Win or Lose 2-Anniversary Present by reluctantlybi

Rating: 92%, Read 47280 times, Posted Jan 21, 2016

Fiction | Anal, BDSM, Bi-sexual, Blowjob, Boy, Domination, Female, Gay, Hardcore, Humiliation, Male, Sado-Masochism, Submission, Threesome, Torture

“What’s this for?” I asked, showing my wife the four hundred dollar check from her friend Linda.

“Oh, that,” Jean said. “I have to show you something.”

She turned her laptop so that I could see the screen and opened a website with the title “Your Neighbors’ Secret Lives”. I was utterly amazed as she typed in a user name and password to this obvious porn site. I mean, I was the porn aficionado in the family. Under the title was the brief site description ‘All participants in our content wear masks both to maintain their own privacy and to enhance your enjoyment. Feel free to imagine they are your friends and neighbors…maybe they are.’

“You know how you love to post pictures and stories to that one porn site?” She asked. “Well, I decided to expand on that and make some money too. This is Linda’s website.”

This was shocking since she had never seemed very thrilled by my hobby. Not all that shocking that Linda ran a porn website. It still didn’t answer the question though.

“You got money from Linda for…OK, why did you get money from Linda?”

Without a word she clicked on the category BiSexual and scrolled down to a one entitled ‘The Big Loser’. It opened and I got to watch a professionally edited video of my adventure with the unidentified man at Linda’s house. I was completely stunned, a little humiliated and really turned on.

“So we got one hundred each for the video and, for every two thousand new views we get another fifty. It’s Linda’s website. Started it when she was out of work. All the people in the video are people that she knows. Best thing is that she never shows faces…unless people want to show their faces.”

We sat there watching me get fucked in lingerie for a while as I did the math and determined that at least 8,000 people had watched it.

“I’ve signed you up for another shoot next weekend. That first one we did is doing really well and Linda got a special request. You’ll need to watch your diet and get lots of exercise. Plus I’ve signed you up for some tanning sessions and bought you a pair of high heels to practice in. Don’t worry, you’ll love it.”

The phrase ‘signed you up’ had really stuck with me for the next few days…after I got over the ‘high heels’ part. Was she not coming? So I was very nervous as we arrived at Linda’s house on the assigned day. I felt a bit relieved when she settled down with Linda for a drink before Linda sent me upstairs to the master bedroom to ‘get into costume’. The ‘costume’ proved to be almost identical to what I had worn on our previous adventure, a hood with holes for the mouth and eyes, cuffs, collar, corset, garter belt with stockings and a thong. This time however, every item was pure white and there was a pair of white leather high heels. Once everything was on, I took a quick walk back and forth in front of a mirror, a final practice of the strut my wife had had me work on. Not bad, I thought, the tan really worked with the white frilly stuff.

Back downstairs the ladies had donned masks and there were now video cameras set up around them, which meant the show had begun. They ordered me to parade before them and the cameras, which I did as well as I could. With a nod of satisfaction, Linda picked up a small bell from the coffee table and rang it once. Two large muscular men dressed all in black and wearing sunglasses instantly appeared through a doorway. I glanced at them nervously as they moved up on either side of me.

“Take him to the client,” she ordered.

My wife smiled at me reassuringly as they cuffed my hands behind me, strapped a ball gag around my head and attached a dog leash to the collar around my neck. Then they put a large full length trench coat over my shoulders and led me out the door. I looked back over my shoulder and my wife picked up her drink and turned to talk to her friend. ‘Holy crap,’ I thought, ‘she isn’t coming.’

My anxiety grew as they led me into the garage and put me in the backseat of a nondescript four door sedan. One got into the drivers seat while the other took the seat next to me. He also pulled out a small video camera and began filming our trip. We left the neighborhood and were soon on a major avenue through town. I felt very exposed sitting by the window in a white hood and dog collar as we passed other vehicles. We stopped at a traffic light and a woman in the car next to us, after originally looking startled, smiled, pulled out her cell phone and took my picture. I idly wondered what website it would end up on. At another intersection, a partying group of men and women spotted me as well. They laughed, made crude comments and also took my picture. It was humiliating.

Eventually we arrived at one of the larger resort hotels in the area and pulled into a parking lot in the back. The driver opened my door and, when I hesitated, used the leash to pull me out of the car. He led me toward a nearby entrance while the other man followed, camera still running. A young couple came out of the door and stopped as we approached them, smiles crossing their faces. The raincoat didn’t close in the front so they got a good look at the corset, thong, stockings and high heels underneath it.

