My Best Bad Luck Ever

It had been a moment of madness. An ex, whom I had enjoyed some wonderfully wild sex with, had reached out on social media and we had chatted. I admit it, we flirted. A lot. Sex with my husband Ray had become mundane, then infrequent, then non-existent. And the messages I was sharing had got me hot and bothered, and very wet indeed. I found myself masturbating frantically in the week or so that we had been exchanging messages.

Then he suggested meeting up. For old times’ sake, he said. I knew what he meant though, and I agreed to meet him in the bar of a plush hotel down by the marina. I was out of my mind, I knew, even as I slipped on my sexiest underwear ready for our meet. I had bought the purple and blush pink set of bra, panties and suspender belt in an attempt to rekindle my sex life at home. Like many other things I had tried, it hadn’t worked. At least this way they wouldn’t go to waste.

As I walked into the bar, my heart was racing and I so nearly chickened out. But he saw me before I had the chance. The ‘date’ was a disaster. He had booked a room in the hotel and was expecting me to spend the afternoon there with him. But meeting him again in real life, I remembered all too quickly why we had broken up.

Whatever fantasy I may have had in my mind quickly dissipated, and I spent an uncomfortable half an hour with a man who was clearly not reading the signals I was sending out. The man was a boor, and even as I got up to leave, giving him as amicable a parting hug as I could, his hand was on my ass, making one last vain attempt at seducing me.

I escaped his clutches and was moving across the hotel lobby toward the revolving doors when a familiar voice startled me.

“Hey Cass, fancy seeing you here.”

I turned to see Joel, my husband’s best friend. He and Ray went back years, and we had holidayed together with Joel and his wife, Trish, before they had split. Joel was a big, strong but mild-mannered guy who always exuded an aura of calm confidence. Seldom loud, never angry, and comfortable with his own company.

“J-Joel. Wow.” I said smiling but panicking madly inside. I never came to this part of town and I was desperately trying to think how I could explain being here.

Joel moved in and gave me the same warm, friendly hug he always did. Then he looked over at the table my ex was still sitting at, nursing his drink and wounded pride.

“So who’s your friend?”

“Err. I. Um. I.” I literally had nothing.

Joel took my arm gently and ushered me toward the exit.

“Why don’t we go somewhere else and talk about it? You look like you could use a drink. You look stunning by the way!”

I knew Joel well enough to know that it was a pointed comment. I was dressed like a high-class escort in my heels, tight skirt, and a blouse unbuttoned enough to give a glimpse of my sexy bra if you were close enough. And Joel was.

I muttered yes and followed him across the marina to a bar a few doors down. We found a corner table and Joel ordered drinks.

“So I take it Ray knows? About your liaison?”

He was toying with me. Very unlike Joel.

I must have looked as terrified as I felt. I could feel my eyes filling with water. I said nothing but my look answered his question.

“Ah. I see. You know this puts me in a highly awkward position, Cass.”

“Please don’t tell…  Please. Nothing happened. Absolutely nothing.”

“Hmm. But… looking at the way you’re dressed Cass, I’d guess you were hoping something would happen.”

“Yes, but… But… But it didn’t. Please Joel, please don’t tell Ray.”

“C’mon Cass. You know that is asking a lot of me. Too much.”

“Please Joel, you don’t understand. Ray doesn’t want…” I struggled with the words, “He hasn’t touched me in months.”

I felt the welling up in my eyes spill over, a tear was running down my cheek. I wiped it away hoping there wouldn’t be more.

“Ok, so he’s neglecting you. I can understand it must be… frustrating. But there are other ways to fix things, surely?”

“Please, Joel. I don’t want to hurt Ray. He’s a good man. I love him. But he isn’t… Please, I’ll do anything.”

He looked around the bar for what seemed like ages. His demeanour seemed to have changed. He was thinking something through, but he looked as if he wasn’t in the slightest bit interested in me. Then he turned back to me.

“Okay. Give me your panties,” he said, totally deadpan.

“What? No! No way!” My shock and fear turned to indignation in a second.

He shrugged and pulled out his mobile phone and placed it on the table. He looked at me and gently tapped on it.

“Your choice entirely, Cass. You said you’d do anything. If you don’t want to, I can just call Ray. I don’t mind either way.”

“No. Seriously Joel. That’s crazy, why do you even want me to do that? Pick something else… Please.”

Again, the nonchalant shrug.

