Author's Note: My 2nd story. Please enjoy, I am working on a second part.


Chapter One

On occasion I need to travel for business and it has been a blessing over the years to do so. I have seen most of the United States in my travels and hope to see all fifty states before I leave this world. But a recent trip to Texas had a benefit that I hope will continue.

To begin, I am 57 years old and not in the best shape in the world. I have enjoyed BDSM over the years visiting Professional and Lifestyle Dommes who have put me through my paces. I have learned so much from them all but cannot visit as much as I would like due to work obligations and finances. To keep my brain active, I started to write short stories based on some of my visits to the Dommes I have served. Having done a few of these, I quickly ran out of ideas for stories and was stuck on what my next story would entail. I was sitting in the back of the plane on my return leg to Seattle from Dallas. The plane was surprisingly empty and I had everyone in front of me and no one behind. I pulled out my laptop and started to spool up my word program. I started to put a few ideas down and began to slowly build a story that was starting to get me excited. I became so involved in the story I didn't notice the flight attendant was there to offer me a snack and a beverage. She was looking at the screen and had a quizzical look on her face. I pulled the screen down and smiled at her, letting her know I needed some water only. Water with ice was placed on the tray and they finished their food service after I was served. Once they were done, I started back into me story. I had gotten a few paragraphs in when I felt a presence nearby and saw the same flight attendant again near my row.

I should describe her to you. Her name on the name tag was Teresa. She was African American and was very pretty. She was about 5' 10" and very shapely. She worked up and down the aisle with a confidence that I recognized from many Dominant Women I have served in the past. She was looking down at me with a coy smile. "You know, what you have on your computer is not for public consumption. You should keep your kinky perverted ideas to yourself!" I was taken aback and started to apologize when she told me to be quiet. "Shut down your laptop and stow it away. I will deal with this situation in a moment after I speak with the Captain!" As she turned and walked up the aisle, I knew that I was in a certain amount of trouble here. I quickly put away my laptop and stowed all my other items I had taken out. I sat in my seat wondering if I could be prosecuted for writing up a BDSM short story at 33,000 feet but I sure didn't expect what came next.

When she returned down the aisle, she had a blanket in her hands. As she got to my seat, she addressed me "Undo your seat belt and place your hands by your sides and do it quickly." I was a bit stunned but did as directed. She then grabbed the belt and buckled it over my hands, sort of a bondage move but I could certainly get my hands out. She put the blanket down and then pulled out some zip ties. She placed one around my right wrist and the seat belt and tightened it down. While she was doing this, her breasts were in my face and her perfume seemed more present that I had thought before. Then my left wrist received the same treatment and I was secured to my seat. By my calculations there were at least two more hours before we landed and I wasn't going to be moving until she released me. She placed the blanket over me, covering my bondage and to anyone passing by it looked like I was wrapped in a blanket taking it easy. She looked at me and said "You will stay here and think about what a bad boy you have been while on My flight. If I could gag you I certainly would but that would bring too much attention to your situation. Where is your laptop?" I told her it was in the overhead and she reached up to get it. She asked my computer password and I delayed answering. She reached under the blanket, grabbed a handful of my balls and started to twist. "What is your password?" She asked again and this time I told her. She went in the back with my laptop and left me bound in my seat.

A few minutes later, she came back with my laptop and placed it back in the overhead bin. The flight proceeded calmly from there with only Teresa and me knowing I was bound to my seat. A few minutes later I dozed off and was awoken by the announcement that we were beginning our descent. I sat up and wiggled my wrists but I was still secured to the seat belt. As the other flight attendants got the cabin ready for arrival, Teresa came back to me with some large finger nail clippers. She took off the blanket and clipped each zip tie to release me from my bondage. She told me to put the zip ties in my pocket and take them home. I did as instructed and a few minutes later the plane landed. As I was leaving the plane, Teresa was at the front of the plane with the captain thanking the passengers. I thanked them both and as I was leaving, Teresa gave me an envelope. I put it in my coat pocket and went to get me checked bag. Once at baggage claim, I opened the envelope and this was the note inside:

"you were a good little boy on the flight and complied well with my demands. I like to play in BDSM and from what I saw on your laptop you need to have more experience to make your stories more realistic. My e-mail is on the back of this card and I will expect a message from you on whether or not you will submit to me for training."

I was stunned! This couldn't be happening to me, could it? Why would a beautiful young woman want to take on a broken down old man and train him to serve? I only knew I had to respond to the e-mail as soon as I could.


Chapter Two

I was late getting home and was tired form the long flight so I went to bed. I awoke early and immediately went to my home office to send an e-mail. I thought about the structure and proper address for what could be a new Domme for me to humbly serve. The more I tried to write something, the worse it got. I couldn't believe that I was fumbling on writing a good e-mail. Finally, I just decided to be honest. I wrote that the possibility would be exciting but I could not fathom why someone so young and beautiful would want to spend time and energy on an old man. I didn't know what type of response I would get but I didn't have to wait long. An e-mail came back and read like this:

boy,

Good job on returning my e-mail promptly! I will be honest with you, I like to play with older men as I find them more compliant and willing to submit to my terms than most men my age. From your stories, I can see we have similar interests and I know we would have tremendous fun together.

