Caroline becomes a Sex Slave
 

Introduction

My name is Shawn Colton I am 30 years old and have very few hobbies. My time is filled with work for the last 10 years. I started my own company and grew it from the ground up and through the last few years my profit and personal net worth has exceeded a two-million dollars before the age of 28. What seems like forever I have been working non-stop and the stress of it all was building up. I spend very little on myself and live in very small two bedroom home. Over the years I have found the my best stress reliever is sex. Unfortunately, my work schedule did not help with dating or relationships.

So I converted my second bedroom to my sex cave. On the outside it looks like just a big office but it has a big screen tv and two large computer monitors as well as some other toys. After long shifts or on weekends I would spend time watching porn or reading stories until I decided there must be a few females out there who just want to have fun. I did some searches and found a female named Kate who lived less than an hour from me.

Kate was a very petite girl age 22. She was just around 5’1” and less than 110 lbs. Long light brown hair with highlights. Kate also has a small yellow star tattoo on the back of her neck. Through the next 2 years we meet up every couple weeks and was able to keep a friends with benefits type of relationship. We both loved sex and just generally hanging out but kept a very open relationship. We both had a few short flings but would still do our fetishes and kinky stuff together.

Through time both of us discussed our crazy and kinky fantasies. The one common thing for us was we wanted to find someone else to have fun with. It needed to be a attractive girl who also wanted to have fun but could be our sex slave. So I came up with the idea of finding someone to be our slave and then go on sex vacation for a week.

The idea of this sex vacation was much needed. I haven’t been able to take more than a few days off in a row and my business was at the point that I should be able to get away with in the next month.

Kate agreed that since whatever we were planing on doing that I should find our slave because I was going to be paying for our little sex vacation.

Chapter 1 Finding Our Slave

I did some searching and fell upon the getdare site. Soon I found a very interesting girl whose name was naked_dare_girl. After I looked through all her posts I decided to send her a private message and see if I can spark any interest. This is what it said...

naked_dare_girl
I am looking for someone to help relive my stress and thought you could help. I viewed a little on your post and think you would be perfect for what I am looking for. I would like a slave to fulfill my fantasy as well as my partner. If you want to have some fun and are interested please let me know and we can set up a time to chat for a while online.

Later that day I logged on and noticed she already responded.

Shawn... Please excuse me for being so direct but for me to get this involved with a master I need to know what you may ask of me. Send me a time tomorrow we can chat. I am always open for something fun but you need to prove to me that this is for real.

She must have just been online so I responded that you could do it around 9:00am Saturday morning via IM.

9:00 arrived and we managed to hit it off very fast. I explained my stress filled job and my partner Kate. That we wanted to have a sex vacation but add a sex slave to our mix. We were looking for someone that would want some fun and from what I read on your likes and dislike you fit what we were looking for. The moment I tolled her about Kate she had a lot of questions. But one remark caught me slightly off guard.

Shawn I must tell you I like pussy just as much as I like cock. What does Kate look like?

I gave her a description of Kate. I must admit I had a bunch of questions but wanted to have her feel comfortable with me.

She went on to type.. I think we need to all meet up on skype so i can see both of you. I am willing to be your slave now and you can be in control of me from my home, but due to privacy I would rather not go on this sex vacation until I can trust both of you.

Okay hang on one sec let me see when she can come over. I typed.

I called Kate and asked How soon she could get over? We need to talk about our slave. She wants to see us via skype.

Kate immediately responded if I leave now I can get to your place in 30 minutes. I could tell Kate was excited about the idea. It was like she wanted to get to my place faster but just couldn’t.

I sent a message to naked_dare_girl that Kate could be here in 30 minutes does that work for you?

The message said Yes....Master! ...Master? what would you like to see me in?

My response: Please wear your favorite pair of panties and bra with a white low cut shirt.

Yes Master see you in 30 minutes and I will do as you say.

Please continue ;)

please continue it is really good

great. cant wait to see what happens next

Chapter 1 Skype Introduction


Kate rushed in to my house almost giddy with excitement. Is she on yet did I miss anything! she said.

Hang on to your panties it will be a few more minutes.
I have always thought Kate was attractive but today something was very different.
Whats up with you?

I am so horny! Well I had been watching that Cytherea girl .. you know the one that can squirt like crazy..on the internet and I was right in the middle of masturbating when you called.

It was than I noticed that Kate and a low cut shirt and was nipping out she was not wearing a bra. She had a very short mini-skirt and when she sat down she spread her legs apart. She had a light pink panties on but I could see a damp spot, which proved that she had be pretty wet and wasn’t lying about being horny or finger herself.

Kate sat in front of the computer contently refreshing it back just sure it was up and running.

Than she filled the screen. Wow, just like her pics she was stunningly beautiful. She had on a tight v-neck shirt that was slightly see through. Although I couldn’t tell what color the bra was.

Hey! she said.

Hi!.Kate and I replied back.

My name is Kate and Shawn never tolled me what your name is.?

It’s Caroline! How’s it going?

Not bad.... So....Shawn tells me you want to get to know us?

Yeah, I really like some of Shawns ideas but I am a little un-easy of meeting up with a stranger. So I thought we should do it this way. Caroline replied.

So I got an idea! Lets play a game of truth or dare to get to know each other. Only Kate and I don’t do any dare’s. Since you already agreed to be me slave. Is that cool?

Caroline smiled and said that sounds good. I’m in!

So I’ll go first... I see you are wearing what I asked lets see your favorite bra and panties.

Without hesitation Caroline removed her shirt to expose her great looking breast with a leopard spotted bra.

Wow! Those are very nice! What size are they? Kate said while gently running a finger around her nipple over the top of her shirt.

Thank you! They are 36C.

Caroline why don’t you go next? trying to move this along.

If it’s okay can I ask both of you a question before I start? I just want to know what the rules are for me to be your slave and are both of you my masters?

Great! I typed some up last night. Other than the obvious you must do anything I ask, don’t worry I will not do anything in your current limits.

Rule #1) Shawn will be your master unless permission is given to Kate. Or if Kate is left alone with Caroline.
Rule#2) When we skype, talk or are on the sex vacation anytime you need to relive yourself you must say the words.. “Master I need to pee!”
Failure to follow rules will result in punishment.

Sounds easy enough! Caroline said, My first truth is two parts. Kate do you find me attractive and what will you do to me when Shawn lets you.

Yes! You are simply lovely and I wish I could see you naked, Kate exclaimed. Once I get control of you I want to see how you taste.

I watched on as Kate on snapped her skirt and put her hands down her panties.

Kate’s turn now, I said.

I want to see an up-close view of your pussy and ass, Kate said.

With that Caroline stood up to see the current view of her leopard spotted bikini panties. She removed her panties somewhat slow at first. I noticed a wet spot and a perfect camel toe pussy lips. Very cleanly shaved. She used her fingers to open up and make sure Kate and I could see. Than she turned around bent over and with both of her hands she spread her cheeks apart.

TO BE CONTINUED!

Please continue. This is a great story.

