I felt her tighten her grip on my cock and I started to remove her blouse and bra letting her thirty-six "D"'s out.The next thing we were on the bed h...r naked and me with her panties on. She took my cock out of the panties and sucked me like never before at the same time playing with my ass and balls in the panties. I was so hot I started to sixty-nine with her till she came like never before. She finally stopped sucking my cock and said fuck me fuck me fast and hard. I shoved my cock in her. " So, I was understandably intrigued by my friends enthusiastic endorsement; and I called the guys number, chatted with him briefly, and set up a time the next afternoon to go over there.When I got there, the guy, David, and I, sat around his apartment for a while just chatting. As we did, I noticed a wooden bench-like thing setting to one side of the room. I asked him about it. He smiled and said: "That's what I call a 'milking bench.' "I was intrigued by it. He explained how it worked. I was. I could already see him start to get hard as he reached for the bag. I started to say something like haw haw, just joking as he reached in the bag but I was cut off as he said, “AW WOW I DIDN’T THINK U’D GET ONE OF THESE FOR US.” My smile was now gone, replaced with a shocked look. Then I smiled and laughed as I thought he was joking with me now, “okay very funny”, I said. He replied with, “Let’s try it now!” He dropped his pants and removed the rest of his clothes and as he opened the box. Then she pulled it back an inch or two and I felt her tap it sharply with her hand. I knew this was the precursor to a harder strike that I had only had once before. I felt her studying the plug and then she aimed her cane at the visible end. It only half struck, but it was still enough to send a deep aching pain into my bowels. Her second hit was better and she went on caning the end of the plug up my arse for ages, each hit taking me closer and closer to passing out with the pain. Then she.