It seemed like ever since Billy graduated from diapers to panties that Alice has had a increased interest in Billy’s sexual frustration. She had him massaging her feet, shoulders, and arms on command. They would get pedicures together and she would tell the women there about Billy’s frustration making Billy blush.
One morning Billy had finished eating his breakfast of eggs and pink waffles made by Alice’s butler every morning; Alice told Billy to come to her. As he stood up in only a oversized t shirt and panties the butler smiled at him, making Billy blush more.
Alice moved her robe so her bare legs showed for the first time to Billy, still covering her private bits, tapped her thighs and said
“Sit.”
Billy gasped and then eagerly sat down on her thighs. Alice pulled his shirt off so he was just in his panties. The dining room was at the front of the house and the windows were open overlooking the front yard. Alice said.
“Hands behind your back. Keep them there.”
Billy obeyed and Alice started running her fingers all over Billy making him buck his hips and breathe deeply.
“Is my little sissy girl horny?”
Billy nodded his head up and down
“Yes mommy, I’m so horny!”
Alice smiled and started rubbing her hands on his hips slowly making her way up to his chest. Her fingers rolled over his nipples making him leak some precum.
“Mmmm mommy loves seeing you squirm for her. Your nipples seem even more sensitive than before. Not to mention your hips are looking great. I didn’t believe it would work so well.”
Billy came out of his trance for a second thinking that he noticed his hips looking different. Not so straight, a little more fat around them. He was getting a little embarrassed about his man titties he seemed to be forming. He started calculating the changes and then it hit him.
“Mommy…are….what is….what’s working so well?? What do you mean??”
Alice smiled
“Don’t worry your little heart about it. Mommy knows what’s best for you.”
Alice pulled out Billy’s key and slowly unlocked his flat cage under his panties making him almost completely forget about what she just said. His erection was not as hard as it normally was but he never felt more horny in his life.
“I bet that feels good doesn’t it sweetheart?”
Billy moaned and nodded his head saying
“Thank you mommy! This feels amazing!”
Alice traced her finger on his balls along his panties and Billy thought he was going to explode. She pulled her robe apart a little more not showing her breasts completely but now he could see her sternum in between her white breasts.
“Things are going to change around here. Now that you’re being more of a good girl for me, you get more fun things to happen to you.”
Billy’s breathing picked up the pace as she pushed his panties to the side letting his cock pop out from the panties. She licked the tip of her finger and then slowly rubbed the frenulum with her wet finger. He threw his head back in ecstasy until she removed her finger from there and tickled his balls.
“You wouldn’t dare cum without permission would you? That’s right, you are a good girl who does what mommy says.”
She flipped his leg over so he straddled her thigh with his penis resting on top of her warm thigh.
“No hands, just make yourself all squirmy for mommy.”
Billy instinctively put his hands behind his back as he started to grind on her thigh. Her hands slid up his stomach and pinched his nipples causing him to moan. More than ever his nipples felt so much more sensitive.
“Mommy….mommy I’m getting close….can I cum please??”
The desperation in his voice increased drastically
“No. You may not. Ask me one more time and I’ll have to bring the cane out. Stand up.”
Billy stood up shaking. He was one wind gust away from spraying all over his mother in law.
“Breathe. You have 20 seconds to go soft for mommy.”
He tried to make it go down but once he saw her cross her legs, he knew it would be impossible.
“Please mommy, I need more time to go soft.”
“Do you make the rules or do I make the rules?”
“You do but…”
“No buts. Times up. Don’t worry hun. I will help.”
She put some rubber gloves on and pulled out a ziplock baggie saying
“Sit on my lap and close your eyes.”
He sat back down and felt her hold his hands behind his back before feeling a stinging sensation in his penis. He screamed and started to squirm and flail until she smacked his balls a few times making him as still as he could be.
“Open your eyes.”
Looking down he saw a piece of ginger in his penis and a different chastity cage in her hand. He groaned and said
“But mommy! That’s ….that’s way too small!”
“It’s bigger than it looks. I’m sure you’ll agree with me. Besides there is more to it.”
She pulled out a longish metal piece making him nervous.
“It’s an inverted chastity cage. It forces your penis back inside you. It’s quite literally the smallest we can go before cutting it off.”
Billy looked surprised and said
“Cut what off??”
“Oh my, someone’s nervous. Relax it was an Analogy. Good, you’re soft now.”
She pushed the piece into him after removing the ginger and “carelessly” resting it under his balls. He squirmed as it was pushed farther and farther in. With a few screams and wiggling she finally locked it shut.
“See? Even better now.”
Alice giggled as she tapped the pink cage barely visible with how close it is to his body.
“Now be a good girl and put on the dress and do your makeup well. We are going to see some of my friends.”
To be continued.
Source: reddit.com/r/Erotica/comments/12eqmzf/mother_in_law_takes_control_part_23_f58_m27