I do not have a dungeon as of yet, but we can play in a downtown hotel. You will book a room for this Wednesday night and will check in by 4:00 PM. You will text me your room number and I will arrive by 5:00 PM and we can begin. By sending me a reservation confirmation I will know that you have accepted this and your training can begin.

Mistress Tessa

I thought for a few moments and reflected on what this could turn into. She wanted someone compliant and willing to submit, I could see many fantasies come to fruition. I quickly booked a room at the Crowne Plaza Seattle and sent her the reservation number. Her response was this:

boy,

Once you have arrived at the room, lay all your toys out on the television stand in proper sequential order. Strip off all your clothes and wear only a pair of white lace panties. Text me the room number and wait on the floor on your knees until I arrive. You will not masturbate at any time until given permission by me and only me! you will receive further instruction upon my arrival and we will begin O/our journey together. Until then boy!

Mistress Tessa

I found myself nervous and excited for what was to come and realized that I needed to get my stuff ready for next Wednesday.


Chapter Three

Finally, the long wait until Wednesday had arrived. I made my way to the hotel, parked and went inside to check in. Because I was a platinum member in their frequent customer program, I was upgraded to a two room suite, which I hoped Mistress Tessa would appreciate. Once in the room, I laid out me toys and made sure all was ready. I stripped off all my clothes and pulled on the new white lace panties I had purchased for the occasion. Now, the text! I texted Mistress Tessa the room number and received a reply that she would there promptly at 5:00 PM. I kneeled on the floor and tried to wait patiently but it was impossible with all the scenarios going through my head. Finally a knock on the door!

I leapt to my feet and went to the door. I opened it and Mistress Tessa came in, pulling a large roller bag. She looked me up and down and then started for the bedroom, motioning me to stay put. Moments later, she came back out with some leather restraints, a hood and a small length of cord. I was told to place the cuffs on my wrists and ankles, use the cord to tie up my cock and balls and the place the mask over my head but not to lace it. Once done, kneel in the center of the room and wait for Her to come back for me. She turned and went to the bedroom and closed the door. I quickly complied and then kneeled back down on the floor and waited. About 30 minutes later the door opened an out walked Mistress Tessa. She was dressed in a leather bustier that covered Her midriff but left Her breasts perched on top. I was mesmerized by Her breasts! Full, large nipples that were erect and very plump. She wore black leather panties that were crotch less and attached to the bustier were black stockings. The stocking led down to three inch heels in black patent leather. She had a leather riding crop in Her hands and was tapping it all around my body. I was told to stand up and when I had, my wrists were clipped behind my back. At this point, Mistress Tessa started to lace up the black leather hood on my head. I was starting to feel the confinement when She laced the final knot and then started to place something around my neck. The collar was buckled tight and I heard to click of a pad lock. "Once the collar is on, you will only speak when directed to boy" She said. She clicked a leash on the collar and led me to the bedroom and what I saw next took my breath away!

The covers had been removed and there were straps for a four point tie down on the king size bed. Floggers, crops, clamps and any assortment of toys you could think of were laid out and ready for use. Compared to what I brought this must of packed Her suitcase to the brim. But before I could take it all in, She pulled me over the where my toys were and pushed my head down to the table level. Without a word, She pulled down my white panties and started to press a butt plug up my ass. There was plenty of lube and I relaxed as much as possible and after a few tries, the smallest plug of my set was firmly in my ass. She pulled me up and turned me to face Her. A slight smile came over Her lips and She began to rub my engorged penis.

She kept rubbing and stroking my cock until the hardness was almost painful. She looked into my eyes and started lightly kissing my lips. I had a lot of stories in which I placed a lot of emphasis on kissing and She was driving me crazy with both actions at the same time. The kissing became more and more passionate and I was beginning to get light headed. As She kissed me She stopped caressing my cock and started to play with my nipples. Caressing and playful pinches led to stronger pinches and all of a sudden She pinched and pulled both nipples at the same time. I started to scream but Her mouth was on me and kept it inside. My nipples were beginning to really hurt when She suddenly let go and pushed me back. My head was spinning and this was getting me really worked up. She went over to the table and grabbed some clover clamps on a chain and approached me. She put a clamp on each nipple and they had a certain sting to both. Just as I was getting used to the sting of the clamps, I felt Her removing the white panties from me. She led me to the bed and undid my wrists from behind my back. She said "Climb on the bed, lie on your back and extend your wrists and ankles to the tie down points you see.." I quickly moved into position and She expertly had me bound and stretched on the king size hotel bed. She climbed on the bed and lay next to me. In an idle fashion, She started to stroke my cock and lean Her breasts ever so much closer to my mouth. The temptation to lick Her nipples was excruciating but without permission to talk unless spoken too and no word from Her, I knew it was at that time forbidden fruit. As She played with my cock, I could feel myself get harder and harder but there was nothing I could do. Her teasing abilities were unmatched to anything I had ever experienced.

