Bedding Christine

Last week, I wrote about my former boss, Christine.  As I mentioned in the final paragraph of last week’s post, Christine and I eventually gave into the sexual tension that I’d like to believe was simmering beneath the surface from the first day that we worked together.  Over the course of the past week, I felt as though I’d set up the pins but had yet to actually knock them down.  Because of this, I am going to tell that story today.
Two years after the incident I described in On a Break, I was twenty-six, on the cusp of twenty-seven.  I was single, my girlfriend and I having taken a permanent break, and I worked at a different job.  The specifics of that job are irrelevent, but it’s worth mentioning that I was making less money, and for a couple months each year I would supplement my income by returning to my old job four nights a week in order to help Christine and company get through a particularly busy stretch.
One evening, while I was alone in the office, Christine called my cell phone.  She was at Costco picking up provisions for the next day’s Executive Board meeting, and asked if I could help her unload her car when she arrived.  I said of course, and she asked if I needed her to pick up some fast food or anything.  I was touched by her offer – Christine was always very sweet – but I told her no thanks  as I’d picked up dinner on my way in.
Most evenings, the time flew by as Christine worked late right alongside me.  We’d talk shop, discuss movies we wanted to see, or rock out to Metallica and AC/DC right at our desks.  But for the past two weeks she’d been leaving work before I arrived.  In theory I enjoyed the solitude as it allowed me to work unfettered, but in reality it was boring and lonely.  Seeing another human being for even five minutes, while carrying cases of sodas and pallets of bottled water, was a nice diversion.
Forget sex; that hadn’t even crossed my mind.  Yeah, I still had the hots for Christine, but rather than it being an everpresent phenomenon as it was when we worked together all day every day, my attraction to her had for the last couple years been on the back burner.  Besides,  at the moment I was hung up on a cute young barista who worked at the Starbucks a block from my apartment; Christine was, I’m sorry to say, old news.
But she didn’t look like old news when she walked into the office and strolled across the common room.  Her brown hair was tied back in a pony tail, her eyes unobstructed.  Her lips were soft, shiny, and pink, curving upward into a pretty smile when she saw me.  Her expression was warm and inviting, more of a friend than a boss.  I asked her how she’d been.
“Not too bad,” she said with a shrug.  “Things have been so hectic with the kids the last few nights.”  Her tone changed to one of urgency, almost excitement:  “Oh!  You know Greg moved out, right?  Did I tell you?”  She had not, and I told her so.  “Yeah, three weeks ago.  We’re taking some time apart.”
“That sucks,” I said, even as I realized that she didn’t seem upset.
“It’s just temporary, but we hope it’ll be for the best.”  She walked into her office, while I resumed my filing.  As I worked, she called out to me:  “Have the janitors been by yet?”
I leaned into her office doorway and replied that they had, about forty minutes earlier.  Christine stood in front of her window, closing the aluminum mini-blinds.  “Forty minutes,” she said absently.  It didn’t warrant a response so I didn’t give one.  She turned to see me in the doorway and invited me in, adding, “You want to fuck?”
I hesitated a couple seconds before giving her a noncommital “Sure.”  I didn’t want to sound too eager, certainly not as eager as I felt.  I’m not sure why this was, but the last thing I was hoping to do was betray the reality that what I was thinking was more along the lines of a sure and gleeful “Hell yes.” 
Christine wore a long-sleeved white sweater that flattered her curves and made her pillowy breasts stand out beautifully, and a pair of black jeans tucked into matching boots that reached mid-calf.  Not for long, though.
She spoke again:  “Turn off the lights.”  This time without hesitation, I flipped the switch on the wall and Christine’s office was suddenly dark.  The only real light came from the fluorescent fixtures on the common room ceiling, but for good measure I shut the door, leaving the room even darker.  Faint blades of dying daylight cut between the blinds, casting strips of vague illumination on Christine’s desk and on the walls.  She gestured to her desk chair, and I sat.
My eyes adjusted to the darkness.  In front of me, Christine was a fuzzy specter, slowly lowering herself to her knees.  My cock sprang up as I felt her hand on my thigh, and she placed her other hand over it, cupping it and caressing it.  
“Is this okay?” she asked.  I was surprised by the question; I didn’t expect her to second-guess herself.  I attempted to tell her that it was, but for some reason I couldn’t make any words happen.  Christine took my silence as tacit approval, and opened my jeans.  Her grip was confident, firm but not tight and certainly not uncomfortable.  She gave me a moment’s worth of pumps, raising me to diamond-hardness, and then replaced her fingers with her tongue.  She licked with long, elaborate strokes, the sort with which a child might lick an oversized lollipop.  Even though it was almost totally dark in the room, I imagined her licks to be showy and exaggerated, even theatrical.  
She closed her mouth around the head of my cock and lowered her head, drawing in my length as deeply as she could.  I felt her nose press against my stomach, my cock reaching the very back of her throat.  She held this position for a few seconds, then came up for air gasping and panting.  In response, my cock throbbed for attention.  I took off my T-shirt and tossed it in the general direction of Christine’s office door.  At the same time I felt her mouth once again encircle my head.  She sucked vigorously this time, her lips not reaching the base of my cock but instead moving faster, paying particular attention to the sensitive frenulum, and then my balls.
Christine worked her hands into my jeans, and with a tug she signaled that she wanted them gone.  I raised my ass off of her desk chair and she pulled my jeans to my feet, leaving them bunched up atop my shoes.  She gave me a few more licks, and took her mouth away.  I was disappointed momentarily, my mood lifting when I heard the clatter of her belt being unbuckled.  This was going to be very, very good.
I felt her bare legs against mine, and then her hands on my shoulders.  She drew her nails gently down my chest, then leaned close and pecked softly at my neck in the darkness.  Soon her lips found my own, kissing me with passion and desperation.  She clung to me like it was the end of the world.  Her lips tasted like wild cherry as her mouth opened, and her tongue felt just as good as it had on my cock.  I groped in the darkness for her full, generous breasts, feeling a surge of triumphant joy as I found them.  Her skin was soft, delicate like that of a ripe plum as I caressed them, my thumbs coming to rest on her nipples.  

