accept his invitation.     But  it  really wasn't a possibility, was it ?

Finally when I had read the message over a few times and made some slight revisions I moved the cursor over the send button.  My forefinger hovered above the mouse before clicking to speed my words through cyber space.  I had done it, my chest tightened as I thought of Kris receiving the e-mail.  I didn't expect to hear from him again. I was certain that his learning h e had made contact with someone he worked with would end all communications.  I was wrong.

Within moments the small grey oblong box popped up indicating that someone wished to be added to my MSN contacts.  With a heavily beating heart I clicked to accept.  Instantly Chris opened a conversation.

"Cool."  Just a single initial word to announce his presence after which followed the usual internet chat meaningless preamble as we both said Hi and asked how the other was.  Why is it all internet conversations have to commence with such dribble ?  Things moved on as we danced about, my waiting for Kris to ask who I was and Kris waiting for me to volunteer the information.  My heart began to beat even faster as the inevitable grew ever nearer.  I did not want to frighten him off but when I revealed myself Kris was quite happy.

I bluffed about my spanking experience.  "I adopt the role," I explained, "of a kindly headmaster who puts naughty boys over his knee."

"Do you wear a headmaster's gown."

"Yes."  I still had the black academic gown I'd worn for the graduation ceremony at university.

"What's your slipper look like ?"

I described a pair of blue canvas deck shoes I had worn on holiday last year.

We were both getting off on the conversation, my cock was bursting out of my underpants, when this conversation was over I'd need to give it some hard right hand attention.

Kris steered the conversation to arranging a meeting.  I had to think quickly, I did not want him coming to my home and guessed he would not be able to accommodate.  It was midsummer, the weather was very warm and I suggested an outdoors meeting.  Kris was excited with the prospect.  I knew a secure place, I'd been there with a guy I'd met in a chat room last year.  That wasn't for spanking, Kris would be my first, but just for a mutual jack off session.  I explained the location.

"We can park the car then walk half a mile into the woods.   If we go at night, say after ten-thirty, nobody will be about and even if they were it's so far from the road we'd have loads of t ime to see them approaching."

"Cool !"

We made plans for a spanking session the following night.

"But I don't drive,"  Kris said. "Would you be able to pick me up ?"

"Certainly."

So everything was arranged.

Just as internet chat has to go through the opening stages of preamble so there is something similar employed in order to close down a conversation.

"Bye..."

"Cya..."

"Take care..."

"I will, and you...."

"Looking forward to tomorrow...."

"And me..."

"Have fun..."

"I will....."

etc - etc - etc.......

Eventually I shut down the PC and stood up.  God I needed a wank after that but first I had a couple of things to do.  My blue canvas shoes were in the wardrobe, I picked up the right shoe and gripped it tightly by the heel.  The soft canvas folded in my grip.  I slapped it into the open palm of my left hand.  Tomorrow that would be Kris's arse !

The academic gown wasn't so easy, it was in a suitcase somewhere in the loft and took time to locate.  Eventually I lifted it out and held it up for inspection.   I moved to put it on.  No -. I quickly stripped to my underpants then put the gown over my bare back and shoulders.  Taking the slipper in my h and I paraded before a mirror.  Very good !  Very erotic !  That was how I would dress to spank my naughty young friend !

I didn't dress that way when I went to meet Kris and drive to the place where the spanking would be outworked, my slipper and academic gown were in a small sports bag. Beneath my trousers I had on a carefully selected pair of CK briefs. The way Kris was dressed made him a different person to that I saw in the mail room each morning.  

That day I had been nervous about calling in to collect my package but Kris winked a knowing eye and as I left said with a smile, "See you later."

Indeed I would !  I thought of little else all day.

Kris was ready and waiting when I pulled up to give him a lift to the place where I would spank his arse.  At work I had only ever seen him in company dress which for him was a pair of dark trousers and shirt with the company name and logo. Now he wore tight fitting cream trousers and a sleeveless shirt.  Perhaps I was wrong earlier in saying he would not be a finalist in the Mr Gay UK contest, I would certainly have voted for him !  His hair was different too, now gelled and spiked.  This was going to be good, I was going to enjoy myself, I would see to it that Kris would enjoy himself.

"Hi there."

"Hello,"  Kris smiled as he got inside the car.  "You ready for this ?"

"Most certainly am."

We made small talk as I drove the few miles.

"I'm not into anything too hard,"  I explained.  "Just innocent fun."

"That's fine.  This will be my first spanking so just sting my arse and send me home with it glowing red."

"I think I can manage that."

