Billy’s Trip to the Mall

They entered the front door, and yes, Billy had to take off his flip flops, and give them to his Mommy to hold. The cool tile floor of the mall felt nice on his feet. They walked slowly through the mall, the girls chattering about this and that. Billy felt every eye in the mall on him. He felt so exposed and perverted and excited and humiliated and nervous all at the same time. His peenie was half hard. Seemed as if everyone was looking at him, and they probably were. He was quite the sight. Clearly such a sissy, and his smooth legs and painted toes, and no shoes, and his girly shorts.

 

Billy’s Trip to the Mall

BY EDGEALLTHETIME

It was arousal day again. This was the 4th Saturday arousal day, with no relief for poor Billy. The previous three Saturdays, which had also been arousal days were long and frustrating for Billy. His two little sisters did not play with him very much, even though they promised to. His mother had punished him on all three arousal days, for transgressions during the week. Last week, Kathy and Becky put him to bed early, after both playing with his penis for about an hour. They tied his hands to the bed posts before leaving him alone, just to make sure.

This Saturday, Billy awoke with an erection, and played with his penis for a few minutes before getting up. He then started his chores..cleaning the house, doing the laundry, waiting for his Mother and Sisters to get up, so that he could clean their rooms and do their laundry. When he was done with the work, he informed his Mother, who made a short inspection, and said it looked okay. She then informed Billy and his sisters that they should all go to the mall. Billy normally wasn’t invited along to the mall, but today was going to be different. At first, he was excited about being able to go out with his family, and then he realized that Mommy and Sisters probably had something humiliating in mind for Billy.

“Girls, please paint Billy’s toenails a bright red”, his Mother instructed the girls. Billy knew the position to take, as he laid on the floor, completely naked and put his feet up on the couch. The girls sat either side and worked on his toes. 

“Billy, your penis is getting stiffer and leaking”, Becky, his 15 year old sister told him.

“Yes, I know, I can’t help it”, Billy responded. At this, Kathy giggled and gave his red penis a couple of short and light rubs.

And then Mom had a look…”Oh, look at your peenie Billy, you do so love getting your toes painted, don’t you”, his Mom asked.

“Yes Mommy, I do”, Billy replied.

His sisters were both wearing very short pants and had tshirts that left their belly button exposed. Billy had never been allowed to touch his sisters in any way, but he sure did love to look at them. The combination of their sexy bodies, hot clothes and his painted toenails, was making him throb terribly.

“Okay, now what should Billy wear to the mall”, his Mom asked. “He can’t go bare naked, although that would be fun”, she laughed.

“How about something like Kathy and me are wearing, Mom”?”, Becky asked. “We would be like three sisters going to the mall”.

“That is a great idea Becky, please go get something from his sissy closet”, Mom instructed.

“But Mommy, there might be some guys there from school, and they might see me”, Billy said. Careful not to whine, but he needed to plead with his Mommy.

“That’s okay honey, maybe one of them will ask you for a date!”. All the girls laughed, and Kathy played with his penis, as he moaned.

“Oh Mommy, Becky and I will wear flip flops, but can Billy go barefoot in the mall Mommy, please, please!”, Kathy asked. “He will look so hot with his bare feet and painted nails”, she pleaded with her Mother.

“That’s a great idea hun..yes, you will be barefoot Billy”

“Oh Mommy, please”, he was starting to whine a bit.

“Stop your complaining right now or you will get a penis spanking from me, and a bare bottom spanking from your sisters, do you understand…sissy”, his Mother said in angry tone.

“Yes Mommy, I’m sorry”, Billy whimpered.

The girls picked out a very tight and short pair of short pants. His femme buttocks were somewhat exposed in the shorts. His tshirt was a bit short, and showed his smooth belly, just like his sisters.

“Mommy, may I wear panties please”. Billy asked.

“Yeah that’s probably a good idea. Becky put a pair of tight and small panties on your brother, please. We need to contain his little peenie inside the panties in case he gets a stiffy in the mall”, Mother asked.

Billy’s peenie was sticking straight up with excitement, not out, but up. Billy’s penis pointed straight up and nearly touched his belly when he was really excited, which he clearly was at the moment. The panties were very low strung at the front, and even though his penis was very small, it was very hard, and Becky was having trouble stuffing it in to the panties.

Mommy saw the problem, and told Becky to pull the panties down to his knees, and asked Kathy to get her wooden spoon. Billy knew what this meant, and he asked his Mommy to give him a few minutes and it would go down, he promised.

“No, it won’t Billy, you know that”, she said. “Pull it down at the base and present the topside of your peenie to me”, she ordered. Billy did as he was told, and his Mommy proceeded to give ten fairly harsh whacks with the wooden spoon on the top of his penis. Billy yelped a bit with each blow. His sisters watched in glee, giggling and smiling. Sure enough it worked, and Becky was able to put his wilting penis in to the panties and pull the short shorts up over top of the panties. She pulled the little tshirt over his head, and they were ready to go.

