Chapter 3: Grayfia & Rias

It had been a week since Issei had claimed Grayfia as his own and the teenager was currently running his fingers through the thoroughly fucked woman that laid in his bed, covered in their mixed fluids. Issei was looking at the woman with a small smile. "Did you have a nice day, Fia-hime?" He asked with a cheeky smirk.

Grayfia muttered, "Hai, Ise-sama." She nodded softly while rubbing her cheek against his chest. "You're such a beast in the bed. It's kind of hard to keep up with you." The woman muttered. It kind of angered her that she had to rely on the two Fallen Angel whores to keep her master satisfied when she was away. Even if she was devoted to the man for the rest of her life, she had to keep up the charade of being faithful to Sirzechs. Ever since being pounded by Issei again, whenever she and her husband had sex made the woman realize she hadn't cum once with her husband.

"Well, that's why I have the other whores." Issei said with a small chuckle at her angry pout. Sometimes she was so cute he couldn't resist her. "I've been thinking," He added, making her look to him. "Is there anyone else in the underworld I can have? You know I need more than three to sedate my dragon-like stamina." The teenager reminded his first woman who looked like she was about to kill him. "You know it's my dream to be the harem king." Issei reminded his Devil lover of his goal.

The fact that Issei did have so much stamina was something Grayfia loved and sometimes feared as it left her and his other lovers bowlegged after their sessions. Because of that, she had to explain that she had done some vigorous training to her husband and family to throw off suspicion that she's cheating. "I hate to admit it…but you're right Master." She muttered, not happy. "I just have no immediate thoughts of who." That was somewhat of a lie as a few lonely and horny women did come to mind.

Issei smirked happily at who he had in mind. "What about Rias Gremory and her mother, if available. I'd rather take the daughter first. I remember you said you were their maid so it might work more easily to get them both in bed." The teen mused, thinking of that beautiful redhead and what he would do with those giant jugs. A perverted grin and blush appeared on his face.

Silver eyes narrowed in jealously of her lover thinking of her husband's sister. She hated that the younger woman was more well-endowed in the chest than her, and she knew Issei loved big tits. "Very well." Grayfia nodded her head but cupped his junk almost painfully. "But I'll still show you I'm the better fuck." With that promise, she threw herself on the teenager and began to buck her hips on and off his powerful tool that rearranged her cunt walls.

Issei watched the beautiful maid bounce on him like a whore with a big grin. "I'm going to enjoy fucking you with that other bitch!" With a growl, the teen flipped her over and ploughed himself deep into the sexy MILF. Even thought she had a son, she was still as tight as a virgin and he appreciated that. It would be after the fuck-session the two would talk about how to seduce Rias into becoming another one of his fuck-toys that would help him gain Venelana.

~ORC: Hours Later~

Rias Gremory was sitting in the clubroom with a pissed off expression with her peerage behind her with grim faces. She had just met with Riser Phoenix, her asshole fiancé, and he had given her ten days to prepare for the Rating Game that would decide her future. While it stung her pride at being given time to prepare, she knew it was necessary. She only had five pieces, with one that couldn't be used, to assist her against Riser's full peerage.

"Everyone!" She spoke, making her servants/family look at her in attention. "We will be going to the mansion in the mountains to train. We'll leave in the morning." Rias instructed.

"Hai, Buchou." Everyone agreed with determined expressions. They wouldn't disappoint their king and let her fall into a marriage with that filth of a man. The three soon left to get ready, leaving Rias to think on what she could do to possibly give her an edge in this battle. As she began to formulate plausible ways to overcome her opponent's regeneration and team, a familiar voice called out.

"Ojou-sama." She was knocked from her thoughts when she saw that her brother's wife was still in the room, looking at her with her usual emotionless face, but had some concern that was well hidden. "What do you plan to do to prepare?" She asked her sister-in-law.

Rias thought on that for a moment. The only thing she could do, possibly, is ask Sona to lend her some of her peerage members, or get someone very powerful to join within these ten days. Her pride wouldn't allow her to ask for help from Sona so she could only focus on the latter option. "I need someone powerful and soon." She said.

The elder Devil looked at the redhead and nodded. "True. Do you have anyone that comes to mind?" She asked.

A brunette flashed before Rias' sea-foam green eyes. "Actually, I do." Rias smiled a little sneakily. "The person I have in mind has a very strong aura that is very potent." A small blush appeared on her face. "And I know just how to get him here." Lost in her musing, the princess never saw the small smirk on Grayfia's face when she turned around.

Issei was sitting in the classroom with a content smile on his face. Grayfia had left hours ago to get ready for the meeting she had with Rias and her fiancé Riser, who she told him that Rias hated. After she left, he was still horny so he stopped over at the abandoned church and payed his slutty Fallen Angels a visit. After a few rounds of vigorous sex and shooting buckets of jizz inside them, he left them in a sex-induced coma.

'I still feel hot and ready for more. Hope Grayfia puts the plan in action soon.' The brunette mused to himself, feeling his pants strain a little due to him becoming slightly erect. He was in school, after coming in an hour later, waiting for the maid to do what she was ordered to do.

'Glad no one is here to freak out when she gets me.' The brunette was grateful that it was afterhours and he had told his friends that he had other stuff to do. He didn't need to get off with them anymore. He now had his personal maid and two Fallen whores. 'And, hopefully, in the near future, two sexy new Devils.' Issei thought with a perverted giggle escaping his mouth.

He stopped his giggling when he sensed the two coming towards the classroom. Issei got into character as a hopeless pervert when the door slid open. He admired Rias and Grayfia's beauty with drool and blush.

'This will be easier than I thought. All I need to do is promise him to touch me.' Rias thought to herself as she saw the brunette basically undress her with his eyes. She admitted he was cute and something about him drew her in. "Issei Hyoudou?" She got a dumb nod in response. "Could you follow me?" He couldn't have stood up any faster.

"H-H-Hai, Senpai!" Issei kept his act up, hoping to throw her off so when he springs on her, it will be all the more satisfying. Smiling happily, Rias turned around, making sure to show a sneak peak of her panties to the pervert.

Issei just smirked at the seduction technique Rias just did. 'Oh…this will be very fun.' The brunette mused to himself, finding the woman's daring side arousing. He'd enjoy breaking that arrogance he could see behind those orbs.

Grayfia saw her master look at her and blushed lightly. She gave him an air-kiss that made the brunette blush. He winked at her. Issei soon followed the maid and crimson-haired princess to the occult research club where he would put his plan into action. He watched both beauties asses bounce with each step. 'I'm going to enjoy tapping that ass.' Issei mused to himself, thinking of all the ways to take Rias in the ass, pussy, mouth, and spraying her tits in white.

The trio was now sitting in the clubhouse with Rias in her chair, Grayfia standing beside her, and Issei on the couch looking at the two with a wondering look. "Um…Sorry to ask, senpai, but why am I here?" He asked, still playing the fool.

Interlocking her fingers, she looked at Rias intently. "Do you believe in the supernatural?" She asked the standard question.

Issei rested his hand on his chin in mock thought. "Hm…I guess. I've heard about all that stuff but I can't bring myself to believe all that stuff." He played it off with a chuckle. "What does this have to do with me, Senpai?" The brunette asked.

"What were you to say if you are talking with Devils right now?" The beauty asked more daringly.

"I'd say I couldn't believe that my Senpai and this lovely beauty are Devils. You seem more like goddesses." He stated his true feelings. This caught the girl off guard and made her blush a bright red. She didn't catch the small blush Grayfia also sported at the complement by her secret master.