“Have a good time,” the woman said as we passed, then laughed and kept walking into the parking lot.

The driver pulled out a key card and opened the door. There was a staircase just inside and we took it to the third floor. We ended up at the door to room 333 and the driver knocked three times.

“Come in,” a woman’s voice called from the other side and my escort used his key to open the door before leading my in, his partner trailing behind.

Room 333 was a large, very nice hotel room. There was a living room set on one side and a kingsized bed on the other. Everything was very well-lit and, as I expected, there were cameras scattered around the room. All of the blankets had been removed from the bed and there were ropes and chains laying on the bright red sheets.

A man and woman were seated on the sofa facing the bed. They were well-dressed and, surprisingly, did not have masks on. Both were somewhat older than I was, late forties or early fifties. She was a rather tall, full-bodied blonde and he was about my height but much heavier, not fat just larger. Drinks in their hands, they watched as I was led over to stand in front of them. The driver pulled the raincoat off of my shoulders and then paraded me for them, hands still cuffed behind me, as I remembered to do the stripper strut my wife had taught me. I could see the excitement in their eyes as they looked me over and nodded to each other.

“He’s lovely,” the woman said. “Exactly what we were looking for.”

“Excellent,” my said. “Per the agreement, he’s yours until you’re done with him. We’ll be next door if there are any issues. Where do you want him?”

It was both frightening and oddly exciting to be treated like this, a slave with no say in what happened to me. I was actually trembling at the intent stare of the silent man on the sofa.

“Take him over there and tie the leash to that shelf next to the bed. We’ll get to him a little later.”

The two went back to their drinks as the men followed the instructions and then left the room. The couple sat there, sipping their drinks and talking softly to each other, far enough away that I couldn’t hear what they were saying. From the predatory way they kept looking back at me, I had little doubt that they were planning what to do with me. Finally they set their drinks aside and got up from the sofa. The man walked over to some suitcases on a table and the woman walked slowly over to me.

“It’s our tenth anniversary,” she said conversationally, taking a seat on the bed. “He’s bi but, when we got married he gave up men. I do share a guy with him on some special occasions though. We saw your video and we both just had to have you for our anniversary gift. So we made a deal with Linda and flew into town to celebrate. You should be flattered. In case you’re wondering, we don’t wear masks because we don’t care. We made our money in adult bookstores so being recognized doesn’t hurt our reputations at all.”

The man brought over a large bag and began laying things out on a table next to the bed. There were vibrators, clamps, belts, whips, basically the inventory of a small adult store. Now I was really nervous.

“Oh, and we both love to dominate pretty boys in lingerie,” she said with an evil laugh. “We have such plans for you.”

He tossed the bag aside and pulled her to her feet, kissing her passionately for a long time. Then, hand in hand, they disappeared into the bathroom. As they walked away I heard a faint mechanical sound that proved to be coming from a video camera that was tracking their movements. After they went through the door another camera made the same sound as it turned to point at me. Someone was remotely taping the action, adding another level of humiliation.

As I stood there waiting, the camera slowly moved down to my feet and back to my head. Hands bound behind my back with the short leash tied to the high shelf, I could only fidget nervously as it silently scanned me. There was the sound of a shower running and muffled voices as the people who had rented me got ready.

Minutes after the shower stopped, the door opened and they returned. She led the way, now dressed in a black merry widow that cinched her full waist but left her large heavy breasts and thick patch of dark pubic hair exposed, black fishnets and black high heels. Her husband had an open black leather vest, black leather thong and black leather chaps that left his ass exposed. He was very hairy, a trifle overweight and muscular. In the gay community, he would definitely be a bear.

“You will call us Master and Mistress,” she said loudly. You will speak only when spoken to and do exactly as you are told.”

Then she put her hands on my shoulders, leaned close and whispered, “We like our slaves to struggle, not too much, just enough to add to the fun.”

So when he untied the leash and tugged at it, I pulled back and gave a not-really-fake sound of protest. He yanked harder and gradually pulled me to the foot of the bed. The bed had an intricate wooden headboard with several ropes already tied to various spots. There were two heavy wooden posts on the other two corners at the foot of the bed with a round rail that connected them a few inches above the mattress.

