Tamed Cougar

Tamed Cougar - The Professor Gets Educated Chapter 04

By Tappy McWidestance

I sent the email agreeing to the terms of the offer. One week. Complete submission. No question asked. And then I waited. The offer letter didn't specify what would happen next. I knew I only had a few hours before the 24 hour deadline in the letter to respond. Did I make it in time? I spent the day at home waiting for a reply. I felt like a high school girl waiting by the phone for a boy to call. I turned the speakers on my PC all the way up to alert me the moment I got an email, but each time it beeped I found only spam.

I read the offer letter several additional times and I masturbated furiously thinking about Mrs. Forrest and Heather. I was starting to feel desperate for a reply. That night I didn't sleep well at all. I tossed and turned. I remember looking at the clock on my nightstand and watching the minutes click by. Finally about 4am, I think, I fell asleep for a few hours. The first thing I did upon waking up was check my email. I really had to go to the bathroom, but I needed to know.

My heart soared when I saw I had a new message from the strange Hotmail account. The message was short and to the point. In just under two weeks on the first Monday in August, I should expect a FedEx letter sent priority AM. I was to follow the instructions. I should be prepared to leave quickly upon receiving the instructions. I should pack light, no more than a carry-on. I should not expect to be home until the following Sunday. I was not to tell anybody of my plans. Failure to follow any of the instructions would result in revocation of the offer.

The letter continued that a substantial investment was being made in my offer and that if I did not complete the tasks assigned to me I would be billed for the expenses. There was still no indication of the source of this offer but in my heart I knew it was Mrs. Forrest. The email concluded with the instruction not to masturbate or have sex until instructed. Once again I had 24 hours to agree or the offer would be void.

My heart sank when I read that. I'd already begun getting aroused when reading the email and my hand was already in my panties. How would I make the 12 days before the offer begins without relieving myself? Once again I had doubts this was a good idea, but once again my lust overcame my rational mind and I sent an email agreeing to the terms.

It turns out, that was the easy part. The hard part was waiting. For the next two weeks I was alone with my shameless thoughts wondering what I had agreed to do and without an outlet to relieve my growing anxiety. Somehow I knew that if I started masturbating I'd never be able to stop and that Mrs. Forrest would know I had disobeyed her. She seemed to know everything about me and exactly what I was feeling. She would know I had pleasured myself. I tried to do whatever I could to distract my brain from thinking about the offer. I went away for the weekend hiking in the Adirondack Mountains to try and clear my head, but the peace and solitude was no match for my fantasy fueled hunger.

I returned home frazzled and in great need of an orgasm. By the end of the two weeks I was an emotional wreck. I had packed a small bag with a week's worth of clothes, toiletries and sundries. I was sitting in my living room wearing blue jeans and a t-shirt. I had received an email with a tracking number the day before. My letter was on the truck for priority delivery. It would be here soon. I was on pins and needles waiting. I kept checking the tracking number on the Internet but all it said was “out for delivery.” As always these days it seemed my pussy was wet even though I had not touched it. I waited and waited staring out the front window.

Finally at 8:15 I saw a FedEx truck pull up. A handsome driver jumped out and sprinted to my door. He was holding my letter. He rang the doorbell. I was already waiting and opened the door at the same time. I signed his electronic pad and he was off. My hands were shaking as I held the letter. This was it. This was what I was waiting for. I tore open the envelope. There was a single typed page and a key.

"At 8:30 am a limo will arrive at your house. It will take you to Logan Airport. This key is for a locker in the American Airlines departure terminal. Follow the instructions in the locker. You will need to bring 8 quarters with you."

That was all it said. I slumped into my chair. Where was I going and why did I need to bring change?

I looked at my watch. It was now 8:20. I took a deep breath and then got up and went around the house making sure all the lights were off and the windows were locked. I then went to the bathroom. By 8:25 I was ready. I was so anxious that I was waiting on my front porch when the limo arrived right on time. It wasn't a big stretch job, but it was a comfortable Lincoln. The driver seemed pleasant enough. I was watching him carefully for any signs that he knew what was going on but apparently he was just hired to drive me to the airport. I tried to sit back, relax and enjoy the ride, but my level of excitement grew with every mile.

We reached the airport just before 10. I hoped I had time to get through security and make my flight. I carried my bag, the letter and the key into the airport. I took me a few minutes to find the bank of lockers. I located the proper one and slid the key into the lock. I heard the lock click open and took a deep breath before opening it. Inside were a leather carryall and an envelope. I looked around before pulling the bag out of the locker. I felt like somebody must be watching me.

I pulled the bag out and grabbed the envelope. I took it to a nearby chair and sat down. I didn't open the bag right away. Instead I opened the envelope. It was more typed instructions.

"Tammy," it began. "You don't have a lot of time." Great I thought.

"In this bag are your clothes for the first leg of your journey. Take your carry-on and lock it in the same locker this bag was in. Leave your house keys and purse too. Bring only your ID, some cash and a credit card. Change into these clothes. Inside the bag you will find another locker key. Find that locker. Inside the locker place this bag and locate an envelope. Follow the instructions inside."

I'd come this far and there was no hesitation in my mind to continue. I put my bag in the locker and used 4 of the quarters I'd brought. At least I now understood what they were for. I looked around for the nearest women's rest room and went inside. I went into the handicapped stall so I'd have more room to change. I was pretty sure I wasn't going to like what was in the bag, but my simmering pussy told me to keep with the plan.