After a few minutes of that, She got off the bed and went to the dresser to grab something. She came back with a bottle of water and a small cup that had what looked to be a pill in it. "Open wide, boy" she said and when I did She placed the pill in my mouth and gave me the water to wash it down. Once complete, She left the bedroom and closed the door. As I laid there, I wondered what would be happening next. Suddenly, I could hear Her talking in the other room which I assumed was on the phone. As I tried to listen, I had a curious feeling in my cock. As hard as I was, it seemed to be getting harder, almost to the point of being uncomfortable. She returned to the bedroom and looked over at me and smiled. "I see the Viagra is working nicely" She cooed and turned back to the dresser. She returned to the bed side with a number of condom packets. She opening them one after the other and placed them on my cock until I had four of them covering my turgid member. She reached up and pulled on my nipple clamps and I sucked in some breath as the pinch became stronger and stronger. All the while my head was spinning and She was taking Her sweet time building me up for what I didn't know! Bound to a kingsized hotel bed on the 23rd floor with a gorgeous Domme doing with me as she pleased, this was going to make an incredible story. She finally let go of the chain and I tried to catch my breath when I heard a knock at the door in the main room. Who in the world could be knocking on the door and what could they possibly want?

She climbed up off the bed and pulled on a robe from the closet and cinched it tight. She left the bedroom and closed the door. I heard some voices but could not make out what was said. A few minutes later, She returned and took off the robe. "I hope you don't mind, I ordered some food. I am famished!" She said. I was hungry as well but following instruction I did not say a word. She went to the spot where I had my toys and brought something back to the bed. She undid my ankles and told me to lift up my legs. Once they were up, She pulled some more restraint leashes and clipped them to my ankle restraints, holding my legs up and leaving my ass exposed. She took out the small plug and then started working in the next size. I have never been able to get this one in and She magically seemed to slide it in without any trouble. Letting my legs down and refastening to the other straps, I had a full ass and a very hard cock. She climbed on the bed and straddled my groin. She spread a little lube on my condom covered cock and started to work Her way back and forth on my cock. With the condoms I could feel very little but She was certainly getting more and more aroused. Back and forth She rubbed Her pussy and clitoris over my cock and rapidly started to gain steam. As She got more and more aroused, She grabbed the chain connecting my nipple clamps and pulled. Then She leaned forward and with Her engorged nipples near my mouth, She said "Lick and suck my nipples boy and do it quickly!" I complied and tried to position my head to lick at those delicious dark nubs. Finally getting one in my mouth, I licked and sucked as much as I could before working my way to the other one to service it as well. I could feel Her tensing up and knew Her first orgasm was approaching. Her speed picked up and then She went over the edge, cumming and cumming while frantically rubbing Her pussy on my cock and pulling harder and harder on the nipple clamp chain until they came off! Wow, did that sting but with a mouth full of nipple, I did not scream out. Back and forth She went until Her pace slowed and She slumped down on my chest to catch Her breath. I was so incredibly horny and would have done virtually anything to please Her at this point. So far, the trip I was on was more than I could have possibly imagined.

After a few moments, She rose off my body and went into the bathroom. When She came out, I was released from my bonds and told to stand up at the foot of the bed. She clipped my wrists behind my back and placed the leash on my collar. I was led to the living room and once there, She placed a spreader bar on my ankle cuffs and had me kneel by the table in the center of the room. She tied my wrist cuffs to the spreader bar, forcing me to kneel lower. My head was a sweaty mess under the hood and I was starting to make my way into subspace. On the table was a single table setting with some appetizers and other food. She loaded Her plate an started to eat. Every few bites, She would pick up a morsel and place it in my mouth. After She had Her fill, She placed a small plate with a few scraps on the floor and told me to eat up before we continued. Being bound as I was it was a struggle but I managed to get something to eat before She took away the plate. I was certainly grateful for the food to replenish some energy that had been expended and was curious as to what would come next!


Chapter 4

With the meal done, She undid the connection to my spreader bar and had me stand up. If you have ever tried to do this while you are bound and have a spreader bar attached, you know how difficult it is! After a few minutes, I was upright and waiting my next instruction. She went into the bedroom and came out with my biggest butt plug. I have never even come close to getting this in my ass before and a strong sense of dread came over me. She pulled the leash over to the table and pulled me down so I was bent at the waist and my ass was exposed. She took out the medium plug and lubed up the large one. She started to press it in with some circular motions and I tried as hard as I could to relax. Just when I thought my ass would be split by this monster, it popped in and I had the largest thing up my ass ever! She went into the bathroom and cleaned up and then came back out to the living room. She led me to the large recliner near the open window. She sat down and told me to get on my knees in front of Her. As She settled in, She grabbed me by the collar and led my face to Her vagina. "Now, let's see what kind of pussy licker you are boy!" I needed no more encouragement and started to lick Her lips hungrily. As I worked to please Her, She started to smack my ass with a riding crop. The more I licked the more She would smack my ass until it was getting uncomfortable. Over and over again the crop landed on my ass as I licked her pussy. I worked as hard as I could to bring Her off, but I couldn't seem to get Her over the edge.

