Samantha tells you about losing her anal virginity

“Well this is embarrassing,” Samantha says.

“You don’t have to share, you can tell me about another experience. Your most exciting or favorite memory,” you offer.

“No, it’s fine,” she says taking a deep breath. “I was pretty religious when I was 18… so… I know it’s a cliché, but my boyfriend was pressuring me… and I didn’t want to lose my virginity before marriage.” She laughs at how silly a belief that seems now. “So I left him fuck my butt!”

“Ah, the old loophole,” you say chuckling. You’re trying to play it cool, but the image of 18-year-old Samantha Palmer sticking her pale white ass up in the air and getting penetrated for the first time is very exciting. Your cock is uncomfortably hard in your pants.

“Yeah. It was pretty awful the first time,” Samantha says bluntly. “But we learned about lube eventually. First coconut oil, and then I told him he’d have to buy real lube if he wanted to do it again. He was embarrassed about buying it, but like, hello, you’re fucking my ass, so grow up!”

“So eventually you liked it?” you ask, **** to know.

“Well… yeah.” Samantha admits. “So long as I… touched myself as well. And we used a lot of lube.”

“That’s cool,” you say.

Samantha laughs at your response.

“Cool. That’s a great way to describe my dumb 18-year-old self thinking that virginity was some sacred thing. Lol.” Samantha says.

“I just…” you start.

“wish you were there to watch,” Samantha finishes for you and then gives you a saucy look with her brown eyes.

“No I…” you try to say.

“Oh you didn’t just want to watch. You wanted to be in my boyfriend’s place,” Samantha laughs.

“I didn’t say that!” you say.

“I don’t think you’re going to deny it,” she retorts and you don’t. You just give her a guilty smile, which she accepts with a smile of her own.

"OK, time for a question for you, John," Samantha says. She takes your phone and then asks...