Please continue!! I'm getting horny

please don't leave me soaking the chair! love it, please keep going!

Alright my turn! Caroline I want to see your sex toys and use your favorite one.

Caroline got up from her chair and opened the top drawer of her dresser she pulled out
a chains, a three speed vibrator, a ball gag, a lot of dildos, dozens of paddles, and rope.
She brought her computer to her bed and grabbed this very large black dildo. This dildo was over 9 inches long and at least 3 inches thick. She used he own spit to lube it up as she stroked the shaft. Than she got closer to the camera so basicly all you could is her belly button to her knees. She adjusted the tip in her pussy and with one swift shove inserted almost all the way. A few pushes and her juices were really flowing.

My eyes were fixated on the screen when all of a sudden I could hear heavy breathing. But it wasn’t coming from the computer it was Kate sitting right next to me. I hadn’t even noticed but she found away to get her panties and skirt off. She had at least 3 fingers in her pussy and the chair was soaked beneath her.

Not wanting it to end I finally said stop that both of you. They both slowed the pace down when Caroline asked what did you mean both? I grabbed the camera and moved it to a view of Kates crotch.

Wow that is amazing she likes it very wet huh? I didn’t even know she was naked down there. Caroline said. That is so hot!

Yep, she get’s like this when she is really horny. Now you go what is your truth question.

Well Shawn I need to know one thing that you are planing if I decide to take the vacation with you guys. But what I really want to hear is something very kinky.

Lots of things started coming to mind because I have given it a lot of thought. I didn’t want to give her something over the top and freak her out, she might not want to go. On the other hand one of her dislikes are boring or easy dares.

Well, I don’t want to give all of my plans away but I think you being naked as much as possible and public masturbation will be a big feature.

Caroline didn’t even pause and says ..Sounds good I’m in!

Wait what do mean? I asked

Actually you guys convinced me the moment I laid eyes on you. You guys are attractive, you sound nice, and I really would like to play more with Kate. And honestly I need to take a vacation. I don’t want to cut this short but I need to get going to work in a half hour. So when do you plan to do this?

We gave her some dates because I know this was going to happen in the next 30 days. Kate was able to make her schedule as well as she knew it was going to happen soon.

So can we skype the same time tomorrow after you arrange it with you job. I asked.

Caroline said Yes but before we log off....Master I need to pee!

Okay than kneel like you were doing before on your bed and find a glass bowl to pee in. Make sure we can see the stream.

Within a moment she was back with a small clear glass bowl. She spread her lips apart a few dribbles came out and than a strong stream filled the bowl. A few drops splashed up and hit the computer.

When she finished she Thanked me and said I will see you tomorrow.

Can't wait for the next chapter! I'm getting wet!

Please post more!

Keep on writing.

Chapter 2 The 2nd Skype Session

Just before 9:00 the next day Kate called and said I am almost there and it is pouring rain out I will be there in a few.

I logged in and noticed Caroline already waiting for me.

Hey You!

Hello Master Shawn. Where is you sex partner? She will be a minute.. At that moment I heard the front door open. Well that must be her..

She ran into my office and she was soaking wet (from the rain). She had a Pink VS cotton shirt on. And a pair of tight white shorts. Her shirt was sticking to her breast that clearly showed off her dark pink bra.

Yep it pouring rain outside today, telling Caroline.

Hey Sexy! Caroline spoke loudly for her to hear from the door of the office.

Oh you are already on.. sorry I am a little late. Kate pouted I was hopping I didn’t miss anything.

Nope you didn’t miss anything. I said.

You look very hot in that wet t-shirt. Caroline noted.

Well maybe I will take it off for you to see more! Kate said almost kid like.

Please! Caroline begged.

No not yet, we will have plenty of time to play in a few weeks. How did the time off go with work?

Well I have small problem. I can get 4 of the 9 days off but....I can’t afford taking all the time off, I don’t have enough money to pay my bills for the month. Caroline said.

I tell you what I will make away for you to make some money on the trip if you agree to this.

She looked a little worried and said how much might I be making. Caroline sounded worried.

Kate butted in and said, money is one thing you don’t need to worry about when it comes to Shawn. One of the biggest reasons, other than sex and I truly like being with him, is Shawn is well...he is not short in cash thats for sure. I am a little spoiled.

I already have some little challenges for you both to make money and if you don’t earn enough for the additional days off I will pay for the rest. Sound fair?

Sounds like a deal Master! Those dates we agreed on works for me. So its Sunday through Monday in 3 weeks right?

Yep! You must do everything I say from this point until the end of the trip.

Yes I will do as commanded, she said.

So here is the deal both of you will not know the destination until we are at the airport. I will need you address Caroline for the tickets and a few other things I need you to do. A package will arrive at both of your houses 3-4 days before we leave. You must do as asked in preparation for a sex vacation.

For the next 3 weeks you both must not orgasm. We will all be getting so much attention during our trip that anything leading up to it is not necessary. And from what I can tell that will be very hard for you both to control yourself. In the next 3 weeks I will also be away on a business trip and will not be able to skype and I might not have much for internet.
So today might be the last time we get to talk or see each other. I think we should do one more round of truth or dare. And I would like to go first.

Okay Sounds good Caroline said.

I’m in! Kate said.

Caroline i got to questions for you. What is your biggest sexual fantasy and what is the kinkiest thing you have ever done?

Well, I think my biggest sexual fantasy is to be capture by a group of 3 hot women and be their sexual servants. The kinkiest thing I've ever done was be locked up in chains in my basement and controlled by my female friend. She forced me to lick her pee hole while she peed in my face.

Oh my that was so hot! Kate said. Can I go next Shawn?

I could tell Kate had something in mind. Go for it! I said

This is my dare, I want you to bring your computer to your kitchen or bathroom. Do you have one of those removable sprayers on your sink or shower?

I have both she said as she started walking with her computer.

Than go in the kitchen and spray down you chest so you can have a wet t-shirt like me.

Caroline had a white shirt with “I love NY” on it. The front was torn a little down the front you could just see a hint of cleavage. She walked up to the sink when just as she started to turn each faucet. Kate spoke up...No only cold water!

Caroline adjusted the temp and soaked up her shirt. Her beautiful breast were clearly revealed. I didn’t even realize until than that she hadn’t been wearing a bra. A few seconds passed and she turned to the screen and asked if this was good enough.

A little more around your nipples please! Kate said in a slightly naughty tone.

The moment the cold stream hit her right nipple it popped up.

Sorry I have sensitive nipples, Caroline cried out.

That’s good enough, Kate said. You can turn off the water.

Your turn Caroline.

Shawn will you be able to make cum on the trip? Because if you won’t let me cum for the next 3 weeks and during the trip...that’s just a little to long.

If you obey all my commands and please me. You will be able to cum! Multiple times!

Master I need to pee! Caroline spoke up.

Okay, bring your computer into the bathroom. And take your shorts off.

Caroline obeyed as I stated. When she removed her shorts she reveled a pink and white lace crotchless thong.

