Chapter 19 R-18+

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"Right" Akeno said nervously before walking over to Issei and crouching down in front of her.

The still naked Akeno stuck her tongue out nervously having to reel herself back at the odd taste something Issei noticed.

'Looks like she's struggling. Perhaps a little motivation is required.' Issei thought to himself. "We're done here." Issei frowned before seemingly reaching for his pants just for Akeno to grab them with her hands.

"Give me a second Issei." Akeno said nervously.

Despite her love of teasing Rias and others, Akeno lacked any experience of her own and here she was before the largest dick she'd ever seen attached to a man who had a laundry list of women to choose from even if they weren't quite as blessed as she was.

Noticing that he wasn't fighting her Akeno let go of his hands before wrapping her lips around his prick hoping that would appease him a bit more.

"Very well. Let's see how deep you can go" Issei smiled putting his hands to the side.

Akeno nodded before lowering her lips as far down on his member as she could, managing to get an impressive eight inches before her gag reflex kicked in, "So big!" Akeno coughed as she tried to gather herself. She had to keep going for Rias's sake.

"Yes it is, but if you don't hurry class will start again soon." Issei smiled rather sadistically.

This wing was relatively empty but on occasion a few classes still used it.

Of course this room had a few secrets that meant it wouldn't matter but Akeno didn't need to know them.

Akeno shuddered at the tone of his voice and her arousal grew causing her to bob up and down his shaft at a quicker speed than before.

"That's the stuff. Now let's really have some fun." Issei smiled before grabbing the back of Akeno's head and forcing her up and down his shaft.

"NGHHH" Akeno mumbled but it was clear she appreciated the action something Issei picked up on and decided to take full advantage of.

Issei let go of her head briefly to her slight disappointment, but that faded when he said.

"Akeno use your tits to make me feel better and I'll make sure to give you the time of your life."

Akeno smiled before reaching for her massive jugs and wrapping them around his prick, "These breasts are all yours master." Akeno said in a lustful tone.

"Good girl" Issei said with a slight shudder and as Akeno slid her massive breasts up and down his prick, Issei grabbed her head and shoved it onto her prick as she continued to tease him timing it so her head down as her breasts went up.

'This is incredible. I can't believe he's doing this to me' Akeno thought to herself as her ministrations continued.

She was being treated like a toy and for a masochist like Akeno it was exactly what she wanted and needed.

As he continued to abuse her body her core got wetter and wetter until she felt a throbbing sensation inside her mouth.

"I'm gonna cum Akeno." Issei said happily ready to send his load down her throat.

"Let me have it Issei. Make me into your toy even more." Akeno purred and Issei increased the speed of his hands.

Sure enough it took another minute to get the result they both craved.

"I'm cumming" Issei roared as he sprayed his seed down Akeno's mouth.

The rush of his semen down her throat led to her own release causing Issei to pull away and spray the rest of his massive load on her breasts.

"Incredible" Akeno moaned as she was coated in Issei's semen.

"You're telling me" Issei said having been caught by surprise by her cumming.

He was very familiar with S&M having a few lovers who explored as such, but he didn't expect Akeno to be a masochist to the point that she came from something simple like that.

Unfortunately, the bell rang signifying class was about to begin.

"Master… give me more." Akeno pleaded a look of lust in her face. Clearly, she didn't care about missing class or about Rias finding out at this point.

"Alright then put your hands on the desk and stick your ass towards me." Issei smiled.

Her lust was overwhelming and by this point neither of them could leave without getting more.

Akeno promptly did what Issei asked, "It's my first time, but I don't mind if you're a little forceful.I like pain." Akeno purred confirming her masochistic tendencies.

'Oh, this is going to be fun.' Issei smiled mentally as he approached at last wriggling out of his pants and tossing them to the side before doing the same with the rest of his uniform.

Soon Issei's massive member was lined up with Akeno's slit. "You said you like pain huh Akeno. Well you're going to get it." Issei said happily before slamming into Akeno with one brutal thrust.

"AHHHH!" Akeno cried as Issei smashed through her surprisingly intact hymen claiming her virginity.

