Sexual Training Session #2

Issei stopped at the stairs and turned to Matsuda, “Okay man. Can you wait down here for a bit? I've got this meeting with my club and its- kind of members only. It probably won't take long. And um...oh man OH MAN I can't believe I'm going to get with Rias today! - I mean... we can do the training right after, okay?”

Matsuda scrunched up his face in what he definitely thought was a bad-ass way as he crossed his arms over his chest and leaned back, “Say what? You've got four of the hottest hotties at school up in your room and your leaving me out! No-”

He stopped short as Issei's mom walked up to them holding a laundry basket. His fellow pervert's eyes got huge as he failed to hide the way he was salivating over her body like she was wearing the sexiest outfit in existence. But her clothes were pretty normal. She just had on her loose grey tank top, the material of which hung only about a centimeter or two past her breast so there was no way you could see anything unless you were looking straight up from the floor. Her skirt was long too, you could only just see the tiniest sliver of her pink thong where it covered her groin.

“Ah. Good afternoon, boys. All your little friends are upstairs already, Issei. I'll come up with some tea in a little while.” she walked past.

“Yea, okay. Thanks, mom.” replied Issei and he punched Matsuda's arm as he stared at her g-string clad butt as the back of her skirt came up thanks to the way she was hefting the basket.

“Ow-bitch!” exclaimed Matsuda as he shoved at Issei before rubbing his arm, “Nothing wrong with looking or uh... what else I'm about to do. Hey man. You were right. I'll just uh.. keep your mom company while you do your little meeting.”

Issei shook his head and grabbed his buddy, “Oh no! I know you man. You better not try to put the moves on my mom! I know you think you can do it. Shit! You bagged the principal, so maybe you can but don't! It's my mom, man!”

Matsuda raised his hands and slid out of Issei's grasp, speaking with that stupid skeezy tone of voice that meant the next thing out of his mouth was definitely not true, “Hey- hey! You can trust me man! I wouldn't do that! Not if I say I won't! Come on! You normally trust my word like its the gold standard!”

Issei relaxed. Yea, Matsuda was a huge pervert and if he thought he could get away with it, he'd definitely drill his friend's mom. But not once he'd given his word. Issei trusted this guy. Now...if it had been Motohama...no fucking way. He couldn't help but chuckle at the thought. Motohama was too hapless to even manage to seduce his mom.

“Alright. Cool. I'll see in a bit....Sensei!” he said that last word with a grin and a thumbs-up. He was so damn lucky that his good buddy had been selected to be the school's sex trainer! No more of this constant teasing and this feeling bad and not being sure about going for it, or worrying about the consequences. This shit was happening. Today!

A few minutes later, he was practically vibrating with excitement as he sat on the floor of his room, the rest of the club sitting around him, all of them in a circle about Rias perched upon his bed. He was so stoked he wasn't even dismayed in the slightest when the president went over the month's contract numbers and he was once again a big fat zero! Even Asia had managed three!

Sipping her tea, Rias remarked, "You know, if you don't work hard and get contracts, you'll never become a high-ranking devil..."

"I know. I know! I'll better next time, I promise!" he declared with a forceful V for victory in the air.

He turned as the door opened and his mom came in, "Sorry to intrude, kids-"

Asia spoke up warmly without missing a beat, "Welcome to the meeting, mother!"

"Thank you!" returned mom, nodding with a smile for the petite blonde's super politeness, "Now this little gathering is for the Insult Research Club, right?"

Issei stared and frowned, so close.... yet, so wrong...

"Now I've brought something that might inspire everyone!" She held up two photo books that he recognized as ones filled with baby pictures of him. Damnit! "MOM!"

"Who wants to see Issei when he was just a little boy?" she asked happily as she held up the open pages to a picture of him naked and drinking from a bottle.

He scowled and rolled his eyes heavenward as Akeno, Rias, and Asia gathered around his mom kneeling upon the floor to make lots of awkward comments about his cuteness and his littleness. Aw jeeze!

Issei stared at his mom's crotch. Was that? There was definitely something white trickling down her thigh. And when she bent over to show off the book to Rias, it really looked like the front of her panties was a lot darker pink than they were around the waistbands curving over her hips.

That wasn't what he thought it was. No way his bro had gone back on his word. More likely that stuff was just her own juices! That's right! Not that he was happy about the thought about his mother getting hot around Matsuda but the guy was apparently pretty sexy. He wasn't gay, so he didn't see it, actually thought he looked like a giant dork, even if he was a former jock. But you couldn't argue with his results. He was a certified harem-king already after all with three ladies, two of which were fully adult women!

About twenty minutes later and the club meeting was over and the majority of the group were on their way out of his house.

“S'up, Akeno! How bout some sexual training, huh? I promise I can give you a better ride than Motohama did!” Matsuda declared with a stupid amount of confidence, sometimes it was really hard for Issei to see his idiot friend as this actual successful player-type person. Probably because it was only like a couple weeks old, tops.

Akeno didn't even pause, holding up a hand lightly as she crossed to the door that Kiba had just opened for Koneko, “Pass.”

Energetically, Matsuda threw his hands down and sort of stepped in place, “Oh shit! So cold. I'm so going to get her though!” Then his eyes fell on Rias coming down the stairs behind Issei and he relaxed, nodding at Issei with a pervy smile. Issei stepped off to the side so he could bring the topic up to her like they'd discussed.

Matsuda stepped in front of Rias, holding up his hands, “Hey wait a sec. I've uh...got something to talk about with you.”

