Life in Chastity Ch. 02 – BDSM – Free Sex Story

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I was shifting in my chair uncomfortably, itching for the zoom call to finish when my phone buzzed. Today has been a slow day at work. No client deadlines were coming up within the week. Since most people are still adjusting to the office culture after COVID-19, the office was mostly deserted.

I liked to mix it up a bit. Constant periods of working from home didn’t work well for me at all.

Leaning over, I saw a text from Amy, telling me that she might get late to come home. Bummer! I thought.

Amy was into design & digital advertising and worked at a young firm near our house. She used to work from home full time till I started going back to office. Now she says working from home isn’t as fun without me to annoy when she was bored. I think being in creative arts meant you had great days and off days. Kind of like a writer where you have days with ideas flowing from every direction and some days you are just dead in the water.

By 6.30, I was cruising on the highway heading home. Apart from hitting the supermarket for groceries I got home quickly. The traffic was yet to pick up to pre-pandemic levels. I was relaxing with a cup of coffee on the sofa when Amy popped in at about 8pm.

“Hi handsome” She called when she saw me.

“Hey babe! There is some coffee left in the pot” I replied, tilting my head. I was too lazy to get up. She was dressed quite casually. This was the first time I was seeing her after I saw her with Daniel last night.

“Thank youuu! What do you want to do for dinner?” Amy called from the kitchen.

“I am feeling lazy, shall we order some Chinese? “I asked, secretly craving some chilli chicken and fried rice.

“How many times have you had Chinese this week Mr. Soon to be Fatty” Amy asked, fully knowing my Love for Chinese and oily food. Amy was more health conscious, although she had her greedy days.

“Just today PLEASSSEEE! It’s a Friday also. That means you should chill with good food” I pleaded with my best puppy eyes.

“Your Ass is gonna be quite sorry on the day you make me fat” Amy said, finally conceding.

“Fatter you mean” I couldn’t help teasing as Amy punched me while giggling as she left for a Shower.

Despite my joke, she was quite slender and fit. We both exercised together with a mix of weights and cardio few times a week. Mountain Biking, Hiking and camping were a few shared passions that made us click instantly.

Pretty soon a refreshed version of Amy appeared from the Master Bedroom. She was just wearing a pair of loose shorts and an old t-shirt with a very relaxed smile. The key to my cage nestled safely in its rightful place.

“Eyes up here perv” Amy said jokingly as she jumped onto the sofa and snuggled into me. We were chatting about work and planning a camping trip for the weekend till late evening when the food arrived. It wasn’t until we were done with the food did Amy bring up last night.

“Tom, how are you feeling? About last night I mean” Amy asked softly. I still had some crispy pork in my mouth that I had to gulp down to reply. I slowly turned towards her, and Amy was studying my face to gauge my emotions.

“Well… it was certainly Hot…I did have a good time. But the emotions are a bit conflicting at times though. But overall, I loved it.” I said, honestly.

“Yeah. I could sense that. Is it better than when we first started?”

“Yeah! Much better. But some aspects do not change though. But I wouldn’t have it any other way” I said with a smile.

“You have to talk to me if it’s too much please” Amy told me, and I nodded happily.

“Above all, I was really happy to see you enjoy it” I said, quite honestly.

I have always been weirdly aroused when she was pleasured by men in a way that I never could. I could never logically explain how that emotional masochism worked.

Amy smiled tenderly and leaned into me.

“I Love you cucky boy” she whispered into my ear as we silently enjoyed a moment together.

Although we have been into a dom/sub relationship long before we were even married, it’s only been over a year since we took a plunge into cuckolding, and we have come a long way since then. I met Amy in a college Fetish party, while I was silently sitting in a corner and trying to blend into the shadows. Being an introvert by nature who was raised in a very conservative society, coming out to a party of this nature was leagues beyond my comfort zone. The place was buzzing with activity with many experienced troopers showcasing their play.

“You seem to be lost Mister” a girl said, and I immediately stammered an apology, convinced that I had done something wrong. I looked up to find the girl laughing, easily the most gorgeous lady of that evening. She was about 5’5 with jet black hair and soft brown eyes coupled with a soft friendly smile that would put anyone at ease. You normally wouldn’t expect to find such an innocent looking girl at such as intimidating event, but she appeared very much at home. She was wearing a simple black dress, bringing out her rich fair skin. The only that hinted anything kinky about her was the black choker necklace she was wearing.

“Not much of a talker are you?” She asked, sitting down.

“Sorry, this is a bit new for me” I said, smiling nervously.

“You have never seen or spoken to a girl before?” She asked, clearly teasing me.

Funny enough we ended by going home together and I never in a million years thought that would happen on that day. Since then, I had been fucked, caned, whipped, beaten and a number of other kinky things while enjoying a quite vanilla life travelling the world with an amazing woman.

I was brought back to the present as Amy started kissing me while teasing my locked-up cock. I was instantly lost to her spell.

I started kissing her back and pretty soon we were both naked and Amy grabbed my hair to guide me to her Pussy. She smelled sweet down there and I eagerly started to eat her out. I had become very good the exercise after long periods and punishment. After her second Orgasm she pushed me off and ordered me to me to the bedroom. I crawled to the bedroom as fast as I could and waited on my knees at the foot of the bed for my Goddess to arrive.

She came back with the 8-inch strap on presented it to my face and I sucked it eagerly, partly as I was fearing it would go up my Ass later.

She smiled deviously as we looked into each other’s eyes, lost in our passion.

“Eager little slut, aren’t you?” She said while giggling.

She pulled out the shaft as I tried to mumble a reply.

“Put it on, I need some cock tonight” she said, and I got to it immediately, relieved that my Ass would be spared for the night.

I strapped the harness around my waist, so the dildo was right above my locked cock. When I got up from my knees, Amy was already lying on the bed, playing with her Pussy while her other hand was toying with the key around her neck. My cock was trying to bust open, and I wanted nothing more than to fuck her right there. Unfortunately for me, I was locked, and my warden knew exactly how to press my buttons.

“Hurry up Cuck! Get your Ass on the bed” Amy snapped, and I waited no more. I slowly inserted the top of the shaft, teasing her wet Pussy lips and Amy’s’ moaning gave the green light. She gasped as I finally plunged in, and I learned over to kiss her as she embraced me.

I was pinning her against the bed and pumping her missionary style as she moaned in ecstasy.

She has had 3 orgasms when she finally ordered me to stop, and we were both drenched in sweat. I rolled over to the side and leaned over to kiss Amy. Her face beautiful hair stuck to her forehead, and she smiled at me tenderly. She reached over and played with my balls, gently tugging at them playfully.

The frustration of not having any relief was building up and my cock was making a desperate attempt to break its steel cage.

The action-packed couple of days haven’t helped either and I knew that Amy was thoroughly enjoying my frustration. But I knew better than to ask for release.

“The little guy must be desperate for release” Amy teased, as if she was reading my mind.

“You have no idea baby” I replied quite sincerely.

“Good” Amy said while smiling as she snuggled up for a kiss.

“Maybe tomorrow if you are a good boy, I will consider giving you some release. Maybe even let you put that little clit of yours inside me” Amy teased and kissed me good night right after.

I was aroused by the thought, and she clearly said it last to keep me in suspension. Devious little devil she thought. I smiled to myself as I slowly drifted off to sleep, cuddling the beautiful girl of dreams snoring and drooling in my arms.

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