I was sitting at the counter in a cheap bar. Loud music and a lot of drunken people, the smell of alcohol and tobacco in the air.
I knew, what I wanted. I had chosen my sluttiest outfit: black thigh-highs, red heels and a black skirt stretched to its limit to cover my ass and so short, that it could rather be classified as a “belt” instead of a “skirt”. Below a red string. The top was also black – a skin-tight belly-free one, presenting my boobs in a most pleasant way – and showing off, that I was wearing no bra.
I was on the hunt.
A guy behind my back asked – trying to top the music volume, “May I invite you for a drink?”
“No.”, I answered, “I was just about to leave”, carefully putting just a hint of teasing in my voice.
He was quick – it took him only a second to come back with the correct reply: “So? Where are we leaving to?” He took a step forward, positioning himself right behind me and – as I was sitting on a barstool – this made me feel his boner on my ass.
I smiled and said “Good boy… But you need to know, that nothing is free!”
Turning my head, I allowed him to look into my eyes despite standing behind me. He looked flabbergasted. “I didn’t mean to…”, he stammered.
“Not what you think, silly”, I answered, “But I’m not the drunk easy Saturday-evening fuck, you might have expected. We will do it my way.”
“Agreed.”, he said at once, nodding.
My smile broadened “Good boy, indeed”, I whispered into his ear. “For not asking what ‘my way’ is, I might even let you fuck my ass later.”
I could feel his boner intensifying.
–
At the hotel room, we were quick to lose all unnecessary clothes. He had asked me to keep the thigh-highs and the heels on, while he lost everything he wore.
We dropped to the bed, kissing and fooling around a bit. After a few minutes, I stood up and said “let’s get started”. This put a slightly bewildered look on his face.
I went to my bag and produced two sets of leather straps with rings on them. Returning to the bed, I put one to each of his wrists and one to each of his upper thighs. Then I placed the hands to both sides of his body and locked the left wrist strap to the left thigh strap and did the same on the other side.
Then I fetched a few toys. I took a mid-sized butt plug and lubed it up, saying “As you’ve been a good boy, you’re going to get my ass fucked later. So, I’ll need to be prepared.”
Turning my back towards the bed, I bent down – allowing him a good view on what was happening. Then I slowly put the plug up my ass. Finally, it flopped into position and I turned around again. I could see, he was mesmerized.
I got on the bed and lifted his legs up, making him bend his knees and putting his thighs towards his belly. Then I produced another identical plug. Starting to lube this one up as well, I explained “Equal rights for all”. Putting the tip of the plug to his exposed anus. He flinched a bit, but – to his defense – I have to admit, he didn’t discuss. I put pressure on the plug, slowly breaking the resistance and finally it went in with a satisfying ‘plop’-noise. He gasped.
I let him put his legs back down on the bed.
“So. This is how it’s going to be: First you’ll satisfy me, then it’s your turn”, I explained.
“Fair enough”, he nodded.
I climbed over his head, kneeling and put my dripping wet pussy right over his mouth. I had a great view on his very erect dick – he seemed to be enjoying himself a lot.
Taking my trusty little high-speed vibe to my clit, I lowered myself towards his mouth, allowing him to put his tongue into me. He understood and stuck it out as far as he could, me riding it by grinding my hip on his mouth. I could feel him breathing through his nose, stuck between my cheeks – a fabulous feeling to say the least.
I reached down to his restraints and opened the locks, lifting his hands in front of my belly. There I locked them together with a carabine. Then I put them on my tits, making him massage them. He found my piercings and started playing around with them as well.
I felt his tongue inside me, moving around, caressing the insides of my pussy. Then it hit me: my thighs shook uncontrollably, my lower body cramped and seconds later, I came. I felt his tongue still working inside me, my honey oozing into his mouth, him spreading its texture everywhere inside me. It was a fabulous feeling.
After the climax had subsided, I said “Now, it’s your turn.”
I wanted to climb off of him, but he grabbed me by my tits, indicating to stay where I was and he continued with even more enthusiasm to work in my pussy with his tongue.
“The best of boys”, I mumbled, switching on my vibe again.
This way, he made me climax three times and didn’t lose a single drop of my honey.
Then I climbed off of him and removed the restraints. He directed me to kneel on the bed in doggy position. Then he took the restraints and put them on my ankles and wrists and connected hands and feet on both sides to each other. So, I was lying, head turned to the side, on the bed and couldn’t do anything but put by ass high in the air.
He knelt between my legs and slowly pulled on the plug. He toyed around a bit, before removing it completely.
I felt very exposed and loved the feeling immensely.
Then a lubed tip of a dick touched my backdoor. He pushed a bit, upping the pressure slowly, until my resistance was broken and my anus gave way to his tip.
He paused a moment, then he continued and the tip was followed by a – I noticed – quite long shaft. He had done a good job lubing and the plug had stretched me sufficiently, so I worked so well, that I couldn’t help to moan encouragingly until he was balls deep up my inviting ass.
He slowly pulled back nearly all the way out and pushed in again. When he noticed, that I had taken my vibe to my clit, he started to speed his game up.
After a few strokes, his pushes had increased to a raw, animalistic explosion of power. – it felt like a jackhammer fucking my ass – it felt incredibly good. I came another two times, until he climaxed. He pushed in for a last time and I could feel his cum being pumped into my tunnel.
He stayed in that position for a minute, waiting for his orgasm to subside. Then he pulled out and we went to the bathroom to clean up.
We put our clothes on, kissed goodbye and left. We never met again.
Source: reddit.com/r/Erotica/comments/11y9d5f/jacks_shorts_on_the_hunt