Rias coughed into her fist to regain herself but still had some color on her cheeks. "T-Thanks you, but, I'm telling the truth. We are Devils and I would like for you to join us. I know this might come as a shock-" "No. That sounds cool." Issei interrupted Rias. His words shocked the princess at how well he was taking this.

"R-Really?!" She was giddy at having this teen in her group. While she didn't know how strong he was, she'd hope to find out during these next few days.

"On one condition." He held up his finger, making Rias look at Issei with focused eyes.

"The condition?" She was desperate and usually she wouldn't possibly agree to this but the beauty was in trouble.

"Can I touch your tits?" He asked with a dopey grin. Rias gave him a deadpanned expression but couldn't be that shocked. The boy before her was known for loving breasts.

Sighing, she nodded her head. "Very well." "That's not all, actually." This caught her attention. The beauty didn't believe he would ask another thing.

"I'll only join you if I can give you pleasure you've never experienced and you give me the same thing." Issei requested. He smirked inwardly at the large blush on her face. The brunet knew the princess would be shocked at this and he'd win this bet because he's had experience with women much older than him and have had sex. He could tell the redhead was a virgin, along with Grayfia telling him that her chastity was saved for her husband, like all high-class pure-blooded Devil women.

Slight hesitance flashed before her eyes before nodding in agreement. "Very well. Just be sure to hold up on our deal." Rias reminded the brunette who nodded in response. The hesitance was now gone as she thought it would be easy to please the man before her because from her knowledge, he was a virgin as well.

Standing, she strutted her way to the still sitting teen and stood before her. "Are you sure about this, Rias?" Grayfia asked from her position near the desk, chosing now to ask while staying still.

"I don't have much choice." Rias replied before sitting next to him. "Do what you please." She said, now sporting a small blush at what was to come.

Seeing this, Issei smiled a little before gently touching her cheek. The sudden touch made her jolt a little in surprise. She was expecting him to go right for her bosom. "Can I kiss you?" Rias looked at Issei's own blushing face. "While it is not the ideal situation, I'd rather not force this on you. So, that's why I'm asking." He averted his eyes. Inside, he was smirking in victory as the woman stiffened a little then relaxed at the touch. 'Heh. Good.' Issei was happy she was becoming more comfortable with him. It would make her easier to dominate and please her if she let her guard down.

'Guess I was wrong about him.' Rias mused to herself while looking at the brunette just a few inches from her. She had honestly misgauged him as someone who might not be consider a woman's feelings and satisfy his own alone. "Very well." Smiling a bit wider, she turned his head to her and gently leaned in.

Their lips met in a soft, yet firm, embrace and Rias' body felt a shock of pleasure she had never know. 'To have my first kiss taken in such a way…' It was embarrassing for her to give her lip virginity to someone she didn't really know but the brunette was stirring up feelings she had never experienced before and she could feel her body wanting more.

Eyes widened when she felt Issei's hands begin to fondle her chest. "No!" Suddenly yelling, Rias shocked Issei by pushing him away and covering her chest. "I-I-I'm sorry…but I can't. Not like this." She said.

While a little angry at being denied his prize, he nodded. He was not a rapist. "It's alright. I'll leave you alone from now on. Goodbye, Senpai." Issei got up and sent a glance at Grayfia.

Just as he was about to open the door, the silver haired maid spoke up. "Wait!" Issei stopped and looked at her with Rias doing the same. "I will take her place. If I please you, you must join her." She requested.

"No!" Rias yelled out. "You don't have to do this! I'll think of something else!" The beauty would be damned if she watched her sister-in-law be groped. She knew her brother would kill Issei if he found out.

"It's alright, Rias." Grayfia gave her a smile. "It is my duty to make sure my Lords family is taken care of." She turned her eyes to Issei who was looking at her with a smirk.

"Guess we can chance the bet a little." Issei relented with a shrug. "Here's the new deal. I can do whatever I want with you but I will only join the peerage if Rias, within this ten-day limit, accepts the original contract." He proposed.

Before Rias could shout at him, calling him insane and possibly kill him for his words, Grayfia cut her off. "Very well. But, if I can satisfy you in these ten-days with no assistance, you must join her peerage without complaint." She put up her own deal. The beauty knew Issei needed more than one woman to satisfy his ever-growing lust and they had several plans to make Rias submit to the Red Dragon Emperor.

"But first. Can we get it in writing? Just as a formality." Issei requested, making sure Rias couldn't get out of it with some loophole.

Rias couldn't deny that her junior was cleverer than she gave him credit. Since she was a Devil, she would have tried to make her way around the deal. "Alright." Snapping her fingers, a paper with the deal they had made appeared on the table before them. The three soon signed the document, binding them to the bet.

"Now," The brunette leered at the silverette with lustful eyes. "Time to get busy." Issei planted his hands on the woman's clothes bosom and smirked at the small moan.

Grayfia had to bite back the louder moan that wanted to escape her throat when her masters' hands recaptured her chest. She had to make it look convincing to the princess so she wouldn't be wise to their secret relationship just yet. "D-D-Don just touch them so suddenly." The beauty moaned with a blush on her normally stoic face.

Rias was shocked to see such a look on her usual straight faced sister-in-law. Never in her life would she think Grayfia would let out such a moan. If she was honest…she'd say she was jealous of the woman being groped by the smirking Issei. 'Sorry, Onee-sama.' The redhead mused to herself as she watched the woman continue to hold back her moans. 'If only I was not such a coward.' She didn't like the thought of Grayfia being a substitute to gain her freedom and her cheating on her loving brother.

"Tits as big as these deserve to be free." Issei said, grabbing between the fabric and ripping it apart, making her breasts jiggle in the air as her magnificent milky white bust became exposed. Licking his lips, the brunette latched onto her hard nipples.

Grayfia raised her hand to her mouth and bite on her nails to hold in the moan that wanted to travel through the room. Rias was watching the scene with wide dazed eyes. The way Issei was massaging Grayfia's tits, with such vigor, was very appealing for the woman. She had kept her perverted side to herself. The princess always wanted a man to take charge over her and dominate her entire form while, at the same time, cares for her well-being. Issei was proving to be that kind of guy with his words before and his actions on the strongest queen. Rias couldn't help but imagine herself switched with Grayfia. Those thoughts made her panties get a little wet.

The beauty was broken from her thoughts when she heard a zipper being opened and pants falling to the ground. Green eyes landed on the large meat that made her orbs widen to epic proportions. 'Oh. My. Maou!' She didn't know males' things could grow to such sizes. What she had read about paled in comparison to Issei's tool. It made her core tingle.

While Rias was in her thoughts, Issei and Grayfia smirked as the princesses' attention was not on them. "Let's really get her going." Getting the idea, the silver beauty got to her knees and slowly pulled down her masters' pants. Both smirked when they heard Rias' sudden gasp. Now close to it, the ice users' cold breath against his warm member made the teen groan in pleasure. This made Grayfia gain a satisfied smirk that she hid well from her husband's sister.

"Now. Lick it." The sudden demand made both ladies shiver at the hard and firm voice. Nodding submissively, Grayfia let her tongue extend and slowly lick his shaft, starting from the base to the tip. "Mh…yeah. That's real good." Issei sighed in bliss.

Sending him a mock glare, she spoke. "I'm only doing this to make sure Rias ends this engagement." Grayfia said before licking him again with her other hand massaging his hanging sack.

'W-W-Wow!' Rias thought to herself as she watched the older Devils please the man who had been on her mind for the past few weeks. It still shocked her that he didn't respond to the contract he was given when he went on that date and even more surprised when he showed up the next day. She wanted to approach him but decided not to. Since that day, the Fallen Angel activity ended and the king didn't have to worry about it anymore. Rias had thought it had to be Issei's doing and now her suspicions were conformed because she now knew he knows about the supernatural world.