I want you to get us a view of you peeing in the shower. But we want to see you bend over to the camera and also see your ass while you do it. Don’t take off the panties, okay.

The motions were somewhat fast. Because the moment she was in the correct position she pushed a gusher of pee out onto the tub of the shower. It was a good 60 seconds before it went to a light dribble.

Sorry I have been holding that in for you Master. I know you like pee play and I thought I would leave you with this.

Thank you well done slave!

So I have got to get going on my trip and get some other things ready. Can you take a long shower today before work? Please be sure to keep that pussy and ass crack clean for me with a lot of soap. Okay?

You will need to wait for further instructions.
-----
More to come soon!

Warning!: Most of this story has been fairly tame. I did this because I wanted you to get know the characters as much as possible before getting into more hard core stuff. If you would like to stop here now is your chance.

Chapter 3 The Waiting

It was a full 10 days before I had a short break. During that time I had 2 phone messages from both from Kate. Both of them whining about how horny she was and she was getting frustrated that we all were unable to cum. Since I hadn’t got Caroline’s number, I thought I would check out getdare. She looked like she was up to her naughty self on most of the threads. I finally saw one her posts that said “I can not cum my master said no.”

One thing Caroline did not know is for the last month Kate and I had an been playing a truth or dare game one night. And the last dare was Kate daring me to dare her with anything not public during her day for 2 months. Sometimes I would give her one a day, or none for a few days, than I would give her

I decided to send Kate a text and Caroline a private message. Hello Ladies, I know you are frustrated but it will be worth while. Your package will come in a few more days hope you will enjoy.

The package arrived 3 days before we were leaving. Both contained a sealed bright colored envelope that said “Tickets for sex vacation: Do not open until instructed!”
Also a small box labeled open as soon as possible. The box contained a new iphone. with a sticky note labeled “Turn On”.
On Caroline’s phone she had 2 contacts listed. Kate and Shawn.
Caroline clicked on Kates name to reveal and photo of her breast in a purple bra.
She clicked again and the phone went to a voice mail.
She than clicked on my name to reveal a photo of my self. She clicked again and called me.

Hey Sexy, I answered. I thought you might be the first to call. I don’t have but a minute and I need to give you more instructions.

Underneath the cover of the box is 2 more envelopes. Kate also has 2 on hers. You need to let her know because I may not hear from her. The envelope say 2 or 1.
You both have tasks that need to get done that day. Like 2 days before you leave and 1 day before you leave. You can not open the envelope until you wake up that morning or anytime before 6am. On the third day you both will be awoken by me calling you from this phone. You will get 2 hours notice before you need to be at the airport to the unknown destination. Slave can you relay this message to Kate correctly.

Yes I can.. Master I need to pee.

You must tell me what you are wearing right now?

I have on light blue g-string and tight jean shorts. I do not have a bra on but have a button down short sleeve shirt with buttons that shows off my breasts.

Okay perfect, I need to let you go. I want you to pee right in your panties and shorts you can not change until Kate calls you. Do it right now, I stated with a soft tone.

There was a slight silence in the phone for a brief moment.

Okay I am almost done, Caroline said.

Well, I need to go again. So make sure you follow my rules as instructed. And I will see you when after you land in 3 more days.

Day 2 envelope: I gave both girls the exact same envelopes. They contained a $100 bill and a note that read..

Instructions for today:
Use this $100 to get a manicure and pedicure done.
Today you can wear whatever you want.
Pick out a sexy light dress, tiny straps and your favorite bra and panties. This will be the only clothes you will need on the trip and what you will be wearing on the airplane. We will be shopping on the first day.
At 10:00pm the two of you may call each other for one hour. I want you to both play truth or dare for one hour. This game has no other rules other than you can not cum.

Day 1 envelope: Each girl got separate instructions.

Kate your instructions for today:
I dare you to take a photo of your panties and send it to my phone.
I dare you to text my phone every time you are peeing.
I dare you to wear your nipple clamps with the chains today all day during work.
I dare you to bring your small pocket vibrator and use it for 5 minutes in the bathroom at work after your are done leave your panties in the bathroom.
When it is time for bed you must sleep in your panties and bra that you picked out yesterday. Leave phone close by because that will be your wake-up call.

Caroline your instructions today:
When you awake you must wear a diaper. You are not allowed to change it till tonight and take laxatives today at 7:00am. Noon, and 4:00pm. You also have to drink 3 glasses of water an hour tomorrow so you will have an overflowing diaper and a bad rash come tonight. At 2:00 you need to go to the local shop and purchase this list. Large stick of round beef jerky larger the better, a banana and 1 large totsie roll.

During the day you must clean all that leaks with your tongue. You must keep this on until 10pm take a cold shower for 15 minutes. Than find a clean diaper. I want you to drink to drink one 2 liter bottle of warm clear soda before you do so insert beef jerky into your ass whole as far as it will go and put diaper on. You must leave this in until the 2 liter is empty. Now remove your jerky and eat the entire thing.

Take your banana and un-peal it. Insert it in your pussy whatever doesn’t fit just leave in you diaper. Now insert the totsie roll in your ass as far as it will go.

At this point you will need to seal your diaper tight and get ready for bed. You must lay on your back with only one sheet on. Leave phone close by because that will be your wake-up call.

DAMN! it's a good damn. but still. damn... like... damn... I am speechless in a sense, excited to see how it goes for them.

Exactly, DAMN!!!

Chapter 4 Just before the trip

Two days before the trip my phone rang just after 7:00, it was Kate.

Hello Kate!

You ass hole! You never said I was going to be your slave on this trip, Kate exclaimed.

Well that was the deal anytime I say I dare you until the end of next week.

But.... Kate started to pout.

That was the deal Kate. Now do as I say I dare you. Since I have you on the phone. Send me and Caroline a video of your first pee this morning. I dare you! I’ll see you in a couple of days. And I hung up the phone.

Two minutes later I watched as Kate sat on the toilet. Spread her pussy lips apart sent a strong jet from her hole.

On the day before the trip I received eight messages from Kate on her pee schedule through out the day.

I gave Caroline some sleep and decided to wake her up at 2:00.

She answered somewhat sleepy, Master do I need to ready for the trip?

No, you need to eat a late night snack. You did I asked correct?

Yes Master.

Alright I want you to find some boy short style panties. Than remove your diaper. I want you to eat whatever is still in you. Use your fingers to get it out.

Yes Master.

What are you eating right now?

Some of the banana, she said with her mouth full. I think I peed at least twice since I went to bed. Master there is no tootsie roll in me, the whole thing fell out.

Okay than lay your diaper on the floor and get on your knees. Do not use your hands to eat it.
I could hear he eating it through the phone. I wished I would have used skype for this instead of the phone. A moment later she was done.

Master my face is now full of banana and chocolate. Should I keep it on or wipe it off.

No leave it on and put your boy shorts on and lay down. Get some sleep before it’s time to get up and get going.

Chapter 5 The Airport

I set my alarm for 7:00am I needed to wake Caroline up first. And I needed to call Kate around 8:30am.

