14 Day Mistress - Pt. 06

Day 12

Letting my wife know that I would be gone for the next three days was not an easy conversation. But by 6:30am I was showered, packed and headed to the airport. I chose a very soft boy short set of panties for the trip. When I got to the truck, on my dashboard was a first-class plane ticket with my name on it, departing at 10:20.

When I arrived at the airport, there was no sign of Eden and I had a little time so I decided I would grab a screwdriver at the bar near the gate. Two drinks later and I headed to the gate. Still no sign of Eden. I boarded group 1 and found my seat in the last row of 1st class by the window. Everyone boarded and, had there not been an empty seat next to me, I would have lost hope that Eden would be on the flight with me.

Then I heard her before I saw her. She turned the corner into first class laughing and flirting with a handsome 30 something young man. She had on a very short skirt, knee high boots and a tight top that hugged her body and left her nipples struggling to escape.

She parted ways from her new friend at the cockpit with a totally flirtations "I'll catch up to you after we take off."

Then she hugged and gave a kiss to the first-class attendant and exchanged words with her. Laughing, the attendant pointed to the cockpit and Eden walked in and exchanged words with the pilots. A few minutes later, she emerged and headed back to join me in the last row. She leaned in and gave me a very warm and sensual kiss. God, I loved the way she kissed. She reached over and pulled on the front of my jeans so that she could peer inside.

Laughing, she said, "I like your choice of panties."

"Thank You", I responded.

Not 30 minutes after we were airport, Eden leaned over to me and said, "I'll be back in a few" and got up walking to the front of the plane.

Laughing again with the attendant, she disappeared back into the service area. A few minute later, the cockpit door opened, and Eden slipped through with the door closing behind her. What the actual hell, I thought. I looked around at my fellow first-class companions and realized that I was the only one that noticed.

I stared at the door for at least a half an hour before it opened, and Eden walked out. Again she met up with the beautiful attendant and disappeared back into the service area. A few minutes later she sauntered back to her seat next to me followed by the attendant. She slid into the seat next to me with a coy smile on her face.

"I have something for you Chastity" the attendant said.

"It dripped out of Ms. Eden and I knew you wouldn't want to waste it" she continued as she leaned over Eden with a cupped hand full of what I knew was pilot seed.

I leaned in and opened my mouth. Smoothly, she lay her small fingers onto my tongue and poured a nice warm load into my waiting mouth. I closed my lips around her fingers as the salty fluid flooded the back of my tongue. Then licked them clean as she slowly pulled them out.

"There is plenty more still waiting for you" she giggled as she turned and walked away.

"There's more" I asked turning to Eden.

"Of course baby" Eden replied.

She ran her left hand up under her skirt and brought it out glistening with cum. I licked her fingers clean. The next time, she came out with a large volume of fluid gathered in her palm. She poured it into her own mouth and then leaned into me and gave me a very sloppy and loving kiss. It seemed to last forever and was absolutely intoxicating.

"I forgot something" she said with a little bit of excited shock. She dug into her cute little purse and pulled out the plug she used on me when she was training me to walk in heels. It was large and long with metal pieces running from top to bottom. She handed it to me a tube of electro gel.

"Run to the bathroom babe and put this in. Use lots of the lube" she instructed.

I left for the bathroom, barely able to hide the large black plug I was carrying with me. Inside the small bathroom, I organized myself so that I could line the lube up with my hole. I knew from experience that I was going to need to squeeze a lot of the lube directly inside of me. Once I was satisfactorily full of gel, I added a little more to the plug and worked into place. Wow, it was so large and deep. If felt like it was resting firmly against my prostate.

The moment I opened the door, I almost collapsed with shock. Literal shock. In front of me, the gorgeous flight attendant was holding the remote with a wicked smile on her beautiful face. Her finger let go of the button and the seizing muscles inside my rectum immediately relaxed. But I felt a wet spot in my panties where my prostate had shown its appreciation. She smiled at me,

"Eden is a little busy, so I'll maintain control for a bit. Go ahead and take your seat cutie."