Inside the bag were clothes which were definitely not regular travel clothes. I did my best to hurry up and change since the note said time was of the essence. Up top was a white silk blouse. It was a size too small so it fit very tightly. There was no bra in the bag which I knew meant the one I'd worn to airport was staying here. The blouse hugged the curves of my breasts like a second skin. Although my nipples were soft at the moment, I knew any show of stiffness would be clearly visible. Egad. The skirt was a very stretchy Lycra material. It was black and it only reached the middle of my thighs. I was thankful that a frilly black g-string was provided. At least I wouldn't be totally unprotected although the g-string would not hold back any wetness. I had to struggle to get the skirt zipped shut. Although the material stretched, it was tighter than anything I'd ever worn. I couldn't see my butt, but I was sure the skirt was hugging the curves of my ass much as the blouse was hugging my boobs.

Looking in the bag I also found a pair of black thigh high stockings and black leather pumps. I groaned a little when I saw the stockings. As tight as the skirt was I didn't think I could get the stockings on. I should have put them on first, but I was loath to take the skirt back off so I struggled a bit and got the stockings in place. Thus dressed I put my old clothes in the bag and headed for the door.

Finding the second locker proved to be a challenge. The letter didn't say which airline bank the key belonged to. I didn't know how much time I had but I knew I was in a hurry. I'm sure I made quite a sight jogging through the airport as fast as the heels would allow going from airline to airline. At least I knew the locker wouldn't be past a security checkpoint. Finally I found a match for the key. Inside was another envelope.

"Tammy, you are doing well. Put the bag in the locker along with the key from the first locker. Inside this envelope you will find cab fare and a train ticket. You are to proceed with haste to the Amtrak station. The Lake Shore Limited leaves at noon. If you didn't take too long changing, you should just make it. You will receive instructions on the train."

This was getting stranger and stranger. I expected a flight to Chicago. At least "Lake Shore" sounded like a train that would go there. I quickly stored the bag and checked the envelope. There were two $20 bills and a ticket. I sprinted through the airport doors and went down to the cab stand. The dispatcher looked me up and down, no doubt wondering why I didn't have any bags. I felt my nipples start to harden under his gaze. Could he tell what I was doing?

The cab driver seemed a little confused why I wanted to go to the train station, but a fare is a fare so off we went. I studied my watch the entire way. I did not know how early you had to be to catch a train so I was worried as we weaved our way through Boston's surface traffic that I was going to be late. My nipples had remained hard since the dispatcher looked at me. Apparently my body didn't know I shouldn't be excited by having to jump through all these hoops.

We made it to the station with precious little time to spare. Once on the train a porter directed me to a sleeping car assigned to my reservation. Apparently my mystery benefactor wanted some privacy. This was a good thing as far as I was concerned. My two weeks of celibacy had driven me crazy. Soon she would be here to cure me of my need to cum. I sat down and waited.

The train left right on time. Score one positive over air travel. I found a route and schedule book and found out that the train would take 22 hours to reach Chicago. Score one for air travel. I waited in my room staring out the picture window as the countryside rolled past. I waited patiently for my mistress to arrive, but she didn't. As was the case for the last two week my mind raced with naughty thoughts. My pussy was wet and my nipples were hard. I wanted desperately to service myself but all I could think about was Mrs. Forrest being in the next room waiting to hear my moans of pleasure and then bursting in to discipline me. I was beginning to think that was a pretty good plan when I heard a knock at the door. Was she finally here?

I opened the door to find a pleasant looking woman wearing an Amtrak uniform holding a medium sized box.

"Tammy?" she asked.

"Yes," I replied.

"This was delivered to the ticket office before we left. Sorry it took so long to bring to you. We're always busy when we leave the station."

"No problem. Thank you."

She smiled and handed me the package. I looked at her again. Her nametag said Susan. She was a few years older than me but still quite attractive. As I had started to do whenever I met someone I glanced down at her hand to see if she was wearing a wedding ring. Nope. I don't know why I did that as I was spoken for, at least for this trip, but it had become a bit of a habit and I couldn't help myself. She continued down the hall and I closed the door and sat down.

I tried to slow my beating heart as I looked at the box. Again no markings or return address. I tore the package open. Inside were two envelopes and two smaller boxes. These instructions were starting to get annoying. The envelopes and boxes were both marked number 1 and number 2. I opened the first envelope.

"Tammy, congratulations on making it this far. You are proving yourself worthy. Inside box one you will find a couple of toys for tonight's entertainment. Don't open the boxes yet. I want you to try to relax for a few hours. Get some lunch and explore the train. Then come back and take a nap if you can. At 6pm I want you to go to dinner. Before you do, open box 1 and follow the instruction. Once that task is complete, you may open box 2. Tomorrow morning you may open envelope 2."

I got the sinking feeling Mrs. Forrest wasn't on the train. Then the thought hit me that she must have somebody on the train making sure I was following instructions. It could be anybody. Was it Susan, the porter who brought me the box? Was it the porter who checked me in? The conductor? It could be anybody. I had to sit down again and steady myself. It also took all my willpower not to pull off the skirt and give myself the orgasm my body was craving.

Despite my desire to fuck myself, I had a greater desire to prove I was capable of following orders so I stood up and left my room without opening either box or the other envelope. My attire was still inappropriate. Everyone I met was dressed very casually for a long trip. Without fail the guys I passed in the narrow corridors of the train cars were staring at my nipples, my legs or my ass. As we would turn sideways to pass each other several made sure not to move all the way over so they had an excuse to rub against me. One woman acted the same way. Was she the spy? She was beautiful. I hoped she would be checking on me again.

In the dining car I had lunch with an elderly couple off to see their grandkids in Milwaukee. Apparently with the limited number of tables people are asked to eat with each other. They said they preferred the relaxing train travel to airports. They were retired and didn't care about the time required. Neither seemed too put off by my clothes which pleased me although the wife did ask if I was cold. We had a pleasant conversation the kind you never would have on an airplane. After eating lunch I excused myself to further explore the train. There was a bar car which was open, but empty at this hour. Above the bar was a sightseeing lounge. The top of the car was a Plexiglas top so you could see all around. Granted we were not in a particularly scenic area at the time, but that didn't stop most of the seats from being filled. I went back downstairs. The male bartender was watching me closely and asked if he could get me a drink. I declined and asked him if there was anything else worth seeing. He told me not really so I decided to head back to my sleeper.