When Caroline answered her phone you could tell she hadn’t gotten much sleep. She tried her best and said Yes Master I am ready to get up.

Alright Caroline you have a lot to do today. She you need to follow along. Understand?

Yes Master I will obey. But Master I need to go pee again, she said.

Alright you must lay on your back on your bed. Spread you legs out as far as you can like a V in the air. Hold on to the back of your knees and go in your panties on your bed. Put the phone on speaker and set it on your tummy.

She did as she was commanded and I could make out a hissing sound for a few moments. When Caroline said all done.

You have about 45 minutes to get done and on the road for you to be early for your flight. These are your instructions:
Please take a shower and use double the amount of soap you usually would. You can pick the temp this time. Make sure you clean you pussy and ass crack and hole really good. Than you must shave every area below the neck. I want your ass crack to be nice and smooth so do a good job.
When you are done, brush your teeth and comb out your hair. Than you must call me.
You have the next 40 minutes to get this done. I will be timing you. You can not be late.
Do you understand?

Yes Master!

With that I hung up the phone.

Forty-three minutes later my phone rang.

Hello my slave. How was your shower?

Very nice! I am very clean and very smooth. I know you will be very pleased, she said cheerfully.

You sound very perky for not getting much sleep. What’s up?

I just can’t wait to finally meet you and Kate ... and I was starting to get very horny when I was cleaning up my body for the trip.

Well now we need to get going so. Pick out that bra and panties and get that hot dress you were telling me about. Put the phone on speaker!

I could hear her doing something in the background and than she said all done.

Alright get the following things out on your bed. The phone, flip flops, your envelope with tickets, your drivers license and your car keys.

Got that! Now what do you want me to do? She questioned me on this.

I want you to feel a little more naked so this is all you can bring. Now get in the care and drive to the JFK airport you only have 1 hour to get there. When you get to the parking garage call me. Click.....

Forty-five minutes later, Caroline called and said okay I am here. Can I find out where we are going?

Not quite yet. You have a few more things to do. You must stand out side of your car.

I heard the car door open and she shut the door behind her.

Now take off you dress, and put it on your car.

Okay I can do it. I haven’t seen anyone in this lot since I pulled in, Caroline pointed out.
Done with that but they won’t let me in the airport like this. Now what?

Unsnap your bra and remove your panties hang them both on the rear view mirror.
You are not going to need them. Now you can put your dress back on.

I need to give Kate her wake up call now. You need to get to the Delta area and find the screen with all the current flights and call me back. But first you need to snap a photo of the bra and panties in your car and send it to me.
Okay I will talk to you soon.

I hung up and called Kate. She was already awake.
I have been waiting for you call, just laying her naked in my bed, Kate said.

I was somewhat brief with her because Caroline would be calling soon.
Take a shower and make sure you shave everything from the neck down. Put that dress on with your bra and panties. Get the following things out on your bed. The phone, flip flops, your envelope with tickets, your drivers license and your car keys.
Call me when you are done with all of this.

Okay, when do I find out where we are going?

Before I could answer Kate, Caroline was calling. I can’t let you know and Caroline is calling so just call me back when your done with what I said.

Hey Caroline you can open the envelope now.

Caroline open the envelope to reveal a $100 bill and first class tickets to Las Vegas.

Oh, my I can’t wait! Caroline said in a naughty tone.

Well you plane leaves in 60 minutes and you need to buy some reading material. Buy something somewhat naughty. Your flight is 5 hours so I will see you at the airport.

Thank you master I can’t wait!

A little while later Kate called. I apologized for being so brief.

That’s okay you had to get our slave taken care of right?, she said jokingly.

Yep now it’s your turn. I dare you to find a small purse that will only hold the contents on the bed. I gave her the exact instructions to call at the parking garage.

She had less travel time to the airport and the flight.

When she arrived at the parking lot she called just as I asked.

You need to remove your panties and bra and hang them up on your mirror and take a photo and send it to myself and Caroline.

Shawn I never agreed to this! I am going to feel totally naked my dress is see through, you could tell she was getting a little nervous.

Kate!, raising my voice slightly, I DARE YOU!

Fine she said I will do it!

Call me back when you are in the airport.

Ten minutes passed and my phone beeped. The photo showed a nude color bra and bikini style panties. Than the phone rang.
Hello Kate.

Shawn I feel really humiliated right now, she said it but I could tell from her tone she was slightly enjoying herself.

Kate, somewhat ignoring her, Open your envelope.

Your kidding right! Shawn we are going to have so much fun. Her tone completely changed.

Now you have less than 45 minutes to check in, but you have plenty of time to get on that plain. I will see you in a little less than 3 hours. I have been in Vegas for the last day. I have had to make all the arrangements for our sex vacation. So I will see you when you land.

At this point Caroline was already on her plane, so when she lands the photo of Kate’s bra and panties are the first thing she will see.

I waited about 2 hours before sending Caroline’s photo to Kate’s phone.

oo all the domino's are falling in the right spots. excited to see how planned this is, and how perfect. mwahaha, *had to evil laugh*

i think you should have left her diaper
but get story keep it up

Keep up the great work!

Chapter 5 The first day in Vegas

I arrived at the airport and waited for Kate’s flight to arrive first. Caroline’s was scheduled only 15 minutes later. I gave the driver a sign and on it it read Kate with a small package.

Than the phone rang. Hello Kate, I said.

Heyyy you! Whats up? Kate was in a very good mode.

How was the flight and where are you right now? I asked

Well, the flight was great to kind of easy my tension I used some of the money you bought me some drinks.

That’s right I forgot to tell you about that.

I am coming down the escalators. Where are you?

I am outside wait in the limo. Keep walking towards straight towards the main door and you will find the limo driver.

When Kate found the driver. The driver said Shawn said you must have this and wear it before getting in the car.

It was a gold necklace that read “SEXY”.

Moments latter the driver opened the door and Kate got in. She had on a light blue dress that came about knee high and the top was a low cut. But her breast is what I noticed first. Her nipples were visible through the material. And she was popping out slightly. She came right over me and kissed me with a deep passionate kiss. She grabbed my hand and stuck two of my fingers inside her pussy. She was soaking wet. We both giggled when she removed them and we both licked my fingers.

I couldn't help myself I had to touch her nipples and said, You look amazing!

At that point the phone rang. I put her on speaker.

Hey girly are you ready to have some fun in vegas? Kate spoke first.

Yes! is my Master there?

Yes I am here.
Master I need to pee. I haven’t gone since the airport.

Where are you at right now?

I am in the baggage claim area.

Walk to the big glass doors and find our limo driver. He will be holding a sign that says
“Naked Dare Girl”. He is also going to hand you a small package. Put it on before you get in the limo.

Caroline found the driver and put on the necklace that read “Slave”.

The car door opened. Caroline got in. She was wearing a white dress. The dress was very lacy and in the back it had a bunch of ties but almost had no material until a few inches above her waste. The front was a v neck style and went way down between her beautiful breast. With the necklace laying in the perfect spot.