Ironically the pain was reduced because she was so wet.

"I don't know which surprises me more. That you have a hymen or that you were so wet from what we did earlier." Issei chuckled choosing to stay to taunt Akeno even more.

Akeno blushed slightly at the notion though Issei couldn't see it but she knew this was just the beginning.

Just like the other girls of her school she heard stories of Issei's prowess and she always wondered just how good he was.

"Just fuck me!" Akeno said defiantly hoping that he would make it more interesting for her.

"Alright" Issei smiled figuring a different approach was required to break Akeno.

So instead of going in hard and fast he began moving slowly strokes.

"What are you doing. FUCK ME" Akeno pleaded.

She wanted pain and her body betrayed her by making her far more wet then she wanted during the blowjob.

"Now why would I do that? Your pussy is so nice that I just want to relax for a bit. I'm already late and the teacher won't ask too many questions because I usually have sex in here."

"You what!" Akeno gasped unaware of such a thing.

Issei continued to move as he explained the secret he held, "Right near the end of my first year, Sona was getting tired of the complaints about classrooms smelling like sex because I wanted to have fun with my various girls."

"Sona agreed to give me a classroom that I could use for my fun and it just so happens to be the one we're in right now."

"As long as I restricted myself to this room and the various clubrooms of women I was sleeping with, I could have all the sex in school that I wanted without punishment."

"Ironically, this wing is mainly private because I use it so much." Issei smiled.

"So that means." Akeno gasped.

"Yes Akeno, in this room I've enjoyed many different women and you're just the latest. Care to guess who the first person I devoured was." Issei smiled continuing his slow movements.

"Tell me" Akeno pleaded. This was so incredible that her body was fighting a burning hot arousal.

"It was Vice President Tsubaki." Issei smiled.

"No way!" Akeno gasped.

"That's right. She was the one who brought me to the room and caught me off guard by asking me if she was attractive. She was upset because Kiba wouldn't look at her and wondered what she was doing wrong. I told her that she was doing nothing wrong and she asked me to prove it. So I did. And she wasn't the only one" Issei said with a vicious grin on his face.

"W-w-what do you mean?" Akeno wondered getting wetter and wetter.

"This room became my sex room and countless girls made their way here and just like I devoured Tsubaki, I devoured them. This wing became known as the sex wing thanks to me and you're just the latest of my conquests" Issei smiled knowing the very thought of what he did was driving Akeno crazy with his lax actions.

Issei might have been moving in slow motion but the very thoughts of what happened in this room had her wondering more. "If that's the case then FUCK ME HARDER! Make me scream your name like Tsubaki did! Like all the others did! You know you want to." Akeno screamed.

Her body was crying for more and she knew Issei could give her what she wanted.

No, what she needed. She was going behind her master and she wanted to make sure she didn't regret it.

"Very well." Issei smiled pausing his ministrations before focusing his magic and causing his sacred gear to appear in his necklace form.

"That's!" Akeno gasped.

"Yes you've heard rumors about this haven't you. This is my legendary necklace and I could turn you into a pile of goo in a matter of minutes." Issei said with a primal voice that caused Akeno to shudder even more.

"Please!" Akeno pleaded.

Issei smiled as the boosted gear activated, "Please what!" Issei smiled.

"Please master! Fuck me harder! Make it so I can't get off unless it's to your dick." Akeno mumbled in submission.

Issei smiled before grabbing Akeno and shocking her by lifting her into the air and flipping her so he could see just how aroused she was and he wasn't disappointed.

Her nipples were hardened and the normally stoic face was halfway to an ahegao, "Very well Akeno. I'm about to make you scream" Issei smiled before he slowly began to ramp it up.

"Yes! Yes! Yes! So good! So good!" Akeno pleaded as Issei began pounding her snatch with vicious strokes and as the seconds passed Issei's speed picked up even more.

"This pussy is mine." Issei smiled happily.

"Yes master! It's your pussy to do with as you please! Fuck me harder, master!" Akeno moaned happily as Issei's speed increased even more.