03/10/2023
Note: This story is based on a roleplay I did with a married couple.
Janet was the best assistant that I had ever had. She was smart, efficient and reliable. She was also charming enough to be presentable in executive settings. She was very pretty. It is really a cliche that she could turn heads by entering a room.
But in her case, that was really true. She was petite, but curvy, with shoulder-length blonde hair. She always seemed to have a wry smile, as if she knew something that no one else did.
Although she was a beautiful woman, it was strictly business between us. She was about twenty years younger than me, and, in any event, I did not really believe in office romances. She was very much in love with her husband. Once, at lunch, she confided that she knew from the time that she met him that he was "the one." She said that being with him was like being in "a pair of comfortable old shoes.
It just felt right." There were stresses there. He had been laid off and was having difficulty finding other suitable work. But he was trying hard, and Janet knew things would work out.
I had to go to a nearby city to close a business deal. Since she had become essential to me, I took Janet along. I had arranged for adjoining rooms at the hotel. One evening, after a long day of stressful meetings, I took Janet out to dinner at a nice restaurant. Then, we returned to the hotel and intended to do a little work in my room to prepare for the next day before calling it a night.
As we were working in the office portion of my suite, there was a knock at the door. It startled both of us, as no one was expected. As I hesitantly opened the door, a man I did not know pushed his way in brandishing a gun. Slamming the door shut, he strode to the middle of the room.
Janet exclaimed, "Oh, God. Billy, what are you doing here?"
The intruder snapped, "Shut up." Looking at me, he snarled, "So this is the guy you have been fooling around with behind my back. Just because I cannot find a job, you go shack up with some old guy with a lot of money." Waving the gun, he motioned for me to go stand next to Janet.
As I shuffled over next to her, Janet was crying.
"Billy, you have this all wrong," she pleaded. "We just work together. There is nothing--."
"I told you to shut up," he snapped. "I am done listening to you. You think I don't know what is going on with all of the 'working late' and the out of town trips. Well, now I will humiliate you like you did me. And I will fix it so you get nothing out of the divorce."
Of course, I now knew that this was the husband that Janet was so in love with. I tried to reason with him. "Listen," I said soothingly, "let's all sit down and just talk about this like rational adults. I think--."
He cut me off. "I do not care what you think, mister. You think I don't know what you see in her?" He looked her up and down. "You will both pay for this." Waving the gun, he smirked, "Now, for starters, I will get pictures of the two of you in bed together."
Janet was hysterical. "Please, Billy," she whimpered, "this is not what you think. I love you."
Ignoring her protests, he waved the gun and barked, "Okay, old man. We will start with you. Take off your clothes." Looking at a watch on his wrist, he snapped, "You have one minute to get naked. Then, I start shooting."
It was obvious that he meant business. I had not the slightest doubt that he would shoot both of us if I did not comply. As Janet pleaded with him to give us a chance to explain, I got undressed.
I stopped with my underwear. He commanded, "Everything, old man. Let me see what she is leaving me for." I pulled my underwear off and crossed my arms in front of me. Pointing the gun at my temple, he ordered, "Hands at your side, old man." When I complied, he moved the gun down between my legs. I gasped as he pushed the weapon against my penis and cocked the trigger.
Taunting me, he whispered in my ear, "I should finish you right now." Pushing the gun harder against me, he continued, "You call yourself a man with equipment like that. You are pathetic. You must have a lot of money for her to sleep with a cock like that."
He then turned his attention to her. "Okay, babe, now it is your turn. Get naked."
Janet begged, "Billy, honey, we are not sleeping together. Let's just--."
I grunted as he pushed the gun harder against my penis. "I told you I am done talking. You have one minute to get naked and then I shoot off his pecker. He will be no use to you then even with his money."
When she had complied, he went over and roughed up the covers on my bed. He ordered the two of us to sit on the side of the mattress. "Put your arms around each other and I want to see some serious kissing. Now!" Janet and I looked at each other in disbelief.
Putting my arm around her, I leaned over and gave her a light kiss. "No," he snapped. "Passionate kissing from both of you." As we kissed, he produced a phone and began snapping pictures of us.
He then had us stand up. Instructing Janet to get to her knees, he told her to suck my cock. Again, he took pictures of the event. Although there had been nothing between us, Janet was a beautiful woman. The sight of this sexy woman sucking me was highly arousing. I could not help myself when I exploded in her mouth. When she stood back up, we could not look at each other. I muttered, "I am so sorry, Janet. I just could not help it."
"I Know," was all she would say.
He then ordered me to get to my knees and return the favor to her. As I licked her pussy and she squirmed and moaned, he continued taking pictures.
He then instructed her to lay down in the bed and for me to get on top of her. I decided to try other measures to try to protect her. She was, after all, working for me. She was much younger than me. I did consider myself something of a mentor for her. While, up until now, I had thought of that in the sense of helping to advance her career, now it would take on a different context. I knew that she really loved this man. I would try to deflect any blame from her and onto myself.