I set out down the aisle for my seat and couldn't see Eden anywhere. As I moved in to sit down, I glanced across the aisle to see Eden with her head in the lap of her friend from the jetway. As if on cue, electric seizures racked my insides slamming me into my seat. Dear lord it hurt so bad, but the moment it stopped there was a flood of endorphins that gave me a few seconds of euphoria. I shifted over to the window seat but couldn't take my eyes off of Eden.

Anyone could walk by and see what she was doing, yet her comfortableness with it made it seem ok. She almost looked like she was taking a nap in his lap. Her head wasn't moving at all and the only indication of what was happening was the expression on his face. His head was back, and his eyes were closed. But his mouth gave it away as his lips were slightly parted with that expression that everyone knows means he is right on the border of heaven.

A few minutes and Eden was heading back to me. She hopped into her seat on her knees and leaned over to give me a big sloppy kiss. I absolutely loved our cum snowball kisses. And as expected, a few seconds in, my insides were met with an electric tornado. My ability to move my tongue was suspended, but Eden kept kissing me and moving more and more cum onto my paralyzed tongue. She pressed her palm firmly against my cock, pushing it into my stomach.

The stewardess must have been watching, because she was holding that button way too long. I needed it to stop. I needed that relief. But I got the feeling she was enjoying the control. When her finger finally came off the button, I was a puddle. Eden laughed and settled back into her seat. The pilot announced over the intercom that we were making our final approach. Jesus the time flies when you are engaged in total debauchery.

We checked into the Shangri-La Eden let me know that we had dinner plans with some friend this evening and that my makeup team would be in my room at 6:00. My suite was enormous with an amazing view. Placed on the entry table was a bottle of champagne on ice with a glass already poured as well as a beautifully wrapped box. The card on top read

"I suggest you work your way into the largest one for dinner." I knew what was inside without opening the box.

After my shower and prep, I sat in one of the fluffy robes and opened the box. As I expected, there were two plugs inside. They were both huge. The first one was bigger than the largest I had ever used. There were only a few minutes before my hair and makeup would be arriving, so I got to work. When it finally slid past my protesting hole, it took my breath away. But before I had a chance to think, the bell rang.

Four beautiful young Asian women entered my room carrying an assortment of bags and boxes. As three of them began to unpack, the fourth led me to the bathroom vanity and removed my robe. She positioned me with my hands on the vanity stool so that I was bent over. Without a word, she parted my cheeks and pulled out the plug. I gasped, as I had yet to adapt to its size. She quickly began plucking stray hair that apparently escaped my hair removal cream. A few minutes later, the three other women entered to set up their equipment. My rear mistress slid a syringe into my hole and filled me with lube, quickly followed by the re-insertion of my plug.

For the next hour and a half, these beautiful women worked hard on me to create the Chastity that I remembered so fondly from the day before. Before dressing me, my friend from the hair removal came to me with the extra-large plug and a slight smirk on her face. She walked around behind me gently guiding me off the vanity stool. Trying to control my breathing, I placed my hands on the vanity and allowed my sphincter to relax. She pulled smoothly, removing the plug with ease.

Before my muscles could recover, I felt the pressure of the next plug pressing hard against my already gaping hole. At first my body resisted, fighting against the intruder. A soft hand on the small of my back caused me comforted me. I took a deep breath, calmed my heart, and pushed out. The plug moved into its maximum girth. Just before I thought there was no way it would pass inside, there was a painful but wonderful relief as it locked into place. I felt so full. A little cleaning of the leftover lube and then I was led into the main salon where my clothes were laid out on the bed.

My outfit for the evening was a beautiful long-sleeve black lace corset top, a knee length silky black skirt and sexy form-fitting black boots that went past my knees. A sexy pair of black silk and lace panties were the first to go on. They were tight in the front, but parted as they reached my ass, leaving the slit of my ass fully exposed. I got dressed eagerly and when my team was finished with the transition, and I was guided in front of the full length mirror. I was absolutely stunned once again. I looked amazing.

