You may have noticed this blog hasn't been too active
recently. Well, that's because I am attempting to start a new chapter in my
life - one where instead of just writing about spanking, cuckolds and bi I am
attempting to live it.
My wife and I have fun in the sack but she has decided she's
reached the limits of her kink (whereas I feel I'm just getting started!) so
she has said that I am free to explore my curiosities outside the relationship.
Talk about an early Christmas present!
So I took the plunge and posted a picture of myself bare
bottomed and dressed as a
naughty schoolboy on the Spank This hookup site,
announcing that I wanted to find out what it was like to be spanked by a man...
And that's how I found myself knocking on the door of an
ex-teacher who was my dream spanker come true (older, balder, stockier). My
idea was I would first have just an introductory spanking in normal clothes (or
possibly naked) to see if I liked it. But when strictlyyours (hereafter referred
to as 'Sir') commented that 'Having you over my knee in your school uniform
socks would be ace' I felt I just had to wear my favorite uniform!
I arrived as nervous (and as late!) as the stereotypical
naughty schoolboy. All through the day Sir had tantalized me with this email
exchange:
Sir: I shall expect you later today and no doubt
there will be a bad report to be settled following your discovery in the
library stacks with your trousers down, engaging in inappropriate behaviour
with the young French teaching assistant, who has now been sacked. This afternoon your trousers will be coming
down to feel the extent of my displeasure for that indiscretion..
Me: But it wasn't my fault sir she blackmailed me!
Sir: Save your excuse, lad; you know full well that
sixth formers will be treated much like juniors if they transgress the
behavioural code. Oh yes and I should add that the IT department
have traced the instigator of an unsavoury websIte relating to
'cuckolding' or some such debauchery, to your school internet account. I can see that your visit to my study this
afternoon is going to be both embarrassing and painful.....for one of us.
The scenario made me very keen to finish work and get going
(especially as it reminded me of a story on Strict Julie's blog about a
young gentleman and a serving girl caught 'at it' and punished by his mother and the
groundsman. Although I always felt the son got off scot free in that scenario
compared to what happened to the poor serving girl!)
Once inside the house I was very nervous (it turns out
'spank' is a difficult word to say when you're tense!) but Sir took charge and
provided a room for me to change into my sixth former uniform (grey knee socks,
shoes, trousers, white shirt, school tie, straw boater - and a
dressy strap watch of course!)
Then I had the classic schoolboy experience of knocking on
the
study door before being led down to the 'punishment room', where after some
mild scolding Sir ordered me to remove my shoes, hat and glasses, then put me across my knee and proceeded to spank the seat of my
tight trousers.
As he spanked my nerves melted away and I enjoyed it as much
as when I've been spanked by my wife. It wasn't long before Sir was
commenting on the feeling of something
hard against his leg and I was sent to the corner in disgrace with my hands on
my head.
After some more scolding I was called back and then had the
thrill of having my trousers taken down (my wife always makes me do it myself) before
going back over his knee for more whacks on my white briefs.
This gradual buildup of intensity was great for easing me
into the spanking fun, but it did nothing to calm my hardon. When my
underpants were pulled down my cock stood shamelessly. It was the first time
I'd been erect in the presence of a man, but it felt perfectly natural. Sir commented repeatedly on the effect and tested the firmness of my erection by hanging his cane from it! Then he put
a towel across his lap, put me back across his knee and went on walloping my
bare bottom.
I had made clear that I was not averse to wandering hands
during my punishment and I was intensely stimulated as Sir caressed and
squeezed my cheeks and teased my perineum and arse crack between (and sometimes
as well as) spanks. So this wasn't just my first M/M spanking, it was my
first gay experience!
My bottom was now bright pink and my cock was still hard. Sir
ordered me to go upstairs, change into my
striped blue pyjamas and wait on the
end of the bed. (I confess I snuck a look at my bottom in the mirror - that's
how I know it was pink!)
After a nerve-wracking few minutes Sir entered
brandishing a size 12 plimsoll, and I went across his lap with my
jim jams down
for my first ever slippering.
At one point I accidentally let slip that he
wasn't spanking much harder than my wife did and he certainly took that as a
challenge - from then on I was given a good sound walloping with plenty of
double hand spanks. Throughout the session I couldn't decide whether to play
the good student who's being
punished for something he didn't do, or the
classic cheeky schoolboy. I guess that's what introductory sessions are for -
later we decided I could be a shy, innocent boy who comes out of his shell
whenever he's spanked.
I did enjoy the slipper - it's a nice medium between the
hand and the harsher implements, and it left a wonderful sole-shaped mark on my
bottom that showed up in some of the pictures Sir took.
Oh yes the pictures - after my slippering Sir had me kneel on
the bed for some intimate shots of my well-spanked bottom, after which he rubbed cream into my rosy cheeks and firmly caressed my 'underside'. I honestly would have let him do anything he
wanted at that point.
He settled for bringing out a few more of his implements
to show me this wasn't all about caressing hand-spanks. Sure enough, after six
strokes each with a wooden paddle, a triple tongued leather strap and a short
cane, my erection had long since vanished!
Sir wasn't finished with me yet though, as I was stripped naked and put
back across his lap for an extremely intimate hand spanking, with my dick trapped between his legs.
This is where I
really entered spanking heaven and I'm pretty sure I moaned like a complete
slut as his palm cracked down. My backside felt like it was glowing and the pain moved from a warm sting to a hot, prickly, peeling-sunburn kind of sensation.
Of course my erection had long since returned and when he
had finished Sir had me stand at the end of the bed stark naked and wank my
dick while he continued spanking my ass. I couldn't cum - maybe it was the
nerves or the fact I've been trained never to cum before my partner - but Sir
assured me this was something we could work on...
And that was it, at least for now. Afterwards I changed back
into my day-to-day clothes (sadly noting that the ordeal had been too much for the strap of my wristwatch) and Sir and I had a nice talk about culture,
sport,
Jonathan's spanking art, and whether there will be a next time. I certainly hope so!
Postscript: Unfortunately there was an accident while I was transferring the pictures to my computer later, and I lost all of them apart from a few tiny thumbnails. So not only am I facing inevitable punishment for failing my first ever homework assignment, we're also going to have to recreate the photos all over again!