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Chapter 7 by Frash Frash

What happens when he wakes up?

A Trip to the Mall.

John had woken up several hours ago. He had slept through the night after what happened. John was quietly contemplating his life. He rubbed his tightened and aching sack and felt his abused (and currently empty) anus as he remembered his disgraceful display and subsequent busting on the front lawn. Of course his pecker was pulsating as his memories flashed through his mind. Staring down at himself, watching bead after bead of precum ooze out of him, he wondered about giving in to the future humiliations that he was bound to face. Being pushed beyond his wildest fantasies had given him a lot to think about. He couldn’t deny that the last few orgasms were the most intense body quaking orgasms he had ever had. And just like those orgasms, John could not deny that he loved every minute of it. Every new level of degradation though terrifying and unimaginable, was earth shatteringly pleasurable.

He was afraid of what was to come, apart of him wanted to keep at least a shred of dignity however unlikely that would be. It would be more likely if he regained control of the book he thought. John didn’t know how he would do it but he decided that he needed to get it back no matter what...

Julia called up to her daughter and stepson to come down stairs. Of course John bolted down to the living room while Ashley took a bit of time. John stood in front of his stepmother, he couldn’t help but stare, Julia had a radiant glow about her. Her bright green eyes shined like emeralds and her smile was bright and a mix between motherly and sinister that exhilarated her stepson. John had never really paid attention to how she looked but was now stunned. He felt dwarfed by the confident woman before him. Even more so in the naked state that he was. She made him stand there until Ashley came down about 15 minutes later. By then a small puddle of precum had formed at Johns feet. Looking down, the thought of licking it up was buzzing in his head. He knew it would only be a matter of time. Ironically this caused more his fluids to leak.

Looking up didn’t help. Ashley was was almost glowing brighter than Julia. She had the same emerald eyes as her mother. She was dressed to the nines. Wearing a navy v-neck top that accentuated her breasts, a leather jacket and a pair of jeans that were fashionably torn. Her smile was radiant while ominous, adding a large spike of fear to Johns excitement.

“Wow, you look beautiful Ashley. Doesn’t she look beautiful John?” Julia nudged him.

“Yes! Very beautiful.” He quickly responded while blushing.

“Ahhh thanks mom and thanks pin dick!” Ashley’s name for him almost sent him over the edge, almost. He was glad he kept it together but he knew it wouldn’t take much to make him explode.

“Alright are you two ready to go to the mall now?” Julia opened the door to walk outside. John stood like a deer in headlights as Ashley walked towards the door. ‘They couldn’t mean? I mean do they really expect me to? Fuck what am I thinking, of course they expect me to’ John hung his head and started walking towards the door. Before he stepped outside Julia swung the door shut, “You naughty boy” She swatted his dick “i know you like this but you can’t just go to the mall naked.” John grabbed his stinging peen. He was flabbergasted. “Yeah no one wants to see your little acorn baby bro” Ashley sneered.

“Over there.” Julia pointed to a pile of clothes on the couch. Johns heart started racing. It was the outfit Julia had first caught him in. The panties he spiked, the hot pink yoga pants and the tank top the didn’t even cover his belly button. He quickly dressed himself, it felt so nice to finally have some actual clothes on, however embarrassing they were. Once he was done he headed for the door but Julia stopped him again. “Uh uh uh, aren’t you forgetting something?” She looked down at the puddle he had made earlier. Both women laughed at how eagerly he lapped up his mess. He was discovering a new kink as he strained in his (already) soaked panties. Finally he finished and they loaded into the car. The drive to the mall was surprisingly uneventful which both relaxed and disappointed John. Lucky for him though his outfit ignited his excitement once again as he got out of the car and people started to notice the effeminately dressed boy. He heard giggles and murmurs of “sissy” and “fag” as he walked through the mall. Their first stop was at ‘Miss Charlotte’s’ a very pink lingerie store. Julia had taken him over a shelf of lacy thongs while Ashley had wondered away momentarily. She found the one she wanted John to buy for her. He thought that would be it. But then his heart stopped. Well almost stopped. “Do you two ladies need any help?” A young store employee asked the pair from behind. John was petrified, he recognized that voice, that beautiful silky voice. It was unmistakably his long term (I’m talking from preschool) crush. Riley. Worse yet, from behind she thought he was a girl! He couldn’t blame her, if he saw someone with his unmasculine body figure dressed how he was he would have assumed the same.