She rose from the chair abruptly and pushed me away. With my hands clipped fimly behind my back and a spreader bar between my legs, I didn't bend or flex very well. She stormed in the bedroom and I could hear Her rustling around. When She came out She came over to me and grabbed my collar to pull me up. She pulled me over to the table and ran a small cord through the ring on my collar and tied me off to the leg at the opposite side. I was bent over and very vulnerable. She went behind me and I could feel Her taking out the plug that I had in my ass. Then I felt latex covered fingers spreading something cool in and around my ass. I was about to experience something new and that was to be pegged!

Without a word of warning, She started to penetrate my ass. Bit by bit, She worked in the dildo until I felt a fullness that I could not believe I could accommodate. Once all the way inside me, She started to slowly work it in and out of my ass in a rhythmic fashion. I couldn't believe that I was getting experiencing all the things I had fantasied and wrote about all in one day! Back and forth, in and out, round and round and I was falling deeper and deeper into subspace. My head was spinning, I felt like I would pass out from all the things that were happening to me when something changed. The dildo in my ass started to vibrate! She was expertly pegging me and soon I felt a strange slow dribble as my cock started to leak out into the multiple condoms that I still had on. I could hear Her panting as well and from the sound of it, She was close to cumming again.

So there I was, tied to a table in an upscale Seattle hotel room being pegged by a beautiful Domme with multiple condoms full of my own cum. I was physically and emotionally exhausted. I felt Her pull out of my ass and go to the other room. Still tied to the table, I couldn't move. She came back and untied cord that held me hostage. I stood up and She came around the table. She pulled of the condoms and when She got the final one off, She held it to my lips and started to pour my recently released seed into my mouth. I swallowed it all and it took some doing to do so. Once that was done, She led me to the bedroom and told me to lie on the bed on my stomach. I uneasily worked my way on the bed and when in the center, She pulled up my spreader bar and tied it off to the wrist cuffs, putting me in a modified hog tie. She came around in front of me and placed a gag in my mouth as well as a blind fold over my eyes. Then, ear protection came over my ears effectively making me dumb, deaf and blind. I laid there like this for about what felt like an hour. My cock was still hard as a rock and with a little motion on the bed in my tied state I was getting close to cumming again.

Suddenly, the ear muffs were pulled off and I was told to stop moving. The hog tie was released and She helped me up and off the bed. The spreader bar was taken off, my ankle cuffs were removed and the gag taken out of my mouth. Mistress Tessa then spoke "Congratulations boy, you have done well for your first time. I need to leave now but I have left you instructions on where W/we will go from here. I will take off your wrist restraints but leave on your blindfold which you will not remove until you hear the door close. You will shower and get dressed, then you will read the letter I have left for you in the other room. Do you understand?" I spoke for the first time in hours it seemed, "Yes Mistress Tessa, I understand. Thank You for Your precious time." She replied "you are welcome boy, be well." I felt Her behind me and my wrist restraints were taken off. I was then left standing there and a few moments later I heard the door open and close. I took off my blindfold and saw a messy bed but with the exception of my toys and the blindfold, there was nothing to show that She was even here.

I took a shower and cleaned up. My nipples were very sore and the hot water was difficult on them in the shower. I came out of the bathroom and started to get dressed but my underwear were missing. In there place were some red panties which I assumed I was to wear. Once dressed, I cleaned and packed up my toys before reading Her letter.

"boy,

For your first time with me you were adequate. your pussy licking skills need work but you are submissive enough that I feel you are trainable. From now on, you will wear panties like I have left you and you also need to get a well fitting chastity device to keep you safe from yourself. As I am going out of town tonight, I will let you know when and where W/we will meet again. Next time, maybe I will bring some of my fellow flight attendant/Domme's in training to assist in your evolving training."

Until then,

Mistress Tessa


Chapter 4 (added: 2017/09/08)

It had been a few weeks since my last service to Mistress Tessa at the downtown Seattle hotel. We had shared a few e-mails back and forth with some tasks for me to accomplish. The worst part was finding a decent fitting chastity device but the CB 6000 I purchased seemed to be working ok without being able to get it off unless it was unlocked. I would wear it off and on to get used to it but having possession of the key meant it wasn't really enforced chastity. I continued to think about my Nubian Mistress often and hoped we would meet again soon.

Sitting in my office working on a sales spreadsheet I was jolted by my e-mail alert. Mistress Tessa! I quickly minimized my spreadsheet and opened Her e-mail. There was an attachment and I wanted to open it but felt it would be wiser to read Her e-mail first:

boy,

I hope you are well and in good spirits. If you haven't yet opened the attachment, wait until you have read it all the way through before you do. I will be flying to Boston in two weeks and you are directed to be there as well. you will book a room at the Intercontinental Hotel, a two room suite as last time. Arrive on Friday and book the room for two nights. Bring all your toys; make sure you are locked in your chastity device using a numbered lock. you will do this today and take a picture of it and send to me so you cannot masturbate until we meet. you will book on Flight #677 and take a seat as far to the back of the plane as you can. There will be two flight attendants on that flight who are my Mistresses in Training but I will not tell you who they are. you will just have to guess and wonder until they meet you later that night. Make sure to wear your red panties as well. Do as directed and it will be the time of your life! Now, before you lock up My cock, look at the attachment and masturbate to what you see.

