Office Romance Part VIII

After thinking long and hard about it, I believed that both Jessica and I are passive, that’s why we dropped a lot of hints on each other but no one initiated the first move. I had to be more bold in the future.

Back in office, things were back to usual, however, the atmosphere seemed different. Somehow, news was getting out that boss and I were spending a lot of time together lately. I tried to dismiss the rumors while boss and I kept a larger distance while at work. Amidst this, Claire seemed to be really happy. That week, Claire decided to take a shot by asking me out on saturday. Normally I would have declined(I was getting an inkling that Claire was responsible for leaking the rumors), but that day I couldn’t as I had promised her something in return for helping me with a favor at work.

So there I was, outside her door ringing her doorbell early Saturday morning. I had no idea what she had in store for the day and was in for a big shock when she mentioned hiking at Bukit Timah Nature Reserve. (She probably got the idea from a conversation with Jessica). Anyway, it kind of got pretty obvious that she wasn’t into outdoors. She was attired in sneakers, skin tight jeans and wore a top made of rather thick material. It was hot and uncomfortable and she was getting bitten by lots of mosquitos. However, I was rather surprised that she was trying her best not to complain and spoil the date.

Eventually, I took pity and suggested that we change the plan, going for lunch before catching a movie. She refused and pushed on. Lunch was a picnic atop an observation tower, affording nice view. As I chomped down on those delicious tuna and egg sandwiches and fresh fruits, I realized how much effort Claire had put into today. She must have had done much research on the trail and must have woken up early to prepare lunch for me. As I watched her slip off her sneakers, revealing large blisters behind her ankle, a tear streamed down my eye. On the spur of the moment, I hugged her tight, tears streaming down our eyes as she rested her head on my chest.

Office Romance Part VII

The short trip up in the elevator filled my mind with more questions than answers. What does Jessica exactly want by sending so many mixed signals. My stream of ideas were suddenly cut short when as we entered the hotel room. She immediately made for the bathroom to wash off her sweaty body, as I lay on the bed. I must have dozed off as the next thing I realized was her sweet perfumed body standing next to me gently shaking me up to have a shower.

I got out of the shower to the sight of her lying on the bed in a bathrobe massaging her calves. On the spur of the moment I decided to ask.

Me: your calf muscles aching?

Jessica: The, isn’t is obvious?

Me: want me to help u massage?

Jessica: ok lor

With that I slowly started on her smooth and soft calf, slowly making my way upwards towards her knees. She seemed to be enjoying the massage and I could feel her body start to relax. As I reached her knee area, she spread open her knees slightly larger, as if inviting me to go up higher towards her thighs. At this point in time, I was already marikita and decided to inch my way up her thighs. I proceeded to squeeze those muscular yet lean thighs as my heart pounded so hard I swore she could hear. I inched my way upwards, folding her bathrobe back a little each time, revealing more and more of her thighs.

Just a few inches before her crotch, she got up and thanked me for the massage, offering me one in return. On one hand, I wanted to decline as I did not want her to notice my dick which was now as hard as a rock. However, another part of me yearned for her soft and smooth touch. Before I could reply, she already started on calf muscles, all I could do was to relax and enjoy her touch. As she moved up my thigh, I felt a tingling sensation as I shot my load into the bathrobe, forming a wet spot on it. I could feel my face flushing red as she gave me that cheeky knowing look once again. If there was anything irresistible about her, this look would have ranked number one. She stopped her massage there and then and we both slept on opposite sides of the bed.

We must have been extremely shagged as we slept for 4 hours straight. I was the first to get up, proceeding to the bathroom immediately to wash up. When I came back, I noticed that her bathrobe has ridden up, revealing pink panties. As I closed up to get a better view, I could make out a hint of pubic hair visible above the waistband and a faint outline of a cameltoe. However, one thing was clear, there was a huge wet spot towards the bottom.

As the thick musky scent of cum flooded my nose, I began to think really hard on how to make my move in future.

Office Romance Part VI

It took quite a lot of thinking to come up with an idea. I couldn’t just take her out to dinner and movies because it would seem too much like a date. I needed to get to know her better first then slowly turn our friendship into a relationship. With that, I called her and asked if she would like to join me and some of my friends for a night cycling trip. (obviously the friend part was fake and I would tell her that he backed out). And so we agreed on Saturday night to meet up for the trip.

Saturday night, we met up at Lau Pa Sat for supper. I got one of my friends to come along join us so that it would not seem like a set-up. Jessica came, decked out in sports gear. Her tight tank top accentuated her boobs and I could pick out the faint outline of her nipples , indicating that she went braless underneath it. She also wore mini shorts that barely covered her butt. She was so hot that I swore the guys seated at the table around us were all staring at her. As agreed my buddy received an ‘urgent phone call’ and left after supper, leaving me and her behind.

