I just quit my designer job (worked for 5 yrs) end last year, took on a new job this year. So I decided to share my encounter with my ex boss back in the old company.
Again, this is my real life encounter so will not release so much details as there may be colleagues who are bros in here (just to be safe).
……….
About 5 yrs ago, I graduated from uni. So I decided to find a job I like, though I’m trained mainly in IT security and networking. I do have my designing and media portfolio.
I wanted some freedom so I went to find a part-time/freelance designer job then. I went to a local company, was interviewed and was given the job as a designer.
I was shocked that most designers were quite old. Mostly in the 30s-50s at that time. I was 1 of the youngest. The other 2 are poly interns.
My boss was in the mid 30s when I joined. She have a 5 years old kid going into kindergarten at that time. She’s kind of fierce and stern in the office. She is a no nonsense person.
I started off with easier assignments or non-regular customers. Those regulars will find those more experienced designers for their quotations and designs.
At first, I was quite a timid staff as I was new so my boss didn’t want to find much trouble with me. She didn’t find fault with me. I did have some mistakes at 1st but she just verbally warned me.
To be continued…
Quote:
Originally Posted by
Killerlook
Huh?! I thought you are a tour guide from the previous tread?!
I hold 3 part-time jobs last 2 yrs.. System analyst, tour guide and designer.
All part-time or/and freelance. I now quit my designer job, just end of 2011..
…Fast forward to a 9 months later…
About 1 year into my job (ending 1 yr contract), my boss asked me into her room to talk to me about re-contracting. At that time, my boss was going through some family issues (divorcing her husband), she asked me to sign at least 3 more months as she no time to find a replacement for me.
She agreed to increase my pay by 10% and give me 5 days off for the 3 months (to hold me back for a while). Since the incentives to attractive, I sign with her 3 months more.
Within the 3 months, she wants to put me into a 2 months project with a client. She promised me if I finished this project early for the team, she will release me already, even if 3 months not up. So I agreed.
During the period, many times me and my boss have to work OT as the other guys in the team have families and other issues so they left work latest around 7pm.
My boss was quite a nice lady after all. When me and her OT while discussing and doing the design, she treated me quite nice. Helped me to buy dinner or sometimes asked me want to order McDonald’s or KFC.
Soon, she told the rest of the project team that I will be in charged when she’s not around to talk to the client. Almost all the time, I am the only one discussing things with her. The other 3 colleagues also don’t mind me being the “co-leader”.
The day before the presentation, my boss asked whether I can go to her place for dinner then after that, can do the presentation (both of us will be presenting to client) for the client. Her child isn’t feeling well so she needs to look after her.
So roughly around 6pm, the whole office left and she asked me to follow her to her place for dinner. After dinner, we discussed some matters and gone into doing the report.
My boss then suddenly had a conversation with me for a while after doing the draft of the presentation slides..
Boss: Why I never heard any complaints that you want to go home earlier or your gf finding you etc. Unlike me, must look after my kid while working. My husband also somehow useless to me.
Me: Er.. I no gf and I only stay with my parents with my brother. So not a worry if I need to work late. At most just inform them not to wait for me for dinner.
Boss: Oh. No wonder I asked you OT, you never find problems with me. Eh, can ask you something?
Me: Yes, boss?
Boss: Aiya, here not office, talk informal also no prob lah. Btw, if I were to ask you to permanently work for me for at least 2 years, you willing? Salary can be discussed further.
Me: Can let me consider 1st, at least after this project?
Boss: I think that you’re an all-rounder in IT and you got designing knowledge. I’m doing of doing more of IT services, so I need you in my team. If you join me, I give you a managerial position. But also let you work part-time 3 days work week? So you can continue your other jobs.
Me: It’s a good pay and job scope attractive for me. But let me consider can as I have a part-time system analyst and tour guide job?
Boss: Ok, let me know when you decided. Let’s get back to work.
So we continued working late in the night until around 11pm or so then we finished. After that, she told me can take time off and can come only after lunchtime.
Since she took my 5hrs, she repay me by giving me time off the next day. But must reach by about 1.30pm as client coming at 2.30pm. I thanked her and left her place to head home.
To be continued..
The next day, I reported to work around 1.30pm.. Had a long sleep and had lunch before coming to work. 1st thing I reached my desk, she asked me go in to meeting room to discuss further with the project team.
