One of them returns quickly, meaning there's an obvious winner

It was clear Evergreen was out of her depth from the start. She never intended on letting herself be ****, though it was more of a desire to keep herself 'pure' then the act itself. She was using the little bit of headway that the 'hesitation' part of Vilard's current mental state for the women allowed her. It was still in line, though. She may not want to be ****, but she didn't have any qualms about Erza being ****, or that Vilard even ordered them to do so in the first place.

Evergreen returned 10 minutes later. She was clearly flushed from letting so many random people see her curvy body nude, her head hanging in defeat.

"Evergreen?" Vilard asked, sitting down on a bench while Juvia was sucking him off. "I doubt anything interesting happened in the last 10 minutes."

"I...I give up..." Evergreen said. "Call Erza back, I can't defeat her in this game."

"Pitiful, but it would have been foolish to try and beat Erza anyway. I taught her well. I won't be calling her back, though."

He smirked at his decision. Erza would go all out, despite the fact that she wouldn't even need to do much to beat Evergreen now.

About 3 hours later, Erza returned. She looked completely and utterly used, her usually straight red hair was tousled into a mess, her white skin covered in various cum stains. There were large strands of cum slowly sliding down the inner thighs of her legs. Her ass cheeks were red, and probably still pulsating with a bit of pain from the **** she took.

Vilard looked over at her from his seat. Juvia had now been sucking his cock for over 3 hours. Her knees hurt, and her mouth was sore, but she took delight that she was following her love's orders, and she had already swallowed 3 mouthful's of his cum. Juvia believed she would love drinking anything that came out of his cock.

"Wow, Erza, I'm surprised to see you're still up and about." Vilard said. "Seems like you had a lot done to you."

"I did, Vilard. I see I took longer than Evergreen. I believe I've had the most degrading day."

"Perfect! Go ahead, Erza."

"Well...I started walking outside and immediately caught the attention of everyone around me. They crowded around me, and if I'm not mistaken, I think I saw Jason from Sorcerer Magazine there. In fact, I'm sure it was him, because I heard him yell out his catchphrase when he saw me. I'm certain pictures of me on my stroll will be in the next magazine."

Vilard chuckled. Public exhibitionism was always his plan, but pictures of Erza being circulated like this? He imagined Nexis was getting a lot of magical energy from Erza's actions alone.

"I announced to the crowd that I wanted to be ****, but none seemed brave enough to oblige me. I concluded that was because of the crowd and very public setting, so I decided to look elsewhere. I jumped to the rooftops and looked for another spot to continue my search. Unfortunately, one of the rooftops I landed on was shoddily built, and I fell into the room of an apartment that two men were sharing. When they asked me if I was okay, I made my intentions clear that I wanted to be ****. It appears they were brave enough, as they took me right then and there. They made sure I sampled each of their seed before they were done with me."

"Excellent. Continue, Erza, there has to be more..."

"There is...they told me the best place to look if I wanted to be **** again was in the alleyways of the southern district of Magnolia. This district is known to have shady characters, and they told me that the best place to look would be behind a bar."

"That's true. I can't tell you how many times I've had to fend off would-be rapists when I visit that district's bars." Cana chimed in.

"So I went, and once the door opened, I told the 4 burly looking men that I was looking to be ****. Once again, I got what I was searching for. Their cocks rammed into me for what seemed like forever. They fucked me in each one of my holes, to the point that if I were to taste their cocks again, I'd be able to tell them apart. When they were done, they left me there in the trash heap. I could hear them laughing, calling me less than savory names. It was at this point that I felt I had done enough to **** myself, and I returned."

"A job well done, Erza." Vilard said, clapping for a good 5 seconds while Erza smiled back at him. She was glad she could follow orders so well and wondered if she had beaten Evergreen's story.

"Well, I would say it's Evergreen's turn, but she gave up 10 minutes into the challenge. That means everything you went through was unnecessary."

Juvia giggled softly to herself. Oh well, it looked like Erza spent that much energy and gave up her body to all those men for nothing. What a dummy. Vilard had to like Juvia more then Erza now, she thought to herself.

"I see. Well, it was good training nonetheless. I'm getting used to being **** by random strangers now, and I know that will be useful in future jobs! If there's ever a job where we need to be ****, allow me to take that punishment!"

"Of course. Now that all three of us are here, and Evergreen won't bother us anymore, let's get to our first job..."