Deal With the Devils: Part 3

Harry studied his reflection in a very large, extremely rich looking mirror. The entire room must have cost a fortune. There wasn’t a single part that didn’t reek of wealthy extravagance, from the enormous reflective surface he was using to the heavy red draperies to the carved door, which was currently shut and locked.

When his hands finished adjusting a tie at the top of his tuxedo, Harry nodded and looked over his shoulder. “How do I look?”

Fleur smirked, one of her eyebrows curving up. She looked absolutely gorgeous wearing a sheer blue dress that barely clung to her large breasts and showed off the full curve of her hips. Harry was sure it looked just as good from behind, too, but he hadn’t gotten the chance to check yet.

“I think your tie is perfect,” she said. “Now all that’s left is the lower half.”

Harry laughed, although it turned into a groan.

His pants were still unbuttoned, while his underwear had been pushed down to let his large thick penis jut out. Akeno and Rias both kneeled in front of him, taking turns slurping desperately on him.

They were both wearing dresses as nice as Fleur’s. Rias was in a red gown, while Akeno wore a backless black one. Their choices offered plenty of cleavage, which was currently glistening with fallen spit. Rias looked up at him, cross eyed, while she bobbed her head along his huge meat stick. Akeno had ducked down, licking his testicles while her master and best friend worked. Rias went all the way down, planting a firm kiss on Harry’s base that left a clear lipstick mark, then pulled all the way back.

As soon as his dick was out of Rias’s mouth, she and Akeno swapped. The dark haired beauty kept her eyes half closed as her cheeks hollowed while she sucked. Harry could hear soft choking sounds when she took him in her throat. They were offered voluntarily; everyone knew that if there was one person who didn’t have a gag reflex, it had to be Akeno.

Harry couldn’t help but pay more attention to Rias, though. Here they were in her family’s absurdly wealthy mansion, the home of one of (apparently) the most powerful devil families in the whole underworld, basically nonhuman royalty… and their only daughter was currently lapping at his ballsack like a common servant.

Akeno’s lipstick was a very dark red, nearly black, while Rias’s was as bright as a cherry. You could see marks of both along not just Harry’s shaft, but his abs and upper thighs as well. Harry reached down, petting the head of his new wife and her servant. Akeno shuddered at the touch, looking like she might’ve orgasmed.

“We don’t have time for you two to change clothes!” Fleur said crossly. “Don’t get too excited!”

Harry’s hand slid around Akeno’s head, grabbing onto her ponytail. He used it like a handle to pull her off of his dick. When her mouth was empty, Akeno couldn’t help but open her lips, stretching them to try and get one more taste of Harry.

It wasn’t to be, because Harry had other plans. He spent a moment looking down, admiring again how the fiery haired Gremory princess looked kneeling underneath him, sucking his testacles one at a time. Still holding Akeno away, Harry stepped forward while moving his hips back.

His sack slid out of Rias’s wet lips. She gasped, smacking them together, but they weren’t empty for long. Harry’s dick, angled down, quickly slid into her mouth and throat. His pelvis smacked against her lips, jolting Rias’s head.

With nothing else to do, Rias shut her turquoise eyes and sat there with her legs bent, holding her knees, while her throat was fucked.

Harry went easier than he would have on her pussy, but it was still enough to cause some very wet noises as he roughly used her throat. Akeno gasped as she watched, her fingers shooting toward her crotch. Before they could get there, though, magic rope spread around them, binding her wrists together.

“No fair!” Akeno whined.

“I told you not to get messy!” Fleur said. “We are about to be running late. Let him finish.”

Harry’s whole body moved as he jammed his dick into Rias’s throat. You could watch her neck bulge out when he was inside of her. Harry was thrilled to find how much more durable devils were than humans… although his wife had never had problems handling things like this. Then again, maybe that was the diluted devil blood in her.

Or Fleur was just one horny slut.

Growling, Harry sheathed himself in Rias, pressing down on her from above as her nose was pressed flat. The balls she had so kindly attended to tightened, offering her a milky form of thanks. Harry’s load poured out inside of Rias’s neck, which bulged even further as she dutifully swallowed load after load.