At 4pm, the client presentation was over and they accepted our proposal and wanted to engage us for their project. So my boss was happy and want to treat us for dinner.
BUT.. the other team mates don’t like my boss (as she’s quite stern during work) so they somehow don’t like it. For me, I asked her if I can home to bathe 1st? She said can so I went out and went home 1st. While I left, they said they got family matters and need to go back.
Otw home, I received an sms that only both of us. They not eating so she asked what I want to eat? I said up to her so she suggested eat at Swensen’s. I remembered that her daughter like Swensen’s so I asked her to bring her daughter along. She said ok arh? I said no problem.
So she suggested the shopping mall, 5 mins drive away from her place. I said ok as it’s just a 15mins drive from my place as well.
While we were in there, we had a conversation..
Boss: Thanks arh for helping me in this project. Finally captured this client after 6 months.
Me: Wah! So long arh? Why so tough to get this client.
Boss: Blame it on my team who are so “old fashioned”. Your skills are up to date and you can come up with a web design that is so user-friendly and yet, not compromising on the security. I owe this to you.
Me: Nothing lah. It’s just my job so need to do it well. Anyway, I have knowledge for both aspect mah.
Boss: That’s why you can be a great help to my team. Tonight you’re free? If yes, after dinner I ask my maid so come and pick my daughter up, we find somewhere to discuss about you joining my team for a longer time.
Me: Ok. Let’s eat 1st, also must make your daughter happy.
Boss: Thanks.
So after dinner, she sms-ed her maid to come and pick up her daughter then we can go and find somewhere for coffee. In 15mins time, her maid came and pick her daughter.
So we decided on a cafe that open till late in 6th Ave, we both drove there. At that time, it was about 8.30pm already. When we reached there, it was about 9pm and we ordered coffee to chat.
Boss: Let me start with some details. I give you $3k per month (OT during fixed proj period, will be counted separately). I let you be a “freelance” staff but once every 3 working days you need to come and let me see your work status.
Me: Seems very flexible timing. It’s also very attractive.
Boss: I give you this pay is because I don’t want to lose you. Hope you won’t reject my carrot for this job. Market rate is $2.5k and 3 days work week in office. I modify it for you already so that you work freelance. Can?
Me: If I accept this job, won’t other staff find fault with you?
Boss: When they ask, you tell them $2k. Btw, I know you do have tour guide job and system analyst positions. Will this be too tired for you?
Me: Those are mostly I can reject them as they also not paying me that well. But I like you offer.
Boss: Haha! I believed so. You’re an asset to me, I can lose you in my company + you not so much commitments. So I think I can trust you to be my sidekick.
Me: Thanks for the trust in me. I won’t disappoint you. Ok, I’ll pen the deal next Mon. Let me have the weekend to sort out my jobs schedule can?
Boss: No problem. Take your time. Btw, since you so good in IT, can do me a favour this weekend? If you free can help me set up my router? I bought but don’t know how to do.
Me: Ok, I come over this Sun.
Boss: Good. But can be around 11am as that’s when my daughter won’t be at home till 3pm. She will be at her grandma’s place. So she won’t disturb you that much.
Me: No problem.
To be continued..
On the Sunday, I went over to my boss place to help her do up with her things. When I reached, her daughter already went out with her maid to her mum in law’s place.
Sunday is the day she can meet her dad after the divorce. My boss told me she won’t be back soon so can slowly take my time to fix the router for her place.
While setting up the router, I showed her how she can do it. So I told her slowly, step by step. She took down in notes. So I told her to take her time too.
In about an hr, I’ve set up the router for her. By then it was about 12.45pm or so. My boss suggested she will cook something for me. She will cook some pasta.
So I never reject her kindness. So while eating she talked to me..
Boss: Can ask you something more personal?
Me: You’re my boss, of course you ask, I will answer you.
Boss: You say 1 huh. U got gf before in your life?
Me: Last time got 1 lah. Didn’t last long, about a yr or so only. (Referring to Xiao Li, if you followed my prev thread.)
Boss: Ok, since we’re both adults, can ask you something more private? Cos for the past 5 yrs, my husband isn’t really close to me. What do guys see in a girl during a relationship.
Me: Diff ppl got diff opinion leh. Some guys are out for sex but some are out for companionship. So different people got diff needs from a gf.
