Cherreads

Chapter 23 - Chapter 23

'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.

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