He swiped on the phone to open it, found his contacts list and picked…out. He tapped on Ray’s avatar and the phone started ringing.

“You are kidding me?” I said, a mix of abject fear and anger flooding through me.

He smiled at me impassively. The phone connected and I heard Ray’s muted voice saying hi.

“Hey, Ray. How are you doing buddy?”

Joel put the speakerphone on. I could hear every word Ray said, loud and clear.

“Doing great my friend, never better. How are things with you?”

Joel smiled calmly at me. He was so damn cool and carefree about it. But I figured he was calling my bluff, trying to spook me. I sat tight, nervous, but resolute.

 “Yes, great. I’m down at the marina. You’ll never guess who I just bumped into.”

I almost peed myself when he said it. Instinctively I reached for the phone. Joel calmly moved it out of my reach.

“Go on, tell me,” Ray said laughing.

I started gesticulating wildly at Joel, shaking my hands and mouthing ‘No.’ He raised his eyebrows, asking a silent question. I nodded frantically.

“Oh, sorry, Ray, Gotta go, something’s come up. I’ll tell you all about it when I see you.”

“No problem buddy. Have fun.”

“Oh I will,” said Joel, looking straight at me as he turned the phone off.

“You want me to take them off here?” I had accepted that I had no choice but to do as he said.

“Well, actually I was going to let you go to the ladies and take them off. But as you’ve made such a fuss… yes, take them off here.”

He popped his phone back in his pocket, sat back and looked at me impassively.

I looked around the room. We were in a sort of a half-booth, in the corner. No one was taking any notice of us. I tentatively bunched up my skirt, lifting my ass off the seat a little, and managed to hook a finger under the waistband.

It was far from elegant, but I soon had them stretched across my thighs, working them slowly down. They slithered silently down my stockinged calves and down around my high heels. Lifting one foot up with them dangling I grabbed them and handed them to Joel under the table.

Joel inspected them briefly in his hand, smiled appreciatively and then held them, scrunched up, to his nose. He took a deep sniff of them and looked at me smiling.

“Nice. Very Nice, Cass.”

“They… they’re my best.”

I have no idea why I said that or what bearing that had on this bizarre situation.

He nodded though, acknowledging that fact.

“I meant your aroma. But if they are your best, then you should have them back. tell you what, pop over to mine tomorrow. I’ll be done with them then.”

What on earth was he going to do with them? Wear them? This was a Joel I hadn’t encountered in all the years I had known him.

Then he stood up and made to go. Before he did, he bent down and gave me that familiar friendly hug again. And then he was gone.

***

I made my way home, pantieless and – to my shame – wetter than I should have been given the traumatic few hours I had just experienced. At home I changed back into tracky bottoms and t-shirt, replacing my surrendered undies with a new pair.

My mind was racing, thinking about going to Joel’s tomorrow to get my best pair back. The wetness between my legs intensified if anything. I was feeling desperately horny. Months of neglect, stoked by the prospect of my illicit liaison, and then the exchange with Joel. It was almost too much to bear.

Then, just after dinner, I got a WhatsApp message from a number I didn’t recognise. I opened it up, fully preparing to just delete it. It was a video, and from the still frame, I could clearly see my panties, the ones I had handed over to Joel earlier.

So I clicked on the video and watched in disbelief as my panties were slowly wrapped around a huge, veined cock. I looked around to make sure I was alone and sat down to watch, mesmerised.

Over the next ninety seconds, the hand holding my panties used them to stroke hard and fast up and down that veiny shaft, the pre-cum clearly oozing out of the tip of the thick head on this huge, beautiful cock. My hand moved between my legs as I heard moaning on the video and watched as the cock twitched, the camera become unsteady and my panties wrapped over the end of the cock as a huge amount of thick white cum pumped out into them.

The pumping lasted for a good twenty seconds; my best panties were being filled with sticky cum and my fingers were working hard on my clit as I watched. I don’t think I had seen anything quite so hot in years. The video finished abruptly, leaving my cum soaked panties on the end of that big cock.

I watched the video over again several times, the first time to help bring myself to the orgasm I so desperately needed, my climax coming just as the first big glob of cum appeared through the thin fabric.

The next two times I watched to see if I could ascertain any clues as to where the video was made. I mean it HAD to be Joel’s cock, surely, but I wanted proof that it was him – something that I recognised from his house. But it was shot at an angle where all I could see was a white bedsheet.

