Personal Assistant Ch. 03

Previously, Larry, Maria's boss, was able to take advantage of her in his office. She now gets her revenge.

When I got home, I couldn't believe what I had done. I sudden became afraid that she might be upset over the way I left her. And I'd have to face some punishment. But what fun punishment was!!!! Though I did my best to act normally that evening, I'm sure I was giddy as a teenage boy after his first experience of sex.

I was surprised and a bit relieved that Maria said nothing over the next few days. At home, I initiated more sex than we had had in the previous year. Eleanor was as surprised as I was.

Everything started to change on Monday. I received a terse email from Maria: You will be working late on Wednesday as I will be meeting with you. You will receive a package with instructions at 4pm.

I desperately wanted to ask Maria about this. But her instructions were quite clear. Asking her anything would mean immediate exposure. I guess I'd just have to wait till our meeting. The anticipation grew as the time drew closer.

A package arrived as she had described. I opened it excitedly. It was a metal box with a letter taped to it.

As you were so disobedient at our last meeting, you must now prepare for our meetings. You will removal all of the items in this box. Then you will put all your clothes in the box and lock it. You will then use Item 1 to lock yourself to your desk to ensure you don't leave until I am finished with you. You will then use Item 2 to ensure you don't see anything until I want you to. Our meeting will start at 4:30. Failure to be ready will mean I send the photos of you to your wife.

I swallowed hard as my heart raced. There were still people in the office. What if someone wanted to see me? But she was my PA and would presumably not allow anyone in. Could I trust her? Could I ask her? Did I have choice? Despite the fear, I was rock hard. I didn't understand how excited my body was at this treatment, but was it excited!

I opened the box with fast beating heart. I took out the two items and put them on my desk. I looked at the empty box. I looked at the lock. There was no key so once I locked it I couldn't get in. Well, I thought, I do have my spare suit that I can get to. So, off came my clothes. That was a relief as my cock was free to stand to attention. I smiled as I put them into the box and locked it.

I opened Item 1. It was a chain with an ankle bracelet and ring lock at the ends. This was a bit more dicey as I'd be connected to the desk until she finished with me. Part of me wanted to be locked to her! I guess I'd have to settle for second best. Item 2 was more worrying as I took it out. The device would cover my eyes and loop around my ears so I couldn't take if off once I locked it in place. I looked at it wondering what to do, how far to go. Time was ticking. Again, though, what choice did I have. She had enough incriminating items against me to do anything she wanted with me. So with a deep breath and now racing heart, I put the mask on and clipped it in place.

I couldn't believe the explosion that hit me. I must have sent the first shots of cum hurtling across the room! I didn't think at my age I had it in me. I quickly put my hand under my cock to catch whatever was left. It was the best, I guess I should say, self-administered orgasm I'd ever had. My muscles continued pumping, and pumping, and pumping. I wish I could have seen how much was coming out. But then, that was probably what made me so excited!

Finally, I felt the muscles slowing and cock softening. As the feelings subsided, I realised I had a problem. What should I do with the cum in my hand! I didn't have a chance to think about this.

"Looks like our little white fucker likes being bound up!"

I almost jumped out of my skin at Maria's voice. The joy of my orgasm must have made me deaf to any sounds. I decided I could only admit what was obvious. "Yes, Master."

"And did Master give you permission to fucker yourself?"

"No, Master," I said sheepishly. "I just couldn't control myself. The anticipation of serving you was far too great." I was trying to lay it on in hopes to reduce any punishment. But I suspect that was coming whatever I did.

"And do you know what punishment you should expect?"

"Master, you know I'd do anything for you. Can it please be something other than, than, what happened last time?"

"Why," she asked sneakily.

I took a breath hoping that honesty was the best course of action. "Oh for so many reasons, Master. Cum tastes terrible. It's so slimy and sickly warm. My body gags trying to get rid of it. And worse, for a man, it is utterly humiliating. Real men shouldn't be subjected to degradation. Swallowing cum is really a punishment too far."

