Oh my gosh! I just settled my debt with James. It brought me the most intense feelings of my life. The things I did to settle up with him were terrifying yet exciting.

Two weeks have passed since I got home from my trip, and I experienced my first solo date when James came in and asked me to call and make reservations at the casino we go to once a month. We both enjoy going and usually stay a couple of nights when we do. I like to play the slots, and he plays poker all day.

We left early the morning of our reservations, as it is almost a seven-hour drive there. We arrived about one o’clock in the afternoon and got into our room. Once in the room, James looked at me and said, "By the way, you will be settling what you owe me while we are here.”

It was no surprise when he said that because I knew the time would be soon. I immediately coyly responded, "Oh, what am I going to do to relieve my debt?"

At this point, I was hoping Robert would visit us and make me take him completely. I was getting a little excited to try again. I was also worried that James was ready to fuck my ass. I didn't think I was prepared for that yet, but if that's what he wanted, I would try.

He answered, "We are about to have a lot of fun.”

He reached into his bag and pulled out a new top he had bought me, telling me to try it on. It was a thin, silky top with thin straps over the shoulders. I looked at it, pulled my top off, and slid the new one on. I thought it was a nice-looking blouse, and I said I liked it.

"Uh, you don't wear a bra with that top," he smirked, “those babies need to be free and seen.”

I paused a minute, then removed my bra and slid the top back on. I could see the outline of my nipples and every bump of my tits sticking through the material. When I would move around a little, the top would shift and sway, briefly exposing one of my nipples every time.

"You will wear that top when you go to the casino to play your slots," he said.

I am not an exhibitionist, and it scares me to expose any part of my body in front of someone. It is the most difficult thing I have tried to do. All of the things I have experienced, the brief moments I was exposed for anyone to see, are what turned him on the most.

Before I could respond, he added, "And it gets better than that. I'm going to the poker room, and you have one hour to text me a selfie of you playing slots with one of your tits exposed for anyone around to see.”

Before I could say anything, he kissed me as he walked out the door.

"There is no way he expects me to do that; he is kidding me again," I thought.

I freshened up and sent him a text asking him if he was serious.

He texted back, "49 minutes. Oh, and also bring your Lush vibrator with you.”

I didn't think I could do what he wanted, but I put on the top and bravely headed down to the casino to try. I walked and walked, hoping to find a slot machine in an area where no people were around. I was running out of time when I finally found a place along a back wall that was vacant and darker than most places in the casino.

I sat down at the machine, and as soon as I did, the top slid over, exposing one of my nipples. I quickly looked up, held my phone up, which made the top slide even further, and snapped the picture. I had done it, no one saw me, and I got away with it. I quickly sent it to James and texted him that I had paid the debt.

His reply was a smiley face and text saying “Good deal. Meet me at the Cash Tornado slot machine.”

That is one of my favorite games, so I started walking to where the game is located.

James met me there and said, "Play this machine; you do pretty well on it.”                                                                              

The game is a two-stage game. You push the spin button in hopes of activating the tornado on the big screen above. If you do, the tornado spins cash around on the screen, and you touch as many bills as possible to win the cash amount shown.  For me to be able to reach the screen, my hands have to lift a little above my head. If I were to do this, my tits would be exposed to the two men sitting on both sides of me.

Several people were in that area as I sat down at one of the machines and started to play. Each time I reached to press the spin button, my top would slide over, partially exposing one of my nipples. It didn't take but about four spins, and the tornado activated. As I reached up to get ready to start touching the screen, my blouse slid off both breasts, exposing them for the men on either side of me to see clearly. The tornado went on for about twenty seconds, and I wasn't about to stop trying to touch the money flying around the screen.

Once it finished, I sat back down and covered up, knowing that the two men on either side of me saw everything. I cashed out quickly so I could move away to another area.

"That was pretty good. You won, and the two guys sitting next to you had a good time watching you, too." James said, smiling.

As I got up to leave, the guy on my right said, "Good luck.”

I just looked at him, smiled, and got out of there.