As she crawled into the bed, I said, "Listen, Billy." I now addressed him by name. "I have to come clean. It was all my doing. She never wanted to participate. She loves you deeply. She has told me that over and over. Janet is very pretty. I told her if she did not sleep with me, then she was fired."
Janet leaned up from the bed and protested, "Tim, no. Don't do this It's wrong."
I ignored her and continued. "I knew you were unemployed and her income was all the two of you had. I pressured her with losing that if she did not give herself to me. It was wrong. I am sorry. Don't punish your wife for this. She loves you and I know the two of you can work things out."
Janet still resisted. "This is wrong. Don't do this." But no one was listening to her. Billy still loved her. And he was hearing from me what he really wanted to hear. It was all my fault. His precious Janet was a blameless victim. She just did what she was made to do to keep her job.
Still pointing the gun at me, he walked over to his wife, who was still laying on the bed. Leaning over, he kissed over. "Babe," he cooed, "I knew it could not be your doing. You are too good of a person. I just went so crazy when I thought I was losing you. I mean, I love you more than life itself."
He gently helped her out of the bed. He motioned for her to sit down in one of the chairs in the living area of the suite. Silently, he moved back toward the door. In the confusion, I had not noticed that he had dropped a duffel bag as he pushed his way into the room.
Pointing the gun at me, he snapped, "You are going to pay for what you have done to my Janet." He dragged the duffel bag over to the living area, where his wife was now seated. "And Janet, along with me, is going to be the instrument of that punishment." Again, she tried to protest, to no avail. He first produced from the duffel bag some zip ties. Handing two to her, he instructed her, "Bind his wrists behind him."
Still trying to protest, she insisted, "Billy, let's just go home. This will look different tomorrow."
He had had enough of her protests. "Woman," he barked. "Do as your husband says."
With a sigh, she moved toward me. When he could not see her face, she silently mouthed, "I am sorry." I nodded and whispered, "Let's just get through this." She bound my wrists behind me with the zip ties. While behind me, where he could not see her, she whispered, "I know what you are doing. It is so noble. Thank you."
She walked back over to Billy. He kissed her and said lovingly, "Babe, why don't you go ahead and put your clothes back on." With a contemptuous glance at me, he added, "This jerk has seen enough of you naked." As Janet got dressed, I stood there with my wrists bound behind me and wondered what would come next.
When she was done, he produced a long metal bar with cuffs on both ends. Handing it to Janet, he commanded, "Put this spreader bar with the cuffs around his ankles." She would not look at me as she kneeled down in front of me to attach the device. Rising, she returned silently to her husband. From his bag of tricks, he produced a whip and handed it to her.
Coming around behind me, he wrapped one arm around my neck. He instructed Janet, "This guy's cock has led him astray and you suffered because of it. Now you can get even. Give it a whipping and tell it how horribly it has treated you."
Janet was shaking as she held the whip. Still, she would not look at me. As lightly as she could, she raked the whip across my stomach and said, trying not to cry, "You were...you were bad to me."
"No, no," her husband insisted. Coming from around behind me, he took the whip from her. He instructed her to take his position. Taking careful aim, he raked the whip across my penis. I gasped and my knees tried to buckle, but the spreader bar kept them open. Again, he took careful aim and snapped the whip against the target. I would have collapsed to the floor had not Janet been holding me up.
He motioned for her to return to the front position. Handing her the whip, he again circled behind me and wrapped his arm around my neck. Through clenched teeth, I begged Janet, "Honey, just do it the way he wants. If you do not, he will do it himself--and that will be worse."
Janet nodded. With a deep sigh, she aimed the whip and snapped it against my cock.
I had to take twenty strokes, and they did not count unless I verbally counted them out. When the punishment was done, Billy released his grip and I dropped to the floor. He instructed Janet to remove the spreader bar while he returned to the duffel bag.
As she removed the bar, she whispered, "You know that I would stop this if I could. I feel so guilty that it is because of me that you are submitting to this." She reached over as if to massage my cock. I flinched and begged her to leave it alone. It was just too sore. When she saw that Billy was engaged with items in the bag, she blew me a kiss and rose to walk back to him.
I hoped that he had gotten his revenge and would now leave. No such luck. "My wife is very pretty, isn't she," he yelled at me? "I see how men look at her when we are out. She is really very smart. But all you see is a sex object. Well, I will let you feel what that is like."
From his bag, he produced a pair of panties and a bra, along with a short skirt and a top with a bare midriff. Bringing them over to me, he tossed them onto my bed. "Put these on," he commanded. "Let's see how sexy you can look." He pulled me to my feet, and cut away the zip ties binding my wrists. "Get dressed," he ordered. He motioned to Janet to come over and help me.
She had given up protesting and did what her husband told her to do. My cock was still very sore from the whipping so I slipped the panties on as carefully as I could. The skirt was extremely tight, barely covering my thighs. Janet helped me slip into the bra and the top. Billy handed Janet some 'falsies' and tissues and instructed her to stuff them into my 'chest.'
He then sat down on the sofa and instructed his wife to join him. When she did, he put his arm around her. "Okay, now sexy lady. Entertain us with a sexy dance." I stood there, unable to move. "You heard me. Dance. And make it sexy." I first protested that there was not any music.
