EIGHT - WILL

I WAS A BAD PERSON. I had to be. A good person wouldn’t bring someone as beautiful as Jen into his office, tease her into a lust filled daze and then make her come, all in pursuit of a stupid bet.

When she’d left last night I knew why. She was so easy to read. She wanted me but she was scared of admitting it. I’d intimidated her by showing her how good it could be with me.

I had wanted to fuck her. I still did. I was going to the next time I saw her. But then what? That was the problem. That was what made me a bad person.

She didn’t know about the bet, she didn’t know I was seducing her to prove I could. She thought I was a good guy. That made it even worse. She was honest and pure and innocent and I was none of those things. I was a bastard. Only a bastard would lead her on like this with no chance of it going anywhere.

It couldn’t go anywhere for a very simple reason. I was bad news. I wasn’t capable of being in a relationship. I didn’t even know how to be in one. But even knowing that didn’t stop me. I had gone too far to turn back. I had to win the bet. I had to fuck her, I had to come all over her, mark her as mine, corrupt her despite her deserving so much better.

I couldn’t lose the bet, I couldn’t let feelings get in the way. I’d never let them interfere with my decisions in the past, that was how I’d gotten to the top in the first place. Be cold, be calculating, take what you want when you want.

And I wanted her more than anything. I wanted her even more because of her shyness. Just thinking about how she’d been yesterday got me hard. The way she’d appeared so shocked when I told her I was going to spank her, the shuffling way she’d come forwards, resigned to it, knowing I wasn’t going to accept a no.

Tugging up her skirt had revealed legs so stunning I almost came in my trousers. And that ass of hers, peachy round, soft to the touch, warm, pert, absolutely perfect. The redness that formed when I smacked it made me want her more than I’d ever wanted anyone. I wanted to bury my face in that ass of hers, explore her pussy, lick her clit, thrust myself all the way in to her and fuck her until she was screaming my name.

It was good enough when she thanked me for her orgasm. She was naturally submissive, letting me examine her pussy without a single note of protest. I bet she’d spent the night comparing what I’d done to the stories she loved so much. And we’d only just begun.

Best of all, she’d left the laptop behind. That gave me the perfect opportunity to play with her.

Before going home last night, I’d carried the computer down to the I.T department, leaving it on her desk with a short note. She’d see it, see that I demanded it was fixed by six that night, see that she was to bring it to my office. I’d have her on tenterhooks all day.

But she managed to surprise me. At a little after two, I got a call from Robert telling me Jen wanted to see me. “Send her in,” I said and a second later, there she was, laptop under her arm.

“Good afternoon, Jen,” I said, acting for all the world as if nothing had happened between us, a ruse designed to keep her on edge, to make the sex all the more satisfying when I finally took her.

“I got it fixed,” she said, placing it gently on the desk. She appeared confident but I saw the tremble in her fingers, the way her breath caught when she looked at me again. Did she know I was thinking of her pussy at that moment?

I nodded slowly. “That’ll be all.”

She opened her mouth as if to say something but then she didn’t. Instead, she turned and left, her shoulders visibly sagging.

I gave it an hour, just long enough to be sure she was back at her desk and wondering why I’d been so cold. Then I rang her.

“Hello?”

Even her voice was enough to make me hard.

“It’s not working, Jen. Come to my office at six as arranged.”

I hung up without saying another word. I then spent the rest of the afternoon excitedly thinking about what I was going to do to her. I had to attend two meetings but I barely took in a word, too busy day dreaming about her.

She arrived at five to six. I dismissed Robert before sitting with my arms folded, looking furious, trying to keep the grin from my face as she walked anxiously into the room, biting at her bottom lip.

I knew I shouldn’t do this, that someone so good as her didn’t deserve this sort of treatment. To tell the truth, it wasn’t winning the bet that was forefront of my mind at that moment, it was the fact that I wanted to fuck her more than anything in the world.

She stood in front of the desk not saying anything. I stared in silence at her, grinding down her defences, letting my eyes run down to her tits, straining through another too tight shirt.

Any thought of sending her away vanished. She was too fucking sexy to let go before I had taken her.

“I told you to come to my office at six and you arrived at two,” I said, getting to my feet. “That is unacceptable.”

“I’m sorry, Mr Bailey,” she said as if it was a rational criticism not an excuse to spank her ass red. “But I got your laptop fixed.”

“Apparently not. Bend over the desk.”

“Ex…excuse me?”

“Now!”

I towered over her, watching in silence as she looked from me to the desk and back again. She withered under my look in the end, shuffling forwards, putting her elbows down first, her ass pointing back at me, her skirt stretched tight across her buttocks.

I stood behind her and yanked her skirt up in a single motion, pulling her panties down to her ankles a second later. Standing up again, she got me hard as a rock in an instant. That pert behind was moving slightly from side to side as she nervously shuffled her knees against each other. I wanted to slam into it with my cock to ease the throbbing need in me but I knew it would be better if I waited.

