Here is the next segment. Stay tuned for more. If you have anything you would especially like Liz to experience, let me know.
Boss's Wager Part 3
There may be a sequel to this part if I get any encouragement. Drop me an email with suggestions.
The dreaded day had come. Tom and Liz hadn't spoken much all day, just kind of moped around the house. Each buried in their own thoughts, each trying not to think about what was going to happen that evening.
At 4:30, Tom said, "We need to leave for the hotel in 45 minutes. I guess this is your last chance to change your mind."
"No, I can't do that. I will go get ready," Liz muttered and walked into the bedroom.
In a few minutes, Tom could hear the shower running. He went to the closet and got out the video camera, tripod, three 90 minute tapes and the extra battery. He had quietly charged both batteries the evening before. He had thought to himself that they sure didn't want go through with this and not have the required proof. He struggled with the fact that the thought of watching the video of his wife with the four strangers was becoming more and more of a turn on and every time he thought about it, he found himself getting hard. He had mulled over the fact that while his wife was a good sex partner in that she enjoyed sex, moved well during sex, and had great orgasms; she always set limits on what she was willing to do. And that was to restrict lovemaking to the missionary position, preferably with the lights out or at least very dim. To the best of his recollection, Liz had never even touched his cock with her hands. He was the one who had to do all of the foreplay activity, getting her ready. She really was a prude, he thought. But tonight all of that would change. He was really worried that after tonight she would hate sex forever. But he didn't know what to do about it.
He went into the bedroom a few moments after he heard the shower stop. Liz was wrapped in a towel, brushing her hair. She had obviously worn a shower cap, because her hair was not wet. With a sigh, she put the brush down and let the towel drop to her feet, standing naked in front of him, eyes cast down. Silently she pulled on a tiny pair of lace bikini panties, then a lace bra that shoved her breasts together and lifted them at the same time. It was cut so that the top of her areola was exposed. She then got a nearly transparent blouse out of her closet, put it on, followed by a short, tight black skirt. She then put on a pair of black high heeled shoes. Only then did she raise her eyes to her husband, who nodded appreciatively to her.
He quietly picked up a small bottle of his favorite perfume and handed it to her. She looked at him with questioning eyes. He nodded, so she dabbed some behind her ears, on her wrists, and looked at him again. He motioned toward her chest, so she unbuttoned her blouse and dabbed some between her breasts. She looked up and he continued looking at her chest, so blushing furiously, she dabbed a bit on each nipple. As she started to re-button her blouse, Tom reached out and stopped her with several buttons still undone. "That is enough," he said quietly, "Remember you are going to give the hotel clerk an eyeful."
When they arrived at the hotel, Tom parked the car, and then he went into the lobby first, and took at seat where he had a clear view of the desk. A few moments later, Liz walked in and went to the desk. She found herself blushing again as the young clerk stared at her half exposed breasts. When she told him her name, he told her he had a prepaid reservation for her in their finest suite, and gave her the key. As he walked toward the elevator, Tom got up and followed her.
They rode up to the 6th floor in silence. As they paused in front of the door to the suite, Liz moaned softly, "Well here it is. I can't believe this is happening." She unlocked the door and they stepped inside. It was a large two room luxurious suite. Liz's eyes were drawn to the king sized bed in the middle of the bedroom. Somehow it seemed larger than normal. She carried the bag of articles from the adult store to the coffee table, where she arranged them side by side. She hadn't had them out of the bag since the insolent young clerk had handed them to her. Her eyes lingered briefly on each one. \
While she did that, Tom set up the tripod he had brought. Then he opened the camera case he carried and snapped the Video camera into the quick disconnect on top of the tripod. He then placed the extra tapes and battery on the table next to the other items. As he watched his beautiful young wife check herself over in front of the mirror, Tom was again amazed to feel himself getting aroused. He hated to admit it even to himself, but the thought of what was about to happen to her was having a very powerful effect on him.
After she straightened her clothes and patted a stray curl into place, Liz turned to him and said "Well, do I look the part?" As tears formed in her eyes, she asked again, "Do I look the part?"
Tom slowly let his eyes roam over her from head to toe, settling on her beautiful breasts, "Yeah, you really do. How are you feeling?"
"Scared to death." She sighed and then said, "You better go. You will wait in the lobby till its over, won't you?
Tom nodded, unable to speak, kissed her lightly on the lips and walked out of the room. Liz sat in one of the easy chairs, trembling, staring at the cell phone Eric had given them which Tom had sat on the table with the rest of the stuff.
