Me [M] and my Boss [F] (the beginning)

So if you read my February contest submission, here’s the first time I did it with my boss.

So a little backtrack on the story for those who haven’t read my 1st post.

*Back story*

This started 4 years ago when my boss was hired as the manufacturing plant’s officer-in-charge. I’m a system admin for the company. This boss of mine was 30 y/o back then and she’s already married. Then I’m 29 y/o back then and has a live-in partner. My boss is very strict and everyone hated her for doing that. I on the other hand doesn’t care about company politics and just like her because of her slim body and sexy butt (comparable to J.Lo). The only communication we have before everything started was only work related.

*The text message*

One day I receive a unusual text message from her. She texted me on a weekend which there’s no work and nobody is in the office. And for the first time she texted me with “Hi”. So while in shocked and in surprised I wasn’t able to reply. At first I was thinking there might be something wrong, maybe she just accidentally sent this message to me. After a while I received a message saying “Snob”. Then after a while she called me. From there I confirmed that she’s trying to start a chat with me. With my partner near me, I went out and tried to give her a message that I’m not alone. So when my partner asked me who called, I told her it’s my boss and she wanted something to be done on the next work day.

After that day, I bought a burner phone to text/call her from there. So we started texting, I said I’m sorry I have my partner with me during that time. She said, she’s in a family reunion near my place and getting bored and she remembered me so that’s why she was about to ask me to come or to go somewhere to get a drink. Then I said maybe next time. We became close thru exchanging text messages.

*The unexpected date*

I’m about to attend a meeting in our company HQ (which is in a city very far from home). Then I saw her there. I texted her what she was doing there, she replied she was in a meeting earlier. So after my meeting, I texted her. She said she’s somewhere near the office just having lunch. Then she asked me to come and have lunch with her. I told her I’m already full as we’re having lunch during the meeting. So we end up having coffee instead. So we had some chat and had a great conversation. Then she asked me if I want to watch a movie, I agreed. But when we went there the movie isn’t available so we end up staying in the parking lot continuing our chat. (I had this thought on asking her to go have a drink or to go somewhere private, I didn’t asked, but there’s another story about that later). So we ended the day and when I’m about to get out of the car I kissed her in her cheek. She was stunned for a while and then smiled and said goodbye.

(sorry for a very long back story)

*The first time*

One day while exchanging text, she told me that she’s getting bored and wanted to take a day-off during the week. I gave her an idea to file a sick leave tomorrow and I’ll file a official business to one of our client. She likes the idea and she asked me to come over and bring some movies with me. So the following day, she did file a sick leave and I went to her place. No one’s home and it’s just the two of us. I went inside her house and about to sit on the sofa, but she told me to follow her upstairs because it’s more comfortable upstairs as she has a window a/c in her room. So I followed her, went upstairs and went inside her room. I’m a bit nervous because I know she’s married and even she told me that his husband isn’t coming home anytime soon (because they had a big fight, which started her texting me). So in the room she only have a single bed and there’s no other chairs to sit on, so she told me to sit in the bed next to her. So we played a movie, she then lay in bed and told me to relax and lay next to her. The movie is playing on a laptop and we both facing on the direction where the laptop is. We’re in a spoon position and a bit apart. After a while I felt her body moving closer to mine. I hugged her to see what will be her reaction. She didn’t reacted, we where already cuddled for a while. Then she pushed my hands towards her boobs. I was stunned for a while, and from there I know that there’s something about to happened. So I gently squeezed her boobs and she suddenly had a deep breath and moan a bit. I continued playing with her tits and she started moving her ass to my crotch. I immediately got hard. I slid my hands inside her shirt and bra, played with her nipple. She stated to move aggressively with her ass and her body reacted as well. She then looked at me and I started to kiss her. She turned over to face me and she then slid her hand to my pants. As soon as she grabbed my dick I saw her eyes in awe. I then slid my hand from her tits to her pants to play with clit as well. We rubbed each other while kissing and she started to moan a bit louder. I removed her shirt and bra and started kissing her boobs and played her nipples with my tongue. She removed her hands from my dick and hugged me. She then moves her body more aggressively. I removed her pants and licked my way from her tits to her clit. I played my tongue in her clit then she then grabbed my head. She continued moaning and moving aggressively as I’m licking her clits and pussy. I continued eating her until she cum. She squeezed my head with her thighs grabbed my head and shouted “FUCK” while catching her breath.