Boss: Haha! You leh? Slept with the girl before?
Me: *blush* Er.. Got lah. I can’t resist her.
Boss: Oh. You enjoyed it? Nice right for guys. I think my husband is the type that want a lot of sex with me. But my job so busy until he go find another women.
Me: Yes. It was great that in the later part of our relationship, we did it a number of times as well. Sorry to hear about your husband.
Boss: No worries. I think you’re the only one that willing to talk to me. I don’t have much friends. Most of them also have their family so I never bother them too. In this case, can we be friends after work?
Me: Oh, I don’t mind but I feel kind of strange if I treat you as a friend now. As in the office, you’re my boss leh.
Boss: Haha! Of course in office I treat everyone the same. After work, you can call me or text me informally. Call me Lyna (not real name) next time after work. Don’t call me boss anymore. I give you special treatment ok?
Me: Sure. So now can I call you Lyna?
Boss: Yes.
After that we TCSS a while, I start to get to know her friendly side which I don’t see in office. After a casual chat, she then said these..
Boss: Hey. You said you’re single now right?
Me: Yes. I’m single. Not tied by anyone.
Boss: Ok, can ask you this. Today since we are alone, if you don’t mind, we go for a swim at the swimming pool nearby? My mum in law SMS me to say my daughter wants to stay for dinner. You go home and get changed.
Me: Sure.
So after that, I went home and get changed n bring my stuff. So we went to her place and took her car to the swimming complex for a swim in the pool. She wore a nice swimsuit, somehow her figure still not bad after she’s became a mother.
So we went into the water to swim. While in swimming pool, it was crowded on a Sunday. Some kids pushed her and she bump into me at the wavepool. She lost her balance and fell onto my body. I was practically hugging her. Then I apologized to her.
At that time, when we had body contact, I had a hard-on and she felt it. It wasn’t that obvious but she can see smth sticking out. She then smile at me and said “wah. Hard leh. Attracted to me this type arh? Haha!”
I blushed and turned away to avoid awkwardness. So after we swam a while, it was getting crowded so we move to the lap pool. It was rather sunny and she said she afraid she will get more tanned and wanted to stop swimming.
So after the swim, she sent me to her place 1st. Say she want me to sign the contract and see if I’m ok. Just do it now as don’t want let colleagues see what carrots she gave me to resign with the company.
So I agreed and went to her place. She said she take a shower 1st and asked me to watch tv.
To be continued..
After she bathe, she wore a spegetti strap sleeveless top and a hot pants. She looks quite good in it and I was turned on by it. Somehow kept staring at her. She then took the contract and let me sign on it. I read through and signed on it. The next thing she said, I was stunned.
Boss: Er.. You just now in the swimming pool, your’s quite hard leh. Not bad wor..
Me: Haha!
Boss: Since we are grown ups, don’t mind we try someday?
Me: You meant.. *blush*
Boss: I mean that we can try to do what couples do.
Me: You so direct, I paiseh leh.
Boss: Now got time. Want to do some things together? Forget about us as boss and staff. Let’s spend some time trying each other out ok?
Me: For real?
Boss: You don’t believe me? Ok, I start…
So after that she “pounced” onto me and did some petting. But at that time, I was a little stressed as my mindset that she’s my boss afterall. So she stopped and said sorry to me.
She stopped at these as I was a little stunned and said. “I’m sorry if I did all these to you. Hope you can understand. My husband stopped having sex with me for 1+yr. So I do have a need for sex.”
She asked me not to say it out. Then I told her, “I know your needs, as you said, we are adults. If you really want me to bed you, can at least let me have some time to sort out my emotions that you’re still my boss? Don’t worry, I still willing to work for you. But I let you know tonight. I call u later?”
She said, “Ok, thanks a lot.”
After that, I packed and left.
So I went home and called her that night. She said that once in a while when she’s happy, she likes to have sex but nobody is around to arouse or please her. She told me that she tried looking for a guy as a companion but can’t as most people she knows already have a family.
I confessed to her that actually I was attracted to her too. But that time she was kind of shocking to me so I wasn’t in the right mood. I asked for another chance.
She said, “ok, sure. Next Sunday again. Ok? Keep it a secret. I don’t wish ppl in the office to know about us. But sorry huh, though we have underground relationship, I need go treat you equally in the office.
