This happened when i used to work for my previous employer. We were relatively a mid sized Software company and very few people were working for a US client which i was a part of. We were just a team of 4 people and 2 were in a junior role. I was in the senior role and been working there for a few years.
There was a Newly joined junior whose name was Ash. She was a gorgeous young lady. She had a very attractive face, a pleasant smile. She was shy and was always work focused. For the first few months she got on pretty well with her job. She was just a pure bliss to work with.
We were just a team of four and one of the senior colleague used to work from home. So it was just me and the 2 juniors. The other one used to bounce away from us, and we never really cared. Ash and i used to hang out during lunch and coffee breaks. From my talks with her, i found out a lot about her. She never had a boy friend and she told me that she was the shy, awkward nerdy sort of girl during college. It was really fun to talk and work with her and we became really good friends.
There was a huge project work going on, and for about 2 weeks the 4 of us had been busting our ass to make the deadlines. This one Friday, the other junior left early and it was just me and Ash working. We head out for a coffee break and after we were back, there was a major issue from Ash’s side and it was pretty serious. She was scared and had no clue how to fix it. She was asking me for help. I knew the workaround for it. But, i had to inform the manager, i then dialed up his mobile and let him know of the problem. Ash was next to me and was pretty tensed. She was asking me for help, since i knew that it could be fixed i thought of playing around for a bit. I told her that it would take something for me to help her out. She suggested that she wold take me out for dinner or buy me something in return. I tried to raise the stakes and told that it would take more. She was tensed and she said that she would pay me her paycheck. I was quite shocked and told her that would be too much of a stretch. She was just pleading me for help. I joked that a kiss from her would help me make my mind up. She just straight up told up “OK, lets do it”. It was unreal. I had noticed at times that she was trying to flirt with me, but i always kept teasing her and though that she was just friendly since i was in a senior role.
So my heart was racing at the moment she told “OK, lets do it”. There was a fire exit stair at the extreme corner of the floor where not many people used to work around and also no security camera coverage. I suggested we go over there and she followed me. we opened the door and make our way to the stairs. I just looked at her and she was looking at me, i asked her “seriously are we gonna do it, i was …….” she just kissed me as i about to tell her that ” i was joking.”
We made out with each other for 3-5 mins, after which i drew-back and gave her peck on her lips and suggested we work on solving the issue. As we were working on the fix, i asked her sorry and told her that i was just trying to prank her and told her that i was too late to tell her the part where i was about to say “i was joking”. She took it jovially and told that it was not a big issue and she was all smiles. We managed to fix the issue and as we were finished for the day, it was pretty late, so we grabbed dinner along our way out. I noticed that she wasn’t bothered about the kiss which happened and was her usual self.
Fast forward to another month ,everything was fine with the work, and we used to have quality fun time with work. The boss was very happy with what we had achieved in the new project as we had great success. There was another new exciting opportunity coming up and the boss wanted our team to work on it. So, we were supposed to go on a business trip for 4 weeks. It was me and the other senior guy who were supposed to go on the business meet for a month. But 4 days before the flight, the guy broke his leg and had to undergo a surgery that weekend. My Boss wanted to have the other junior as the substitute, but he had a long vacation planned and informed my boss that he could not make the meet. So me and Ash were assigned.
I did not know about the replacement till the flight date. To my surprise i got a text from my boss that ash would be joining me for the trip, just hours before flight. So we got on to the flight and it was a long flight and we had a great time chatting up with each other. She told me that she was surprised as to why she was chosen over the others. I could sense that she was not aware of the full picture and i bluffed that the “boss was very happy with how things are going and maybe he wants you to take more responsibility as you are very talented” and hailed more praise on her as she was worthy of it.
The first week was very busy and we finished most of the important stuff. Over the weekend we had a bit of off time and decided that we should explore places nearby.
All this while something was bugging me, i was very attracted to her and she was just a great girl to hang around with. She had a really beautiful face, cute look and she had that glow which you could use to point her out in a crowd on a busy New York street. she was a brunette with gorgeous hair and always dressed like a goddesses. She never had too much make up on and she looked fab. She did not have huge tits or a great ass, but she stood out very differently and the force of attraction was very strong. I knew that this business trip would be a great time to have some private time with her. I knew i had to frank with her and play it like a good guy.
