[MF] A not so silent night with my boss – part 3 (last one)

This is the last part of the series.
Although we continued seeing each other on and off after our first hookup, for almost a year, we always kept things private for numerous reasons.

The reason why I’m writing and posting this now is because the last time we met was years ago around this time. And it was around this time we decided to stop things altogether.

I’ll explain this a bit before we move onto more fun and steamy things and I’m sorry if it gets a bit bittersweet.

We were very different people – different backgrounds, views, values, sometimes interests and different visions for the future. No wonder opposites attract, eh?
There was always a good debate to be had with this man. Whether we agreed or disagreed on things, it made conversations more interesting and fun, and if we couldn’t reach a common agreement on certain subjects we were talking about, we would just take it out on each other with sex.
And a lot of our conversation ended in hot, heavy sex.
There was also a huge gap between us that I measured in life experiences. It wasn’t so much the age difference, it was more the different time period (I was in my early twenties, he was in his early thirties).

We had a lot of secret rendezvous, some of them were in public, most of them were at his place.
We fooled around at the office with a wink, a smile, a soft touch, a gentle squeeze, or a certain phrase that was a reference to something only we knew about, but never went at it all the way mostly because I wasn’t comfortable with it (sorry to spoil any office fantasies you guys may have had).

Even so, I would initiate a lot of the teasing.
I was showing up in heels, skirts and stockings, I recreated the famous scene from “The secretary” where I would close and lock the door to his office and get down on all fours with a paper in my mouth and start walking towards his desk while he would shake his head disapprovingly with a huge grin on his face.
And then his smile would fade when he would see that the paper I was giving him was something I signed earlier for HR to get a few days off.
I would get serious and get back on my feet, fix my skirt and turn to leave the office knowing he will grab and pull me back in for a long kiss, then a whisper telling me he’ll pick me up after work. Whenever I had days off and was leaving the city he made sure I always left with a sore pussy.

We were very discreet with everything (mostly for my sake) and we agreed to a no strings attached arrangement, that worked out fine for a while.
The reason we eventually decided to put an end to everything was because I was becoming very fond of him to the point where I had to admit to him as well as to myself that him seeing other women was bothering me. To this day, he still is my biggest crush.

He was very open in every conversation, very honest about his intentions and he was always attending to the way I was wording my answers and expressing myself physically to his carefully picked questions. He was analytical, understanding and had a highly developed protective instinct which, at that time, I mistook for care. I’m sure he did care to a certain extent. But he did more so for his free spirit. He always kept a lot of things to himself, thoughts I wish I had a chance to know about, late at night when he would caress my bare skin as I was rambling on about who-knows-what and when my eyes would meet his, he would give me a warm smile to which I couldn’t find the significance to this day. Maybe it was just late and my mind was tired and blown away with all the ways his fingers could play my strings.

After a while I also started getting job offers and a great opportunity arose at the beginning of November, and after a few interviews I decided it was too good to miss and it was definitely a good change for where I was headed towards in my career.
I decided to let him know about this first. That day I kept a professional tone, letting him know I needed to have a private meeting. He replied saying he’d meet me in half an hour. I replayed every memory in my head in that half an hour, squirmed in my seat, mindlessly scrolled on my browser, went for coffee, and went to the bathroom twice just to make sure I keep my composure.

Time was up. I pulled my shoulders back, kept my chin up, put on a half-smile and started walking towards his office. I stepped in and I think he already had a feeling of what the meeting was about.
The conversation was very professional and calm, he made me feel very relaxed, he congratulated me on my work and the new opportunity I got, wished me good luck, and expressed regret for losing a great employee.
We were finishing up our conversation when he also added “and I would also like to talk to you about some things tonight. Preferably with no clothes on.” He wasn’t smiling so I was confused and aroused at the same time.
“Yes, sir. I’ll be at your place at 9.” I smiled and left the office.

We would usually text throughout the day when we were at work, but that day I didn’t get any messages after our talk.

I left home early, because the whole tension that built up took a toll on my mind and body.
By the time I got home I felt exhausted and just went to lay down on my bed. I fell asleep. The next time I opened my eyes it was bright outside. “Fuck!” I was late for work. I checked my phone and there was no text messages. I jumped in the shower, grabbed some clean clothes, put my wet hair in a bun and rushed to my car.

As the elevator doors were opening I saw the shoes of a man I know too well. I closed my eyes and winced like I got caught shame walking my way into the office.

“Enjoyed the sleepover?” He chuckled.

