Kim

Kim loses.

Terry looked at Kim and she turned away, blushing. "Are you sure you want to go through this? I mean, you're still..."

"I know..." Kim said hesitantly.

"Well," Jen pointed out, "if she doesn't, she has to forfeit and would immediately lose the game."

"Lose? I admit, this isn't how I expected my first time to be and I never imagined it would be with you, Terry, no offense."

"Eh, none taken," said Terry. "I never would have dreamed I would lose mine to Jen."

"Still, I've come this far and I actually do want to win."

"Now that that's settled," Jen said, "give them the couch. I'd offer my bed, but that would just be weird."

Kim lay down on the couch and Terry joined her. "Terry," she whispered, "please don't destroy me with your big cock. I'll let you fuck me as hard as you want another time, but this time, please be gentle." Instead of responding, Terry went in for an unexpected, passionate kiss. When he stopped, Kim was even more flushed and panting. Then, he kissed and sucked on her neck, forcing out a loud moan. Next, he moved onto her breasts, kissing them and sucking on her nipples. He left a trail of kisses down her stomach. Then, he spread her legs and kissed her inner thighs."

"Oh, get on with it!" Gen said annoyed. Watching this had him uncomfortably hard and he knew he could do nothing about it.

Kim shot Gen a dark glare but soon forgot all about him as Terry began eating her pussy. "Oh Terry, that feels so good!" Her whole body was already feeling tingly from what Terry had done earlier and it didn't take long at all for her to be sent screaming over the edge. Literally. When she came down, she realized that Terry was above her rubbing the head of his cock on her dripping wet pussy.

"And you're sure?" Terry asked.

"I'm so seduced right now, I'd let you do anything you wanted to me. I want it, Terry!" She gasped as Terry slid his hard cock into her wet pussy. She was incredibly tight, but so wet that he didn't meet with much resistance. Her pussy was being stretched for the first time and she was being assaulted by so many unfamiliar sensations. "You're going to split me in two!"

Tonya winched as she remembered the brutal fucking she had received from Josh earlier. Her pussy was still a little sore. Still, it was her fault. If she had admitted to being a virgin instead of egging him on, he probably would have been gentle to her. Still, she had enjoyed it eventually and came really hard, so everything worked out in the end. But she was still relieved when she realized that Terry hadn't moved. He was letting Kim get used to having him inside of her.

Terry held her in his arms and Kim visibly relaxed. Then, he started sliding in and out of her slowly. She moaned and instinctively wrapped her legs around him. And then gasped, again, when he pushed deeper inside of her. Before long, his entire cock was inside of her and he fucked her with long, deep strokes slowly. She would moan when he would push in. She felt amazing. She even liked how he was grabbing her breasts.

"OK, you can go faster, now." Her moans changed to gasps and pants as Terry started pounding her pussy fast.

Terry couldn't believe how great she felt. Her virgin pussy almost felt tighter than Tonya's ass. And while Kim didn't have Jen's talents, this was still the second best pussy he had ever had. As he looked down at the look of ecstasy on Kim's face, he reminded himself that he had been a virgin yesterday.

Just then, Terry noticed that Kim's panting was getting louder. His body had gone into autopilot while he was thinking. He was fucking the shit out of her and she was loving it. Finally, she let out a loud scream as she came hard. Her spasming pussy brought him over the edge as well as he thrust balls deep one more time. It felt like her pussy was sucking the cum out of his cock.

As they basked in their shared afterglow, Terry seriously considered picking Kim if he won. He would be the only guy to actually have sex with her and he could spend that week grooming her to his specifications. On the other hand, Jen was a super freak and had promised him a month instead of a week. Decisions, decisions.