“Let’s go eat some lunch, but before we do, go to the restroom, get your vibrator in place, and let's have some fun with it," James said with a big smile. "I will go get us a table and meet you there."

While walking to the restroom, I noticed every man I walked by was looking at my nipples protruding against the material of my blouse, and every so often, as I took a step, the material would slide over, revealing one. No matter how I walked, it would do it. I picked up my pace, but it seemed to make it worse.

When I got to the restaurant, James already had a table. As I approached the table, James saw me walking toward him, grabbed his phone, and hit the vibrator control on full. It hit me like a jackhammer, and I stopped short, crossing my legs and holding as still as possible. When I did, my top swished to the side, exposing my tit to anyone who may have been watching me.

When I got to the table, I asked him if he would please shut it off. At a glance, I could see a few people watching me and knew they had seen me. I ordered a large margarita to help me through all of this. As we sat there eating, every time the waitress would stop by, he would move the power of the lush up, hindering my ability to speak or eat. I asked him to stop and at least let me eat.

We finished eating, and I told him I was going to the room. He said that he was, too, which was unusual for him. He usually stayed playing poker until late into the night.

The entire way back to the room, he would, from time to time, hit the full power of the vibrator, causing me to stop walking, cross my legs, and hold my crotch in front of a lot of people. Each time I did that, the top would slide off my tits, exposing them time after time.

We finally made it back to the lobby, and walking toward the elevator, I convinced him to turn the thing off.

We went to the room, and I went straight to the bathroom to freshen up. When I came out, the room was dark with the only light coming in from the slit of the curtains. It was still daylight outside.

James said, "Put your vibrator back in your pussy and go open the curtains all of the way and stand there in front of the window.”

I knew we were on the sixth floor, and outside the window was the main entrance into the hotel and casino. Those who parked in the main lot would have to walk past our room to get in. We were on a low enough floor that if anyone looked up, they could see everything through our window.

‘Haven’t I done enough to clear my debt?” I asked.

“Not yet," he smiled, saying, "Just remember how much you enjoyed fucking Robert and Richard.”

I walked over to the curtains, closed my eyes, and slid both sides open. I opened my eyes to see that no one was out there.  As I breathed a sigh of relief, James told me to stand in the window and look out until someone acknowledged seeing me.

I planned to stand at the window motionless, so that no one would see me move and look up. The entire time I stood at the window, he would engage and disengage the vibrator, causing me to jump and cross my legs.

I could see a group of guys walking from the parking lot towards the hotel tower we were in. I knew if they looked up, they couldn't help but see me standing there naked. My nipples were hard, and my pussy was wet again just thinking about standing in the window for anyone to see if they looked up.

When I told James they were coming, he hit the power button on the vibrator, causing me to clinch and grab my pussy.

“Let’s just leave that on high a little while.” He said while smiling at me.

I couldn't stand still with the lush vibration on my G spot.

As the men got closer, my moving around in the window must have caught the eye of one of the guys. He looked up, and I knew he could see me in the window. He said something to the other guys because they stopped and looked at me.

“Oh shit, there are some guys outside the window looking at me," I told James.

'Wave at them and see if they wave back so you know they see you," he quickly said.

I casually waved to them, and they all waved back. I knew they could see every part of my body, and although terrified, I was getting a little turned on.

After they left, I stepped back from the window and breathed a sigh of relief. James was hard and leaking pre cum from his dick. I leaned over and started sucking him slowly, all the time the lush was vibrating my G spot.

After a minute or so, he told me that he was ready to fuck me. I know I wanted to be fucked and started to crawl onto the bed.

"One more thing," he said as he stood up from the bed. “Go back to the window, and bend over using your hands to support yourself along the metal part. I'm going to fuck you from behind while you look out the window to see if anyone is watching you. Don't look down, trying to hide. Keep looking out the window at all times."

With a low soft voice, I whispered, "Oh, James, no, no, I don't think I can do that. Please, no."

“I think you should try one time for me," he replied.

I reluctantly stood up and walked over to the window. No one was out there, so I bent over and balanced myself on the seal.