She aggressively pulled me and pushed me to lay in bed. she pulled my pants out and and pulled my brief and my very hard dick sprung out. I saw her face in awe and grabbed it and started sucking it. (she wasn’t that good back then). She sucked it and licked it like an raging animal eating her hopeless prey. After a while, she went up and tried to sit on my dick. She tried to sit on it immediately but as soon as she did she regretted it. She immediately pulled up and started to ride it slowly. She’s trying not to sit on it whole because she can’t handle the length of my dick (it’s not that big/long compare to porn stars). I’m smiling as I watch her riding my dick and her head facing up like having a great time. Then I started a conversation (which I usually do to with my fuck buddies (another story)), asking how was it, she said “damn! your dick is huge. It’s my first time feeling a dick this big”. I grinned and got my confidence boost up. After a while riding my dick, she cums again. We switched places and I put her legs up to my shoulders. I went in, and when I’m about half of my dick inside her, she puts her hand in my hip trying to control my movement not to push everything in. So I fucked her with half of my dick inside her. While pumping her, her facial reaction is priceless. She’s really having a great time. Then I asked her, what’s her favorite position, she answered “doggy”. So I pulled out she bent over and when I’m about to put it in, she’s already has her hand on my hip, she then said “Sorry, if I can’t handle your dick while I’m laying in bed, I’m sure I can’t handle it in this position”. So I started fucking her with half of my dick inside on a doggy position. She continuously moan and keep on telling me “fuck your dick is really big, please go faster”. After a while I told her I’m about to cum, she quickly said “please cum inside my pussy”, so I slapped her hand out of my hips and pulled her hips I pushed my dick hard inside her. One of her hands grabbed my hand tight and the other hand on her pillow. I saw her face in pain and then I burst my semen inside her pussy. She grabbed tighter and her reaction moaned really loud. I didn’t pulled out my dick until the last drop. She was dead tired and didn’t moved for 5 mins. After I cum, I lay next to her and saw her face exhausted and smiling. She said “that’s one great fuck”. I smiled back and agreed on what she said. She then told me “you really have a big dick, seriously I can’t fit it”, I answered, “maybe at first, but we’ll get there”, she then answered “yeah probably we’ll get there”.

*while resting*

So we weren’t able to finish the movie that we’re watching, we continued chatting while laying in bed. Then I asked her why me. She told me that the first day that we met in the office she found me interesting because she thinks I’m intelligent. She already had a huge crush on me from day 1. Then I asked her what happened why she texted me. She said she was really bored and she’s alone in that reunion, if I showed up maybe the sex went earlier because she’ll probably ask me to drink with her and go somewhere else. Then I told her with my thoughts in the parking lot, she replied why didn’t I asked her, she’ll definitely agree on whatever about to happen. So we laughed, we spent the whole day together and left before her housemates comes home.

*office*

A lot of things happened afterwards (another story), and while we’re having this fuck buddy relationship, nobody noticed it. We’re very discreet and casual in front of others. All the naughty stuffs are being discussed thru text messages. And we meet in secret that nobody will even know about.

No one found out about it even our closest friends. After a year we agreed to tell it only to selected few about it, they were really surprised that we’ve been fucking each other for a year already. It’s quite an adventure I told them.

*today*

We’re no longer working in that company. I resigned for a better offer and she resigned as well after a few months. We’re still communicating up to this day. I was chatting with her a while ago and she asked me what am I doing, told her I’m reminiscing on our first time. She answered me with a kiss emoji and said “I miss you”.

Source: reddit.com/r/gonewildstories/comments/f682y7/me_m_and_my_boss_f_the_beginning