Butt sharpies

"Ok, this one's from DawnSheep." Lilian struck a pose, flashing a peace sign with her hands. "Thanks for the love Mr sheep!"

She giggled at her own silliness as she talked her fan. She was having so much fun acting bubbly and cute for the camera! She'd have to do something special to thank John for showing her how to be a streamer.

Reading her next task however, caused her carefree smile to falter. Was she reading it right? Did somebody really expect her to do that?

Unsure she looked up at John for guidance. He was smiling and giving her a thumbs up from behind the camera. Well, he hadn't stared her wrong so far. Maybe this was just something all streamers did?

"My uhh, my next request is to see how many 'sharpies' I can fit up my asshole!" She tried to regain her composure as she said them words, but her nervous smile still came through.

"So umm... do we."

John handed her a box of sharpies, his smile intensifying as she hesitantly took them. She took one out and inspected it, wondering if she could really fit more than one of these in her.

"Haha alright." She laughed nervously ?, before asking in a hushed tone. "It won't... hurt right?"

John paused the recording on his phone, putting it down. He stood up and wrapped a hand around Lilian, pulling her close to him.

"You're doing really great you know. You've got the perfect energy to be a real internet star!"

"Thanks." Lilian said, blushing from his complement.

"You seem a bit nervous about this one though. It's alright if you don't want to do it, I'm sure your fans won't be too disappointed..."

"No I definitely want to! It's just... I haven't really, well, done anything like this..." She was worried she was embarrassing herself in front of John. What if this was something all normal people do.

"It's alright." He said, calming her nerves. "I'd be happy to show you how to prepare for it! After that it shouldn't hurt to much."

"You'll spoil me if you keep being that kind!" She teased, kissing him lightly on the cheek before breaking out of his embrace. "So what should I do?"

"To start you'll need to bend over that chair and spread your ass open." John explained, watching her dutifully expose her tight virgin asshole to him. He ran his fingers over it, taking in the beautiful sight before continuing his explanation. "So the most important thing is to have lube."

"Oh sounds interesting, what is it?"

"It's any sort of wet or slick substance, we cover your asshole in that and they'll glide right in!" He picked up a sharpie, running it alone the rim of her hole. "The only problem, is we don't have any with us...."

John let his words hang in the air, clicking his tongue in the hopes Lilian would find the conclusion he wanted. After a moment of considering, she found their solution.

"I know! What about spit, that's wet enough right?"

"Wow, I never would have thought of that! You're as smart as you are cute!" He praised. "I'll have to get my tongue all over you the get it wet enough."

"Sorry I'm not asking to much am I? It sounds a bit gross now that I think about it."

"I'm more than happy to help." He told her, already diving in between her cheeks to taste her tight asshole.

It was a strange feeling to get used to, having a man's tongue run over her butt. Feeling him glide across her sensitive areas, soaking them generously with spit. Her body shaked and she couldn't help but let out a soft moan as he pushed the tip of his tongue insider her.

It all felt very different to when he used his tongue on her other sensitive hole. While it wasn't nearly as pleasurable as that had been, there was still a level of excitement she was finding in the act.

Her moans became louder and more frequent as he pushed further and further into her. Lathering her pretty rosebud asshole with a sloppy layer of saliva. Finally, before things went to far off camera, John pulled away and admired his work.

"I think you're more than ready." He told her, taking back the camera. "Now let's find out how many you can take."