Five minutes later the four of them were leaving the dressing room. Akeno was giving her usual vaguely seductive smile while Rias had a satisfied smirk on her face. There was no sign that the two of them had been on their knees pleasuring him so recently. No one would ever guess.

Fleur walked on the other side of Harry, looking every part a regal noble lady. As they walked, Harry slipped his hand into hers. She accepted it without looking. Rias grabbed his other hand, and Harry accepted. It would look wrong to do this any other way. On one hand, you had his new wife, Rias, who they were about to attend an entire event celebrating his union to. Then you had Fleur, his first wife and first love. Harry would be damned if he didn’t show these devils she meant as much to him as anyone else.

The moment that they entered a large ballroom together, dozens of devils looked at them. They didn’t make any effort to hide where their attention was. Unfortunately for them, Harry had been the subject of attention since he started school. It would take more than that to phase him. 

“Shall we try the snacks?” he asked.

The four of them crossed the ballroom, heading toward a long table that was covered with all kinds of foods and drinks, however they were cut off before they could reach it.

“Hey there!” said handsome red haired man, appearing pretty much out of nowhere in their path. “You must be Harry, right?”

His resemblance to Rias was striking. He was tall, though, and gave off a certain aura. It reminded Harry of being eleven and standing in the presence of Dumbledore. Their vibes were different, but the intimidating edge was the same.

“That I am,” Harry said. “You must be Sirzechs.”

“I am!” said the man. He was smiling broadly, but it almost seemed stuck in place. “Listen, I’m really grateful to you for stepping in with Riser. Our parents were being pricks, and my position wouldn’t really let me get involved…”

“I get it,” Harry said. “It all ended well, right?”

Sirzechs laughed really hard. “Ended well… Yeah, I guess it would for you… Because you’re trying to marry my sister!”

He was still smiling, but black and red flames formed around his hands. His eyes were shut he was smiling so wide, and Harry decided it had taken on a clearly dangerous edge.

“Brother!” Rias shouted. Devils behind them were beginning to run for cover. 

Harry drew his wand. He was ready to protect himself if need be. But before Sirzechs could do anything, two women appeared behind him, smacking the back of his head from opposite sides.

One was Venelana Gremory. As a devil, Sirzechs mother barely looked any different in age from him, with her brown hair and wrinkle free skin. She hit him so hard that her huge bust jiggled in its tight dress from the motion.

The woman helping her was even more peculiar. She had white hair and an expressionless face, even as she struck the most powerful devil in the whole underworld. That’s not why she was strange, though. She was strange because she was dressed from head to toe in a maid outfit, which couldn’t have stood out more in a ballroom filled with luxurious suits and dresses.

The menacing flames extinguished as Sirzechs rubbed the back of his head.

“Come on!” he said. “I was just going to test him a little.”

“You’d do it wrong,” Venelana said. “You just wanted an excuse to get rid of him. Grayfia, get him out of here.”

From everything he’d been told — how many “maids” were bold enough to hit a Satan? — Harry had already guessed that this other strange woman was Grayfia Lucifuge, Sirzechs wife, so it didn’t surprise him when she nodded. She pinched Rias’s older brother’s cheek, dragging him away while he cried and whined but didn’t fight back.

“I’m sorry about that,” Venelana said. “He’s never been able to think all that clearly when it comes to Rias.”

“Tell me about it!” Rias huffed.

“Thanks for the help,” Harry said.

Venelana smiled. “You’re polite! However, I can’t accept your thanks. It’s my fault in the first place for raising such an unruly son. I fear he’s not the only one who is upset, either.”

Harry felt stares from all around the ballroom, accompanied by whispers. He was familiar enough with being a public figure to understand rumors had spread. He couldn’t imagine many devils were happy about a human sweeping in and ruining a marriage of two High Class devils, snatching up one of the most eligible women in the Underworld for himself.

“They’ll calm down soon,” Venelana said. “But in the meantime, would you mind if I borrowed you for a bit?”

“Mom, you can’t just drag him away—”

“It’s okay, Rias,” Harry said. “I don’t mind.”

