📚 claire's new hire saves me Part 7 of 7
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Claires New Hire Saves Me Ch 07

Claires New Hire Saves Me Ch 07

by pigspigseverywhere
19 min read
3.71 (1900 views)
adultfiction

☆ Note - this is not for everyone. There's probably bondage, gay sex or references to it and definitely images of extreme sex, questionable consent, outright non-consent, blackmail and there might be verbal degradation and abuse. I know this. No need to comment if you are just going to attack the author for writing it. You kept reading it.

What does that make you?

This is a complete and utter fantasy that will never, ever happen - it's the same as elves and dwarves and faithful wives. NOT REAL. You've been warned.

It came to me, as I floated in the hazy darkness of half awake horny musings brought on by those damn pills William gave me last night, that I really wanted to strap curvy young Carol to that bondage bench thing and grab a fistful of her dark mane and just sink a spur into the slutty filly and ride her until one of us passed out. Yep. that's what would cure me. Bring me back my happiness. Restore my manhood.

"Ohhhh, keep throating it you little twink. It's your fault I can't sleep and you're going to keep choking on cock until I cum!" I said into the room. I said it a little loudly so that Sweet Billy could hear me, currently being under the covers with his wrists cuffed behind his back and my cock in his throat. I had one leg laid over his back and I was using my heel to keep him in rhythm on my cock.

The devious twink had drugged me again last night. No doubt hoping for exactly the situation he now found himself in. Knowing that I'm not gay. Right before a date, that was actually a poor idea, with a sexy younger female employee who I just wanted to, well....use. To dominate and cum into like an old sock. Not very noble or gentlemanly of me. I'll admit that.

Yeah, I was very attracted to Carol, but not in any pure way.

I was grieving and adrift and I needed a soft, warm, wet hole to fuck all my anger and sadness and powerlessness into. Some woman to take right to the edge of the darkness that comes for us all. A woman who wouldn't or couldn't call the police after I was done. I needed the kind of Kentucky trailer park trash, victim, piece of fuckmeat that would just be happy for the attention.

Carol wasn't that. She was from Alabama. She was intelligent and educated. In short, Carol was not a victim. But she'd do for right now. I would make her the perfect victim, even if it ultimately destroyed her legal career. Or mine.

Maybe between her and my man servant William, I could get back to some semblance of being a man. By punishing them both.

"Eat my ass, Billy," I said as I pushed his head down. "Tongue it like a good girl."

He attacked his task enthusiastically. Couldn't complain about that.

"Damn. Billy sure knows how to eat ass," I thought as I slowly stroked my cock. I knew I wouldn't cum; not until I was thrusting into something. I made a decision. No more hand jobs. No more getting fucked up my ass. Well. Maybe sometimes. Just a little prostate pressure. Or a tongue. Yeah, definitely. HeHe!! Who would have thought?

But not this morning. This morning I had to fuck something. And Billy was the closest thing to a hole I had. I grabbed his head with both hands and pulled his little body upward. I unfastened his cuffs and shoved him down onto the mattress.

"Get on your face Billy. Grab the headboard with both hands and don't you dare let go," I said sternly.

He complied, scrambling upwards towards the top of the bed. No doubt thinking that maybe he over did it with the pills. Too late now sweetie!! Daddy needs a hole!

As I mounted his smooth thighs and slowly pulled up the nightgown I had him wear to bed, I had to say that his ass looked pretty good. I gave it a little slap and using my left hand to guide my still hard cock to the entrance to his tight ass and my right hand to press his face into the pillow, I forced my way inside my own personal twink. Felt damn good.

I wonder how much I'm paying for this.

"Time to be a good girl for me Billy. Don't you move. Don't say a word. Just submit. Lay there and take what Daddy gives you," I hissed.

The pounding wasn't gentle and it wasn't over quickly. Although that was mostly because the damn drugs kept distracting my mind as I was working up to my orgasm. So that's his fault. His tight ass could normally have made me cum pretty quickly.

I really fucked him up. I think that I wanted it to hurt a little. Remind him who was the man. Or maybe remind myself. At any rate, I wanted it raw and animalistic.

I set up a pace and settled into it. Enjoyed his moans and seeing his feminine arms holding onto the headboard for dear life as I did my best to break him in two. Throwing in a slap to his ass excited me so I increased them to more solid slaps to his ribs which caused Sweet Billy to clench his ass tightly on my pistoning cock.

