She goes through with it, films it, and sends the video

As much as I want to volunteer as tribute, I can see that the Uber the guys called is still a ways away, and I don't want my hot streak to end. "Alright, if I win, then you actually have to let her go out and get pounded by some other guy, and if she does, she has to record it, and send it to us."

"Easy money," Bill says, grinning as he texts his wife, telling her that he is stuck waiting for a ride. Then he asks if she would want to go get her needs fulfilled by another guy, if he gave her his permission. Mark and I crowded around behind him to see what she would say. We see the text pop up on his phone. 'Really?! Babe, I would love that! It would be so hot!' Bill deflates as Mark and I high five.

"Your wife is kind of a whore, bro," I tell him.

"Shut up loser boy," he says, but the fire is gone out of his voice. I figure it'll take a while for her to deliver, so in the meantime we just hang out and reminisce about high school. Weirdly, after humiliating them by taking their money and making them share their wives' nudes, I find myself on a lot better terms with the two guys. Maybe it's because I didn't take the opportunity to get my **** on them, so to speak. In fact, they even get to the point of arguing whose wife has a hotter body.

Barely fifteen minutes after making the bet, Bill's phone vibrates as he receives two texts, one from Linda and one from an unknown number. Both are videos. All three of us are instantly focused as he starts the first video, the one sent from his wife's phone. It starts with Linda, still topless, pressing play on her phone. She is in a different room than the one she had taken her pictures in. I assume that it is her neighbor's living room given the fact that an older man, in his sixties, short, with a pot belly and grey hair is standing there, stroking his cock. Despite his advanced age, his cock is still impressively long and hard. Linda blows a kiss to the phone and says, "Thanks for letting me do this sweetie, I really needed this!" before walking towards the other man.

"Yeah, thanks for this, Bill!" the other man says with a wide grin as Linda kneels in front of him and immediately takes his cock in her mouth and sucks like a porn star, which I guess she kind of is now.

"I always knew that asshole wanted to fuck Linda. Fucking creepy old perv," Bill says, keeping his eyes glued to the phone screen. Mark and I remained silent while watching, as she transitioned from her blowjob to putting her hands on the coffee table. With no prompting needed, the old man quickly got behind her, pulled her panties to the side, and began relentlessly fucking her. From the expression on her face, which we could clearly see since she was facing her phone, Linda was in heaven, moaning with ecstasy. Her large breasts swung wildly underneath her as the man nearly twice her age fucked her hard, and she came, hard, about ten minutes into the video. A few minutes later, the old man was guiding her to her knees in order to blast her face with his cum.

Any relief Bill might have felt at not having to see his wife facialized since she was facing away from the camera disappeared when she got up and walked towards the phone to end the recording, her glazed face clearly in view. Before she stopped the video, she looked into the phone and said, "Damn, that was fantastic! Hope you and your friends enjoyed watching." Then he opened the second video. This one showed a different view of the same room but with the old man's face this time. In the background, Linda could be see setting up her own phone.

After starting the video, the old man walked over and waited for Linda. His video showed the same act as before, just from a different, angle, better capturing the swinging on her tits and how deep he was plowing away at her pussy. This time, the three of us were treated to the full show as we got to witness the act of Linda's face being covered, as the old man shot ropes of cum all over her young and pretty face. Panting, the old man came up to stop his own recording. "Hey Bill, any time you aren't able to meet Linda's needs, you send her right over, alright?" ending the recording as he laughed into the camera.

"Your wife is a fucking freak," Mark said after a lengthy silence.

"Don't I know it," Bill said, more than a little tinge of pride in his voice now. He was obviously still upset over letting his wife get fucked by another man, but he was also enjoying sharing her and seeing her get appreciated a lot more. "You should see the shit she does for me."

"Don't forget to forward those videos to us," I reminded Bill, and this time, he didn't say anything as he immediately sent the video to Mark and me. It was around then I realized that we had basically just watched porn together and were now three grown men, standing around on the side of the road with hard-ons. I decided that we should probably do something new. Something involving women of some kind.