"You're absolutely correct." I felt relief as she stroked my shoulders. "Tell me something, do you remember what you said you wanted me to do with your cum?"

My heart fell to the floor. "But I didn't really do that," I said pathetically.

"But you did want me to suck you dry, didn't you?"

"Well, well, it's different for, for...." I trailed off. "Please, I really can't do that again. I'll do anything you want!"

"You're damn straight you'll do anything I want. And I want you to drink the cum in your hand!"

I pulled some faces as I slowly raised my hand to my lips. Then there was a sudden change in her voice.

"But," she said cheerfully, "you can spread it around your face if you prefer!"

Well, I guess as I put my spunk on her she wanted to get her own back. Swallowing was definitely worse, but a cum covered face was not something I wanted.

"Permission to ask a question," is all I could think of doing to stall.

"NO," she replied sternly, "not until you've followed my instruction."

So, with no option, I put my hand to my face and spread my cum around. It felt awful and smelled worse but was better than putting it down my throat.

"Now, put your hands behind your back."

I did as commanded without a thought. I felt something going around both wrists and then a click.

"Okay," Maria said, "that's to ensure you don't pleasure yourself without my permission."

I was well and truly trussed up. Locked to my desk with a locked hood on my head and my hands locked behind my back. I wasn't going anywhere.

"Very good. Now for the best part of the meeting. Stick your tongue out and move forward to find the crotch in front of you. I want you to give it a good licking."

"Yes, Master, happy to do as you say." Out went my tongue. Forward I crawled with great anticipation. I felt her hand stop me and I started a big, exaggerated lick from where I assumed her cunt would be. And recoiled in horror. All I felt was a hairy dick!!!!!

"What the fuck!!! Who's that? Shit." Panic filled me. I tried to get up but my ankle was chained to the desk. I couldn't see anything. "What's going on? Jesus this isn't supposed to be happening!" Now the laughing started. I heard at least two voices. My brain went into overdrive.

"This is what's call payback, you little shit!" I could tell she was angry.

"What for," I stammered.

"Just asked yourself! Who took my clothes?" I could only admit to that.

"And what did you do with them? Breath in deeply to enjoy my fragrance? Lick them so you could enjoy my taste? Wank into them so that it felt like you were actually with me?"

How could she think such things of me? True, I did all of those things but how would she ever know? "No, no, Master. I'd never do such perverted things."

"And did you take pictures of me naked and with your cum on my breasts?"

"Not me. No I'd never do that!" I lied as I knew this would only make her even more angry with me if I told the truth.

"Okay. Let's see if that's true. If it is, I'll stop immediately. I'll set you free and no longer torment you as payback for the things you did, and wanted to do, to me. If not, then we continue. What's the code to your phone?"

I went ashen faced. I hadn't thought of her getting access to my phone.

"No, Master. You don't need to trouble yourself with that. I really didn't take any photos. I promise."

"I don't need a promise from you. I need your code. Otherwise, I will..."

I immediately gave her the access code. "Look, look, I didn't mean...."

"You dirty old man you. I bet you've lied about my clothing as well!"

I was in deep trouble and started to panic. I forgot about another person being present. "Oh, Master, I'm so sorry. I've learned my lesson. I can't hide anything from you. I promise from now on I will never, ever lie to you. Just please don't make me, make me.... Look, I don't even know who is here. Oh god, I never thought you'd go this far. That you do, do, do this to me. Please, please, I'll do what you want but not, not with other people... Can't just you and I.... Oh, Maria, I'm so sorry. Have some mercy on me!" I was crying as my heart raced away. I was completely exposed

"You're absolutely right that you'll do what I want you to. And you little lying shit, you'll do it when, where and with whom I say. Otherwise, I'll let the world know what type of lying dirty old man you really are. It's obvious that you wanted to take over my body, my very being for your perverted use. Well, the shoe's on the other foot now and I intend to use it."

I started whimpering. She just started laughing.

"Now crawl back over there, take that cock into your mouth and suck it dry!"

