The Arrangement Pt 03 3

This is the third of a multi part story of Jim and Deb, a married couple that have entered into an arrangement with a company that will require them to explore the bounds of their sexuality and endurance.

Part 3: Deb's First Excursion

There had been three weeks between their signing of the contract and their first "excursion". The time had passed quickly for both of them. The cameras were installed the week following John Chancellor's visit. They'd been told that until the first excursion, members of the site would not be able to view the cameras, but the company would be monitoring from time to time just to make sure everything was operating properly.

At first, they were constantly watching for the red lights on front of the cameras that signified someone was watching. It wasn't often, and before long they had pretty much just started ignoring the cameras entirely.

The night of John's visit Jim had reclaimed his wife roughly, not even letting her get cleaned up first. They had both been so amped up from the unexpected "test" that Jim had never really went all the way limp after fucking his wife's mouth. After John drove off Deb took her clothes back off, laid back on the couch and spread her legs showing her husband her leaking quim.

Jim was back at full mast by the time she spread open and was following her lead and sheading his clothes.

She looked ravishing with her red hair laying around her head, looking over her large tits and through her spread open knees with a look on her face that was pure wonton horniness. Her pussy was drooling the remnants of both her juices and John's cum. Her pussy was gaped slightly, red and swollen.

Jim had kneeled in front of her and pushed her thighs back hard exposing her further. His lust for her at that moment replaced all other thoughts. He lined up and slid into her balls deep. God she was so hot, like an oven. She was sopping wet, and he could feel her dampness on his balls. The smell of sex was heavy in the room.

Deb still watched him through half closed eyes, and he started pumping his cock in and out of her throbbing center. Each time he hit bottom his thighs slabbed hers and there was a squishing sound that accompanied each slap. Her pussy felt like heaven, so hot and wet. Though still stretched a bit from John's big piece, Jim was hitting at an angle that was rubbing her g-spot each time he withdrew.

Jim continued slamming himself into her and had pushed her knees down even further lifting her ass up and towards his assault. He was growling like an animal the entire time and breathing heavily.

Out of nowhere Debs orgasm started. He felt her pussy clenching and releasing but he didn't slow. He was starting to feel his own tingle and would not stop until he came into his wife.

Her own clenching orgasm had the effect of pushing even more juices out of her cunt and the squishing got louder. Both their thighs were wet, and the couch would never be the same. Her low whimper as her orgasm hit its peak pushed Jim over the edge. He grunted and shot his load into her. He had just emptied into her mouth within the hour so he only managed a few spurts, but it had put her right back to sloshing as his orgasm waned.

They laid in their sweaty, cum covered mess on the couch for another hour talking of what they thought would happen at the excursions.

While time had passed quickly those few weeks, the second Saturday was moving quite slowly. They had both attempted to sleep in but didn't have much luck with that. Both got up by 8am, talked about going to breakfast but both decided they weren't hungry. There was small talk, but not much about the upcoming excursion. They had about given up trying to guess what would happen and resigned themselves to just finding out when it happened.

As early evening finally came around Deb went to get ready. She took a long shower and shaved her legs. As was their custom, Jim came in to shave her pussy and ass crack. Although nervous, the act did turn them both on as it usually did. Other than a few rubs and licks they didn't act on it hoping to save some energy for the evening.

As Jim took his shower, Deb finished her routine, applying some light make-up though not anything over the top.

They got dressed together in the bedroom. They both decided that t-shirts and jeans were the order of the day since they probably wouldn't be wearing anything for long after arrival. Deb wore her daily cotton boy short panties and tan bra to support her large tits.

They had no idea if they would be in the same building or area. The contracts made it seem as if they would not see each other at all during an excursion but didn't specifically say as much. They were both a bundle of nerves watching the clock as 8pm finally rolled around. They stood on the porch as a black, long wheelbase Mercedes rolled down the street. It parked in front of the house and they both walked toward it. The driver was an older man dressed in a black suit looking every bit like the chauffeur that he was.

