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Chapter 3
by TheFastAndTheCurious
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Caught cross-dressing (again)
Lucas looked at himself in the mirror wearing is mother’s cocktail dress. With his hands on his hips he turned side to side to admire how his ass and legs looked. Then he unzipped it and let it fall to the floor, where he picked it up and set it on the bed. Then he tried on the dinner dress. This one was a little more low cut in the front, but went down past his knees. As he looked in the mirror, he remembered the last time he had worn this dress. It was the time his mother had caught him.
She said she just a quick errand to run, and that she’d be back soon. But as he sat there watching television, the temptation started to creep into his head. For the past few months he had been sneaking into his mother’s room and trying on her clothes. He would admire himself in the mirror or even walk around the house like that. He knew he didn’t have much time, but felt compelled to make the most of every opportunity to wear her clothes.
At first he told himself that he would just go upstairs and look at them, and if she came back he would just say he dropped something or wanted to borrow some soap from her bathroom. But once he was up there, dress in hand, he told himself that he would just try it on real quick, and then take it off immediately. But then he went further, and, thinking she was exaggerating when she said it was a short errand, he went downstairs.
He was in the kitchen when she caught him. He heard the front door open and froze, nowhere to go. She walked in and saw her own son standing there, in her red dinner dress, a walking transvestite.
She was mortified and disgusted. He promised never to do it again. And at first, he kept that promise. But as the weeks went by, those thoughts crept into his mind once more. Clearly not having learned his lesson, kept telling myself that it would only be a little, and that he would be quick. But soon enough he found himself looking in the mirror again, although he didn’t dare go downstairs.
He likes trying on his mother’s dresses. Not only did he think they were pretty, but it made his dick hard, and he liked the feeling of his erection rubbing against the material. His mother accused him of getting sexual thrills from this, but he never admitted to it.
‘That was so embarrassing,’ Lucas thought to himself as he removed the another dress, watching in the mirror as it slid down his slender body. ‘I’ll have to be more careful in the future. What she doesn’t know won’t hurt her.’
But little did he know, he had not heard his mother come home early once more, and she walked upstairs to find him breaking his promise. He saw the face in the mirror and turned around.
It was bad enough that she caught him, but he was only half dressed when she did, having his removed the bra and panties. So all he was wearing was her pearls, some gloves, and a pair of high heels.
“Mom!” he yelled in surprise. And, instinctively, he placed both hands over his chest covering his nipples and leaving his crotch completely exposed. A very feminine pose.
“Lucas Riley Mathers!” she shouted. “You promised!”
“I can explain,” he said, trying to buy time. Obviously he didn’t know how he was going to explain this.
“And with the curtains open!” she pointed. “Were you trying to get caught?”
It was true, he had pulled the curtains to the windows open. He told himself it was to let the sunlight in, but it also made him visible from other houses and possible the street if you were far back enough.
“That’s it!” she yelled. “Come with me!”
She grabbed him by the wrist and pulled him down the hall and stairs. He nearly fell over trying to go down the steps so quickly in his heels. They reached the ground floor and he pleaded with her once more.
“Mom,” he said. “I’m sorry!”
“Oh no! Don’t apologize to me. You are going to apologize to all of your neighbors for being such a degenerate pervert!”
“But Mom, I’m not even dressed. Let me go put something on!”
“No, you will go as you are, and show them what you are!”
He opened the door and swung him by his arm outside. He tried to resist, but she had an iron grip. He found himself on the porch when she closed the door behind them. Then she continued to pull him down the porch steps and towards the street.
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