Rias stopped and regarded him with a small smile, “Oh? And what can I do for you, Matsuda?”

Some of Matsuda's swagger faded before her calm regard and he rubbed the back of his head, looking at his feet before he finally snapped his fingers and said rather quickly, “I'm the school's sex trainer, right? Well... uh yea! My bro here's apparently been getting real hot and heavy with you lately and uh.. well- I need to get in on that- uh make sure its all uh- working right, you know?”

Rias smile never faltered and there was a twinkle in her eyes as she looked back and forth between them, “Really? Oh Issei? Did you submit a report on our... activities to your friend?”

Issei was on the spot and he opened his mouth but tripped over his words. He hadn't done any such thing. Matsuda had come up to him and as part of an official investigation. What could he do? He had to obey the rules, right? But now he was thinking, maybe there was a different standard for devils and he'd-

Rias laughed softly as she laid one hand upon her breast, “Oh relax, Issei! Given your appetites and my abiding affection for my... subordinates, I think this is a very good idea, indeed. We wouldn't want to break any laws, now would we?”

Issei felt his face grow hot as Rias looked at him, his mind filling with all the teasing imagery of her sexy naked body that he'd seen lately. “Yes, please!” He managed to declare, his voice cracking a bit.

Soon enough the three of them were back upstairs on their way to Issei's bedroom. Asia came out of her room then and Issei about had a heart-attack! How could he have forgotten about dear sweet innocent Asia?! He'd just sort of assumed she left with the rest of the club but that was stupid. She lived here now!

“Ah. What's going on, everyone?” her big eyes wide as she stared at first Rias and then Matsuda.

Rias laid a hand lightly upon the slight girl's shoulder, “Don't you worry about it. Perhaps you'd like to spend some time with Mother downstairs? She looked like she could use a hand with a task.”

With a tone that was equal parts ferocious and nervousness, Asia blurted, “Oh no! If Issei and Rias are getting sexual training, I- I- well, I'm going to too!” She rushed up to Matsuda and bowed, “Please, sensei! Take care of me as well!”

“Hey! The more the merrier! That's what they say! Come on, chick.” He wrapped an arm around her and Issei stared as his hand landed on her tiny butt-cheek, just centimeters away from the little bit of white cloth of her thong. Damn. He trusted Matsuda. He was a sex trainer now. But it still made him jealous.

All such thoughts went right out of his head as they entered his room and Rias casually took off her top. She laid it and her bra upon his desk before dropping her tiny skirt and her red thong as well. Then she sat down on his bed, crossing one leg as she regarded them silently

BOOBS!

He never got tired of looking at Rias' perfect lady balls!

"Come Asia- Issei. Take off your clothes and come sit so that we can receive instruction from our dear sensei." she commanded and soon enough he and Asia were sitting on either side of her as naked as the day they were born. He was kind of uncomfortable sitting here naked in front of Matsuda and the president's hand possessively resting on his thigh wasn't helping. He was definitely getting a boner!

"Alright! Alright! I am so excited about this! Hell yea!" declared Matsuda as he kicked off his boxers, revealing his huge cock already completely hard. Damn. Issei was super proud of his own size. Longer than even the average for Westerners which meant he was really big compared to the average Japanese guy but he continued to be blown away by Matsuda's monstrously thick thing. He was really self-conscious about Rias and Asia noticing the difference and making silent comparisons.

"Oh my! Is this your first training session?" asked Rias lightly, "I know you were selected quite recently..."

"Uh.. Nah. Second, actually. But um... don't worry. I'm totally trained and really experienced at this sort of thing."

"Of course. I hear that you've added two members of the school's faculty to your harem recently. I hope you're not intending to steal any of my cute little club members." remarked Rias with an amused lilt to her voice.

"No way. Nothing like that. Hmm... Let's see. How should we start? I guess- yea, interview, yea? Okay- um.... Rias- totally tell me about the furthest you've gotten with my man Issei here. You're still a virgin, right? Oooh...damn, that's a nice little mouth..." Matsuda moaned like an idiot after approaching and directing his prick towards Asia's face. Issei's jealousy was through the roof as he watched the tiny little beauty purse her lips around the front tip of Matsuda's glans, both of her hands clasped it just behind the head, almost as if she were in prayer.

"I am, indeed, though it is a close thing. Ah... let's see. It was not long ago at all that I resolved that Issei would take my virginity-"

"Holy shit- yea!" declared Matsuda, thrusting out a hand that Issei dutifully high-fived even as he stared fixedly at Asia doing her best to stretch her mouth around his cockhead. "My man!"

Rias giggled musically, "Well, I did not succeed at giving up my virginity. We were interrupted. But I'm quite sure my Issei would have been up to the task, oh yes...."

A tingle shot throughout his body as the President's hand drifted to settle upon his groin right above his ferociously erect member.

"Shit. Not cool." remarked Matsuda, settling his hands upon Asia's blonde head and guiding her to take his thick cock a bit deeper. Issei could hear her start to gag but thankfully Matsuda released her to catch her breath. He grinned and threw his hands out, "Well, No one's going to interrupt this session. Let's see- Oh fuck! That's nice!"

Matsuda had pulled his dick away from Asia to direct it towards Rias and the beautiful red-head was enthusiastic in her efforts. One hand came up to stroke his length as she bobbed her head back and forth, her bow-shaped lips stretched quite far. Issei's envy increased to a sharp degree only to be abated when the president's hand slipped around his shaft and began to stroke lightly.

Oh god! All was right with the world when Rias had his dick in her hand!