She pouted, looking between Harry and her mother.

Harry let go of Fleur and Rias’s hands. Before leaving, he pecked Fleur and Akeno on the lips. Then, he turned to Rias, and wrapped her in his arms.

Rias squeaked as he gave her a full kiss, jamming his tongue into her mouth. You could see her cheeks bulging as he explored her mouth. One of his hands grabbed her backside, while the other groped one of her big soft breasts. Rias soon overcame her surprise by closing her eyes and accepting it.

Fifteen seconds later, Harry released her.

“Ready to go?” he asked Venelana.

The Gremory matriarch shook her head. “They’re going to remember that,” she said.

“I know!” Harry said cheerfully.

That had been the point. As they left the room, Harry could feel the stares turning into glares. But there was no chance of them considering him a spineless pest anymore. At minimum, they’d consider him a very brash pest.

Venelana took Harry on a circuitous route around the edge of the crowd. They ducked out onto a balcony, then took a side entrance into an empty hallway. Once they were alone, Harry broke the silence.

“So what’s this test going to be?” he asked.

Venelana nearly missed a step.

“Test?” she asked. “I don’t know what you mean.”

“You’re a good liar,” Harry noted. “But when Sirzechs wanted to test me, you told him he would do it wrong. That implies there’s a right way to do it. And let’s be honest— you know I have nothing to fear from a bunch of partiers. You saw me handle myself against Riser.”

“I did indeed. I did not realize you were quite this sharp, however.” Venelana paused, setting her hands on her hips, a motion that made her breasts jiggle again. Those flesh mounds were remarkably mobile, Harry noticed. “Do you know what this hallway is?”

“No?” Harry said, unsure how he would have.

“It’s my own personal wing,” Venelana said. “Only my servants come here, and they’re busy attending to the ball. We’re completely alone out here.”

The door behind her opened, and Venelana stepped backwards through it. Harry followed, but the door shut in his face, forcing him to grab the handle and reopen it. By the time he did, Venelana had crossed the room… and her dress was on the floor.

She was laying sideways across a bed that was bigger than king sized. It had ten large cushions on one side, and red satin sheets. Venelana lay on her side, her body visible in a whole new way. 

With her dress discarded, she was left in nothing but elaborate lingerie, with straps running down the sides of her stomach connecting her bra to her skimpy panties. Her stomach was totally flat despite being hundreds or thousands of years old. Venelana dragged a finger along her side.

“It’s unheard of to allow a human to marry into a devil family, let alone one of the 72 Pillars like House Gremory. Rias has made her choice… but it’s her mother’s job to make sure she picked well. You will have to be able service her body properly for the rest of your life.” Venelana squinted. “Do you think you can handle that?”

“Yes,” Harry said.

“Confident, aren't you? But that is for me to decide.” Venelana’s finger slid off of her side, beckoning him. “Show me what you have to offer.”

“Like this?”

The more proficient you are at apparating, the less noise you make with it. Silently, Harry teleporte from the doorway to the bed, appearing right above Venelana before she could react. He planted a hand on Venelana’s shoulder, rolling her onto her back, while at the same time her lingerie grew a life of its own.

His magic began manipulating it, causing straps to unlatch and unhook. Harry grabbed Venelana’s panties from the bottom, yanking them cleanly off of her long smooth legs. Venelana gasped, but that was nothing compared to the noises she’d be making soon.

Harry pushed two fingers inside of her. They dug in, feeling through her to understand this particular pussy. With all the experience under his belt, it didn’t take him long. He pressed down on one particular place and Venelana’s back immediately arched.

“The same as your daughter.” Harry chuckled. “She loses her mind from that one too. She loves this one just as much, though.”

His fingers picked out another point inside Venelana, and the ancient devil squealed like a schoolgirl. 

“Can’t ignore these, either,” Harry said. “That would be a crime.”

He yanked her bra down, allowing big jiggling breasts to burst free. Harry rolled her nipple between his fingers, stretching her breasts up and out, before grabbing the whole thing and giving a squeeze. Venelana was grabbing the sheets, squealing from his touch.

