From Being a Virgin to Boss’s Slut! – Part 1

Hi guys, this is Riya (name changed for obvious reasons), and this is my real story. Now, first things first, I am 24 years old, and this story took place three years ago when I was a virgin. I am fair, 5’1 tall, with a figure of 34-28-34. I am blessed with a sexy figure as I get a lot of attention from men, and I enjoy it.

I had a boyfriend in college but never had sex with him. I used to give him blowjobs, and we used to enjoy soft plays whenever we met. We had planned to get physical, too. But then the college turned remote due to COVID, and we never got a chance. Later, he cheated on me, and I broke up with him.

This story took place after college, i.e. in the second half of 2022. All the offices were trying to get people back to the office. I got a job as an Executive Assistant (EA) in a small consulting firm. My boss, Raj (name changed), was the Director of the firm.

He was looking for a fresh face to help him manage the office. It was a small firm with a little over 30 employees, and the maximum were girls. I believe my boss really liked being around women. My first impression of Raj sir was of a serious workaholic boss.

He was very dedicated towards his work. He was in his mid-40s and was married with a toddler. He is 6 feet tall and has a good body. He was a regular gym member and always used to wear smart formals. All the female colleagues used to find him very hot.

The initial few months were normal as I was trying to settle in and understand the work. I used to wear proper formal clothes like a shirt with a skirt or pants and a blazer. Raj sir never showed any sexual intention towards me. But my colleagues used to tell me that he was a huge flirt.

One day, after we closed a big international deal, the boss was very happy. He threw a party for all the employees. It was a Friday, so the work wasn’t much either, and everyone was happy after a long time. Raj sir asked me to go home early and get ready for the party.

It wouldn’t make sense to celebrate formals while everyone was in dresses, etc.
I came back home around 4 and got ready for the party. I decided to wear a red, off-shoulder, one-piece dress. The dress was a little above my knees and had a zipper at the back.

I had paired it with a strapless push-up bra and a matching red panty. The dress hugged my curves perfectly, showing a decent cleavage. Looking in the mirror, I thought if only I had a boyfriend, he would have fucked me right away. I reached the venue a little late as I got stuck in traffic.

Raj Sir, greeted me with a big smile on his face, saying, “There you are, my meeting partner.” He was already a little drunk as the party was going on for a little over an hour. He hugged me, and I felt his hands moving on my back and ass. It felt nice, and my pussy twitched on his touch.

He took me to the bar and offered me a welcome drink. He asked me to chug it, as everyone had done the same. I finished the drink and had a few more while chatting with my colleagues and enjoying the vibe. After some time, one of my coworkers called out loud that we should all have some shots.

We had 2-3 kamikaze shots in a go, and everyone started to loosen up on the dance floor. I was very drunk when my boss asked me for a dance, and I just went along. On the dance floor, we started dancing very close. I was raising my arms, and he had his around my waist.

While dancing, I turned my back towards him, and he hugged me from behind. Instinctively, my hands went around his neck while his hands were moving on my navel and were driving me crazy. As he hugged, my ass touched his crotch, and I felt his bulge.

I was feeling so hot, maybe because of the drinks or because I was getting touched after so long. I don’t know what got into me, but I started rubbing my ass on his bulge, trying to feel him as much as possible. He, too, got really wild and whispered in my ear, “You’re very sexy. Riya.”

Saying so, he licked my earlobe. I was so wet by then. I wanted him to fuck me right there. Suddenly, the DJ played a slow romantic track, and he turned to me, hugging me tight. My boobs got crushed with his chest, and he was staring at my cleavage while dancing.

I have a mole on my left boob just near the valley. He looked into my eyes and said, “This mole has been driving me mad for a long time.”  He might have noticed it in the office but never showed. Saying so, he moved his fingers on the mole and pressed my left boob.

I let out a soft moan while hugging him. Soon after that, everyone started leaving, as it was already past midnight. We all were still very drunk. I was talking with other female colleagues, planning how to get back home.  I was also trying to calm my pussy as it was on fire.

My boss called out, “Riya.”

Me: Yes, sir.

Boss: How are you going back?

Me: I was thinking of booking a cab with Mansi and Nisha.

Boss: They live on the opposite end than yourself. I’ll also be leaving after clearing the bills, and my house is in your direction. I can drop you off if you don’t mind.

I looked at my colleagues, and they said, “Yeah, that is a better plan.” So, I accepted my boss’s offer. I greeted everyone as they left. I was thinking about what had happened and what was going to happen later on. All this while my pussy was itching like crazy, and I desperately wanted to finger myself.

After everyone had left, my boss called me to have one last drink before leaving, and we started talking. Our conversation moved to personal stuff, like how lucky he is to have such a nice wife. Then he asked me about my relationships.

I told him that my Ex cheated on me, and since then, I haven’t dated anyone. He asked, surprised then, “Are you still a virgin?” I just blushed and looked down. He placed his hand on my thigh over my dress.

He pressed it slowly, saying, “No need to be shy about it. A girl like you deserves all the pleasure in the world.” I was feeling a lot of emotions at that point. After our drink, he cleared the tab, and we left in his car.

On the way, I was thinking what could happen now. He sensed my nervousness as he placed his hand on my thigh, asking why I was silent suddenly. I just looked outside in the dark and said nothing.

He started moving his hand on my thigh and said, “Don’t worry, Riya, I won’t force you for anything. But if you’d like to enjoy it, then I can give you a pleasure you’ve never imagined.”