“I’m so sorry, I was so tired I overslept!” I was trying to excuse myself but he interrupted me.

“Hey, it’s fine, you had a long day. Don’t sweat it. I’m going to grab a coffee, should I get you one?”

“Yes, please.”

The casual exchange of words happened for the next weeks until my last day here. He didn’t care that day for an explanation, nor did he show any interest or share my desperation of being together for the remaining time. And I didn’t dare bother him because it seemed childish to do so.
So we didn’t meet again for what seemed like forever in my head. I was aching to be touched, I longed for his dirty words, deep grunts and dominant hands.
I was touching myself night after night and in the darkness of my bedroom it was his name that came rolling off my tongue, but he wasn’t there to bathe his ego in the sound of my moans.

My last day there was a Friday (funny how things come full circle) and I was determined to act upon my desires, to take control and ask for what I want and need from him.
But he was one step ahead. He texted me “9 PM. I still want to talk to you. Be mine for the weekend. And don’t fall asleep on me again.”

This was the weekend before Christmas. I thought it was a great way to end things and then I can go home and get the comfort and break I needed by being with my family.

I didn’t get much work done, my last day was more about saying my farewells to everyone around the office. I was calmly waiting for 6 pm to pack my stuff and walk out the door.

When I got home, I decided to go for a casual look – white t-shirt, high waisted jeans that made my round ass pop even more, boots, and a coat. The surprise was underneath because I also put on stockings and garters (which I’ve only used to tease at work but never in private) and a matching black lace bra.

I showed up at his place with mixed feelings. Regret for the nights we didn’t spent together, curious if he preferred someone else’s company, regret that for my own health, it was time to end this with one last fuck, arousal because I could never predict what would come out of his mouth next, joy because I got to see him again over a glass of wine and nervousness because I didn’t know what he wanted to talk about.

He opened the door with a big grin and invited me in. I was hoping that he would slam me against the door as soon as it shut closed and that we would rip each other’s clothes off, but instead he went back to his kitchen and I followed him cluelessly.

He was making dinner. This made me laugh but also appreciate his effort. He was by no means a cook or at least I’ve never tasted anything he made and he always ordered takeout.

He started making small talk. So I went with it. Then he suddenly smiled at me and I stopped. “What?”

“Nothing. I’m just glad you’re here.”

“Oh”, I paused. “I am too” I said, returning a smile.

Then he told me to go on about my plans for the holidays.
Then as I was talking he interrupted me again to compliment my ass.

He was testing the limits with little games of hot and cold, trying to get me worked up. He was in a playful mood again. He knew that whatever thing has the effect of frustrating me, also made my eyes fill with lust. But he also knew I won’t give in easily.

I offered to open a bottle of wine but he told me to grab a bottle of champagne he’s been keeping for this special occasion.

“Is it? A special occasion?” I got closer to him and reached for his lips but then he stopped me midway, with the back of his right palm caressing my cheek and the other hand on my back.
He started caressing my back and pulled me in for a long hug.

“Mmm… you smell better than ever! Of course it’s a special occasion. At least I see you got dressed up for it.” He read the confused look on my face. “I can see what you’re wearing underneath, this shirt is very see through.” He gently tug on it and started to slowly lift it up, peeling off any good intention I tried to fake.

He took a long glance at my perky boobs in the lace bra and I could see a flicker in his eyes.
“I want to see all of it, now.” He started kissing my neck while slowly unzipping my pants as I closed my eyes and let myself feel every warm touch and every calm breath on my neck and collarbone.

“That’s much better. I want you to have dinner with me like this. Let’s pop that bottle open.”

My pussy was plump and aching. Dinner was very tense. I was sitting at the table, with nothing but my seductive lingerie on, squirming in my seat, sure that my panties were damp by now, and there he was, making casual conversation about my professional achievements when all I wanted was to throw all the food on the floor, crawl on top of the table towards him and sit on his lap. And he was smiling because he knew how I felt. “You’re like an open book”, he often told me, “your emotions are written all over your face. I find it adorable.”

After finishing my second glass of champagne, I started making my way up towards his crotch with my right foot. He caught it in his hands and started massaging it.

“I know what you’re doing. If you want me to fuck you all you have to do is ask. Because I’ve been holding this load for a while now.”

“So you haven’t..”

He shook his head, he knew what I thought he was doing all this time he wasn’t with me. Seeing my confusion he told me without me asking that he just didn’t want to.

