Staying Employed, Part 8 (MF, reluctance)

I came home to find Keith hobbling his way carefully between the kitchen and the dining room, setting dishes on the table for dinner on his crutches. He still had the apron around his waist from having cooked. He smiled and, placing the plates on the table, limped over to wrap his arms around me, letting the crutches fall to the floor with a clatter.

“I’ve been an ass the last few days,” he murmured into my hair. “Hell, I’ve been an ass the last few months.” I held back tears as he kissed the top of my head gently. “Ever since I was sick I’ve just felt adrift, and not being able to work properly, and seeing you working so hard…”

Keith’s voice trailed off and I knew he was struggling to find the right words. Guilt punched me in the gut like the fist of an angry god. Earlier this same day I’d been lying on my boss’s desk. He had held my legs up in the air like I was a fucking wheelbarrow and rubbed his cock against my clit until his cum had splattered my body. I had swallowed some. I had cum.

My shoulders shook, and Keith mistook the reason for my sudden sobbing. He stroked my hair and murmured calming words. “It’s over, honey. I’m back to myself again.”

Truth be told, Keith hadn’t even been that bad. Sure, his lack of work had grated at times, and then the car insurance snafu had been rough. But I’d felt so resentful about the sex he’d wanted the last few days. Is that why I’d entered this crazy sex agreement at work? What had I done?

_______________

A small hand written note from Ballard waited on my desk on Wednesday. It just said “Bra size?” I sent him a short email entitled “Report 32 D” and filled it with professional sounding bullshit. When I came back from lunch, another note was waiting for me. It said “11pm, Saturday night.” Underneath was the address to a swanky hotel in downtown.

A deep breath, and I texted Keith at home. “Definitely eating out with the work girls Saturday night. Might even go dancing!” I added a couple of emoticons to suggest a sense of fun and excitement I wasn’t feeling in my stomach. The rest of the work day disappeared in a haze, as did most of the week. Friday afternoon, a delivery arrived at my desk that I signed for. I opened the box, then quickly closed the lid. Inside was a box from the specialty lingerie store from the swanky mall in town. None of this Victoria’s Secret bullshit – this place was the real deal.

At the end of the work day, I walked quickly out to the car, sat down in the driver’s seat and pulled the box into my lap. It turned out there were actually two boxes – the top was what I could only describe as a half a set of lingerie. Oh, there was a bra, and a pair of panties. But between the two of them there wasn’t enough fabric to cover my various bits and sundries. Underneath that was a box containing a red dress. The fabric was clingy, and I could tell even from my brief glance that this was not meant for dinner plans.

Then I opened the note that I had found tucked into the lingerie box.

“*Arrive at the hotel at 10:45pm. Ask for a key under the name Jennifer Amherst at the front desk. Proceed to the suite, and change into the clothes provided. Your guest will be arriving at 11:15pm. He understands the rules. At 12:15am you may cease activities, change and depart.”*

I felt a little sick, but also a small thrill of excitement. I was going to dress up like an expensive prostitute and service a stranger at an expensive hotel in a very cloak and dagger fashion. My thoughts flashed to Keith and I felt another stab of guilt and shame.

I left the boxes in the car, covered in an old blanket. When Saturday rolled around I tried to make it a good day for my poor husband. The irony was he didn’t have any reason to feel bad. But, I woke him up with a blowjob, letting him explode in my mouth and making a show of swallowing his load before making him breakfast in bed. After lunch, I set him up on the couch and rode him to another orgasm. I didn’t let him cum inside my pussy, not knowing what the evening had in store for me. Right as he was getting close, I jumped off him and took his pulsing cock in my mouth, swallowing his load again. Setting an easy-to-bake dinner on the counter, I went to get ready for my night ‘out’.

I took a nice hot shower, and chose my outfit carefully. Slacks, with a colorful blouse – nothing that would give Keith reason to be jealous. I made sure the blouse had enough red in it to go with the red heels I slipped onto my feet. I was really thinking of the dress I would be changing into later, in a hotel room. If men only knew how uncomfortable heels were, Keith would have realized these were not shoes for dancing in. A quick kiss to Keith on the way out, and I was out the door around 7:30pm.