She raised one leg onto the chair, and I felt her bare foot against my hip.  I wanted to caress her thigh, maybe find her pussy in the dark and see how wet she was, but I didn’t.  As our kiss intensified, I hoped she would just get on the chair and straddle me, but she didn’t.  Eventually she worked her leg behind my ass, and climbed up so that she was sitting on my knee.  She took my hand in hers and we traced a path down her stomach, coming to rest where her legs met.

I could feel her heat on my fingers as I deftly parted her lips, her wetness engulfing me.  I pressed two fingers into her as with my thumb I stroked her clit.  Christine still held my hand, now guiding me in order to show me exactly what she liked.  She moved her hips in time to my rhythm, the intensity of our dance growing by the second.

“Do you have a condom?” she asked when our lips had finally parted.

“Yeah, I said, trying to think of a way to gracefully retrieve my wallet from my jeans, still down at my ankles.

Christine dismissed my efforts, fumbling on her desk for her purse.  Mere seconds passed before I was wrapped in latex and deep inside her, her ass bucking up and down against me as she rode each upward thrust.  She was energetic, and had no problem taking what she wanted.  She asked me to stroke her clit again, and the sounds she made told me that my efforts weren’t wasted.

The first time she came, she nestled her head against my shoulder, burying her mouth in my neck to stifle her cries.  Her pussy clenched around my cock as her body rocked slowly against my own.  She undulated against me, and soon she was climaxing again.  By her fourth, she was sucking my neck insistently, and when she had her fifth, I came right alongside her.  I wasn’t expecting that.  My groans were deep and intense, cacophonous yet somehow in harmony with Christine’s own sounds of release.

She remained astride me as we caught our breath, then returned her mouth to my neck.  Her kisses were gentler now, like a gazelle grazing in a field.  I felt beads of sweat dripping from my forehead into my eyes and down my nose, and I tried to shake them off without distracting Christine from what she was doing.  She stopped kissing my neck and kissed my mouth instead.  I held her close, feeling her breasts against me, our hearts beating more or less in sync.

Finally, she spoke:  “That was fucking great.”

Though Christine and I maintained a working relationship for a couple more years, that was the only time we ever had sex.  I often wish I’d gotten to lay Christine in a bed, or maybe on a sofa or some other place more comfortable than her desk chair in total darkness.  In fact, maybe I should have titled this post “Desking Christine”.

On a Break

The summer I turned twenty-four, my girlfriend and I took a break.  We’d been together for a year or so, and we were pretty serious.  We weren’t exactly talking about being together forever, but we cared about each other – the word “love” had been spoken – and we enjoyed our relationship.  So why were we on a break?  As with the other breaks we took, this one was because we both wanted to have sex with other people, but the thought of having an open relationship simply didn’t occur to us.  At any rate, even if it had I question whether we would have been able to handle it ethically and respectfully.  We certainly wouldn’t have been able to deal with the judgments of others if the nature of our relationship was found out.

