The marriage between Rias and Issei was going to commence in just a few days and a certain Gremory was worried. However this Gremory didn't have crimson hair but rather short brown hair. She was rather worried that Rias might not be able to please her soon to be husband and vice versa. It was for this reason that she and her former husband secretly got divorced a few years after Rias was born. The marriage was even more important since Sirzech was currently fighting Trihexa in the dimensional field with many other leaders from various factions;trapped there for many years until a way could be found to destroy Trihexa making the marriage between Rias and Issei even more important than Venelana thought of a plan that would not only ensure a good marriage between Rias and Issei but would also get her laid.

Gremory Mansion : Venelana's Room

In Velanna's room was currently an ignorant Issei who at the moment had no idea about Venelana's plan who was standing in front of Venelana who was a few feet away from her king sized bed. She had contacted Rias and told her to come over to discuss her marriage and like with Issei she had no idea about her plan.

" Now Issei tell me do you know what the most important part of a marriage is ?" Venelana asked.

" Umm is it trust ?" Issei asked.

" Well I guess you could say that but no the most important part of a marriage is pleasure and I'm afraid you might not have what it takes but don't worry I'm about to change that." Venelana said as she moved closer to Issei and kissed him on the lips taking him by surprise and pushed him onto the bed.

" Not to be a buzz kill but what if Rias or her father finds out about this?" Issei asked concerned.

" I wouldn't worry about Rias as for her father we secretly got divorced" Venelana said as she took of her clothes until she was in her birthday suit.

"First, let's see if you can get me ready," she said as she then laid back on the bed, lowering her hands and spreading her lower lips and her legs.

Issei was mentally warring with himself, trying to stay loyal to Rias, but after seeing her hot mother strip for him and seeing her spread before him, he couldn't stop himself. He crawled over to her, stopping before her, waiting for her to tell him what to do. She reached towards him with one hand, and grabbed his own, bringing it towards her slit. Quickly understanding what to do, he began to stroke her slowly, then entered one finger within her and then another. She moaned softly at his actions, encouraging him to continue.

"MMMMMmmmmm, that's good, Issei. Try something more, though," Venelana told him.

He swiftly followed her orders, although he was slightly confused about what he was supposed to do now. Seeing this, she released her grip on his hand, and moved it to grab his head and drag it down to her. She placed his lips upon her lower ones and kept his head there with both hands. She began to moan louder, feeling Issei running his tongue along her slit.

"You, mmm, are a, aaahhhh, natural," she congratulated him throughout moans.

She pushed his head down further, relishing in the pleasure. She soon felt a flood rush through her body, and she pulled Issei's head closer to her, gushing within his mouth. Once the tingling sensation within her had come down to a more bearable state, she released her hold on his head. He raised his head, and looked up towards her own face, slowly crawling closer to her. Once he was face-to-face with her, he lowered his head and captured her lips with his own. She lowered her arms and positioned his member above her slit.

"A-are you sure this is fine," Issei asked of Venelana, breaking the kiss momentarily.

"Yes Issei, it's fine," she responded, bringing him down once more to taste the confines of his mouth.

After discerning that he was given permission, Issei thrusts his hips forward, sheathing himself within the woman beneath him. The two moaned, Issei from the warm, velvety walls constricting around him, and Venelana from having a new source of pleasure after so long. Although this was new to him, Issei began to get into a rhythm which fit him, pistoning in and out of her at a decent speed. He continued to thrust within her, grunting every now and then, trying to please the woman beneath him, to show her that he can please his wife.

"Aah, come on Issei, aah, you can do it," Venelana encouraged the boy.

Hearing this, Issei moved his hands upwards in order to tease the peaks of her breasts. She began to moan at this, however Issei cut her off, covering her mouth with his own. Breaking the kiss soon after, he dipped his head lower and captured one of her peaks within his mouth. He soon felt a tightening within his lower abdomen. His thrusts became sporadic, Venelana noticing this, wrapped her legs around his waist, locking them together at her ankles.

"Wh-wait, Venelana, wh-what are you doing," he asked of her, nervous from the fact that he couldn't leave her.

"Inside," she panted, "I want it inside Issei."

Issei, not knowing what to do, continued to saw in and out of her before he finally hilted himself, releasing his seed within her. He fell forward once his release was finished, landing with his head encased within her breasts. The two lay there, embracing each other, before they jumped, hearing the door open.

"Moth…" came the voice of Venelana's daughter and Issei's bride, Rias Gremory, however she stopped once she noticed what was happening. "Issei, Mother what is this?!"