Eden knocked on my door a few minutes later. She looked incredible. A slinky sparkling grey dress with a large slit that ended well past her hip. Her tattoos were on full display and with almost every turn the bulk of one of her perky breasts was exposed from the side.

"Chastity, you look amazing. Nathan told me I would be stunned, but I had no idea how stunned. We are going to have a wonderful time tonight."

At the entrance of an elegant yet sexy restaurant I was introduced to Devon and Archer who would apparently be our dates for the evening. Devon was very tall, probably 6'5" and muscular. Archer was slightly shorter with more of a runner's build. Both were very masculine and exuded confidence but in a gentlemanly way. As we were greeting each other, Devon casually walked up to me and placed a beautiful silk padded collar around my neck. Eden lifted my hair so he could fasten it into place. The collar was so elegant, with diamonds studded every half an inch. But it also felt very secure. Neither of them said a word which made the whole thing insanely sensual.

Dinner started with drinks all around. I did my best not to talk, still very self-conscious of my voice. But my input was not necessary, as the three clearly new each other well. They laughed and joked about old stories and old friends. I was thoroughly enjoying myself just being there. As the plates were cleared from our entrees, Devon's hand slid under the table and softly gripped my thigh. Chills shot up my spine.

As if on cue, Eden stated "Chastity, are you ready for this evening?"

I nodded in the affirmative to which she responded, "why don't you reach over and get a feel for what will be splitting you open shortly."

I was a bit set back by the quick change in the tone of the conversation, but I did as I was told. I slid my hand over and onto Devon's thigh. Slowly I moved it up toward his crotch, allowing my nails to drag up his leg. Way too soon on my journey, my palm met up with the head of what I can only describe as the most intimidating think I had ever witnessed. Slowly I ran my finger along its girth. Just laying inside his slacks, it felt like it was easily over two inches wide and 10 inches long. My face must have revealed my horror and fascination as both Eden and Archer were laughing. I looked up and pulled my hand away.

Devon's hand came around quickly and grabbed the back of my neck turning my face his way. "For the rest of the night, you are my whore, and I am your master. Do you understand?"

I whispered "yes Master."

Devon turned to Eden and instructed her "Prepare her, we will be in shortly."

With that, Eden stood up and motioned for me to do the same. I stood up and followed her. But instead of walking toward the front door, Eden walked further into the restaurant and toward the restrooms. But she walked right past them to the end of the hallway where there was a large full-length mirror. Without saying a word, the mirror shifted and opened.

A large man was holding the secret door open and said "you are in the sanctuary Miss Eden."

She nodded and we walked inside. The sanctuary was beautiful. Roque walls, velvet curtains and various forms of hoops, chains and benches that clearly indicated that dirty things were done in here. One wall held the most exquisite set of whips, paddles, crops, clamps and some items I actually had no idea their purpose. My heart was pounding hard in my chest when Eden said remove your pants and then put your boots back on. I did as I was told. She came to me with a set of padded silk arm and ankle bindings and placed them tightly on me. Guiding me over to an overhead set of chains, she connected each limb to a chain.

She walked over to a hidden control panel and pressed a button. Whirring began and my arms were lifted slowly above my head and then kept going. As they reached their apex, I pressed my palms together and gripped tightly. Then I was lifted off the ground. In unison, my legs were then pulled apart so that I was fully suspended with my arms above my head and my feet were a good 4 feet apart. Then I was lowered back down so that I was once again standing but held firmly in place. More whirring and my wrists were parted placing me in a stretched X position.

Walking around behind me, she whispered in my ear "you won't be needing this any longer, its time for the real thing."

And with glacial slowness, she pulled the huge plug from my ass. As it plopped out, I felt completely dilated. I felt a warm liquid squirted inside me as my muscles tried hard to close.

