Susan's Holiday Weekend Ch. 01

Story Info
Susan meets her online Master for the first time.
1.7k words
3.87
19.4k
2
0
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

I fidgeted nervously on the mall bench next to the fountain. I'd always been a conservative person, shy, careful, but here I was waiting for a strange man I'd met on the 'net. I couldn't believe it! I'd only ever slept with one person before, and that was something short of a disaster, but I was about to embark on a weekend of sex and debauchery.

I'd been playing a bit online in various chat rooms. Sometimes I chatted with women, sometimes with men, sometimes just fooling around with cybersex, sometimes acting out what they told me to do. Lately I'd been turning more and more to darker things. I'd played the submissive more than once until I ran into him. I don't even know his name. Since the first chat I'd just called him Master.

We played online for a month or so until it turned into phone calls. Not much longer after that we'd agreed to meet. He traveled to my town. I took a three-day weekend from work and we agreed to meet Friday evening, 5pm, in the local mall by the fountain.

I dressed as I was instructed, in a white button down blouse, white bra, black cotton bikini cut panties and not a short skirt, but one that almost fell to my knees. I wasn't slutty looking, but I certainly wasn't modest either. I'd just shaved my pussy right before leaving the house since my Master prefers them that way. From the second I got in the car to walking in the mall I was nothing but wet and intensely nervous.

As my watch said 5:01 a man a masculine matching outfit to mine sauntered around the corner, staring straight at me, almost through me. I'd never seen a picture of my Master though he had several dozen of me in various stages of undress. He was a little older than I thought he'd be, pushing 40, with dark hair cut fairly close, a little gray showing. He was neither chubby nor physically fit. At first glance he looked very average, until you caught his eye. His dark brown eyes almost burned as he scoped out every woman in the mall hallway. I couldn't help but think of predator and prey.

"Susan." Was all he needed to say as he approached me. I gulped and nodded in response. His face spread into a broad grin and he held his hand out. "Come on, we have a lot to do and not nearly enough time in which to do it."

"Yes, sir!" I felt immediately at ease as he hooked his arm through mine and guided me through the mall to the parking lot. We climbed into his car without saying a word. Once the doors closed, I realized we were not alone. In the backseat were two other men.

"I didn't think you'd mind a little company this weekend. These are my assistants. You'll address both of them as sir and treat them as you would me," he said sternly.

"Yes, Master." Both of the men were much younger than my Master, perhaps within a few years of my own tender age of 20. The nodded and smiled at me. One had long red hair tied back and the other a military style haircut.

My Master paused after he put the key into the ignition. "Susan, swap seats with Tom, please." I immediately exited the car and took the seat behind the passenger seat where military haircut was previously sitting. So, Tom had the shorter hair. "Good girl. Susan, meet Brad. Before we go to the hotel, dear, we do have a short shopping trip to finish up with you. The store is about fifteen minutes from here. You will make Brad cum any way you can before we get there. Or else. Do you understand."

"Yes, Master. I will do my best to make Brad cum." Brad grinned broadly at me and unzipped his pants. As the car started, I already had Brad's pants and boxers around his ankles. We weren't even out of the parking lot when I had Brad's eight-inch cock in my mouth. My master weaved in and out of traffic, driving as quickly as possible to shorten my allotted time.

I ran my tongue up and down Brad's shaft, then sucked his cock in earnest, my hand pumping him and squeezing his balls intermittently. I'd given very few blowjobs but was well acquainted with the theory. He moaned and pushed my head further down, choking me with his cock. I started to resist, until his hand tightened even harder on the back of my head. I remembered my Master's orders to treat both Brad and Tom as if they were Him, so I relaxed and let his dick violate my throat even more.

"That's right, slut. Fucking take my whole cock if you know what's good for you," Brad gasped out from between clenched teeth as he pushed my head down further on his rod. I gagged but kept sucking, trying to keep my neck loose.

After about ten minutes, Brad finally spurted all over my mouth. I quickly licked up every drop, careful to make sure none fell on the seats. After cleaning off his cock, I carefully pulled his pants and boxers back up and sat back in my seat just in time for my Master to pull into the parking lot of a large adult toy and book store.