My private room was about 6 feet by 9 feet. A prison cell really. But there was a couch which folded out into a bed, a private toilet, a tiny closet and AC power. If you had laptop with you that would come in handy. There was also a loft which folded down making a bunk bed. It wasn't great but it sure beat sitting in one of the regular seats for 22 hours. I slumped down on the couch watching the miles roll past and tried to rest. My pussy continued to be insistent that I give it some attention, but I fought to ignore it.

Eventually I began to tire so I did as the instructions suggested and lay down for a nap. I woke up a little past 6. I hoped there was nothing magical about meeting that deadline. I made a quick pit stop in the bathroom and then straightened out my clothes so they didn't look slept in. Then I opened box number 1. I had been hoping for something fun and I wasn't disappointed. Inside I found two tapered butt plugs. There was one small one and one medium. I also found a set of black Ben Wa balls. I'd seen silver ones before but never black. That intrigued me. I also found two small rubber bands like an orthodontist would use. Of course there was also a note.

"Tammy, I hope you've been a good girl. If you have you will soon earn your reward. I'm sure you can guess where the plug and the balls are to be placed. The rubber bands are for your nipples. I'm sure they would be hard anyway, but I want to be sure. After you insert the plug and the balls, pinch your nipples if you need to get them to full hardness. Then wrap the bands around each one twice. Put your skirt and blouse back on and go to dinner. Enjoy yourself. Flirt with whoever you eat with. After dinner go to the bar car and have a good time. I don't want a report that you went back to your room before 11. When you do return, you may open box number 2. Have a good night. And remember... no orgasms without permission."

As usual I reread the instructions several times. What I took away was a five hour tease with my nipples on prominent display for the other passengers. I would be humiliated. It was also exciting to say the least. I quickly stripped out of my clothes. My pussy was glistening in anticipation and it took all my willpower not to plunge my fingers into its wetness. I started with the butt plug. I looked at both trying to decide which to choose. I wondered why I had been given a choice. The smaller one would certainly be less uncomfortable. But the bigger one would prove my loyalty. I chose the big one. Thankfully there was a tube of lube in the box which aided the insertion. I don't know if I'll ever really get accustomed to penetrating myself in this way, but at least it was getting easier as I got more experience. I put the other plug and the lube back in the box. I wasn't going to need the lube for the balls. My pussy was plenty wet.

I popped the black metallic balls into my mouth to warm them up a bit. From there it was a quick transfer to my waiting pussy. I felt wonderfully full having both my front and back occupied. I stood up and felt the balls shift. I had to quickly move my hand down to keep one from popping out. I guess I was too excited. I held one hand in front of my pussy while I retrieved the tiny g-string and slid it back on. It wouldn't catch much moisture, but at least it would keep the balls from escaping.

As the note suggested would be the case, my nipples were already hard. But "just to be sure" I took the opportunity to pinch them as I had been given permission to do. In truth this was really to pleasure myself, but since it wasn't breaking the rules, I did it. I looped the first tiny rubber band around my left nipple. It was a challenge to wrap it the second time. When it snapped into place an electric shock rocketed through my body. The pain I would later experience had not started yet so I quickly banded the other one. Again it took all my emotional strength not to lie back down and get myself off. I could tell already that tonight was going to be torture.

I put the skirt and blouse back on. As expected, my nipples could not be missed. Even looking at myself in the private mirror made me blush. How embarrassed would I be in public? I could feel the heat from my pussy and feel the moisture on my thighs as I struggled into the form fitting skirt again. I looked at myself in the mirror once again. All I could see was a slut on the prowl. It was now 6:30.

The walk to the dining car was torturous. The heels were not so high as to be a problem in themselves, but the rocking motion of the car made the trip difficult. The balls were also moving all over the place distracting my attention. When they would bounce against the thin membrane separating them from the butt plug I would swoon. I began to question whether I could complete this task. Everyone I passed was my mistress' potential spy. I tried to smile and act normal, but I'm sure I failed. In the dining car I was paired with a young couple. They were married and looked about 23 or 24. "Damn," I thought. "They're in my prime hunting group."

Diner was agonizing. It wasn't that they were not lovely people and good conversationalists. They were. She was a sweetie and he kept staring at my tits. We talked about a wide range of subjects but I really couldn't concentrate. Every bump which came through the rails was transferred directly to my plug. Several times I gasped at the shock. The balls also continued to dance with the rocking motion of the car. I made the excuse that the food didn't agree with me and that I was feeling sick but the whole time I was dreaming of this couple taking me back to my room and raping me. I knew the back of my skirt was flooded with my juices and I had to wait for them to leave first before I could slink out guilty to the bar car. I hope the waiter had the good sense to wipe my seat before the next group sat down. I didn't look back to check. I was too embarrassed.

As you might have guessed the bar car was packed. Fortunately the couple I had dinner with was not there. I didn't want to continue our conversation. I’d have never made it without bringing them back to my room. There wasn't anywhere to sit at the moment so I made my way to the bar. Susan, the porter I'd met earlier, was working behind the bar. She greeted me warmly and I ordered a white wine. She brought me a glass and as she was pouring I caught her staring at my nipples.