Mistress Tessa

I then looked at the calendar to confirm the dates. I could make it work and thought about booking the flight right then but forgot about the attachment. I clicked on it and a video came up. The camera was focused on a subject bound to an odd looking device. His arms were secured and his ass was protruding up and his legs were also bound securely to this chair. The camera panned back and forth and when it went behind the man, it showed he was wearing a chastity device over his manhood and a butt plug in his anus. He seemed to be squirming a bit but the volume was too low to hear anything. The camera panned back and Mistress Tessa came into view. She was wearing all black leather bustier, lace bra, stockings and black heels.

She had that nasty riding crop in Her hands and was moving to where the man's head was. She worked herself into the chair and placed Her Pussy in front of the man's mouth. The person with the camera then worked around front and then I saw it! The man had a hood over his head covering everything except his nose. Attached where his mouth was a black 8" dildo. Mistress Tessa reached down and as She guided it into Her Pussy, She said aloud "Pay attention boy, you may learn something". She guided the dildo into Her Pussy and started to work on it back and forth. I pulled Her penis out of my pants and started to stroke for what would be my last orgasm for a while. Back and forth it went and I found myself matching the strokes until I spilled my seed all over my keyboard. The video stopped and I went to clean up. I knew I needed to make reservations quickly but more importantly, I had to get my CB 6000 on and closed and the e-mail sent to Mistress Tessa before it got me in trouble.

Two Weeks Later

Finally the day came. I was at the airport and checked in for my flight to Boston. Nonstop all the way and I wasn't sure who my new Mistresses would be on the flight. They called my row and I made my way on the plane. As I approached the door, I was met by Mistress Tessa! I said hello and She said welcome aboard, sir. I made my way down the aisle as fast as the people in front of me would allow to me seat. I placed my carry on in the overhead and sat in my aisle seat. At this point I started to size up the flight attendants on my flight. There was a tall, thin blonde whose name tag said "Amy" that came my direction first. Next, an older shapelier brunette named "Patrice" and the last attendant in the main cabin hadn't shown herself yet. I buckled up and watched the two that I could Mistress Tessa was working the first class cabin on this flight and I knew I would not be seeing Her until we landed.

Then before I knew it the cabin was full, the doors closed and cross checked and we were on our way to the tarmac. The made the usual announcements and checked our seat belts and then we were in the air heading east. I settled in with a book on my Kindle before switching to my iPad for some movies I had downloaded. As I was reading my Kindle, the started to make their way forward with the drink and snack cart. I had taken a moment to pre order a particular item I enjoy and new it would be there soon. When they came to me I saw Amy in front and Patrice had gone back to the station in the back and the other flight attendant came forward.

The other attendant was Asian and here name was Yuki. Medium height with perfectly proportioned breasts and ass seemed to be at my eye level. It was loud on the plane as it usually is and she bent down to say something to me in a lower tone than normal. "Are you the "boy" that ordered the fruit platter?" Right then and there I knew she would be one of my tormentors once I was situated in Boston. I pulled out my credit card, paid for my food and placed it on my tray. She smiled letting me know that I was in for a wild weekend in Boston!

They finished the drink and food service and dimmed the lights for the long flight to Boston. My chastity cage was becoming uncomfortable and the thoughts racing through my mind were making the cage tighter and tighter. I needed to use the restroom, so I got up and went in. Having to pee sitting down wearing a CB6000 on a Boeing 737 is less than comfortable. I finished and cleaned up and when I came out, Yuki was there in the back galley alone. She motioned me back and pushed me into the corner. "Are you wearing your cage, boy?" she snarled as she reached down and grabbed my crotch. She got a hold of my cage and started twisting it around a bit, increasing my discomfort. "Good, you followed directions! Mistress Tessa said you had potential, we will find out this weekend". I stood stock still, not knowing if I should stay, sit or what. Finally, she said "Go back to your seat and think about all the fun we are going to have this weekend. I know my strap on skills will become better after dealing with your ass"!

I went back to my seat, mind reeling and hoping the jet would get to Boston quickly. Sitting down, I was hoping I could take everything that seemed to be coming my way this weekend.

We landed in Boston without incident and I got ready to deplane. Working my way up, the flight attendants were courtesy and I was left wondering if I would be pleasing and serving all four of them. I was still confused as to why Yuki had outed herself to me but forgot about that as I made my way to baggage claim. Once I secured my bag with all my toys in it, I contacted an Uber and got a ride to the hotel. It was a grand place and I approached the front desk to sign in. Once we had all of that accomplished, I turned to go the two room suite I had booked and suddenly was called back to the front desk. They asked my name again and when I replied, they said they had a package for me. I was handed a box and looked on the front to see if was from a "M. Tessa" and to open it once settled in my room. I headed for the elevator and made my way to the 6th floor where my room was situated.

