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“You just need to lie there and take it – do not try to move out of the way or put your hands over your bottom – or we shall start all over again. Do you understand me, Peter?” She asked sternly.After a minute or so, I turned my head to the left and looked up at Kirsty and Pauline.“Yes. Auntie Pauline.” I sniffed.Miss Manson adjusted her short-sleeved white blouse and black skirt and smiled at me.“Very well then. Elaine, dear. Cane the naughty boy’s bottom.” Pauline nodded as I returned my face to the pillow and awaited the caning.I did not have long to wait before Elaine Beltham tapped the cane against my red and sore bottom until she was satisfied where her first stroke would land. She took a deep breath, drew the cane back before bringing it down expertly, and painfully, against the fleshy centre of my bottom with a loud “Thwack!”Once the pain had registered in my brain, I shouted into the pillow, which I pulled deeper into my face to muffle my noise. Ms. Beltham smiled as she. “fuck he is so lucky” and “please if there is a god...”Jes continued... “I couldn’t deny Timmy anything, he just made my life complete so when he said he wanted a dress to wear I consulted a “friend” who took us shopping, well one thing led to another and we soon found ourselves having a threesome.Timmy piped up excitedly... “That was the first time I saw a girls pussy.”I looked at Jess questioningly and he responded, “Yes I am Gay but wanted Timmy to experience all the options ... chuckles, just in case.”We paused as a knock at the door signaled the room service and coffee.After the steward left Timmy eagerly asked me to tell them my story and I complied making sure they were aware I only had fantasies at my age.Timmy unfurled himself and went over to Jess, whispering in his ear. Jess nodded assent.Timmy smiled, came to stand in front of me and in his cutest most innocent girl voice asked if I would like to see his pretty panties.I looked at Jess and he mouthed the words “Go for it”.
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