"Air conditioning," I said as I dropped $5 on the bar and turned around. There were still no seats available so I made my way to the observation car. There was one open seat upstairs so I took it and began to sip my wine. The alcohol helped relax me a little, but the bouncing and rocking motion were still unnerving. I found that the second level of the car rocked more than the first. The rubber bands were totally unnecessary too. I know my little buds would still be just as hard. I closed my eyes and let the sensations wash over me. I was aroused beyond belief. I looked at my watch. It was 8pm. I had three more hours to go.

When I finished my wine I walked back downstairs to get another glass. Susan served me once again. I didn't think she bought my air conditioning excuse but I didn't care. The bar was a little less crowded by now so I forced myself to stay downstairs and flirt. I really just wanted to go back upstairs and let the motion of the train be my foreplay. But that was not my destiny. I looked around for another single woman. At least if I was going to flirt it could be with a girl. Unfortunately all the women were already attached to other guys. There were a few single men so I forced myself to strike up a conversation with some of them. Their attempts to pick me up were pathetic although they all liked the show my nipples were giving. As we stood rocking back and forth one even managed to wrap his arm "innocently" around me as the train took a big bump. He shot me a look of complete surprise when his hand came back wet from my ass. I knew it was time to get away from him so I just shook my head and quickly retreated back to the bar. Thankfully he took the hint and did not pursue me. Susan served me another glass of wine and I went back upstairs.

It was now after 9 and as the sun set, the observation deck cleared out pretty quickly. Soon I was left on my own free to think my nasty thoughts. I was floating in and out of consciousness rocking with the train and thinking about Mrs. Forrest when I heard someone behind me. I snapped back into the present and turned to see Susan coming up the stairs holding the bottle of wine.

"Hello Miss. Sorry to disturb you," she said.

"No problem," I replied.

"You had not been downstairs for a while so I brought you a refill," she said waving the bottle.

My glass had been empty for quite some time. In fact I wasn't even sure what time it was so I asked.

"It's about 11:30. We're closing up downstairs so this is last call."

"Thank you," I replied.

I held up my glass and she began to pour. Once again she was staring at my nipples. When she finished she held the bottle up in front of the light.

"There's only one glass left. Finish that one up and I can kill the bottle."

I quickly downed the glass and just as fast it was refilled. I wondered if she was trying to get me drunk. I wasn't wasted but I was feeling good. Shockingly she asked me about my nipples and the way I was dressed. She told me I had been the hot topic of conversation in the bar that night. I must have turned five shades of red, but in the limited light she probably didn't see. The alcohol and hours of teasing had lowered my inhibitions. I quickly drank the last glass and then made a full confession about what was happening.

Susan sat down and listened to my story. I held her full attention as I described my entire day and even the three toys I had hidden beneath my sexy clothing. She told me she thought what I was doing was incredibly exciting but that she could never do something so bold. She said she was divorced now and had not had a relationship in quite a while. Just then we hit another big bump and the balls and plug once again came together to make me gasp.

"Sorry Susan," I said. "That damn plug again." I saw a longing in her eyes.

"I've never had anything in my ass before. I don't think I could do that. It's dirty."

I told her that was what I thought until a few months ago but really it was very stimulating. We hit another bump and this time I moaned. See stared at me as if she was trying to decide if I was nuts or if she should be getting turned on. I did see some growth under her blouse, but her bra was doing a fine job of keeping things under wraps. I saw in her a woman who needed to break free of the social bonds holding her back much like I had been that first Saturday with Julie. I thought of something I wanted to do for her.

I asked her how long she had to work tonight. She said as soon as she finished in the bar she was done. I asked how long that would be and she said maybe 15 minutes. I told her I'd be right back.

I handed her my now empty glass and began to stagger toward the stairs. The decent was tricky with the alcohol now joining my trio of heels, plug and balls making every step an adventure. The bar car was empty as was the dining car. Everyone seemed to have crashed for the night. As I moved through the two passenger cars separating the car with my room from where I was I saw a few people still reading, but mostly everyone was asleep. I did see the man who put his hand on my ass still awake and he gave me a look as if he was asking if I changed my mind. I just shook my head again. He might fancy himself a player, but it wasn't my game he was playing.

Back in my room I opened box number 1 and grabbed the small butt plug and the lube. There was a small plastic bag in the bathroom so I put the plug in it and began to stagger back to the bar. If I'd taken the time to think about what I was doing I'm sure I would have stopped. What kind of woman gives a complete stranger a butt plug as a gift? I'm sure my highly aroused state and the wine were clouding my judgment, but when I found Susan closing up the bar I joyfully handed it to her. She peeked inside and then looked at me with shock.

"It's the only spare I have with me. I want you to have it," I told her. In retrospect that must have sounded really weird, but in my mind it made perfect sense.

Susan didn't say a word. I think she was searching for what to say. But I'd made the commitment not to cum until after 11 and since it was already well past and I was ready to open box 2, I spun around and hightailed it back to my room without waiting for her comment. I flung myself onto the bed. The sofa had been turned down by a porter sometime during the time I'd been at the bar. I hope he didn't look in the box. I hadn’t thought of that when I retrieved the plug for Susan. Damn, I must be getting quite a reputation on the rails.

I hurriedly opened box number 2 and a broad smile spread across my face. I looked down into the box hoping to find some kind of erotic implement that would relieve my two weeks of frustration. What I found was that and a whole lot more. Of course there was an envelope. I was sure it contained instructions. I only hoped it didn't contain an admonition to further abstain from cumming. I was relieved that the first sentence told me that for the rest of the night I was allowed to cum as much as I wanted. In fact, the writer said she was sure I would. I looked at the contents of the box. It was much bigger than box number 1. I found leg cuffs, curiously with a hook attached to the short chain between the cuffs. I found a roll of pink bondage tape and a long strap. I found an inflatable penis gag. That looked nasty. I found a white extension cord. Weird. I found a heavy duty blindfold with a strong buckle. What is it about her and blindfolds? I found a box which contained handcuffs. That didn't surprise me, although when I read the label I was surprised to find that they had a built in timer. The last item was a Hitachi Wand vibrator. Now I understood the need for the extension cord as this toy was AC powered. I picked up the note.