We planned the route such that we would visit every MRT along the East West line all the way to Pasir Ris and then backtrack to East Coast for breakfast. Jessica was indeed quite athletic as she had no trouble keeping up with my pace. (I cycle quite regularly) We had quite an enjoyable time, stopping at every MRT station and taking a photo together and we were quite tired by the time we reached east coast. As planned, we reached just before sunrise. Both of us reclining in the sand, with my arms around her and her head leaning on my shoulder watching the sun rise, how I wish time would just stop at that moment. Unfortunately, time never did stop and it started to get uncomfortably hot.

Jessica: thanks for the wonderful day

Me: no problem, do u wanna go back now?

Jessica: actually I stay a little far from here, don’t think I got enough energy to cycle home now

Me: me too, don’t feel like cycling back home now

Jessica: why don’t we rest for a few hours at a budget hotel nearby?

With that, we grabbed breakfast at a hawker centre nearby and cycled to one of the budget hotels nearby.(not the hotel 81 type, the backpackers type). Moving into the reception, I asked for 2 rooms and Jessica cut in, saying that 1 is enough. Before I had a chance to let my thoughts run wild, she looked at me with a knowing look. “don’t worry, I trust u”

Office Romance Part V

I knew what Claire was trying to mean. As much as I wanted to, I knew I couldn’t go with it, but it was very difficult to resist Claire as well. It took quite a lot of willpower but I declined and told Claire that I needed to back to rest as I was very tired.

The next few days passed rather uneventfully. I was getting settled into the company rather well, getting into the good books of everyone. OT also became quite a regular affair for me since I did not like to go clubbing with the rest and I also needed some cash as I have just started working. This Friday, it was me and Jessica that stayed back as usual again. (The company has got some large projects lately and lots of work needed to be done). It was quite a common occurrence lately and we work OT up to 2 times a week. As usual I brought my work into her office so that we could chat. Today we ordered Mac delivery as we were too lazy to go out to takeaway.

As she was bent over the table chewing on her burger, I managed to catch a downblouse view. There were those magnificent tits that I once managed to catch a glimpse of. What more, as she was not wearing a bra and her tits were quite small, her cute pink nipples were visible. Throughout the meal, I was trying hard to catch a few more looks when I thought she realized.


Jessica: u trying to look down my shirt right (cheekily)

Me: yeah (embarrassed, bo bian admit since tio caught)

Jessica: no need to pai seah one, all guys are like that, natural instinct

With that, we awkwardly finished our meal, and proceeded on with our work. Just as we finished our work and were about to go, Jessica fished out a nude coloured bra, slipped it under her top and hooked it on. The speed of the movement caught me by surprise but there wasn’t much to see anyway.

Me: why u take off your bra just now? Trying to seduce me arh?

Jessica: haha, your imagination very good leh. More comfortable mah, since office only left u and me.

Me: then u not scared I see u zao geng?

Jessica: U nvm, u different from the rest mah.

Me: different?

Jessica: rest of the guys, not even 1 week know me alr try to chio me out and get touchy. Besides, u also see before alr what.

I realised that I had fallen into her ‘safe’ category of friends and needed to pluck up some courage to ask her out before I was no longer one of her options.

Office Romance Part IV

It was finally Monday, while almost everyone dreads going back to work. I had none of the Monday blues, in fact I was eager to go back so I could see her again. Nothing much happened though and I proceeded to work as normal.

While I was in the pantry taking a break, Claire walked in and gave me a look that suggested she knew what was going on in here. She pulled me to a side

Claire: You attracted to Boss right?

Me: No lar, don’t anyhow say.

Claire: Don’t bluff lar, I look at the way u react in front of her, I also saw u staring at her when she zao geng last Friday.

I started to blush, wondering if I was that obvious. With that she playfully smacked my ass, brushing across my dick in the process and left the pantry, leaving me wondering what she meant.

The frustration was too much too bear and I SMSed Claire not to tell on me, to which she cheekily replied that she wanted something in return to keep my little secret. She then told me told me to meet her for dinner nearby. It was a rather uneventful dinner and although we got to know each other a little better, my mind was elsewhere. Dinner ended with her asking me to accompany her back home by giving an excuse that it was late and she was afraid.(Both of us don’t drive) I was reluctant as I was tired and wanted to go home and rest but being a gentleman, I obliged.

Throughout the train journey home,the train was extremely crowded so she was squeezed behind me. I could feel her pressing her breasts against my back and could feel her breath on my neck. I was not sure if it was intentional as the train was crowded. I closed my eyes imagining that it was Jessica and not Claire, and slowly my dick began to marikita again. It was at this moment that I felt her hand brush across my dick once again. I walked her to her block.