"Yeah, Bitch. You wanted it. Take it all," I called to him. "My man? Now you're my little queer cockpig, huh?" I gave his ribs a quick jab. Not enough to bruise, but he knew he'd been punched with a fist.

That set him off. He started bucking his hips back at me and let out a high pitched keening wail that tightened up my balls and put me right on the edge of release.

"I'm going to use you up! I'm going to give you tits! I'm going lock away your little limp dick and never let you cum again! You'll be a couple of holes for me to use. I'll make you suck Carol's cum off my cock you little faggot! You're going to spend hours eating my ass while I fuck your slutty friend stupid!" I yelled at the back of his head as I forced his face into the pillow.

Just then, I realized that I was going keep this little cock sucker and make him as effeminate as possible. I was going to make him be, exactly, what I wanted. Look how I wanted. It was freeing; knowing that using a willing androgynous twink as a sextoy was something that I was going to incorporate into my day to day life moving forward. My own personal fag!

As I filled Billy with ropes of fresh hot cum, he squealed and bucked on my cock. Whether from excitement or pain I didn't know. But I knew that his ass and throat were both going to be regular targets of my attention in future. He was just going to have longer hair and B cup tits and I was going to lock his little dick and balls away in a cage to make sure he stayed faithful to me.

"Roll over Billy," I said after I moved to the edge of the bed and off of him.

Silently he rolled over away from me and I reached down and pulled the cotton nightgown he had on again up to see that he had made quite a mess of himself and the gown. Strangely his small dick was flaccid and showed no sign of life.

"You made a mess, Sweet Billy. Did you have fun? Did Daddy fuck that cum out of you?" I asked.

"I...I had an orgasm, Sir. As you can see. Sir made me," he said, looking down but smiling.

"Billy, does your dick ever get hard?" I asked.

"Not often Sir. I have only ever orgasmed from being penetrated. I apologize, Sir."

"Perfect," I said, "don't change a thing. Well, actually. I want you in a cage. Find a small one that fits your little clitty well and locks securely. I'll have the key. Prioritize this, William, if you want to remain in my service. Also, in future I expect to see the top of your hair grown longer. I'll even send you a picture of a fuck slut I used to know back in college. You're going to grow her hair style and probably you're going to have her tits too."

"Sir...?" Billy started to protest but I cut him off.

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"Understand me Billy, I want to keep you... employed.... both day and night. But I'll have you the way I want you or I'll terminate your employment. You can take until lunch to think about it while you go about your duties, but then I'll expect an answer. You'll live life as my faithful, locked up, crossdressing twink, both publicly and privately if you want to stay with me, William. I want the world to know what you are and that you're mine."

I could see the look on his face in the dim light. I slid my hand up his soft thigh and found his tiny dicklet. I knew what his answer was going to be by the slight swelling I felt in my hand. He was mine. And being mine turned him on. It seemed like I was...coming to grips with it... as well.

"Yes, Sir. Please. I don't need time. I'll commit to you now. I'm yours," He said quietly.

"I know, Billy. You're going to be Daddy's good girl from now on. Now go run me a bath and then get cleaned up.... we have a busy day of lawyer shit to do and tonight I'll be wanting Carol back on that rape bench you've got. You're going to help me destroy your little friend."

"Gladly Sir, and thank you...for, for..."

"You're mine now Billy, forever. Does that make you happy?"

Yes, Sir," Billy said as he leaned back into my chest, "I'm very happy to be yours."

"Good girl, now get up and get my day started. I know you would lay here all day if I let you."

I don't know why I did it. I just seemed like Sweet Billy deserved something nice. I leaned down and nuzzled his cheek as my hand ran across his lingerie covered chest. Then I gave him a sweet gentle kiss right on the corner of his cock sucking mouth.

It was cute how my little sissy's body tensed and a low moan came from the back of his throat.

"Remember, I want your tiny little clitty locked away. It's mine now. I own every orgasm you'll ever have. I'll rip them out of you one by one. I'll decide when. Not you. I'll own every wicked little piece of you, baby girl."

"Sir, I...I," William stuttered, looking for words for the emotions I had no doubt stirred in him with my kiss.

"Billy, show me. Show me through your service and submission. Be my boy. Be my girl. Take all the abuse I'm going to give you. But always remember your place."

"Of course. Certainly, Sir. I'll fetch Sir's coffee," he said rising and prancing to the bedroom door. Sexy little twink.