"Tammy," it began. "You are doing great. It is time for your reward. I want you to strip out of your clothes. Next pull out the plug and balls. Be sure to clean them as you already know you must take care of your toys. Take care of whatever needs you have in the bathroom. If you chose, you may reinsert the plug and balls. It is up to you."

I was shaking as I read my latest instructions. I decided to complete these beginning tasks before reading the rest. The plug was pretty foul when I pulled it free. I was grateful for the private bathroom so I could wash it without anybody else seeing me. The balls were easier. After my holes were finally free of their tormentors I began to get a hollow feeling. I'd had that uncomfortable hunk of plastic up my ass for 6 hours. I should have been happy to be free of it, but in a perverse way I missed it. I decided to use the facilities before deciding whether to reinsert the plug. I figured I should probably read the rest of the instructions too before making that call. Bodily functions complete, I washed my hands and went back to the box. The instructions were quite clear as to how things should be done.

Step 1: Wrap the strap around the end of the upper berth near the window. Make sure it is tight.

Step 2: Plug in the extension cord and run it over to the lower berth.

Step 3: Attach the leg cuffs to your ankles.

Step 4: Use the bondage tape to wrap your legs and thighs together.

Step 5: Place the wand so the ball end is directly over your clit. The body of the wand should be taped to your thighs.

Step 6: Take the handcuffs out of the box. Read the instructions and set the timer for 15 minutes. Do not put them on yet. This is a safety step to make sure the timer works and that you know how to set it.

Step 7: Insert the gag inflating it until you are full, but not stressed.

Step 8: Test the wand. Turn it on for no longer than 30 seconds.

Step 9: Wrap the blindfold around your forehead so it is ready.

Step 10: When the cuffs reopen and you know they work, prepare for the final steps.

Step 11: Reset the cuffs for no less than one hour. If you think you can handle more, feel free to set the time for longer.

Step 12: Hook your legs on the strap around the upper berth.

Step 13: Turn on the wand.

Step 14: Secure the blindfold.

Step 15: Secure your hands behind your back.

Step 16: Cum your fool head off.

Step 17: Thank me later.

Heck, I almost came just reading the instructions. I was about to bind myself to a powerful vibrator which was not going to run out of power. How great was that? My clit was already so sensitive I bet I would come just from testing the wand. I quickly made the preparations shown in the instruction. If I followed the hand drawn diagram, my legs would be in the air, but my back would be on the lower bed so it shouldn't be that uncomfortable. I looked at the handcuffs as the timer counted down from 15 minutes. Did I dare set them for longer than one hour?

I tested the wand. I practically doubled over as I came almost the moment its bulbous head began to buzz against my clit. The relief I sought for the past two week and especially tonight in the bar and observation car washed over me. I should have been happy and just gone to sleep, but instead my orgasm only fueled my lust higher.

I put in the gag and pumped it up until it filled my mouth. I remember thinking if I ever had found a guy this size maybe I would not have given him up for girls. Looking back down at my tape bound legs I decided probably not. The girls who started me on the path that put me in this position had far more power over me than a guy with a big dick and made me cum so much better. I affixed the blindfold so it was ready to be used. And then I waited.

My preparations had taken less than half the 15 minutes required for the handcuff test. I could have turned on the wand and had another cum. I'm sure it wouldn't have taken any longer this time. But I didn't. I tried to be good and follow the instructions. It was maddening to watch the time count down. I was ready to begin, but the cuffs were not. As I watched the numbers tick away I had the realization that I'd never last an hour with the wand turned on. I came immediately the first time and as the anticipation built to the cuffs opening again I realized just how long 15 minutes was. An hour with the power on would be far too much for my poor body to take. I was even scared to go for 30 minutes. I decided to reset for 15 minutes again and if I made it that long without issue, I would add 15 minutes until I couldn't take it anymore. That seemed sensible. Certainly Mrs. Forrest would understand.

It has been said that a watched pot never boils. What I was experiencing was watched handcuffs never open. Finally the timer reached all zeros and I heard a click. I tested the lock and the cuffs swung open. I reset the timer to 15 minutes and made my final preparations. I never had any doubts as I turned on the wand and pulled down the blindfold. Instantly the room went dark. The instructions had not said to turn the room light off so I didn't. With my legs suspended from the top bunk I knew my ass would be visible through the window. But the train was sailing along at over 70mph and it was the middle of the night. Even if somebody did happen to look at my window the fleeting glance would be minimal. I hooked the first cuff around my left wrist. Before I could hook my right one behind me I came again. I screamed into the gag as a powerful orgasm took me. I tried to catch my breath, but I could feel another climax building. I howled again into the gag.

I almost decided against cuffing my hand and turning off the wand. But I had to see this through, at least for a quarter of the time. Before my rational mind could protect me, I pulled my wrists behind me. It was a struggle, but finally I heard the ratchet click shut around my right wrist. I came again.

Along with the sounds of the buzzing wand and the click on the train on the tracks, my body continued to build and release a series of orgasms. They were not huge ones. The wand prevented that kind of tease and build up. But they were fireworks inducing cums and my brain was on overload. I twisted back and forth as the wand worked its magic. I had another small orgasm and then another. I was glad I was wearing the gag as without it I would have woke the entire car.

I was unable to hear the handcuff ratchet in my orgasm induced fog. The buzz of the wand and the train prevented that. I was pulling my wrists furiously waiting for the moment of my release. My clit was sore and I think I was getting dehydrated from all the juice I was spilling around that damned wand. Finally I felt the cuff release and I quickly freed my hands and turned off the wand. I'd managed to drive myself crazy with lust in just 15 minutes. Thank God I had not set it for 60.

