"So let me ask you something." Red stated as he and Robin sat at the kitchen table.
They were not joined by Slade, who had gotten up early that morning to prepare Robin for his next assignment. Having had a late start, both boys weren't even dressed. Red was shirtless, clad in nothing but boxers and Robin's wrinkled, oversized t-shirt did little to cover up the puffed night diaper that squished between his tiny legs. Both looked groggy and not at all happy at being forced to get up.
"What?" Robin murmured as he played with his Fruity Pebbles.
"Do you ever get off on wearing diapers?" The thief asked.
"Excuse me?" Robin frowned, dropping his spoon with an alarming clang.
"Hey, there's nothing wrong with that, but you know…" Red shrugged.
"No. I don't know." Robin snapped, his eyes narrowing.
"Well…your diapers, they just seem like they'd have good friction for…stuff like that." Red replied.
"Oh shut up. Just because you're a pervert, doesn't mean everybody else is too." The teen huffed.
"Jeez, it was just a simple question." Red said defensively, making Robin roll his eyes.
"Whatever, I'm getting dressed." He said, hopping down from the chair and heading towards the hall.
"What about your cereal?" Red asked, unable to hold back a smile at Robin's adorably slight diaper waddle.
"Shove it up your ass." Robin answered crankily.
"Ouch." Red hissed as he followed after him. "No need to be harsh."
"Just get me out of this stupid thing." Robin replied as he flopped down onto the bed and spread his legs.
Red didn't reply, not wanting to piss him off even further and grabbed a diaper off of the dresser top. He made quick work of switching the wet diaper with a clean one and offering his younger counterpart a hand. He pulled him upright. "Okay. Go get dressed."
The two boys stood in silence, yanking up sweatpants and tugging down t-shirts, prepared for a relaxing day in. Robin was halfway through brushing his hair when Slade's shadow created darkness in the room that had not been present before. "Get undressed." He told Robin. "I've got a new task for you."
"What?" Red whined. "We were gonna hang!"
"You can 'hang' later." Slade said, watching as Robin reluctantly dropped his pants.
"What is it this time?" The teen grumbled. "You gonna let the mafia cut my fingers off with hedge clippers?"
"Of course not." Slade replied. "I'm selling you in a sex ring."
"What?" Red snapped before Robin even had a chance. "Is that helmet cutting off the oxygen to your brain?"
"The man buying you is an important figure in our country's national defense bureau." Slade explained as he gestured for the both of them to follow him to his computer room. Leaving Robin standing without pants in the middle of the room, he leaned over and pulled up a profile of a very sleazy looking man that made both boys recoil. His greasy gray hair was combed over his obvious bald spot and he was shaped like a potato, his skin shining with sweat.
"Oh dear lord." Robin grimaced.
"Paul Heiman, employed in the National Defense Bureau as a rat for the upper authorities. " Slade started. "However, in the underground he goes by the alias Adrian Sheridan."
"And?"
"And Robin is going home with him tonight." Slade continued. "You see, Paul Heiman is very particular with his slaves. He has rather peculiar taste."
"What? Whiny teenagers who don't share the remote?" Red asked, but he was completely ignored by the others.
"Well what is it?" Robin asked impatiently.
Slade sighed. "I believe a 'diaper fetish' is pretty self-explanatory."
The room went silent. Robin's mouth hung open in disbelief and when Red began to laugh, his face started to heat up. "You…you can't be serious!"
"Young, small, delicate features, large eyes and of course the obvious trait…there is absolutely no way Heiman would pass you up." Slade replied.
"You're disgusting!" Robin snapped, taking a step back. "Fuck you if you think I'd let that old creep touch me!"
"Please calm down, Robin. All I'm requesting you do is drug him." Slade replied. "Red will be accompanying you on this trip as well."
"What?" Red whined. "Why me?"
"Heiman is a paranoid politician and he should be. Not only does he carry classified government information in a briefcase everywhere he goes, but he has at least four body guards that guard his room at all times." Slade expanded. "Participating in slave trade is very risky."
"So what, I make sure the guards don't interfere?" Red questioned.
"No. When Heiman purchases Robin, he'll most likely take him to a motel in the same part of town. You're going to find a way into the room and wait on the roof until Robin sends you a signal. Find the briefcase and get out of there undetected. Leave no trace of your presence." The mercenary replied. "Robin, you'll have the drugs on you. Simply slip it into a drink and knock him out."
Robin was still scowling. "How do I know he won't try to do something?"
"Oh I don't doubt he will. However, I do recall you being the boy wonder and Jump's mighty protector so I have faith in your abilities." Slade retorted.
"Ouch, he got you." Red grinned. "So I'll be in uniform, what's Robin wearing?"
"You're insane if you think I'm wearing that!" Robin spat. He glared at Red, who seemed to be having some difficulty breathing. "Will you shut it? I'm going to kick you in the face in a sec!"
"We want to attract his attention." Slade replied, holding up the sky blue baby doll dressed that was the perfect size for a certain little raven in the room. If the petticoats and ribbons weren't bad enough, it was barely short enough to cover his diaper and it had matching booties.
"The school uniform was one thing but this is just…ridiculous." Robin hissed.
"It's a sure way to trap Heiman's interest." Slade told him.
"Then you wear it!" Robin retorted, crossing his arms over his chest.
Slade shot him a warning glance. "I could just sell you and not let Red come get you after." He threatened. "Or maybe I'll just spank the skin off your ass before you leave."
Robin recognized the seriousness in Slade's tone and stiffened, realizing that he'd gone too far with his attitude. Redirecting his loathing at the floor, he shifted in his spot and said nothing more.
