From Being a Virgin to Boss’s Slut! – Part 3

Hi Guys, first of all, I would like to thank you for your appreciation of the previous parts. Your comments and feedback really motivated me to pen down the remaining story. I would also like to apologise, as I am not able to respond to all of you.

Anyway, let’s continue with the story. So far, you’ve read about how my boss flirted with me throughout the flight and kept me on edge. It was so much that I had already forgotten I was there for a business trip, lol.

Before moving on, let me provide a brief description of myself. I am 24 years old, and this story took place three years ago when I was a virgin. I am 5’1 “tall and have a figure of 34-28-34.

Once we landed, we got out of the airport. Being in Goa, it was really warm, and hence, I just held my coat in my hands. There was a car waiting for us at the airport. While the driver was placing the luggage in the trunk, Raj sir took my blazer.

He placed it on my lap such that it covered my exposed thighs and part of my legs. I looked at him, confused, but he had a naughty smile on his face. As the car started, he started chatting with the driver while his hand rested on my thigh under the blazer.

The driver asked him all kinds of questions, such as why they were there and how long they would stay. Raj sir answered all calmly, looking at him through the rear-view mirror. His hand kept on slowly moving on my bare thigh, getting close to my burning pussy inch by inch.

Raj sir asked the driver, ‘How far is the resort?’ He replied, ’15-20 minutes if we don’t get stuck in traffic.’ My panty was wet and sticking to my pussy already. He suddenly placed his hand over it, pressing my pussy. It made me yelp slightly, and I jumped a little.

Seeing that the driver enquired if I was all right, my boss also showed fake concern. In the pretext of comforting me, he slid my panty sideways and started rubbing my bare pussy again. I felt like the teasing was getting started all over again.

I was scared, hoping the driver wouldn’t notice anything. I was looking at him through the rear-view mirror. I saw him looking at my cleavage and realised my nipples were hard and visible through the thin fabric of my dress. I also saw his eyes trailing a bead of sweat from my neck to my cleavage.

He caught me looking at him. Covering up, he asked, ‘Madam, should I increase the AC?’ Raj sir got another opportunity and said, ‘Yes, please, it is really hot here. He deliberately inserted his finger in my moist cunt, making me squirm a little.

I thought of leaving my fate in my boss’s hands (quite literally). I held his arm tight, pressing my boob on his arm and laying my head on his shoulder for the rest of the journey. I could see the driver looking at my nipples and cleavage from the corner of my eye.

It was making me wet while Raj sir’s finger was already moving swiftly inside my virgin pussy. It lasted another 10 minutes until we reached the resort. At the reception, Raj sir completed the formality and came to me with a sad face.

Me: What happened, Sir?

Boss: There’s a problem.

Me: What?

Boss: I know you booked two rooms for us. But Mr Singh will be arriving late at night, and these guys don’t have any other vacancies. Is it okay if we share the room?

He asked with such innocence. I almost laughed, thinking that, with all the teasing I’ve been through, was there even an option of not sharing a bed?

Me: It’s okay, sir. We need to ensure that we get enough sleep so that we can wake up feeling refreshed.

I tried to reply as innocently as possible.

Boss: Haha, yeah, don’t worry, we’ll sleep by at most 11.

It was already 3 something in the afternoon. The bellboy took our luggage to our room while we went to the restaurant. Raj sir chose a corner table. We sat opposite each other, with me facing the wall while he could see the entire restaurant.

We placed our order of food and wine and started chatting while waiting for the food to arrive. We were sipping our wine while holding hands. He suddenly asked me, ‘Riya, tell me something, is it your safe time?’ I was taken aback by the sudden private question.

But he continued, ‘I am really enjoying our time together so far, as you can tell by the wrinkled finger.’ I looked at his wrinkled finger and back at him. He was smiling wickedly. ‘So, I just wanted to confirm if I should get some protection?’