Tom sat in a chair in the far corner of the lobby where he could see the doors. At 5 minutes till six, the doors opened and three men and a woman walked in. Tom stared at them. The woman was small, about Liz's size he thought, and very pretty with a good figure. It was the two black men that really caught his attention though. One was about 6'4, wide across the shoulders, with a narrower waist. A powerful looking man. The other was only 6'. But probably weighed 250 lbs and it appeared to be all muscle. The white man was also muscular looking but not as large as the black men. As they crossed the lobby, they looked around until the woman spotted Tom. They spoke to each other for a moment, then one of the black men took a cell phone out of his pocket, dialed it, and said something into it and hung up and dropped it back in his pocket with a smile. Then as the others walked slowly toward the elevator, Rita walked over to Tom.
Liz was pacing nervously around the room when the cell phone rang. She jumped, looked at it horrified fascination, then licked it up and answered it with a quiet "hello".
The deep masculine voice on the other end of the line said simply, "What is your room number Liz"
"644" she answered.
"We will be right up," he responded.
When Rita reached Tom, she looked down and said, "I expect you are Tom." He stared at her dumbly and nodded. "Well Tom, there has been a slight change in plans. The winner called us and said he thought it would help with your wife's humiliation if you were present to watch what happens to her, so come with me."
Tom started to protest, then admitting to himself that he did want to watch, just nodded his head and followed the woman to join her three friends at the elevator. They all looked at Tom with amusement, and one of the black men said, "Hey, don't look so sad. We are going to give your wife a great fucking, teach her that there is more than one way to fuck, and that they all feel good. By the time we finish with her, she will crave being fucked in different ways." He paused, then continued, "Is there anything that has been discussed that especially interests you, or is there anything you would like to make sure we do?"
Tom stared at the man for a moment, then almost against his will said slowly, "You must promise never to tell her I said any of this, OK? When they nodded, Tom continued, "The idea of teaching her to like pain while she cums fascinates me. I spent all last night thinking about those nipple clips and how she could respond to them. Please understand, I don't want to hurt her bad, but I would like to use things like nipple clamps on her while we...while we fuck." As they reached the sixth floor, he added, "And she has never even considered taking me in her mouth. I have always wanted her to do that."
Rita spoke for the four of them and said, "We will do our best to make her into an obedient little whore who will not only do what you want her to do, but will love doing it." She laughed as she knocked on the door to room 644.
Liz jumped when she heard the knock, even though she had been expecting...dreading it. She walked shakily to the door and opened it. The first person she saw was a beautiful dark haired woman about her own age. As she looked past her she saw a big black man, and behind him an even larger black man and a white man and in the back, her husband. She gasped with astonishment and blurted, "Tom, why are you here?" Rita answered her with a smile, "Because we brought him up from the lobby, honey. The winner of your bet has decided that your husband should watch what happens to you."
"Oh no! He can't. I can't do this with Tom watching. Please don't make him stay!" Liz cried, "Tom, please go. I...I don't want to do this in front of you. Please," She was about to cry.
"Hey Liz," said the stocky black man, "My name is Jack by the way, your man doesn't have any choice. The winner told us to bring him, and here he is. If you want to pay off your bet, he stays. Now invite us in."
The four men and one woman entered the luxurious suite. Rita spoke first, saying, "Very nice. Great setting for a great evening. OK, you two set down on the couch there while we get ready." She motioned to a couch in the bedroom that faced the bed. As Tom and Liz obeyed her directions, the other four walked over to the coffee table in front of the couch and examined the objects Liz had laid out for them. Rita looked up smiled and said "Very good. You got everything we asked for. This is Buck," she motioned toward the tall black man, and of course Jack already introduced himself, and this is Paul and I am Rita."
Buck picked up the enema bottle and attached the hose to the stopper and to the strange nozzle assembly. He then stepped up onto the bed, and reaching high over his head, screwed a hook into the ceiling above the center of the bed. Liz took the enema bottle and went into the bathroom. They could hear water running, then Rita came out with the enema bag full. Liz groaned as she saw how big it was. Rita handed the bag to Buck, who reached up and hung it from the hook he had put in the ceiling. He coiled the hose and nozzle with its smaller hoses so that they hung a few feet above the bed. The other two men had pulled the covers off the bed, leaving only the bottom sheet and pillows.
Rita had moved over to the camera and checked it out. Buck took some wires from a bag he had carried and ran them from the large screen TV mounted on the bedroom wall to a small black box that he sat on the dresser. He then hooked another small box to the camera fastening the two together with a piece of Velcro tape.
He then handed the camera back to Rita who turned it on and pointed it at Tom and Liz. Buck turned the TV set on and adjusted the channel selection until the image of Liz and Tom appeared on the screen. As the young couple sat staring at themselves on the TV, Buck explained, "It is a small wireless setup that I hooked up to the camera and to the TV. This way, Liz can watch herself on the TV. Fun, huh?" He laughed as the image on the screen zoomed in on Liz's breasts, then down her body to her legs then to her feet in the high heeled shoes and then back to her blushing face. It then zoomed in on the articles on the coffee table, finishing with a close up of the large red bag with its hoses hanging over the bed.