“Billy, you can wear flip flops until we get to the mall door, and then you will give them to me and I will carry them in my purse while we are in the mall”, his Mother instructed.

“Thank you Mommy”

On the way to the mall, Kathy, his youngest sister gently played with his peenie through his shorts in the back seat of the car. But his little stiffy remained tightly constrained in the shorts and his erection was barely noticeable.

They entered the front door, and yes, Billy had to take off his flip flops, and give them to his Mommy to hold. The cool tile floor of the mall felt nice on his feet. They walked slowly through the mall, the girls chattering about this and that. Billy felt every eye in the mall on him. He felt so exposed and perverted and excited and humiliated and nervous all at the same time. His peenie was half hard. Seemed as if everyone was looking at him, and they probably were. He was quite the sight. Clearly such a sissy, and his smooth legs and painted toes, and no shoes, and his girly shorts. His biggest fear was seeing somebody from school. They already knew he was kind of odd and very femme, but he didn’t want them to see him like this. So exposed as to what he was. Luckily he didn’t see them that day.

Kathy’s phone rang, and when she hung up, she said that it was Chrissy, and she was in the mall. Chrissy is the 13 year old friend of Kathy’s, who had watched Billy squirt the last two times, on previous arousal days. Billy had let everyone know that he liked Chrissy a lot and his heart fluttered a bit, and his peenie stiffened a bit when he heard that she was nearby. A few minutes later they met up with her at the food court.

“Wow, Billy, you look a girl, kinda”, said Chrissy. “And barefeet, and painted nails”, she exclaimed.

“Yeah, well, Mommy and Kathy and Becky thought it would be fun”, Billy said.

“Mom, can we go look at clothes, please”, Becky and Kathy asked, almost in unison.

“Sure, lets go. Come on Chrissy, come with us, you can give some advice to the girls on what to get”, said Mother.

“Sure, thanks, and come on Billy, you can help too”, laughed Chrissy.

They made their way to the Young Miss section in the department store. The clothes section for young teen girls. Billy stood there rather awkwardly, as the girls chatted about the clothes, and what might look “hot” and what might not.

Chrissy kept looking over at Billy, and making eye contact with him, and giving him a cute smile. Billy smiled back, and looked down at his painted toenails.

“I am going to try on a couple of bikinis”, Chrissy announced.

The first one she tried on was small, but not tiny, and she paraded around in front of her friends, but mostly in front of Billy. She asked Billy what he thought.

“It looks great Chrissy”, Billy said as he stared at her exposed flesh, and near flat chest and beautiful everything. He felt his peenie throbbing, but was afraid to look down and see if it was sticking out very much.

Chrissy, then tried on another, but this one was very tiny, and probably too small for her even.

“Oh, I forgot my sandals in the change room Billy, can you please get them for me”, she told him.

Billy went and got them and brought them to her.

“Put them on my feet, silly”, she said to him.

Billy leaned down and put one sandal on her perfect foot, and then he felt it happening. He was going to ejaculate and there was nothing he could do. He desperately tried to stop it, but it was too late. He hunched over and groaned a bit, as squirt after squirt after squirt went in to his panties and shorts.

“Are you…ejaculating” Chrissy said. The girls and Mommy heard her and rushed over to see Billy on the floor, with Chrissy’s foot in his hand, and watch him have his last few convulsions of pleasure.

“Stand up”, his Mother yelled at him.

“Oh my Billy, look what you have done”, she admonished him.

Billy looked down and saw a huge dark wet spot on the front of his shorts. There was no hiding what he had done. The girls were laughing, and Chrissy was saying that she didn’t realize that touching her bare foot would do that to him.

“You go back to the car, by yourself, and sit in the car and wait for us”, his Mommy told him. Billy uttered how sorry he was, and went back to the car.

An hour or so later, the girls came back to the car, without Chrissy.

“Open up your pants”, Mommy told him.

“Oh gross, its still all wet and sticky and yucky in there Mom”, Becky said.

“You are in so much trouble when we get home”, his Mother said.

“Two penis spankings in one day, is what this is going to be. And I don’t when or even if I will ever allow you to squirt in front of us again. You have really disappointed me”.

“Sorry Mommy”, was all he could say.

1 thought on “Billy’s Trip to the Mall

  1. Oh my gosh, I love your stories. After so long I didn’t expect to see anymore so you can imagine my delight when I opened up the Stories page and say this new chapter! Thank you so much for continuing Billy’s saga.

    I’d love to see more if you have any ideas. I do wonder what will happen with Billy when he finally graduates high school. I don’t see his Mommy paying for college, and she and his sisters will want to keep him under their thumb for as long as possible.

    Maybe eventually they will hire him out as a sissy maid for work, keeping all his earning for themselves of course. And little Billy will be able to keep his perverted lifestyle going for a long time to come, while he is dominated, humiliated, and feminised. What a lucky boy!

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