Stepmother’s Smorgasburg of Sex, #2

Stepmother's Smorgasburg of Sex, #2

Billionaire boss has more sexually inappropriate requests for Vanessa to do with her stepson.

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Author's Note:

This story is dedicated to Vanessa for allowing me to write her story. She's brave to have revealed all that happened between her stepson, Brett, and her billionaire boss, John. Unless it happened to her, she never would have believed it.

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Stepmother's Smorgasburg of Sex continued from Chapter 1:

Never removing his eyes from my exposed bra and panties, Brett stared at me with shock mixed with sexual excitement. Obediently obeying me, he unbuttoned, unzipped, and pulled his jeans down to his ankles. I stared at the huge bulge that his erect prick made in his underwear. Then, as if there was a drumroll going off in my head and he was a stripper at a CFNM (clothed female nude male) strip show, he reached in his briefs and pulled out his erect prick.

In the way that he and my boss stared at my bra clad breasts and my panty clad pussy, I stared at his erect, naked cock in the way that I stared at my boss's naked prick. Brett had a big dick, a much bigger prick than my boss. I was already wet, and my nipples were already hard with sexual desire for him.

As soon as I saw his cock, I wanted to stroke it. I wanted to suck it. I wanted to fuck it. He had a much bigger prick than my boss. He had a beautiful penis.

While he stroked himself, I felt my breasts through my bra while fingering my erect nipples. Then, I cupped my pussy through my panties. While he masturbated himself, I rubbed myself. I fingered my clit through the thin material of my silk panties while he continued stroking his big dick.

"My boss is as much of a voyeur as he's an exhibitionist," I said. "He wanted to look at me as much as he wanted me to watch him masturbate. While I continued flashing him my lingerie, he wanted me to stare at him stroking himself," I said.

In the way that I watched my boss masturbate, I watched Brett stroke himself.

"He wanted to watch me unbutton my blouse and finger my nipples through my bra," I said. "He wanted me to watch him cum after I lifted my skirt, spread my knees, and touched myself through my panties."

I smiled while watching Brett continue to masturbate himself.

"He wanted me to watch him ejaculate his load of cum," I said.

I stared at Brett's big dick. Determined to cum in front of me, in the way that my boss had masturbated in front of me, he stroked himself faster. He stroked himself harder.

"Cum, Brett. Cum. Cum for mommy," I said. "Mommy wants to watch you cum."

I watched my stepson continue to stroke himself faster. I watch him continue to stroke himself harder. Ready to cum, he reached for the box of tissues positioned beside him on the table by his chair. He continued staring at my bra clad breasts. He continued staring at my panty clad pussy.

"I'm cumming, mommy. I'm cumming," he said. "Oh, mommy, I'm cumming," he said.

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Now that I showed him what I did for my boss, it was difficult for Brett to become angry with my employer when he wanted to do the same with me. I felt relieved. Only, I couldn't wait to masturbate myself in the privacy of my bedroom after I exposed my bra and panties to him, and while remembering my stepson exposing his naked prick to me, masturbating, and cumming.

Replaying it over in my mind, I couldn't believe that I had exposed my sexy lingerie to him. I couldn't believe that he exposed his naked, erect prick to me. I couldn't believe that I gave him my permission to masturbate himself and ejaculated in front of me. A good day, my boss gave me ten-thousand-dollars to do all that I'd do with my stepson for free.

After Brett masturbated himself, I pushed my skirt down, closed my knees, and put on my blouse. He pulled up his pants, zipped them, and buttoned them. With this just the beginning, this was the start of something that was destined to happen between us. With us having crossed the line and blurred what was forbidden, he stared at me with me while I stared at him.

"My boss saw that photo of you that I have on my desk. He asked if you were my boyfriend. I told him that you were my stepson," I said.

With me having more to say, Brett remained quiet while listening. No doubt, he was as shocked as he was sexually excited that I showed him my sexy lingerie. In the way that I had asked him to show me his cock, masturbate, and cum for me, he'll be masturbating over this for the rest of his life.

"He said that you're very good-looking. He asked your name and what you did for a living," I said. "I thanked him for complimenting you on your good looks. I told him your name and that you worked from home doing marketing for a start-up company."