He climbed over the rail onto the mattress and yanked me toward him until I was standing with the top of my thighs against the rail. His wife knelt down and, with a surprisingly strong grip, grabbed my right ankle and tied a rope to the ankle cuff. That rope was pulled tight and secured to the base of the bedpost on my right. She then repeated the process with my left leg before standing and pushing none too gently on my shoulders while husband pulled firmly on the leash. Despite my now genuine attempts to resist, my head and shoulders were soon flat on the bed and my ass was high in the air. I whined as he tied the leash to one of the ropes from the headboard before picking up two belts and joining his wife behind me.

“I told you to do as you were told but you’re being difficult,” the woman said. “Now we’ll have to beat you until you’re more cooperative.”

Without another word, they took positions on either side of me and starting beating my helpless ass. They alternated strokes, seeming to be in some kind of competition to hit my cheeks harder and draw an even more agonized sound from me. The crack of leather on flesh echoed through the room as they created lines of fire across my wriggling buttocks. It was the most remorseless beating I had ever had and it seemed to go on forever, even after I had been reduced to a quivering, moaning wreck.

Just when I thought I was going to pass out, they stopped. The woman sat on the bed next to me and patted my shoulders.

“You’ve learned your place now, haven’t you?” she said gently as she unstrapped the ball gag and pulled it out of my mouth. “You’re going to behave, aren’t you?”

“Yes, Mistress,” I gasped, having no resistance left.

“I’m curious,” she said. “Have you ever had a man’s cock in your mouth?”

“No, Mistress,” I replied, not liking the direction the conversation was taking.

“Excellent. Master does like a virgin mouth. But, first, he really has his heart set on fucking that sweet ass of yours. And I really want to use your mouth first. That’s OK, isn’t it?”

“Yes, Mistress,” I moaned in genuine submission.

Her husband had walked over to stand next to her during our conversation and was now removing his thong, setting his cock free. His wife picked up a tube of lube and slowly began coating his hardening erection with a shiny layer of goo. It was about the same length as mine but I gave out a squeak as it grew thicker and thicker before my eyes. Her fingers could not reach around the base once it was fully erect. And he was going to put that in my ass.

He walked around behind me while his wife pulled some pillows down to lean against. I couldn’t really see him but I soon felt my right ankle being pulled toward the bedpost it was tied to. Then the same thing happened with my left, spreading my legs wide.

“Eat me, slave,” his wife ordered, lifting my head with both hands before sliding her crotch into my mouth.

Her pussy was soaking wet and her clit was very large and very hard. I obediently starting licking as she guided my head to where she wanted it, holding it firmly in place when I jerked at her husband pulling the string of my thong out of my ass and applying cold lubricant.

“No, baby,” she cooed. “ You just concentrate on my pussy. Master knows what he’s doing. Your ass is going to love that thick dick of his.”

I licked and sucked enthusiastically, whimpering a bit as his strong hands grabbed my battered butt cheeks and forced them apart. She was propped up so that she could watch her husband mount me and we both moaned as he pressed the massive head against my opening. Her hands tightened as he slowly forced it in, reminding me to keep servicing her as her husband slowly penetrated my ass. His thick meat spread me wider than I had ever been spread and it was all I could do to keep working on her dripping cunt. Both gave little cries of triumph when his hips made contact with my buttocks.

“Fuck him, sweetheart,” she moaned. “I want to watch you fuck him.”

He growled and followed her direction, pulling out and then slamming back into me, making me grunt into his wife’s pussy at each stroke. She began bucking her hips against my face in time with his thrusts and they soon established a steady rhythm. Soon even I was moaning in real pleasure, a totally willing participant in my own degradation.

Almost without warning, she gasped in orgasm, practically drowning me in her juices as she spasmed against my mouth. She finally went limp and I kept licking as Master slowed his pace but kept on fucking me.

Eventually she slid away and pulled a strap on dildo from the pile of sex toys, sliding it on but never taking her eyes off of us. I turned my head partway around to look at him. The hair on his chest now matted with sweat, his eyes fixed on his cock sliding in and out of my ass. She jerked my head back around and stuffed the head of the dildo into my mouth.

“That’s it, slut,” she moaned. “Suck on it, get it good and wet.”

This was my first spit roast and I had never imagined that I would be the one in the middle of it but I was so far gone that I didn’t care. She made me suck her dick for a couple of minutes, then pushed me away. I wondered what was next as she climbed off the bed and began lubing up her cock.