Leaving those thoughts in the back of her mind, the princess watched Issei getting licked and balls fondled. Absentmindedly, she licked her lips. She gasped a little when she noticed Issei looking at her with a wide smirk. 'He heard me!' Rias thought with shame and embarrassment because of the shuttering breath she took.

'Perfect!' Isei thought while groaning under the pressure of his personal cum-maid's licking of his shaft she held in her delicate hand while her other hand playing with his balls. 'She looks like she's beginning to get hot.' A loud moan escaped his mouth when took the tip of his head into her mouth and bobbed her head up and down rhythmically.

Grayfia had to hold in her shiver of ecstasy at sucking her masters' hard-on with an audience. She blissfully closed her eyes to fully enjoy the twitching erection filling her throat. 'I don't think I can hold this much longer.' The maid kept herself back, knowing her role was to not give into her Master easily. However, his cock was setting her mind and body ablaze with lust.

Green eyes were now glossed over with her face gaining a large blush. Her breath was harsh and her hands unconsciously trailed up her luscious body. Watching Grayfia gag around his cock was making her so hot and it made him even harder to see Rias touching herself. A big grin stretched over his face as his cock stretched his loyal maid's tight mouth.

"That's real good, whore." Issei complemented, running his hands through her silver locks. "But I want those tits wrapped around me." He commanded. Rias was shocked when Grayfia, with some hesitance, sandwiched his cock between her melons and began to rub them along his shaft while licking what wasn't being pleased by her titty-fuck. Slowly opening her eyes, silver and brown gazed into the other lustfully, secretly showing hos turned on they were to have an audience who was slowly losing her mind to her desires.

Grayfia's body trembled in delight when Issei pinched her stiff nipples, helping her in her stroking of his tool. Craning her neck forward, she managed to suck even more of his member in and out of her tight throat. She soon applied more pressure against her chest and doubled her efforts, wanting nothing more than to have her fill of his jizz spurting into her.

"I'm going to cum, Grayfia." Issei announced while pinching his secret lovers' nipples harder.

Rias had been watching for the whole time and her hands were slowly yet firmly rubbing her chest and her eyes were shining in sinful desire to be between his legs, sucking him off. 'He's going to cum. He's going to fill her up with his dick-milk.' The princess thought lewdly.

Letting her tits leave his rod, she shoved her entire face down his tool and to his shaking hips that now thrashed against her face. Tears streamed down her lovely face as she tried to swallow all the release that seeped out of her lips and spilled on her boobs. While a little difficult at first, she had managed to catch her breath and swallow all the firing seed.

Rias simply watched in hot amazement at how much a normal human male could cum with just one shot. 'U-Unbelievable. How much would he ejaculate if he became a devil?' That one thought made the redhead cum a little. Her face lighting up and she sunk her teeth into her hand, hoping Issei and Grayfia didn't see she had already came from just watching.

Unfortunately for her, Issei did see it and internally grinned like a madman. 'The seed is planted.' He thought sneakily. Slowly, Grayfia let his cock leave her mouth with a loud lewd pop. Closing his eyes, he groaned loudly as he let one more shot of his jizz on Grayfia's lovely face. The beauty closed her eyes and enjoyed the heat of his batter. She slowly licked her lips for his viewing pleasure.

"That was good." Issei said in bliss. A smirk graced his lips. "While I would like to stay, I have to get home." Rias let a sigh of relief go, thanking whatever deity listened to her. "But we still must continue if you want me, Senpai." She narrowed her eyes on the brunette.

"Fine." She huffed. "But we are leaving tomorrow. It wouldn't be wise for you to just follow us so suddenly." Rias explained.

"That's why you'll just summon me with this paper that matches the circles around the room." Issei showed the paper he had saved from a few weeks ago.

It shocked Rias that he still had this. "That sounds acceptable. I will call you tomorrow night." She said, making Issei nod happily.

"I'll be waiting, Senpai, Grayfia-san." He purred out, making both beauties blush at his seductive voice. Standing up, he sent the two a wink and left with a soft click of the door.

Neither lady knew what to say. Rias because she was still shocked and angry that Grayfia had to please someone else because she couldn't. Grayfia couldn't because she still needed to keep up the act of being against this while, bit by bit, slowly becoming corrupted by her Master's cock in front of Rias. For now, she would continue to play the guilty wife who was doing this for her sister-in-law and play her usual stern and cold persona that Rias knew until the moment when she could embrace being her Master's bitch again.

"Don't worry about it, Rias." Grayfia finally said. She got up and used magic to fix her appearance. "Everything will be fine. If just pleasing him makes sure you don't have to go through with this and lose your purity to someone you don't love, it is a small price to pay." Grayfia informed with a small smile.

Rias teared up. "T-Thank you, Onee-sama." She hugged her sister happily. The princess never saw the sneaky smirk the beauty held.

Walking home, Issei had a giant satisfied grin on his face. "My plan is working just great. I'll soon have every sexy beauty under my control." He said to himself. Arriving home, he put on a smile and greeted his parents. "Hey guys." The teen greeted. "I've got some news. I joined a club and I'm going to be gone for a few days." Issei told his parents.

"That's great." His mother said with a smile. "It's alright if you can spend time away from those perverted friends of yours and have new friends." She said with a happy smile.

Issei chuckled at his mother. "You're right, Kaa-san." The brunette then sat down next to his father with their plates soon following. Thanking her, they dug in while making small talk about their days.

After eating, the son said he was tired and went up to his room. Opening the door, he was greeted to a wonderful sight. On his bed was his sexy Fallen Angel lover's wearing sexy bondage outfits. "Hello, Master." Raynare and Kalawarner said with seductive grins.

Smirking hungrily, he closed and locked his door. "What a wonderful treat. I hope you gave an excuse to not show up at the church. You two won't be leaving until you're in comas." Issei then tackled the two to the bed while hungrily kissing the two moaning whores.

The bedroom was soon filled with moans, shouts, dirty talk, and skin slapping. Raynare and Kalawarner were sure they wouldn't be able to walk straight or even stand without help for the rest of the night as unleashed all his desire he stored from the oral session he had with Grayfia.

~Mansion~

Rias was now standing in front of one of her family's summer mansion in the human world with her team.

Next to her was another beauty that rivaled hers. She had long blond hair that reached to her wide hips and had an H-cup chest that strained against her sport jacket. The girl had a nice toned ass that also strained against her sports pants. Her name was Kiba Yumi, Rias' knight.

Next to her stood a very petite white haired girl with black cat shaped hairclips. Her name was Koneko Tojou, her rook.

On Rias' right was her best-friend and queen, Akeno Himejima. The beauty had long raven hair that was tied in a long ponytail with an orange ribbon. She had violet eyes that shone in the sunlight. Much to the crimson haired beauties displeasure, her friend had a large cup size than her; J-cup compared to her, Rias', I-cup.

Shaking those thoughts aside, Rias smiled at her peerage. "Alright everyone. Get settled in and we can begin training." She announced. Following her lead, they all got ready for some intense training for the Rating Game.

While they were training, Issei was having a private session with Grayfia near the mansion in the woods. Grayfia was bent over a tree with her naked ass being slammed into by her lord's rampaging prick. She had a happy smile on her blushing face as she enjoyed the hot tool destroying her butt.

Issei was panting hard as he was ploughing Grayfia's incredibly hot, wet, and tight hole. "Damn, Fia-chan." The teen moaned out, pulling her full hips against his thundering pelvis. "You're so fucking tight. It's hard to not cum instantly." He commented, his body shaking with pleasure. Grunting, he switched from her ass to her lubed cunt, sliding in easily to pound her even harder into the bark of the tree.