“I think you’re even more sensitive than Rias,” Harry said. 

His fingers dug deeper inside of Venelana. Her pussy was as tight as a virgin’s, despite having pumped two kids out already. There was something supremely hot about having Rias’s mother, a noble lady, squealing for him like a slut.

“That’s it,” Harry said as Venelana continued arching her back, her legs flexing. “Why don’t you go ahead and cum for me.”

Suddenly, his fingers moved to her clit. They pressed it hard, making Venelana scream. At the same time, Harry twisted her breast. Venelana shut her eyes, her voice going hoarse.

Harry dragged his fingers out, trailing glistening liquid when they exited. Venelana raised her crotch off of the bed, her feet planted on the mattress and her legs bent. Shrieking hoarsely, she released a stream of liquid that flew off of the bed, creating a large clear puddle on the floor.

Her body went slack. She lay there, Harry still casually groping her squishy breast.

“That should prove enough,” he said. “But…”

Venelana was still panting too hard to speak, but she looked up at him.

“You’ve tested me, and I showed I was a good enough. Now, it’s your turn, don’t you think?” Harry began unbuttoning his shirt. “Show me that this family is worth it for me to marry into.”

Venelana was trying very hard to be offended, but she couldn’t ignore the way Harry was getting undressed. She was too horny to turn him down. Harry got his shirt off and started on the rest of his clothes

When he pushed down his pants, Venelana couldn't help but stare. Not only was he blessed with size, Harry hadn’t cleaned himself up, leaving Rias and Akeno’s lipstick still spread across him.

“Shall we start?” Harry asked.

He grabbed Venelana’s ankles. Much like how her body looked particularly young, Venelana was highly flexible. Harry pushed, and kept pushing, and had no issue bending Venelana’s legs until her feet were touching the mattress beside her head, pointing her pussy toward the ceiling. Harry’s dick angled down, rubbing her skin and starting to open Venelana’s pussy lips.

When Harry’s hips clapped down, they did it so hard that her whole body shook, even her breasts. Harry filled her between the legs, beginning to hammer her.

The bed was good quality. It didn’t even squeak as he pummeled Venelana’s body. She was extremely durable as a strong devil, meaning he didn’t have to worry about her breaking. Physically, at least. Mentally might have been a different question.

Rias’s mother pulled a silly face, her tongue sticking out as she did her best to handle Harry’s cock. Her breasts continued rolling around her crotch. Harry was holding her ankles, pressing them down. He leaned forward.

“Not bad,” he said. “Your tightness is pretty good, and the flexibility is a plus. I’ll have to see if Rias can handle this position later.”

Venelana shook at the reminder that this human magician was perfectly able to violate two generations of the great Gremory family. Not only that, she could feel it: he was capable of utterly BREAKING them.

She began to gush. Harry couldn’t distinguish between orgasms, because she became too wet to tell when a new one was occurring. He felt her fleshy walls spasming, squeezing his dick.

“Rias said that devils have astoundingly low fertility rates,” he said. “You only have children every few hundred years at most. But low isn’t zero. There’s a chance that I knock you up tonight. What a slut that would make you, walking around carrying the child of your daughter’s husband.”

Harry already suspected it, given Akeno’s disposition and Rias’s tastes in bed, but devils were naturally depraved creatures. They operated off of desires, even dark fantasies a human would never want to share. The moment Harry put the thought in her head, Venelana moaned loudly, her pussy finding a way to become even wetter.

At this point, there was only one thing Harry could do, and that was follow through and take the gamble. Venelana was waiting for her creampie, so he gave her just that.

His semen shot out with so much force that the excess bubbled up out of her slit. Harry pulled off of her, his dick sliding out slowly. When he let go of her ankles, Venelana remained in the shape he’d bent her into, breathing heavily. 

“Do I pass?” she asked weakly.

She was trying to sound angry, but was feeling too much pleasure to pull it off properly. Harry smiled.

“You definitely don’t fail,” he said. “But I think we need further testing to get to a proper answer. You don’t mind, do you?”

Venelana whimpered. The two of them didn’t make it back to the ball that night.