Holly Jack Bruce Ch 01

I'm pretty sure that I'm just a typical guy. Well, I was pretty sure that I was just a typical guy up until recently that is. My world changed on a business trip not so long ago however.

I'm a financial planner by background. I got an undergrad degree in math and trained at a global bank on their grad program. I became quite good at structuring the finances of really well-off business people and I earned good bonuses. One of the perks of this job was the travel. I became in demand and people wanted me to go and see them wherever they were. It was pretty common for me to be away most of the week and often only home at weekends.

Home was cool too. My wife, Jenny, and I had been together for years and we had two teenage kids. I really lucked out with Jenny, she's 5'3" and a stunning size 6. She is a bit of a gym bunny and is toned beyond belief. She loves to show off her nipped in waist, be it in low cut jeans, yoga pants or a high-waisted dress, a particularly favorite look of mine. I'm not a bad looking guy either mind you. I'm no Jack Reacher though, I'm 6'0" with short dark hair and a decent fit build that some regular runs and a bit of gym work has always kept looking fine.

I have always been faithful to Jenny. Well, I'm not counting the odd time whilst away but nothing that ever amounted to anything and certainly no-one I ever wanted to take beyond a quickie. Being on the road (usually in the air, truth be told) seeing clients, it would usually take the course of a couple of days. I'd meet them, their business advisors and work with them over a few days. Some work could be quite intense but mostly I could just take it in my stride.

I was at a conference in Florida last year, a little bit of networking and also keeping up with changes to legislation and took some time to meet a potential new client. This was a husband-and-wife team in their late 50's and I had been recommended to them by an existing client for some years. These guys manufactured and sold air conditioning. It was a family business, and they were looking to sell out. They'd be looking at a windfall of the best part of $50 million which is exactly the sort of money I can manage for them. I'd got on great with the whole family and we had plans that would save them a lot of tax and look after the family for the next few generations. I'd also been working with their business accountants, and this is where things got really interesting.

Holly was the partner in the firm they were dealing with. She was obviously good at what she did as she was a partner in her late 30's and gorgeous too. I'd say 5'9" tall, black hair and lovely skin tone. She was also fit. Like with a capital F. Slim and strong, her lithe body looked as sexy as fuck in a fitted dress. With a pair of heels, she was about as tall as me too. She was normally a little understated in the make-up department, shiny long hair, shaped painted nails and a little color on the lips did the trick letting her natural beauty shine through. This would all have been a little intimidating to many, but Holly was just lovely, welcoming, smiling and really friendly. This was great as I was working quite closely with her, and we got on well.

On the second day, we had tied up everything and had agreed a plan a little earlier than anticipated. I had the following day off with no plans before I travelled home the day after tomorrow. We all decided to head out for a meal, not some big celebration but just a couple of hours of relaxing after a job well done. Holly was coming, along with myself, the main clients and two of their kids who also worked in the business. We went straight from the office and had a great meal and some wine before the main clients left. Their kids, along with Holly and I, decided to carry on and hit a few bars.

There was a swanky new marina area, full of super yachts, bars and restaurants with apartments above overlooking the marina and ocean. It was exactly the sort of place we fitted in, successful professionals, a couple of whom were about to make really good money! We had a great time dancing and partying, none of us were drunk but we were all buzzed, and the boundaries had all disappeared. The kids left before midnight, leaving Holly and me.

"I guess we should be heading off too", I said to her.

"One more shot for the road!" she replied.

And so we did. A couple of tequilas followed by a couple more and then a couple more, all in quick succession.

"Come on you," Holly said holding my gaze and smiling. "You can walk me home".

It turned out Holly's home wasn't far at all. She lived in a penthouse duplex in one of the marina blocks which I had parked behind earlier that day. We took the lift up to the eighth floor and stepped into the hallway of an awesome property. Marble everywhere, floor to ceiling glass overlooking the boats and balconies all around.