I had time to kill, so I went and had a light dinner at a restaurant a good ways from our home. Didn’t want to run into any of the neighbors, after all. A tasty salad – nothing too heavy, as I felt a mixture of guilt and excitement that had my stomach feeling a bit jumpy. I stopped by a bookstore feeling a bit overdressed, and perused the historical fiction selections without picking anything up.

I pulled up to the hotel lobby at 10:45pm, and left my car with the valet. A small duffel bag with my change of clothes came with me into the hotel. Inside the lobby was gorgeous, which was no surprise. I felt a little self conscious as I walked through the place towards the front desk. People were walking around, and several groups of suited businessmen were clumped around the bar sipping their drinks. Many of them turned to watch me pass. Was it one of them whose cock I would wrap my tongue around shortly?

The room key was waiting for me as promised, and I was directed to the elevators. Pressing the button for the 25th floor, the doors were about to slide shut when a man’s hand stopped them. A well dressed guy of about forty stepped into the elevator, smiling apologetically. He reached in front of me to press the button, then stopped when he saw the 25 was already lit. Wavy brown hair in an expensive cut, he was handsome. Tall, broad shoulders, and his clothes showed he could afford a good tailor.

My stomach lurched. Was this my evening client? Guest? I didn’t even know how to think about these strange men I was supposed to be satisfying. I imagined this man dropping his pants, pulling his boxers down to reveal his erect cock. Startled, I realized he had said something to me while I was lost in thought. My mind raced to recall the words, and after a moment I responded. “I’m here for work, but not for the conference,” I replied to his question. He nodded, and his eyes flicked down to admire my curves. He was subtle though, and he met my gaze again quickly.

“I’m Adam,” he said, extending a hand. I shifted my small duffel bag to my left hand and shook his. Adam’s grip was firm but gentle.

“Eve,” I said in response, scrambling to invent a name for myself. The moment I said it, I was cursing inwardly. Adam & Eve – are you fucking kidding me? I had a fake name already, the one for the hotel key.

He gave a low, rich laugh. “Seems like fate, us being here then,” he said as the elevator began to slow. With a ding the doors opened, and he gestured for me to step out first. “Shame this isn’t the garden of eden.”

I eyed the signs on the wall indicating which rooms were in which direction. He didn’t even hesitate, stepping past me to take a right down the hall. “Hope to see you again soon,” he called over his shoulder.”

After a moment I realized my own designated room was to the left. Adam couldn’t be the one for tonight. I felt a tingle of disappointment, followed by a flush of shame. Fuck it. If I was going to do this, there wasn’t anything wrong with wanting the guy to be hot.

I walked down the hall and realized 2515 was a corner room. Room wasn’t the right word for it though, as I tapped the room key card on the sensor and the door clicked open. It was a suite, with a large, beautiful tub in the bathroom. Bubble jets and all.

Time was running short now, so I took the change of clothes out of the duffel bag and stepped into the bathroom to change. Stripping naked, I pulled the panties on first. They were red lace, and, big enough to cover maybe a third of my ass cheeks, which they hugged closely. The cut accentuated the curve of my ass to full effect. I’d always had a nice ass – heart shaped and full without being ‘phat’ as it were.

I clipped the bra on, then pulled it around to fit the cups in place. Cups was, as I had expected, a generous term for the front of the bra. “Tit shelves” might have been a better way to describe it. There was the bottom part of a bra – red lace that covered the underside enough to provide lift. But the rest of my breasts were bare as could be. My tits were literally being put on display. I slid the red dress on, and settled its clingy form over my hips and breasts. I had to admit, I looked good though. I turned in front of the mirror, admiring my reflection. My nipples were obvious, poking against the thin fabric of the dress. From behind, the dress molded itself to my ass, curving inwards slightly between my cheeks and leaving no question as to the shape of me.

No sooner had I stepped into the main part of the suite than I heard the door knock once, and then open. I stood perfectly still, my heart pounding in my chest as the man walked in. I had planned to dim the lights, but it was too late now. I felt practically naked as he stopped two steps inside the door, letting it close behind him.