[adv]

As I fell asleep my fingers were busy again on my clit as I thought about my panties on that huge cock.

***

The next day I made my way over to Joel’s. His place was only a couple of blocks away.

I had been over to his house many times over the years. I opened the back door and called out, more nervously than I had ever done before but trying to be as normal as possible. I eventually found Joel in his ‘den,’ a workshop-cum-study that I knew he spent many hours in. He was sitting with his back to the door at a large desk, covered in man clutter.

“Cass. Good to see you,” he said, so matter-of-factly, like yesterday had never happened.

“You said to, to come over.”

“Yes, I did.”

He pulled open a drawer on the desk and pulled out my panties. He handed them to me. They had been laundered and felt as soft and as fresh as new. No trace of the copious amounts of cum that I had seen fill them. I fingered them, inspected them, and looked over at Joel, but he was ignoring me still.

“That’s it?” I said as I hastily pushed the panties into my bag.

“That’s it,” he said without looking up.

“We’re done?”

“We are.”

“You won’t tell Ray about yesterday?”

“Nope.”

I had expected, I don’t know, something else. Blackmail maybe, some sort of demand definitely. Not this. Just nothing.

I should have gone then, I know, but my head was full of flashing images. Of me handing my panties over, of his big veiny cock pumping cum into them, of the way he looked at me in the bar. The way he didn’t seem to give a shit about any of it. About me.

“The video…?” I stammered.

“What video?”

Again, so dispassionate. 

“I…” I turned to look at the open door. 

I knew I should go, but every fibre of my being wanted to stay. A crazy thought pushed its way to the front of my mind.

“Do, do you want the pair I have on now?”

My mouth was so dry I could hardly say the words. I could hardly believe I was saying them.

“Do you want to give them to me?” Joel asked, turning slowly in his swivel chair to face me.

“I, I do, Sir.”

I could feel my face burning up, and my heart thumping in my chest. I have no idea where the ‘Sir’ came from. It just seemed right. The panties I was wearing were beginning to get very wet indeed. I think I wanted him to know that.

“Then take them off for me like the little slut you are,” he said with a calm authority.

So I stood there, in front of this man I had known for years, my husband’s best friend, who I had gone on holiday with, and shared Thanksgiving with. And slowly, nervously, I pulled up my skirt.

I had never been called a slut before, and the effect it was having on me scared me. As my skirt bunched up around my waist, revealing the small black satin panties I had chosen to wear, I was conscious of the damp patch I could feel forming rapidly.

Joel just sat there watching as I hooked my thumbs under the waistband and shimmied the panties over my ass and down my thighs. Reaching my knees, they fell softly to the floor around my feet. Joel watched them fall with a confident smile, then looked up into my eyes. He didn’t say a word, he didn’t have to.

I crouched down to pick up my underwear and stepped forward a few paces to hand them to him.

“Over the desk,” is all he said, clearing his papers to create a space.

I dutifully moved to the desk and rested my elbows on it, my bare ass now pushing back and up, fully exposed. 

“Spread your legs,” he said softly, but with such authority, I could feel my pussy running.

I did as he said and then he was behind me, his fingers spreading my butt cheeks roughly, pushing inside my pussy and my asshole. I let out a long moan, the release of hours, no, make that months, of pent-up yearning. All I could think of now was that thick veined shaft stretching me.

“Quiet,” Joel said and brought his hand down sharply on my right ass cheek.

“Argh!” I squealed as I felt his palm stinging against my butt.

“I said be quiet,” he said, and slapped my backside again, harder this time. 

“Nngh,” I bit my lip doing my best to suppress my need to cry out.

“There’s a good girl,” he said as he caressed my smarting butt cheek softly, his fingers still probing my cunt and ass.

Then he slapped me again, harder and faster, over and over. I had only ever been spanked playfully before, never so intensely like this. The slaps went on and on until I felt my ass cheeks burning.

I knew Joel wanted me to accept the slaps in silence so I did my best to stifle my cries as the pain increased. 

And then, as suddenly as he had started, he stopped. I wondered what he was doing and then I felt him pressing against my pussy lips. They were so wet and eager to be fucked that they opened easily for him. I could picture his cock from the video, but still, his girth surprised me, stretching me like never before.

“Ohhh yesss, yes please,” I moaned as he slid inside me.

“Mmm fuck you ARE tight, my little slut. I can see now what you mean. Ray has been neglecting you.”

