I had no ideawhat she was going to do with it as she walked around behind me.Reaching underneath me she positioned the knob at my asshole and I knewwhat she had planned. She began working it into my ass slowly andsteadily. It was so painful when she began working the largest part in.I felt like my ass was being ripped open so I squirmed and fought tofree myself but the restraints and Mistress Ann were there to keep me inposition. "Just relax my little sissy, it will be better soon," she cooed. Thelarge plug was almost completely in now, but it must have become harderfor her push because she began shoving the rubber knob harder and harderuntil it was finally in. No matter how much a bore down I could notexpel the plug. I felt so full and the pressure on my prostate made mylittle dick ooze precum. The pain was terrible as I cried and struggledto free myself of the large object in my ass.When the throbbing started to subside I realized I was alone in theroom. There wasn't much else in. Okay it might hurt at the start, but a quick fuck after should take her mind off the pain. So she agreed and they planned to meet the next day because unsurprisingly Don did not have a cane with him today.The following morning Don arrived at Becky’s flat with a long cardboard tube under his arm containing his favourite junior school cane. Becky was wearing a short denim skirt and a tee-shirt. After some small talk they agreed how the session would work. Don wanted to spank Becky over his knee to start. Becky would then strip to her underwear and bend over the back of the chair. She would get six strokes with her knickers on, then the final six on the bare. After that Don would fuck her.And so if began…Don sat on a straight-backed chair as Becky clambered over his lap. Her ass was nicely pushed up for Don to start the spanking. He began quite gently, making sure Becky was comfortable, gradually increasing the strength of his blows until Becky was yelping at each one. After about five.
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