“Wow” was all he said. His eyes traveled up and down my body, lingering on the curve of my hip and my nipples. I had scanned him quickly also. He was, all said and done, a pretty average looking guy. Or would have been if it wasn’t for money. An expensive haircut and well-made suit did wonders for a guy. He was, all things considered, fairly attractive. I could see his pants beginning to tent slightly as his cock hardened.

“Take the dress off,” he said as he walked towards me slowly, his voice husky with his rapid arousal. I did as he said, grabbing the hem and lifting it slowly over my head. I heard his breath quicken as my breasts came into plain view, my arms lifted high over my head. By the time I was dropping the dress on the floor, he was standing in front of me, flinging his jacket onto the couch.

His hands reached up to cup my breasts. I stood there, arms by my sides and let the man fondle me. He cupped one breast in each hand, his thumbs reached out to rub and tweak at my now erect nipples. He slid his hands to the side, and gently pushed my tits together to create a deep valley of cleavage. Bending his head down, he kissed the slopes of my breasts, then took one of my nipples in his mouth. He nipped and licked at it for a solid minute before switching to the other one. I felt my body begin to respond to the attention.

Eventually he stopped, and I got to stop fighting the urge to squirm where I stood. He placed his hands on my shoulders, and pushed down gently. It wasn’t rocket science to see what he wanted. His cock was straining against whatever he had between it and my lips, and I could tell it was long if nothing else. With practiced ease I undid his belt, and hooking my thumbs into his underwear I pulled his pants down in one smooth motion. His cock sprang to full attention in front of me. Truth be told, it almost hit me in the chin. It was long, a good 8 inches, but also very thin. I hadn’t seen one quite like it before. The narrowness of the thing made it seem even longer, almost comically so.

I knew better than to laugh out loud, so I got to work instead. Curious, I licked the top of his penis once with my tongue. He gave a small moan, but I watched his cock curiously. Being so long and thin, it swayed mightily from side to side a few times from just that one touch. Leverage was a wonder. I gave him another lick, and another. I caught his cock with my tongue as it moved back and forth, sliding it across the top or bottom, depending on the angle.

I could tell he liked it. It was almost like pushing a child on a swing. I would push his cock to one side with my tongue, then position my tongue so his cock ran across it as it came through. I curled my tongue upwards in a flick, and his cock bobbed and bounced as it swung from side to side. It was a new experience for me, and seemed to be for him also. He groaned and gasped, but did nothing to stop me or change my actions. Encouraged, I kept at it for a while, and his cock got even harder. I could see pre-glistening at the head of his dick, and decided it was time for me to switch gears.

Placing a hand on his thigh to keep him from moving, I shifted to my right until I was facing his prick side on. It really was long! Parting my lips ever so slightly, extended my tongue and moved forward until my top lip was pressed against the side of his cock, and my tongue extended underneath it. I curved my tongue upwards, wrapping the bottom half of his cock with it and pulling it slightly back towards my top lip. I couldn’t get all the way around it, but it was enough to keep it trapped there.

Then I began to play his prick like a harmonica. I moved my head from side to side, sliding my lip and tongue back and forth along the length of him. Every time my tongue slid along the sensitive underside near the head he groaned and pressed his hips forward unconsciously. As I slid back down to the base, he pulled his hips back again, trying to shift my touch. We went like this for about a minute, and I felt he was getting close to coming. His thrusts became more erratic, and his breathing was a rasp of moans and groans.

Right as my tongue hit the sweet spot again, he grabbed my head with his hands. I felt his cock go iron hard against my lips, and then he exploded. He thrust back and forth across my tongue, rubbing his cock against it as he jetted wave after wave of cum. I couldn’t see where it was all landing from my position, but I could feel the strength of his convulsions. His cock twitched and pulsed, and finally slowed.

The man let go of my head, and I slipped my now tired tongue back into my mouth. Turning slightly, I could see the mess all over the carpeted floor where he had shot his load. Good luck explaining that one to housekeeping. He stood above me, his cock slowly softening, with a line of cum hanging down from the tip of it. He looked at me hopefully, but when I didn’t move to lap it up he simply took me by the shoulders and pulled me to my feet. Without a word, he turned me, and guided me over to the bed.