This time, instead of looking up at him with sexual arousal, I looked up at him with shame. Suddenly feeling like the whore that I had become, I looked at Brett with disgrace. How could I have exposed my bra and panties to him? Why did I give him my permission to show me his prick, masturbate, and cum in front of me? Nonetheless, now that we broke the ice, I was ready to tell him what more my boss wanted me to do.

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"What? What is it mother? Whatever it is, now that I exposed myself to you, masturbated while you watched, and ejaculated in front of you, you can tell me anything," he said. "After you showed me what you did for your boss to keep your job, I understand that you did what you had to do. Now, we have no secrets."

No doubt, with him expecting the worst, I could only imagine what he thought that my boss wanted me to do for him now. Surely, it was more than my boss wanting me to show him the sexy lingerie that he gave me the money to buy. Certainly, Brett thought that my boss wanted to do more than just dick flash me and masturbate himself while I watched.

"Actually, I'm glad that this is out in the open. I'm glad that I flashed you my bra and panties. I'm glad that you exposed yourself to me, masturbated, and ejaculated while I watched. What I need to tell you now will be much easier," I said.

I leaned forward on the couch to look at him.

"Yet, it's up to you to decide if you want to comply with my bosses wishes or not. The decision is up to you," I said while putting the pressure on him. "I'll do or not do whatever you suggest I do."

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Stepmother's Smorgasburg of Sex, #2

Billionaire details all that he wanted his executive, personal assistant to sexually do for him.

"His latest perverted request," I said with a long pause. "He told me that he would give me twenty-five-thousand-dollars cash if," I said, falling silent while watching Brett's reaction.

This time, instead of looking at Brett as if I was about to cry, I looked at him with sexual arousal. With our sexual proclivities now out in the open, after I showed him my lingerie and he masturbated in front of me, I wondered what his reaction would be to me telling him what I was about to tell him. I looked up at him with curiosity.

"If what, mother? What did he ask you to do for that amount of cash," he asked?

Uncomfortably feeling like a whore prostituting herself for money that I had suddenly become, I fingered the button of my blouse while looking off in the distance.

"He's willing to supply us with all that we financially need," I said. "If," I said with another pause.

While waiting for me to tell him, he impatiently asked me again.

"If what, mother," he asked? "What did he ask you to do for twenty-five-thousand-dollars?"

After showing him what I looked like in my bra and panties, after watching him masturbate himself, I looked at Brett as if he was my boyfriend instead of my stepson. Returning my gaze, he looked at me as if I was his girlfriend instead of his stepmother. Wondering what his reaction would be to all that I was about to say, as aroused as I was embarrassed, I was ready to tell him what my boss wanted me to do now.

"He wanted to watch a video of us undressing one another," I said.

I paused to read his reaction.

"He wanted to watch us stripping one another naked. He wanted to watch a video of us standing naked in front of one another," I said. "He wanted to watch my reaction to seeing you naked and watch your reaction to seeing me naked."

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Something I thought I'd never do; I couldn't believe I told Brett about my boss's perversions. Yet, with this heavy weight off of my chest, I felt relieved. Forget about the money, I suspected that for the opportunity to see me naked, my stepson would willingly allow me to strip him naked while he stripped me naked, too.

"That sick bastard," he said with feigned anger while concealing his sexual excitement.

Yet, he couldn't fool me. He'd love to undress me. He'd love to strip me naked. Without a doubt, he'd love to see his sexy stepmother without her clothes.

Now that we broke the sexual ice, he'd love me to undress him. He'd love me to strip him naked. He'd love me to see him without his clothes, too. If he agreed to accommodate my boss by allowing us to undress one another, instead of just me prostituting myself for money, we'd be in this together.

Not nearly done telling him all about my boss's perversions, while knowing that there'd be much more to come but not knowing what else my sick boss had in mind, I gave Brett a nervous smile.

"Actually, my boss hinted at a Smorgasbord of perversely perverted things that he wanted me to do with you," I said. "I have no idea what else he has on his sick mind. Yet, when you have as much money as he has, he can pay people to do whatever he wants them to do."

Brett looked at me with curiosity.

"Twenty-five-thousand-dollars is a lot of money, Brett," I said while willingly wanting to do what my boss asked me to do.

