Going Down on My Boss

It was nearly seven and I was on my way to the address Ms. O'Brien had sent me. After work I had gone home, taken a shower, and changed clothes. I wasn't sure what exactly Ms. O'Brien had in mind for me tonight since this was the first time she'd requested me outside of working hours, but I had my suspicions after this afternoon.

My ass was still a little tender from my boss's punishment in the conference room. Honestly though, it was well worth it. I made Ms. O'Brien cum harder than she probably ever had since I started my "extra duties" and I had received my own earth shattering orgasm to boot. A tender tush was well worth the price of admission in my opinion.

Since I hadn't been sure what was going to go down I decided to cover all my bases. I dressed up a little more than I would for the office. I was wearing a tight little sheath dress that clung to what few curves I had. It dipped down in the front showing off my limited cleavage, and ended about mid-thigh. Underneath that I had on my nicest silk, purple thong that was already on its way to being ruined. I could feel myself getting wetter and more excited the closer my phone indicated I was to the address. I opted to not wear a bra tonight. I really hoped that Ms. O'Brien was interested in getting more of me exposed.

A few minutes later I turned my little Toyota into a very nice neighborhood. Large houses on tiny lots lined the streets. I pulled up in front of a large, two-story home painted a light blue with white trim. There was a single car in the driveway. I pulled in beside it and turned off the engine. The nerves were finally starting to get to me. My hands shook as I reached for the door to get out.

I walked up to the door in my three inch heels, wobbling a little as I climbed the front steps. Woah. I needed to take a deep breath and calm down. I breathed in and out a few times, feeling my heart slow down a little. My palms were sweaty when I reached up to knock on the door.

It swung open a few moments later. "I wondered how long you were going to keep me waiting. Just standing there on the porch like a scared little kitten," Ms. O'Brien said as she opened the door. She stood there a moment as I stared and took her in. My boss was standing in front of me in a blue, silk kimono that looked like it would barely cover the curves of her ass when she turned around. My mind blanked a moment as I imagined what she had on, or rather didn't have on underneath it.

"S-sorry ma'am. Just a little nervous."

"You would be. I can always feel you trembling between my thighs before we begin." She licked her lips as I walked past her into the house. "But it always stops by the time I let you touch me."

"Yes, ma'am." I mumbled. I barely took in the room or the furnishings. Ms. O'Brien took me by the elbow and led me deeper into the house.

"I do like how you dressed up for me tonight. It's going to be so much fun unwrapping you later." A grin spread across her lips.

She released my arm as she stepped into a bedroom. I could tell this wasn't her room. It was plain and generic and altogether too small for what I would expect to find in a house like this. I glanced down as she strode past me. Yeah, the kimono didn't quite reach the bottom of her cheeks. I could make out the curve at the bottom of her ass peeking out. Since she primarily wore thongs herself, I couldn't tell if she had one on tonight or not.

On the far side of the room, centered on the wall opposite the door was a queen sized, four poster bed. The posts on the corners stood up taller than either of us and were a dark mahogany. There were dark grey sheets covering the bed itself.

Ms. O'Brien crawled up onto the bed. She looked over her shoulder at me as she widened her stance. Definitely not wearing any panties tonight, and she was quite obviously excited to get started based on the wetness I could now see dripping down the inside of her thighs.

A whimper squeaked out of me as I stood rooted in the doorway. My mind had gone blank at the sight of her beautiful cunt glistening between her delicious thighs. I felt myself drawn to her and the bed as she smiled a wicked grin at me. I stumbled a little in my heels as I took my first steps toward the bed.

Ms. O'Brien crawled her way to the top of the bed before she rolled over and laid down on her back. She captured my eyes with hers as she slowly spread her legs apart. I couldn't look away from her brilliant blue eyes. I wanted to. I wanted to take in all her naked glory as she untied the knot keeping her robe closed. I had never had the opportunity to see her all laid out like this before. I finally tore my eyes away and looked down at her naked body. I nearly wept at her beauty.

She crooked her finger at me and I found myself now climbing up the bed to join her. Ms. O'Brien truly had a body deserving of worship and I was going to do my best to do just that. I started at her feet and slowly kissed and nibbled my way up her leg. When I got to her knee I switched sides and started at the foot of her other leg.

Soon I was licking, kissing, and biting my way up her thighs. My hands skated along behind my mouth. Her skin was smooth and flawless. I bypassed where I really wanted to be and continued up her body.

By the time I made it up to her breasts, Ms. O'Brien was panting. I skimmed my tongue along the swell of her breasts before taking a small bite on the underside of one. I kissed around her nipples, but never touched them. I was saving all the obvious erogenous zones for later. I didn't know how long she was going to give me, but I needed to take my time. I needed to show her how incredibly lucky I felt to be here right now.

When I made it up to her collarbones and her neck, Ms. O'Brien grabbed me by the hair on the back of my head, pulling me away from her skin. I gasped as the pain mixed with the pleasure and arousal I was drowning in. Ms. O'Brien guided my face to hers and for the first time, our lips met in a tender caress.