"You like what you see?" Asked Holly, holding my arm and manoeuvring me through to the kitchen

"I like everything I see here" I replied. Those last tequilas were surging through me and had me on fire. I realized that I was staring at Holly's toned ass and thin waist as she stretched up to a high cupboard to reach for some glasses. Her red dress had risen to mid-thigh as she reached up, her raven hair fell down her back and was beautifully framed in the cut out back of her dress.

She returned to the breakfast bar where I was standing with a couple of glasses in one hand and a bottle in the other. As she placed them down, I reached out, placed my hand in the small of her back and asked, "So, what will we have now?"

"Easy, tiger" Holly replied. stepping slightly to the side and uncorking the bottle. That was my warning and I think that I should have heeded it then, but I just couldn't help myself. I stepped behind Holly who was facing the counter and stepped in close. Close enough that my stiffening cock was pressing against her firm butt. I could smell her subtle perfume and as I held her hips firmly, I was utterly intoxicated with her.

"Stop...it" Holly said slowly but firmly as I pressed against her harder.

"Come on Holly" I said as I wrapped an arm around her waist and leant forward to kiss her neck. "I've wanted you since I first met you" I whispered in her ear.

"Last chance" she said softly. There was no menace in her voice, nor did she seem fearful or nervous.

"I don't think I can stop myself" I said, "I really want you now"

Holly moved so smoothly and easily that I was taken aback. Her hand took hold of my hand on her waist and, with her thumb on the back of my hand, twisted it away from her and up so that my arm was outstretched behind me. I was utterly powerless to stop it and within a second my arm was up my back and Holly was behind me.

"I thought you were cool" she hissed at me "I had a great time with you but when it comes to it, you're just the same as other men"

I tried to move now that the initial shock had subsided but any movement on my part just led to Holly increasing the upward pressure on my arm and sending a bolt of pain through me. I was gasping now and she said, "I'm going to teach you a lesson. I'm going to show you what it's like being hit on when you don't want it. I'm going to show you what it's like being me."

Holly steered me effortlessly out of the kitchen, oblivious to my discomfort. "Holly, come on, I'm sorry" I said "I went too far, I'm sorry".

"Oh yeah, and what would've happened if I hadn't stopped you? Where would we be now? You'd be fucking me on the breakfast bar! You just don't fucking care!"

Holly was mad now. Something had totally tripped in her. She had me walking Spanish along her hall and she shoved me up against a locked door and held me there, still twisting on my arm. She put a thumb on a reader to the side of the door and it popped open, a shove from her helping me topple forward into the dark room beyond, a mixture of tequila and surprise meant that I fell to the floor.

Holly stepped into the room, the door to the hall closing behind her. Our motion turned on dim LED lighting around the tops of the walls. This illuminated enough to see that there was furniture there but not sufficient to make out any details. Holly stood in front of the door, and I looked up to her. She had her legs slightly apart and her hands on her hips. Her head was back a little and her hair cascading down her back. In her tight red dress in this light and from my position on the floor, she looked fearsome and beautiful all at once. I just stared at her and simply couldn't speak.

"Clothes. Off" she said. It was an instruction and without any thought I reached for the button on my shirt. But I caught myself and stopped saying "Holly, look..." She stepped forward, now standing right over me as I was still on the floor. She had the same posture, and I couldn't take my eyes off her. She was like a spell, a terrifying and mesmerizing one. "I said. Clothes. Off" she repeated. Her voice was cold and firm. Gone was the previously warm and friendly Holly. A switch had been thrown and this was Holly who was to be obeyed.

I hesitated and smiled nervously at her, "seriously, come on Holly..." but my voice was cut off as I yelped in pain. Holly had reached down and grabbed my ear and was pulling me up. I reached out for her wrists as I stood and went to grab her to stop her pulling. This was exactly what she wanted though as the next thing I knew she had twisted my other arm around and I was kneeling on the floor, my arm pointed at the ceiling with her holding my hand aloft, looking at her nude heels.