I was speaking very softly, ‘Sir, my periods are not due for another week. But shouldn’t we get protection anyway?’ He held my hand tightly, smiling. ‘I can get protection if you want, but since it’s your first, I wanted you to enjoy it the most.’ I wasn’t able to meet his gaze.

I was looking down at our entangled hands. ‘Umm, if you think it’s not necessary, then it’s okay. I trust you, sir!’ Just then, our food arrived, and we started eating in a bit of awkward silence. After a few minutes, I felt a foot tracing my leg below the table, and I gave him a confused look.

He said, ‘Oh, you were too silent. I was checking if you’ve changed your mind or something?’ I just shook my head, smiling, and kept eating. Seeing no objection, he got bolder, and his foot reached between my thighs. My legs were closed, so he tried to touch my inner thigh but failed.

I was trying to act strong and avoided looking at him, focusing on eating and keeping my legs closed. ‘Come on, baby! Don’t be a spoiled sport. Open up a little,’ he said. I just looked at him, trying my best to hide my embarrassment, ‘What if someone sees us like this?’

He replied, ‘Don’t worry! I’m keeping an eye out, plus the table hides the view anyway.’ I slowly opened my legs. He happily pinched my cheeks while pushing his foot between my legs. Uff, I can’t explain the feeling I was in. His sock-covered foot was moving on my inner thigh.

It was making me lose control like crazy. I tried to focus on eating, but wasn’t able to do so. It took me 20 minutes to finish my food. He kept teasing me with his foot, occasionally touching my wet panty over my pussy, making me whimper every time.

After lunch, we returned to the reception to collect our key cards. Our luggage was already sent to the room. Raj sir handed me the card, saying, ‘Riya, take this, freshen up and relax. I have a few calls to make.’ I was shocked as after so much teasing and foreplay since morning, I hadn’t climaxed even once.

My frustration was at a peak, and I guess he noticed it as he added, ‘Don’t worry, I’ll make it up to you later.’ I was a little heartbroken, but I went to the room. The room was a luxurious suite with a huge bed, a couch, and a large bathtub in the washroom.

Also, we had booked 2 rooms, so they were adjacent with a small deck connecting them internally and a private pool. I was literally mesmerised by the luxury. I was lost in my thoughts when there was a knock on the door. Opening it, I found a resort staff member with a sealed package.

He handed me the note, saying, ‘Raj, sir, sent this for you.’ Opening the package made me blush, and my pussy itch. There was a black, sexy, see-through babydoll nightdress along with a satin blindfold and a bottle of lube.

It also had a note, ‘I always imagined you like a doll in this baby doll. Get ready and wait for me. I promise I won’t be long.’ My heart was racing, and my hands were trembling as I felt the fabric of the nightdress. I realised my body would be on full display when wearing this.

The material was completely see-through, and, on top of that, there were no panties. With trembling hands holding the dress and a towel, I went inside the washroom for a quick shower. On undressing, I noticed the dried juices around my pussy and thighs.

My nipples were already hard, maybe because of the anticipation of what was coming next. I quickly washed myself and put on the dress. I blushed, looking at myself in the mirror as the black colour really complemented my fair tone. The see-through fabric made my hard nipples visible.

Also, its small length barely covered my pussy and ass. I was sitting on the edge of the bed, drying my hair, when Raj sir called, ‘Are you ready, babydoll?’ I spoke very softly, ‘Yes, Sir, I’m ready.’ Hearing me, he replied, ‘Good! And I hope you have the blindfold on.’ And cut the call.

I then realised that there was a blindfold, too. My pussy itched as I took it in my hands, I tied it around my eyes, and it was pitch black. It had been 2-3 minutes of me sitting like that in total silence and darkness.

I heard the room door open. I was sitting on the edge of the bed, facing the door, my legs slightly parted. I was taking short yet heavy breaths. I was a bit scared, but I asked softly, ‘Sir, is that you?’ There was dead silence. The only sound I heard was the door opening and closing.

