The Cuckolding of Baby Anthony

Chapter 6

Chapter Description: Jane has to go into the office, fortunately she was able to find a couple of babysitters only too eager for the job...

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“I have to go into the office today.” Jane said during Anthony’s morning diaper change.

This was unusual. Anthony could probably count how many times Jane had been to the office since the baby treatment started on one hand. As he was dressed in a light red shirt and blue shortalls he could only wonder what that meant for him. He was hopeful he might actually get some time alone. He didn’t know what he would do with it but there must be something grown-up he could occupy his time with.

“We should get you in your highchair before your babysitter gets here.” Jane continued as she took Anthony’s hand and started towards the stairs.

There went any hope Anthony had of some time alone. Now it was replaced with anxiety over who the babysitter could be. He had never had a babysitter before since Jane was always at home. It meant that someone else was going to be let in on his humiliating life.

“I don’t need a babysitter.” Anthony winced as he heard the whiny note in his voice. He sounded like a child.

“I can’t leave a baby home alone.” Jane replied as if it was the most obvious thing in the world.

“I’m not a baby!” Anthony rather ineffectually argued.

Jane didn’t say anything in response. She simply laughed at Anthony’s words and continued taking him to the kitchen. Anthony could only follow along and grumble. He was soon into his highchair and patiently waiting for breakfast. That morning breakfast was a bowl of mushy oatmeal and a bottle of milk. It was just as Jane put the items on Anthony’s tray that the doorbell rang. Anthony felt an immediate pang of anxiety.

“That must be them.” Jane said as she turned away from the highchair.

Anthony watched Jane leave anxiously. He couldn’t see down the hallway and he was left alone as Jane went to the front door. In a feverish bid for freedom Anthony tried to push on the tray and open an escape path but it was locked tight. When he heard the door open he froze solid and listened out for any hint as to who was at the door.

“Come in, come in…” Jane’s voice was the only one Anthony heard.

Anthony was frozen in place and he felt a trickle of urine escape into the diaper beneath him. He didn’t dare to move a muscle as he heard footsteps coming back towards the dining room. He was so still he felt like even his heart had stopped beating.

“He’s just through here.” Jane said as she emerged into the dining room.

Anthony had a few moments of tension so thick that he thought he might pass out and slump forwards over his tray. When he saw the two people walking in he almost wished he had passed out. Hell, it might’ve been better if he had just collapsed and died on the spot.

“Mr. Andrews… Long time no see.” Joey said with a wide smile.

Anthony looked into the eyes of the young man that had started this horrible descent. He felt his fists balling up in impotent anger. Joey was flanked by his girlfriend, Fiona. The two of them were standing next to Jane and Anthony was uncomfortably reminded of his nightmare from a few days ago.

“Please, none of the “mister” stuff.” Jane said with a chuckle, “He’s left those days behind him. He’s just Anthony now. Baby, if you’d prefer. Heck, call him whatever you like!”

“Of course.” Fiona replied.

“Anyway I need to get to work.” Jane said, “Anthony, be good for your babysitters. If I hear there’s been trouble you’ll be in for it when I get home.”

Anthony ruefully nodded his head as he looked away. He was in an impossible situation. As if he hadn’t been humiliated enough already now he was going to have to accept these two little punks babysitting him. They weren’t even half his age!

No one said anything until Jane had gathered her things and left. When Anthony heard the front door close he felt a shiver go through him. Submitting to Joey and Fiona was an idea that made him want to vomit but his only other choice was resisting and then getting punished much harder by Jane. He had no choice but to grin and bear what was coming his way.

“Well you’ve already been fed so that’s good.” Fiona said as she stepped forwards as if this situation was anything but bizarre.

