Homecoming: Anything to Win

Xander tried to process what was going on. Within the past couple weeks he’d had the experience of fucking Cordelia’s and Tara’s tits, something he did with Cordy on a daily basis now unless it was a blowjob or handjob, and despite that he had still ended up kissing Willow.

He had no idea what he was going to do about Willow, but that was the furthest thing from his mind. He was being faced by an even crazier idea.

“You…want to have sex with me?” Xander asked Buffy.

“Yep, I’m just so **** for that dick of yours,” Buffy whispered to him.

“But Cordelia…”

“I’ll let you put it in my ass,” Buffy whispered. “Take my virgin ass, Xander.”

“Well, I guess, yeah, yeah, okay. I mean maybe. I mean no. And, um, why is she here,” Xander said as he looked at Lilah.

“Buffy is determined to do this,” Lilah told him as she pulled out a bottle of lubricant. “I’m here to make sure she doesn’t get hurt.”

Xander pinched himself, wondering if he was dreaming. Then he tried to figure out if there was anyway magic could explain this. But this seemed real. Buffy was against him whispering how she wanted his cock to go where no man ever had before.

There was only so much a horny boy could resist, “Okay.”

Buffy wasted no time. She already had the table cleaned off. She pulled off her skirt, she’d already discarded her panties, and bent over. Everything was going according to plan.

Lilah sighed as she got the lubricant ready, she couldn’t believe Buffy had talked her into this. “Now Xander, you want to make sure her anus is ready. This can be done with a tongue and/or using her pussy juices, but the safest way is via lubrication.”

Lilah smeared the lubricant over two of her fingers and then pushed them into Buffy’s ass, getting a pleasurable moan from the girl, “It’s really important that the person getting fucked in the ass is good and ready. Anything else can be unpleasant. Especially with an anal virgin.”

“Wow, Lilah, you seem like you are talking from experience.”

Lilah kept fucking her fingers into Buffy for a few seconds, “We’re not here about that, let’s focus on Buffy. See how my fingers are going steadily deeper? That’s important. You also want to pick up the pace until you are sure she is ready.”

“I’m ready,” Buffy gasped out. “I want his cock.”

“Anything else?” Xander asked.

“Well, you’ll want to take your clothes off.”

Xander nodded and began to undress. Lilah whistled when his cock was freed, “A lot of lubricant in your case.”

Xander moved forward after Lilah applied another round of lubricant to Buffy’s ass. He pushed his cock up against her butt. “Now, Xander, you want to push in…” Lilah began.

She meant to say slowly, but Xander was over eager, and thrust his cock into Buffy’s ass in one quick go.

“OH MY GOD!” Buffy screamed as she orgasmed. This felt better than any sexual act she had ever done.

Xander didn’t slow down and began to hammer his cock into Buffy’s ass. Lilah took a few steps back so she could observe, and begin to surreptitiously touch herself while watching the scene.

Buffy’s grip splintered the table as Xander fucked her. As great as this was, it wasn’t why she was doing it. She squeezed Xander, coaxing him toward an orgasm. Things worked out perfectly, right as he began to come in her ass the doors opened and Cordelia walked in.

That caused Buffy to cum again, but she was able to repeat an insult she had earlier made to Cordelia, “I told you: vapid whore.”

“Cordelia, wait!” Xander said as he pulled out his dick and raced after her.

Lilah watched them run, “All of this for a Homecoming crown?”

“Sometimes, you have to play dirty,” Buffy said as she reached back and touched the cum flowing out of her ass. She really needed to get someone to repeat this. Now that she knew the joys of anal pleasure she wasn’t about to give it up.

For her part, Lilah was looking at Buffy with thoughts about how close a Slayer and Watcher could be.

Timeframe: Homecoming 24-28

Prompt: Lilah actively guides Buffy and Xander in the art of anal sex.

Impact: Positive: Sex - Negative: Relationship