After letting them stare at the last image for a few moments, Buck said, "OK, let's get started. You first Tom. Strip."
"What!" Tom gulped, startled, "I am not...I mean why...?
"Because there are going to be a lot of naked people here in a minute and it makes me nervous to have someone fully dressed sitting around watching. You are going to get naked and we are going to tie you to that couch where you won't be tempted to be a valiant rescuer as the evening rolls on. Now take off your clothes. Or if you insist on staying dressed, we will take that out on Liz by increasing the pain levels she will feel," the white man, Paul, answered him.
Liz looked at Tom fearfully and after a moment he stood and slowly took off all his clothes, feeling very vulnerable and embarrassed standing in front of all of them naked. Then he glanced at the TV and was shocked to see his naked image in full color, with a quick zoom in on his flaccid penis. Rita reached into a bag that Buck had carried in and took out several leather straps. She stepped quickly up to Tom and fastened a leather belt around his waist with the buckle in back. He looked down and saw that there was a ring fastened on each side of the belt. She then fastened a leather strap around each wrist and clicked the snap ring on each of these straps into the ring on the belt. His hands were now secure. "Sit down." she ordered, pushing him back on to the couch. "Slide over into the middle", she directed, and when he obeyed, she knelt down and fastened a strap around each ankle. These straps had six foot lengths of rope fastened to them. She fastened first one then the other rope to the legs of the couch, tying them so his legs were spread wide.
Tom felt totally helpless and was embarrassed that he was sitting totally exposed, with nothing he could do about it now. He couldn't free his hands or his feet. His eyes met Liz's, and they stared at each other helplessly. She looked away when Buck said, "OK Liz. Now it is your turn. Stand here in the middle of the room where we can get a really good look and slowly strip. Blouse first, then skirt."
Liz stood and slowly moved to where he had indicated. Paul was running the camera as she slowly unbuttoned her blouse and tossed it to the side of the room. No one said a word, all of them staring at her beautiful breasts, barely covered by the lacy bra. She then unzipped her skirt and stepped out of it, standing in front of them in the bra, the tiny lace panties and the high heeled shoes, blushing furiously. After a few moments, she sighed, and reached behind her back and unfastened to clasp on her bra, letting it fall to the floor in front of her. As the cool air hit her nipples, they immediately grew hard. She hesitated, the reached down and pulled down the panties, stepping out of them and tossing them over with the rest of her clothes.
She was breathing hard, scared and embarrassed. She had never been totally naked in front of anyone before other than her mother and her husband. Now she was standing naked in front of four total strangers. He eyes flicked to the TV and watched as the camera slowly panned her body, zooming in on her breasts, her hips, belly, then her face.
"Now Liz, it is time to show you what we have for you. I want you to stand in front of each of us as we strip, watching carefully as we take each item off. Rita, you first." Liz mechanically stepped over in front of Rita who smiled as she unbuttoned her blouse, quickly tossing it against the wall. She then unzipped her slacks and stepped out of them. Her bra and panties followed. Tom was staring at the beautiful dark haired woman now naked in front of his wife. With a shock, he realized he was getting hard, and there was nothing he could do to hide it. Rita put her hands on her breasts and squeezed them together. "Like what you see Liz?" She asked.
"I...I don't know. I...I guess so." Liz stammered, her eyes fastened to the naked breasts in front of her.
"Now Liz, put your arms around me and kiss me like you kiss your husband when you know he is within minutes of sliding his cock into your cunt." Rita said softly. When Liz only stared at her in shock, she said sharply, "Now! Do it!"
Liz hesitantly stepped forward and put her arms around the woman and with a shudder, pressed her lips against Rita's. Tom's eyes were glued to the scene in front of him, as the dark haired woman and his blond wife kissed. Glancing at the TV, he saw that Paul had zoomed in on their faces, and he could tell that Rita had her tongue in Liz's mouth. She then took Liz's hand and put it on her breast and she took Liz's breast in her hand and began to play with her nipple as the kiss continued.
Liz head spun with the intensity of the kiss she was experiencing. Rita kissed her in such a way that she forced Liz's lips open, and slid her tongue into her mouth Then her hand found Liz's breast. Liz suddenly realized she was responding to Rita's kiss and started to pull away. Rita merely held her tighter and began to pinch her nipple, gently at first then increasingly harder. Liz moaned into the kiss and suddenly found herself sucking on Rita's tongue. With one hard pinch on the tender nipple, Rita broke the kiss, looking into Liz's eyes with a knowing smile. Liz stood trembling, flushed and breathing hard.