“Come.” He grabbed my hand and led me to his bedroom. There was just a dim red light on and the subtle sound of the music we left on in the living room.

“Sit.” he commanded me. I lowered myself on top of his bed.

“I want you to spread your legs.” I was panting, my cheeks were flushed, thank fuck for the red light.

“Wider.” He leaned closer until he was laying on his elbows, his face next to my crotch. I did as instructed.

He started rubbing my pussy with his nose through my soaked panties letting out a moan of appreciation and then slid his index finger under my panties and moved them to the side to exposed my plump flesh and my juices leaking.

With a lowered voice he then said “I want to see you touch yourself the way you do when you think of me”.

My pelvic muscles clenched involuntarily at his words squeezing out the honey I was dying for him to taste.

I started rubbing my clit in circular motions, spreading the wetness around the folds and crest of my pussy. He was watching my slippery fingers with hungry eyes, as he started to slowly undress himself. Everything was happening in slow motion and the sensation was too much already.

I closed my eyes, I was panting and ready to come. And then his hand grabbed my wrist in a firm grip.

“Oh, no, no, no honey. Not yet.” He said with a wicked smile and placed my fingers in his mouth to get a taste.

“I cannot get tired of how good you taste.”

With my free hand i grabbed him by the back of his neck and he let me pull him into a kiss. I wanted to taste myself off of his tongue, then taste him.
His lips were hot on mine, his left hand let go of my wrist and was now exploring the exposed place between my legs, while the other one undid my bra with a swift move, exposing my breasts.

I was still sitting as he got on his knees in front of my so I could see him fully erect in front of me.
I grabbed his cock with both of my hands and started sucking him while stroking. I didn’t care about my gag reflex anymore, I was just so hungry and desperate for him I wanted all of it in my mouth.
He grabbed my head and started thrusting harder until his head was reaching the back of my throat.
I placed my hands on his hips for balance and tried pulling him further into my mouth until tears were streaming down my cheeks.

He pulled his cock out, leaned in for a deep kiss and then flipped me over.

“I want you to keep everything on. You look like a sex devil.” He pulled my panties to the side and placed his head the entrance, teasing, rubbing up and down all the way to my clit and back.

“Please, I’ve been wanting this so bad.” I have never been more on edge. I didn’t want to play nice and hold back right now.

“Not yet” he kept rubbing his head against me. I was so swollen and red it hurt.

And then he pushed into me as deep as he could. And then he pulled out. He took a long pause. I reached with my hand behind my back in a clumsy attempt to grab his cock and put him back inside me but he grabbed my wrist instead, took my other hand and just held them behind my back so I was restricted.

“I’m not some boy you can tease and toy with. I’ll fuck you like you’ve never been fucked before.”

I let myself be his prisoner as he began to push his cock deep inside me again and then pull all the way out and wait. He repeated this a few more time. He let me have him for a brief moment then he would take all the pleasure away making me beg with my body for more.

“Please stop torturing me like this, I want you, all of you.” I couldn’t take the edging anymore.

He flipped me over so now I was on my back, interlaced his fingers with mine and pinned my hands on top of my head and started pounding me.

“I’m all yours.”

Everything in that moment – his mouth on mine, his muffled moans of pleasure, his hands squeezing tighter, his hips grinding, my legs wrapped around his waist as he moved on top of me and his weight on me – was perfect.

Our breathing was getting shallow and as I got closer to orgasm, he let go of my hands and grabbed my face in his palms.

“Look at me. I wanna see your face when you cum.”

And with that I was undone, I could finally let go, moaning as he was looking into my eyes and thrusting in me, emptying his load.

He pulled his cock out, placed his index and middle finger inside of me, took some of the semen that was leaking on top of his fingertips and then pushed them into my mouth for me to taste it. It was so arousing that I asked him to do it again.

We stood there for a while until we fell asleep.
We spent the rest of the weekend trying every corner of the house we left out and we also did some things that I’ve never tried before (and some of them since).

On Monday morning I had to get up early for a long drive to my parent’s house.

Before leaving, I made some coffee and left a cup on the counter for when he’d wake up.
I tiptoed to the edge of the bed to give him a kiss while he was still asleep. His only reaction was a light groan which made me smile.

An hour later after I hit the road, I got a text. I only took a short peek because I didn’t want to pull over. It said “Best coffee I’ve ever had”.

I wiped the tears off my face and kept on driving.

Source: reddit.com/r/gonewildstories/comments/a6uvhu/mf_a_not_so_silent_night_with_my_boss_part_3_last