Angry Stepbrothers 2

There was more to the last update (
WorkShy 8) than we knew at the time. In fact, after John (Ryan Conway) had a situation with his foreman at work it turned out that it was in fact his mischievous git of a stepbrother Tom (James Lewis) had informed his foreman that he was skipping work and he is not happy about it at all! As Tom Returns home, he has no idea what is in store for him

So it is straight over the knee for a good spanking to let him know just how angry he is!

Then to make sure he gets what he deserves tom then strips off and is give a good leather strapping on his already sore backside. Maybe this will stop him being a tell tale in the future.

James Lewis plays Tell Tale Tom



Angry Stepbrothers 2 – in 1080p Extra High Definition

Angry Stepbrothers 2 – in Standard Definition


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Title 2257

By Bruce

6 thoughts on “Angry Stepbrothers 2”
  1. WOW! I never tire of seeing young James laid over the knee for a good smacked bottom! And doesn’t he look great in his school uniform – handsome and so boyish and cheeky! Even just walking home, he looks as though he is really asking for a spanking, without us even getting his rear view!
    I particularly found it a massive turn-on when the lad had to take his shorts down and revealed that not only did he have coloured underpants on as I was hoping, but he was wearing briefs. For me, briefs have the edge when it comes to spankingwear because, although I do love boxer-briefs, I find that briefs frame a boy’s bottom so much better for smacking! I am fairly sure it is the first time we have seen James getting smacked in briefs, and it more than makes up for the time he committed the cardinal error of wearing white boner-killers to be spanked!
    I am not the biggest fan of bare-bottom spankings, but when James bent stark naked over the chair in the classic naughty schoolboy corporal punishment position, I had to stop myself smacking my computer-screen!
    Hasn’t Ryan grown wonderfully into his role as a top (though it is good to se him appearing as a bottom like he did in the recent clip, ‘Workshy 8′). From James’ reactions to his punishment, this hunky lad clearly has a hard hand and a strong right arm, and knows his job when it comes to laying on the leather belt! By the time he has finished ‘disciplining’ his tale-bearing little step-brother, the boy looks very sorry for himself indeed! Incidentally, I write ‘disciplining’ inside inverted commas, as it isn’t really discipline – it’s vengeance pure and simple, but understandable vengeance. I might have tanned a younger brother’s backside good and hard myself if his tale-bearing had earned me a thrashing from my boss!
    Definitely a must for the collection!

  2. Agree with the Dr Van the briefs looked good on James. Maybe we could get Finn Harper in some too. Are there any updates on when Finn is back?

    1. Finn has been busy with other projects recently, however, we hope to have him back in the studio within the next week

  3. Wow, I love this follow up story, a real sting in the tail ( all pun references meant). Perhaps another sting in the tale could be added with stepfather being annoyed that Ryan took James in hand himself and getting him in for another spanking…
    And of course, the young James should soon be back for more spanking, hopefully caning.

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