I lay back on the bed trying to calm down. A series of aftershocks caused my body to continue to convulse and I continued to enjoy the afterglow of great sex. Finally I calmed down enough to remove the blindfold and unhook my legs from the upper birth. I sat up on the bed swinging my tape bound legs to the floor. I looked at the wand still taped over my abused pussy. Did I have the courage to submit myself to another 15 minute round?

As I was pondering that question I noticed two new boxes and an envelope sitting on the floor. I knew they were not their when I put the blindfold on. Somebody had been in my room. I began to shake. I didn't bother to remove the tape. I carefully hopped off the bed and grabbed the envelope. Looking at the note I noticed this one was hand written. It was not typed like the others had been. The handwriting was very neat. Elegant would be a better description and decidedly feminine.

"Very disappointing that you chose to set the timer to 15 minutes. A good submissive must follow all orders without question. I would have rescued you before you reached your threshold and rewarded you. Now you must be punished. Failure to comply will be the end of your journey."

I was crestfallen at my foolishness for not trusting her. I read the rest of the note.

"In the small box is an electrical timer. Plug the extension cord into it. Then return to the bed. On the handcuffs select 240 minutes, the maximum setting. This time leave the blindfold off and turn out the lights. Turn on the wand's switch and cuff your hands behind your back as before. In box 2 are clothes for you for tomorrow. There is a fresh change of underwear, blue jeans and a shirt. Depending on how you perform tonight, we will continue when we get to Chicago or you will go home."

The note left no uncertainty that if I chose to just go to sleep sexually happy now, I'd be going home tomorrow. Could I live with that? I'd had a great adventure, but was I giving up the opportunity for more? I opened the small box and looked at the timer. It was a light timer with a slider for 1, 2, 3, and 4 hour settings. There was also one marked R. The slider was taped in the R position. I looked at the back and there were simple instructions. There was a sensor which turned on the light when it got dark, hence turning off the lights. The R setting turned the timer on and off at random intervals. Knowing what I did about timers, I knew this was designed to turn your house lights on and off at different times. I could hardly last 15 minutes and this timer looked like an hour was the minimum!

I noticed the screws on the back of the timer had been tampered with and there were scrape marks at the edges. Had this timer been modified? It took me about 10 minutes to finally decide I had to trust my mistress and hook up the timer, turn out the lights and resecure myself to the bed. I had flipped the wand's switch, but it did nothing. I guess the timer was waiting to decide I'd "come home."

Without the blindfold I could watch the darkened countryside fly by. It was now 1am and I knew my wrists would be cuffed until at least 5. Unless, of course, my mistress took pity on me and removed them early. I then had the thought that I didn't see in the handcuff instructions how to reset the timer to release them early. Well it must be possible, I decided.

I watched the world roll by and I thought about my mistress. The rocking motion of the train had my clit moving ever so slightly against the ball of the wand. Certainly not enough to get me off, but enough to realize it was there. My legs were getting tired of hanging above me. I both dreaded and prayed for the timer to turn the wand back on.

As I lay in wait, my mind drifted to all of the sexual adventures I had throughout my life. Even without power to the wand my pussy was moistening in anticipation. I was thinking nasty thoughts as the pressure on my clit held my lusts inflamed. The room's alarm clock now read 1:15. I'd made it another 15 minutes in bondage but instead of 7 or 8 orgasms, I was just teasing myself. I definitely preferred the other way. By 1:30 I was starting to feel desperate again. Alone with my thoughts in a dark room my mind wracked my body with lust as the slight movement on the wand which had initially been an annoyance by 1:45 was driving me crazy.

At 2am I decided I understood what the punishment was. The timer had been modified all right. It didn't work. I had bound myself for 4 hours with no way to free myself, get myself off or even stop the damn wand from teasing me. In frustration I started to cry, although no sounds escaped from behind the gag.

I must have eventually fallen asleep. I was having a particularly nasty dream about being used in my classroom by a bunch of students. They had me spread naked on my desk. While two girls on either side of me slapped my tits, a third was between my legs with that damned Hitachi Wand. They made no effort to hold me down and I was making no effort to escape them. The pain in my nipples was shooting down my torso making a direct connection with the vibrations in my clit causing me to cum over and over again. The girls were just laughing at me as I total lost control under their knowing hands. I didn't know how I got in that position or what power they held over me, but they were definitely in control of when and how I could cum. They made me beg. They made me pledge to eat all their pussies. They were driving me crazy with lust. And then I felt a big bump and woke up. Damn, I was just about to cum again too :-(

I looked at the clock. It was just 3am. Two hours to go until I could unplug that damn timer and use the wand myself. I could feel my pussy was much wetter than when I fell asleep. As the train bounced the head of the wand was now sliding over my clit. When we would pass a crossing or some other light source I could see my pussy glisten in the night. Then it hit me. The euphoria I was typical of what I felt post orgasm. I must have really cum in my dream. Oh how this woman affected me.

I closed my eyes again hoping to fall asleep, perchance to dream again. My body was exhausted and the rocking motion of the train working like I was a baby in a crib, I soon fell asleep again. Again I was transported, but instead of to my classroom to my office. There, instead of being naked on my desk, I was in a business suit. A different student was in my desk chair with her legs spread. I was on the floor paying homage to her pussy with my tongue. Another different girl from my first dream was behind me. She had my skirt bunched up around my hips and was fucking me in the ass. She had a thick black strap-on. It was much bigger than anything I'd ever had in my pooper but as she drilled me for all she was worth I encouraged her to fuck me harder.