Following his lead, I got on all fours on the bed, my knees towards the edge. He rubbed his hands all over my ass for what felt like an eternity. Apparently he liked it. I felt him grab the top of my panties, and slowly slide them down over my thighs. I lifted each knee one at a time so he could remove my panties entirely. I felt the air on my now naked pussy and ass, and wondered nervously what his next move was going to be.

I felt him standing close behind me, and he placed one hand firmly on each cheek of my ass. I knelt on the bed, my eyes widening as I felt him pull gently with his hands, parting the globes of my behind. I shivered slightly when I felt the tip of his tongue brush gently across the lips of my pussy. He flicked his tongue across my clit, and I shuddered. I had been through this humiliation twice before, being brought to orgasm through my clit against my will. I steeled myself for another round of it.

When his tongue touched my asshole, I actually yelped lightly in surprise. I could hear a muffled chuckle from behind me, and then the touch of his tongue again. He circled my hold slowly, languorously. I had never had anal sex, and my ass-play had been limited to a probing finger a couple of times. This was something else altogether.

You never realize how many nerve endings are around your asshole until someone is stroking them with their tongue. My body clenched and tensed as he licked around my arse, and I could feel the involuntarily closing and opening of my asshole. This man seemed to delight in it. The pleasure built, and soon I was truly aching for someone to touch my pussy. My body longed to be filled, and I clenched my jaw against the desire. My cunt was wet with my wanting, and with his close proximity I’m sure he could smell my juices as they slowly leaked out of me.

He did nothing to slow down, or touch me. He just circled his tongue, closing in on my asshole until he was licking at it in earnest. I gave a small grunt as I fought against the pleasure, the want to ask, no beg him to fuck me. I pressed my hips back against him in the vain hope that somehow, somehow, something of him would brush against my clit and bring me release. It welled inside of me like a geyser, the pressure building and building.

I was so close to coming I almost wanted to cry, his tongue lapping furiously at my asshole as it inched me closer and closer to orgasm. Even as his tongue worked on my ass, I felt him place a single finger on my clit, and it sent me over the edge. I bucked and groaned as wave after wave of release coursed through my body. My hips quivered, rubbing his finger back and forth over my clit of their own accord while his tongue continued its work. It was the most intense orgasm of my life.

I collapsed on the bed, completely spent. My breasts heaved as I tried to catch my breath. I was so overstimulated, my body was almost numb. A part of my brain registered the spreading wetness as he drizzled the lube into the crack of my ass as I lay there on the bed. I wanted to protest, but honestly part of me was beyond caring. Let him shove his pencil dick up my ass if he wanted.

He didn’t. Instead, I felt him slide his cock along my ass crack. Then he grabbed one ass cheek in each hand and pushed them together, folding them over his rock hard dick. He began to thrust, sliding his cock back and forth between the globes if my ass as I lay there on the bed.

As I said, his cock was unusually long. Each time he would pull back until only the head of his penis was still trapped. Then he would behind a long, slow stroke, until his hips were pressed against me. On every pass his cock brushing my asshole as it slid along. I was spent, exhausted, but each time I felt that touch on my asshole my body gave a small twitch.

He started thrusting faster, and with more vigor.

His earlier sense of self control was fading as his pleasure built. Mine was fading too. My pussy was aching again, wanting to be filled. My clit was begging for something to touch it.

I closed my eyes, feeling shame at my desire, thinking of my faithful husband at home. My sense of guilt and shame only intensified when I pressed my hips back up into this stranger, increasing the pressure of his shaft against me. One hand used the gap created to slide across my stomach and begin touching my clit. It was my hand.

My hips back against him as my orgasm slammed into me. His came a moment later. He squeezed my ass together around his cock and thrust hard. I barely felt the splatter of his cum as it landed on my back in spurts, over and over again. I was too busy wallowing in my own pleasure. I could feel his cock twitching between my cheeks and against my ass as it pulsed out his load. My orgasm was so intense, I almost passed out. A few moments later, I actually did, falling into a deep sleep.

Source: reddit.com/r/eroticliterature/comments/lftifv/staying_employed_part_8_mf_reluctance