The maid heard this and felt her heart soar that she was pleasing her master like this "T-T-Thank you…Master. My holes will be tight…for you…always." Grayfia said, looking over her shoulder and gave him an amorous look.

Smiling, he leaned in and gave his Devil lover a steamy kiss and replanted his hands that were on her hips to grope her heaving tits. His palms massaged her hard nipples while roughly squashing the soft yet firm flesh together.

Both closed their eyes blissfully as they worked their hips in perfect sync. The beautiful maids ass tapped on Issei's lap and the brunette moaned at the soft flesh while now pinching her hard nipples. Grayfia moaned hotly with her tight inner walls tightened harshly around him.

Ending the kiss, saliva now dripping down their flesh and the grass. Issei rested his head between her neck and panted with sweat rolling down his wet hair. "Damn, Fia-chan. Imagine what people would think of the strongest queen being fucked by a human." Issei teased the woman while licking her sweaty skin.

"D-D-Don't say that!" She cried out when the teen hit her G-spot over and over again in a rapid tempo that was making her body and mind quiver. "I-I don't think I would be able to go back!" Her silver eyes widened when she was suddenly flipped around his cock, making her moan, before slammed back into the tree with Issei following.

"Well, they need to know who your new Master is." Issei whispered, his voice heavy in lust as his body rutted against her quivering hole. "Now tell me." He said, his eyes now peering into hers. "Who's your Master? Who's the only person to ever touch and please this dirty cunt?" The bot said, slamming even harder into Grayfia.

Wrapping her long legs around his hips that continued to slap against her rear-end, Grayfia shouted. "It's Ise-sama! Ise-sama's big cock is the only thing that can be inside my whoreish pussy! Grayfia wants Master Ise-sama's long, hard, hot cock inside her! Please, don't stop! Don't ever stop!" She desperately begged the pounding male.

"Don't worry, Fia-hime." Issei hissed out, her cunt walls pulling on his member. "But, I want to know something." Grayfia weakly made her bobbing her up to her master. "What happened after I felt?" He asked.

The maid blushed. "a-A-Ah…S-S-She went…went to bed and I heard noises and found…found her…masturbating." Grayfia informed between heavy moans and sharp gasps as Issei continued to dig his cock in and out of her abused womb. Silver eyes looked down to see the bulge of his cock appearing and exiting her stomach. It made her very happy.

Grinning like a loon, Issei kissed his slutty maid hard. Grabbing the back of her head, he raped her tongue with his own while inserting one finger deep into her tight ass. Grayfia screamed and lightly beat on his chest. Her light hits only made him growl and pound his tool even harder into the slut.

Grayfia felt like she was about to pass out as she felt Issei's cock plunge deep inside her before painting her walls white. Silver eyes widened to thewir max as she felt his seed spew all the way to the back of her womb, triggering her own intense orgasm that made her hips buck against his still thumping hips.

Finally letting her lips go, Issei and his maid fell to the ground panting harshly. While he was cumming inside her, the brunette felt the tighter hold on Grayfia milk him for his jizz. His head was a little dizzy from such an amazing climax and followed her to the ground. "Ah~." Both moaned out in bliss from the mind-blowing session.

Sirzechs' queen had a small smile on her face as she ran her fingers through her new Masters head. She giggled a little when she felt him begin to suckle on her nub. "Oh master. You're like a little baby." Grayfia cooed out with a happy blush.

"Only with you, my love." Issei said with his own smile and blush. He couldn't deny that this was the woman that changed him and if he didn't meet her those years ago, he would have been a completely different person than he was now. "Though, the thought of her masturbating to me is a real turn-on."

"I thought you might say that." Again, she cooed out. Her soft voice and heart beat calmed Issei down. "We'll just have to continue with the plan tonight. We can fuck in front of her this time. She'll be in the palm of your hands before this trip ends." Grayfia said with full confidence.

Bringing his head from her bosom, he smiled at her. "Thank you, Fia." He kissed her nose, making her blush. Reluctantly, he pulled himself out, both groaning in displeasure, and helped his lover up. Just seeing her naked form shine in the sun made him want to jump her again but he had to hold it for tonight. "Until tonight." He gave her a lingering kiss that made her legs jelly.

~Later~

Rias had just come out of the shower after a hard day of training. She felt that if they continued like this, she might have a chance. She just needed the sure thing that was Issei Hyoudou and the princess knew she would beat Riser. 'Still…I feel really guilty that I'm making Grayfia cheat on Onii-sama for my sake.' Rias thought with a solemn expression.

She was brought back to the real world when she heard a knock. "Come in." In stepped the woman who she was thinking about. "Hello, Onee-sama." Rias greeted.

"Rias." The beauty smiled at the girl before putting on her serious face. "Now would be the time to call him." Grayfia informed.

Sighing, she reluctantly pulled out one of her summon contracts and channeled magic through it. Her family's seal appeared in the middle of the room and Issei soon appeared in a flash of red. "Was wondering when you'd call me." Was the first thing that came out of him.

"Let's just get this over with." Grayfia said and walked up to him. "Please sit." She requested. Smiling, Issei did as commanded, his pants showing the tent of his member.

Just as she was about to kneel, he stopped her. "Not this time. This time, I want your pussy." Issei informed with a lewd smirk. He complemented his lover at the fake shocked look while also seeing Rias' glare after getting over the shock of his request.

The moment Issei said that, Rias was absolutely furious. "This was not part of the deal! You only said that she was to give you pleasure. Not sex!" Rias yelled.

"Exactly." He nodded. "While having her suck me off was amazing, I now what to fuck her." Rias' glare didn't lessen. "That is…unless you don't want me to join your peerage for whatever you need me for." 'Got ya!' Issei mentally cheered at her hesitant face.

'Damn it!' Rias cursed herself for not thinking of the deal fully. He had her and she knew it. The princess just huffed. "Just because you can't doesn't mean you will. Grayfia will never let you- "I understand." Grayfia's voice cut her off and made her look at the beauty with utter shock.

"No! Don't do this!" She begged her older sister figure. Said figure only smiled at her. "It's alright, Rias. Like I said last night. I will make sure you are safe. Even if I must be defiled by this man." Grayfia put some spite in her words while glaring at Issei.

'Wow! She's good at acting!' If he didn't have her under control already, he would have felt a chill go down his spine at her cold words. "You heard her, senpai. I'm going to enjoy this. My first MILF." He said with a lercirous grin.

Rias tried to leave but found the door locked. "Not so fast, Rias-senpai. I locked the door to make sure you watch me claim this dirty maid." Issei told the redhead with a dirty grin.

"Just let it go. Besides, he won't claim me. I love your brother." She did, but Grayfia couldn't possibly go back after experiencing Issei's powerful prick.

That filled Rias with some smug pleasure since she knew it was true. Grayfia loved her brother with all her heart. "Fine. Just get this over with." Calmly walking, she sat on one of the chairs in the room.

'I really can't wait to break that bitch!' Issei roared in his head with a lick of his lips that sent shivers down his maid slaves body. She knew that look and she also knew she would be in for a rough fucking.

Saving the thoughts of fucking the crimson whore later, he grabbed Grayfia by her wide hips and pulled her in a deep kiss that shocked the woman and Rias as the princess saw her put up a fight before giving in and kissing back. 'No!' It was her worst nightmare coming true.

Leading his whore to the bed, he slowly ripped off her shirt, her skin shivered in the air, before tearing off her pants. Pulling back, he smirked at her blushing face. "Seems this wife is horny for young cock." Issei noted, seeing her lewd panties having a nice wet spot.