"I'm here for the lady of the house," he said simply. "Your car will be along shortly sir."

With that he opened the back door. Jim hugged his wife tightly and kissed her.

"Well then, my love. I guess I'll see you in a few hours."

Deb had a sparkle in her eyes. "That's right babe. I hope our evening goes well! I love you."

With that she got into the back seat and the driver closed the door. He quickly returned to the front of the car and drove off as Jim watched the car turn and disappear around the corner.

Deb

As her car pulled away from the front of their house the driver turned and spoke over his shoulder.

"Ma'am, there is water there for you if you like. Before we get to the interstate, please put on the eye covering in the console beside you. While it's only a thirty-minute trip we'd prefer to keep the exact location from you for now. It's possible you'll recognize the area when we arrive and that is fine as well, but for now we will assume that's not the case and will keep our destination a secret. I can't answer any questions about what is ahead of you this evening."

"Uh, ok then," Deb replied.

She opened the water bottle and took a long drink then placed it back in the cup holder. Looking into the console she found what was basically a sleep mask and went about putting it over her head and covering her eyes.

She settled in and tried not to dwell on the night ahead. She did notice that along with the nervous feeling in her stomach, she also had a bit of tingle in her nether region. She remembered how turned on she was during her video with Mr. Chancellor and her husband.

They had both been given their personal safe words via an email from Chancellor the night before. Hers were "Nightshade" and "Orient". The first was to let a handler know if she was reaching the limits of her pain tolerance and the second was the tap-out. If Orient was spoken out loud, everything would stop, including the live stream for both participants. They would be taken back home, and the arrangement would be over.

She felt the car roll to a stop.

"You may remove your mask now ma'am," the driver said.

As she did, she looked around. While it was dark outside, they were parked under a brightly lit entrance to what looked like a windowless large warehouse. Though it appeared to be of newer construction it had no markings or signage at all on the exterior. The driver come around and opened her door and ushered her to the entrance.

Rather than the glass door one might expect on this type of building there were two large very expensive looking wooden doors ahead of her. They would have looked more at home on a mansion than they did on this brick rectangle monstrosity.

The driver opened one of the doors and motioned her to go in. As she did, she heard the door close back behind her and she was left in a large, plush carpeted room with another set of ornate doors to her front. The room was wallpapered with the type of material that you might find in an old southern plantation. The light was dim and had a slight red hue. To her right was a fancy wooden bench and beside it was a locker that was quite out of place. She noticed cameras above both the doors she'd entered through, and the ones to her front.

Suddenly a male voice from an overhead speaker announced, "Miss, please remove all your clothing and place it in the locker. When complete, stand in the middle of the room with your hands behind your back."

Taken aback, Deb looked up at the camera to her front and said haltingly, "Yes, uh, sir."

She sat on the bench and removed her shoes and socks and set them aside. Then she stood and removed her shirt and bra, folding them and placing them on the bench. Her nipples were hard, but she was thankful it was actually quite warm in the room. Finally, she removed her pants and panties, folding them as well then placed everything into the little locker.

She stood in the middle of the room and faced the camera and placed her hands behind her as instructed. She pushed her tits out a bit and waited.

Her handler for the night watched the monitor. He was happy with what he was looking at. The lady was probably 15 years his senior but had a very nice body. Very large breasts with simply huge areolas and stiff nipples that were still pointing straight ahead defying the gravity that he'd guessed had been acting on them for forty some years. Long red hair over her shoulders almost reached to top of her ass crack. She had a cute little paunch belly above a completely shaven mound. Though her hips were wide, her ass wasn't overly fat. She was looking at him through the camera, but not with defiance like some of the woman do. She seemed excited to be standing naked in the foyer.

"Miss, go through the door to your front and you'll find an office to your right. Don't interact with anyone you see. Sit down in front of the table and I'll join you shortly," he announced.