Kate was first to speak. Caroline you look so sexy. Kate moved in also gave her a kiss on the lips. I am so horny right now. Kate moved Caroline’s dress apart to revel her pussy. I just watched and enjoyed the show. Kate slowly started to move her fingers closer when Caroline looked at me.

You could tell there was something wrong. Master I really need to pee. I might gush all over if you don’t let me go and I don’t want to not obey.

Okay, let her go Kate. I grabbed a wine class and said move forward a little and spread open your pussy lips.

I will over flow that. You should use two.

The limo was moving now, so I held the both glasses in my hand as she started to fill it to the top just before the top she cut off her flow and I moved the other one over her pussy lips. She gushed again and it wasn’t slowing. Kate grabbed one more glass.

I might not be able to stop this one you will have to be quick.

Kate and I were on our knees hovered around her legs.

I will catch what I can, Kate said.

She slipped it in the stream but a few dribbles fell on her finger. Kate switched hands and lifted her finger to Caroline’s mouth.

As Caroline sucked it off her flow went to a very slow trickle and stopped.

I grabbed the three glasses and pulled out 3 more. I filled half of the new glass with the champagne and put some of Caroline’s champagne in the second half.

Ladies I would like to make a toast. To an amazing sex, slutty, kinky and naughty vacation.

With that each of us drank the entire glass.


MORE CUMMING SOON

Ladies, I have many things planed for you over the next few days. I got here yesterday because I needed to get somethings ready. Sometimes I will give you a heads up of what is going to happen other times you wont know what is going on until the last minute. But first I am starving and you guys haven’t eaten and it after lunch already.

I rolled down the window and asked our driver to let us out at the front of Planet Hollywood.
When we arrived we found a little Mexican style restaurant called “Yolos”

Our host was a gorgeous female, who had a sweet voice, she was wearing tight white shorts with a tank top that was black and white trim. She had long brown hair that she wore in a small pony tail. As I followed her I noticed her butterfly tattoo the top of her shoulder. The ladies got in first in the booth and as she laid out the napkins in front of us she bent way over. Now exposing her black thong. While I was watching that out of the corner of my eye I noticed Kate looking down her shirt. The girls sat together and I sat on the other side.

My name is Lyndsay and I will be your server today. Would you guys be interested in our Mojitos they are really good?

We will take three.

Awesome what brings you to Vegas business or pleasure?

All pleasure! Kate exclaimed.

Sounds fun, I will get those drinks and you guys can pick something from out menu.

We ordered some quesadilla, pork tacos and some nachos.

So do you guys find Lyndsay attractive. I asked. Kate got a good view of her breast how did they look.

Well, I think I would like to see more, she said it without missing a beat.

Well, I got to see her nice black thong.

Lyndsay came back again and gave us 3 more mojitos. Than I asked for our bill.

I gave her a $30 tip with a note that i asked Kate.

We loved your breasts and your black thong. We are in town for the next 8 days call us if you want to have fun.
Love Shawn, Kate and Caroline.

Well we need to go shopping and since we are here lets find the closest Victoria Secret. While we were walking each girl on my sides. I gave them instructions for what will happen next.

I will give you each another $100 you are to find matching Bra and Panties for the both of you to wear. I will be giving you 1 hour. Since Kate will be in charge. She will pick what you buy. After you buy them find the nearest bathroom. Change into them. The next time I see you I want to see what you bought. The only rule is that when you change Caroline must be completely naked before putting the new attire on.

So call me when you are done.

Shawn has asked me to write down what happened when he gave control to Kate because he didn’t get to see or hear about it yet.

Chapter 5 Sub-Chapter

Shawn left Kate and I at the entrance of the Victoria Secret, with Kate holding the cash.

Make no doubt I was having problems keeping my glances to Kate discrete. She was very hot and sexy and her amazing looking nipples always seamed to tease me.

I asked did you have something in mind Kate?

Well, you work here so tell me what Shawn might like to see us in. Wait no I want to see you in something Hot and if Shawn likes it than I guess that a bonus.

We both laughed and I grabbed her hand and said follow me.

I found the Very Sexy area I pointed to that one. It was a new style Very Sex Push-up Bra it was a neon fuchsia color with a purple lace on the bottom half of the cup. And we found matching panties. What do you think?, I asked.

This is perfect lets buy this quick so I can see you naked as soon as we can, she said.

It caught be by surprise how quick she said that... she was like lets get going. The nice thing was that’s what I was thinking.

Moments later I found myself following Kate down a long hall way on the way to the bathroom. We were almost running as she was leading the way I was holding her hand.

She swung open the door and found that the bathroom had 5 stalls and no one in them.
She open the first one and pulled me in.

She locked the door and immediately our lips connected, this was only our second kiss and it was pure bliss. Her hands were running all over my body. And finally she flipped up my dress and slipped her hands in my crotch. She lightly teased it with her fingers as she continued to tongue my mouth she slowed slightly as we both were starting to increase our breathing. Than she whispered the words that shocked me...

This is my first time and I am so glad it is with you.

Wait you are saying you’ve never done anything with a girl before?

Again our lips touched and she was able to breath in me the words YESSS! In that moment she pushed to the edge of the wall and inserted two fingers in my pussy. Once in she curled her fingers up and started to move in and out at a steady pace.

Than she removed her fingers and brought them up to our mouths.

Remember, I said I was going to want to taste you first.. and with that she put her fingers and sucked my juices off.

I took of my dress and stood naked in front of her right next to the toilet.

Can I taste you? Asking permission to taste someone’s else sex juice was somewhat new for me as well. But I did not want to over step anything.

Kate lifted her dress off and put one foot on the toilet set and said Yes but get on your knees and lick me.

I obeyed just as she said and was able to smell her cunt first. She was soaked and I hadn’t touched her yet. I started at the bottom left side of her pussy lips and slowly went up to the top of her clit. She yelped softly her breath still and a fast pace. Than she grabbed the back of my head and pushed her pelvic up. Her pussy lips opened wide as soon as my nose hit them. I opened my mouth wide to engulf her wetness and started to push my tongue in. I did this for about two minutes when I heard the door open. A few more girls walked in talking loudly.

Kate pulled me up and we kissed some more. We hushed each other as we were trying to calm down. We stated embraced until the door slammed shut and you couldn’t hear anything but our heartbeats.

Finally Kate let go and put the new panties and bra on me herself. The whole time she hadn’t taken anything off. She removed her straps on her dress and let me clasp her bra. I went on my knees and put her panties on for her.

Than Kate picked up her phone and called Shawn for our next instructions.

it might sound a little unlikely for someone to say they NEED more of this story, but i am approaching the level of want that is equivalent to need!!!!!!

I know what you mean! This is really good.

Also, as a side note, is this really fiction? It's marked that way but man it sure doesn't read that way. If it really is fiction then great job getting all the facts together and stuff. I mean really, this is like super believable stuff.

Kate called almost an hour later.

Hey she said, where do you want us to meet you?

