Caned to Your Climax | Defiant or Compliant? | Winter is Coming | Full Frontal Nerves

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Caned to Your Climax

As you may know, I do not use the cane extensively and so when I do, I like to go all out.  I start off with a smaller, snappier cane and it is really great fun cracking it across the cheeks of Jacob's bare ass which are perfectly positioned over the punishment bench.  Despite that, when I start administering sets of five and ten, he starts trying to wriggle away, but he's tied down tight and he's not going anywhere.  I enjoy caning his bare ass so much for you ... he suffers fantastically.  This video is exactly why I started making my own punishment videos - I really wanted to show you more intense, longer canings which, in this case, go on until Jacob's ass is completely shredded.  I don't stop until I am satisfied - until you have had plenty of time to satisfy yourself.  Not before.

Defiant or Compliant?

I am interested to understand what makes someone need to submit to hard punishment when, in the moment, they really don't enjoy it.  It hurts like hell.  Chris is one such trainee.  He is able to take a massive amount of punishment and finding his limit can take time.  This session is no exception ... I will take him to hell and back for you and once I start, there is no out.  He can call me a bastard, he can try to get away, push my hands away, beg me for a break ... none of this is happening.  What's happening is that he is going to take every single last stroke.  Hard caning, belting, carpet-beating, the works.  But even then, he defies me by asking for more strokes - something he surely regrets when I assign him 100 of the cane.  This guy is a great workout for us.

Winter is Coming

I'm used to the sounds that Ben makes when he is dealing with my belt or my straps and so every now and then, it's fun to use a new implement - like these fresh cut switches.  I instructed Ben to go out to his local woods and choose a selection of fresh branches which he then pared and presented to me.  I like the idea of him gathering the very branches that will soon be challenging him in the punishment room.  I carefully select three firm but pliable switches and get going.  Ben is shocked by the pain as they slice down on his bare ass, making an awesome swishing sound.  They really are fun to beat ass with and judging by Ben's reactions, they sting like hell.  Listening to Ben scream louder than ever just makes chasing those cheeks around even more fun.  No escape.

Full Frontal Nerves

Spanking straight guys for the first time is part of the job here at No Way Out.  What I notice is that the straight guys can get competitive.  John is good friends with Tom and all eyes are on him to see how much punishment he can take.  He is also worried about being naked full-frontal.  It's almost like he's more worried about that than the punishment.  I am always clear with these types of guys that in order to be paid their fee, they must take a good thrashing.  As he strips down, he looks extremely nervous.  He has no idea that only minutes from now he's going to be biting down on an old sock as I belt his bare ass.  Maybe he will take this as a wake up call and get a proper job.  Brace yourself, John.