“Keep fucking him baby,” she said as she joined her husband.

I watched as best I could as she positioned herself behind him, breaking his rhythm as she guided the head of her cock between his thrusting buttocks. He groaned and slammed his cock as deep as he could into my ass, stopping with his hips pressed against me as his wife worked her cock into him. He wriggled against me and moaned as she slid it home. Then he grabbed my bound wrists in both hands and started fucking me fast and hard. They soon had a good rhythm going and we were all grunting in unison as hips smacked into asses over and over again.

“That’s it baby, come for me,” she moaned as Master’s groans grew more urgent, “Fill the bitch’s ass up with come.”

At that he spasmed and I swear I could feel his thick dick pulsing in my ass as his wife enthusiastically humped away at his. I would also swear that she actually came again shortly after he did. Once they finished coming, they leaned against my ass and whispered endearments to each other. Eventually, she pulled her cock out of him and he pulled his out of me. Then they walked hand in hand to the bathroom, his shiny flaccid cock and her still erect fake cock waving in front of them as they passed the bed. I could feel warm fluid seeping into my thong and running down the inside of my thighs, heard the remote control cameras buzz as it no doubt took closeups of my ravaged ass.

After a few minutes they returned, both wrapped in thick white robes, but obviously naked underneath those. She was carrying a wet washcloth and towel that she used to wipe her husband’s jism off of my legs while he refreshed their drinks. Then they ignored me for a while, lounging on the sofa and checking their smart phones. Just when I had decided that they were done with me and were just waiting for those two guys to come get me, they put their phones down and headed back to the bed.

“Don’t worry, slave,” she laughed as they approached. “Master and I are not finished with you. The night is young.”

He unclipped my wrist cuffs, stretched my arms out toward the headboard and then clipped them together again. While he kept a firm grip on my arms, she untied my ankle cuffs from the bed. Then he pulled me over the rail, stretching me out on the bed before tying my wrists to the headboard. They then rolled me over onto my back and the woman tied my ankles to the foot of the bed, leaving me lying face up, arms straight over my head and legs spread wide.

Master and Mistress joined me on the bed, sitting cross-legged on either side of me facing each other. Without a word, they began running their hands over my body, making me shiver and squirm. After a few leisurely minutes of this, they slowly unfastened the multiple hooks that ran up the front of the corset then spent even more time playing with my exposed chest and stomach. As disconcerting as it was to be caressed by another guy, I was soon moaning with pleasure at their touch, my cock straining against the thong that held it back.

Looking each other in the eye they lowered their heads and each took one of my nipples into their mouths. I moaned even louder as they sucked and nibbled away, still stroking my stomach and thighs, ignoring my thong covered penis. The nibbling turned into biting and I jumped and squealed, much to their amusement. Finally they lifted their heads from the now red rock hard nipples and kissed each other passionately.

“The slut likes it rough, honey,” she said. “Let’s see how rough he likes it.”

She grabbed a selection of toys and gave some to her husband and they went to work on me. They really knew what they were doing. They decorated me with a long lines of clothespins up my sides then covered my nipples with others. Strings were carefully threaded through the clothespins and then, at her signal, they were ripped off. I shrieked at the intense pain, which seemed to amuse them. Toys that resembled spurs were run over my skin, leaving red marks where the teeth bit in. They lit candles and dripped hot wax on my now super-sensitive flesh. It went on and on, until I was a sweaty, squirming, whimpering mess.

“He’s a wonderful little slut,” Mistress laughed. “Look how hard he is.”

I guess she was right because my cock was throbbing and desperately straining against my frilly white thong.

She then gave her husband a deep soulful kiss and got off of the bed. She pulled a large plush chair near the bed, shrugged off her robe and sat down.

“He’s all yours baby,” she said. “Happy Anniversary.”

Master tossed away his own robe then ripped the thong off of me with one swift tug. Then he rolled on top of me, his weight on his knees between my legs and his hands on either side of me. I squirmed at the odd sensation of his thick erection and hairy balls resting against my clean-shaven cock. Looking me in the eyes, he slowly lowered his face to kiss me. I jerked my head to the side to avoid it but he would have none of that, using his hands to turn my head back and press his mouth on mine. Master forced his tongue into my mouth, something that seemed even more intimate than his cock in my ass had beenb. It was not tender kiss, it was pure domination. He lifted his head and smiled at his wife, who was playing with herself as she watched. Then he did it again, just to prove he could.

