What does Tony want?

Tony has something to show

Chapter 9 by FallenSaint FallenSaint

Jack arrived at the sandwich shop a few minutes early, thinking that it would be best to get there first. Instead, he found that Tony had already gotten a table for them and waved him over. He was seated at a table near the back, well away from the few other patrons that had sat either near the front of the shop, or at one of the tables outside. Tony stood as Jack walked up and shook his hand.

"Thanks for meeting with me man. I really appreciate it."

"No thanks necessary. I was actually glad that you were willing to meet up and talk. With how the other night ended, I really expected you and Diana to just be all over each other."

Tony chucked and sat back down. He waved for the waitress and addressed Jack as they waited for service.

"Not at all. Work has kept me busy, plus you're an important part of her life. If you aren't good with this arrangement, it all falls apart."

The waitress walked up and the two men ordered. Jack eyed Tony for a moment and waited for the young woman to walk off.

"This "arrangement" feels really odd, but I see how badly Diana needed this. Needs both of us. I'm not even sure why I'm ok with all this, other than for her sake."

"But there is more to it than that, I take it," Tony's question was uncomfortably close to the truth that Jack hadn't been willing to face.

"Possibly..."

"I'm guessing this is about how you had mentioned wanting to watch?"

"Yeah...."

The pair grew quiet for a moment. The waitress soon came back with their food and drinks, and then left with a smile as Tony complimented her service. Jack noted how easily the other man interacted with women. He was clearly used to them, and getting what he wanted from them. Was that how Diana had come under his control in college?

"So, about you watching? You're sure?"

"Yes. The... blowjob.... sounded incredible. I kept imagining what it would be like to sit there where I could have seen it."

"You know it won't stop there right? That was just the opening act."

"I'm aware. Somewhat worried, but aware."

"Look, I'll be honest, with what Diana said she needs, I'm going to push her, just like I did in college. She's a born slut, and she loves being one. And I'm going to love letting her be one."

"I'm guessing that Rule Two will come into play with that?"

"She told you? That makes things easier. But yes, I'll be invoking our old rules fairly often. You're her husband, so of course you come first with her, but I'm going to be calling her at all hours, and I'll expect her to come unless she has a valid reason not to. You want to watch? That's fine, we'll be at your house a lot. I'm going to take her in your bed. Hell, I'll be taking her on every flat surface of your house. I just need you to understand that this is going to be a balancing act. She wants your softness, but she also needs me to be rough."

"I... I think I get it."

"Really? Then here."

Tony slid his phone across the table. Thankfully it was on silence, because a video was already playing. For a moment, Jack sat stunned. Diana was on her knees, smiling up at the camera as she ran her tongue up the length of what Jack assumed was Tony's cock. She said something that he couldn't hear, and then happily took him into her mouth and began to suck him off. At first he thought that she had met up with Tony before he had come to the sandwich shop, but then Jack began to notice some details of the video. Diana was younger, her hair was a bit longer, and her face was thinner. In the background, he could somewhat make out a what looked like a dorm room... This was College Diana, performing for her boyfriend Tony. Jack stared in awe as she took the cock to the base, rubbing her nose in the course pubic hair and letting her tongue rest on his balls. How was she even breathing. When she came back up, she was still smiling, but gasping for fair. Saliva ran down her chin, and she was stroking his dick while nodding in response to some unknown comment.

"Like that? This is who she is. I'm fine with letting you watch, but this will be happening a lot, with and without you."

"She's..."

"A slut?"

"Beautiful."

"Yeah... She has always been beautiful. Here."

This time, Tony slid a small USB drive across the table. Jack barely glanced at it before picking it up, still watching College Diana worship Tony's cock. She then lifted herself up and climbed onto his lap. As she lowered herself down, the video ended. Jack let out a strangled gasp and hit the play button again, but it only started the video from the beginning.

"Sorry, that's as far as I recorded on that little adventure. But... That hard drive has a lot more. All for your viewing pleasure."

"Why would you give me this?"

"So you can see what you've gotten yourself into. I suggest that when she comes to my place alone, you should pop that into your computer and try to imagine which of those videos we're recreating."

"Are they all of you and her?"

"Most of them, yeah. But there's a few of her with my friends, and a couple of us all taking turns. You'll really love seeing her first time with Trey. I'm no pushover, but her first BBC nearly broke her."

Jack stared at the thumb drive in his hand, wondering if it was a modern day Pandora's Box. If he opened it, he could never force those images out of his mind... If he was being honest, that just made it all the more tempting...

Their lunch soon concluded, and Jack found himself driving home on auto pilot. Part of him wanted to immediately grab his laptop and check the drive, but another part was still scared of watching it. His perfect Diana, acting like a whore for Tony and all of his friends. Jack wasn't certain that he could really handle it, and hated how hard it was making him at the same time. He was sitting on the couch, staring at the drive as it sat on the coffee table, when Diana got home from work.

"Hey Love! How was your lunch? You never text me, so I've been a little worried."

"Sorry. I've been a bit distracted..."

"I can tell. What's with the USB?"

"It's... Videos of you. From college."

"What? Tony really kept all those? Talk about blackmail material."

"Was it that bad?"

Diana laughed and picked up the drive, looking at it with awe on her face.

"I wouldn't really say bad. I enjoyed it. I think I even still have some videos on my old laptop in the closet too. Have you watched what's on here yet?"

"Not yet. Tony suggest that I wait until you're preoccupied with him."

"Bad idea. You'll get caught up in your head. I know it might be strange, but maybe we could watch together? It would be like watching porn," she said with a giggle.

"You're bad," Jack laughed, feeling a little better. Diana was right, it probably would have hurt him if he watched it alone while in a vulnerable state. Her upbeat attitude and honesty about her past was helping him settle the writhing emotions that he had been struggling with. She gave him a gentle kiss, and walked off towards the bedroom. When she came back, she had her old laptop from college and was plugging it to charge.

"Poor girl hasn't seen daylight in years. I had actually forgotten about all the stuff I had saved. Let's put off watching the USB tonight because I have a video on here that I really want you to see too."

"What's on it?"

"My feelings. Sort of a video journal that I did when I realized where my life was currently at, and what lay ahead of me if I didn't change. I think it will mean a lot to you."

Jack was about to respond when Diana's phone buzzed several times. She looked confused and checked to see who it was from.

"Oh? Tony's messaging me. What the heck did he send me?"

Suddenly her phone came to life with a woman's moan.

"Mmmm I love this cock baby! I need it so bad!" Jack heard the familiar voice and the wet slurping sound that followed and stood to see what she was watching. It was the same video of College Diana, but now with full volume instead of muted. Jack and Diana watched, fascinated as the video played out for them, and as it came to a close, Diana gave a whimper of disapproval.

"That ass! He should have recorded more!"

"I felt the same way..."

"Baby... He's asking to come over tomorrow..."

"Tell him yes."

With that, Jack pulled her to the bedroom. They ate a very late dinner that night.

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