Book Chapter - The High School Crush

The high school crush

Copyright Empress Mysti 2024

It had been a long day… time for a drink at the hotel bar down the street from work. Unwinding with a beer is what the doctor ordered. And it was in a high end hotel bar so maybe I’ll meet a girl.

Yeah right, I”m not exactly a ladies man, Few dates here and there, but I’m the type that’’s REALLY nervous around pretty girls.

I sit at the bar and order a beer. Look around and it’s a decent size crowd. One woman really stands out, sitting with a man at a nearby small booth. She’s Gorgeous… and looks familiar..

Wait, I know her! That’s Mysti! The hottest girl from my former high school. Back then She had all the boys eating out of her hands, dated all the hot guys. I tried so many times to talk to her, but I was so nervous I never got a word in, always so tongue tied.

I mean, don’t get me wrong, She was super nice and sweet, never mean to me or anyone. Everyone LOVED Her. But, I never got anywhere near Her.

But, wow, She has become even HOTTER with age. Long legs. Silky hair. A beautiful smile. And an ass to die for.

I’m staring.. Turn away. I would be so embarrassed if She noticed how i am obviously drooling over Her.

I think she didn’t see me. Relief, until…

“Wait… I.O.?” I hear from her direction.

Fuck.

(I.O. was a nickname of mine from high school.)

I turn toward Her. “oh my god, Mysti, I didn’t see You there!”, I lie.

She stands up, saying to Her companion: “Stay. If i’m not back in fifteen minutes go back to My hotel room, clean up the toys, and leave them out ready to use. You are dismissed after that.”

“Yes Empress. Thank You.” Her companion replies.

Wait… No I must have misheard.

She gives him a smile, walks over to the bar and stops next to me.

“Can I have a seat next to you?” She asks

I gulp. And say “Of course.”

“It’s been awhile I.O. And you havent changed much. Still so obviously nervous around me.”

“Ummm, yeah I guess.” I confess.

“I’ve changed a bit, though”, She says, “explored some tendencies, and they blossomed into quite a nice life for me now.”

“Really? I’m so happy for You. I have to confess, I had a big crush on You.”

“Oh i knew”, She says. “Just like I noticed you were staring at me before I called you out.”

Oh no… another strike out. “I’m so sorry, I’ll leave you alone”

“Oh, no, no. I find boys like you rather useful in my new life. My company has a new large client in this town, so I will be flying in 2-3 times a month, so I need some help here. I don’t have time to waste on little things, and I need entertainment when my secretary can’t join me on my travels.”

“Ummm, of course I’d love to spend more time with you.”, I say. I don’t even know what she means though.

“Good. I need to test you out though. Not every one is ready for this position.”

“Ok, what do You need?” I say

“First, finish that beer and hand me the glass”

I gulp it down and hand the empty glass to her.

“Thank you. Wait here”

She takes the glass, and walks into the restroom with it. Ummm, i’m nervous but I’m getting turned on.

She emerges from the restroom, the glass is full. She sits back down and puts the glass on the counter. The liquid inside is light yellow, looks like beer but not the same.

“Touch the glass”

I touch it, and its warm.

“I just took the glass to the toilet, slid it between my open legs, and pissed my golden nectar in it.”

Omg.. why is my cock getting hard?

“Now…. pick it up… and drink it down. If You really want to be around me, I need to see some commitment .”

I nervously pick up the glass.

As She looks at me… I drink it down.

It’s warm and tasty. Goes down my throat. I slowly drink it down.

“Savor it”, she says.

I drink it all down… Her piss coats my tongue.

“Good, my companion just finished cleaning my hotel room. Follow me up there.”

We journey to Her room. Once we get there… she hands me the key, saying: “Open the door for me, allow me to enter, then go to the bathroom, disrobe, and put on the pink panties there. Then walk up to me, kneel, and say ‘thank you Empress’. Can you do that?”

I nod and open the door. She enters and sits on the bed.