As she stepped back, Rita pointed to her right and Liz moved over to face Jack, the stocky black man. Paul had moved to the side so he had a clear view of both Liz and Jack and was currently homed in on Liz's face. Jack quickly stripped down to his boxer shorts. "Kneel down in front of me so you get a good close up of what is coming next," Jack ordered, placing his hands on Liz's shoulders and pushing her to her knees. As the naked young wife knelt in front of him, her face only 18 inches away, he dropped his shorts, exposing his hard cock to her frightened eyes. As she stared in fear, he said "Take it in your hands. Get a feel for it," he laughed. Slowly, Liz reached up and took the huge black cock in her hands. It was fully two inches longer than Tom's and twice as big around, with large veins running up the side. Liz had never looked this closely at Tom's cock, and found herself shuddering at the thought of having this monstrous thing forced inside her.
Jack lifted her to her feet and motioned her to move to Paul, who handed the camera to Rita. The white man repeated the actions of the man before him and stripped to his briefs and then pushed Liz to her knees in front of him. He stepped out of his shorts, exposing his cock to her as she knelt trembling before him. Liz gasped at the sight of the cock before her. She had never seen an uncircumcised cock before, and the gleaming wet head sticking out of its sheath of skin seemed even more threatening that the much larger member she had just seen. Knowing what was expected of her, she reached out and took it in her hands, stoking it a few times, staring at the head. This one wasn't nearly as big around, she realized, but just as long.
Then she was being moved to stand in front of Buck. She stared up at the giant black man. As she stood there, she realized that her head only came as high as his arm pit.. He stripped to his briefs and stood expectantly in front of her. She slowly went to her knees, staring at the bulge in his shorts. As he pulled them down, she groaned in fear. The cock in front of her was the largest yet. It was an inch or two longer than the other black cock, nearly as big around, and also uncut. Her head was spinning as she whispered, "It is too big. I can't...I can't take that inside me." As she reached out and took the black cock in her hands, she realized it wasn't even fully hard yet. Her trembling increased as she slowly stroked the monstrous cock, feeling it grow even more in her hands.
"OK Liz," Paul said quietly, "Get on the bed. Lay on your back in the middle."
Fearfully, Liz obeyed. As she lay there on her back, legs tightly together, hands by her side, she fully expected them to mount her and each in turn fuck her. To her surprise, Rita sat on the bed next to her and said softly, "Now Liz, spread your legs. Slowly Liz did as she was ordered. "Double your knees up a bit, and spread a little wider...give Paul a good view." Liz's eyes glanced over to the TV which was now completely filled with an image of her obviously moist vagina. "Reach down and open yourself. Good. Now play with yourself. Stroke your clit." After a moment's hesitation, Liz did as she was told and slowly began to stroke her swelling clit. As she did this, Rita leaned over and again kissed her, plunging her tongue into her mouth for a moment, then stood and walked to the coffee table and licked up the black dildo. Handing it to Liz, she said quietly, "Put it in."
Liz took the large black cock in her trembling hand, cast a beseeching look toward Tom, and slowly moved the tip of the dildo to her waiting cunt. She moaned quietly at the size of the black intruder she slowly shoved it in. She felt herself being stretched more than she had ever been stretched before. She glanced at the TV and saw a zoomed picture of the end of the black dildo sticking out of her blond box. "Now fuck yourself with it," Buck ordered. Liz obediently began moving the dildo in and out, in and out, horrified to feel her passion rising as her body began to respond to the incredible situation she was in and to the rubber cock fucking her.
Rita was holding the remote control to the dildo and with a smile at Tom, she turned a small knob which started the vibrator. Liz gave a sharp cry as the sensation hit her tender clit. At that response, Rita increased the speed of the vibrator and Liz found her body responding in spite of her. She was moving the dildo in and out, pausing when the sensation against her clit became too much. In moments she was arching her back and moaning loudly as she fucked herself with the vibrating dildo. She felt herself approaching an orgasm when suddenly the vibrator stopped. She opened her eyes and looked up, seeing all four of her tormentors smiling down at her. Rita reached down and pulled the dildo out of her. Liz, confused, and trembling said, "What...why...?"
Rita reached down and helped her slide to the side of the bed as Jack lay down in the middle of the bed on his back, his immense black cock sticking straight up. "On your knees Liz, put one knee on each side of him," Rita ordered. Hands gripped her elbows and lifted her to a kneeling position, moving her till she straddled the black man, positioned right above his massive shaft. "OK sweet thing, now you are going to ride the stallion," Rita said softly as she reached down with one hand opened Liz's cunt wide and with the other positioned the big black cock against its opening.
Jack put his hands on Liz's hips and pressed her down until he felt his cock contact her hot opening. Liz moaned softly, knowing that her life was about to change forever. She was about to take a man other than her husband inside her. What she had been dreading all week was finally here. She felt Buck's hands on hr hips forcing her down...
To be continued....