Anyway, it’s kind of late. Don’t think so much. See you in office tmr. Good night.”
……
The next morning, I went to work, she was in the office already. I greeted her as usual like before. She just nod her head and said good morning to me and to others.
She then annouced that I will be still working here but this time, a longer period of 2 yrs contract. So the other colleagues shook my hands and happy that I will still be part of their workforce.
My boss still remembered to treat us to lunch for the project success that day. So she ordered 4 large pizzas to be shared among 12 people in the office. She did not stay to eat as she needs to go out to see a client.
So when she’s not around, my colleagues all asked me why I decided to re-sign the contract. I said, “want to find a stable job mah.” Then they never asked further.
In the week, nothing unusual happened. So nothing much until looking forward to Sunday which is the day I got a “date” with my boss.
To be continued.. Needs a rest now..
The Sunday arrived. So I went over to her place when her daughter left home. This time, I finally can drop the mindset that she’s my boss. After she closed the door, she said we can do things already.
So I straight away carried her in my arms and headed to her room. She asked me to lock the door in case her daughter comes back. So we started off with some petting then kissing.
Boss: I hope you don’t mind me.
Me: Why you say that?
Boss: I’m very flat de hor. A very small A-cup only. My niece in sec sch all much bigger than mine. My ex husband say no breast, he very hard to have sex with me.
Me: Can I see it?
Boss: Go ahead, by all means. I’m yours now. Btw, no need to put on condom. I won’t get pregnant. I went for surgical contraceptive already.
Me: Ok..
So I took off her t-shirt, saw her boobs. It was quite flat w/o her push-up bra. Kind of unique to me. So cut the story short, I went on to screw her. She was moaning so loudly that I was stunned.
She said that have not had sex for so long, that’s why she’s so high. After we’re done, we ordered some fast food to eat and I left before her daughter comes back.
Before I left, she told me some things about work and ask me to prepare so drafts designs to show her the next day by lunchtime.
Nothing much to say about that day.
To be continued…
For the next 3 months, at workplace, we behave like superiors. There was once that I was even scolded by my boss due to a mistake made. We already told ourselves, at work, we still have to behave and show no traces of us having a “underground” relationship.
So I never have any hard feelings towards that incident as I admitted it was my wrong to do something wrongly. For that, I cannot claim time for my previous OT.
BUT after work, during weekends, we sms-ed each other like friends. Somehow, my boss used the term “FB” after we have sex a number of times (except when she’s tired or no mood).
We had quite a number of sexual encounters over the period of 3 months. But it’s not every weekend as sometimes I’m with my family.
There was once, I tried to go further than just sexual intercourse. I tried to do other things like fingering. She was ok with it but she told me not to finger too deep inside. I agreed and continue fingering her.
While fingering, she gave out light moans. She was feeling high and can see that she enjoyed it.
After that, I asked her if she can do BJ for me. She turned me down and said that she don’t like doing BJ. She finds it disgusting. So after that when I was about to f*** her.
She said she want to try to be on top of me. She wanted to do cowgirl. So I obliged and let her be in control of the sex motion. Within mins, she was so damn horny! She ride me like as though she never did this before. She kept giving out loud moans of “arrrrhhhh…. arrhhhh… f***ing good.. ohhhh…”
At that time, I was kind of paiseh as she was loud in her actions while having sex with me. As I was a “newbie” then, I didn’t expect her to be like that. Luckily the windows was closed.
I also did moaned when I felt damn shiok. She said, “yours is damn hard. i like it. reminds me when I was young.” She then felt tired and asked me to do missionary position. I quickly insert into her wet vagina as I felt I was going to cum anytime soon.
True enough, I screw her in missionary for less than 2 mins, I cummed in her vagina. She said the feeling of having sex sessions with a younger guy is really damn good.
When she said that, I was kind of paiseh. But I was also pleased to hear that she enjoys having sex with me. After all, she’s a married women and she do have her needs which her ex husband can’t satisfy her.
After that, she asked me to take a quick shower then we went out for lunch, before her daughter comes back. We decided to just eat at a coffeeshop near to her place. While eating, she asked me whether do I want a promotion as she noticed I’ve been diligent at work.