Well we need to find some sexy dress for you guys. We are going to eat at very nice classy dinner and see the Holly Madison show called PeepShow and I think I found the perfect place to pick out an hot outfit. I got her the details and I waited in the front of the store.

When they arrived because the colors of bra and panties they picked Caroline’s dress clearly revealed the colors. Although you could tell from Kate as well because of her straps and bra were slightly bigger than her dress.

Well I said the next time I see you I want to see what I bought. So show me?

Kate and Caroline looked at each other like crap what are we going to do now.

Kate grabbed both our hands and brought us to this little corridor between the stores. She put Caroline in the corner facing me. She whispered something I couldn’t catch to her and lifted her dress up in a bunch to her neck.

Man she looked hot, but all I mustard out was “Perfect!”

Kate dropped her hand down and said Happy Now?

Yes but your not finished. I said with a smirk.

Fine! she moved Caroline beside me and with two quick motions she lifted her dress completely off and handed it to me.

Caroline was somewhat in awe of her and said, but I din’t get to take my dress off that’s not fair.

I was trying to wait as long as possible but Kate was starting to get nervous. Once again all I could say was “Perfect Very Nice”. But as I was watching her try to get her dress back on I glanced at her crotch and her panties were slightly darker in one spot. So I had to point it out.

So you are getting a little wet after this huh?

Well yes you know I am a soaker, Kate said proudly.

Kinda looks like you guys have been playing around a little bit.

Yes we had some fun in the bathroom, Caroline said.

But he can’t know what went on, Kate pointed out.

Here is the deal. I have picked out two dresses for you both in that changing room. I asked the manager on duty to let you guys change together. I am going to stand right outside the dressing room. Go in and change but don’t let me see it until tonight. Kate I want you to pick out Caroline’s dress and Caroline you pick out hers. Once you both have picked one out, we are going to go to our room because I have some more fun planned.

The dressing room didn’t have a door but it had a small curtain. It was short I could almost see the tops of Kate’s knees. Although I couldn’t see much, I was able to hear a few things. Finally Kate spoke first, Shawn the bras we picked don’t match or fit the dresses. So you want no bra tonight and no panties.

Yep no bra or panties! So try them on without. I started as I paced slowly around.

This time I noticed to the left hand side, that the curtain was not closed all the way. I moved in closer for a better view. It was Caroline with her back facing me. I could make out her long light brown hair. Her hands were unclasping her bra and she just let it fall to the ground. I moved my eyes down her back and noticed the thong. It was riding a little low it was than that I had a great idea about how high I want that thong to go. I tried to look down more but the curtain closed a little more at the bottom.

Than I heard Caroline say well he did say no panties.

You could hear the elastic rub under her fingers as she pulled them off revealing her amazing ass crack.

Than Caroline moved out of view and I couldn’t see anything.

I waited a while longer and noticed that not a lot of noise or movement was going on.
I glanced down and found that each of there feet and legs were very close together.

Hey guys! You can’t have all of the fun without me today. Hurry up so we can go up to the room.

I could hear them both start to giggle.

A moment or two later Caroline opened the curtain followed by Kate, they both had two dress in their hands.

Caroline said We’ve got it picked out so how are going to buy this with out you see it?

I pulled out my wallet and put a $100 bill down Caroline’s bra and reached over and did the same to Kate.

Speaking at Caroline I said, Now go over to the manager and when he ask for the total pull this out of your bra and be sure he see your breast.

I moved over to Kate and looked right in her eyes and said I Dare You!

It's getting better and better!

Some parts are fiction and some parts are true, but only me Shawn and Kate know which are which.

Caroline asked to go first. I had a great view.

She took out the money and bent over slightly. I could see the managers eyes light up a little when she removed the money from her bra.

Not to be outdone Kate wanted to go big. Using her left hand she pulled down her dress and bra clearly exposing her left breast and using her right hand to grab the money. She almost paused and wanting to make sure we all noticed. I couldn’t help but thinking that this was the second time she did something risky and made sure it was bigger then Caroline’s. I would have to giver her some sort of reward for that.

We started walking to out of the Miracle Mile Shops and back to the Planet Hollywood. When I was watching Caroline from behind a thought cam back to me when I was watching her in the changing room. You could clearly make out her purple and pinkish thong.
Hey wait one second Caroline, I said.

She stopped in her tracks like she did something wrong.

I wan that thong to be way higher than the currently are. At least until we get to the room.

She started to grab her panties when I said no let me do it.

I reached under her dress, with her back to me still, and grabbed each side of he thong. I made sure all of my fingers were gripping them and slowly started to rise the up on the side. Than with my right hand I went in the front and my left hand in the back I pulled them together and straight up. I could feel my thumb in front pass her navel by an inch or so and let the elastic go with with a slight slap.

That’s much better! I said, not lets get going you are both going to get fucked.

We got in the elevator to the 20 floor labeled Suits. We started to walk down the hallway and about half way from the room. I stopped them.

Girls, like I said I had to get some things prepared, so I came early and added some special things to our suite. With that said Caroline you have a new rule. The new rule is under no circumstance are you to have clothes on when you walk into the room. You need to be naked before entering.

I inserted the key in and let Kate go in first and I followed. We both turned around and waited for Caroline to take off her clothes in the hallway.

Caroline removed her panties first and gave them to Kate.

Kate brought them to her face and sniffed the damp area.
She lifted her hands to expose he tight stomach and it got slightly stuck on her breast, so she pulled a little and it was able to go over her breast. She also gave the dress to Kate. With both hands she unsnapped her bra and the straps fell to the ground in front of her.

Ops! she said as she bent down to pick them up, her breast hung down slightly.

Gosh I love looking at your body, Kate said as Caroline walked in.

Take a little tour girls! This suite is almost 1,500 square feet. Why don’t you see whats in those dresser drawers?

Kate opened up the top drawer to find a wide assortment of dildos and vibrators. She counted 8. But one caught her eye the strap on.

Oh can I use this on her soon, she asked.

Maybe, Caroline check that one.

She opened hers and found a pack of adult diapers, 3 types of but plugs, some rope, a enema bag some leather collars.

Kate moved over to the next drawer to find an assortment of books and magazines and a stack of 6 DVDS.

Check this King size bed and the amazing bathroom.

We all quickly darted for the bathroom, as I pointed out the large jacuzzi and large shower with two big shower heads.

Kate said I have been waiting to go for awhile the mojitos are getting to me. She lifted her dress and brought her panties to her ankles and sat down. Within seconds you could hear a hiss.

Caroline looked at me. Now I have to go.. Master I need to pee!

Kate stay right there. Even though I didn’t say dare she did as I said.

Caroline sit facing Kate and Kate you open you legs apart and sit back as far as you can.

Kate was done with her pee and Caroline sat as instructed.

They were both looking down to make sure Caroline was going in the right spot. Okay I think I am good, she said.

I moved in and knelt down for a better view and placed my hand on her ass crack and slowly brought one finger close to her ass hole. Go now but don’t push it out.