"That's what I thought." Slade nodded, throwing the dress at him. "Get dressed."
Robin was steaming. When Slade had brushed off Red's question that morning he had figured it would be something embarrassing, but not like this! He was beginning to wonder if these missions were real or if Slade was just yet another pervy old man with a thing for young boys in skirts.
Across the room, Red slipped his arms into the sleeves of his, Robin's suit and turned to look over Robin. "Hurry up and put that on. There's still something I have to do before we go."
Robin glared at him as he removed his shirt. "Please don't tell me you're enjoying this." He growled.
"Not at all." Red shrugged as Robin yanked the stupid baby dress over his head. It was made out of some silky, smooth fabric and he had been correct: the hem only reached the halfway point of his diaper. His crotch and backside were completely visible.
"Okay, I lied." Red stated when he turned around and caught a glimpse of Robin, his smile getting wider. "You look so cute!"
"Ugh, you're gross!" Robin grouched, shoving him away when the boy charged over for a hug.
"Geez! Who put itching powder in your diaper?" Red pouted.
"Just shut up." The teen replied crankily. "You're not the one getting sold in the sex ring dressed as a giant baby. And not even a boy! Why am I dressed as a girl?"
"Because with all of that bitching you're doing, it suits you." Red answered. "Now stop whining and lie down."
Robin sighed loudly and dropped himself onto the bed, staring at the ceiling until Red awkwardly cleared his throat. "Actually…I need you on your stomach."
"What? Why?" Robin asked.
"Well…Slade doesn't want to risk you uh, you know…messing your diaper." Red said uncomfortably. "He wants you to wear this."
Robin's face flushed when the thief presented him with a silicone object that looked like a pointy egg mounted on a flat platform. "What the fuck is that?"
"It's…a-a butt plug." Red admitted, his face going red to match Robin's.
"You've got to be kidding me." Robin gaped. "How the fuck does Slade expect that to fit inside me?"
"With a helluva lot of lube." Red replied.
Robin shook his head. "There is no way. That monstrosity isn't going anywhere but the trash."
"He'll know." Red reminded him. "And he might even spank you."
Robin but his lip and looked at the thing, his thigh muscles clenching and unclenching nervously. Red noticed and took pity on him. "I promise it's not so bad. I'll just prep you first." By now the poor teen's face was entirely crimson and he silently shook his head. "Okay, well here are your choices. One, you can let me prep you and do it gently, or two, you can have Slade paddle you and then shove it in."
Robin nearly hid his face in embarrassment. "Do I really have to do this?"
"Afraid so, diaper boy." Red sighed in an effort to lighten the mood but it seemed as though Robin was a little too nervous for jokes at the moment. "Hey, don't worry. I'm an expert at this."
Finally Robin relented so Red rolled him over and propped his hips on a pillow before tugging the back of his diaper down. Red coated his entire right hand in lubricant and watched Robin's entire body flush as he spread the boy's cheeks apart. "Just relax, you'll be fine." He hummed. Ever so slowly, he inserted his first finger past the muscle guarding his entrance with surprising ease. Robin let out an uncomfortable whimper so he brought his clean hand up to soothingly rub his thigh as he continued.
"You're doing really good, babe. Just breathe and relax." Red murmured as he moved to insert his second finger. This time Robin jerked and Red had to hold his lower back down to keep him steady. He slowly began to pump the two digits in and out and did everything he could to suppress the boner that was threatening to pop in his tights. Robin's ass was great on a normal day but now with his fingers inside of him, engulfed by the tight warmth…that was heaven. He imagined shoving his dick inside that puckered entrance instead and he felt all of the blood in his body head south.
Red snapped from his daydream and scolded himself for wanting to take advantage of Robin when he was this uncomfortable. "Umm, okay, I'm putting another one in now." He warned as he added his ring finger to the group. This time Robin whimpered and squirmed, grabbing at the sheets.
"It burns." He whimpered, his ass shaking slightly.
"I know, but it'll go away, just stay relaxed." Red shushed him. This time he didn't say a word as he added his fourth finger and moved them in and out. He pulled them all out and inspected his work. Still pretty tight, but it would have to do. Slade would be coming soon to drive them to the trade center. He stood up straight and grabbed the plug, slicking it up thoroughly with lubricant. Just about half of the bottle was used up by the time he was finished, but he knew that the easier he made this for Robin, the better they would both feel.
"Ready?" He asked, spreading the teen's pale cheeks and lining the plug up with his entrance.
"No." Robin whimpered, clinging to the sheets. "But do it anyway."
Red exhaled and proceeded to slowly force the silicone in, eliciting pained hisses and groans of discomfort from Robin. "I'm really sorry." He winced as he reached the widest part of the plug and shoved it in.
Robin cried out in pain and went completely still, feeling like he had just been torn apart. He couldn't bring himself to move and he didn't know what to do, never having experienced such an intense internal burning before. A few tears escaped his eyes and Red whined apologetically.
"I know it hurts, but it'll go away soon enough." Red promised, gently rolling him off of the wet diaper and onto his back. He pushed the baby dress up a bit more and grabbed the diaper Slade had left him. "Now remember that the packet is right in the waistband. All you've got to do is rip it a little." Red told him. Once he's out signal me with your bow."
"What bow?" Robin whimpered as he was wiped and diapered. His legs were pushed apart once more by the fluff and he hissed at the movement.
"Oh, I guess Slade's still got it. There's a signaling device in one of the loops, just press it to call me." Red replied. "There. How do you feel?"
"Full." Robin groaned. "Like I'm shitting a mountain."
Red snorted. "It'll get better. Want me to carry you?"
Robin grunted tiredly and held his arms up. "Yes, please."