“He has, Sir. Please…please fuck me!”

He pushed forward and bottomed out, making me squeal with both pain and sheer delight. He showed me no mercy as he plundered my willing cunt, piling in over and over, the fronts of my thighs painful against the edge of the desk as he slammed into me. He grabbed my hair and pulled my head back as he fucked me relentlessly. I was moaning like a whore as he thrust into me.

“This cunt is mine now, slut. You understand?”

“Oh yesss Sir… please take it. It is all yours!”

Being treated so roughly and called a slut was having the most unusual and exciting effect on my body.

“Your asshole too.”

He pulled out and spread my ass cheeks roughly. He spat on my rosebud and few times and then I felt his knob, slick with my pussy juices and his pre cum, pressing against the muscle.

“No… please!”

It was an instinctive reaction. I had only been penetrated there a few times, years ago, and gently. I had never been taken roughly like this. His hand slapped my ass even harder, this time in clear admonishment.

“Say it.”

Calm authority again, even as he prepared to violate my ass. His hands were pulling me apart, opening my tight hole up, stretching it as he pressed forward.

“Yes. It’s yours. My ass is yours, Sir,” I panted breathlessly. I was nervous about being taken there but so very excited.

“Louder. I can hardly hear you.”

“Please, Sir! Please fuck my ass!” I couldn’t believe I was begging him for it, but I now desperately wanted him to split me open.

My hands scrabbled on the desk, desperately seeking something to grab onto, as his cock pushed inside me. He pulled my hair again, forcing his way inside me as I moaned loudly, unable to contain myself. My feet were slipping on the floor, my body shaking as his knob entered me and his shaft followed, stretching me wider than I could ever have imagined.

I was nothing but his fuck toy now as he grabbed my ass and began to fuck my innocent ass with long deep strokes. There was pain initially, but beautiful pain, the pleasure of my giving myself to him so entirely filling me with such happiness. Then the pain disappeared and all I could feel was a surreal joy as he fucked me like a rag doll.

I came over and over as he fucked away relentlessly, alternating between my cunt and ass. I could hear him grunting, could feel him fucking me deep, and I was sure he was about to empty himself inside me. Then he pulled out and I was aware of him hauling me across the desk.

He turned me onto my back, pulling apart my blouse and pulling my bra over my breasts, baring them. he positioned me so my head was hanging back over the edge of the desk. His cock was at my mouth as and I opened my lips without question.

I had never been used like this. Sex with Ray had always been soft, and sensual. Joel was just fucking my holes without too much care for my feelings, and I loved it. I choked as he pushed his thick shaft down my throat, his hands pulling at my hair again as he violated my last orifice. My lips were on his balls as he pushed in deeper.

He held me there with one hand as his other slapped my breasts, and pinched hard at my nipples. I was struggling to deal with his cock filling my throat but was determined to please my new master. He pulled out to allow me to catch a breath and then pushed back in deep again.

Over and over he face fucked me as I spluttered and gagged. Then I felt his shaft twitching, pumping his cum inside my mouth just as he had my panties. Stream after stream filled my mouth as I coughed and choked, unable to swallow it all. Eventually, he pulled out, spent.

Joel stepped back, leaving me laying sprawled across his desk, my face a sweaty, drool, and cum-covered mess, my ass and cunt gaping from the deep fucking both had received. My ass cheeks stinging from the spankings.

“Get up,” he said in a voice that was neither warm nor harsh.

I did as he said, gathering myself together, and making a feeble attempt to button my blouse and straighten my bra. Joel was still fully clothed, his huge cock hanging out, softening, the only clue as to the hard fucking he had given me.

“What now?” I asked quietly, not looking him in the eye, dreading the part where he would say it had been a mistake, that it was just a one-off. I knew that he had awakened an inner slut inside me that I didn’t want to disappear again.

“You are mine now,” is what he said though, “You’re my slut.”

Christ, being called his slut was such music to my ears.

“Yes. I am. I am all yours, Sir,” I said, still nervous but feeling my body tingling all over, a wonderful warmth radiating from my pussy all across my being.

“On your knees,” he said, not smiling but with a wicked glint in his eyes.

I dropped to my knees in a heartbeat and crawled across the den toward him. I knew my duty now was to serve my new Master, and the first thing he needed was for that wonderful big cock to be cleaned by his little slut.

My tongue licked eagerly at my lips as I crawled on my hands and knees. My pleasure, Sir,