It didn't stay tender for long. Soon Ms. O'Brien had ramped up the intensity. Her lips pressed to mine hungrily. She devoured me. Then she slid the tip of her tongue across my bottom lip. I opened to her and she plunged in, her tongue gliding across mine as she deepened our kiss.

We kissed until I had to pull away for a shallow breath. That was all she allowed me before her lips claimed mine once more. I was too enthralled with her to think about what my hands could be doing, but she wasn't. I felt her hands grip onto my waist and then slide up over my ribs. One hand caressed my back as the other slipped around my front and cupped my breast. She pinched my nipple firmly and I hummed a moan into her mouth.

Our kisses seemed to last a lifetime and no time at all. Before I knew it she had broken the kiss and was firmly guiding my head south. I finally took a nipple in my mouth on my way past. Her hands stopped pushing as she cupped me to her. My tongue swirled around her stiff peak before I scraped my teeth across it. She shuddered in my arms as I pulled back and blew across her wet nipple.

Before I could do anything with the other breast she was already pushing my head down her body again. I couldn't do anything but oblige her as I tried to kiss my way down her body now.

I tried to teasingly skip around her center again, but she was having none of it. With a growl she grabbed me by the back of my head and shoved me to right where she wanted me.

Ms. O'Brien had dripped until there was a growing wet spot on the sheets under her. The idea that she was this turned on, just from me had my head swimming. But I didn't have time to take in anything else before my lips were being crushed against her pussy.

I greedily lapped up her slick wetness. My tongue burrowed into her heat. I dug as deep as I could at her entrance before flicking the tip of my tongue across her hard clit. Her hips arched into the air and I fought to stay close.

My hands came up under her thighs to push down on her hips. When her body was flush with the mattress again I redoubled my efforts. Her cries echoed off the walls. Apparently being quiet wasn't her natural inclination. She must work so hard to remain quiet and keep a blank face while I went down on her in the office.

Remembering earlier today I quickly added my fingers to the mix. She was so wet I didn't bother to lick them before I slid two fingers deep into her cunt. This time I could pump into her as fast and as hard as I wanted. Judging by the noises coming out of Ms. O'Brien being quiet wasn't necessary at home.

It was only a couple minutes later that I felt her tighten around my fingers. Her hips arched up out of my grip. At the same time she grabbed a handful of hair and ground my mouth against her as she rocked back and forth. I heard a keening cry ripped from her lips as she came all over my face.

I continued to lick her cunt and thrust my fingers as her orgasm played out. Finally her body went limp and she pushed my head away. I sat up and I could feel the wetness that covered me from my nose to my chin.

Before I could figure out what to do about it, Ms. O'Brien pulled me up alongside her and pressed herself into me with a passionate kiss. I felt her moan into my mouth as her tongue tasted herself on my lips. We kissed for several more minutes before she finally broke off and sat up.

"Now it's your turn. Be a good girl and strip for me." Ms. O'Brien reached across the bed to her phone and after a couple of swipes some sultry music with a deep bass was blasting out of hidden speakers across the entire house it sounded like.

I crawled off the bed and stood off to the side self-consciously. I had never done a strip tease or anything like that before for any other partners. I was nervous that I would suck at it and Ms. O'Brien would send me home laughing.

She must have noticed my discomfort because she paused the song and scooted to the edge of the bed. "Close your eyes."

I blinked at her for a moment before I closed them with a deep sigh.

"Good girl. Now, don't think about it. Don't worry about trying to be sexy. Just slowly take off your clothes and let me see you." She whispered in my ear before I heard her settle back onto the bed.

I nodded my head and as the music came back on I began to sway my hips back and forth to the beat as I reached back to unzip my dress. I slowly slid it down my body, exposing myself in inches as my hips rocked and swayed to the beat. It was next to no time when I found myself standing in front of Ms. O'Brien with my eyes closed and in nothing but my three inch heels that she insisted I keep on.

I didn't hear Ms. O'Brien get up from the bed, but I froze when I felt her fingers glide across the skin on my stomach. My eyes flew open as her hand wandered up and caressed my breast. There was so much heat in her eyes.

Her other hand slid up my arm to my shoulder. Then across my collarbone to my neck. Her fingers wrapped gently around my throat and gave a light squeeze that left me lightheaded with arousal.

A wicked grin was smeared all across Ms. O'Brien's face as she ran her hands all across my naked body. I stood there on trembling knees and let her. By now I could feel my own arousal leaking down my legs. It wouldn't take much to get me off. At least the first time. God, I hoped there would be more than just once with this gorgeous woman.

"So soft. So pretty." She whispered in my ear. She bit down on my earlobe before continuing. "I'm going to eat you up."

I almost came right then and there. I had never been so close to the edge without really being touched before. It felt like I might burst into flames if she didn't touch me soon.

Ms. O'Brien flicked her thumb across my nipple and that was all it took. My body shuddered as an orgasm ripped through me. I could barely keep standing and probably would have fallen if Ms. O'Brien hadn't grabbed ahold of me. Lights flashed behind my eyes as my center tightened around nothing.

After I came back down I almost died from how embarrassed I was. I had never cum that fast and easily before. I didn't know what to make of it and worried about what she would think of me.