Too bad he wasn't getting any more cock until I'd thoroughly destroyed Carol's pussy - however long that took.

As I waited for my coffee, I felt pretty good about the way things were going. William loved me. I would use that. Carol was probably angry and embarrassed and insulted. Perfect. I'd use that as well. Claire should be happy. I was ready to work and honestly, beating that last orgasm into Sweet Billy's tight little ass was extremely satisfying. Nothing would ever replace the silken perfection of Ana's tight, wet cunny, but dominating my twink was damn nice. I never knew this side of me existed. I felt wicked but free. I never forced William. I wouldn't. But the taboo tingling excitement of...fucking...a man was, well, so far it was better than Scotch.

After coffee, bathing and dressing, William led me again to the car where Mr. Sharpe was standing with a open door.

"Good Morning, Mr. Sharpe," I said brightly. "How is everything?"

"Good Morning, Sir. All seems secure."

Curious. After we settled into the luxurious back of what was evidently "my" car, I asked William, "What exactly is all secure?"

"Oh, Mr. Sharpe is your driver and bodyguard, Sir. I apologize for not making that clear. He sees to all aspects of security for Sir and his household. He's currently very involved in the renovation of your estate."

"It's a house William, not an estate. I don't have money for all this. And wait, he's a driver and bodyguard and....what he did the other night? With the..um."

"Milking bench, Sir. Yes, Sir. Mr Sharpe is very accomplished in several areas. And not to tell tales," William whispered, "but he really enjoys draining a man dry. He told me that if allowed to "work a man over" he could uncover every one of his most closely held secrets."

Huh. I believe him. I would have told Seaworth and Sharpe anything they wanted to know the other night when one had his dildo up my ass and the other was squeezing my nuts like they gave out free candy. They took me right to the edge of true torture and it was...well, it was fucking delicious. If they had kept going I would have told them anything. Literally, anything.

"Good to know he's on my side, William."

"We both are, Sir. We were so tired of moving from Master to Master. We want you to be our last Master. And, Sir, please don't worry, because, I suspect you might. Sir is not particularly attractive to Mr. Sharpe. You are too urbane and refined."

"Ahhh, well, Mr Sharpe shouldn't feel pressured to do anything he doesn't want to while working for me," I said loudly enough for my driver to hear.

From the front seat, Mr. Sharpe said "I'm always happy to help Sir. I very much enjoyed your reaction. It's just that it wasn't ultimately satisfying for me, Sir. My tastes run to much more coarse play. But I'm happy to put in some work from time to time to keep Sir satisfied."

Hmmm....OK. Maybe. Ha! No strings prostate milking upon request?

Yeah, Mr. Sharpe was going to be draining me pretty regularly going forward; if Sweet Billy couldn't manage.

Turns out that this morning I have suddenly discovered and accepted I'm a complete pervert.

From beside me William said, "And as for finances Sir, I can report that Ms. Claire confirmed that money is not an object for you, Sir."

Hmmm, I thought. So, I went from broken down drunk widower to rich lawyer with a free use valet and a bodyguard? Claire is a really good friend.

"Wait, William? Yesterday Claire said that she wanted to hire me a bodyguard but you just said Mr. Sharpe is my bodyguard. What's the story there? And why do I all of a sudden need protection?"

"Sir will also remember the new client the firm is taking on? When dealing with roadmen its wise for a gentleman to have some protection near to hand. Mr. Sharpe is a....man with a particular past....and will act as your head of security. Mr. Sharpe would feel better if you had a team of people to shadow you at all times. We are looking for the right people."

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"Well, that's just lovely. Hey um, where's my 4Runner?"

Mr. Sharpe answered from the front seat, "Its getting rebuilt, upgraded and uparmored. Damn fine carriage that, Sir. Sturdy and reliable. You took great care with it. I knew that you'd be missing it. I think you'll like what me lads are putting into her."

"Thanks, Mr. Sharpe. Truly. I love that old truck!" I said. It was nice that he appreciated quality like I do. Plus I suppose it's just natural that a guy would keep a soft spot in his heart for the first man that ever tied you up and milked you dry.

Eventually, after more coffee and a fresh croissant on the drive in, I found myself entering the firm the same way as yesterday. Like the Lord of the Manor. Honestly, it was weird, but I figured eventually it would revert back to a more normal situation and people would relax. I hoped I would.

As I exited the elevator, Carol was standing expectantly and greeted me with a respectful, "Good Morning, Sir."