Later, a small thud on the nearby table. I asked again in a worried tone, ‘I am really scared, sir. Please tell me it is you, right?’ I was thinking of many scenarios. Like the hotel staff entering and finding me like that or Mr Singh coming early, etc. I was scared yet horny at the same time thinking all this.

I tried and stood up in my place, showing a bit of confidence. Yet, because of the blindfold, I wasn’t able to see anything. I strained my ears a bit and was able to make out someone undressing slowly as I heard a soft thud of clothes hitting the ground.

I was really nervous and trembling lightly when I felt a breath and whisper around my ear, ‘Were you expecting someone else?’ It was Raj sir’s voice, though it was full of lust. I nodded slowly and sat back in my seat.

Boss: You know, you look irresistible at the moment. It’s really hard for me to control myself at the moment.

Me: Well, you wanted me like this, no? My voice was a little above a whisper but very lusty. I parted my legs a bit more to tease him.

Boss: Mmm, that’s a lovely view, my dear, but be careful; you don’t know how hard it is for me to control the animal inside.

Me: (I got scared hearing that, but I calmed myself as I trusted him.) Sir, I’ll try my best to control the animal, but I can’t promise anything.

Boss: Don’t worry, baby, I’ll train you to control it well!

There was a brief silence for a minute as I heard him removing his remaining clothes. I heard the sound of a can opening and a hissing noise.

Me: What are you planning, sir?

I was excited, scared, horny and a lot of other things at the same time.

Boss: Since it’s your first, I wanted to start by offering you some sweets. Please open your lovely lips and let me give you the sweet.

I was really excited now and automatically opened my mouth, putting my tongue out lightly. He brought a vanilla-smelling substance near my lips. As it touched my tongue, I realised it was his dick covered in something. I instinctively opened my mouth to take the head in.

He had applied whipped cream over his cock. The taste of cream, along with precum, was something different altogether. He asked, ‘You like it, baby?’ I just nodded, trying to lick the cream. ‘Yes, clean it, good girl,’ his praise made me suck his cock deeper.

After I cleaned his cock fully, he pushed me onto the bed, making me lie face up. I raised my legs, putting them on his shoulders. My naked legs getting in contact with his bare shoulders gave me goosebumps. He took his time, just looking at my pussy and breathing slowly over it.

Though I was blindfolded, I could feel his hungry gaze on it. Suddenly he applied some cold whipped cream from the can over my pussy, making me shiver. ‘Well, Baby, I too wanted to have something sweet.’ Without waiting for my response, he placed his mouth directly on my pussy, licking the cream.

I held the bedsheets tight and was twisting and turning at his mercy. All of a sudden, he inserted his tongue in my pussy, making me lose control. I locked my legs around his head in response, making him lick deeper inside. He was tongue fucking my pussy like there was no tomorrow.

I was getting close to my orgasm every second. His hands moved up from my thighs and held my breasts while his tongue kept on assaulting my love hole. He pinched my hard nipples over the nightdress and bit my inner thighs at the same time, making me squirm in pleasure and pain.

As a response, my hands gripped his hair, trying to push him deeper between my thighs. I came hard on his face. He looked like a hungry dog, keeping his eyes fixed on me, licking and drinking my juices. He left me after licking me clean.

I was shaking with pleasure, lying there waiting for what he would do next. After some time, he came over to me. I could feel his cock rubbing on my thighs. I was getting restless because I couldn’t see anything. I could feel the heat of his cock radiating very close to my hot pussy.

He placed his lips on mine. I melted in the kiss, opening my lips to let his tongue invade my mouth and taste my juices from his tongue. He slowly pulled the straps of my nightgown and very slowly pushed it out of me while kissing me.

My hands were moving in his hair, and our naked bodies were in direct contact. His chest crushed my boobs. His dick was twitching between things, rubbing near my pussy.

Boss: Riya, can you open your legs for me, please?

I replied in a soft, husky tone, ‘Can I see you?’

Boss: Ahh, I just realised you’ve never seen my naked body, right? Just my dick.

I turned red and nodded slowly. He removed my blindfold, and our eyes met. