When I was 17, my dad's friend hooked me up with a summer job at his office. I was the office "go-for". Basically, I was told to "go for" coffee, "go for" take-out, "go for" whatever menial task they asked me to do. The money was ok, but what I really liked was Samantha, the office manager. She was a smokin' hot brunette in her late twenties.
She was about 5'6" with a slim build, and a super tight body. The first time I saw her, I developed a monster crush on her. Samantha always dressed professionally, either in a blouse and dress pants, or a suit with a skirt. In any case, she always left the top 3 buttons of her blouse unbuttoned. I loved to sneak glimpses of her amazing cleavage when no one was looking. One day around 5:30pm, I was getting ready to go home. Everyone else had left already, and Samantha and I were the only ones left.
I peeked my head into her office and asked if there was anything else she needed before I left. Samantha lifted her head, and that's when I noticed the pile of paperwork on her desk. She said that she had to work late, and she'd really appreciate it if I got her some take-out before going home.
Of course, I agreed. Samantha smiled and thanked me, and went back to her paperwork. When I got back with her food, she was elated. Apparently, she had worked through lunch and was super hungry. She pushed her paperwork aside to make room for the take-out. I put it on her desk and prepared to leave. Before I could go, she asked if I would keep her company while she ate. She hated to eat alone.
I agreed and sat in the chair in front of her desk. I didn't mind because she was just so nice to look at. And being in her presence was very pleasant. We made some idle chit-chat while she ate. Eventually, the conversation became a little more personal. She asked if I had a girlfriend, and I said no. She teased me and asked if I had ever been with a girl.
I was still a virgin, and I couldn't believe that my crush was being so forward. I didn't know what to say, and I started blushing like crazy. I needed to change the topic fast, so, I asked her if she had someone in her life. She completely forgot about her initial question, and then the flood gates opened. She told me that she had ended her relationship with her boyfriend a few weeks ago because he was such a jerk.
She complained about how he was so selfish, and she would have ended it sooner, but he was just too good in bed. And then she let it slip that it was too bad because she could use a good lay right about now to relieve the stress she was under.
I think she didn't realize what she had said until the words came out because when she caught herself, she stopped eating and paused for a moment. There was an awkward silence, and I was both in shock and starting to get aroused at the same time.
I wanted to break the tension, so as a joke (but not really), I stood up and said, "Well, if you insist.", and I started unbuttoning my dress shirt. Samantha was dumbfounded. She stared at me like a deer in the headlights. Not quite the reaction I wanted. So, I burst out laughing saying I was only kidding.
She started laughing too, and we both wiped the tears from our eyes from laughing so hard. The laughter died down and then there was another awkward silence. Samantha, looking almost disappointed, broke the tension by apologizing for her comment, and said that she should get back to work. "Damn!", I thought to myself as my teenage-fantasy mind snapped back to reality. I prepared myself mentally to go home and jerk-off, and I got up again to leave.
Before burying herself back in her paperwork, Samantha clasped her hands together, lifted her arms over her head, and leaned back in her chair arching her back in what looked like to be one hell of an amazing stretch. (Not to mention that her breasts were really sticking out.) She let out a groan of discomfort and started rubbing her neck. I asked if she wanted a massage. Relieved, she asked if I minded. Well, I totally didn't mind at all.
I stood behind her chair, laid my hands on her shoulders, and I started massaging. Samantha was so tense. After a while, she started to relax, and I worked her shoulders a little deeper.
She seemed to like that because she let out a barely audible moan. Even so, I definitely heard it. So, I intensified the massage and worked her shoulders even deeper. This time, she let out a very audible moan of pleasure.
I asked if she was ok, and as she bit her lower lip, she told me to keep going. I decided to be a little more adventurous. I pulled the collar of her silk blouse aside to expose her shoulders (and more cleavage), and I continued massaging her bare skin.
Samantha's skin was warm and super smooth to the touch. She was really enjoying the massage, and she started slouching a little lower in her chair. She undid one more button on her blouse and pulled it even lower below her shoulders. I caught sight of her white lace bra, and my semi-erection immediately sprung to a full blown hard-on. I was a little embarrassed and excited too.
I never had an erection with a girl so close to me before. For some reason, I didn't want Samantha to know, so I tried to focus on the massage, hoping that my erection would eventually subside.
It wasn't working. Samantha's soft flesh and her amazing breasts were too damn stimulating for my teenage hormones. I didn't know if my teenage mind was playing tricks on me, but I decided to go for it anyway.
I pulled Samantha's bra straps aside, pushed them below her shoulders, and I started massaging her in a more sensual motion. She responded instantly with a deep moan of excitement. As she continued to slouch lower in the chair, I noticed that her hand was slowly rubbing her thigh. It eventually made its way up her skirt and between her legs.
She was fingering herself right there in front of me! Samantha continued moaning. Each cry begged me to keep going. I started to move my hands from her shoulders down to her collar bone, and eventually to the top of her chest. She really liked that, and she started fingering herself even deeper. Almost as if my hands had a mind of their own, they made their way lower into her bra. I was cupping Samantha's amazing 32C breasts.
Her nipples were fully erect and I pinched them lightly as I continued to fondle her melons. I noticed Samantha's breathing getting heavier and faster. She started undoing all the buttons on her blouse, and she let it fall to ground. She reached behind her back to undo her bra, and in one glorious snap, the full magnificence of her fabulous jugs were unleashed.
Samantha was topless, and I was fondling her exquisite breasts. Without warning, she swiveled her chair around to face me. And I'll never forget the words she uttered like a woman obsessed. "I can't stand it any more, I need to taste your cock right now!" She sat forward in her chair and worked furiously to undo my pants.
Within moments, my throbbing cock was exposed and only inches from Samantha's face. She licked her lips with pleasure when she saw my 7 inch member oozing with pre-cum. She grabbed my cock and tasted with it with her tongue. Hungrily, she put the tip in her mouth and sucked the rest of the pre-cum off of it.
Still wanting more, she stroked my hard shaft gently. Meanwhile, her other hand massaged my balls to coax more of the salty secretion to ooze from my quivering member. She pulled me closer and put my cock in her mouth. It felt amazing. Samantha was obviously an expert at giving blowjobs. Her tongue worked the shaft while her lips gently squeezed the head as she brought my cock in and out of her mouth.
Every now and then, she would twist her head on the way up to send waves of pleasure through my body. Then she took my cock in her mouth sideways. My stiff rod pushed her cheek outward as she pretended to brush her teeth with my cock.
My penis started twitching, and Samantha knew I was going to cum soon. She grabbed my ass and pulled me in even closer.
I looked down at Samantha as she started to take more and more of my huge cock into her mouth. She looked like she was smoking a monster cigar as her lips continued to stretch and "puff" with each inch of my penis disappearing into her expert mouth.
In no time, I could feel the back of her throat. She swallowed a couple of times stimulating the head and sending electric shockwaves up my spine. I was going to blow my load hard. Samantha's mouth was all the way at base of my penis. With my cock deep in her throat, she started shaking her head back and forth ferociously. I couldn't hold it any longer. I exploded like a volcano. Pulse after pulse, my rock hard penis sent spurt after spurt of my white hot cum down Samantha's throat.
She continued to swallow and elicit more cum from my aching penis. She licked my cock clean, and I collapsed on the ground with a huge grin on my face. Samantha said she had never swallowed so much cum before, and that she wasn't done yet. She stood up from her chair and unzipped her skirt. Seductively, she kicked off her shoes and slid her skirt down to the ground. Samantha's panties were soaking wet. She took them off and threw them on my chest. The smell of her juices was intoxicating.
I shoved her panties into my face and drew in a deep breath. Seeing how much I enjoyed her panties, Samantha asked if I wanted to taste the real thing.
I immediately let out a "Hell yeah!", as my eyes hungrily scanned Samantha's perfect naked body up and down in all its glory. Before I knew it, Samantha was sitting on my face.
The scent of her pussy filled my nostrils, and instinctively, I stuck my tongue out and licked her slit from top to bottom. She let out a moan of pure pleasure. So I did it again and again. I continued to lick her cunt and taste her fabulous juices. Samantha grabbed her breasts and squeezed her nipples as she started to grind her hips into my face. Her eyes were shut and the expression on her face told me I was doing things right.