I was utterly defeated. She had me trapped and knew me well. I probably would have gotten carried away with her. I sure enjoyed my photos, her naked body and clothes. I crawled over for my first ever taste of another man's cock.

"Look, Maria, you've pretty much destroyed him. Surely you've gotten him back for what he did to you. There's no real need to beat him down further."

This was said in a deep, Jamaican accent. I assumed it was Maria's boyfriend. I could have kissed his cock!!!!

"I can't imagine having to suck another man's cock," he continued. "It'd be so degrading, humiliating and emasculating. No man should be forced to do such a thing. I'd feel terrible if I allowed that to happen. I think it best just to stop it all here. I know what he did to you was horrendous and he should be punished. But I think he's learned his lesson. He certainly understands he's done wrong. And you've certainly given him some very imaginative punishment so far."

There was silence. "True," Maria said. I felt her hand on my face. "Okay, you shitty little white assed fucker, tell you what. I'll offer you a way out of this. As Jerome has said, I'll stop after today, erase every photo and recording I have of you and set you free. Everything will go back to the way it was before you took advantage of me."

Relief filled my body.

"If you suck Jerome's cock dry and swallow every drop. You don't have to do this. But if you don't, then I keep every photo and recording I have. I'll find other men who don't mind making you suck there cock regularly. And I'll think of a hundred other ways to fun with you!!! Take your pick."

"That's not much of a choice, Master." I was hoping for a rescue from Jerome. There was silence.

"Clock's ticking. If you don't decide by the time I count to 10, we will just leave you as you are. You can explain your predicament to whoever finds you. And I'll keep all of my incriminating evidence. One, two,.."

"Stop. I'll," I took my last swallow as man, "I'll do it."

"Do what," said Maria sternly.

"Suck Jerome's cock dry and swallow everything," I replied dejectedly.

"Jesus, Maria, why you being so hard on him?" Finally, Jerome said something.

"Because I can and because it's fun. Let's see what you think after he sucks you dry. Go for it, Larry."

And go for it I did. I crawled over to where I had been. I gave a lick and felt the hairy cock again. Another swallow and I positioned myself so I could get him into my mouth. He was completely soft so I had to use my tongue to help it in. I wish I had my hands free, or at least my eyes free so I could see what I was doing. Or maybe not, on second thought. I got him fully in. He certainly didn't taste as good as Maria! I hesitated.

Jerome started to step away. I crawled to follow him. How embarrassing.

"Look, Maria, after all he said, I don't think I can do this to him."

"Well, Larry, I guess that means we leave you here and you remain beholden to me till I tire of you. I'm happy with that. Are you?"

I dropped Jerome from my mouth. "No, not really, can't..."

She cut me off before I could finish. "Then you best convince Jerome to let you suck him dry!" She laughed heartily.

My head started to spin. What on earth had I gotten myself into. Then she started counting again. No time to think. I just had to do.

"Jerome, what you say is absolutely true. But I tried to take complete advantage of Maria. So I accept that she is only dishing out what deserves to be dished out to me as the lying dirty old man I'm realising that I am. She made me drink my own cum. It was a truly humiliating experience. I had never tasted anything so awful as my warm, salty, gooey cum filling my mouth and sliding down my throat. Now you've seen me spread my filthy liquid all over my face. If Maria says I have to suck your dick and swallow what comes out as part of my punishment, that's what I need to do, no matter what I think of it. I never, ever wanted to know what any man's cum tasted like. The thought of having your manhood in my mouth is humiliating. Having it grow in my mouth is degrading. Sucking it so you deposit you load into my mouth is disgusting. Swallowing what comes would make me less than a man. But none of that is of concern to you. Don't worry about my feelings. I'm a lying dirty old man and should be forced into doing what whatever Maria orders. And hopefully I'll do it so well you'll enjoy every minute of it and not think of me for a second. Please, please let me suck you dry and swallow everything that comes out."

I was just about in tears. I was hopeful that being true would get Jerome on my side.