"N-N-Never!" Grayfia shuttered, her voice a little weak with lust. "Uga!" Her voice soon cracked into a moan as Issei's member stabbed forward, running his length along her hungry lips while hitting her sensitive clit. Looking down, she saw her Master's cock resting between her mound with a mixture of anticipation and fear of being fucked in front of Rias. "I-I'll never let you claim me." The beauty continued the act.

"Really?" Looking deep into Grayfia's eyes with a dark look, he smelled her arousal hit the air. "Too bad, Devil." He hissed, his dark voice sending shivers down both busty Devils loins. "By the time I'm done with you, you won't even remember his name." Issei promised.

Grayfia gave him a glare. "Like you could! You're but a child! You're the one who won't be remembering their name." She said with fake confidence. It was hard for her to keep this up with his constant deep strokes against her mound. 'What was his name again?' The beauty asked herself, somewhat losing the memory of Sirzechs' name.

"I doubt that." Issei said and pushed her down, making her moan mewl as his cock was missing. "You're the one who's gushing like a fountain. Look at it, your pussy is practically welcoming me." The teen said, spreading her legs so she and Rias could see Grayfia's labia was twitching hard and somewhat spread open to receive.

Even Rias couldn't deny her arousal of seeing Grayfia's soaked cunt and Issei's aching member just waiting to penetrate her. 'I-I-I…can't help it.' Slowly letting herself go, she let one hand go to her heaving chest and other hand to lightly pet her mound. Her blush intensified when she saw his large cock lightly enter her mound.

"Ahhh!" Grayfia's voice became a scream when Issei shoved his hips forward, burying about four inches of his cock. Her well lubricated snatch helped ease her entry, along with the cum from their earlier session, but the tightness stopped him from going all the way. 'She really must like to be watched.' The brunette speculated as he would usually spear her to the hilt first jab. "I…I can't believe…it's inside me…and not the whole way! It feels like I'm being torn apart!" Grayfia said, her eyes beginning to glaze over.

Leaning in real close, he spoke loud enough so Rias could hear. "This is nothing. When I'm done with you, you'll be begging me to tear you up every day." Sending shocks of pleasure down both ladies spines, Issei pulled himself out before plunging his whole member inside her.

"I-I'm cumming!" Grayfia shouted as loud as she could as her tight cunt walls constricted against Issei's twitching tools. Her squirt covering his hips and stomach.

"And a squitter too!" The teen said in amazement as she hadn't squirted for him before. "You're still pretty tight for someone who gave birth." Issei said, enjoying her tight hot walls that held him in a vice. "Guess that bastard husband of yours is small as shit." He insulted with a smug grin.

"Y…Yes." She admitted. "H-He's…got nothing…compared to you." The beauty said, her voice weak in pleasure. Rias was shocked and aroused that this teen was longer than a full-grown man. She wondered how big he would be when he got older. 'Ah!' Moaning in her mind, she felt her walls tighten around her invading fingers with her other hand massaging her hard teats.

Issei smirked proudly. He loved it when she told him he was bigger than her husband. With a jerk back, leaving only the head inside, her jabbed himself back deep, hitting her womb once more.

"Ahhh! Cumming again!" Once again, she shouted out her release. Her silver eyes rolled to the back of her head, tongue sticking out with drool trickling down her lovely face. Delicate fingers clenched the sheets in a death-grip. Toes that were on the side of Issei's hips curled in delicious ecstasy with her mind soon becoming hazy and could barely think of anything but the cock inside her.

'Damn! She can't stop!' Issei was amazed at how much she came from just two pumps. With a smirk, he moved himself in and out of his whore at his usual rough pace. He ignored the fact that she kept coating him in her juices. It only made him glide in and out of her at a faster pace. The bed shook and creaked under the powerful thrusts.

'H-He's fucking me into a coma while Rias is watching!' It was such a pussy gushing thought of being fucked in front of her husband's sister that she couldn't stop cumming. Weakly, she glanced over and smiled a little when she saw that Rias had her fingers inside her panties, her shirt open, and was mauling herself like an animal while watching them.

'I…I wonder…how it feels…?' Rias thought to herself in a daze. Her eyes couldn't leave the enticing sight of their passionate sex. She licked her lips when she saw Issei's sweating and muscles tightening with each pump of his pelvis. 'He's…such a stud.' The princess admitted to herself. 'To be able…to fuck like that!' Moaning softly, she drenched her panties in her love juice. Her pants became noticeable and blushed harder when she saw Issei looking at her with lustful eyes.

"Wow! Just look at her, Fia-chan." The brunette said, pushing Grayfia's head to the side so she could see Rias' disheveled appearance. "I don't know if I can hold out with such an intoxicating sight of my Onee-sama getting off to us." Issei grunted harder while fucking his prick all the way into his lover, not caring for her fingers that wrapped around his back, bringing him closer. Their chests squashed, increasing their pleasure.

Issei's body soon began to shake and the familiar churning in his balls singled his upcoming release. Grayfia could feel it when she saw his scrunched-up face and trembling body. The twitching of his dick also sent shocks of pleasure up and down her body. "Fuck! I'm about to blow!" The teen announced, their connecting hips meeting in a wet slapping sounds that were pleasing to all occupants' ears.

"M-M-Me too!" Grayfia cried out, bringing his ear right up to her constantly moaning lips. "Go ahead. Fill this pussy up with your young semen." She whispered loud enough for both to hear.

Her hot breath, sweaty skin, and enticing voice was the last straw for both teenagers. "Cumming!" Roaring out his climax, Issei let all the stored up cum shoot out deep into his slaves' cunt. The moment he came, his pulsing member engorging erratically, spreading her walls farther. "M-Me too!" Screaming along with her master, she coated the bed, herself, and Issei with their combined juices. Some even hit the floor and Rias who looked at the cumming pair with wide eyes and blush coating her entire face and body.

Still cumming, with a smirk, Issei pulled his spewing member out of Grayfia's stuffed cunt and let his seed cover her hair, face, stomach, and wonderful tits. "Hm…That's a wonderful look for you." The teen said with a lick of his lips. Seeing as she couldn't say anything, her eyes rolled to the back of her head and only sound coming from her shaking body were constant weak moans.

"While I'd like to take that beautiful ass, I've got to go. Don't want my parents to worry about me." Issei informed the two blushing women. Turning to Rias, he smirked at her blush that resembled her crimson hair. "Could you please?" He asked.

Nodding shakily, she lifted her hand underneath him and her families crest appeared to teleport him away. As he was about to vanish, he left her with something that made her moan and leak out more love juice. "I'll be back tomorrow to claim her ass and you." It was a promise that made her hot and bothered.

That night, Rias couldn't fall asleep as her mind was focused on the shaking Grayfia covered in jizz with Issei's sexy smirk that drove her wild. Her fingers barely held in her undying lust for Issei.

~Next Day~

After another wonderful night of fucking his two Fallen Angel slaves, Issei was just waiting patiently for his soon-to-be slave redhead to summon him and complete his plan. A perverted giggle escaped his lips as he lied in bed. 'Can't wait for later. She'll be mine.' He promised himself.

At the Gremory training home, Rias was training with her queen but her mind was somewhere else while she fired her family's magic to counter Akeno's lightning. She didn't know if she could handle just watching the two have sex anymore. Last night she had almost thrown her pride to the wind and let herself be taken by Issei.

Akeno saw her best-friend's mind somewhere else and it somewhat concerned her. The beauty knew she was having a hard time but she also knew Rias wouldn't talk about her feelings until she felt necessary. 'I can only hope we can win in the coming days.' Akeno mused to herself.