In my dream she told me that she had "just what a slut needs" and picked up the wand sitting on the floor. My dream self begged her to use it and use it she did. The girl I was servicing came in my mouth as I was cumming on her friend's cock and as the wand was unrelenting on my clit. I came so hard I passed out. My dream self hovered above my office as I watched the girls take a picture of my splayed body unmoving on the floor, laugh to themselves and leave. I watched myself sleeping on the floor until another bump woke me up. It was now 3:45. The occasional light coming through the window confirmed what my senses already knew. I was wetter than the last time I woke up. The post orgasmic glow had returned as well. When I climaxed in my dreams I must have climaxed in my bed.

I wondered if I could go three for three in the erotic dream department. As my pussy leaked more and more juice, the rocking motion of the train increased the amount of pleasure the ball of the wand was giving my clit. Even awake now I could feel the pressure building in my body to another climax. I tried going back to thinking my naughty thoughts as I had done when I first tied myself up. But that wasn't enough to get me over the edge. Something was happening in my dreams to lower my threshold to climax. It was now 4:15. I was in a funk because I couldn't make myself cum. I tried to make myself fall asleep, but that really never works. I kept opening my eyes every couple of minutes. By 4:30 I decided to ride out the last half hour by looking out the window. And then it happened. The wand miraculously turned back on. It must have been doing that when I was dreaming.

It was then I realized when I'd been dreaming of the girls using a wand on me it was really happening. I opened my eyes to confirm that it wasn't just a dream this time. The world was still flying past the window but my hips were flexing off the bed trying to get the wand to contact my clit with more pressure. The realization that the wand was working its magic for real was enough to send me over the edge again. It was a smaller climax, but even a small cum is a good cum. Almost as soon as it turned on, the wand turned off again. This time the delay between sessions was decreased. Apparently the modification to the timer mechanism resulted in a long delay at the beginning and decreasing delays the longer it was plugged in. I stared at the wand wondering when it would turn on again. Even though I'd just had a little orgasm, my lust was not sated. I looked at the clock. In just a few minutes the handcuffs would release and I could take matters into my own hands. The wand turned back on.

This time I felt a good orgasm building. It didn't hit and run like the last one. The upside? I could tell this orgasm was going to be much better. The downside? I didn't quite make it before the wand turned off. I looked at the clock again. Release was closer. The wand was still just long enough for me to calm down a bit before it roared back to life. Almost instantly my orgasm fog returned as I went right up to the edge of release. The wand turned off, but my humping hips were keeping just enough pressure on my clit to make me believe I could cum again. I struggled against my bonds to keep the pressure where I needed it, but it was to no avail. If I wasn't so exhausted I might have had the strength to tense my body enough to get home. But in my current state I finally had to give up. I knew that the wand would turn on again soon or the cuffs would release. Either way I'd be able to do myself properly.

The wand came back on just as I felt the cuffs click. Although I could have released my hands I decided to ride out one last cycle on the wand. Using all my remaining strength I thrust my hips upward. The resulting change in position pushed the bulbous head of the wand directly on my clit. My heart sang with joy as the orgasm I'd been chasing finally arrived. Again I screamed into the gag. I was glad I was wearing it as would have certainly disturbed my neighbors. I wondered again if my mistress was in the sleeper next to me listening. I expected her to burst through the door as I continued to moan into the gag and hump the wand as best I could.

This time the timer cycle kept the wand on longer, it seemed. Perhaps this was to guarantee the wearer they would wake up as the four hours were up. Perhaps it was just diabolically random. Either way after the current cycle ended I extricated my hands from the cuffs and rubbed some life into my wrists. I then lowered my legs from the upper bunk bondage. My legs were sore as was my pussy. The tape holding the wand was saturated, physical evidence of my wild night. I began to remove the tape, but in my weakened state I decided to forgo releasing my legs. I hopped out of the bed. It was a struggle to unplug the Hitachi Wand, but eventually I succeeded and then managed to fall back onto the bed. My hands cradled my pillow as I fell asleep.

As tired as I was, had it not been for the sunlight streaming through the picture window no doubt I would have slept right through the 9:45 arrival time in Chicago. Now that would have been embarrassing if the cleaning crew found me bound on the bed. I would not have been able to explain that one. My eyes began to focus. It was 7:30. I'd only managed a little over 2 hours of sleep. Looking at my room it was trashed with boxes and sex toys. Although I now craved sleep as much as last night I had craved sex, I decided a quick clean up of the room and breakfast was a better plan. I put the bondage toys and the wand back into their box before opening the box which had promised new clothes for today. I had a mixed sense of dread and anticipation over what today's style would bring. Yesterday's was naughty and humiliating enough. I did not anticipate today would get any easier. I was sort of wrong.

The box contained new underwear. Regular cotton panties and a black bra which actually fit correctly. It accentuated me without being as revealing as I anticipated. I also found a pair of blue jeans. They were a little tight, but the made my ass look good. I imagine anybody walking behind me will appreciate the cut. Next came the shirt and this was the part I was right about. It was just a white t-shirt. There was nothing inherently bad about the shirt until I read the lettering. In bold black print were the words, "I never liked flies..." I didn't know where this was going but the position would be directly across my breasts. I turned the shirt around and on the back were the words, "... until I opened one."

That was it. The shirt basically said I liked giving oral sex. Although I know the shirt was referring more to giving a blowjob, I decided given my recent history it could also refer to eating out a woman. I bet nobody else would think that, but hopefully most people would only see one side and not the other.

