They raise the stakes.

They walked briskly into Dina’s living room, and sat down on the couch. Although John was completely naked and on display for his two coworkers, he felt like he was still in a miraculous position to be sitting between his two attractive coworkers, who wore only their underwear.

“So Evelyn, are you satisfied with what you’ve seen here today?” Asked Dina.

“Satisfied? That thing is huge compared to what my ex was packing!” said Evelyn.

“I mean, I’m sure it is… But personally, I was still hoping we might get to see a little more from John.” Dina said. John’s face snapped towards her. He was completely and utterly naked. His erect penis was on display, and they were sitting only inches away from him. What more could they want to see?

“You mean…” started Evelyn.

“I was hoping to see you blow a load for us, John.” said Dina, bluntly.

“What, seeing my cock bounce around wasn’t enough for you?” asked John.

“Look, you’ve got a lovely body, and if that’s all the more we see today, I’ll count this all as a success; All I’m saying is that I’d love to see that thing in action. You’re obviously already turned on by this situation.” she said. John thought for a moment. He

“Are you looking for another bet? What would I be getting out of this?”

“I was rather hoping you’d just give a show at this point, but sure. If you still have an erection by the time the pizza gets here, you have to jerk off for us. How about that? If you can lose the erection… I’ll blow you.” said Dina. Evelyn giggled a little. “So how about it?”

“No.” Said John. Dina’s face turned to genuine surprise for the first time all night. Evelyn seemed disappointed, as well.

“I'm not stupid. I know that I won't lose the erection, and if I somehow start to, I'm sure you'll jiggle your butt around until I get stiff again. So, no. If my nudity isn't enough, and you really want to see me blow my load in your living room… you'll have to give me a reason to.” Said John.

“Like what?” Asked Dina, letting John take a little control.

“You could start by taking your tits out. I've been thinking about them for a while.” Said John.

“But we won the game, we shouldn't have to strip any more.” Said Evelyn.

“Yeah, you won that game, you get to see me naked as agreed, but you both want to see more, and so do I. How about, you get me to blow a load by the time the pizza comes, and I put my clothes back on.” said John. Dina grinned.

“Alright, tiger. Challenge accepted.” Said Dina, casually reaching behind her back and unclasping her bra. John's eyes went wide as he watched her bare breasts come into view. Evelyn was clearly much more embarrassed, but followed suit. For a moment, John worried he might blow his load too soon, as he watched Evelyn’s boobs jiggle freely. They were larger than Dina’s. Evelyn sat there, letting John soak in the view.

“You just gonna stand there?” asked Dina, coyly. John took the hint, and started stroking his cock. Both girls watched him intently, as his hand flowy ran up and down his shaft. Dina started playing with her boobs.

“Can I… touch it?” asked Evelyn. John thought for a moment, as he gazed between the two beauties before him.

“Only if I can touch you back.” he said confidently. Evelyn paused, and then nodded. She reached out and placed her palm on his dick, and then slowly felt around it for a moment. She gave him a few strokes, and then moved to feeling his balls for a moment.

“My turn” said John, gently pushing Evelyn aback to get a better angle on her breasts. He put a hand on each breast and gently squeezed a few times. Then, getting a little braver, he pressed her tits together, leaned in, and lightly motorboated. As John was enjoying Evelyn, he felt warm hands groping his butt cheeks. He took his face away from his older coworker to look back at Dina, who seemed to have felt a little left out. She ran a hand along his back before he turned around. As she started stroking John’s cock, he grabbed a handful of each of her butt cheeks.

“I bet you’ve been thinking about doing that a lot these last couple days.” said Dina.

“Absolutely, but it didn’t just start this week.” he said. Dina grinned. Dina put her palm on the back of John’s head, and pulled him towards her as she fell back towards the couch. She wanted the same treatment as Evelyn, and John was happy to oblige. He buried his face in between her breasts for a moment, but didn’t feel he could motorboat her smaller boobs. Instead, he started licking one of her nipples, and then the other. Dina felt John’s erect cock pressing against her thigh. She thought about slipping her thong off and letting him enter her, but she felt Evelyn’s hand move between her and John a little bit, as she started stroking John. Dina let Evelyn continue, and just enjoyed the sensation of John’s tongue working her breasts.

After just a couple minutes, John’s face rose from Dina’s breasts, as his breath peeked.

“I think I’m about to-” John started, before shooting his cum all over Dina’s stomach. John stood, and beheld the sight of his nearly nude coworker covered in his cum, and looked to his side, at his other nearly nude coworker who had a little bit of it on her hand, as well. If he had one regret for the evening, it was that he didn’t spend enough time with Eveyln’s tits.

“Alright… That was… good. I’ll grab some paper towels, and my clothes.” said John, not sure of how the evening would continue.

“Not yet, you won’t. We agreed, whoever lost the game would stay naked until the pizza arrived, and it’s not here yet.”

“Yeah, I just figured that since we went further than that-” started John.

“Nope. I want to see what it’s like when you’re not so… aroused.” said Dina.

“Seriously?” asked John.

“We’re reporters John, we’ve got to ask questions. Like, are you a shower or a grower?” said Dina. Evelyn let out a chuckle.

“Or how small will it get after you go outside in the cold to get your clothes?” asked Eveyln. John’s face went blank. They were complimenting him on his size previously, and now they seemed to want it to be embarrassing for him?

“Whatever.” said John. “I literally tasted your nipples and came on your stomach. If you want to see my flaccid dick, you may as well.”

Dina’s face dropped a little. She seemed to enjoy teasing him, and it wasn’t as fun if he took the power.

“Good. I just want to make sure we can give Hollie all the details…” said Dina. That stopped John for a moment, but then he remembered that Hollie had also already seen his erect penis, which was really all that mattered.

“Yeah, fine. Whatever, Dina. It’s not as big when I’m not wrestling with naked women. Big news story.” John said.

“You seem pretty bold John. How about one last bet for the night?” asked Dina.

“Name it.” said John.

“Grab my camera, John. Before we cleanup, take a shot of me laying here, nearly nude and covered in your cum. Then, once we’re cleanup,you’ll take a cold shower, and I’ll take a picture of you in the nude. I’ll develop both pictures, place them in separate unmarked envelopes, and then tomorrow I’ll give you a chance to pick one, blindly. Whichever one you pick, we’ll use it to show Hollie tomorrow, and then I’ll let you keep. The other one, I’ll tear up in front of you. Either she sees a display of your work, and maybe gets a little more jealous that she couldn’t be here for it, or she sees you with as small a dick as possible, and maybe thinks she’s exaggerated her memory in her mind.” said Dina. John thought for a moment. This seemed like a rotten deal; Either he gets humiliated and risks the interest of a woman he’s crushed on for a long time, or he… shows off that he blew a load on his other hot coworker?”

“That seems like a lot more risk than reward. You want to create as embarrassing a photo as possible, with the only possible reward that show Hollie a photo of you naked and covered in cum. It kind of feels like the second option is still just you bragging over Hollie.” said John. “You want to make things interesting? How about we take the small dick picture you seem to want so desperately, but you also take a picture of yourself, fully in the nude, playing with yourself. It’s not like you got off yet from this, so I’m sure you’ll be doing it after Evelyn and I leave. Then, if that’s the picture selected, you tell Hollie about how hot and sexy I was, and how you just had to get off thinking about me. THAT’s a reward for a bet.”

Dina thought for a moment, and liked the boldness and creativity from John.

“Alright, deal. Now, go get some paper towels.”