I'd love my stepson to undress me and strip me naked. I'd love to undress him and strip him naked, too. Yet, a game that he wanted me and my stepson to play, who knows what he'd ask us to do next?

No longer trying to hide my sexual attraction to my stepson, I looked at him with lustful desire. If only he knew that I've always wanted him to see me naked as much as I've always wanted to see him naked, too, I wondered what he'd say. Now giving us twenty-five-thousands reasons to undress one another, I'd allow him to undress me for free.

"Would you really undress and strip yourself naked in front of me," he asked while showing his willingness to want to see me naked and, clearly, hoping that I would allow him to undress me?

I gave him a sexy smile and a naughty look.

"Actually, that's not what he wanted us to do," I said, correcting him. "He wanted to watch you undress me while I undressed you. He wanted to watch us strip one another naked before turning to face the camera without our clothes," I said. "He not only wanted to see us naked but also, he wanted to watch our reactions to a stepmother and her stepson seeing one another without their clothes."

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I laughed.

"Clearly, my boss has mommy issues," I said.

I looked at him while trying to read his reaction to him seeing me naked and me seeing him without his clothes. Then, with this a big step in our close-knit relationship, a Pandora's box do we dare to open, I paused. Again, I thought of what I wanted to say before saying it.

"I'll do it, if you'll do it," I said blurting out what I was thinking while hoping that he felt the same way. "He didn't ask us to touch and feel one another. He didn't ask us to have sex. He just wanted us to see one another naked while he saw us naked, too," I said.

Watching for his reaction, I looked at my stepson while trying to read his face.

"Reading people's faces and their expressions was a big deal to my boss and was the reason why he offered to pay us so much money. He wanted to see our reactions to seeing one another naked while he stared at us without our clothes," I said.

While thinking more about the psychology behind it, I questioned his motives. It wasn't about him seeing and/or my stepson naked, it was about him seeing his mother naked and her seeing him naked. Only, with his mother dead long ago, it was too late for that to happen.

"As if I'm his mother and you are him, he wanted to see how we reacted when we stood at the precipice of crossing the incestuous line. Obviously, he used us to play out how he must have sexually felt about his mother," I said. "No doubt, filled with missed opportunities and regrets, he has the money to pay to play out all that's on his twisted mind."

I stared at my stepson, while already undressing me with his eyes, he stared at me. Not even having to think about it, after he already masturbated over seeing me in my bra and panties, how could he refuse to see me without my clothes? Without a doubt, he'd love to see me naked as much as I'd love to see him naked, and as much as my boss would love to see the both of us naked, too.

"Okay," he said. "I'll do it. "I'll appease the sick bastard for twenty-five-thousand-dollars."

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If that wasn't enough that my stepson agreed to undress me while I undressed him on camera, not giving him a chance to think about it, change his mind, and say no, he couldn't believe what I said next.

"We need to do this now. The reason why I'm home early, he gave me the rest of the day off and is expecting me to send him the video this afternoon. Only, we must play the part that he's paying us to play," I said.

I stared at him staring at me.

"We mustn't look embarrassed, ashamed, or uncomfortably clumsy while undressing one another," I said. "We mustn't laugh or giggle. We need to act as if we're sexually attracted to one another. We need to make it look real."

Brett stared at me as if I was already naked. Having lost his ability to speak, he looked at me stunned. While suspecting what more my boss wanted of me, and hoping that he would, I looked at him as if my stepson was soon to be my forbidden lover.

"I trust you to be respectful of seeing me without my clothes. I trust you not to grope me," I said. "I trust you not to make me feel any more humiliated than I already will feel when naked in front of you," I said when I was more sexually aroused than I was mortified.

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I hooked up the hardware and software to my laptop that my boss gave me to use. I turned on the live video feed camera without turning on the sound. Then, as if we were webcam models, I stepped closer to him, turned my head from the camera, and whispered in his ear.

"As I did for you earlier, unbutton my blouse but unbutton it slowly and sexily. Look to see what each unbuttoned button reveals before unbuttoning the next button," I said. "As if he's undressing his mother, we need to give him a show. You must look as if you're enjoying undressing me."

He laughed while looking up at me and smiling.

"You don't have to worry about that mother. This is my sexual fantasy coming true, I've always wanted to undress you. I've always wanted to strip you naked. I've always wanted to see you without your clothes," he said.