Grayfa, who was in the home, watched her sister-in-law fighting with her queen. The mature Devil knew, even with all the training, she couldn't defeat Riser. Only Issei could. She knew because she had felt his power and it continued to make her hot every time she remembered the overwhelming feeling. 'No!' She shouted to herself as her hand had slowly crept its way to her dripping pussy. 'Save it for tonight.' With that, she held in her lust and went back to cleaning and preparing the bedroom for her master.

Night soon greeted the team as they retired to their rooms for the new training day. The ladies just didn't know that they would have an extra member when they woke up.

In Rias' room was herself, Grayfia, and Issei who had just arrived. The teenager was looking at the two with lust that he didn't bother to hide. "Time for the fun." With that said, he pushed Grayfia to the wall, ripped off her bottoms, to show her white skin that shone in the moonlight that peeked through the blinds.

"Uha." Grayfia lightning moaned at the manhandling. The moan grew in volume when she felt Issei probe her asshole with his index finger. "N-N-No! Not there!" She said in fake horror and shock. "I've never taken anything up my ass!" That was a lie and both knew it.

"There is a first time for everything." Saying that, Issei pumped his fingers in and out of Grayfia, making sure she was nice and stretched out before he fucked her butt. Thrusting one finger for some time, he soon introduced another finger, making her legs shake and pussy tremble.

'H-How can she take it?!' Rias thought as she watched Grayfia's ass take two of his fingers. Blue eyes widened when she saw Issei take his fingers out of her ass and bring his mouth between her soft buns. Grayfia's voice and moans died when she felt Issei's tongue trace her sphincter along with his fingers soon being sucked into her vagina.

"Oh fuck! Master! Your tongue feels amazing~!" The maid finally found her voice and cried out her pleasure. Her wide hips soon bucked against Issei's invading tongue and pumping fingers. His other hand soon joined in the pleasure by rubbing her cheeks and spreading it so he could tongue-fuck her deeper.

"That's good." His muffled voice reached both ladies ears. "It's good to hear you finally giving into your new king." Slowly bringing himself away from her, making her mewl in disappointment, before pressing himself close, her back resting on his chest.

Bringing his hand that sank into her anus and pussy to her lips, he smirked at her dawned look when she caught her scent. "Go ahead." It was all she needed to hear. Grayfia lurched forward and sucked on Issei's finger like an animal, making lewd slurping sounds.

It enticed the boy with his rock-hard tool wedged between her butt-cheeks twitching. Slwoly taking them away, leaving a trail of saliva to plop down her lips and melons, he brought his head on her shoulder. "Do you want me cock up your ass now? Do you want my hard cock to claim the last part of your dirty body I left untouched?" He asked, his voice heavy with lust.

Grayfia was reduced to a moaning mess of her masters' lewd talk, fingering, and rubbing cock. Shakily turning her head, she spoke softly. "Yes…please. Take my ass. Make me forget about my husband. I can't wait anymore. I need your cock." She begged. Her tongue soon licking his cheek, showing her absolute devotion to him while grinding her butt up and down his shaft.

Happy with her answer, he turned her around so that they could see the moaning blushing Rias who had her hands deep inside her pants and furiously fingering her dripping pussy. "Before that." He trailed off while lining his prick to her nice and lubed asshole. "Who's the owner of this asshole, pussy, tits, and mouth?" He asked. With only the tip probing her butt, he could feel the walls constrict against the gland. It was hard for him to not just plunge right in. It was only because he remembered the plan that he didn't take her now.

"My Master! Ise-sama! Ise-sama is the owner of this dirty MILF's sloppy cunt, tits, mouth, and ass!" Grayfia cried out, her head hanging limp. She was desperate to be fucked and would do just about anything for her Master.

"I intend to." Grunting loudly, Issei jammed his veiny member deep into Grayfia's tight butt. Both lovers gasped at the feeling of being connected again. "Holy Fuck!" The brunette shouted in lust. His hips were relentless in their pounding that made the silver-haired beauty being impaled to quake and shiver at his assault. "Your ass is so fucking tight! It's like it's trying to never let my cock out! What a depraved whore!" Issei said with a dark grin.

Grayfia's body was flush as she could barely move. Her only thought was pushing her large ass against her pounding hips while making sure to tighten her butthole around his rod. "Y…. Yes! I'm such a cock-starved whore! My husband hasn't fucked me in years! And he can't even compare to you! I can't live without your cock anymore!" Grayfia cried, her face stained with a blush and tears of utter joy of being fucked.

"That's good. But, I'm not your husband. I'm your master. And you're my whore to fuck whenever I want!" Issei announced. His hands gripped her shoulders and pulled her back against his thundering hips. The sudden pull made Grayfia's head shoot up. Before she could cry out in pain and pleasure, Issei captured her face in his hands and jammed his tongue past her lips and down her throat.

Rias was reduced to a moaning mess as she watched the older Devil being fucked so well by this human that didn't seem to have a stop button on his lust. She licked her supple lips in need as she watched Grayfia get the consciousness fucked out of her.

Silver eyes rolled to the back of her skull as Grayfia squealed like a pig while getting her ass pounded like an animal. "You're the only man who can satisfy me now! Keep going! Never stop fucking me~~!" Another loud scream erupted as her pussy juices gushed out, squirting it all over the watching Rias. Her ass muscles constricted against Issei's member, making him grunt harder.

His churning balls that slapped against her squirting heat added on to the already incredible sensation of fucking Grayfia's tight ass while having an audience who was covered in the mixture of jizz and female squirt. Sweat dripped off their bodies as Issei felt himself getting closer to his climax with each pump into his whores rectum.

"I'm cumming, whore!" Snapping his head back, he roared out his release. Thick white ropes of cum exploded deeply into her abused bum.

"Holy Fuck!" Screaming as loud as she could, Grayfia's entire body shook in rapture of having her backdoor filled by her loves spunk. Standing still, while shaking ever so lightly as she continued to climax, their sweaty bodies shone in the light in the room.

The crimson haired beauty couldn't take her eyes away from the utterly orgasmic sight before her. She didn't know how many times she came just from watching them shake. Slowly, Rias licked the fluids that stained her face. Once tasting it, her mind was clouded in a fog of lust and need.

Rias watched the brunette shakily walk over to the bed and leaned down, making Grayfis lay down, before taking himself out with a loud pop. She watched Grayfia shake in disappointment of not being filled. Both watched the abused red anal passage spew out his spunk, staining the sheets in their combined fluids that also gushed from her cunt. "That was fucking good." Issei said with a proud smirk. "But, I still need more. This time," He trailed off, grabbing her by the shoulders and flipped her over. "I want another taste of this pussy."

"Yes…" Grayfia moaned, her lust clouded eyes staring at Issei's cock alone. "Make me full again, Ise-sama. Take me again. I'm so lonely without you." She begged, slowly pushing her abused pussy lips along his shaft.

"No!" Rias' sudden shouted alerted Issei to look to the sider only to be tackled to the ground by the redhead. He grunted a little when he hit the back but he smirked a little as he felt another beautiful busty woman atop him. "I can't let this go on! I'll take her place! I won't let her contine to cheat on my brother!" She told him, now determined to give herself to the man under her.

Smirking, Issei grabbed her by her slim waist and flipped her over, his body loaming over her. Not letting her speak, he smashed his lips against her and took advantage of her shocked gasp and raped her tongue with his. He took pleasure in her strawberry taste and let his hand wander her spectacular body until he reached her unclothed magisty. 'Must have taken it off when we were fucking.' Issei mused to himself while enjoying the light weak moans Rias was letting out between their lip lock. He could tell she was gholding back on giving in. That only made him try harder to break her.

