Having fun with John from IN/IL/MI

Been meeting John for many years.  And over many years he has lived in many places.  But when his visits his instructions to me are always the same.  I should have fun.  He expects it long, heavy and hard.  Most he takes what we used to call the challenge.  Now there are many variations on the challenge.  From now on when guys visit and ask for punishment this is the standard set of punishment strokes I give them.  100 with a leather paddle, 100 with the belt,  100 with the leather strap,  100 with a wooden paddle, 30 with the cane.  This is what John was to get.  But he brought him a nice new rubber strap/paddle.  So I substituted that for the cane.  Rubber is wicked.  Then after we were done.  John who looked really sore said he had more time and I could play some more if I had more interesting toys.  So we tried some e-stim pads on his ass.  And then the vibrator and the violet wand too.  John is very good at wiggles. 

Darman breaking him in

Darman has been a fan of mine on fetlife for some time.  Always letting me know that he finds my pictures and videos interesting.  His own pictures are very interesting.  He lives a long distance.  Tried to get together once before when he had some business in Chicago but that didn't work.  But last night he got off a plane at O'Hare,  got on a bus to NW Indiana and landed in Bill's basement.  Hit the shower, put on some pretty panties, and got the full treatment.  He asked for it.  Maybe got more than he was expecting.  But sure put on a good show.  Going to enjoy this video.

Steve and John clever creative

Chicago John is visiting.  That's why Steve stops by.  Why?  Wants to go down the basement and make a video.  No,  Steve.  Not the same old same old.  So Steve gets clever and creative. The Steve and John bound in a knot.   And Steve picks how I can torture them.  He's sorry. 

Slaveboy again finally

The Slaveboy visited the basement quite some time ago.  Planned to come back.  But that didn't happen.  Time went by and finally he arrives.  Dressed up in his panties and brazier.  Lots of toys.  Constant suggestions about what Bill is supposed to be doing.  That's topping from the bottom. Invites me to use some heavy paddles.  Then maybe wasn't too happy about that.  All kinds of torture and a happy ending. 

More Mick

Mick appeared in the basement not too long ago.  Then again.  And now again.  Stops by when he's on the road. Seems to be enjoying himself.  Maybe I have a regular.  Nice hugs. 

Ganymede surprises himself

Ganymede contacts me on fetlife.  He finds activities down the basement interesting.  But he says he does like spanking.  We know that more than spanking goes on down the basement.  He arrives promptly, and is quick to get himself naked up on the spanking horse.  And seems to quite enjoy having his ass whacked.  He laughs.  Promises he visit again.  Maybe I have up the pain level a little.

Steveshogs finally shows up

Steveshogs been getting spanked regular forever. He has a wife who spanks him.  But he just made his first visit to Bill's basement.  After watching all the videos,  he decided it was time.  Working in Chicago.  Had a opportunity to stop.  He has a nice solid butt.  Holds up well and seemed to enjoy himself entirely.