"You're out of chances. The next time you don't do what I say, and do it immediately, then I'll just take over myself. And you won't like that. I am not here to be fucked with, I'm in charge now bitch" Her voice had become sterner now and my arm was immobile. Whenever I tried to move it even slightly, she would just adjust a little and send debilitating pain along to my shoulder. When I wasn't moving it wasn't so bad, just uncomfortable. She was in total control.

Holly eased my arm a little and repeated. "Clothes. Off". This was when I made pretty much the last mistake of the night. Instead of going to start taking anything off, I took advantage of the release in pressure and tried to pull away. Holly had obviously anticipated this and pushed my arm forward sending me face down onto the floor. In a slick move, she was on my back and had both of my arms behind me, the backs of my hands pressed together, fingers pointing up towards my head. I felt zip ties loop around my wrists, and they were pulled tight as the ties ratcheted closed.

I immediately started to panic and struggle but I was in such an unnatural position and so shocked that it was more uncoordinated wrything than anything else. Quickly, Holly grabbed my hair and pulled my head back. She shoved something big into my mouth and tightened it in place with straps around my head. It was huge, expanding to fill my cheeks and kept my teeth apart. Next, she pulled a hood over my face, totally blacking out my vision. This was skintight on me and zipped up the back. It was more difficult than normal to breathe through and I started to pant and breathe rapidly. All of this had taken seconds.

"Scared?" Holly whispered in my ear. "Good" she said firmly. I realized that the hood was padded at the sides and meant that all sounds were faint and dull.

I was now panicking. My my mouth gagged, and my head hooded I couldn't make out the sounds of the room and was immobilized. I was whimpering now, and in retrospect, Holly was getting off on it.

I felt my pants being undone and pulled off so vigorously that I was dragged across the floor. My socks and boxers followed quickly leaving me exposed and helpless. A pair of scissors then cut away my shirt and tore it off my body. All this time I wanted to speak but my mind couldn't comprehend what was actually happening. The gag and the hood were really freaking me out and I was still panting, just on the edge of hyperventilating, the whole thing making me lightheaded.

Holly attached something thick and padded around my neck, fastening it with Velcro at the back. There was a tube attached to it which bounced off my chest as she dropped it on top of me. She grabbed me under my arm and pulled me up, her nails digging into the soft skin inside my bicep and causing me to yelp into my gag. As I was trying to regain my footing, she marched me forward a few steps until I suddenly walked into something about waist height. My momentum carried me forward a little and Holly shoved me in my back folding me over so that my stomach was lying on a flat surface with my feet on the floor.

I felt movement and heard a click on the collar. Trying to move a little, I found that my neck was attached to the surface, and I couldn't lift my head at all. During the few seconds that it took me to realize this, Holly had grabbed an ankle and immobilized it by cuffing it to a leg of whatever table i was lying on and was proceeding to do the same to the other leg when I pulled it away. I obviously caught her with my heel as she cursed and second later slapped my ass with a cane or something that hurt like nothing before.

She was standing next to my head in an instant. "Dont. You. FUCKING DARE. Touch. Me". She said as I felt the collar tighten. It was being pumped up like a blood pressure cuff. As soon as I thought this, I realized what could happen next. I was already light-headed and breathing fast and hard through the gag and the hood and now panic really set in. I couldn't even get the words out as the world faded and the insides of my eyelids went red through lack of oxygen.

But Holly released the air from the collar, and I felt the feeling flooding back into me. I tried gasping but the gag and hood made it impossible to get a lot of air in at once. Holly began to pump again, slowly this time. "Apologize" she said in my ear. "Sorry! Sorry, I'm sorry" I whimpered at her. But the sounds barely left my mouth let alone made it through the gag. I could feel her pumping the collar up second by agonizing second and my fear and panic came back immediately. Again, it was too late as I felt the blood pound in my head and stop and the world begin to slip away. I must have gone silent at that point as she stopped pumping, and I began coughing and gasping again. As I was coming back to normality, Holly had fixed my other leg to the table. My ankles were now cuffed about three feet apart and I was fixed, bent over, to a table with my neck tied to it.