"May god, Maria, he really is under your thumb. I'm still not keen on doing this to you, man..."

I cut him off. "Jerome, I will be humiliated to the core by doing this but at least I won't have to do it again."

I was finding this experience oddly erotic. I could feel my heart beating a bit faster and a stirring in my groin. "Look, Jerome, I'm desperate to do the most humiliating thing I've ever done in my life. If you don't let me then I'll be completely beholden to Maria, and to you. It's not what I'd ever want so I'll do anything to avoid that, no matter how degrading. To show you how desperate I am, I will give Maria - and you for that matter - even more to make me further degrade myself at your pleasure if I fail. Get your camera rolling, Maria."

With that, I lunged forward and took Jerome back into my mouth for my first ever blow job. This time he stood still to let me work on him. And work I did. I didn't want to take any chances. I looped my tongue around his soft helmet. I then moved forward so that my lips were buried in his pubic hair. I was able to move my tongue along his shaft. I was amazed at how wonderful his hardening shaft felt in my mouth. I didn't know if this was because of how degrading this made me, a feeling of joy at having a cock in my mouth or the utter transgression of doing something I never, ever dreamed of doing - let alone in my own office and being filmed. I could feel my little cock getting harder as his grew in my mouth.

I was amazed at how large he was. I could feel my lips being forced apart by the thickness of his shaft. I had to move him slowly out of my mouth as he grew in length. This gave me the thrill of moving up and down his at least nine inches of manhood. I dropped him out my mouth so that I could run my tongue along his entire shaft. I could feel myself hardening more than I had ever done. My racing blood overcame any inhibitions I had. I kissed the entire length of his shaft as I saw Maria filming me. I smiled at her as I licked the ebony tip of has shaft. I was going for full humiliation!!! I then took as much of him into my mouth as I could and slowly pumped away. His moans told me he was thoroughly enjoying this. My rock hard cock showed just how much I was enjoying this too, much to my amazement. I quickly learned how to tickle his shaft to get him more excited and then stop to cool him off.

Then I felt a bit of warmth as some pre-cum trickled out of him. I reacted to the disgustingly salty taste by pulling back.

"No, you little white sucker." With that, I felt his hands grab my head and force me up and down his shaft. Soon I felt his muscles explode and cum flow into my mouth. Every contraction meant more warm, slimly, salty cum entering me. I wanted to gag and spit it all out. But of course, I couldn't. Reality of what was going on hit me. My whole body rejected the idea of swallowing what he was putting into my mouth. Sucking cock was one thing. Swallowing was something entirely different. There was no enjoyment in it for me. Just the utter humiliation of being completely dominated by another man. His moans told me he was enjoying every muscle contraction!!!!

After what seemed like hours, I could feel him softening. He moved my head back a bit. "Okay, you little sucker, start swallowing." I could tell there was joy in his voice.

I tried to ask for mercy but could only get out moans. I tried to sound as pathetic as I could.

"What, don't want to take what a real man puts out?" I nodded my agreement. "Too fucking bad. Swallow you pathetic sucker or we leave you as you are and use everything we have to make you give a repeat performance."

I did the only thing I could. I swallowed everything that was in my mouth. There was lots more than what I produced and it tasted even worse.

"Got it all, little sucker?" It sounded as though he was rubbing it in. I nodded. "Good." With that he let my head go.

"Jesus, Maria, I never thought that'd be so much fun!!! I mean, I feel somewhat bad about forcing him to swallow, but by god it was good."

"Not, sure you need to feel too bad, Jerome. Look at his little white stick pecker!"

They were having such fun humiliating me. But then I was at full mast and completely unable to hide it. Or do anything about it.

"No shit," Jerome said with great surprise. "Fuck, Larry, you really liked what just happened."

"No, I didn't," I exclaimed. "It was awful. It's something I'll never forget or ever do again. I've done everything you want. Now keep to your side of the bargain. Free me and delete everything."

There was silence.