I spread Samantha's pussy lips apart with my fingers, exposing her inflamed clit. I had my target now, and my tongue flicked it back and forth forcefully. Samantha responded by putting her hands on the ground beside my hips and arching her back in pure unadulterated ecstasy. She moaned louder and louder as I continued to flick her clit faster and harder. Samantha was grinding furiously. She unleashed a huge of moan of pleasure, and she grabbed my head and shoved it deeper into her crotch.
Samantha came hard, and suddenly, out of her hot cunt, I was being sprayed. Holy shit! I had heard about female ejaculation, but I never knew it was so intense. I continued to lick Samantha's pussy until her grinding slowed and she released my head.
In the meantime, my face and the top half of my shirt were covered in her amazing juices. Samantha collapsed backwards, still breathing heavily.
She asked where I learned how to give such good oral sex. I told her it was from watching porn. She laughed and told me that I learned well. She turned on her side and massaged my testicles and caressed my semi-hard penis with her hand.
I returned the favour by caressing her sexy legs. Within seconds, my erection was coming back. Samantha took me in her mouth again and blew me for a few moments to get my cock fully erect and rock hard. She stood up, grabbed my hands and pulled me up. With a playful look in her eye, she said, "Come on big boy. You don't expect us to stop now. I still want that cock of yours to fuck me. Give it to me and make me your whore!" God damn! The dirty talk was really turning me on.
I took off my wet shirt and pushed Samantha down on her desk. She was mine for the taking. I rubbed my cock head around her pussy lips to coat it with her juices. And then I entered her fabulous cunt. Samantha gasped as I split her open. My cock was overwhelmed with sensation as her hot wet pussy enveloped me.
If I hadn't already come earlier, I'm sure I would have blown my load right there. I started thrusting my hips slowly until all 7 inches of my penis were inside Samantha. By now, she was moaning heavily and she was writhing and thrusting in rhythm with me. I grabbed her legs and placed them straight up over my shoulders. Samantha locked her legs together behind my head. I grabbed her fine ass with my hands and lifted her hips in the air. And then I let her have it. I thrust my cock in and out of her cunt like there was no tomorrow.
I pounded Samantha like the whore she wanted to be. And she was loving every minute of it. I felt her pussy starting to squeeze a little, but I didn't want her to cum yet. I pulled out, and Samantha had a look of desperation and begging that I'll never forget. I forced her to turn over saying, "Not yet, you whore. Turn around and bend over your desk!" She complied like a bitch in heat.
I grabbed Samantha's hips and thrust my cock deep into her cunt.
She cried with pleasure as I stood behind her and pumped my manhood into her submissive pussy. I took hold of her left arm and pulled her torso off the desk as I continued to fuck Samantha. Her boobs swayed in motion with each thrust of my cock. She lifted her head to moan deeper. I grabbed her hair and yanked it towards me to arch her back.
And I unleashed a flurry of deep penetrating thrusts. My cock erupted in Samantha's wonderful pussy.
My cum shot deep in her cunt just as she started to climax. I could feel her pussy muscles squeezing my shaft with each squirt of my man juice.
We convulsed and contracted together in a hot fit of wild orgasmic pleasure, finally collapsing on top of her desk. We were completely spent and out of breath. When she finally regained her composure, Samantha thanked me for helping her release her stress and she started to get dressed.
She grabbed my clothes and told me to do the same. I still couldn't believe that I got to tap her ass and how fantastic it was. Before I could say anything, she put her finger over my lips and shushed me gently. "Don't get any romantic ideas with me. I just needed a really good fuck, and you certainly delivered. Go home for now and recharge yourself. I'm going to be your whore again tomorrow." It continued that way for the next month and a half.
That was the best summer job I ever had. And Samantha was the hottest chick I ever fucked. I put in a lot of "overtime" that summer. When I went back to school, I heard she got promoted to VP by sleeping her way to the top.
Good for her, I thought. We kept in touch that year and had many after work stress relieving sessions. When I graduated, my dad asked what I was going to do. I told him that I already had a job lined up at his buddy's office as the new VP's personal assistant. He was proud of me.
I think he would have been even prouder if he knew my real job description was to fuck Samantha on a daily basis. To this day, I'm still Samantha's personal assistant, and boy, do I ever "assist" Samantha in a personal way .