A Series of Big Sissy Short Stories:
Sissy Baby at the Fair Ground
By Amy Sadler © 2026
The Bully
Darren Hardy, lived up to his name, in that he was a hard tough man, he was 20 years old, he had long blonde hair, blue eyes, he was 6ft tall and he had a muscular physique.
Darren was very proud of his build, and he loved nothing more than to show it off, which did not impress the ladies that passed him by, which angered him greatly.
He went to the local fair ground, where he found a group of young girls. Darren started to make fun of their pretty dresses that they wore; he lifted-up the skirts of those dresses to see the girl’s panties, making them cry. Darren walked off with a smug smile on his face.
Retribution
Darren was walking along of the fair ground, when he was attacked by 20 girls aged 18 and over, they started attacking him. One of them had a heavy wooden paddle on her, as the girls started to strip Darren of all-of his clothes.
A girl of 18 with the heavy wooden paddle stared spanking Darren on his bare bottom, but it did not end there, all-of the other girls took turns in spanking Darren, real hard until he was blubbing lie a baby. From there on in, it was real-easy for the girls to put a very large thick Terry Towelling Nappy on him, which they pinned on with two big nappy pins. Then the girls proceeded to put over the thick nappy a pair of frilly pink plastic pants that had frills going all the way around, from top to bottom.
Then they put on the guy’s feet a big pair of frilly white ankle socks, followed by a big pair of pink Mary Jane’s. Then the girls put Darren into a large sized frilly pink baby girl style dress and to top it all off, they tied his hair into pigtails with pink silk ribbons. But the girls did not stop there, they paraded Darren around the fair ground, explaining to everyone who passed by and laughed at him, why he was dressed as he was.
The girls took turns in lifting-up the skirt of his Darren’s dress to show everyone his bulky frilly plastic pants. Once they were all satisfied, they then left Darren in the middle of the fair ground, with people all passing by laughing at him as they did so. A woman in a white top and a pair of white trousers stopped to stare and laugh at Darren who now looked lost and confused, as to what had just happened to him. Then the woman gave him a big smile, walked up to him and took him by his hand. Darren was too confused, as he let the woman lead him out of the fair ground and to her home, where she had a giant-sized baby girl nursery just waiting for him, where Darren then spent the rest of his natural life as a big sissy baby girl.
The End