‘Nooooo! Why Riley??? Did Julia and Ashley know? I can’t turn around, I can’t have her see me, I’ll never have a chance with her.’ His thoughts were flying at the speed of light. He was brought back to reality at the sound of Julia making his predicament a million times worse. “Oh no, thank you dear. I have everything I need. Though I know my little sissy missy here will need help picking out a few things. After all this is all very new to her. Isn’t that right john?” Julia grabbed his arm and turned him towards Riley. Her eyes, her beautiful blue eyes were wider than Johns. “John... John Doe, is that you?” She didn’t need a response before a giggle escaped her lips. She immediately shot her hand up to cover her mouth “he-hmhm sorr-hehehe- I’m -hehe- ahem. I am so sorr-hahahahahaha.” She tried and failed to contain herself.

Johns face was burning brighter by the minute. Her laughter was the most soul crushing laughter that had rung through his ears as of yet! It didn’t take long for the other patrons to notice him and start giggling among themselves. Though he was solely focused on Riley’s amusement. This was the epoch of his humiliation. He had never been more red faced or as hard as he currently was.

Once Riley had gotten it mostly out of her system, Julia explained that John needed some new undergarments. “Oh well then we should do a sizing.” Riley’s words cut through Johns heart. “Oh what a wonderful idea” Julia agreed.

He was taken over to the changing rooms area. John was actually surprised at how nice it was. There were four stalls with floor to ceiling doors two velvety benches against the wall with charging outlets for phones and in the middle of the room was a small octagon pedestal with a half circle of mirrors around it. The thing he didn’t like was that the benches currently had four women sitting, presumably waiting for their turn to change. He was just glad they were paying more attention to their phones than to him.

“Oh looks like there is a line up for the booths. I guess we can’t do the sizing, at least not right now.” Riley sounded disappointed though this filled John with an ounce of hope he would be spared from the nightmare level humiliation he was headed for. Of course Julia was there destroy any hope that she hadn’t already crushed in Johns spirit. “Nonsense, after all. The booths are for women, John here doesn’t need one and I’m sure he’d prefer not to use one. We can just do the sizing here.” Her words caught the attention of the women waiting. “Woah, really!?” Riley’s excitement was back and higher than before. “Of course, as long as that’s okay with all you ladies?” She asked the women. Looking at John and realizing what they were talking about the women all formed menacing smiles as they agreed that it would be okay.

Riley came close and looked John straight in the face. She had the most frighteningly beautiful smile that John had ever seen. He watched with trepidation as she reached into her pocket and pulled out a measuring tape. “Alrighty John Doe” the excitement was dripping off of her voice, “remove all your clothes so we can get you sized.” His dick was so hard he thought it was going to fall off. He knew he had **** and he was sure that he was going to have to be put on blood pressure meds after this. He started with the tank top. Then he removed his shoes and socks. Every woman in that room was looking at him eager to see him naked. He took a deep breath and the room fell silent as he hooked his thumbs into the waistband of his pink yoga pants. His audience was on the edge of their seats, literally for a few of them. The women previously focused on their phones where now filming the scene before them with waited breath. He pushed them down to his ankles. Exposing his purple lace panties with the minuscule bulge and soaked front. The laughing was thunderous. So much so that the rest of the people in the store came to see what was going on. And the women in the booths exited them.

Before he knew it there were at least 50 women surrounding him and laughing at his soiled self. He was practically peeing precum into his panties. To the extent that it was gushing down his legs. Much to the added amusement of his audience. He didn’t think his humiliation could be taken farther than it was on his front lawn, he was so insanely wrong. Comments were flying around as he was blinded by flashing cameras. “She’s really excited!” “Did she pee herself!?” “She’s a gusher!” The insultous comments multiplied the laughter. When it finally died down and the flashes stopped. John regained his vision to see the room of women hungrily awaiting his final exposure. The electricity flowing through his body was ecstatic. He thought about running away or running into one of the now open booths. A million thoughts were running through his head. A million ways to escape.

Then his eyes met back with Riley’s eyes. The most beautiful eyes he had every seen. He thought about his secret love for her. From the moment he met her he had been infatuated. They had, had a loose friendship, did a few school projects together, danced as friends at one or two school events. He could see the hunger in her eyes as she stared as his soaked panties. He knew what she wanted and he wanted to give it to her more than anything in the world. He in one quick motion he yanked off his panties. Revealing his one inch diamond hard prick with his glowing pink and swollen mushroom head.

The... Room.... Went... Nuts.

John had never seen so many women lose their minds. Though the only one he cared about was Riley. Surprisingly she was silent and composed. She yelled for everyone to quiet done and they did. The room watched on the precipice of chaos as Riley unrolled her measuring tape, then made a show of rolling most of it back up. Much to everyone’s amusement. She crouched in front of John. He could feel her breath warm his under endowed genitals. She pressed the tape to the base of his penis. She then stood up and took a step back. Took out a note pad and wrote something down and then turned to the crazed audience. “It’s 2.5 centimetres!!!!!” She yelled.

Chaos ensued...

What's next?

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