Tonya

Maria beats Tonya, Terry has the highest male hand.

"I...lost," Tonya said sadly. She had gambled her virginity and her relationship. And she lost.

"I'll get the lube!" Jen said happily as she ran to her room.

Lube. That's right. She had one virginity left and Terry was about to take it.

"Um, I just came," Terry said. "It might take me a minute to go again."

"We'll wait!" Jen said as she came back with the lube.

"What if I don't want to go through with it," Tonya asked. "I've already lost."

"You've already lost, so if you chicken out, there should be a punishment. Now, what should the punishment be?"

"What if she also ends up the slave of the winner," Geo suggested, "but not sexually?"

"Geo!" Tonya said angrily.

"What? Jen is right. There should be some kind of punishment set up for people who don't want to go through with the anal sex."

"Oooh, imagine if I win!" Jen said with a sadistic grin. "I'm getting giddy over the possibilities!"

"Okay, fine, I was just asking anyway." Tonya sat on the couch and Terry sat next to her. His cock wasn't hard considering Kim had just blew him but she knew they would have to wait till he could get it up again. Then, he grabbed her tits and squeezed them. "What are you doing?"

"Taking advantage," Terry said as he took one of her nipples into his mouth. She couldn't help but moan as she loved having her tits sucked. Then, she grabbed his cock and started to stroke it. It wasn't long before Terry was hard, again. "Now, get on your hands and knees."

Tonya sighed and got into doggystyle position facing away from him. Jen handed Terry the lube and he covered his cock in it. He was about to try to stick his cock in her ass when Jen said, "Don't forget to lube her ass, too." He put some lube on a finger and worked it up Tonya's ass. It was a strange feeling since nothing had been up there before, but Terry sliding his finger in and out felt good. "Now, try two fingers." Terry put lube on two fingers this time and worked them up Tonya's asshole. His fingers stretched her uncomfortably but it started to feel good, too. "Okay, she should be ready."

Tonya felt the head of Terry's cock press up against her asshole and tensed up. "Try to relax," Terry said.

Tonya looked back at him. "I'll try." Terry grabbed her hips, pushed, and the head of his cock popped into her ass. Slowly, he pushed forward and pulled back, each time going deeper into her ass. To Tonya, Terry's cock felt huge! She didn't see how it was possibly fitting inside her. After what felt like forever, she felt his hands move from her hips to her tits and she realized he was balls deep inside her. "Give me a minute to get used to...this."

Terry couldn't believe this was happening. He never dreamed he would lose his virginity by having anal sex with Tonya, a girl he had been in lust with for years! Her tight, warm ass felt incredible around his cock. And he hadn't started moving yet.

"Okay, you can move now." He began to slide his cock in and out with long, slow strokes. "That's it. It's starting to feel good. Keep going." This was already happening, so Tonya was determined to enjoy it as best as she could. And it really was starting to feel good!

Soon, she began to moan in pleasure and when Terry sped up, they became louder. Eventually, Terry was pounding her ass fast and hard. And she was loving it! She was taking a pounding in her ass just as well as Jen had. And each thrust forced out a loud yell.

"I'm gonna cum!"

"Cum in my ass!" They both yelled out as her whole body spasmed in a hard orgasm and he filled her ass with cum. She had just been sexually conquered by someone not her boyfriend. Again. But she was way too far gone to care at this point. She turned around and gave him a quick kiss. "If Juan dumps me, you're getting promoted to friend with benefits. And if he doesn't, I'll talk him into a threesome. I really want to try a DP!"

"Wow. Either way, I'm in!"