Billy woke up at 6:00 am, balls aching and bladder completely full. Recently Alice introduced the rule that Billy had to ask permission to get out of bed in the morning. All he could think about was having a full degree in engineering, held down a serious job before he go roped into his mother in laws games. She also began to make him drink so much water before bed because "hydration is important, " that he would wake up squirming with all the pee and cum built up inside of him.
She walked into his room around 6:05 holding some clothes on the hanger but Billy was adjusting to the light so he didn't see what it was before she put it in his closet.
"Mommy can I please go potty now??"
"No good morning? Just immediately with what you want? I must be letting you get away with too much."
"I'm sorry mommy! Good morning! Its so good to see you!"
"That's better but you're too late."
She sat on the bed next to him which she never does and locks his wrists and ankles into the cuffs like she did when she locked him up the first time.
"You've been a good boy recently and I thought maybe it was time for a reward but clearly you don't understand this dynamic yet."
Billy felt like crying, his cock hurt so bad and he wanted nothing more than for her to relieve his desperation. He thought she was the sexiest person in the world and couldn't stop having wet dreams about her. She put her fingers to his lips and he felt like he was melting.
She reached over to his armpit and began to tickle him mercilessly. He was writhing around trying to break free but she just wouldn't slow down. She leaned over and started to get both of his armpits for a short time before moving onto his tummy where he really began to get concerned with his bladder. He kept screaming unintelligible words trying to say he was going to pee.
Alice stopped just short of him pissing himself. "Now, Billy, if you wet the bed, I will put you in diapers. You don't get a second chance. Nod yes if you understand."
Billy nodded.
She moved down to his feet and tickled them as well until he was cramping from all the laughter. Again stopping just short three more times she finally relented. He was exhausted and felt like he was going to pass out. Alice untied him and helped him out of the bed, cuffs still on his wrist. His bedroom was upstairs with a window facing the front yard. She tied his arms above him on the hook in the ceiling. Billy was on his tiptoes and inches away from his dream. She placed her hands around his face and kissed his cheek. With that kiss, his precum started a steady stream.
Without warning, Alice opened the blinds. Everyone in the neighborhood was headed to their cars leaving for work so plenty of people had the opportunity to see Billy locked up in chastity, shaven, and thrashing around.
"What's wrong sweetie? You don't want to be seen like this? That's too bad. I'm sure everyone down there would love it. Should I call out to them?"
"Wait no! Please mommy I will do anything!"
"Anything?"
"Yes, anything!"
"Very well. Be a good boy and no one in the neighborhood will know what you are."
Alice went to the closet and laid out his outfit on the bed. A white crop top, pink mini skirt, black flats, and his cotton pink panties.
"You will hold your pee until we get to the mall. Then you will go potty when I tell you to, do you understand?"
"....yes mommy."
"Get dressed, I'll be waiting for breakfast."
Billy got dressed and made breakfast for them, squirming as she had him drink another glass of water. On the drive, Billy was in the backseat as usual while Alice drove. Alice didn't say much and neither did Billy but he was freaking out. He didn't know where they were going, but it was outside of town. He was dressed in a ridiculous outfit and really wanted to go home. He didn't understand why, but his dick never felt so horny in the cage then it did at the moment.
They pulled into the parking lot of the busiest mall in the big city 45 minutes away from the house. Alice parked in front of the entrance but in one of the parking spaces.
Billy crossed his legs and tried to hunker down trying not to pee or cry.
"Billy, get out and come around to my window."
He sat for a minute and Alice let him gather his courage. Billy opened the door and stumbled his way to Alice's window. She rolled the window down and smiled. "Bend over at the waist, we have to put your makeup on. That way no one recognizes you."
Billy's mouth dropped open.
"But mommy I'm wearing a miniskirt and my pink panties, everyone will see!"
"Do you want me to put a diaper on you instead? I can change you in front of everyone at the entrance."
"No! Ok ok ok ok."
Billy bent over and noticed she didn't have the bag of makeup out yet so she smiled, staring deep into his eyes, and then started looking through her purse slowly finally finding the bag. It must have been 15-20minutes of Alice putting his makeup on.
"Hmm. Yes. This will do. Let's go."
Alice crawled out of the car and handed Billy her purse. Alice then grabbed his other hand so he couldn't cover up at all.
As they walked toward the entrance, many people stared and took pictures of Billy. At the entrance, Alice stopped and started looking into her purse while Billy held it. Billy wanted nothing more than to move as quickly as possible. She said, "Pucker your lips." He complied and Alice applied a bright pink lip gloss to his heavily done face to accent his salmon eyeshadow.
"Perfect. Do you feel pretty?"
People slowed down as she said this out loud. Alice waited patiently for her answer.
"Mommy please!" Billy whispered
"Do I need to change you here?"
"No!"
"Then answer me."
"....Yes, mommy. I feel very pretty."
"Good sissy."
People's mouths were covered and stifled laughter echoed across the cement. They made their way to the bathroom, Billy sighed in relief but quickly got nervous when Alice lead him into the womens restroom.
"Mommy! Mommy wait!"
"Stop it! You're a sissy, you have a right to use the woman's restroom, it can be fun or it can be mean. What do you choose?"
"....please can it be fun mommy?"