A slow hiss started and the jet stream was very close to Kates pussy. It didn’t hit it but I am sure a few drops of her spray touched the lips.

Now Caroline this is the last and only time you will be using this toilet okay. She nodded in agreement.

Shawn what do you got going on over by the sink. Kate noticed I had gotten ready and placed out one toothbrush, one toothpaste, one female deodorant one shaver with cream.

Well you will be sharing, I said.

Wow, you thought of everything, she said.

Yep, now Kate I dare you to wipe Caroline’s pussy. And Caroline you must do the same.

I left the room and went back by the bed and yelled hurry up we all need to cum yet today.

-------
LOTS MORE TO CUM! HOPEFULLY YOU ALL WILL LIKE!

Absolutely fantastic

Caroline and her naked self was first out of the bathroom.

So what do you want Master Shawn! Caroline said.

Kate came out starting to remove her dress and her panties must have been on the floor in the bathroom.

I said, Well I would love to watch the two of you make out for awhile and then eat each other out. How does that sound Kate?

I’ve been wanting to do that since she got in the limo.

So what are you waiting for Kate you lay on the bed. And CarolineI, I want you to take her bra and get on top of her and make out for awhile.

Kate had her head on the pillows and Caroline got on and straddled her and started a slow kiss with her lips. I noticed as Caroline took her left hand and reached around her and started to insert 2 fingers in her slit. Kate started to moan as her new found friend increased her speed of her fingers. I could see her juices starting to flow already.

Caroline why don’t you flip over and start eating her out. Kate move down a little I’ve got an idea, I asked.

Since it was a King size bed there was plenty of room so I decided it was my time to join. I removed my clothes and faced Caroline’s face as she was devouring Kate’s pussy.

How does she taste Caroline?

Very sweet, she mumbled.

Let me taste her on you and I knelt down to her face and kissed her lips and brought my tongue in her mouth. I could tell her face was very wet and the familiar taste of Kate was on her. I than stood up and said wet my cock with you mouth.

She was still on her hands and knees in a low doggy style position as Kate grabbed a few pillows to rest her head and was able to reach her pussy. I took Caroline’s hair and started to move in and out of her mouth for just a few pushes. Than I pulled out and said spit on my cock.

Caroline pulled back slightly and spit a generous amount of saliva on my cock that was now hard. WIth that I moved behind her and inserted it in he pussy right above Kates head.
It went in very nice and I said Oh man your pussy feels so good wrapped around my cock.

Kate was trying to lick her clit with me in Caroline but the motion was starting to get to fast. I watched as Kates legs started to apart wider as she must have also been rocking up and down because Carolines head was going up and down. Finally all Kate could do is moan. I wish I could say I lasted for and hour but after not being able to cum for such a long time I knew it would be not that long before I would cum in her. I grabbed Caroline with both my hands and raised one of my legs up and started increasing the steady rhythm faster and faster until I was shaking her entire body with every thrust.

Caroline was unable to keep control of Kates pussy and she lifted her head and yelled out Oh yeah!!! Fuck Me Harder!!! I want to feel you cum in me.

Kate started in as well Keep going fuck that little cunt! Let me watch you fuck your nasty little slave!

That was it she pushed me to my breaking point as I thrusted one last time I exhaled through my teeth fairly loud. I pulsated my cock and released my cum as deep as I could.

After a moment my sense started coming back I noticed Caroline and were very sweaty and the room was filled with that sex smell.

Caroline went on working on Kates pussy and I finally decided to pull out. I brought my cock so that my tip was just about to pop out of her pussy when I saw Kate. She had her eyes closed with her mouth open as she was still slightly moaning. I pulled out to see my white cum drip around my cock and start to fall. The first drop land to her right side but missed her. It was than I took both of my hands and put my thumbs as close to Caroline’s wet pussy and spread her apart. Kates mouth was open and her eyes were still closed not knowing she was going to get a surprise. I could see a large pill of cum starting to form. I adjusted Caroline’s pussy down a little more. I could feel Caroline trying to help slightly as if she knew what I was trying to do. I started to shake her ass slightly but not to hard. Finally the cum load fell and it fell directly on Kates tongue. She closed her mouth and opened her eyes and smiled.

I said don’t swallow open up there is a little more. Caroline sit up.

I helped guide her to Kates mouth and said push the rest out.

Caroline was straight up hovering over Kates mouth. She took both hands and parted her lips apart and her stomach moved out and in like she was forcing it. I watched as two large globs fell into Kate’s mouth.

Seconds later Caroline pushed again and said that must be it.

Now I want Kate to kiss you and you need to swallow everything she gives you.

When both of their lips touched I could see that Kates mouth was full of cum and she tried to use her tongue to cup and pass it to Caroline. I could tell she was swallowing because between kisses her mouth was somewhat clean.
They did there best but created a mess all over each of their faces.

We sat on the bed for a little longer as I was slowly touching Kates breast with on hand and Carolines with the other. They also did the same.

Well lets get in the shower because we need to go shopping for to more things. I almost forgot to tell you both about my other rule. The rule is no one is allowed in the shower alone and no one must ever wash themselves.

We all walked to the bathroom together and I watched each of these amazing looking girls naked. I decided I need to give Caroline a golden shower.

Caroline you need to sit on the floor of the shower on your knees facing me. I have an idea. Now Kate come to the back of me and let me have your hand.
I took Kates left hand and pulled it front of me. She pressed her tits on my back and laid her right hand palm out gently touching my ass.

Now I need to start my shower and Kate will shower your face first.

Kate and I had done a lot of things together but in the last few years could not think of a time she held be dick as I peed. Kate started to squeeze a little to tight. When I started to push out and I had to tell her, Not so tight hun, you don’t have to milk it out.

Both of the girls giggled slightly with that comment.

Caroline open you mouth and close you eyes. You point it where you want it.

I slow and steady stream shoot out and hit her lower chin and breast. Kate adjusted her aim and put the stream at her mouth. My stream started to die down and Kate wipped it around all over her face.

Kate brought her mouth to my ears and softly said, Please tell her to swallow Shawn.

Swallow please!

She opened her eyes and shut her mouth and gulped it down. Than opened her mouth to show it was gone.

Caroline’s nest words were, Master I need to shit.

Alright, get up and face the other way. Squat down as if you were going on the toilet.

Now reach around with your hands and catch it. Don’t drop it or you will need to pick it up with you mouth.

Kate was still in the same spot caressing my ass and cock. My cock was stiffening up when Caroline didn’t waste a second bent over as instructed. At the same timing both Kate and I kneeled down for a better view.

I could see her ass hole start to pucker up and than open about the size of a quarter. It wasn’t long at all but one turd fell out about the length of a pen. Than fell into her hand. She than with one last push another fell but was about half the size. She pushed again and nothing came out.

I think I am done now. Caroline said.

Now put it in the toilet and flush and wash your hands off.

I started the shower and Kate and I started to soap each other up. Caroline entered and I pulled her to me and said bend over as much as you can. With your ass in the air and your hands on your feet.