"Very good job, cumslut," Master said approvingly. "You have already earned the name cumslut according to Brad's satisfied look. Come in the store with me. I brought many new things for you, but some need to be picked up with you present. But, before you leave the car, remove your underwear and leave them here."

"As you wish, Master." I shimmied out of my undies and left them on the floor of the car.

I'd never been in a porn store and couldn't stop gawking around as I strolled through the aisles on my Master's arm. He steered me towards a small display of ball gags and selected a few. I modeled each until he found one to his liking. Next came the collars. Master decided on a plain black collar with brushed chrome buckles and loops on it. He also picked up a set of matching arm and leg cuffs.

Then he steered me to the butt plug display. "Cumslut," he whispered in my ear, "you did a very good job in the car on the way here. So, instead of picking just this large butt plug," and he held up something that I could have sworn was a regular dildo, "I'll also get lube with it."

I gulped nervously and stammered, "Thank you, Master. You are very generous." He smiled and caressed the back of my neck.

My arms were full of toys and various bondage accoutrements by the time we got to the clerk. He gave both of us a knowing smile as he rang up Master.

"Planning a wild weekend?" he asked with a leer.

"You could definitely say that. I think my cumslut will find it very wild," my Master stated. "In fact, cumslut, why don't you give the nice man a peek at what we're going to violate this weekend. Bend over, lift up your skirt, and spread your legs. Show the nice man your goods."

I blushed furiously and just stood there. A dark shadow passed over my Master's face and he barked, "Cumslut! I gave you an order!" I jumped and complied.

As I stood there, bent over, I could feel a faint breeze on my wet, shaven pussy. I felt fingers probing and touching me in my most private of areas. Both of the men murmured to each other. I looked over my shoulder and saw the clerk licking his fingers. "That's quite a little slut you got there. She's wet just from being in here!" Then he rang up our sizable order and we left.

Back in the car my Master had me share the backseat with Tom. "Cumslut, you disappointed me in there. I expect every order I give you to be obeyed immediately and without question. Take off your bra, now!" I slipped out of my shirt and bra, and sat there, in his car, in bumper-to-bumper traffic, completely topless. I prayed a cop didn't pass us.

Tom didn't even need to be told. He already had a pair of nipple clamps in his hand. He roughly clamped both of my nipples. "Now," said Master, "Put your shirt back on. Yes, you can indeed see the clamps from underneath. Do not touch them. This is part of your punishment for your hesitation."

I groaned. They hurt. A lot. In spite of this, I felt my self getting wetter and wetter. I squirmed, pantiless, in my seat. My Master then pulled into a chain coffee shop and handed me a twenty-dollar bill. "Cumslut, you will go inside and get us each coffee without us. Everyone will stare at your nipples and think you're some kind of freak. Before you go, put on your collar and cuffs."

"Yes, Master. I will wear your shackles proudly," I murmured.

My face was beet red as I walked inside. A mother covered her son's eyes as I walked past. A few customers pointed and whispered.

"I'd like three tall house specials, please," I asked. The clerk stared at me, mouth open.

"Sure...uh, is everything okay?"

I blushed harder trying not to look him in the face. "Yes, it's fine, I just want my coffee, please."

With coffee in hand I practically ran back to the car. I handed my Master the change and passed out the coffee. All three of them unrolled their windows and dumped out the coffee.

"Thank you, cumslut. I hope you learned your lesson. Now we proceed to the hotel."

We pulled into a small motel, the parking space right across from the door. As my Master took his key out of the ignition, he turned to me, a cruel grin spreading across his face. It was mostly dark out, but the motel was well lit. There were no cars around us.

"Cumslut, I will get out and open the door for you. Tom and Brad will unload the car. You will follow me without your shirt on. Do you understand?" I only nodded and began unbuttoning my shirt with numb fingers. I was trying to remember if public nudity was illegal in our borough or not.

He held the motel door wide open for me as I dashed for the door, tits bouncing, clamp chains swinging, my shirt in my hands.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
Share this Story

Similar Stories

First Time Slave Eager to Please A first time slave willing to anything to please her Master.in BDSM
No Limits Slut begged for no limits, and got it!in BDSM
Good Girl She loves to serve him.in BDSM
Fuck Me Hard Slutty girl wants to be tied tightly and used hard.in BDSM
Education of Chelsea: Bound She awakens to find her body helplessly bound.in BDSM
More Stories