She stepped forward and opened the door. What was before her nearly took her breath away. It was another larger room. Much larger. The walls were what appeared to be actual stone. The plush carpeting was an odd counterpoint to the almost dungeon-like appearance of the walls. There were offices to her left and right, but the other rooms that lined to either side had heavy wooden doors with metal brackets and handles.

Immediately to her front was a man holding a handheld camera trained on her. As she looked around one of the large doors to her right opened and a topless woman with leather pants walked out with a leash in her hand. She was quite striking and was obviously the handler. Following behind her was a portly bald man. From what Deb could tell the leash was attached to the man's balls and as he followed, she jerked the chain pulling him along. His cock was caged, and his ass was fire red from what Deb assumed had been a paddling.

As the woman went across and into another door Deb come back to her reality and entered the office. It was a simple beige space with a wooden table and two chairs. One was hard plastic and had a short, fat 5" dildo sticking up from its seat. The other was a leather armchair. She didn't need to be told which of the chairs were hers.

The camera man had followed and stood in the doorway as Deb prepared to sit on the small phallus. She checked her pussy and found it plenty dewy enough to allow easy entrance of the silicone dick. She eased down on it while the camera guy filmed. Once she settled onto the dildo she leaned back and waited, knees slightly parted and breathing heavily. Of course there were cameras mounted in this room as well, all with lights showing that they were active.

The place was eerily quiet.

After a few minutes the camera man stepped away and a very handsome young man stepped through the door. He was dark haired and muscular; she guessed in his late 20's. He wore jeans and a tight blue T-shirt that showed his build nicely. He smiled at her and reached his hand toward her.

"Hello, miss Deb. You can call me Mr. L or sir this evening." He took her hand gently in a welcoming gesture.

"I'd like to go over a few things to give you an idea of what to expect and what is expected of you. First of all, please write your safe words on that pad in front of you."

Deb didn't speak and wrote both words down, then turned the pad to him. He was still standing beside her.

"Very good. I'd like to start by saying you are a very beautiful woman ma'am. I'm thrilled to be your first handler." While he talked, he walked behind her chair and touched her shoulders. She blushed as he ran his hands down her arms, then hefted her tits, feeling their weight. He lightly pinched her nipples between thumb and forefinger. She shuddered.

"While you are here you are not expected to be an actor. We welcome your honest reactions and expressions during your stay. With that being said, my job is a bit of an actor's role. Our members expect certain things, and we do our best to give them what they want."

As he talked his hands had started rubbing her belly roll. Then one dared down between her legs. He drug his finger over her hard nub eliciting a groan from her.

"Know that you will be tested tonight. I will be looking for your limits. I will also be trying to find what brings you sexual pleasure. It is not my job to make you tap out, though you may think at times that it is."

Again, he put his hands on her shoulders and pushed down lightly, grinding her pussy on the dildo. Then he stepped around the table and sat down.

"I have a feeling you will do fine in our arrangement. Once we begin the scene, I will be referring to you as "girl" most of the time. If I say, "good girl", I'm reassuring you that you are doing fine. That is real. It's a way for me to let you know you're doing fine without breaking the scene. By the way, you are not being streamed right this moment. All office videos are kept as "extras" that aren't released until you move on from the arrangement."

Deb found the young man very professional. He was also very easy on the eyes. She had been lubricating heavily since he'd had his hands on her and the little dildo was feeling nice between her folds.

"I will be working with an assistant tonight. She is much younger than you, but you will call her, "ma'am." She is not a handler but will be prepping you and assisting me when needed. Consider her my intern."

He leaned back in the chair and looked at her in the eyes.

"Once you leave this room you will be streamed at all times. From the data I watched during your entrance, you will have thousands of eyes on you for most of the night. I want you to know that you will be put in embarrassing situations. I will be using your holes. I will be punishing you. I will be testing you. Just stay calm. Know that no permanent harm will be done. And know you can tap out at any point."

Deb's heart rate increased as he said that last. The knot was back in her stomach.

"Now, are you ready to proceed," he asked.

Deb looked at the floor.

"Yes sir," she replied quietly.

"Very good," he said, standing from behind the table. "Follow me girl."