"Please," I started pleading. "This has gone far enough. You've forced me to do the most humiliating thing a man could ever be forced to do. Swallowing cum is terrible, degrading and disgusting. You treated me worse than I would have ever dreamed of treating Maria. It's not fair and not reasonable you doing this to me. I demand you free me."

"Well, Jerome, I can see what you think about that. You do look mighty fine when you're excited." They both laughed. "I think you need some relief again before we go now that he's gotten you so excited."

"No," I shouted. "I'll never do that again. I've done what you said. You must let me go. I demand that you free me and delete everything."

"Actually," Jerome said slowly, "you're not exactly in a position to demand anything!" More laughing. "Shit, Maria, I never thought this could be so much fun. You've really turned him into your absolute pawn. We can make him submit to anything we want. How cool is that!"

"I don't think that's cool at all," I said sternly.

"Well," laughed Jerome, "don't think what you think comes into at all. I mean, yeah, at first I was real hesitant and didn't really want to do this to you. But, man, looking at you now, enjoying what you did, and how we made you do it, there's just no way I can say NO now. So tell you what you're going to do."

His voice was full of excitement. My heart was racing now a full speed.

"As Maria said, this whole scene is making me damned excited again. So first, you're going to suck me off and swallow everything again."

"No, never, ever. I'm not going to do that and you can't make me," I shouted back.

There was silence. Then Maria started talking. "Yes, I've got it. I can see his address book in his phone. Let's see, who should I send the film to?"

"What film," I said in a panic.

She chuckled. "Well, the film you just had me take of you sucking Jerome's cock. You should see it. Your lily white face contrasts wonderfully with his big ebony cock. It really shows well how far you can take cock into your mouth."

My heart fell to the floor and head started to spin but I knew I couldn't let this happen.

"No, no, that's not fair. You said you wouldn't do that. That if I swallowed you'd free me and delete everything!" Panic filled my voice.

"I'm going to count to five. Open your mouth or I send the film."

I was filled with despair and terror with no time to think. I knew if I did this they would never let me go. But then, every muscle in my body was tight and my cock was harder than I had ever felt it. I heard the numbers counting down. I knew I would hate myself but I opened my mouth.

I felt my head being grabbed and impaled on Jerome's cock. He literally started fucking my mouth. There was no sucking on my part. It was as if he was just screwing a small hole with his giant tool. I was being used as nothing more than a sex toy. I never felt so humiliated and degraded. He soon filled my mouth again.

"Swallow it and enjoy it, you cunt."

To my great amazement and further humiliation, as I swallowed, I exploded too! Tears started rolling down my face as I had the most exhilaratingly degrading orgasm of my life! The more cum that went down my throat, the more that came out of me. My brain couldn't figure out what was going on. Being fucked by Maria's boyfriend was giving me a fucking good time.

As his cum finished, he soften and released me.

"Okay," I mumbled, "I've done more than you demanded. You've had me by my short and curlies and so could more than make me make up for what I was going to do to. You caught me fair and square and exacted your revenge on me. Twice over! Let me go and delete everything."

I heard whispers. "Okay," said Maria. I felt my hands being unlocked. "I've put the keys..."

"somewhere you can reach them," finished Jerome, with a laugh. With that, I heard footsteps.

"Stop. Wait. Unlock the rest of me!" There was no sound. I could only figure they left me, with my office door open, to search for the keys. That was damned frustrating but there was nothing I could do. I fumbled around still chained to my desk. I was angry, frustrated and once again stimulated! I couldn't believe it as felt my own cock with my now free hands. It was hard again. I didn't think I had it in me at this age. And I couldn't figure why! But I knew I had to relieve myself before doing anything further. I stood there in my office, naked, chained to my desk, with my eyes covered and started to wank myself. I gave not thought about who might see. I just had to relieve myself. It was a rather weak orgasm with not much coming out. But it still felt good. After recovering, I found the keys and set myself free. I got my clothes, cleaned up myself and the carpet as best I could and headed home.

To be continued.....