We spent our first weekend exploring places and that Sunday evening i knocked on her hotel room door and went in to speak to her. She was as welcoming as always. As the convo went on i brought some sexual stuff to try to figure out something. Then after a few minutes of talking around, i told her that ” from the day we kissed each other in the office, something has been bugging me a lot and i feel very sexual tensed and attracted towards you” she was like “don’t prank me again” and laughed. The urge was very strong and i sat a few steps closer to her and told her “No, i,m serious”, i tried explaining my feelings to her, and suggested that we should try it out if she was ok with it. I knew that she was virgin and the sexual tension was very strong for me. She then told me “That i was the first guy who she was very open with”. i told her that “i really feel attracted towards you in a good way and made her feel really comfortable and assured that i had no intentions of wrongdoings”. She was hesitant at first, and i told her that ” you can take your time. yes/no, we still shall be good friends” and was thinking of giving some time to her. She quickly told “i’m still a virgin”. I giggled and told her that “its alright, and that there is a first time for everything. We can try it out if you are ok and comfortable”. She then agreed and asked me to keep it very private. We then talked about a few sexual stuff like fantasies,kinks, positions and i was able to figure out that she had little knowledge about the whole thing.
We then went out for our dinner and on our way back to the hotel i suggested we buy condom. After we went to our hotel, i looked for hints if she would welcome me at that moment. She then asked me “When are we trying it out”. i told her she could let me know when she feels like it. She nervously asked “maybe tonight?”. I gladly replied ok and i went into her room. We switched on the Tv and there was this movie “definetly maybe” going on. I sensed that she needed some time and i told her i would be right back and went back to my room and came back after 10 mins. She was very shy and i knew i had to make the move, so i went close to her and pulled her by her waist towards me and started kissing he slowly. I wanted to make sure that her first time was passionate sensual stuff which would make her feel delighted.
I started slowly kissing her and making out with her, she was rubbing and feeling my body as i kissed her passionately. she then started removing my belt, and i then proceeded to kiss her neck and rubbed my hands over her ass and thighs. she is around 175 cm and the perfect height for me to really play with her. she dropped my pants and started removing my shirt. After that, i slowly pushed her onto the bed and removed her jeans. I then worshiped and kissed her gorgeous feet from toes to knee. It was one of the most beautiful feet ever. i sucked on her toes which made her go crazy. Then i started kissing her thighs and slowly kissed her navel and boobs as i slid my fingers and fingered her. She was moaning as i kissed and cherished her 32D sized boobs. she was trying to grab my dick and feel it. i let her handle them. She was so gentle and out of sync that i could tell that she never had done it before. i moved a bit closer to her and acted as if i was having a great time and made her feel good. She grew with confidence and was getting better and more brave. I then suggested her to help me with the condom. i ripped the condom, i asked her if she would put it on?, she tried and it did not fit quite alright so, i tore another and slid it perfectly on to my rock hard dick. She was feeling my arms as i was gearing up for some action. I asked her which position she wold love to have a go with?. She wasn’t sure and i suggested she should try riding me while facing me. She was light and not much of a liability. I slowly helped her and my dick was inside her. I was inclined against the bed and the wall and she was on top of me. she was rubbing her hands all over my abs and feeling it. It was surreal to have such a hard on. My cock was really raging to go at it. I let her ride me a few times, but the position kind of felt off, so leaned in and kissed her boobs and slowly slid my dick out of her pussy and made out with her on the bed and pushed on the bed. The next second i was on top of her and started slowly penetrating her warm tight juicy pussy softly and passionately. Her hands were spread apart and i grabbed her hands and started thrusting gently. After a few gentle strokes, i upped my game and pounded her pussy at a constant pace with 60% of my usual force. After a few strokes, she was getting the hang of it and her hands clenched my hands harder, i would take few pauses to align my cock in between to give her some time. After another few strokes, she again clenched my hands harder and moaned and i was about to cum. So i gave her the last few strokes with more force and both of us came at the same time. Both of us were out of breath and she had a happy smile on her face and i noticed how her feet toes were curled. Even though i had not reached such a level of orgasm, i was super delighted for her have to a great one and it was just what i had hoped to give her. We washed ourselves up and i spent the night where i spooned her to sleep. It was a fantastic night.
After that night, we ended up have sex the next two weeks day with one day gap in between during which we explored a wide variety of positions and kinks. Will share those in another part series based on the response for this
Source: reddit.com/r/gonewildstories/comments/ji134l/me_m28_fucking_my_colleague_f25_from_work_on_a
Bravo !
Great story. Loved it! More please ?
What a great adventure you are having. ??