Glen Again & Again

It's been about a month now. Glen originally contacted me. I told you all already. He's used to having ladies beat his butt. Pays them good money. Role playing naughty boy. But looking for a man who would do the job for free. Well, Bill's the man.

Glen hadn't had experience paddling other men. But I'll tell you over a month he's getting the hang of it. The first time we met, we played my little card game, low card receives, he was kind to my old butt, but I really enjoyed beating up on his.

We planned another meeting, turned out the same day Ted was coming from Iowa. Glen wasn't sure about doing this with a group of guys, not even real sure about Bill. But he took the chance and says he enjoyed it. Guys passing a paddle around.

Our third session Glen had been urging me to try real role play punishment session taking it out on his butt. Bill never going to be an actor. And really kind of enjoys the give and take thing, but Glen is a real hard butt. So I got him hanging from the rafters in my basement, pull down his pants and whack away with paddles and straps and sticks. Man, this Glen is really tough. Can take a lot, over and over. I get a little worried about me enjoying beating on him and losing a sense of him being a real guys who's feeling pain everytime I let the paddle fly. He took an awful lot.

Then when you let him down, he let's you all know he could have taken more. And even proposes to the group that that somebody paddle him to tears. We got a taker on that one, but seems we got a date/time problem. They got to deal with that.

But even though that wasn't happening, Glen didn't want to lose out on getting his ass busted this week. So Monday morning he appears in my basement and we play darts and cards. So it's give and take, to appease Bill. The paddles and straps fly. Glen usually aims his darts toward the center of the board, so he has to take his swats bare butt. Bill aims out toward the edge, so he can take his on jeans, wimp! But this isn't enough for Glen, so on Tuesday morning I have him over again, ropes hanging from the ceiling, totally bare, and gradually I play with his butt. Some little taps with a dowel rod and then a good whack or two. Then the rubber covered ping pong paddle, tap, tap, tap --- WHACK! WHACK! WHACK! Play this little game on his butt watching it turn red and redder and pretty sore looking. I think he loves it. I like it. Whack, whack whack. Said he was going to try my conditioning program, but when I told him to get down and do some sit ups, he said he didn't like sit ups. Naughty boy. You know what he gets. Just what he wants. Even though his butt looks plenty sore, he wants more. Meant to take some pictures, next time. And just to let Bill think that he's not a total wimp, we encourage Glen to take that paddle that has a big crack in it and break it across my butt. Well whack and whack and whack and whack, and damn the thing wouldn't break. On my jeans, but he had me dancing around before that paddle bit the dust. Just for fun. I'm enjoying it. Think he does too.

Hope the saga continues. Maybe we'll have a naked Bill hanging from the rafters. Don't count on it.

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