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Like 'My First School Skirt' this story is loosely based on things Mistress Lisa did when she was young.One day, when he was eleven, Alan was taken round to his mother's friend's house. His mother often went there but Alan did not usually go with her. However, as it was school holidays and there was no-one to look after him at home and his mother refused to leave him by himself, he accompanied her. When they arrived the two women immediately began to natter and Alan was dispatched upstairs to play with the woman's two daughters, Emma who was in the year above Alan at school and Jane who was in the year below.The girls were playing a sort of dressing up game,pretending to be a criminal gang. Emma was the leaderof the gang and various dolls were the other members.Jane was the various shop keepers, police and bankstaff who ran across the gang. The lower bunk of thegirls' beds doubled as a prison cell whenever membersof the gang got captured and needed rescuing.Alan was quickly drafted. Pressing with a bit more pressure her tight muscle seemed relax but I backed off. Giving her little hole a chance to adjust before being entirely invaded. Starting again with more pressure I pressed down, her sphincter relaxed more, allowing the head of my cock in about an inch. Again I looked at Kelly to see any sign of discomfort. Her angelic face was soft and relaxed, as if she was sl**ping. “Mmmm” she whimpered softly and pressed back, forcing her tight entrance even further over my head. I felt myself slowly slipping in. Then getting past the tight muscle, her hole seemed to open up more allowing me to sink my entire length up her tight passage. “Ooooo” Kelly moaned with a big smile. “Stay there a minute. I just want to feel you inside of me”. The sensation of her anal canal wrapped around my cock was like nothing I felt before. The tight muscle of her entrance wrapped around the base of my cock, gripping me firmly as if it didn’t want to let go. Then the inner ridges gently.
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