Then, I turned on the sound.

'Brett was right. Our sexual fantasies are coming true. Something that I would have done for free, how could we not enjoy stripping one another naked,' I thought? 'In the way that I'll be masturbating over seeing my stepson naked, later, he'll be masturbating over seeing his stepmother naked for the rest of his life.'

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Ever so slowly and ever so sexily, he unbuttoned my blouse. I had an uncontrollable urge to kiss him as soon as he exposed my sexy, low-cut brassiere to his horny eyes. While staring at all that he saw of my bra clad breasts, he continued unbuttoning my blouse. Then, he removed my blouse.

While he unbuttoned my blouse, I unbuttoned his shirt. In the way that he stared at my bra clad breasts and my long line of cleavage, I stared at his muscular chest and at his chest hairs. Then, I removed his shirt in the way that he removed my blouse.

"Now my skirt," I whispered in his ear.

Hard not to touch my ass while unbuttoning and unzipping my skirt, once it was unbuttoned and unzipped my skirt fell to the floor. I stepped out of my skirt and kicked it out of the way. Brett stared at me standing before him in my low-cut bra and bikini panties. After seeing me in my sexy lingerie again, in the way that he continued staring at me, no doubt, I was shapelier and sexier than he had imagined.

He stared at what he could see of my pink, erect nipples through my sheer bra. He stared at my patch of brown, trimmed pubic hairy through my sheer panties. No doubt, eager to see me topless and naked, he continued staring at me in sexual anticipation of removing my bra and panties.

As if I was his girlfriend instead of his stepmother, I unbuttoned his jeans. I unzipped them. As if getting ready to blow him, I squatted down to pull his jeans down to his ankles. He kicked off his sneakers, lifted his legs, and reached down to remove his pants. Now, he stood in front of me with his erect cock bulging in his briefs.

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We stared at one another as if we had never seen anyone in their underwear. We were filled with the sexual anticipation of seeing one another naked. As if a drumroll went off in my head, as if he was the actor and I was the director in an X-rated porn movie, I gave him my next instruction.

"Now, my bra," I whispered with sexual arousal.

Already wet, my nipples had already erected in anticipation of Brett removing my brassiere. Something that I had always wanted to do, I was ready to show my stepson my naked breasts. In the way that he showed me his naked prick, I couldn't believe that I was finally going to show him my naked tits.

Again, as if there was a drumroll of exhibitionistic anticipation going off in my mind, I couldn't wait for him to remove my brassiere. Not only would Brett see my naked breasts but also, my boss would see my tits, too. As if I was his mother and my boss was my son undressing me, he'd see my naked breasts in the way that he wished he could have seen his mother's naked breasts. Now that I knew what this really was about, I not only wanted my stepson to see me naked but also, I wanted to give my boss a show.

I turned while he stared down at all that he could see of my shapely ass and my ass crack through my sexy panties. Then, he reached around me to unhook my bra. As if I was a stripper on stage agreeing to have a member of the audience help to strip myself topless before dancing around a pole to music, he slowly and sexily, removed my bra straps from my shoulders. Then, while I held my bra cups in place in feigned modesty, he removed my arms from my bra straps.

While I stared at him staring at me, I slowly and sexily removed my bra cups, first one and then the other. I stood topless not only in front of my stepson but also in front of the camera with my boss watching. I couldn't believe that I allowed Brett to see me topless. I couldn't believe that I had agreed to allow him to strip me naked for my boss to see my naked breasts. I watched Brett stare down at my beautiful breasts and erect nipples as if he had never seen a topless woman before.

All that I wanted to do was to take my stepson into my arms and kiss him while allowing him to touch, feel, and fondle my naked breasts. I wanted him to finger my erect nipples while sucking my nipples. I wanted to have my forbidden way with my stepson's lips as much as I wanted him to have his illicit way with my naked breasts.

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"Now my panties," I whispered breathlessly while feeling like the whore that I had suddenly become for my boss to take sexual advantage of me while on video for money.

Again, as if there was another drumroll of sexual anticipation going off in my head, I watched Brett slowly and sexily roll my panties down. In the way that I had squatted down in front of him to remove his jeans, he squatted down in front of her to remove my panties. With my naked pussy only inches from his mouth, I watched him stare at my naked cunt.