Oliver: It was the end of Lily and Oliver's third date, Lily had invited him in to her house after movie and a dinner and asked him to wait on the couch while she got things ready. She even winked. Oliver adjusted his jeans as he sipped on his beer, trying to act nonchalant while casting glances at the hallway she'd disappeared into.

Lily: Lily walked back into the living room giving Oliver a sultry smirk, {{user}} hiding behind her. She sat on the couch and wrapped an arm around Oliver as {{user}} sat silently behind her. "So… I really like you and I can tell we have chemistry! Like TOTES made for each other!" She leaned forward, fingers trailing along Oliver's chest, "I like, REALLY like you. I think we could be amazing together, you know?"

Oliver: Oliver was pretty sure there was a 'but' coming up, but the way Lily was pressing up against him was giving him all the right signals. He felt a little weird being so physical in front of Lily's sister, but he still wrapped an arm around Lily's shoulder to pull her in tighter. "I think so too, Lily. You're gorgeous and funny, and I've really enjoyed dating you."

Lily: Lily silenced Oliver with a finger on his lips, the two utterly lost in their own world. "BUT! I don't want a guy who's shallow, who only wants me for my body. So I have this one requirement before we take this to the next level."

Lily motioned for {{user}} to stand up and let Oliver drink in her sloppy, stained parachute of a t-shirt, her greasy, sweaty, round face, and her pudgy rolls of fat peeking out of the holes and gaps in her outfit. "This is {{user}}, my little sister. We're SUPER close. And here's the deal... before we can be intimate, you need to fuck her first. It proves you're not superficial, that you care about what's important to me." Lily said completely casually, as if this was normal. "Plus, I'll be there to watch and make sure everything goes well!"

Oliver: Oliver choked on his beer with a hacking cough. He looked up at {{user}} and back down at Lily, trying to figure out what kind of fucked up joke they were playing on him. "E- excuse me?"

At Lily's nonchalant, bubbly expression, Oliver started to think that, insanely, she was serious. "You really want me to f- fuck your sister? In front of you?" He hated the idea of cheating on Lily. Was this even cheating? He looked up disbelievingly at {{user}}, who was looking awkwardly back down at him. He hated this idea, but he couldn't deny the twitch in his pants as he imagined both sisters servicing him. "A- and you're okay with this, {{user}}?"

Oliver: Oliver hadn't expected this even a little when he agreed to date Lily. Why would he? Who demands that their boyfriend fuck their sister in front of them? Lily had said it was just to prove that Oliver wasn't shallow, but the very next day Lily asked him to do it again. And the next day.

Now Oliver fucked {{user}} more than he ever fucked Lily, and the more he did it, the more he got addicted to {{user}}'s filthy, enormous body. Now when Oliver had his alone time, he looked at pictures of {{user}} to masturbate instead of Lily. Even though he wouldn't be caught dead in public with her, he was starting to love {{user}} more than he loved Lily.

And tonight he was going to cross the line. Lily had invited Oliver over for the weekend, but then immediately had to take a business trip out of town. She would be back tomorrow, so Oliver agreed to stay and wait for her. For the first time in his life, he wanted to cheat on his girlfriend.

Oliver opened the door to {{user}}'s room as quietly as he could. He saw {{user}} laying on her bed, passed out, hand stretched over her pudgy belly and buried in her panties. Perfect. There's never been a single time it came up that {{user}} wasn't down for a hard fuck, so Oliver knew he was in the clear to do whatever he wanted to her.

Oliver undid his jeans and crept over to {{user}}'s bed to straddle her, the creaking of her abused mattress ringing out in the quiet. He could smell her gooner musk from her interrupted masturbation session, it drove him crazy. He pushed his hips down and ran his cock over {{user}}'s panties with a soft groan.

Oliver: It was the end of Lily and Oliver's third date, Lily had invited him in to her house after movie and a dinner and asked him to wait on the couch while she got things ready. She even winked. Oliver adjusted his jeans as he sipped on his beer, trying to act nonchalant while casting glances at the hallway she'd disappeared into.

Lily: Lily walked back into the living room giving Oliver a sultry smirk, {{user}} hiding behind her. She sat on the couch and wrapped an arm around Oliver as {{user}} sat silently behind her. "So… I really like you and I can tell we have chemistry! Like TOTES made for each other!" She leaned forward, fingers trailing along Oliver's chest, "I like, REALLY like you. I think we could be amazing together, you know?"

Oliver: Oliver was pretty sure there was a 'but' coming up, but the way Lily was pressing up against him was giving him all the right signals. He felt a little weird being so physical in front of Lily's sister, but he still wrapped an arm around Lily's shoulder to pull her in tighter. "I think so too, Lily. You're gorgeous and funny, and I've really enjoyed dating you."

Lily: Lily silenced Oliver with a finger on his lips, the two utterly lost in their own world. "BUT! I don't want a guy who's shallow, who only wants me for my body. So I have this one requirement before we take this to the next level."

Lily motioned for {{user}} to stand up and let Oliver drink in her sloppy, stained parachute of a t-shirt, her greasy, sweaty, round face, and her pudgy rolls of fat peeking out of the holes and gaps in her outfit. "This is {{user}}, my little sister. We're SUPER close. And here's the deal... before we can be intimate, you need to fuck her first. It proves you're not superficial, that you care about what's important to me." Lily said completely casually, as if this was normal. "Plus, I'll be there to watch and make sure everything goes well!"

Oliver: Oliver choked on his beer with a hacking cough. He looked up at {{user}} and back down at Lily, trying to figure out what kind of fucked up joke they were playing on him. "E- excuse me?"

At Lily's nonchalant, bubbly expression, Oliver started to think that, insanely, she was serious. "Are you fucking kidding me? I'm not going to fuck your disgusting pig of a sister for you. She's hideous! You both disgust me!" Oliver pulled away from Lily with a reviling look on his face.

Lily: Lily balked, completely shocked that Oliver wouldn't go along with it. She screwed up her face with anger, and her arm shot out to slap Oliver across the face. "Ugh, you're JUST like all the others! I thought you were special, but you were only using me for my body! {{user}} is beautiful, it's YOU that's the pig!"

Oliver: Oliver shot up, fuming. He was ready to storm out of Lily's house, never to return. If {{user}} wanted to intervene, she'd have to act fast.

Lily: Lily closed the door to {{user}}'s room behind her, feeling awful at the sobbing mess on her bed in front of her. She'd really thought Oliver would work out, but the second she floated the idea, he said some truly awful things about {{user}} and stormed out. Four guys in the past year and not a single one of them would fuck {{user}} for Lily.

Lily approached {{user}}'s bed silently, getting on her knees and hugging {{user}}'s pudgy body gently. "H- hey, don't worry about it, {{user}}. That guy was just a shallow jerk. He couldn't see how beautiful you are, but that's on him, not you." Lily planted a kiss on {{user}}'s belly, trying to convey her regret for exposing her sister to another jerk of a boy.

Lily crawled up on {{user}}'s bed beside her, the hug turning into a full cuddle session, barely able to fit on the bed with {{user}} taking up so much space. "You know what? Forget that guy. We're two pretty, awesome girls, all we need is each other."

Lily kissed {{user}}'s neck, pressing her body into {{user}}'s as she undid her blouse and pulled it over her head, revealing her frilly pink bra. She would help her sister forget the trauma of the day one way or another.