Once inside, I prepared the room for the weekend. All my clothes were hung up, panties laid neatly in the drawer, the crotch less pantyhose were put out as directed in a recent e-mail and my toys lined up as directed. Once all of these tasks were completed, I opened the box from my Mistress. Inside was a brand new never been used dildo and head gear set. I was excited to be using this as it was a huge fantasy of mine and wondered how many Mistresses I would get to use it on. Laying it down gently, I texted Mistress Tessa my room number and that everything was ready for the weekend. I then stripped off all my clothes with the exception on my panties, and made sure all was ready. Trying to stay calm wasn't an easy task and I was failing miserably at it for sure. Soon I would be in the middle of a group of Dominant Women and I secretly hoped I would be up for the task. Moments later, my phone chirped signaling I had a message. Mistress Tessa sent a message that said to unlock the door and go in to the bedroom and kneel to wait for Her arrival.

After an hour, I heard a knock at the door. I rose and went to open it and there was Mistress Tessa with Her ubiquitous suitcase coming in the suite. She came in and took the suitcase to the bedroom. I went to the middle of the room, kneeled down with my hands palm up on my thighs and eyes downcast. After a few minutes She came out with wrist and ankle cuffs, spreader bar and some rope. She threw down the cuffs and I moved to put them on. Once they were fitted properly, She cuffed my ankles to the spreader bar, clipped my hands behind my back and roped my wrists to the spreader bar. After this was completed, She went back in the bedroom and came back with a collar. This one was different as it was wider and more shaped for posture training. She put it on me and my movements were very restricted. Once completed, She pulled up a chair in front of me and started to question me about the flight. "Was it a pleasant flight, boy?" Yes Mistress, it was," I replied. Did you guess who will be the two Mistresses who will be joining us?" She queried. "Well, Miss Yuki for sure and I think Miss Amy but that one I am not sure" I replied. She immediately got a strange look on Her face. "How could you possibly know it was Yuki?" She asked. "Well, as I came out of the bathroom, she pushed me back into the back galley and grabbed my cage to make sure I was wearing it. She gave it a few good twists as well" I replied. Mistress Tessa seemed to be upset and I was wondering why. She stood still for a few minutes lost in thought and then got up to go back into the bedroom. She came out with a blindfold, ball gag and ear muffs. Once all these items on me, I had only tactile senses to deal with my surroundings. I felt the air around me move but really couldn't sense anything.

I guess I was like this for about 15 minutes when I felt hands on my nipples pulling and playing with them. This went on for a few minutes and then I felt the clover clamps I had brought being placed on each nipple. I worked to control my breathing and stay even keeled but then I felt the fishing weights being placed on as well. I felt the rope being undone from my wrist cuffs and a pair of hands on each side helping me up to a standing position. The spreader bar was removed and a leash was placed on my collar. I was led to somewhere in the suite, the blindfold not allowing me to know where. The gag was taken out and the blindfold removed and what I saw before me was amazing. Flight Attendant Amy was there wearing a corset/bustier with Her breasts exposed. Attached to the garter straps were beautiful hosiery that were starting to challenge my CB6000. She was holding a riding crop and was wearing a strap on and harness. But next to Her was Flight Attendant Yuki. She was naked but wearing wrist and ankle cuffs like me. She had nicely formed breast with dark nipples and the lightest pubic hair I have ever seen. She seemed to be scared and I was wondering why she was in restraints like me. Mistress Amy and Mistress Tessa were both Domme'd out to the maximum but Yuki looked like a submissive. All this was going through my brain and while I tried to process all that was going on, Mistress Tessa started to speak.

"As you can see boy, you were right about Mistress Amy. you were close to being right about this slut once known as Goddess Yuki. But she made a big error. Amy and Yuki were both told who you were but were under strict orders to not engage you in any way until W/we arrived in Boston. Her actions on the plane were not that of a Domme in Training and I have decided to punish her with a demotion to sub yuki. you will both spend the next two days serving Me and Mistress Amy. Time to get to work!"