Seeing as she was wet enough, he took his hand away from her mound and shoved his whole took inside, breaking her hymen, and groaned loudly into the kiss. He could see the tears welling from Rias' now wide eyes. She tried to hit him, but he soon pinned her arms to her side. Needing some air, he released her lips and gave the pained girl a smug smirk.

"Your pussy is really tight. Something I can appreciate from a virgin like yourself." The brunette said with his grin still in place, not at all caring for the glaring redhead.

"F-Fuck you!" She sputtered out. When he pushed past her barrier, all she could feel was great pain and felt her insides bleeding all over the intruder that was Issei's giant cock. Rias felt herself liking the feeling of being so full but she'd never admit it to this bastard who took her purity so savagely.

"Oh no my dear. It's I who will fuck you." Pulling himself out to the tip, he plunged back in, making her body move with his motion. A strangled moan tried to escape her supple lips but she held it in by biting her cheek. Issei could see she was holding back so he decided to play dirty.

Keeping his thrusts hard, deep, and strong, he soon let one of the hands holding her slim waist to buck against his cock move its way to her plump backside. Raising himself up a little, getting her in a new spot that raised her hips high, he soon smacked her ass.

"Iya!" Finally, Rias couldn't hold in her voice after the vigorous dicking and the new sensation of being spanked. She had never been spanked before and it was shocking to her that she enjoyed it. Her body craved more and Issei was giving it to her with each pump back into her stomach. "S-S-Stop! I-I-It hurts!" while she said that, the brunette could feel from her tightening cunt that she was really enjoying being hit while fucked like the whore she is inside.

"Don't think so." Issei breathed out, his body straining under the amazingly pleasing pressure of this virgin cunt. "Your cunt is so fucking tight I can't stop. Hell, even your hips are fucking mine." The teen pointed out as he felt her hips unconsciously buck against his own thumping prick. Grabbing the back of her head, he slammed his lips against hers again and mashed his tongue against hers while mercilessly fucking her pussy.

The humiliation of having herself taken in front of the masturbating Grayfia caused her shame and an odd sense of arousal of having an audience. Issei's bashing tongue was also making her lose her mind deeper and deeper into lust the longer he jammed his dick in and out of her abused mound. The head of his tool kept bumping against her cervix, making her scream in the kiss while coating his cock in her love-juice. Her face resembled her hair and eyes widened all the way when Issei got even higher up and piledrived himself in and out of his new woman.

"Damn!" Leaving the kiss, his lips soon descended upon her creamy neck. His tongue licked and soaked her sweaty flesh in salvia and gave her a small hicky, marking her as his. Grayfia was cumming so hard as she watched her master fuck the princess like a wild man. "What a fucking slut you are. Can't believe you came so quickly. You must really love my cock." Issei said with a smug grin.

"N-N-N-No~! I-I don't!" She protested with a weak voice and slightly cross-eyed. Rias could feel her tongue wanting to leave her lips but barely held it back, which was difficult because her open maw that was releasing moans of intense pleasure. 'H-H-H-He's going to make me cum again!' She realized the familiar burning sensation deep within her loins.

"So…" Issei grunted harshly as he felt his balls begin to churn from strain. "Are you going to say…you're my cock slave? If you do, I'll fuck you like this forever!" He promised with a grin while pumping his hips on and off Rias reddening hips.

Weakly, she shook her head, her hair dragging into the carpet. "N-Never! I'll never submit to your cock!" Rias yelled out. 'F-F-Fuck!' But her mind didn't really mean it as her body was beginning to work on its own. Her hips slowly but strongly jumped back to Issei's retreating hips. 'I-I-I can't take much more! I feel like I'm going to blow up! My head is getting weak~!' The beauty moaned loudly, her tongue finally leaving her lips. "Cumming!" Rias screeched out to the heavens as she squirted all over Issei's rampaging dick.

Teeth gritting harshly, he could feel them struggle under the pressure, he managed to, barely, hold off his climax that would have rocked her world. 'That's…for when she…accepts!' Issei thought to himself, trying to rein himself back from exploding.

Eyes widened a little when he felt the woman's still squirting cunt coat him. It was so enticing it made him realize he might blow if he doesn't leave. Quickly, he pulled out and moved to his other whore who gladly opened her maw for her Master to release.

Suppressing her gag reflex, she took all her Master's cock down her throat, his balls slapping her chin, and heated her throat up to squeeze all the cum out of his pulsing tool. Silver eyes looked up in a seductive manner while making a show of taking him out of her throat in a deep loud pop. "Thank you for the meal, Master~." She purred out, her bright cheek nuzzling his still hard prick.

Rias felt empty inside when she felt Issei leave her and was angry when he gave Grayfia the cum she had worked so hard for to exact from the teenager. The beauty didn't even think of her thoughts as her mind was slowly needing to experience the feeling of being soiled by Issei's cock.

"I-I-Ise~." Both looked to the side to see Rias on all fours. Her pussy presented to them. "P-P-Please. I need it now! I don't care about the bet anymore~. I-I-I need you cock to destroy my pussy. Don't waste anymore on Grayfia-nee! Pour it all into me~! Ise-sama~!" She begged with needy eyes that spoke of her submission and desire of Issei to own her as his own. To treat her like a toy he could play with whenever he needed a quick lay.

"Well said." Issei said with a happy smirk. He soon laid down on the floor, his member awaiting Rias' cunt. "Now. Ride me." He commanded.

Rias could only do as command and quickly crawled her way to her master. Lifting herself up so her pussy was over his cock, she was about to sit down but Issei was impaitient and grabbed her wide hips and harshly brought her down.

Rias' eyes widened at the sudden intrusion but that shock soon turned into orgasmic pleasure. Letting out a loud shriek, the beauty squirted all over her new Master's cock. Issei groaned as the woman, even while cumming, began to bounce on and off his prick. His brown eyes were drawn to her jiggling tits so close to his lips. For now, he let his hands rest on her waist and assist her.

"Damn Rias! You're cunts so fucking tight! Keep going! Keep riding my cock like the whore you are on the inside and now outside!" Issei encouraged and let one hand slid up her body and palm her tits. Rias moaned at the rough hands touching her that only made her walls squeeze his thundering hips tighter.

"I want it, Ise-sama!" After getting some of her breath back after cumming for the fifth time since this began. Her voice was somewhat weak but still very seductive. "I need you to keep fucking me! Ah! I've had my eyes on you for so long! Just…looking at you made me hot for some reason. Now I know. It was because of your cock! You're such a stud!" The princess said, wildly rutting on and off her lover. Her hair whipped around in the air as she stared at him with love and devotion. "Please! Please give me your cum now!" She begged. Her mind was lost in the sounds of the loud slaps of flesh and the maid that was moaning while she got herself off just a few feet away.

"Good. You're my little whore to fuck now, right? I can do whatever I want to you from this day forward isn't that right?" Issei asked as he slapped her red ass until he felt her cum once again. 'She's really been deprived of pleasure.' The brunette realized as the amount of times she squirted over him was staggering.

"I am, Master!" Yelling out, Rias threw her hands over her head, running them through her sweaty locks. "Just keep fucking my slutty pussy and grace it with your delicious cock-milk!" Ria begged again. The speed of her bouncing quickened to an almost painful degree but Issei met her with his own speed.

The princess felt her speed going down after some time of just bouncing on his cock like a trampoline. Issei felt this and slapped her on her tight and firm ass that he would soon claim after he was done having his fun with her pussy. "I didn't say you could slow down!" He sneered up at the girl. Bringing her down to him, he wrapped her in his arms and thrusted his cock deep into her womb. "Keep bucking those slutty hips against me, Slut-senpai! You're not allowed to stop until I cum and even then you have to get down on your knees and suck whatever other juices your sloppy cunt covers me with! Got it?!" Issei roared out, his body straining under the pressure of fucking the crimson haired whore who was moaning like a bitch in heat.