He walked out and headed down the line of doors on the right side of the big room, Deb padding along behind him. The camera man was back and following as well.

At the last door, he turned and opened it. A beautiful young blond girl was working near a sink in a room that reminded Deb of an exam room at a doctor's office except there was a toilet in it. Deb's stomach did a summersault when she realized the girl was preparing a large enema bag.

"Girl, this is my assistant for the night, Brandy. Since she is not a handler yet she has not earned her letter and will be referred to as "ma'am". She will get you ready for our scene and bring you when she feels you are ready. Do you understand?"

"Yes Mr. L, sir," Deb said demurely.

"Very good. Brandy, she's all yours." He walked back out and closed the door.

"Ok then! Let's get you ready!" Brandy said happily.

"God this is one hot little girl," Deb thought to herself. She was wearing very tight black shorts showing a fat camel toe in front and most of her ass in the back. A simple lace bra held her cute little b-cup titties. She was testing the water temperature of the enema wand, then moved the valve back to the off position.

"Now, I understand this is embarrassing for you for several reasons, including my age. Also, I'm about to give you a huge enema!" she said gleefully. "Please don't test me though because I will be letting Mr. L know how you handled this part of the procedure. Now please get up on the exam table on all fours, girl."

Now Deb was finally freaked out. She had begun shivering and clutching her arms across her chest when she realized there was an enema coming. As she climbed up onto the exam table she noticed a camera down low that would be pointed straight between her legs and became mortified further.

Brandy was merrily bustling about, getting things ready.

"Now I must say this is a lot of water. You will be here for several hours, and we want you squeaky clean, but I'm sure glad it's not me taking an enema this size!"

As she talked, she pulled on latex gloves and walked over beside Deb. She squeezed a dollop of gel onto her pointer and middle fingers and rubbed it around Debs asshole. The cold gel made her jump and clench.

"Now, now girl," Brandy chastised. "You don't want to be clenching." As she said the last word she shoved one finger all the way into Deb's sphincter and worked it around. She then added another finger and fucked them in an out of her tight hole a few times.

The fact that she was working so fast kept Deb wondering what the little bitch would do next. It was so humiliating, yet her pussy was positively vibrating. She moaned low in her throat and dropped her head to hide her face in her arms.

Doing this had the effect of presenting her ass and pussy even more.

"That's the spirit!" Brandy laughed as she pulled her fingers from the woman's ass. "Now this probe has an inflatable bulb that will keep it from being expelled. If you start cramping, don't worry. We won't shed a drop."

Brandy took the probe and inserted the tip then pushed until the outer bulb rested against the older woman's hole. She started squeezing the inflation bulb until Deb started to groan loudly.

"Ok, here we go! This will take a few minutes to empty into you, then you must hold it for 15 minutes. You just stay right there, and I'll be right back." She opened the valve, inspected her work, then patted Deb's pussy and said, "Good girl."

As she left the room Deb's mind reeled. Was the "good girl" on purpose. She assumed so since she understood that Brandy was basically part of the scene as well. Her belly was already starting to distend, but so far, the warm water actually felt nice. She looked back through her legs and at a gleaming red light from the camera mounted behind her. About that time, she got her first cramp.

"Oh my god," she exclaimed. She looked over to see the bag still had water in it. Another cramp clenched her stomach. "Ugh!"

Deb was now sweaty and breathing hard. As the bottle finally emptied, she was being racked by constant contractions. "What fucking weirdo's want to see this?" she thought. She propped back up with her arms straight to look at her belly. She looked 6 months pregnant! Her titties swayed and jiggled every time a cramp came over her. After what seemed like an eternity Brandy re-entered the room.

"Times up!" she said happily. "Now come down and get over the bowl."

No embarrassment now. Deb just wanted to expel all the water that was trying to find its way out. She squatted over the toilet with the hose coming up between her legs. Brandy was slowly turning the knob that released the air from the inner bulb. She turned a valve behind Deb on the wall and water started flowing down the toilet.