I lifted my hand and brought it down hard on her buttocks. She gasped, letting out a shriek, jolting forwards from the force of it. I listened as her breathing changed, waiting until she was calm again before smacking her a second time.

Unable to resist, I leaned down and kissed the spot where I’d just struck her, feeling the heat of her skin on my lips, making me yearn for her even more.

Standing up, I spanked her for a third time, letting me hand slide down her ass afterwards, finding her clit, stroking it just once.

Before she knew what was happening, I grabbed her and pulled her to her feet, roughly capturing her and pressing my lips to hers, the inner caveman in me escaping to plunge my tongue into her mouth.

She groaned against me, her panties still around her ankles as I pushed her back, laying her on the desk, her legs dangling down to the floor.

With a shove of my hands, her knees were apart and I was once again able to see her pussy. It was even more beautiful than I remembered.

She looked up at me, still nervous, as if she thought I might reject her. No chance, I thought as I leaned over and yanked her shirt apart, buttons flying across the room.

Her tits were already spilling out of her bra, I just helped them break free, taking her nipples in my mouth one after another, sucking greedily on them, feeling her hands on the back of my head.

“That feels so good,” she gasped as I glanced up at her.

“I know it does,” I said. “And I’m only just getting started.”

I moved my kisses down her stomach, stopping just above her pussy, leaving her squirming with desire as I stood up.

“What do you want, Jen?” I asked as I loosened my tie.

“I don’t know,” she replied.

“Yes you do,” I said, unbuttoning my shirt. “Tell me.”

“I…I want you to fuck me.”

“Good girl.”

My top half was undressed by now, I felt her eyes on my muscles as I moved to my belt, sliding it undone, removing my trousers, leaving my boxer shorts on while I kicked off my shoes and socks. As I lowered my last item of clothing, her eyes widened, staring in shock at my cock as it came into view.

“Oh my,” she said, blushing like a Victorian maiden.

I grinned in response. “All for you,” I said, slowly stroking the shaft.

I took hold of her hips, moving her until her pussy was right at the edge of the desk, then I lowered myself to my knees and stuck out my tongue, tasting her sweetness straight from the source.

The cries she let out as I delved into her drove me wild and by the time she was on the verge of a climax, I could wait no longer to take her.

She came around my tongue, groaning with delight before I slid away from her clit, getting to my feet. “Are you ready?” I asked, again stroking my cock, staring down at her still recovering body.

“I need you in me,” she replied, almost making me come with her words. She had gone from innocent and pure to sex obsessed in minutes, all thanks to me.

I nodded, moving towards her, putting the tip of my cock to her entrance, teasing her with it, gathering up her wetness.

Her hand moved to her clit, another sign that she wasn’t as pure as she’d been when she came into my office. I watched her touch herself for a minute before dipping the tip of me into her.

She was so tight and wet that there was almost no stopping me. I fought to take my time as she muttered, “That feels incredible.”

Within seconds I was all the way in her.

I watched her expression change, her mouth falling open, her eyes wild. “Fuck me,” she whispered and I did as she said.

Looking down, I saw my shaft had vanished into her, the sight was stunning.

I took hold of her hips and began to rock back and forth inside her as she continued to stroke her clit. Her hips writhed in place as if she was both trying to get away and trying to get me deeper inside her.

“Oh,” she moaned loudly. “Oh my God.”

I started moving faster, listening to her breathing growing heavier, her moans getting louder until my own moans began to join in.

I was glad of all the sessions in the gym, they meant I didn’t run out of breath as I started to slam back and forth into her.

“Oh fuck,” she said, her legs going rigid as I felt her pussy contract around my cock. She came with such force, it almost hurt my shaft, making me slow down briefly until I was able to again pick up speed, staring at her tits which shook in place while she continued to groan towards another climax.

When it hit her, I lost control, unable to last any longer. For the first time, I came before I was ready but I didn’t care. I slammed home into her, spurting deep inside. “Goddam,” I shouted as another climax tore through her, the sight making me want to come all over again.

“Thank you, Mr Bailey,” she whispered, her voice weak.

I wanted to kiss her when she said that. I wanted to wrap myself around her body and worship her but I didn’t. I couldn’t.

I felt a wave of guilt washing over me. I wanted more than this but that wasn’t why I was doing it. I wasn’t supposed to be thinking of doing this again. It was supposed to be done, win bet then get on with my life.

But my mind had lost the way. I had started to get greedy, wanting to have that body and mind of hers in my possession for good.

It could never work. I was the boss. The bad guy. The guy incapable of being in a relationship.

And I’d just had the best sex of my life with a woman who knew nothing about the real me. The question was, what the hell happened next?