He raised her phone once more and waited for her to start. He thought he might as well start recording after making sure of the quality of her performance to avoid having to do any editing since that might cause their target audience to be suspicious, even though he was probably too cautious about it.
Olivia started bouncing on top of him again and he could see her trying to ignore her pleasure. She looked at him intensely and uttered.
"H-How is it? Do you like that, sweetie?"
She lacked the feeling of pride and confidence that she was supposed to have and her facial expressions were not up to par for her role.
"Be more conceited. You are a winner, a girl in control of the sex with an older boyfriend! You're great! Don't forget to smile with both pride and love! Again!"
She nodded and tried once more.
"How is it? Do you like that, sweetie?"
"It's better but not there yet. It's fine even if it's a bit exaggerated."
She redid it several times until he felt like she had gotten the hang of it. Her tone was now appropriately smug and her facial expression was adequately lewd and doting.
"Good, don't forget that feeling. I will start the video recording now."
He began filming and she went over her first lines again. In response, he acted his part.
"I like it, babe, it feels so good!"
Getting excited by his words just like previously, her grin widened. She tightened her pussy around his shaft and continued with their role-play.
"Of course it does. Do you feel my tight pussy around your cock?"
"Yes, you're so tight and warm, babe. Don't stop, your pussy feels like it is milking me!"
Those sorts of stupid lines were typically what came out from some of the porn in this world and they were pretty confident in their effectiveness, at least against middle schooler girls who didn't know any better.
"Don't worry, I won't stop until I make you cum hard inside me, baby!"
She accelerated her hips movement, getting immersed in the act. This was good and they just needed to go until the end like this.
"Aahh! It's strong! It's too strong, honey! I will come too fast if you do that!"
"It's fine! Don't hold back, come whenever you want!"
He could feel her trying hard to hold back her own climax instead, being so very aroused by the whole thing. He was also quite affected and it wasn't a lie when he said he was close to his release. She went even faster on top of him, her butt cheeks clapping against his thighs several times per second, using all the speed she could muster with her newly learned sexual skills. The pleasure was great for both of them and they entered the final part of their acting.
"It's so good! I am going to come so hard inside you babe!"
"Do it! Cum for me! Release it all as deep as you can!"
"Coming! Cummiinng!"
He jerked his waist up and sent a deep thrust inside her cunt before ejaculating at full strength inside her, groaning loudly for a better effect and releasing jet after jet of warm semen, flooding her twat with his seed. Feeling his sperm filling her, she knew she could finally let herself go and gave way to her orgasm, cumming hard after holding herself back so much, moaning her pleasure freely while her pussy squeezed his dick strongly, literally trying her hardest to milk him of his semen.
Once they came down from their orgasms, she barely managed to deliver her lines.
"Y-you came so hard, baby. Your cum feels so hot inside me."
"It was amazing, honey. You're the best, I love you."
"I love you too, sweetie."
She raised herself from his cock and Benjamin zoomed on her sex. She opened her legs a little and contracted her cunt muscles. His sperm began to drop out of her pussy to fall on his pelvis and she added the final lines of their scenario.
"Look how much you came inside me. You just couldn't help yourself, huh?"
And they were done. Benjamin cut the video recording and placed her phone on the bed.
"That was great, Olivia! You nailed it!"
She smiled and looked relieved.
"Yes? That's great. I was feeling so good that I was afraid I would ruin it all."
"No, I think it was close to perfect. Should we check the video?"
She hesitated, looking at his still-hard member and squirming a bit.
"Um, can we go again before that, Ben? I kind of want more."
"Oh, right. Yes, it's fine, we still have some time."
Truthfully, he also wanted more. He wanted to pin her under him and bang her as strong as he could until she came her brain out. However, he exercised all his self-control to not do that. He thought it would ruin all their efforts to make her more confident. She would probably very much enjoy the act itself but that would make her lose all assertiveness once again. In the end, he concluded that the best was probably to let her be in control of everything until the end. Or at least until she gained enough confidence in herself that he was sure she wouldn't revert to being too timid.
"What do you want to do?"
It also helped that this was a world where women usually had the initiative during sex. Lying down and getting banged was not the first thing a girl would imagine in this world when thinking about what to do during sex.
Olivia thought about his question and asked him back.
"Is there anything you want to do, Ben?"
"I will do whatever you want me to."
"Really? Hmm."
As if it was unexpected, she started to think seriously about it. She sent glances at his penis and his mouth. Then, she checked her pussy and hesitated. After a few moments, she raised her head and looked at him as if she had gotten a decent idea.