James came up behind me and spread my legs a little more, pulled the vibrator out of me, and slid his dick in me balls deep on his first thrust. I wasn't sure what it was, but I was getting so turned on at that moment that I didn't want it to stop. 

Each time I would lower my head, he would pull my hair up, making me face the window so that anyone who may have been walking by or over across from us in the other tower could see me.

Just then, I saw three of the guys from earlier walking back to our window, I guess to see if I was still there. As they walked up, they stopped and stood there watching me getting fucked from behind. I knew they could see what I was doing as they stood out there smiling, punching one another in the arm, and watching me get fucked from behind.

James started fucking me harder, and I was about to cum, he told me to look at them and wave. I could feel my pussy was about to explode. I tried to lower my head, and James told me to look at them and not to stop looking at them so they could see me cum.

I looked straight at the guys, waved, and after what seemed to be hours, I let out a moan so loud that I think they heard it. I squeezed so tight that I pushed James’s dick clean out as my pussy started gushing.

I stood up, crossing my legs and holding my crotch with my hand as I saw the guys with their hands over their heads, cheering. From behind me, James raised my arms back over my head, exposing my entire body to them. I wanted to get out of the window as quickly as possible, as James held me there for them to see.

I just had the most intense orgasm of my life. It was more intense than the one I had with Robert, and that one was incredible.

After a minute, I got up and went to the bathroom to clean up. When I came back out, I remembered that James had not finished.

"Let me finish you now," I told him.

“Hold off a while," he said, "Let's go back to the casino and play."

We got dressed and headed back down. We played the games for a couple more hours and walked around, seeing everything happening in the casino.

As it got later, more people started showing up, making the casino a little more crowded than earlier in the day.  As we walked around, my top would still slide over, exposing my nipples from time to time. James would sometimes hold my hand, and when he saw something above my head, he would point up at it, still holding my hand, briefly exposing my entire breast. It did excite me knowing that someone could have seen me.

After a while, we decided to go to the room and call it a night. On the way back, as I walked, briefly exposing a nipple as the top slid from side to side, I could see men's eyes go straight to them, and it was starting to get me wet again.

As we got to the elevator, there was no one waiting, and after I pushed the call button, James stepped behind me and slid one of the straps off my shoulder, fully exposing one of my tits.

He whispered, "Leave the strap down until the doors open. If someone is on the elevator when the doors open, you can casually pull the strap back up. Do not pull your strap up until the doors are completely open."

I was so nervous standing there. I was about to faint. My heart was pounding. I stood there, hoping no one would be on the elevator while I stood in front of the door, shaking. I watched the elevator lights at the top show me where the elevator was. It hit level one, and I stiffened up as the doors opened. Two men were behind the door when it opened. They stopped and looked straight at me. Once it opened completely, I casually reached to slide the strap back over my shoulder as they walked out.

As they walked by, I heard one say, "Very nice.”

I turned to look at him as he walked away, and he continued looking at me.

We got on the elevator, and James stepped up to me, kissing my neck, while pushing both straps off of my shoulders, letting the top settle around my waist, exposing both breasts before the door even closed.

He calmly said, "When the doors open, I would like it if you walked to the room like this and don't cover up, no matter what."

I couldn't tell if I was nervous or excited. My heart was beating fast, and adrenaline was pumping through my body. We got past the lower floors without stopping, and I heard the ding for the sixth floor. The door opened, and thank goodness no one was standing there. I was relieved seeing that.

However, I could hear people talking around the corner in the hall, and I turned, looking at James to ask, "Are you going to make me do this?”

Our room was almost at the other end of the long hallway, and as we turned the corner, I could see two men standing in the hall talking down by our room. I stopped and started backing up.

James nudged me toward the hallway, saying, "You must do this to pay your debt.  You can't cover up or walk fast, so relax and go with it."

I whimpered, "No, please, I can't do this." Hoping he would say okay and let me cover up.

I knew if I told him I couldn't do this, he would not make me continue but I also knew he wanted me to continue.