I said, up to her as in the workplace, she calls the shots. She then said, “you say 1 huh. ok, I announce your “fate” 1 month later. let you decide you don’t want. haha!”
After eating, I went back to get my things and headed home.
That was for now.. To be continued..
…1 month later…
My boss called for a meeting in the office. She asked us to gather at the meeting room to wait for her. So me and my other colleagues went in the meeting room.
After a while, she came in with a stern look. At that moment, I thought we all are going to get scolded for something. She then announced that we will be taking up a small-scale new project for the client.
In front of the whole lot of people, around 25 staffs (incl. me), she said she’s going to let me handle the project, alongside with her. So the other colleagues congratulated me and gave me a handshake.
But some of those have long experience working in the company, they winked at me and wished me “good luck”. I was curious why they said that so after the meeting, I approached them for lunch (that time I was a young officer) and asked them what they meant.
According to them, it can be the start of my “fairy tale” or nightmare. To them, they said she did this before on 10 people, only 2 survived her test on the staff and the 8 others were sacked. The 2 that survived, they eventually left the job.
After hearing that, I was shocked and scared. I couldn’t even finish eating my lunch and went back to work after that. I kept thinking about the thing the senior staff said. I was quite quiet the whole day in office.
At night, I took the courage to sms my boss to ask her more about the project to “test water”..
Me: Boss, do you mind sharing with me more info about our new client?
Boss: Er.. Next time after work, you can call me Lyna. Remember? Of course, I was waiting for you to open your mouth to ask me. By the way, how come you so quiet the whole day. Anything is bothering you?
Me: No, I’m fine.
Boss: Really? I saw you talking to Peter (the senior staff) during lunchtime. He told you something about me related to your this “mission” I handled you right?
Me: Yes. He told me you tested 10 staff before and only 2 make it pass your test.
Boss: Don’t worry. You passed my test 1 month ago when I asked you about your promotion. That is why I am willing to put you in this project. This is quite a potential big client. They are letting us handle their smaller project 1st. So can you help me to impress them?
Me: Sure. I will put in my best effort.
Boss: Good to hear that. Hey, my daughter wants to sleep already, I talk to you in the office tomorrow ok? Good night.
Me: Same to you too. Good night.
….
The next day in the office, she came to my desk and talked to me about the project and stuff like that. Then after talking to me, it was around lunchtime. She asked me want to join her for lunch so we can continue discussing? *she winked at me*
I said ok. So we head out for lunch. When in the car, she said let’s go somewhere far. But I told her that lunch hour may exceed if too far. She laughed and said, “hello. your boss is me leh. scared what?” Then I said, “ya hor. haha! paiseh..”
She then drove to Sembawang beach there the old British house the restaurant for lunch and we had a conversation.
Boss: Can I ask you something serious?
Me: Sure.
Boss: I need a companion to be with me. My daughter also needs a man to up to. Now she’s w/o a father who cares for her. I think you will fit this role. I’ve observed you for so many months. So what are your thoughts? Btw, talk to me like you friend. We are outside now, don’t call me boss to attract unwanted attention.
Me: Ok. Lyna, to be frank, I am also interested in you as I like you character. But I was afraid to really open my mouth as no matter what you’re still my boss. I am somewhat similar to you. I’m single and also wish to have a companion.
Boss: Hmm.. Like this, isn’t it good? We both have the same thoughts. But I promise you, if you become my companion and you happen to fall in love for a girl, I will not stop you from dating her. Just don’t ignore me as your friend can already. I’m not unreasonable but also don’t betray me.
Me: Of course I won’t betray you. But I doubt I have the chance to find my lifelong partner again.
Boss: Say so much, so you willing to be my companion or you can say we’re a fling?
Me: Ok, sure. You’re such a nice lady, who will not what you?
Boss: Haha! You’re the lucky one who can see my nice side. Many guys only saw my ugly side. So many guys don’t like me. Understand?
Me: Ok. Let’s eat then go back office.
Boss: Ya, but no need to rush.
To be continued…
…Fast forward 3 weeks later…
During the past 3 weeks, most of the time, I’m doing the work at home as that was the privilege given to me in the contract. I only need to report back to office for a day or 2 in a week.
This point in time was the presentation to the client on the project. As this is a small-scale project, we were given only a month to complete. My boss asked me am I prepared to present to the client? I confidently said yes.