Strangely I wasn't nervous, Kris didn't know it but this was going to be my first spanking.  He thought I was an expert !  If all went well he would continue to think that way.  I had been anxious when I first received the e-mail and had been tense as the time for the meeting drew closer but now I was totally cool and looking forward to dealing with my young friend's backside.  Yes, I would deal with it well !  Very well.

For the time of night it was incredibly warm, even so given a cloudless night with a full moon.  That moon shone a silver glow over everything making all so clear.  As we walked along the dry, sandy path Kris bubbled with excitement.  Questions, comments, anticipation and erotic emotions tumbled from him.  Between my legs an already stiff cock intensified it's rigidity.  This was the second time I had been to the woods that day, I had driven up earlier to find the perfect location, Just a little further along the path, turn left into the trees walk for fifty or so yards and into the clearing.

"I thought this would be a good place,"  I said.  "What do you think ?"

"Perfect.  Shall I strip off now ?"

"As far as your underpants,"  I said preparing myself.  

The night air caressed my bare back until I draped the academic gown over my shoulder.  I removed my jeans then turned to face away from Kris as I adjusted the lay of my ever stiffening cock within my underpants.  I had brought a small collapsible fishing stool with me which I unfolded and positioned ready. I placed the slipper by its side and settled myself down.  Kris smiled and moved towards me. 

The fingers of my right hand splayed wide and came down to rest on Kris's behind, gently moving about caressing first the right cheek then the left circling round and round.  God how wonderful it felt for me and a deep sigh from Kris showed how he was enjoying this foreplay.  Slowly my hand raised above those tight white briefs then slapped down onto the right cheek.  Kris flinched slightly and I held my hand there pressing down before moving to slide it beneath the elastic waistband. Kris arched upwards to enable my slipping down of his underwear.  The briefs caught on his erect cock, his hand deftly released it.  As he settled himself back across my knee that now naked cock pressed its hot length into my flesh.  I could feel his balls lose against me and the texture of his pubic hair tantalising my from either side of the hard shaft.

Time now for the spanking to move forwards.  I began a rapid series of hand slapping on both cheeks, half a dozen on the left buttock and then a similar number to the right. I could feel Kris's heart beating throughout his body as I held it tight across my knees.  The slapping stopped and I drifted my hand across the two now warm buttocks, a distinct rise in the temperature was easily detectable.

"You are nicely warmed up,"  I said.

"It feels good,"  Kris whispered.

I reached down and picked up my slipper which I placed across my young friends bum, holding it there for him to feel.  Inside my underpants I knew I was leaking precum and could feel a damp sensation on my leg where Kris's cock was resting.  Time to give a real spanking.  After a few more slaps, this time with the sole of my slipper I raised my right hand high above Kris's body then brought the slipper down with a crack into his buttock.  He flinched and I tightened my grip to hold him steady.

Kris cried out.

"You OK ?"

"Yes, don't stop !"

I didn't stop.  Crack, crack the slipper found its mark again for a second and third time.

"Harder please."

Sure if that was what he wanted.

For the fourth stroke my arm moved as high as it could, my bicep muscle knotted then those of my shoulder brought my arm down with all the strength they could muster.  The impact made an incredible noise in the silence of the woods, Kris let out a cry which echoed about the trees.

"Do that again."

The brief rest was over, time for the slipper to do some more work.

I slapped it several times gently then raised it to again repeat the harder spanking.

"This is fantastic,"  Kris said.  "I never thought it could be so good."

Crack, crack ! Each time trying to make the impact harder.

"Don't stop."

I didn't.  

That was until Kris telepathically told me to.  His arse had taken a sound beating, far more than I had intended, but this had transmitted its erotic sensation throughout his body and I knew what was coming next.  The slipper fell to the floor and again my hand began to caress those warm bum cheeks.  Against my leg I could feel Kris's cock start to twitch then violently ejaculate fire. It shot out across my right leg, through the small space and then splashing on to my left.  I was holding back my own climax and without words told Kris what to do.  I released my left arm from about his body and he slid from my knees.  Standing up I threw back my head as he pulled my own pants away to the ground.  It took but a few stroked for him to wank me into a paroxysm of delight.

What a night !  What a spanking !  All those fantasies were but a feeble myth against the reality.  I looked at Kris and smiled.  His grin widened and his eyes sparkled in the moonlight.

"Have you ever used the cane on a lad ?"  He asked.

"No."

"Could I be your first ?"

I nodded.

"Tomorrow ?"

"Sure."

So where the fuck was I going to find a cane by tomorrow ?  But that's another story.