"Are you scared little boy?" Holly said from behind me a moment later. I was truly terrified and sobbed into my hood and nodded vigorously. "Well, you're finding out what it feels like to be a woman now. Life isn't so good is it."

Holly was close behind me, standing between my legs facing me and I felt her lean over me. My arms were on fire with being tied up and my head was pounding. I was petrified not knowing what was going to come next. I didn't have to wait long though. As Holly leant more over me, I felt a huge cock press into my back sandwiched between her and me. Holly realized that I had just worked this out as I started complaining louder and shaking my head. My shouts of "No, don't please Holly. No!" barely made it out though and if they did it wouldn't have stopped her. I was totally at her mercy.

Mercy wasn't anything that Holly had though. She stood a little more upright and took the tip of her cock and put it against my ass. Without another word she just thrust with her hips. Twice. Three times. Now four and as I yelled, it burst into me. A few more thrusts and she was all the way in, her hips grinding on my ass, each thrust pushing me against the table that was not for moving. My ass was on fire, but Holly was loving it, shouting at me, "who's the bitch now!" her thrusts growing in strength and speed. Her cock was deep inside of me, totally filling me and pressing on my prostate with each thrust.

She kept this up, varying the speed and depth and just fucking me as if I wasn't there. I couldn't move from where I was and just had to take it. All the time, she was pumping up the collar and deflating it. Taking me to the edge of consciousness and then bringing me back again. I was in a daze and the whole thing was like it was happening to someone else.

As Holly pounded me, my cock was being pushed between my stomach and the tabletop. What had at first been sore began to become uncomfortable and my cock stiffened. It wasn't long before it was really hard. As Holly kept up her rhythm and my prostate was stimulated, the end of my cock grew in sensitivity until I came hard. My cock erupted in cum and I almost blacked out, but not from the collar this time. I let the waves of pleasure wash over me, it was like nothing I had ever experienced before, the feelings were so intense. Cum was squirting out from underneath me and I couldn't believe that I had just come in this predicament and so quickly and so hard too. Holly loved this and as I refocused, she shouted, "that's it bitch, you fucking love it and you love me giving it to you!"

My head was clearing, and I heard Holly shout at me "Tell me you fucking love it!" as she drove hard and full into me. "Tell me you love it! I want to hear it from your lips" she cried. Her legs were wrapped round me, and she had hold of my hips, pulling me into her as she drove into me. With the collar tight around my neck, a gag in my mouth and a hood tight over me I would ordinarily have struggled to get any words out, but I just lost control and screamed "Yesssssssssss, fucking YESSSSSSSSSS Holly!" She ploughed deep into me with one final, violent thrust as her body tensed and her nails cut into my hips. This sent me over the edge again and my cock spasmed and jerked as I came hard again. It was so sensitive, and I was exhausted and my mind and body were both fucked.

I was vaguely aware of Holly pulling out and unchaining my ankles. I stayed where I was even when she unclipped my collar from around my neck. I was still a little dazed and shell-shocked by what I had just experienced. She pulled me upright and made me walk a few steps through the door and held me as I stumbled a little further on. I had no idea where I was, but I heard something fall to a hard floor at my feet and bounce once. Holly cut the cuffs from my wrists and let my arms drop, the blood pumping back into my numb hands.

"You'll be hearing from me bitch" said Holly from behind me as a door slid shut behind me. Suddenly it was silent. And then the floor began to move!

I panicked. I had no idea where I was, and my head was still a mess with everything that had happened. I grabbed for my hood and found that it was zippered up the back. Fumbling for the zip, I found that it was locked in place by a small metal padlock. I tore at it but it was skin-tight, and I couldn't get it off! The hood did have patches covering my eyes though and I pulled them off. The light flooded into my eyes, and I squinted, immediately seeing that I was in the lift to Holly's apartment, and I was going down. I was wearing only a hood and on the floor at my feet was my car key. Without thinking I bent and grabbed it and, as the doors opened into a deserted lobby, I ran.