I just looked into his eyes and said, “I really like and respect you, sir, and I can do anything to make you feel good, too.” This was enough for him. He parked the car on the sideway and easily pulled me in a wet kiss. I felt the time stop as I saw his lips coming close to mine and slowly touching my lips.

I instinctively opened my mouth, giving access to his tongue as we kissed passionately. My hands were moving in his hair, and his hands were on my back. He slowly unzipped my dress a little and started playing with my bra strap. All this time, we kept kissing each other like two wild animals.

His lips moved lower to my neck, and he licked my neck and earlobe, whispering, “I wish to fuck you right now, but I don’t want your first time to be in a car.” I just moaned, “Oh, sir, you know how to treat a girl right.” Then he pushed my dress a little down to reveal my boobs caged in the push-up bra.

He kept moving his lips on my neck and cleavage. I just held the backrest of the seat, raising my chest to give him access. The moment his lips reached the mole on my left boob, he just bit it, making me scream.

He looked into my eyes and kissed the mole again, saying, “I love your sexy neck, so flawless, and this mole here makes it even sexier.” His hands moved to my back again, and he unhooked the bra, making it drop. He then cupped my right boob in his palm while his lips found the left nipple.

He simultaneously started sucking my left boob and pressing my right one. I was on cloud nine and was raising my chest to let him have his fun with me. He started chewing my nipples alternatively and pressing both my boobs. I was moaning, “Yes, suck them like there’s no tomorrow.”

Suddenly, his phone rang. It was his wife enquiring about when he was coming back. He said that he had just cleared the bill and would be back in 40-45 minutes. All this time, I was sitting next to him, topless, breathing heavily. As he was on the call, I didn’t know why, but I wanted to tease him.

So I placed my hand on his bulge and pressed it over his trousers, making him moan a little. He tried to control himself and gave me an angry look. I looked back innocently and pressed his bulge again.

He cut the call and said, “Aren’t you a hungry little kitty? But I need to push off as my wife is waiting for me. I promise I’ll make it up to you later.”

I said, “But you told your wife it’d take you another 40 minutes or something. I am sure you can reach your home in 20.” All this time, I kept on massaging his dick over his trousers. He looked at me and said, “Oh, I need a whole night with you. 20 minutes is nothing.”

I was in a lot of heat then, and I tried unzipping his trousers.

Boss: You are a hungry one. Okay, you can taste it, but you can taste everything else later, okay?
I made a sad face. “Okay, sir, if that’s what you want.”

Boss: No, I want your first time to be memorable, that’s all.

I just smiled at him, and he unzipped his trousers to pull his monster out. I got scared at the look of it. My Ex’s dick was 6-6.5 inches long and not that thick. He was 8-8.5 inches easily and around 3 inches thick. He looked at me and said, “Now, what are you staring at? Didn’t like what you see?”

I stammered, “S-sir, this is huge. I don’t know if I’ll be able to take it.” He placed my hand over his monster cock and said, “Don’t worry, I know how to fit it inside you, and I am not going to do it right now in this cramped car.” I felt a little relieved and started feeling the dickhead with my thumb.

He closed his eyes and was enjoying my soft hand over his hard dick. My hand started stroking his cock. He moaned, “Your soft hand. Your soft body is like a doll that I’ll never let go of.” Saying so, he started massaging my boobs again, and I kept on stroking his cock.

I had blown by Ex earlier, but I was a little sceptical of him as he was huge. He looked at me and said, “Are you going just to stroke it?” I came out of my thoughts and looked at him, then to his cock and again back at him. He pulled my nipples, making me realise what he wanted.

I got on the seat and bent to lick the dickhead. He closed his eyes again and placed his hand on my head, patting my hair. I liked his gesture and tried to take his cock in my mouth. It was so huge that I was only able to suck a little more than half of it only.

Suddenly he held my face and said take a deep breath, I understood that he was going to push it in, so I inhaled a big one, and he pushed his cock completely in my mouth, making me gag. I tried to push my head out by holding his thighs, but he held my face tightly and kept it like that for a few seconds.

He held my face steady and started to mouth fuck me for some time, pushing his dick deep in my throat from time to time. He fucked my mouth for 10 minutes like that and then pushed his dick deep inside again, holding my face as he started to cum.

His hot load started hitting my throat, and I had no choice but to drink it. After he cum, he left my face. I kept on sucking him, trying to pull out the last drop of his cum and licked his dick clean. As I got up, he kissed me again, saying, “You are the best girl, and I want to fuck you every day.”

I smiled and said, “You haven’t even fucked me yet.” He replied, “The way you accommodated my cock in your mouth and cleaned it after cumming I know I made the right choice making you my EA.”

He put his cock inside and apologized that he couldn’t fuck me right away. He had to reach home in the next 20 minutes. I was like, “It’s okay, sir. I am glad I was able to help you release your stress,” and I winked at him. I picked up my bra, so he stopped me while starting the car again.

Boss: From now on, you’ll not wear any bra when meeting me at the office or otherwise.

Me: But, sir, if I get excited, my nipples get hard, and they’ll be noticeable.

Boss: Well, in the office, you have an overcoat, so it’s fine. When we are alone, you won’t need anything anyway.

Me: Okay, sir. Is that what you want?

He took my bra and kept it in his pocket. I adjusted my dress, and he put the zipper back up before leaving me at my PG.

So, this was the first part of this series. Hope you liked it. If you have any comments or feedback, feel free to write to me at [email protected]. I’ll post the next part as soon as possible. Thank you for reading. Cheers!