My boss, Christine, was thirty-four.  She was very attractive despite her advanced age – which, I must point out, was younger than I am right now.  She had long brown hair, pretty eyes, full lips, and smooth, unblemished skin.  She usually wore thin white blouses and long, billowy skirts with boots.  Sometimes she wore tight jeans.  I’m pretty sure that she was the subject of every single work wank I carried out at my desk while employed there.  It didn’t hurt that, despite the fact that she was married with two kids, Christine was a die-hard party girl.  At least once a week, she’d take the office staff out for drinks.

While out at a bar one night,  Christine kissed me.  On the lips.  It was sudden and quick, just slightly more randy than a familial peck, and nowhere near the full-blown makeout session that I would have preferred.  For the last couple hours she’d been drinking some concoction that included Galliano and vanilla liqueur; I was under no delusion that the kiss had been motivated by passion for sexy twenty-four-year-old Jack, or that that Christine had somehow forgotten about her husband watching the kids at home.  I knew it was the alcohol.

Christine apologized.  “I shouldn’t have done that.”  I could tell she meant it sincerely; while she didn’t blush, she couldn’t look me in the eyes.  Despite her tendency to cut loose and party after work, Christine was the ultimate professional.  Other than putting on her headphones and rocking out at her desk, she was very big on protocol during business hours.  I knew that the guilt she was feeling came from the perceived lack of professionalism in what she’d just done, moreso than it did in the violation of her marital vows, or in the thought that she’d crossed a boundary with regard to my own relationship, which she knew was on a break anyway.

“No harm done,” I said.  It was true.  She and I were the only ones there.  The other person who was drinking with us had gone to the restroom.  It hadn’t even occurred to me that Christine had deliberately waited until we were alone, which I suppose would have made the alcohol less responsible than I previously thought.  After a few seconds’ silence, I added, “I liked it.  I’ve wanted to kiss you for awhile.”  I omitted the part about her mouth not wanting to be my first choice of places to kiss.

It was a two-block walk back to the office.  We cut through the parking lot, and our drinking companion got into her car and left.  I was about to do the same when Christine asked if I could help her with something in the storage room.  Oh fuck, I thought.  Here it is.  I’d read enough Penthouse Forum to know where this was going.  In fact, I vaguely recalled a porn film I’d seen in which a young office boy was seduced by an older woman in a position of authority.  In fact, if I recall correctly they were doing something in a storage room when the sex began.

As she unlocked the building, I anticipated ripping the blouse off of her fine form, letting it fall forgotten to the floor.  As we walked down the hall to our office door, I anticipated peeling off her nearly-skintight jeans, revealing long, slender legs that would spring open instantly.  Once inside the office I anticipated the taste of her pussy on my tongue, and wondered if she trimmed, shaved, waxed, or did none of those.  I imagined that I could already smell her arousal.  I remembered the condom in my wallet; it had only been there a week or so.  I wondered if Christine carried condoms.

She led me to the storage room.  “Can you get a new toner cartridge down?” she asked.  Interesting lead-in; I was surprised that she didn’t begin by removing my jeans and giving me head.  The night was young; obviously that would come later.  I brought out the ladder and set it up in front of a large cabinet that almost reached the ceiling.  I climbed up four rungs and took a new toner cartridge from atop the cabinet, then brought it down and handed it to her.

As I put the ladder back in its place, I asked her if she needed me to install it for her.

“No”, she said, heading into the copy room.  “I can manage.  Thanks for getting it down.”

She wasn’t carrying herself with the air of a woman who wanted to get laid by a guy ten years her junior.  I hated mixed signals.  I still do.  I followed Christine into the copy room, where I found her installing the toner.  I wasn’t exactly sure where to go from here.

“You sure you’ve got that?”  Dumbest question I could have asked.

“I got it,” she said, closing the front panel on the copier.  “All done.”  I stood there for a moment, awaiting her next move.

“So are you sticking around, or – “

“Yeah, I’m going to finish up printing these reports before I go.  I’ll see you tomorrow.  Sorry again about earlier.”  Christine took playing hard to get to an entirely new level.

Christine and I eventually did have sex, though not for a few years.  I’d left the job, she and her husband were estranged, and it just sort of happened.  If it didn’t, I might have titled this post “The Second-Hottest Girl I Never Fucked.