After dressing it only took a few more minutes to finish packing. I was ready to arrive in Chicago. I still had about an hour so I decided to go to breakfast. I knew I was meant to be seen in this shirt but sitting in my room was not an option my mistress would have ordered so I made my way to the dining car. I passed a few people but none seemed to take notice of my shirt. I actually got a table by myself this time. I guess everyone was preparing to arrive. My new friend Susan was working and brought me a menu. I knew I looked exactly like I felt. I fucked out mess of a woman. She had been the last person to see me last night and she knew I had sex on the mind then. I had no doubt she would connect the dots. As it turns out, she was the first one to comment on my shirt. After she took my order she discretely whispered in my ear that she liked my style. I got the distinct impression she was thinking I'd like to open her fly. I watched her as she worked the room. I noticed a hitch in her step I had not seen the day before. She looked uncomfortable as she walked.

When she brought me my food she said I looked like I had a good night. I told her she had no idea. For some reason it was easy to be bold with her. Like yesterday when I opened up to her, I for some reason felt comfortable asking why she was walking so funny. Her expression changed quickly. She appeared skittish and looked around to see if anybody else had heard the question. She then leaned close to my ear and whispered again. "I'm wearing that plug you gave me."

She then stood up and walked away. I watched her as she went, suddenly not interested in my food. I picked at my meal but my thoughts were distracted by the woman I had corrupted. The dining car was thinning out pretty quickly as we got closer to our destination. Susan appeared at my table again to ask if everything was fine with my meal. I waved my hand for her to come closer. This time I whispered. "So how is it?"

Once again she skittishly looked around before answering. "It's driving me mad. It's great, but I didn't plan this well. I put it in before work, but now I can't take it out. I've got nowhere to put it and I know it's going to be dirty. I can't risk getting caught washing it in a public bathroom."

I looked at her with sympathy and thought for a moment. "Do you have a Ziploc bag?"

"I can get one from the kitchen," she replied.

"When we get to the station, take the Ziploc and your purse into the bathroom. Everyone will be leaving so nobody will bother you. Put the plug in the Ziploc and seal it up. Heck you could double bag it. Put it in your purse and clean it when you can."

Yesterday I couldn't believe that I gave her the plug. Now I was telling her how to use it at work. What a naughty girl I was. Susan nodded as if she understood and turned to walk way. I put my hand on her ass. Although it didn’t show under her loose fitting uniform, I could feel the base of the plug. She froze in her tracks. I gave her a little pat on the tush and sent her on her way. I then finished my breakfast and went back to my room for the final 15 minutes of the ride. As I was finally exiting the train a very excited Susan caught up to me on the platform. She pulled me out of the crowd and again whispered to me. "I did what you said. I was so wet from wearing it I had to make myself cum in the bathroom. I feel so alive."

I looked at her in the eyes happy she'd had a good experience. I thought seriously about inviting her to meet Mrs. Forrest, but I decided against it. That might be too much for the first day of her awakening. I'd tell Mrs. Forrest, of course, about her. I was sure they could meet up another time.

I wandering into Union Station not sure what to do. I assumed Mrs. Forrest would be waiting for me, but I didn't see her. I walked into the Grand Hall. The architecture was stunning. I kept moving slowly around the station complex, but still nobody made contact. I was starting to worry. For over an hour I wandered the station. Besides Amtrak, Union Station serves Chicago commuter rail trains. Even at that time trains were constantly arriving and departing. People were walking everywhere from trains, to trains, to buses, out to the street. I knew someone could be following my every move and I wouldn't notice. Finally I heard my name on the overhead pager.

"Tammy W... Professor Tammy W. Please meet your party near the Amtrak lounge at locker 100."

It sounded normal enough, but I recognized the inclusion of the locker meant I had more instructions to worry about. Otherwise the page would have just said meet at the Amtrak lounge. The only problem was I didn't have a key. I was sure that must have been taken care of so off I went. It took a couple of minutes to get back to the Amtrak area. It was pretty deserted as there were no trains leaving soon. There were a few people hanging around. I looked at the bank of lockers, specifically number 100. The key was still in the lock and it was unlocked. It opened when I tried the door. Surprise, surprise. There was an envelope.

I opened the envelope. I was getting tired of this game. Inside was another Amtrak ticket. It was for the Empire Builder leaving for Seattle at 2:15. There was also a note. It was hand written. Although also feminine and elegant, the handwriting was not a match for the one I received on the train earlier. This one was signed Mistress Lisa. I guess that was Mrs. Forrest's first name. It told me she would meet me on the train, but that I should get out and enjoy the city for a few hours and then we would be together.

I wasn't thrilled with getting back on the train. I looked up the schedule and found the trip to Seattle was 46 hours long. That meant I'd be captive for at least that long. That thought instantly I got wet. I checked my watch and then followed the throng of commuters up an escalator and out of the station. I had no clue where I was. I was along a river. The Chicago River perhaps? The crowd was crossing a bridge and heading into a maze of office buildings. As I watched the parade of people pass I suddenly had the feeling that everyone could see right through me and knew exactly why I was in town. I was standing on the sidewalk holding a box of sex toys and wearing a suggestive t-shirt. Walking around the city didn’t seem like such a good idea anymore so I went back into the station.

I ended up finding a bench along a wall and sitting down. I figured this way nobody could read the back of my shirt. With hours to kill before my next train, my mind was free to wander back to sex. I tried to spot somebody watching me who I would recognize as being on the train from Boston. I tried to spot Mistress Lisa arriving for the next train. I thought about my pussy. I thought about Heather and Julie. I thought about the sex dreams I had the night before. Basically I was getting myself hot and bothered in public again. Finally it was time to board the new train. Within a few minutes I was checked in and found my bedroom and home for the next two days. Mistress Lisa was not there, but two big suitcases were. She was on the train. I sat down and waited. My panties were soaked and I knew I’d get off as soon as either my mistress or I touched my clit.

“It would be soon… It would be soon…” I kept telling myself. The clock counted down the minutes until departure. The train began to move. I was on my way again.