Just then I heard the door to the sanctuary open and in walked Devon and Archer. Devon began removing his clothes immediately and my eyes were locked on his lower region. I couldn't wait to see this monster that I had so briefly felt at the table. I was vaguely aware that Archer had moved to the wall of torture devices. As Devon removed his briefs, with his ass facing my way, I caught a glimpse between his legs. I shuddered involuntarily. He turned around and my jaw dropped. Just as I felt a stirring in my own crotch, there was a blinding strike across my ass. My head flew backward as I tried desperately not to scream. As the red left my vision, Eden came into view. She was completely nude and with purpose, she walked right up to Devon and climbed up into his arms like a child. She looked tiny in his arms as she wrapped her legs around his waist.

His cock had grown to a solid 10 inches or more. But it was so heavy that it didn't rise more than halfway up so that it was pointing straight out. He reached around her thighs and took his shaft in his left hand. Just then, a hundred leather strips struck my backside with authority as Archer had switched to a long, braided flogger. It stung so badly that my vision felt blurred for a few seconds. I gathered myself as quickly as I could. I did not want to miss Devon sliding into Eden. My eyes focused just in time as only a few feet away, Devon guided the head of his tool vertically under Eden. She pulled her head back and looked in his eyes, her thighs locked onto his hips and lowered herself onto him.

"Thwack" another punishing blow from Archer. I held my focus firm as inch after inch disappeared. The beating on my ass, thighs and legs began in earnest. But my eyes never wavered. A little over halfway down and both Eden and Devon paused. I could see her muscles tighten. Then her head went straight back, eyes closed, and she screamed loudly as she lowered herself all the way down. It was both pain and pleasure. My eyes drifted up to find Devon staring right at me with his cock fully impaling Eden. He gave me an deviant smile and, without losing eye contact, lifter her halfway off his cock and firmly brought her back down to the hilt. She screamed again, but this time with more pleasure than pain. I felt my cock begin to extend out the back of my panties, the head pointing toward my asshole.

Apparently, Archer saw the protrusion and met it with a hard swat. It stung horribly. I begged my cock to shrink, but it wasn't happening fast enough. He struck the tip again and again; wrapping the leather straps hard up between my legs so that the tips of the leather strips made direct contact with my dripping knob. That did the trick. I looked up to find Devon lifting Eden off him as she shuddered. As his cock fell out of her, liquid poured out onto the floor. He had made her squirt through her orgasm. He set her down on the leather couch, still shuddering and holding her pussy with both hands.

With a terrifying look, he walked over toward me, nodding to Archer. I felt Archer moving my ankle bindings up to right below my knees. Another thick belt was placed around my waist and another chain connected in the front. The whirring of the motors began again. My hands were moved together and i was lifted off the floor completely. Then my knees were lifted in front of me as my head was then lowered back down so that I was lying flat but suspended in air. I was at a slight angle so that I could still see down my stomach to Devon standing between my legs holding his still glistening meat. He moved closer to me, staring me in the eyes.

He never took his eyes from mine as he expertly guided his swollen head to its home. I pushed out, my boy pussy begging and pleading. As the head passed inside, I squealed. It was so much bigger than anything I had ever felt. I could feel my heart beating in my stretched walls. He expertly paused with what must have barely been 3 inches inside. My insides were twitching as they tried desperately to get used to their new expansion.

Twenty wonderful seconds later, and Devon began a wonderfully slow journey into me. The pain from stretching had subsided, but the new pain was internal as my insides were forcibly manipulated to make room for Devon. It hurt deep inside my stomach. I couldn't hold my head up any longer and let it fall backward as the last few inches found there way inside. He held me in position, totally impaled, as he gripped my hips to hold hard against him. I needed him out of me. I didn't think I could take it. It felt like I was going to throw up. Sensing my discomfort, he slowly pushed me forward, allowing me to slide down his thick pole until only a few inches were left inside. He paused and then allowed me to swing slowly back onto him. The same pain was there, just a little less intense.

