The Headmaster and Carlton

College lad Carlton (Timmy Cole) decided it would be fun to follow through on a dare and pee in the sports master’s tea, something he will now learn is a very painful mistake as he arrives at the Headmasters office.

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Click on the Read More tab below to see what happens next!!

单击下面的“阅读更多”选项卡,看看接下来会发生什么!!

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After a good telling off it is time for Carlton to go over the Headmasters knee for a damn good spanking on his smooth round bottom
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Just in case that didn’t make it clear how disgusting his behaviour was, then a good dose of the sports slipper on his bare already very tender and painful backside should hit it home!

PREVIEW VIDEO TO FOLLOW

Links

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The Headmaster and Carlton – in 1080p Extra High Definition

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The Headmaster and Carlton – in Standard Definition

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An HD version of this video is also available through Sting Raw at Clips4Sale for customers who wish to use an alternative processor.

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Title 2257

By Bruce

19 thoughts on “The Headmaster and Carlton”
  1. The utterly sweet lad, the silly underwaer, the armchair, that I know from the 60’s/70’s, everything is perfect here.

    1. Great pair of pants, by the way, Timmy, lad! Lovely colour and the perfect length for spanking! And all that enhanced by them being worn under those spanky white sport’s shorts!

      Incidentally, although white underpants, as everybody who knows me knows, really aren’t my thing – but I do ADORE white shorts! Especially SHORT white shorts!

  2. I have noted in the most recent videos that a lot of the models are now leaving there shoes/trainers on their feet which personally isn’t really attractive in a spanking film. I understand that Timmy (who has a nice little booty) took off his footwear in the second half of the film but in some of the most recent videos especially with Finn he has left his footwear on in every video as of recent in fact the past 5 videos to be precise. I’m not sure as to why this is happening but I myself and others enjoy seeing a guy SPANKED in his socks or just bare feet.

    I listed some links to recent clips of Finn as an example. I also noted that sometimes the model seems to put his footwear back on even if his walking from room to room for example the clip with Finn sniffing shirts he was in his bedroom feet out then put his shoes on to go to the kitchen which didn’t make sense for the home setting je was in at the time.

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  3. Just to add a different perspecitve – the underwear socks and footwear that are featured add that (in my opinion) extra spice. For the sneaker/sport shoes fans this is a great addition. The anticipation factor is made more exciting wondering what footwear socks and underwear Finn or others will be wearing. (still waiting on Finn in those briefs!) Keeping the socks and footwear on – is a preference for some.
    Who can forget Finn in his Vans sneakers and socks? (We must be due for a reprise.)
    Same is true of the guys featured. I would have Finn Harper Jerry Bosak Travis Mckinnon James Holt Ryan Conway Rudi Vallance Tim Pateck and Gary Kral (who only appeared once) on a revolving door. But others would have a totally differnet wish list.
    Sting does a great job of catering to many different tastes.Keep doing what your doing.
    Any chance of Jerry Bosak or Gary Kral making a return?

    1. I’m not really attracted to trainers or shoes you use to walk around outside. I also disagree I often think it’s a missed opportunity to see the guys socks I don’t get the anticipation factor I see it as a missed opportunity especially for those that have a foot fetish. I also prefer clothing to be completely removed in this clip everything seemed so restricted the trousers and underwear around his legs I like it when the models spread out and show us what we want to see in porn cock and balls.

      ETTO.

  4. Timmy Cole is a real cutie – and those yellow pants look amazing on (and off!) him. 🙂

    Any chance we might see one of the lads wearing the really short school shorts again soon Bruce? Obviously Finn Harper always looks great in them – or maybe Tim Ptacek? Think Timmy Cole wore slightly longer ones in his previous school shorts scene, but maybe he could wear the shorter ones in a future video?

  5. Can I add my voice to the call for another boy to be spanked soon in the short grey shorts? Either Tim or Timmy would be amazing! And what about the new boy, young David Benes? That truly would be the cat’s ass!

  6. Great to see a model that actually looks the part. More please! Reminds me of the great days of Vex and Tigger.

  7. How right Mark is. There has been to much deviation from the models and scenes that made Sting a hit no pun meant.

  8. I agree with Mark and Michael, this is the scenario that Sting does best and which laid the foundation for its success. More of the same please.

  9. To Swanlad, Michael and others

    Sting will continue to seek out twinkish type actors to appear in School based or Domestic stories for the pleasure of fans who enjoy that type of scenario. However, Sting also made its name casting more athletic actors, such a Paul, Brett, Darren, and we hope to also appeal to those fans (like me) who have a preference for swimmers and soccer-jocks.

  10. A question, why does Sting double rename models, it seems a really strange thing to do. For example here its Timmy Cole which is clearly not his real name, but here hes called Carlton, so hes been renamed Timmy and then renamed again to Carlton, makes no logical sense. We are not stupid, we know Timmy is just a pseudonym. Why not just be “Headmaster & Timmy” ?

    1. Timmy Cole is the actor’s stage name, we hope he will appear in a number of videos playing different roles under various names.

      After all John Wayne’s real name was Marion Morrison, but on film he played characters with names like Davey Crockett, Rooster Cockburn, Ringo Kid and Genghis Khan

      1. But hes already playing a different role as “Timmy”, and that argument about John Wayne is weak. Sylvester Stallone plays different roles but he is still Sylvester Stallone, he doesnt change his name and then change it again …. likewise with Johnny Depp and Im sure I could list a 100 more actors. Timmy Cole is a role he is playing already, No other porn/spanking studio does this ridiculous double renaming.

        1. The actor’s professional stage name is Timmy Cole, he will play different characters in various videos, and the character he plays may have different names depending on the script.

    2. Timmy Cole isn’t a name given to him by Sting. He appears in various films all over the internet under that name.

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