Me: okay, its getting late, have a good night.

Claire: do u want to go up for a cup of coffee before leaving?

Office Romance Part III

It was a long wait but a well worth one. Finally, it was time to knock off. I could hardly wait as my colleagues left the office one by one. Only Jessica and me were still left in the office, so I pretended to take out my work, proceeding into her office to ask her a few questions.

Jessica: Why don’t u just bring your work and do it here (pointing to a coffee table in her office), it will be more convenient if we need to discuss anything.

I was jumping with joy as I sat down on the couch and began my work. It was only when Boss called me did I look up and realize the magnificent view that my location afforded me. The coffee table was directly opposite her desk and because the couch I was sitting on was quite low, I could look up her skirt. Still, her legs were crossed so I was not able to see anything.

It was a wonder Jessica did not notice me trying to steal glimpses at her and waiting for the opportunity to arise. I was practically looking up every 30 seconds and finally she uncrossed her legs. My heart was beating extremely rapidly for fear of being found out, but I still looked anyway. It was unfortunate that it was too dark and I was not able to see anything. The dark patch however did start to fuel my imagination as I began to think if it was too dark, or was it because she was wearing black panties. My opportunity finally came later when she spread her legs slightly to scratch her inner thighs, revealing a pair of black thongs that seem to be of soft silky material. I immediately excused myself to the gents to relieve myself.

After the work was done, I was packing up to go when Jessica suggested dinner. I immediately agreed and so we went to nearby Mac for dinner, even though I agreed to meet my buddy after work.

Me: I didn’t know you eat so unhealthy, I thought since you work out and have such a nice figure, u will also watch your diet.

Jessica: haha no lar, I eat all kinds of stuff and I also snack a lot, that’s why must exercise to keep fit.

Me: So besides going gym, what other exercise you do?

Jessica: I enjoy the outdoors, I frequently go hiking, cycling and so on.

Having known more about her, I was rather glad that we shared similar interests. With that, we soon bade goodbye after dinner. That night, we exchanged a few SMSes, her thanking me for working OT that night, and me wishing her good night.
Saturday and Sunday was spent with friends and family, although she never left my mind.

Office Romance Part II

Fortunately, my brain took control and I quickly closed the door. I was breathing very heavily and my dick was starting to become hard. This was one of the first few times I saw boobs, and such nice and perfect ones somemore. I needed to think quickly and went over to my table to grab a few documents. This time I knocked on the door and waited or her to reply before going in.

Me: Erm… Sorry about just now, I got a few questions about this to ask you. (Using the file to block my erect dick)
Jessica: Never mind, come and sit down, actually my fault also, I thought office no one so I lazy go toilet change just change here.
Me: (Ask some lame question about the document and she answered)
Jessica: yeah, so that’s about it. One more thing, can you don’t tell anyone what happened today. A bit paiseh if the rest know about it.
Me: Ok, Btw you going to exercise now arh? (she was wearing tank top and track pants)
Jessica: yes, I always go gym every Wednesday after work. Just nearby only (my office at somerset)

With that, I left the office and went home with the image of her boobs in my mind. Once reach home I immediately PCC as I cannot tahan already.

The next morning, Roy cheekily asked me if I had fun staying in the office while the rest of them went to party. I tongue-in-cheek replied that I had a good time while knowing that he had no idea what happened that night.

The next few days passed without any incident and soon it was Friday. Our office has a casual wear policy on Fridays so everyone dressed down. Even so, boss looked extremely hot decked out in her tight T shirt and short figure hugging skirt. While walking towards the pantry, she accidentally dropped a file and she squatted down to pick up, revealing a black thong in the process. I immediately steamed upon looking and immediately looked away, looking around to see if anyone else also saw what I saw. No one else appeared to be looking as the rest were busy answering calls or chatting with each other. With that I continued on with my work and tried to dispel the thought. It wasn’t until I heard her voice calling me into her office that I suddenly snapped up. I tried to regain some composure as I stumbled my way to her office.

Jessica: Hey, Benjamin take a seat, I was wondering if you could work OT today to help me rush out this proposal to submit by today.
Me: Yeah, sure why not (I had a bad habit of always saying yes before thinking it through)
Jessica: Really? Thanks a lot, I thought you would be joining the rest to go clubbing
Me: Nah, I don’t really like clubbing, don’t like the noise and atmosphere
Jessica: Same here, looks like we are going to be the only ones here tonight
With that I left her office (while trying to contain my excitement), and got back to my desk. For the rest of the day, I wasn’t able to concentrate on my work and kept thinking back to the conversation we had.