"Pretend," he responded. "Now dance." I started to sway. Again, Janet tried to intervene and insist that I was doing my best. He would have none of that. He angrily accused me of not trying. I gyrated as wildly as I could.
I shook my chest in his face. I dragged my hands across my "breasts." I put my hands between my legs and grabbed my crotch. I turned my back to him. Bending over at the waist, I shook my butt at him. This all seemed to amuse him and he actually began to lighten up.
Getting up from the sofa, he came over to me. Putting his arm around me, he massaged one of my "breasts." "Do you see now how wrong it was treat my wife like a sex object," he asked? He then asked, "Will you ever do it again?" I promised that I would not. He then told me to look at Janet and apologize for treating her like a sex object and promise never to do it again.
I looked at Janet but she looked away. "Janet," I said. "I apologize for treating you like a sex object and I will never do it again."
He turned to his wife. "Do you accept this apology. And do you still want to work with this jerk," he asked?
Janet replied, "I absolutely accept his apology. And I would love to still work with him--if he will still have me." She could not look at me for the last part.
Billy nodded. "Okay. Fine. But if you ever treat my darling Janet in any kind of disrespectful way again, you and me will tangle." He glared at me. With that, he picked up his gun and ambled out of the room as if nothing had happened.
When Janet and I were again alone, there was an uneasy silence. We were both just too stunned by what had just transpired. To break the silence, I commented, "Well, I suppose the first thing I better do is get out of this outfit and get my own clothes back on."
Janet immediately jumped out of her chair. "Absolutely. Let me help you. She gathered the clothes I had been forced to strip out of and brought them over to my bed. With difficulty, I pulled myself out of the tight skirt. With my cock still sore from the whipping, I carefully pulled off the panties.
Seeing how delicately I handled that task, she discretely inquired, "If you are still sore, um, 'down there,' do you want me to go get some ice or something? Would that help?"
I assured her that would not be necessary. She helped me out of the top. She unhooked the bra and pulled it away from me as the insertions that were supposed to my "breasts" fell to the floor. Then, despite all that we had been through here, she discretely turned away as I got redressed.
When I was dressed, I sat down on the side of the bed and motioned for her to sit next to me. I began, "Janet, I am afraid that we are going to have to talk about this just to clear the air. I really do greatly value your work here and I would hate to lose that."
I cupped her chin in my hand and turned her so that we were face to face. "You are in fact a beautiful woman. But I would never want that to interfere with a very positive business relationship. And I do not want to interfere in your personal life. So I would like for us to try to just put this behind us."
Janet said, "Now, may I say something?" I nodded. "I know that you stepped in to take the blame for a nonexistent affair to shield me. You were like my knight in shining armor." I laughed. She continued, "No, I really mean it. And I am really flattered that you consider me 'beautiful.'"
At this point, she started to blush. "I have a confession to make. In working together, I had developed the biggest crush on you. I thought you saw me only as a competent assistant. I would even fantasize about being with you, even sometimes when I was with Billy. And what you did for me here tonight just made me want you even more. I thought I would just tell you how I feel." Looking at the floor, she continued, "If you think we should not work together any more, I understand."
Again, I cupped her chin in my hand and turned her to face me. "Janet, honey, when I said you were a beautiful woman, I meant it. I certainly want us to still work together. As for anything else..." I leaned over and kissed her. As I pushed my tongue into her mouth, she kissed me back. As we continued to kiss, I let my hand drift down to her chest.
After we had made out for a short while, I pulled away. "Now, I have a confession to make," I said. "I am afraid that because of the whipping you gave me, that it may not be possible for me to, uh, 'perform' tonight. My cock is so sore that probably all we could do is lay here and cuddle."
Janet smiled. "That is perfectly fine with me. We can just lay here, cuddle and talk all night. Oh," she said with a wink, "and if you should later feel more like 'performing,' that is fine, too."
We both got up and got undressed again. We then climbed into bed and nestled under the covers that Billy had so generously pulled down for us. I stroked her hair and again assured her of how beautiful she was. She took my hand and guided it down to her breast.
"Play with my nipple," she begged. She moaned as I rubbed it between my thumb and forefinger. Even her moans are very sexy.
We ended up laying there and talking. Talking about our pasts, our hoped for futures, and anything else that came to mind. Late into the night, I began to feel much better. I felt more confident in my ability to satisfy her.
Rolling over on top of her, I said, "Janet, honey, I think I am now in a condition that I can give you the pleasure you deserve."
Enthusiastically, she responded, "Well, then. Ride 'em, cowboy!" She opened her legs invitingly. The sight of this beautiful, young woman giving herself to me was invigorating. She moaned as I pushed my erection into her. She has the sexiest moan. (Or did I say that already.) All things considered, it was the greatest night of my life.
Needless to say, I was a basket case in the business meetings the next day. But I did not care. Being with a beautiful woman who loves you will do that.
Janet and I were going to become an item, after all. If that meant that I would have to tangle with Billy again, then so be it.