Then Master slowly crawled up my body. I could feel the wet tip of his cock dragging over my stomach and chest. Then it was hovering over my face as he knelt with his knees on either side of my face.

“Lick it bitch,” he ordered. “Lick it all over.”

I obeyed, tasting the salty fluid of another man for the first time, running my tongue over the tip and up and down the warm shaft while both he and his wife moaned. He moved further up and his hairy balls brushed my lips.

“Now my balls, bitch. Lick ‘em and suck ‘em.”

I dutifully did so, exploring his sack with my tongue and then sucking each heavy ball into my mouth. He enjoyed that for a while and then slid back down so that the head was pressed against my lips.

“Now suck me, bitch,” Master growled. “Suck it good.”

Without hesitation I took the huge head into my mouth and tried to swallow the thick pulsing column of flesh. It felt even more unbelievably huge in my mouth and, try as I might, I couldn’t get more than half of it in. I found myself bobbing my head eagerly up and down on it, desperate to please my master, now nothing more than a sexual plaything for a stranger. He growled and moaned, rocking his hips.

“Are you going to come, baby?” Mistress moaned from the chair beside the bed. “Let me know when you’re going to come. I want to come with you.”

His thrusts and breathing grew more frantic and then he stiffened and howled, “I’m gonna come.”

“Oh yeah, baby, I’m coming too,” his wife cried and both enjoyed loud orgasms.

His shaft pulsed and hot fluid jetted into my mouth, instantly filling whatever area wasn’t already stuffed full of cock. Reflexively I tried to pull back but Master grabbed my head and held me in place while he spasmed against my face. I swallowed some of his heavy load and some poured out of the sides of my mouth, out of the corner of my eye I could see a camera obviously focused on this. Good thing I’m wearing a hood, I thought dazedly.

“Keep sucking,” he moaned, holding my head in place until his cock softened. Then he rolled off of me and lay breathing heavily. Mistress got up and joined us, using her index finger to collect some of the cum that had escaped my mouth and playfully feeding it back to me.

“You’ve been a good little whore,” she said. “And you deserve a reward…give him his reward, dear.”

He crawled between my legs and began licking and sucking my cock and balls. I have to give him credit, he proved to be really good at giving head and soon had me gasping and begging to come. Taking his time, he took me to the edge of orgasm repeatedly while his wife stroked her seemingly insatiable pussy. I was starting to think I was never going to be allowed to come.

“OK, baby, make hime come,” Mistress gasped, hand working furiously between her legs.

He wrapped his hand around the base of my cock and rapidly worked his lips up and down, making me erupt in orgasm as his wife cried out in climax yet again. Nothing escaped his mouth as he expertly milked me dry, then used his hands to squeeze every drop out of my used up erection, hungrily licking it up as it oozed from the tip.

The two then cuddled next to me, murmuring words of endearment and ignoring me completely. Eventually they got up, untied my hands and feet from the bed, rolled me over, buckled the gag back in place and cuffed my hands behind my back again. She used the leash to tug me off of the bed and lead me over to the shelf I had been tied to earlier. Meanwhile he had opened the in-room safe and, still naked, walked over with a thick wallet in his hand. He opened it for her and she pulled out a crisp pair of hundred dollar bills, which she folded and tucked into my garter belt. Then they both disappeared into the bathroom again, leaving me standing there.

Within moments the door opened and my two escorts returned. While the one guy filmed, the other untied me from the shelf and put the raincoat back over my shoulders. We left the room and retraced our steps to the parking lot. As we exited the door, four drunk-looking young women were standing outside, one searching her purse for something, probably her room key. The guy holding my leash led me out but gallantly held the door open for them. They just stared in shock at first. The raincoat didn’t hide the open corset, garter belt, hundred dollar bills, stockings and high heels, much less my used-up cock and balls. Then there was nervous giggling as cell phones were produced and pictures taken. I tried to move away, but my keeper tugged firmly on the leash and kept me there. Finally, still giggling, the young ladies filed past me and into the doorway, taking pictures all the way. We made it to the car and back to Linda’s house with no further encounters and my adventure was over.

Rating: 92%, Read 47280 times, Posted Jan 21, 2016

Fiction | Anal, BDSM, Bi-sexual, Blowjob, Boy, Domination, Female, Gay, Hardcore, Humiliation, Male, Sado-Masochism, Submission, Threesome, Torture


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