As I’ve prepared how to reply the clients if they pose to me difficult questions or queries. So during the presentation, it went smoothly. The client was happy with what I’ve come up for them and they decided to pen down a deal for a short term.
After the meeting, she congratulated me for my achievements with the company so far. I even clinched a client (practically 1 man show) when I’ve been here for about a year.
She praised me in front of all my colleagues and staff. They also agreed that I’ve done a lot for the company. So at that moment, my boss promoted me to Supervisor position. She announced in front of everybody.
But at that moment, someone wrote a complaint e-mail to my boss to complaint that my boss is being too close to me and she kept citing me in many areas.
That night, my boss asked me to give her a call when I’m free. She told me about the complaint e-mail but the names were not revealed to me. I know that there will be office politics but I told her to deal with this fairly.
She said something. She told me she is aware that some staffs are talking about us seeing each other. So Lyna (my boss) told me that it’s about time we reveal our relationship. If we don’t own up, they can complaint to the authorities and we may get into trouble.
Lyna said, if we open up our relationship, it may not be a bad thing too. She can openly talk to me and chat with me. But there should also be a limit on how can she treat me in the office.
I knew we had no choice but to abide to what Lyna wanted. So I agreed and she said, tomorrow, I will wait for her at the building lobby and we will go into the office together.
I agreed. So she said, after we meet, we need to somehow show signs of us being together. At the very least, we must smile at each other. When they ask, we will just own up our relationship. As fling/companion doesn’t sound appropriate, we decided to say that we are “dating”.
So that’s all we chat for the night. After we chat, I went to sleep.
……..
The next morning, we met at the building lobby before heading up to the office. So when she arrived, we took the lift together and went up. When we reached our office, we smiled at each other and say “see you later”.
This somehow raised eyebrows as Lyna is not those friendly kind of person at work. She’s a no-nonsense boss as I mentioned earlier. She is nice but strict towards her subordinates. So they quickly came over to me and asked why is boss to sweet to me?
From the corner of my eyes, I saw Lyna nodded her head from her office window. She hinted to me to announce. So I told them that I was dating our boss. They became so excited and asked me was my promotion partly due to this.
Except for a few of them who did not say a word. They just grinned, I knew the e-mail must be from 1 of them. But I tried to ignore them. 5mins later, Lyna came out from her office and the whole staff asked her about our relationship.
She then clarified with them.. “Though we’re dating each other. That’s after work. We have been dating each other for about a month. I draw the line clearly. At work, he’s no difference like others. If he commits a mistake, I will scold him for sure.
If you guys remembered, I did scolded him 2 weeks ago for work related matter. So I did not cite him at work. He is also at risk of being sacked by me if he commits a big mistake. So rest assured. I won’t be biased because of this.
His recent promotion have nothing to do with our relationship. I promoted him due to his effort put in and work performance. So there’s nothing special about that. Hope I clarified myself.”
So after she said that, they started to believe her and continued with our work normally.
Around lunchtime, Lyna hinted to me to go out with her. She wanted me to accompany her shopping. That day, she let the office go back early at 5pm (usually 6pm), to be fair. So we left together.
That evening, she asked if I can do her a favour? I said ok. She said tomorrow is her daughter’s school family day, she needs me to accompany her with her daughter to the school event as an “uncle”. I agreed.
That night, she rewarded me by letting me have some intimacy with her. She asked me go to her place after 9.30pm (when her daughter is asleep) so we can have private time together.
When I was at her place, she was tired as she had a long day. She asked if a quickie is possible? So that we both can release our urge a little. I said “SURE..”
So she took off her top. She was braless and asked to quickly strip so we can do a quick sex. Instantly, when I saw her body (which resembles a teen) with a quite slim figure and small boobs, I have a hard on dick.
I aroused her a little and she was wet. I quickly insert my dick into her vagina and bonk her. She loves a little slow kind of bonk. She loves the “in-out” feeling.
Within mins, I shot my sperms into her vagina. She said, “Wow! So f***ing shiok. Nice shot leh. Ok lah, you better go back home, don’t let my daughter see us on the same bed.
See you tomorrow.. Good night..”
After that I headed home in a cab (didn’t drive that day) as a happy but tired man.
I will continue tomorrow evening. Have to head to M’sia to discuss some work in the day.
Stay tuned for more episodes of this short story…