Cassie’s Anal Demonstration

In front of everyone, she experiences anal for the first time.

Part one is here:

I lose count when I hit fifteen because these people are scurrying around like a roomful of cats trying to get a better view — of me. Not just me…my ass.

Yesterday, Sammi asked if I would let her use my virgin hole for a demonstration, and I eagerly said yes. It’s not that I don’t want this because I do, but my heart is racing far faster than is medically safe, I’m sure.

I do want this. I need it. She’s right. I need to be vulnerable. You would think a girl who grew up posing in front of people, sometimes nude, sometimes not, would understand what it’s like to be vulnerable. I don’t, however. It’s not something I’m used to. I always commanded the room. My blonde hair and blue eyes were always in control. I had walls up around me the entire time. Here, there are no walls — metaphorically speaking, of course.

It’s a place where you strip yourself down, both literally and figuratively, and discover who you really are. All I’ve ever known myself as is the blonde and blue princess. Now, everyone in this room, dozens of people, are going to watch Sammi take my anal virginity while using my body as a teaching tool. I’m now stripped of everything, and the vulnerability is overwhelming. I will not, however, let her down. This is the day I get my life back. No, today is the day I start my life as the real me.

“Welcome! We’ve had a lot of interest in anal sex recently, so we are going to talk through all of it today, thanks to the gorgeous and somewhat shy Cassie. Please give her a round of applause.”

The cheers and claps make my skin crawl with excitement. They are cheering for me as a person, not an object, and it’s the most exhilarating thing I’ve ever felt.

“Ok, first, let’s talk about some basics…”

I can feel my heart beat in my ass while Sammi goes over, in great detail, everything she taught me this morning. She talks about the cleaning regiment she put me through and the different anatomical components to my back door that are more scientific than I think anyone here wants or needs, but that’s Sammi for you. She will never be accused of not proving a full training, that’s for damn sure.

“Watch how her body reacts when I circle my finger around the outer edge.”

“Oh, god!” My body tightens and curls, but in the most delicious way from her subtle touch.

“See? There are so many nerves here. Now, watch as I explore her body deeper and observe how her body reacts. Take it all in.”

Her voice is calming and soothing, but her touch is anything but. Her small circles become even smaller until she’s rubbing the tightness of my ass. It’s like she shoots me full of electricity with every touch. My body is alert and on edge as she wiggles her finger over my crimped opening.

“She’s doing great! You’ve got to take this next part slow, OK?”

“Mmmm. Fuck!” My hole opens slightly as her delicate finger massages me from the outside. She’s patient and never takes more than what my body offers her. She has a way of manipulating my ass, however.

The massages, wiggles, and circles all cause my ass to relax until the tip of her finger pushes inside.

“She’s feeling a fullness she’s never felt before, isn’t that right? Don’t be mistaken. My finger hasn’t penetrated that “ring” we talked about. This is just the first step.

“It’s so good!” I can’t help but to relay to the others how magical the sensation is of my ass gripping her sultry little finger.

“Here is where things get tricky. You need to get through the original resistance. Those muscles work hard to keep things out, so we need to trick them into letting things in. Once we do that, we are golden.” She makes the act of sticking something up my butt sound poetic.

“Mmmm.” She works her finger faster inside my puckered opening. She presses and taps, and slowly, something changes. That resistant ring starts to relax until my back arches and my eyes spring open.

“Fuck!” My voice slips before I can catch it. Her slippery finger is inside me.

“What we just saw was a combination of patience and a lot of lube. I don’t ever want to hear about someone practicing anal anything without lube. Y’all understand?”

This is probably the harshest I’ve ever heard her. Normally, she is a go-with-the-flow kind of girl, but this time, she’s all business. I guess she needs to be a master of both.

As a sea of heads bob up and down, she wiggles her fingers in my tight tunnel, making my body squirm in every direction imaginable.

“You like watching me fuck her little ass, don’t you?” She’s talking specifically to a man whose cock is so hard he’s leaking onto the floor into a puddle of excitement.

“Yes.”

“Cassie, would you like to let him try on you?” The earthy scent of weed on her breath makes me unreasonably horny as she whispers loud enough for my ears only.

“Try what?” As much as I want to say yes to anything, the reserved part of me, the one trying to keep me from being vulnerable, gets in the way.

“Fingering your ass.”

The thought of his larger finger inside me makes my entire body flush with heat. So much so that I’m conflicted. I want his finger, but…

“Yes. And maybe more?” The twisting grin on my face makes Sammi push her finger deeper inside me.

“You’re bad! I love it.”

“Hey, hot stuff. Want to feel this pretty pink hole gripping your finger like she’s gripping mine?”

“Really?”

“Yeah, why not? She’s cool with it. Does anyone else want to try? I’d love to feel something slipping inside me right now.”

What started as an informational session is about to become an anal orgy, and I’m not mad about it.

To be continued…