“I can definitely do it” you could hear the echo through the house.
“I’d like to see you even try”
“You are so full of shit” she retorted.
I couldn’t help but let out a wide smile as I looked back at Kristyn. She returned it staring at me, anticipation peeking out from behind her eyes. She was short and blonde, the type of girl to not take shit from anyone and ALWAYS feel like she could one up you on whatever you were doing. We were all for making bets with each other, and I’ll admit a lot of times she’ll get the better of me and I end up folding her laundry for a week. We were both sitting laid back on the couch, a small coffee table sitting ahead of us. She watched eagerly as I pulled out my secret weapon: 3 small cups and a tiny red fuzz ball. I’m no magician, but I’ll admit every now and then I have to find something to put Kristyn in her place so she doesn’t get TO cocky. A good hour of youtube videos later and maybe a day of practicing and I knew I had something that would give her a run for her money.
“If you really think that you can win a bet with me over three cups and a glorified clown nose, bring it on” Krystin said in a joking but competitive tone.
“Ok listen, I’m going to put the three cups down, and the red ball will go under one. I’m then going to shuffle the cups, and all you have to do is keep track of the cup with the ball. Got it?”
She waved her head eagerly.
“I don’t know why you’d do this to yourself there’s no way I’m gonna lose” She said.
I laughed jokingly knowing what was about to happen as I prepared the cups and put the ball in one hand. Before I started, I paused for a moment before saying:
“Wait we haven’t even decided the terms yet. What do you think?” I asked as she brushed her hair from her face.
She thought about it for a moment before saying:
“Well, WHEN I do win, I want you to take me out to dinner somewhere fancy, I choose where, you pay for the bill AND the drinks”.
I took her deal and nodded my head, hand on my cheek as I thought about my terms for If I won. Suddenly an idea popped in my head.
“I got it.” I said as I looked back at her with a smirk.
“If I win, you have to stick your face in the garage garbage can”
She looked at me for a second before cracking another smile.
“Oh you are evil” she said in a sarcastic but humorous tone.
Suddenly she perked up again.
“Ok hurry up and do it so I can earn my free dinner!” She said her voice seeping with confidence.
I said sure and dramatically put my hands next to the cup as I lifted one up, getting the ball ready. I quickly but smoothly gestured as If I was putting the ball under the cup but keeping it tucked away in my palm just as I had seen it on the youtube videos. She was leaning forward at the cup in anticipation as I started shuffling them, her eyes darting back and forth at the one that I had faked. I felt a quick jolt of excitement as I realized that I had her beat. I set the cups back in their original position as I saw her bite her lip in her own assurance.
“Okay before you take your guess let me remind you that you have one shot so make it count” I said.
Almost before I could even get the sentence out she pointed at the right hand cup.
“That one. That one right there. Easy.” she said without hesitation.
“Are you sure”
“Yes”
“100%?”
“Just lift it up already jackass”.
I grabbed the cup, slowly lifting it up as her eyes widened. Empty.
“Wait what I literally saw you put it under that cup” she stammered.
I slowly lifted one of the other cups, slipping the ball under as I lifted it up to make it appear as if it were there the whole time. Kristyn cursed aloud as I laughed.
“Okay fine you win… is that what you wanted to hear?”
“Oh ya I’m feeling pretty good right now” I chuckled. “And you know what that means”.
She glanced nervously over at the door to the garage.
“Damn you’re really gonna make me get in a trashcan huh. That’s fucking nasty”.
“You agreed to the bet loser” I said teasingly.
We walked over to the garage, opening the door and stepping out. She has a smaller garage, piled high with clutter and boxes filled with a random assortment of holiday decorations, old clothes, and dismantled furniture. As we walked up she glared at the trashcan sitting next to the pile of clutter.
“Thank God I took the trash out yesterday so it’s empty, but this is still really gross”. She relented.
“Babe if you really don’t want to do it you don’t have to” I reassured her.
“No, a bet is a bet I’m going to” she sighed.
That was all I needed to hear. I Suddenly grabbed her legs, lifting her all the way up as she squealed in surprise. I slowly put her down head-first into the trash can as she yelped in protest.
“Dude not head first what the fuck” She squirmed, but it was to late. I stood there, watching as her smooth legs kicked back and forth out of the trashcan, helpless to her current position. She was wearing long socks with a short skirt, and I could see all the way up it as she helplessly kicked around, revealing her white panties clinging tightly to her pussy underneath.
“I’m actually stuck, help me!” Kristyn muffled.
As I watched her struggle, I realized I was getting turned on. I could feel my cock getting rock hard under my pants, trapped underneath by my tight briefs.
“What’s wrong Kristyn, I thought you always won?” I said in a joking tone as she continued to mutter and curse under her breath.
“I swear I’m going to fucking kill you when I get out of here!!!” She shouted.
“You seem kind of helpless Kristyn, you sure you can’t get out all by yourself like a big girl?” I teased. I couldn’t help it. It was just so sexy watching her be stuck like that. My dick was getting so hard that I could feel small drops of precum leak out of my tip as she kicked back and forth.
As she continued flinging her legs around, I reached out and pulled off one of her socks to reveal her small delicate feet underneath. This only made her kick and curse harder, so much so that the trashcan started to tip over into the giant pile of boxes. I backed up as she popped her head out of the trashcan, only to be buried and pinned down by the massive landslide caused by the trash can falling into it.
“Fucking hell I’m even more stuck now then before! Help get me out!!!” She yelled.
“Oh I’ll help you alright, but not until after I’m done having my way with you” I said.
She started to utter something but was cut off when I suddenly shoved her own sock in her mouth, shutting her up instantly. She muffled and squirmed as I began to undo my pants. Her eyes widened as I pulled down my boxers, revealing a stiff erection curving up stiffly in the air. It was so hard that my tip was swollen and it was almost aching. I gripped my cock tightly in one hand, and began stroking it firmly as she whimpered and cursed at me through her gag. I stood there, moving my hand back and forth on my shaft as she was pinned down. I continued relentlessly jerking my dick for another 5 minutes, as she watched me from underneath the pile of rubble she was trying to escape. My cock was mere inches away from her face as she watched me get myself off. It felt so fucking good. Suddenly I could feel the urgency building up in my erection and I started to breath heavily as I moaned. All at once, I could feel the cum pulsing out of my dick, blowing my load all over her sexy face as she lay there trapped. She let out a muffled yelp of surprise as I completed myself all over her. I put my cock up to her face, making sure to smear every last drop of cum on her lips and around her mouth as I finished up. I had never came so hard in my life.
Afterwards I began unburying her, taking the sock out of her mouth as I fantasized about doing it all over again in the future.
Source: reddit.com/r/eroticliterature/comments/klbrbv/i_came_all_over_my_girlfriends_face_when_she_was