I got some the soap suds from Kate’s hair and started to wash Caroline’s ass crack. I moved my fingers all over and than inserted my thumb in her hole. She puckered up slightly both with the soap it loosened up. I turned it several times in a complete circle. I took Kate’s hands and inserted her thumb in place of mine. At first she just sat there and didn’t move than I began to mover her hand more and she took over and placed her index finger in her pussy and went back and forth a few times.

Okay that should be squeaky clean. They both said yep. Now lets rinse her off. Kate and Caroline did each other hair and Caroline cleaned my shaft.

Than Caroline asked if I needed a better cleaning in my ass. I said, Just a little not a deep cleaning like you got.

She ran her fingers up and down slightly and I said that should be good for now.

WIth all of our soap removed I shut the shower off and said I got two brushes for your hair so get ready we have two more things to get before dinner and the show.

I got my clothes on and Kate grabbed her bra and panties and put her clothes on. I grabbed Caroline’s and held on to them. We all walked out with Caroline naked and I handed her the panties and dress and threw the bra on the doorknob with a do not disturb sign. Caroline was pretty talented on getting her dress on fast.

As we walked to the elevator I said I say we get some mojitos and maybe Lyndsay is still working.

I looked over at Caroline and she started to blush and said that sounds great.

Yolos was just a few steps away from the elevator and it had a bar that was next just off the casino floor.

We sat down at the bar, Caroline to my right and Kate to my left.

I ordered 3 mojitos but first we need one glass of ice water please.

Caroline I think by now you have figured out my biggest fetish, you need to be drinking more, so I can get you to pee more. You need to finish this and the mojito with in the next 5 minutes.

While we were waiting Lyndsay came up to the bar and noticed us. Hey guys your back so soon.

Well you do have these great mojitos, I said.

And we wanted to see you, Caroline said with a shy tone.

Well, I haven’t stopped thinking about that little note and that big tip. I also can’t stop thinking about the way you said you were only here for pleasure, Lynsday asked, What does that mean?

Well I say you guys tell her everything. What do we got to loose?

Kate was the first to start talking and while she started I slowly took the glass that was now filled with ice and held it under the bar. The ice was that round style with the little hole in the middle. I reached for one with my pinky and leaned over to Caroline and whispered in her ear. Spread open your legs on pull up the dress in the front.
With my two fingers I was able to pull her panties to the side slightly and with my pinky I slide the ice cube into her pussy.

Don’t say a word about why your pussy is dripping wet, I tolled her.

Her mouth was almost in shock, and her lips were tight like she was about to whistle.
Than I heard Kate say and thats how me meet Caroline.

We were not really sure about what she said but I could tell Lyndsay liked what she heard.

So, you are completely in charge of her? Is she a good slave for you? she asked.

Yes she is so far anyways. I winked at Caroline as I said it. So are you up for some fun later with us?

What role would I play? Lyndsay asked.

What role would you like? I asked.

I would only be able to play tonight, so how about she services me tonight as you guys watch, she started speaking naughty.

This is Caroline and this is Kate and my name is Shawn I will let you have have my slave from eleven tonight and four am on one condition.

What’s that? she asked.

Well for starters we want that black thong I noticed early. Kate would like you to eat her out sometime after your shift. And I want you to piss in this glass in the next five minutes and set it up on this bar.

She was slightly shocked and started to say No.. But before she finished I interrupted her and said I dare you! She stopped mid-sentence and she quickly grabbed the glass and walked fast to the back of the restaurant.

About 2 minutes later she had the glass in her hand and slammed the glass in front of me wrapped around the glass was her black thong lying on the bar. The glass was about half full and the ice was almost melted.

She was nervous but said I will do this but she is going to be me little whore tonight.
I have to finish my shift in a hour.

Perfect you can come to the show and eat with us, I said.

I wont have anything to wear.

The girls are going shopping give them the details.

She wrote the information down and left.

Caroline looks like you are thirsty and I glanced down at the glass. Only one sip and finish your other drink as well.

Each of us had one sip of Lyndsay and went to go finish shopping.

Girls we need to buy Lyndsay something sexy but not over the top and we also need to get you all some shoes to somewhat match your outfit. But I want to have Caroline give the shoe salesman a show.

What do you want me to do? Caroline asked.

Well you need to have a guy help you pick out shoes and you need to spread you legs apart and give him a good view.

Both of the girls picked out a very sexy red short skirt and black loose top. The top went way down low in the back and in the front. The girls were about to go find some panties but I said I have a better idea.

We stopped by little kiosk that was serving fresh squeezed lemon aid and I bought one large cup.
I shared a few sip with Kate first than gave the other 3/4 to Caroline and said finish it please.

We found a shoe store when Kate stopped us.

Shawn, you wouldn’t mind if I do something as well do you? Kate said in a naughty tone.

Kate and Caroline found a guy who was about 18 or 19. I think his name was Robert.

Kate asked for some help getting one of the boxes that were slightly higher. While she was reaching she also was unstrapping her bra. Her dress also had a small zipper in the back I hadn’t noticed before. It was about half way down the back. When she and Robert brought the box down they both knelt down to the floor. This brought her bra straps and shoulders of the dress to fall slightly. Her breast were clearly falling out over the top of her dress, but Kate acted as if she didn’t even notice. Finally it fell even further.

Opps, I guess this wasn’t tight yet. Kate said.

Robert was pretty shocked and started to turn a little red. But he couldn’t take her eyes off. Kate stood up and just took her bra off and handed it to Caroline and said could you just hang on to this for me.

Kate continued to shop as if nothing could happen and Caroline asked for help as well.

Robert had some loose fitting pants and you could clearly point out is erection.

Caroline sat down in front of him and spread her legs apart as far as she could and handed him the shoes to help her put them on. Even from where I was standing I could point out the wet area from the now melted Ice cube. All of her pussy lips were noticeable.

We left quickly and paid for our things.

On the way to the elevator Caroline stopped me and said Master I need to pee again.

This time you have two choices you could go now in your panties or you can wait to go in the room.

I think I may have to do both, she said.

We entered the elevator and as it started to go up I said go in that cup you have.

But I am not finished, she said.

That’s okay, just don’t spill any, I jokingly said.

She squatted down and set the cup on the floor. With both hands she moved her panties to the side and let out a jet steam in the cup.

Stop a second and get out and do the rest in the hallway, I ordered.

Caroline started running down the hallway and removed her panties and dress. Leaving them lying on the floor. She was waiting for me to open the door as she was dancing around.

No, I said finish and fill the cup up in the hallway.

I looked down her leg and she was dripping but she got the cup back from me and started to squat down. But once again I stopped her. Stay up I said and spread you feet apart. I held the cup about 4 inches from her pussy and she was shacking slightly. She took a deep breath and released and almost filled the cup to the top.

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Readers Note: Not sure if everyone still wants me to continue. I have a lot more yet to cum.

it would be rude to stop there wouldn't it... :)

I would Love for you to keep posting.

i love how every time i come back to this story there is plenty to read :D