Looking at James, I could see that he was excited about me doing this, but he could see I was too nervous.

"I tell you what," He whispered," pull your left strap back up over your shoulder and leave the right off, leaving at least one of your tits exposed for them to see. Will you at least do that?”

I took a deep breath and told him Okay.

As we walked closer to the two men talking, they looked up, stopped talking, and started staring at me.

I have to admit, my nipples were rock hard, and my pussy was soaking wet from what James was making me do.

As we walked by them, their eyes were glued to my exposed tit. They watched as we walked by and stopped at our door. As we stood at our door, James paused for a second. He whispered, "Do you want to slide the other strap off now so they can see both?”

There was no way I wanted to do that, but remembering how excited he was hearing me tell him about Richard getting me naked at the door of my hotel room, I knew he wanted me to do this.

I stepped back and turned, facing the two men. I was shaking but smiled at them and began sliding the strap down off my shoulder, not taking my eyes off the two men standing no more than six feet from me. Their eyes were locked on my exposed breasts, watching my every move.

I stood there as they stared at my breasts for what seemed like five minutes, even though it wasn't, while James was unlocking the door.

I don’t know why I did it, but I slid my hand up my body, pinched my nipple between my thumb and finger, and smiled.

James finally opened our door, and as we were entering, I heard one man say, "Man, I would love to fuck her. You know she could put one on you."

Hearing that, I felt good about myself as I entered the room.

We got in the room and I said, “That was the most difficult thing that I had ever done, exposing my breasts for two strangers to see. It both excited me and scared me.”

 Once in the room, I told James that I was getting in the shower and to be ready when I got out.

He moved to the bed and said, "I'm a little hungry. Would you like something from room service?"

“Maybe a little snack or something would be good," I answered as I entered the shower.

When I finished my shower, James stepped in and took one too. Once finished, we lay on the bed talking and looking out the window for a few minutes, waiting for room service.

Then it hit me, and I said, "Wait a minute. You are not expecting me to answer the door in a towel and let it fall off in front of the room service man like those videos we watched, are you?"

"Of course not!” he whipped back.

I felt a little relieved with that answer when he added, "I expect you to answer the door topless with the towel around your waist.”

“Really. Don't you think I have done enough?" I asked.

He smiled and said, "I guess so, answer it however you want to."

I could tell he was disappointed.

It was about thirty minutes later when the knock came on the door. I got up, wrapped the towel around my waist, and went to open the door.

My nipples were so hard that they felt like they were about to pop off my body.

I took a deep breath, opened the door, and held it open, telling him to put the tray over in front of the TV. He stared at my tits for what seemed like forever before pushing the tray into the room. James started asking him questions to keep him there longer so he could get a good look.

Then James said, "Debbie, step over here and let me get a picture of you two."

I thought I would faint when he said that. I knew I had to do it to get this over with. I walked over and stood next to him while facing James.

I could see the room service man wasn't going anywhere, standing there looking at me with a big smile.

"Hey man, just for fun, reach over and cup one of her tits with your hand so I can get a picture," James told him.

He wasted no time as he cupped my tit. I could feel his hand kneading it as he held it.

"Okay, Debbie, this is no good," James said. “Go ahead and drop your towel on the floor for us.”

The room service man had a good grip on my tit, and I knew he wasn't going to let it go. I knew James would not take the picture until I complied with his request.

Finally, I had had enough and took the towel off, dropping it on the floor.

“Okay, take the picture so he can go back to work," I told James as he smiled at me and snapped the picture.

As soon as I got room service out the door, James grabbed me and threw me on the bed. He fucked me so hard that I came almost instantly. I pushed him off and told him that I was going to finish him off with a blow job.

It wasn’t a couple of minutes before I felt his dick start to swell and pulse in my mouth. I think he dumped the biggest load of cum in my mouth that I had ever taken. I had to swallow three times to get it all down.

As I lay there trying to sleep, I kept re-living the day in my mind, remembering every detail. What I did excited me, but then again, I was terrified while doing everything he had me do.

All in all, now that the day was over, so was my so-called debt.