Once again, he pushed me away until only a few inches connected us. A little more quickly this time, he impaled me completely. He pulled out and again he moved all the way inside me. The pain moved into the background, and I moaned softly, welcoming him inside me. Then it began in earnest. He began to fuck me. Not fast, but hard. It was such a wonderful feeling having a cock that could move so far in an out of me. I felt a click on my collar as Archer connected me to the apparatus. This arched my throat in a way that I knew was begging to be fucked. To my pleasure, Archer had one of those long but skinny cocks that are so perfect for deep throating. He slid it inside my mouth, and I worked hard to lubricate it quickly as I knew it was going to be forcefully rammed home soon.

I heard Eden giggling in the background when Devon and Archer paused in position. She climbed up on top of me, sitting on my stomach with her bare wet pussy. Soon everyone began moving in unison. Devon set the pace as he dramatically pounded my ass, forcing Archer's cock all the way down my throat. The pace quickened and I could feel Eden masturbating as she road me like a bull. Her moans and screams were broken only by a wet orgasm as she spewed all over my chest. This was apparently too much for Archer as he was clearly coming close to climax.

Eden yelled at him "cum down her slutty throat. Stop babying her. Fuck her mouth hard baby. Make her feel your cum."

I hear slaps as I felt her hitting him with fists and open hands. He was moaning loudly and fucking my face with absolute rage. I hadn't taken a breath in over a minute. Devon's monster was still inside me, but he had stopped fucking me in deference to Archer's fury. Eden's screaming and slapping was psychotically intense and sent Archer over the top. He exploded inside my mouth and down my throat. He fucked my throat rabidly as cum poured from him in waves. I swallowed repeatedly, trying hard not to let any spill onto my makeup. I was successful as he finally pulled a clean cock from me and stumbled away.

While I was sad to feel his cock leave my mouth, that emotion was quickly replaced with extasy as Devon reminded me why I was here. His rock-hard member slammed into me all the way to his balls. I gasped as it completely took my breath away. Devan's gentleness was gone as he pounded my gaping hole. I could hear his hips slap against my ass cheeks. I could feel my internal organs bouncing around inside me. I was so vulnerable and so taken. At one point, he pulled all the way out of me. I whimpered loudly in protest, hoping he hadn't cum. I wasn't finished. I needed more. He began slapping my wet and gaping hole with the head of his cock and then with his hand.

I was suddenly aware that Eden was no longer on me, but was standing above my head. She grabbed my collar, straddled my face and locked my mouth against her sloppy pussy; holding it firmly with her closed thighs. She had the flogger and was spanking my gaping hole hard, alternating with Devon. Without warning, I was speared once again. He fucked so intensely. I could feel his cock straining against my tight walls. I sensed his passion as his hips met me with every thrust. Eden was nearing climax and I sensed Devon was not far behind. As we approached the crescendo, Eden's screams got louder and deeper. The strikes from the flogger became hard but erratic. And a deep rumbling came from Devon. I needed their satisfaction more than anything in the world.

My brain and my body was completely melded into their orgasms. Eden came first, twitching and squeezing; flooding my face with her juices. She fell off of me and I took a deep breath as I leaned my head up to try to find Devon's eyes. We locked onto each other just as he reached heaven. He never blinked as he poured wave after wave of wonderful seed deeper than I ever though possible. I was at the height of ecstasy watching the pleasure in his eyes and the release flow through his body and into mine. With slow grinding strokes, his orgasm came to an end. I didn't want him to leave. I wanted to lay with him inside me until I fell into a blissful sleep. But that wasn't to be. He finally blinked and my head fell back with exhaustion. I had tears in my eyes as inch after inch slowly retreated until finally, he was gone.

A warm mouth, I somehow knew to be Eden's, soothed my stretched hole. The motors whirred again as I was lifted back upright. Eden's mouth never faltered. I couldn't feel it, but I knew Devon's passion was flowing from inside. She knew I would be devastated if I didn't get to taste the fruits of my labor. And when nothing was left inside, she pressed her tiny naked body against mine and met my lips. The cum flowed around my tongue. It was too much for me. I felt my cock seize in orgasm as Eden and I kissed for what seemed like an eternity. When we finally parted, the men were gone.