Anthony tensed as he saw the young woman reach down under the tray. He felt the padding in the front of his diaper getting pressed forward against his crotch. His lips compressed into a thin line to prevent himself saying anything as this woman checked him. He rather pettily thought she must’ve had a lot of practice what with her boyfriend being incontinent. Not for the first time he wished he had been more careful with the patient data he had been sworn to protect. If he had done everything by the book he would never have been in this position. His kids would never have found out that their classmate needed diapers, they would never have conceived of that awful prank and… Well, it was a line of thought that was well-travelled for him.

“Still dry.” Fiona smiled as she stood up, “What a good boy.”

“Maybe you should check Joey.” Anthony hissed between his clenched teeth.

“Ooh, feeling feisty, eh?” Fiona giggled. She leaned in and whispered, “Don’t worry, baby. I’ve got some plans for you.”

Anthony couldn’t help but feel anxiety wash over him as if someone had just poured a bucket of cold water over his head. As the tray was unlocked and he was helped out of the seat he could only hope Fiona was just trying to scare him.

“How have the twins been getting on?” Joey asked as Anthony stood up and felt the padding push his legs apart.

“They’re fine.” Anthony replied stiffly.

“As I understand it they’re punishment ended some time ago.” Joey continued, “How come yours hasn’t?”

Anthony scowled. It was something he had asked himself on occasion but the only answer was that the period of this being a punishment had ended some time ago. He wasn’t being punished anymore, now he was being kept like this simply because Jane wanted him to be like this.

“It’s a nice day today.” Fiona opined as she looked out the kitchen window, “It would be a shame to spend it all cooped up inside.”

Anthony cringed. He was watching as Fiona looked out into the garden, she was staring directly at the sandpit Jane had bought him a few weeks ago. Playing in the sand was embarrassing but, perhaps worse than that, the fine grains got everywhere. Sand in the diaper wasn’t a fun experience. He was dressed in a plain white onesie, it wouldn’t do much to keep the sand out.

“Come on.” Fiona said once she’d made her mind up.

Anthony’s hand was taken by Joey. His instant reaction was to want to pull away. He wanted to punch Joey who he saw as the cause of his whole punishment but he swallowed his pride and let himself get led out into the large backyard. A benefit of being so well off financially was that they had privacy. The backyard was large and bordered by tall trees, the nearest neighbour was quite some way away. It didn’t make Anthony feel much better about being outside when dressed like this.

Summer had just started and it was a warm day. Not too hot, just a very pleasant temperature with a cool breeze that felt wonderful. Anthony thought this would’ve been a perfect day to break out the deck chairs and rest on the patio, to survey his property like a king. Instead he was going to be treated like a jester, playing for the enjoyment of his young babysitters.

Anthony waddled as he went out the backdoor and into the yard. Thankfully it wasn’t a day where his gardeners would be around. He followed Fiona as Joey continued to hold his hand. It was ridiculous that he was the one being treated like a baby when it was Joey that NEEDED the diapers. He kept his thoughts to himself though, he had learned his opinion wasn’t wanted and the only thing he would get from expressing it was more trouble.

Anthony was taken all the way up to the edge of the sand pit. He looked at his two babysitters as if they were his prison guards before finally stepping in. The sand felt cold compared to the warm day. Fiona had carried a bag out with her and she was now spreading a blanket out on the grass nearby. It seemed like they were planning to make a picnic right there in his backyard.

“Just cry if you need us.” Fiona said as she sat down.

“And make sure you play or Fiona will spank you!” Joey called out. Both the young people laughed as they sat together.

Anthony looked over in annoyance. He looked around at the sand and sighed before sinking down and sitting cross-legged facing his babysitters. He pulled over a bucket and spade and wondered what he was going to do with his time. He didn’t want to do anything but he didn’t want to invite punishment on to himself.

With no concrete idea of what he was doing he started using the sand to build. It was cohesive enough to be able to build walls and things so Anthony built. He had just put up a fourth wall when he heard some giggling, he looked up to see Joey and Fiona lying right next to each other with their arms on each other’s hips. Anthony couldn’t help but look at Joey’s butt and wondered if he could see a diaper bulge or if he was imagining it.

