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Jackson drove me home in my car, so I could sleep. His vehicle was still in my parking lot because he and Jolene had gone together in hers. Jolene's vehicle was nondescript and blended in like a blind spot in your eye. Jackson drove a cherry red Corvette which stuck out like a sore thumb. I still had to go to Oliver's today and he was expecting me to service him today and tomorrow both.
When we got to my apartment, I put Jackson in the guest room and I went to my bedroom to nap for a few hours or I'd be useless. Jackson needed to sleep too. He'd been up for most of the night, though Jolene let him nap occasionally as she was the only one I wanted listening to the audio feed. He was going to be working tonight, doing what he needed to do at the Club, plus he had things to do outside Oliver's development. Even though he couldn't get inside the housing development, he could still get close enough to put in a repeater to boost the signal so someone didn't have to sit outside close enough to draw unwanted attention to ourselves. Until he could do his work after dark, Jolene and Mauro would pretend to be a work crew working on the sewers in a van Caponero Investigations used for undercover work.
I got up around 10:00 still pretty bleary eyed. I used the enema kit Oliver provided and used it four times. Three didn't seem enough to me if I was going to suck someone's cock after it had been in my ass. I showered afterward, then woke Jackson up to have breakfast of cold cereal and toast. Done, he fitted me with my earpiece, recharged and ready to go.
"You remember my code phrase, don't you?" I asked before leaving.
"I'm not likely to forget it," Jackson replied.
"Where to next?"
"I'm meeting Jolene and Mauro to set up their computer to catch the signal from the bugs we hope you're able to install, then heading home to grab a few more zzz's before going out tonight."
"Rough weekend," I said. "Not much sleep."
I called Jolene and told her I was heading to Oliver's to give her a head start, then texted Oliver to let him know I was on my way. He texted back that he'd leave the door open and to join him in his study. Jackson got ready to leave with me.
"Thank you again, Jackson. I appreciate all your help." I hugged him, holding on for a quite awhile. He was like a rock, solid and unmoving. Exactly what I needed to prepare for Oliver.
"Take care. Don't do anything which might get you caught," Jackson reminded me, "or all this is for nothing."
"I understand. I'll be careful."
He left and I locked the door behind me, walking to my car.
As he'd said, Oliver had left his door open and I entered his house and went to his study. He was working on his computer. I couldn't see the screen, but his phone was on his desk, so that was good. I set down my purse and removed my clothes. Oliver liked his sluts naked. He never had to tell me to strip. I always did as soon as I entered his house. I folded the clothes and laid them on one of his chairs then knelt down until he was ready to acknowledge me.
He finally finished what he was doing and asked. "Did you have a good time at Mistress Toni's last night?"
"It was okay, sir. I survived, though I didn't get much sleep. I had to go home for a couple hours and nap."
"Did you give yourself an enema this morning?"
"Yes, sir. Would you like me to suck your cock or will you be fucking my ass now, sir?" I hoped they caught the code phrase. I didn't notice anything happening with the phone, though I supposed it would be useless if he noticed.
"I suppose you're ready for some cock now, after a night of cunt?"
I couldn't keep the sarcasm out of my voice when I replied. "Cock is very high on my list of priorities right now, sir."
Oliver laughed, thinking it was funny.
"Suck my cock, my little slut."
"Yes, sir." I crawled over to him and released his prick from his pants. He wasn't hard yet, so I brought him to hardness. I was aware others were listening to me now, sucking his cock. More shame. Hopefully, it was only Jolene or Mauro, though Jackson had to be on the net when I spoke my code word.
When he was erect he bent me over his desk and speared into my cunt. I was just starting to get wet, not quite there yet, so it was slightly rougher when he penetrated me. I grunted. Thank the lord, he'd let me suck him first, the only lubricant my spit, when he pierced me.
"This is just to lubricate my cock, so I can use your ass," Oliver said.
"Yes, sir," I whimpered.
He fucked me long enough for my cunt to lubricate and get his cock creamy in my fluids. When it was ready, he shifted upward and slid into my bottom. I grunted again.
Knowing I was being listened to, I wanted more than anything not to say anything. At first, I was quiet, letting him fuck me without sound effects other than the slapping of his crotch against my ass. Feeling he wasn't doing a sufficiently humiliating job, he started playing with my tits and clit, wanting to hear me beg again. I was hoping to deny him, but realized any change in my normal routines might be suspicious. Fuck!
"Mmm," I said, "fuck my ass, make me cum on your cock. Fill my slutty ass with your cum."
Don't overdo it either, Brooke. Middle of the road. Not too much, not too little. I climaxed, moaning loudly, ashamed for my audience. He continued fucking me, finally cumming before I reached another myself. He was plastered up against my backside, this cock throbbing inside my rectum, painting it with his sperm, grunting like the pig he was.
His balls emptied, he sat down in his chair and told me to clean him off. My prior indoctrination paid off. I didn't throw up this time. I gagged a little to start, but regained control and licked his cock clean. When he was clean to his satisfaction, he made me stop and I breathed deeply.
"I need to save some of my cum for later," Oliver said. "We've guests coming over in about half an hour, two gentlemen. You'll have to wear your mask, unfortunately. I'm thinking another triple penetration, slut, but we have a little time today. I'm thinking we'll each have to experience all your holes."
"Of course, sir. May I get some milk, sir."
"Can't quite get that taste out of your mouth, huh? Sure, go ahead, then put your mask on."
"Yes, sir." Asshole.
I got off my knees and drank a glass of milk, putting my mask on after. Since I couldn't see, I couldn't move, so once I put it on. I sat on the edge of Oliver's bed, waiting for what came next. I supposed I'd have to beg to be fucked again, to keep up appearances, but hopefully not too much considering I had an audience now.
I heard the doorbell ring and Oliver answer it. Shortly afterwards, the sound of their voices grew loud as they moved down the hall.
"She's gorgeous, Oliver. I'm going to enjoy fucking her very much." His voice was familiar, someone I'd heard before, but not popping immediately to mind.
"I caution you about using names," Oliver said, "if you want your identities to remain secret. Stand up, slut, spread your legs, let them get your full effect."
I stood up as instructed. A hand went onto my cunt and two fingers rammed into my sheathe. Another grabbed a breast and squeezed, more roughly than I was accustomed to, and I gasped.
When the hands left me, Oliver told me to turn around and lean over the bed, keeping my legs spread. I obeyed.
"Have you ever seen a prettier pussy or more perfect ass?" Oliver said.
Oliver's guests agreed I was a totally delectable whore.
"All of her holes are open for business today, gentlemen. You have carte blanche to use her as you wish. As you realize, she becomes quite covered in cum serving three men, and I prefer my bed not become soiled. We'll move this little soiree into the other bedroom, where I have a camera set up to record our festivities. I shall give each of you a video memory of your experience."
"You will black out our faces, won't you, Oliver? We've got a lot to lose if this gets out." The familiar voice again.
"Of course. I'm going to be in the picture too, and have as much to lose as anyone else. This is merely for our enjoyment. Plus the slut. She likes to see herself used by three men. I hope you brought your A game, gentlemen. Slut won't be satisfied until you've cum in all three of her holes."
Being used by three men was right up there with Christmas and my birthday, you dickwads. I couldn't believe they bought his line about having as much to lose as they did. If this wasn't prime blackmail material, nothing was. The egos on them. They'd let themselves be videoed so they could have a fucking movie of their performance fucking a young woman. I thought I was stupid, being tricked into my blackmail. These guys were handing themselves to Oliver on a silver platter.












