"She finds herself in cuffs at the mercy of a security guard"
Tuesday, April 23rd, Day 3. Dear Diary, Nothing exciting today. Roxanne bought some really nice underwear, but it mostly was a Rachel day. I had a really long swim, then had my ass kicked at tennis by a seventy-year-old man....
"I watched Jack get spanked now it's his turn to watch me spanked on bum and pussy and..."
Only the week before I had watched my Mum spanking Jack, the boy next door, and he was stark naked. Not only that but afterwards I had watched as his Mum tried to control his naughty cock using a leather belt....
"Things with Samantha seem to get out of hand"
I think that my slightly morose silence, particularly after my rather less than morose actions earlier, confused Samantha, and we spent a rather odd few hours wandering and shopping before a late coffee and sandwich in a street side café....
"Losing any sense of control as things get too hot to handle"
Sam didn’t come out of the cubicle for about fifteen minutes and, when she did, she was still red in the face. She strode across the floor, not breaking step as she returned the items to the counter and made...
“It’s Game day. Winner takes all.” Oh, Fridays are an incredible day. I breathed a sigh of relief as I rolled out of bed, noticing the vacancy of Samantha’s messy bed. Good. I don’t think I could take more abuse...
"A friend in need. (Special thank you to Couple4play)"
I had been back in Toronto for two weeks. Aiko had emailed me pictures and videos of her masturbating, and in teasing states of various dress and undress. She also teased me about coming to Toronto for her summer break....
"Nora is auctioned off for charity"
Nora sat at the kitchen table tapping the end of a pencil on the table. In front of her was a questionnaire she had to complete. The questions were a methodical, painstaking inventory of her sexual limits and experiences. Notably...
"Payback time on Sam"
After the rather stimulating, and somewhat confusing, afternoon, Sam and I went down to dinner and had a very sophisticated meal with brandy afterwards on the terrace. Afterwards we returned to the room and went off to sleep in our...
"Meeting up with Alison turned out to be a spanking experience and more.."
If you read Painful Piano Lessons - Part 4, you’ll know that I watched Alison being caned stark naked before she helped ‘Miss’ cane me in a most embarrassing way. As she was leaving, Alison pushed a note into my...
"Sara finds herself getting deeper into the world of cuckolding from her husband's Kindle"
Sara was still shaking when she put Brian’s Kindle back on the bookshelf. Her world had been turned upside down. It wasn’t just the fact that Brian had bookmarked the passages that she had just read but it was also...
