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Chapter 33
by
enthusiast
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One Last Holiday Prank !
Debbi was still sleeping like a log when Carol joined Jackie and Sarah for breakfast. She knew from experience of the last three days that Debbi was a heavy sleeper. The Manchester lads were also up bright and early having arrived to say goodbye to Debbi before she left for the airport. Carol had an idea for one last prank this weekend. "I've got an idea" she said to them all. "Come up to the room with me but keep quiet." Carol went in first to check that Debbi was still fast asleep. She came back out and whispered to Robbie " Get your things off and get into bed with her, then we'll come in making a noise to wake her up. She'll think that she's slept with you !" Robbie was game for the laugh and managed his part of the operation without disturbing Debbi.
Carol and Jackie got their cameras ready and then Carol banged the drinks tray on the table and yelled "Rise and shine, rise and shine. We've got a plane to catch !" Debbi woke with a start and saw everyone watching. Then saw she was not alone in bed ! "Robbie ?" she cried, confused. Carol ripped the sheet off the bed, revealing the two naked 'lovers'. Debbi looked around briefly, even more confused, before crying "Eek!" and scuttling bare ass into the bathroom as everyone laughed and Robbie hurriedly got back into his clothes. "That was well worth it" Jackie spoke for them all.
Ten minutes later, Debbi emerged from the bathroom wrapped in a towel as the others were standing chatting. She had gathered her thoughts while showering and realised that a prank had been pulled, she hadn't been that drunk last night ! "You buggers" she called to them but she was not really annoyed, it was part of the light hearted nature of the holiday. "Are you lot going to give me some privacy to get dressed ?" she asked. "What's the point of that now ?" said Carol, laughing. "Oh, whatever" conceded Debbi, dressing in front of them before beginning to pack her case. She wasn't going commando for the flight home, despite Carol's famous magazine article !
Fond farewells were said as the coach pulled away for the airport. "Enjoy the rest of your week lads" called Debbi. Somewhat to her relief, the flight home was entirely routine, though she laid off the free drinks this time. She was driving Carol home from Gatwick anyway. "Remember, what happens in Ayia Napa stays in Ayia Napa" Debbi laughingly reminded her as she dropped her off at home.
Of course, the following morning in the office, Carol could not wait to share the footage she had assembled with the rest of the team. She had Debbi's airport fiasco, her antics on the mechanical bull, the wet t-shirt competition and yesterday morning's prank, as well as extensive snogging sessions with the Manchester lads. The text and email responses she was getting from colleagues, delighted to see yet more of their boss exposed, fed Carol's ego. She was revelling in the kudos. The only thing she did not have was when Jackie stole the bikini bottoms from the sleeping Debbi while they were around the pool. So when she received the photos of that incident through the mail from Jackie, she did not hesitate to immediately pass them on to the team.
This time, however, the email response was not quite what she was expecting. "I think you should take a closer look at those last photos you've just forwarded to everyone Carol." Carol looked more closely. There was the naked Debbi, sleeping soundly. But there behind her was a laughing Carol, as clear as day and in perfect clarity, with her swimsuit rolled down to her waist and undeniably topless !
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Debbi's Shameful Exposures
Escalating Misadventures !
Debbi is a successful 26 year old executive but her good looks and rapid promotion have bred resentment, leading to situations where she is stripped, embarrassed, shamed and humiliated.
Updated on Dec 16, 2025
by enthusiast
Created on Jan 4, 2018
by enthusiast
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