That day in the van with Gary and Lil

Gary drove the Super Surf Van toward the lower, wooded part of the college campus. Lil was in the passenger seat, sucking on the straw of an iced soft drink.

"No, Steve never touched me there," Lil said. "How about you and Bernie?" she asked Gary.

Gary swallowed. "Um, we haven't," he said. "But..."

"But you want to?" Lil said.

"Well, kinda," Gary said. "But I kinda didn't want to ask, too."

Lil shook her head and laughed. "Why not?"

"Because Sharon and I did it a lot," Gary said. "And I didn't want to do things with Bernie like with her."

"Oh," Lil said. "I guess I kinda get it. But what if Bernie likes it too?"

"I guess I'll find out later," Gary said.

Lil giggled. "God, I love this," she said. "Sneaking around."

Gary's ears reddened. "I guess sneaking around is how you found out I was into butt stuff," he said.

Lil leaned over and kissed Gary's cheek. "And I'm butt-curious," she said. "Thank you so much, Gary. I don't know anyone else I trust like you."

"Yeah," Gary said. "Thanks." He took a deep breath. "That does mean a lot."

"I'm pleased to hear how much your sister trusts you, Gary," Joyce said, hearing Gary's story of that day. "But let me assure you again. My daughter enjoys anal eroticism just as much as I do and you should definitely ask her about it."

Gary nodded. "Um, thanks," he told his girlfriend's mother as she sat naked in the chair across from him.

"Tell me more about the day you had anal intercourse with your sister," Joyce said.

Gary swallowed, waited for a moment of dizziness to pass, and continued.

Gary knelt nude on the mattress in the back of the Super Surf Van, holding his penis steady as Lil crouched on all fours in front of him. Lil's tight ring opened slowly, slowly...there. His cock head was inside his sister's ass.

"Okay, I'm in," Gary said.

"Whoa," Lil said. "You are big."

"Well, yeah," Gary said. "Is it too much?"

"Dunno yet," Lil said.

Gary said, "We could just stay like this. Just the head."

"Yeah, I know, that one book I read," Lil said. "It said that's as deep as you should go, and just kinda eeh-eeh-eeh-eeh back and forth a little bit." Lil made a squeaky noise like two tight surfaces sliding past each other.

"Okay, I'll just kind of wait for now," Gary said. A naked Lil was just damn pretty, especially with her butthole stretched in a circle to take him in.

"Yeah," Lil said. "Just stay like that for now."

With patience, more lubricant, and deep breaths, Lil relaxed.

"Okay, I guess you start moving?" Lil said. "Oh-oh, go slowly. Yes. That's better."

Sharon had not been an anal virgin for Gary's first time. Peter and Lil were. Gary tried to remember what he'd learned. He held steady to a rhythm of very short thrusts like Lil suggested, in-out, in-out, in-out, her ring tugging on the broad crown of his cock head each time he pulled back. Lil started moaning and rolling her shoulders and moving her head around as Gary kept up his short thrusts.

"Is it good?" Gary asked.

"Good. Different. Intense," Lil said. "Faster now."

Gary picked up his pace. "Not gonna last long," he said.

Lil giggled. "Oh well," she said.

Their first time ended up with a climax for Gary. Lil didn't get off, but she thought it was well worthwhile.

"That was working," Lil said. "You took everything slow and gentle until I was ready. I do want to try it again." She cleared her throat. "Okay, pretend you're not looking."

Lil turned on her side, looking away from Gary, and used her fingers to coax out an orgasm by rubbing one out of her labia and clit.

They stayed in the van until Gary could get it up again and penetrate Lil's ass. On their second try, Lil had a climax before Gary did.

"I declare this a success," Lil said. "Take me home."

"Unh," Gary grunted. He yawned. "Give me a few minutes," he said, a little woozy after his second shot.

"It sounds like you were very good to your sister," Joyce said. "How about you take a shower before Naomi, ah, Bernie, arrives?"

"Okay," Gary said.

Joyce helped Gary up out of the chair and got him set up in the downstairs bathroom's shower.