I disrobe, putting on the panties, which turn out to be thongs. I exit, see Her sitting on the bed texting, and kneel obediently in front of Her.

She looks up from Her phone… “I am quite stressed from the plane ride, and the Uber driver pissed me off. Sometimes I need to take my stress out on a slut… and today, you are lucky enough to be that slut.”

Wow.. am I about to be laid, think to myself?

My question is answered. A little differently than I expected ….

“I.O., go to the luggage in the corner, open it, and grab the cock and harness on the top of my shirts.”

OMG.. I know what is coming… and I’m an anal virgin. “Yes Empress” is all I could get out.

I walk the toy over to Her. She puts on the harness and slides on the cock.

“I.O…. kiss my beautiful cock.”

I lean over, and start kissing the head of Her cock.

“Mmm” she purrs.

She grabs the back of my head and shoves Her cock in my mouth.

“Suck it”

I suck Her cock. Deep suction, my cheeks going in and out as I suck hard.

“Deeper.”

She pushes my face all the way down until my chin touches Her balls

“Gag, take it in”

The cock goes down my throat.

She starts thrusting.

“Yes Slut.. that’s it, Enjoy my cock”

The thrusting is rough and deep now. She is hitting my tonsils. I am gagging hard.

“That’s it!” She says.

The gag is strong.. She shoves my head down and keeps it there. I’m choking. My eyes are watering.

She suddenly pulls out.

“OK i’m ready to have real fun. Turn around and bend over that desk in the corner.”

I’m still recovering from the gagging.. I just walk over and bend myself over the desk.

“Spread Your legs at bit”

I do it, and all of a sudden I feel that cock penetrate my asshole!:

“Relax your muscles… Stop clenching”

I obey.. It takes time but relax myself… and she gets the cock all the way up my tight asshole. Fuck.

“Good boy, now I want to enjoy fucking you.”

She gives Her first deep thrust.. It rams my guts…

She picks up speed.. Thrusting faster… the cock going in and out of my loosening hole.

“Good slut… take it.”

She starts slamming my ass with her cock.

Balls deep everytime..

Her thrusts are forceful but coordinated. Her hips slamming into my ass, I hear the slamming of her hips into my ass, her breath quickening.

Each thrust is so deep. I start moaning. The pain from the thrust is so deep, her cock is so thick and long.

“Fuck.. Empress, take my ass. Harder please Empress.”

She thrusts… deep and deliberate. Slamming… my body pushed hard and roughly. Each long deep thrust moves and shakes the desk. The next door guests can’t mistake someone is getting fucked hard and long.

“I think people hear me fucking your asshole deep and hard slut. Let’s make it unforgettable for them!”

She wraps my belt around my neck and grasps on to it, Pulling me back as she thrusts. Deep…hard.. My butt hole streched. Her cock deep in my body. The desk slamming against the wall with such force that it shakes with deep frequent slams

“Now, cum for me I.O.”

She angles the cock and hits my prostate. She knows where a P-Spot is. As she grinds.. I feel the cum starting to gather in my balls.

“CUM NOW!” she says slamming on my ass and nearly choking my breath out with the belt around my neck.

The cock enters over and over, and finally I burst. My pulsing cock releases its load all over the desk.

“Good Boy.”

I’m breathless, sore, and mentally spent. “Thank you Empress” is all I can get out.

“Now, clean up your mess.” she says as She shoves my mouth on the cum.

I extend my tongue and lick up my load. It’s sticky, salty, and gooey.

“All of it”

My tongue goes over all the desk and i slurp up all the cum. I’m Her slut at this point.

“Good. Put on your clothes.”

I obey.

Standing, exhausted, I take my final words from Her.

“Write down your direct phone number on this napkin, then you may leave. When you get texts from me, respond. I will be in town 2-3 times a month. Understood?”

“Yes Empress”, I say.

“Good” She says as She escorts me out the door. “See you next time.”

The door closes as I watch and walk away, ready for the next adventure.