At this point, Mistress Amy came over to me, grabbed my leash and led me back to the living room area. I followed behind Her, mesmerized by Her delicious derriere and sexy walk. The collar made it hard to look down but I could feel my cock getting hard or at least it tried to in the cage. Once to the table in the dining area, Mistress Amy stopped and turned around. She looked me up and down, seemingly to size me up. Her breasts were about a C cup, brown nipples that were very hard and the seemed to be calling out to me to lick them. As I looked down, I could see She wasn't wearing panties but the strap on harness was there with a medium sized strap on. I wondered when that would come into play. She climbed up on the table and lay back with Her pussy exposed and looking me in the eye. "I have heard you need some assistance in the pussy licking area, why don't you get started and I will give you some pointers as you go" she cooed. I made my way up to Her and got my face down to Her crotch. She pulled aside the strap on harness and I noticed for the first time how fine and light Her pussy hair was. I made my way to Her and started to lick up and down the sides. Slowly and methodically I worked my way up and down the outside lips, changing pressure and position. She started to squirm a little bit and I wondered if She was enjoying my ministrations as She was silent. Then I heard Her say "Ok boy, start working my clit like you have the lips. " I started to get to Her love bud and started to lick, suck and pull with my lips. At this point She really started to move around and started to talk to me. "A little more there, suck it now, harder, Harder!" as She was really grinding on my face. With my hands cuffed behind me and the posture collar on, it was getting a little uncomfortable especially when She pulled on the leash. Suddenly, She stiffened up and I thought was beginning to cum. Some women want you to go harder, some want you to go slower and lighter and I was at a loss to do. I kept licking and sucking until She started squirting in my face all Her love juices. I lessened the pressure a bit, trying to breathe through all the love juices. She convulsed a few times and then let go of the leash. I slowly and lightly licked Her outer lips to hopefully bring Her down a bit. She got up off the table and pulled me close and started forcefully kissing me. She was really going at it hard and when She broke away exclaimed "Well, I think you have improved after what Mistress Tessa has told me. Good boy."

My face was covered in Her stickiness and Mistress Amy saw this. She pulled me into one of the bathrooms, wetted a cloth and washed my face. Once done, She led me back out into the living room area. Once there, Mistress Tessa and sub yuki were there as well and Mistress Tessa nodded to Mistress Amy. Mistress Amy reached behind me and undid my cuffs in the back. The clover clamps on my nipples were starting to hurt but I said nothing. I was led to a straight back chair and told to sit down. My wrist cuffs were securely fastened to the chair and then my ankle cuffs got the same treatment. Mistress Amy went behind me and removed the posture collar, which was a great relief. Once that was done, Mistress Tessa came over to me and straddled me and looked me in the eye. She smiled and reached down into Her cleavage and pulled out some small clippers! Was I going to be unlocked? She stood up and pulled my panties down. She clipped the numbered tag and started to pull off the CB6000. I was encouraged that I was going to get some fun time! After the cage, She undid the rings and pulled all of it off. "I will set this aside for you to clean later, boy" she said and I could feel my shaft growing for the first time in a few weeks. Mistress Tessa went over to the table and grabbed the strap on head harness. I was hoping to try that out but Mistress Tessa had other plans. She went over to sub yuki and told her to open wide! sub yuki opened up and the gag/dildo was strapped in. I noticed her hands were bound behind her back and I wondered what would happen next.

Mistress Tess then went and laid on the day bed by the window. She pulled sub yuki over with Her with the leash on her collar. The chair I was strapped to was turned so I could see what was going to happen. Mistress Tessa laid back and spread Her legs and beckoned sub yuki to enter Her pussy. As sub yuki started to position the dildo and work it in to Mistress Tessa, Mistress Amy came up behind me and said "I understand this is one of your fantasies, watch it come to life!" Then Mistress Amy went over and started to slide a condom over the strap on She wore. Once the condom was on, She climbed behind sub yuki and started to work it into her pussy. It was a scene out of one of my stories and I couldn't believe I was living it out!

Sub yuki was pulled into Mistress Tessa's crotch and started to lick Her in earnest. I immediately started to get hard and without the cage, it felt weird yet wonderful! Mistress Amy came in behind sub yuki and started to rub and caress her pussy. This was having an effect on her as she seemed to be losing focus on Mistress Tessa. Suddenly, Mistress Tessa grabbed a riding crop and started to smack sub yuki's ass. She started to lick even harder and the cropping was stopped. Mistress Amy kept up Her ministrations for a bit and then moved in to start fucking sub yuki with the strap on. This was causing me hard on to grow to a hardness I haven't felt in a long time. To be able to lick a nipple, a wet pussy, something was all I could think to do and the cuffs and ropes held me tight to the chair. Mistress Tessa with Her head leaning back lost in the urgent licking of sub yuki, Mistress Amy getting a rhythm with the strap on in sub yuki and it seemed they were all going to cum soon. Everyone was cumming except me!!!

All of a sudden sub yuki started to moan and shake as she began to cum. Mistress Tessa started to crop sub yuki's ass and Mistress Amy started to pound her even harder. sub yuki was cumming as hard as I had ever seen and it was very erotic. Then Mistress Tessa started to cum and Mistress Amy slowed down so sub yuki could properly lick Mistress Tessa's pussy to orgasm. Mistress Tessa shook and let Her head fall back as the orgasms swept over Her. Convulsion after convulsion shook Her until She pushed sub yuki away and worked to catch Her breath. So to tally up the score, all three Women had cum and I was sporting some serious leaking hard wood. I sat in the chair still mesmerized by what had transpired in front of me. As the Ladies started to come back to earth, Mistress Tessa got up and went behind me. She checked my bonds and made sure I was secured tightly to the chair. Then a hood was brought over my head and the world went dark. I have never really liked hoods and this one felt dark but left my mouth and nose open so I could breathe freely. As I silently sat there, Mistress Tessa spoke "sub yuki made a grave error and I will not tolerate this from my coven. She is a lesbian with a hatred of men and her actions on the plane are inexcusable. As punishment, she will pleasure you to orgasm. How would you like it done"?