I needn't have. When I finally managed to look at her, she had a smug smile gracing her beautiful features. She put her palm against my cheek and I leaned into it. "Such a good girl. I hope that wasn't all you have in you though, because I'm just getting started."

She led me back to the bed where she guided me up onto the mattress. She went to a drawer in the bedside table and came back with several bundles of rope. She raised an eyebrow in question and I quickly nodded my head in assent.

Ms. O'Brien tied me spread eagle onto the bed. I had each arm and leg tied to one of the large bedposts. I wiggled against the restraints and couldn't get very far at all.

When she was done she climbed onto the bed as well. She stationed herself on her knees between my spread legs. When she leaned forward I could feel the heat of her body on my center. My hips arched into the air, trying to tempt her.

She chuckled a dark laugh as she bent down and took me in her mouth. I cried out instantly as I felt the tip of her tongue slide between my folds. I wasn't going to last long this time either I thought to myself.

I wouldn't have either if Ms. O'Brien hadn't kept stopping when I would get close. She'd take me right to the edge where a single touch would send me over the top and then she'd pull back. She kept me on the edge for what felt like hours, slowly devouring me, before she finally let me find my release.

I came so hard when she finally allowed me to that I nearly blacked out. The edges of my vision darkened as lights flashed behind my eyes and I felt my entire body tensing in pleasure. Ms. O'Brien continued to gently lick at my pussy as I came. She stretched out my orgasm past what it normally would have been and left me a sobbing mess on the bed.

"I hope that isn't all you've got darling. I have so much more I want to give you tonight." Ms. O'Brien murmured as she slid off the bed. She opened the bedside drawer again and this time she pulled out something much heavier than rope based on the noise as it slid out.

I tried to see what she had, but her body was twisted away from me and whatever she held was in front of her. She must have felt my gaze though because she glanced at me over her shoulder with a hungry look in her eyes.

I had to look away. I couldn't deal with the way she was looking at me. It was too much. Sure I had been going down on her every day for basically the last six months, but the look she just gave me was so much more than that. I feared that I had unleashed a monster this afternoon. I only hoped that I could survive.

I felt the bed creak as Ms. O'Brien crawled back onto it. I looked over at her and it took me a moment to realize something was different. Between her legs now dangled a large, green, monster cock. Around her hips were several leather straps holding the dildo in place as she crawled up from the foot of the bed.

She sat between my spread legs as she rubbed lube across the thick rubber cock. I was glad she did it, as wet as I was I feared how much that was about to stretch me. I was also looking forward to feeling her slide it into me.

Without saying a word Ms. O'Brien positioned herself above me. Her knees rested inside my own. Her elbows rested on either side of my head as she let her weight settle on me. Her breasts rubbing against mine set me on fire all over again.

Ms. O'Brien pressed a tender kiss against the side of my head before she reached between us and pressed the tip of her cock against my entrance. She held herself there until I began to whine. Then she slowly pushed herself inside me. I could already feel the stretch.

She rocked back and forth, inching a little deeper each time. It didn't take long before her hips were flush with my own. I was fuller than I'd ever been. Stretched so impossibly far. I had never felt more decadent than I did right now.

She waited for me to adjust to her before she started rocking her hips back and forth. She built up a slow, but deep rhythm. If my legs hadn't been tied down I would have wrapped them around her waist to try to pull her in deeper. As it was I tried to thrust my hips up to meet her own thrusts.

She gradually built up her speed. The entire bed squeaked and bucked underneath us as she began to plow her giant, rubber cock into my greedy little cunt. I couldn't come from this, but God did I love it.

Ms. O'Brien must have realized I couldn't finish like this because it wasn't too long after that she reached back down between us with her hand and began to circle my clit.

The pressure built up into a wave. I felt it crest and right before it would peak, Ms. O'Brien would ease back. She was doing it again. It seemed like she loved to edge me until I practically exploded.

A few minutes later and I did just that. I cried out as my pussy clenched around Ms. O'Brien's cock. My hips bucked up. And for the second time in my life, I felt myself gushing. I squirted all over Ms. O'Brien and her grey sheets.

I laid there, trying to catch my breath for several minutes after. Ms. O'Brien stayed on top of me, whispering what a good girl I was in my ear as she peppered my face with little kisses.

After I finally caught my breath Ms. O'Brien got off of me and began to untie me. I couldn't do much more than curl into a ball in the middle of all those cold, wet sheets. When I was finally free, she brought me to a bathroom down the hall and handed me a set of towels.

I took a very quick shower, washing off all the lube and sweat from our excursion. After I dried off I noticed that she had put my clothes, neatly folded, onto the counter for me.

I dressed quickly and then made my way back downstairs. I'm sure she'd want me out of her house soon.

When I got downstairs I ran into Ms. O'Brien by the front door. She handed me a small package before brushing a kiss on my cheek. "Where that for me tomorrow. I already downloaded the app."

Confused I looked down at what she'd handed me. I opened the box and inside was a small, insertable vibrator. My cheeks colored at the idea of having this inside me while we worked. Then the second thing she said registered. She was the one that would be controlling it. Tomorrow promised to be an exciting day.