Anthony went back to his “playing” but after just a couple of minutes he was looking up and seeing the babysitters engaged in some pretty passionate kissing. With arms around each other they seemed to have no shame as they explored each other’s mouths with their tongues. Anthony felt disgusted. It must’ve been heavenly for them, the warm sunshine, a slight breeze and holding each other as if letting go would mean the other person would drift away.

Looking away before he couldn’t hold his tongue any longer Anthony looked back down at the sandpit. He was trying not to move too much to avoid getting sand in his diaper. He barely bothered restraining himself as he felt his very liquid breakfast put pressure on his bladder. He held his breath for a second as he relaxed his bladder and wet himself. As the urine continued to stream into his padding he went back to his building. He was trying to see if he could build a dome in the sand, it was a difficult architectural structure to make with the material at hand.

After a few minutes there was more giggling and Anthony looked up in annoyance to see Joey and Fiona still locked in a kiss. One of Joey’s hands was adventuring up and under Fiona’s shirt. He remembered back when he had been young and what he used to do with his girlfriends. Hell, it reminded him what he did with his wife until recently. To see two people doing what he no longer could, what he knew Steven would be doing to Jane, it made his blood boil.

“Have some damn decorum.” Anthony exclaimed, “Get a room or something for goodness sake.”

The two young adults finally pulled apart. Anthony watched silently as Fiona propped herself up on her elbows and looked at him. When he saw the look of thunder in her eyes, a look that reminded him of Jane, he felt a shiver go down his spine despite the warmth of the day.

Anthony started regretting his angry outburst as he saw Fiona climbing to her feet. She paused for a second to adjust her bra and then she started walking over. Behind her Anthony could see Joey smirking and shaking his head as if to say “Boy, you just made a big mistake…”

Fiona marched right up to the edge of the sandbox. Anthony almost scooted backwards in the sand away from her and although he remained in place he cringed into himself a little bit. She looked like she meant business and he was terrified about what that meant.

“You’ve been very grumpy.” Fiona said with a face of stone, “But I know how to cure babies of grumpiness.”

“I don’t…” Anthony started.

Before Anthony could say anything more Fiona had practically launched herself at him like a lioness hunting for prey. At first Anthony thought he was being attacked but then he realised it was something much worse… he was being tickled!

“Turn that frown upside down!” Fiona giggled.

Anthony could feel Fiona’s fingers dancing over him and she got the reaction she wanted. He was very ticklish and was left writhing in the sand as she found his most ticklish areas. It didn’t matter which way Anthony turned or twisted it seemed like the woman’s fingers followed with ease. Anthony was practically screaming at Fiona to stop but his words were broken up laughs that he couldn’t stop.

“Joey!” Fiona called out, “Get over here!”

“N-No… please… I can’t take it…” Anthony gasped as he continued to struggle. He heard Joey get closer and soon there were two more hands working away at him.

Anthony was losing control rapidly as he repeatedly just reacted to the stimuli. He didn’t even immediately realise when he started wetting himself yet again. His diaper was already wet and his senses were so overwhelmed from the attack that it didn’t register the flood down below. That all changed when he felt a streak of warmth going down his leg. He was still turning desperately to try and escape the fingers that were attacking him but now his mind fixated on the urine soaking his shorts and running south off his leg and into the sand.

“S-Stop!” Anthony tried desperately to get the babysitters to listen to him.

For several more seconds that seemed like minutes Anthony was tickled until he was gasping for air. Finally, when the fingers pulled back from his body, he was able to lay flat on the sand. He was panting and felt tense all over both because of fear that the tickling would start up again and that the babysitters would see what had happened. He didn’t dare look down and see how bad the damage was.

“What’s this…?” Fiona’s voice sounded curious and Anthony hoped she was looking at something other than his shorts.

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