Tongue sticking out of her lips with her eyes glazing over, Rias screamed. "I'm sorry, Ise-sama!" She cried out before helping her master fuck her. The beauty managed to lift her sore lower half on and off his still rampaging prick and bring herself down when he pulled her by his strong hands. "Just, please! Keep going! Punish this slutty princess body for being so shameful for loving a cock this much! I'm a whore! A whore who loves getting fucked by Ise-sama!" Rias yelled out, not caring who would hear her pleasurable cries as she had the life fucked out of her.

"Just look at you." Issei said, making her focus on his voice while he slapped her plum bottom, that had been hit by his swinging sack, until it was red while his hips banged in and out of her tight moist vaginal walls. "The Gremory heiress wanting my cum inside her dirty cunt while having her brothers' wife getting herself off to her sister-in-law begin fucked by her shared Master!" He sneered, his lips soon catching hers in a sloppy duel that Rias couldn't possibly win even if she had her mind clear.

"So fucking good~!" Screaming between the heated lip-lock, Rias had tears of lust flowing down her eyes as she was brutally pounded into. "I don't care anymore! Just keep going! I'd rather have your giant cock inside me for the rest of my life! Please, please make sure Riser doesn't win!" She begged, remembering the match coming soon.

Smirking in the kiss, he pulled her head down and whispered. "Don't worry, my crimson-cumrag." He said, running his fingers through her hair as he ploughed himself in and out of her womb at the same insane pace. "No one will have this delicious cunt but me." With that said, he recaptured her lips before flipping her around so he was now in control of her again. Leaning on his toes for support, he used the new strength given to make the woman shake and cry as she came again and again from the even deeper dicking and more exciting dicking.

"Oh! Master! You're even deeper inside me now!" Rias screamed out loudly, her voice so high it almost shattered the glass of the window. She was shut-up again by Issei keeping her close to him and raped her tongue while his other hand slapped her sensitive tits. The beauty squealed like a pig at the new punishment/ecstasy.

"F-Fuck!" Issei breathed out between the kisses. He could feel his balls churn and his legs begin to strain from the constant force he had used from railing Rias into his personal slut. "I'm cumin!" That was all she got as a warning as Issei's seed shot deep into her wide-open womb.

Her eyes widened all the way, the pupils rolling to the back of her skull, dribble spilling from their combined mouths, while shaking erratically against his still humping prick that forced all the cum to stay inside her. By the time he stopped cumming, it looked like she was three months pregnant. The thought of having her Master's child made her earth-shattering climax continue until she felt like her mind was about to slip into unconsciousness.

Panting, Issei picked her up by her slim waist and gently laid Rias on the bed in the puddle of cum Grayfia had stained. Pulling out, Rias' glazed eyes snapped back to awareness. She missed the warmth of his cock and she felt some of his seed spilling from her womb. Propping herself up with her elbow, she looked at her Master with deep desire. "Ise-sama? Why'd you pull out? I don't want that beautiful cock out of me anymore. You've made me your slave so you have to take responsibility for it. Please, keep pounding my pussy. I can still satisfy you. Don't go back to Grayfia. My slutty pussy needs you again." Rias said quietly as she turned around, thrusting her big ass to him.

While it was true that he was about to turn to Grayfia for his still hard cock, the look and plea of Rias was very exciting. Glancing at Grayfia, he saw she was shocked too. 'She never seen her like this.' He mused to himself. "Sorry, Fia-chan. This slut needs my cock." Issei apologized.

Sighing, Grayfia nodded. "I understand. Just promise to fuck me after you fuck her." The maid asked her master with a sultry smile.

"You can bet on it." Issei said before the turning to the pouting Rias who obviously didn't like him not paying attention to her. Making his way to her, he grabbed her supple butt and gave it a nice spank, making her yelp with spit flying from her mouth. Firmly gripping her hips, heh jammed all his cock into the dripping cunt. "Holy Fuck!" Issei roared out in true bliss as he hammered himself at full force into his new whore that seemed to want nothing but his cum inside her womb.

"Iya! Yes! I have you back inside me!" Rias said with a happy fuck-stupid smile. "Yes Master, that's it!" She yelped when he spanked her shaking booty while fucking her like the whore she now was and accepted. "Keep fucking me! Spank this sluts dirty ass harder! Fuck my pussy then my ass! I want it there too!" Drool rolled down her lovely face as she begged for it up her backdoor after filling her womb with his juice.

Smirking, he decided to do as asked. Pulling out quickly, he didn't give Rias enough time to moan her displeasure of not having him inside her, before he plunged deep into her red bottom.

The sudden intrusion to her ass made Rias fall forward and screamed into the sheets while tears streamed down her face. "Don't stop, Master! It hurts so good! Keep ploughing my ass with that big meaty cock I love so much!" She begged, her voice, while muffled, caused Issei to pull her lush hips back harder onto his rampaging tool.

"That's good, you fucking whore!" Issei grunted hard. Seeing her long flowing hair, he pulled it up so she was flush to his chest. His tongue soon went to her marked neck and sucked on it. Rias could only mumble incoherently as Issei fucked her stretching asshole like a beast. "I'm going to keep filling this beautiful ass of yours with my cum and cock every chance I get! From now on, like these other bitches, your entire reason for being alive is to be my fuck toy to get me and the others off." He growled while letting his other hand, that was slapping her jumping tits, and slapped her cock-filled ass.

"Yes, Ise-sama! Keep fucking me like this! My holes, breasts, heart, and soul belong to you! All I need is to be fucked by you!" Rias announced, her screams echoing through the room as she managed to buck her aching hips against his member. She could feel her pussy getting wetter and wetter with each pounding of his cock and spanks.

"That's good, my Gremory-whore. Who knew the heir to the Gremory family was such a whore." Issei mocked with a cock smile.

"I'm such a whore, Master! But only for Ise-sama! He's the only one who can possibly fill me stretched ass and pussy!" She said before turning to him. "Please. Kiss me while I cum!" She begged, puckering her lips.

Leaning into her he captured her lips with his own, their tongue fighting in the air as drool dripped down their bodies and to their connected sexes. Closing their eyes, Issei and Rias groaned loudly into the others mouths as they climaxed together. Rias' eyes rolled to the back of her head as she soon fell into a blissful orgasmic induced sleep. She mewled a little when she fell of his cock, making the cum that filled her butthole leave. Her legs were sloppily opened as his semen leaked from both her holes.

Sweating a little more, Issei smiled at his new whore and the soft mumbling. "Ise-sama filled me…I'm his whore…I love him…I love his cock…Ise-sama's sperm…" Even in her sleep she kept her fucked-stupid smile and blush covering her face. "Ise-sama~." He groaned loudly when he felt Grayfia embrace him from her behind. Her bountiful melons squashed his back. "Fuck me too~!" She begged before pulling him down for another round that left her bowlegged.

~Hours later~

Issei was panting hard as he held Grayfia's unconscious body by the hips. He had covered her entire being in his white seed and she had finally hit her limit after fucking her delicious pussy for the countless time. Taking himself out, he pulled his silver whore with him and his redhaired whore and pulled the blanket over them. Rias and Grayfia quickly threw their arms around him for warmth. "Ise-sama~." They both moaned in happiness of feeling their Masters warmth.

The Red Dragon Emperor just ran his fingers through their sweaty, cum-covered, hair as they slept. His stupid grin couldn't be taken from his face for one second as he had these two busty Devils under his command.