I couldn't believe my ears! An orgasm any way I wanted! I thought momentarily about it and asked mistress Tessa if She would place a few condoms on my penis and then have sub yuki climb on to fuck me. Mistress Tessa smiled and went into the other room to get some condoms. Mistress Amy helped sub yuki up and brought her over to me. "Perhaps you should lick his cock to make sure he stays hard, yuki." As sub yuki was still bound with her hands behind her back, she could not out up much of a fight. Mistress Amy brought her over and pushed her head down to my crotch. Tentative at first, she placed her mouth over my cock and started sucking. At this point Mistress Tessa came out and pulled yuki away. She placed 3 condoms on my cock and together, Mistress Tessa and Mistress Amy picked up sub yuki and placed her down on my penis. "Now yuki, make him cum or the beating you will get will be quite severe." She started to go up and down on my cock, slowly at first and then gaining some speed. It felt good but with the multiple condoms on I was not getting a lot of sensation from it. As she started to work in different angles, sub yuki moved forward and started to rub her nipples on my chest! I could feel her nipples get harder and her intensity turned up a notch or two. As I sat there bound to the chair I could feel my orgasm starting to rise. As if my mind was being read, Mistress Amy came over and started to flog sub yuki as she rose and fell on my hard cock. This caused her to writhe and twist and turn and my orgasm was not too far off. Before I shot my load, I asked Mistress Tessa if I could please cum? She was quiet and I was afraid I would not get permission and just before my load blew, She said "Yes, cum my little boy, fill up your condoms." At this point, I let loose and it was mind blowing. But then a problem, sub yuki was not slowing down! All of a sudden, the pleasure turned to too much pleasure and I was having my first post orgasm torture!

As sub yuki was still writhing on my cock after I had cum, it was becoming more and more intense. As she continued to thrash, I was being overcome with pleasure like nothing I had ever felt before. I arched my head back and as I was beginning to ask Mistress Tessa to make yuki stop, sub yuki started to cum herself. As her waves of pleasure washed over her, she stopped working up and down on Mistress Tessa's cock and started to grind her clit against me. Finally, she stopped and collapsed against me. Mistress's Tessa and Amy came over and pulled her up off of me and laid her on the day bed. Mistress Amy pulled off the hood and then the condoms and straddled me while holding up the filled condoms. As She was about to pour it in my mouth, Mistress Tessa said "Mistress Amy, I think I would like sub yuki to eat this batch." With a smile, Mistress Amy climbed off of me and went to the day bed. As she started to come to her senses, sub yuki opened her eyes in time to see Mistress Amy come over and start to pour my seed into her mouth. She seemed to not want to but Mistress Amy held her mouth open and squeezed in every last drop. As I sat in the chair bound and drained, I was beginning to think this was a dream and not actually happening. What an intense afternoon this was but when I stole a glance towards the window, it was dark outside and night had fallen. Mistress Amy came behind me and undid my bounds but left the cuffs on my wrists and ankles. I barely had the energy to walk but She motioned for me to rise and follow her. With legs feeling like jelly, I followed Her into the bathroom where She pointed and said "Wash up with the wash cloth and come to the second bedroom when you are done. Be quick bitch! "She snarled. I took the washcloth and cleaned myself up with warm water. When I left the bathroom, there was no one in the living area and toys spread all around as well as the clothing Mistress Tessa and sub yuki were wearing. I made my way into the second bedroom and there was Mistress Amy finishing up with my bonds. She motioned me to lie down on my back and had me stretch my arms up to the top corners of the bed. My cuffs were attached to the straps there and locked into place. She motioned for me to lift my ass and then She slid a pillow underneath it to support me. She reached up and grabbed another strap but it was attached to the head of the bed as well. My leg was pulled up and attached to the waiting clip and the other leg received the same treatment. I felt pretty vulnerable at this point and then it got worse. A penis gag was coming towards my mouth and forced in and buckled tight. Mistress Amy then went to the night stand and grabbed an inflatable butt plug. She slipped it in and gave it a few pumps until I felt very full. Before She left the room to go shower, She flipped a switch and I felt the plug vibrate! "I am going to get cleaned up before we go out to dinner, don't go anywhere!" Well, this was quite a quandary. The vibrations seemed to change speed and intensity but never enough to get off.

As I lay there I thought back on all that had happen today. As my mind wondered, I didn't see Mistress Tessa and Mistress Amy come into the room. They were in street clothes and looked very beautiful. I was wondering where sub yuki was when Mistress Tessa spoke:

"We are going out to dinner, there is a wonderful seafood restaurant nearby We enjoy. As you can see sub yulki is not joining us, she is in the other bedroom enjoying a plug like yours. When We get back, maybe we will bring you a "bitch" bag if your're good. I trust the batteries will go for a while on your plug!" And with that, Mistress Tessa and Mistress Amy left the room and went out to see Boston.

Things got quiet and for a moment I thought I heard sub yuki moan a bit. And this was only Friday, what was going to happen tomorrow?