I looked into her eyes. Honestly, I was a little taken aback by her tone. I expected something completely different than the controlled professional voice of the absolute smokeshow standing in front of me in a tailored suit that played to her body's curves.

"Good Morning, Counselor. I hope you slept well. I have a lot of things I'd like your help accomplishing today," I replied.

I continued to walk down the aisle towards my office as she fell in beside me.

"I was sent home to an empty bed with an empty stomach and woke up early starved for food and conversation. Once the sun came up I found my voice and my self respect again."

Oh a little dig there, Kitten? See if you like this then...

"I was up for an early morning workout myself. Wrestling. I pinned my man William. Gave him a good working over. It was invigorating. Really gets the juices flowing."

"I'm jealous. I need something like that in my life," she replied.

"A little exercise would help keep your mind right."

"Yes, Sir. Maybe you could suggest someone to help me with that."

"Sure. Come to my place tonight and I'll have William warm you up, then I'll put you through your paces. Really stretch you out."

There. The stage was set nicely. Hopefully, the little tramp wouldn't piss me off today. I still had random thoughts of how I would whip her sexy round ass with a belt before I rode her like a stolen dirt bike.

Hmmm...hopefully she WOULD piss me off. Knowing me, I'd be horny after lunch.

"How can I refuse such a delightful offer?" Carol snarked. Much too loudly for my taste.

"So it begins," I thought to myself. Ok, bitch let's get started then.

"You can't refuse, Carol. It wasn't a request. You'll be fucking tonight to keep your fancy job. And if you're not under my desk with your mouth open and your tits out before I sit down; I'll have security walk you out," I said not looking at her.

She didn't reply. I watched her duck her pretty head and double her pace to beat me to my chair.

"Sir?" William said quietly. "I could always do that for you."

"Nope. I wouldn't hear of it. I respect my man William too much to disrespect his professionalism like that. And I'm too fond of Sweet Billy to embarrass him in front of my staff. But I've never throat fucked a Havard Law graduate before and I think our little friend Carol needs a good lesson in humility."

Oh, I earned points with that comment. I could tell from the look of devotion on William's face. I couldn't wait to lock his cock up and see how long it would take for him to beg me to be able to cum.

Sigh, my life is so much better than I deserve.

I arrived at my desk and William went about his duties. I took off my suit coat and handed it to William as he passed by me. I unzipped my trousers and pulled out my semi hard cock before glancing under my desk. What a perfect picture of Carol's beautiful face and tits waiting in the darkened well. Not saying a word, I sat down and moved my chair fully under my desk.

"Suck it Harvard," I thought. No that's not quite right. Hmmm.

"Worship my cock you trailer trash whore. Show me how you earned that degree. And again," I said as I grabbed a handful of dark hair and pulled, "one word, one sound, and I'll have William throw your whore ass out onto the street."

I heard one tiny little sob as Carol's warm wet mouth engulfed the head of my cock. Jesus, it was softer than any mouth I'd ever had. "No hands Counselor. Mouth and throat and don't stop for anything."

"William!" I called as my hips thrust deeper into the invisible wetness.

"Sir? How may I be of service?" he said appearing at the side of my desk.

"I'll need your pharmaceutical knowledge," I said as I sat up straighter. Carols throat was going to be good for my posture. "I want to stay hard. All day. But not cum until later tonight. Plus I need to be able to get some work done while Harvard does her work under the desk. Do you have a prescription for that?"

Of course he did, I knew it the way his whole face lit up when I asked the question. Shortly I was presented with several pills and a short glass of orange juice that I was instructed to "drink in its entirety". It tasted a little funny but if it kept me hard yet able to focus I would be happy.

I settled back into my chair with a mug of fresh coffee and a thick brief of the cartel case Claire had said I was going to be lead on. Just as I thought. This guy was totally guilty. Like Al Capone guilty. But of course the FBI used their dirty gestapo tactics to perform an unconstitutional search. Fruit of the poison tree. No knock SWAT team raids which were of course televised. My client's minor children layed out on the front lawn. His wife in handcuffs and a flimsy short robe while two frat boys with trigger fingers pointed AR-15s at her surgically enhanced chest.

His oldest son, who was a legitimate MD, was awakened from a deep sleep after a 36 hour shift in the ER to his door bursting in had actually managed to put 9MM rounds into the first seven cops in the door before everyone regrouped and decided they wanted to actually show him a warrant after all.

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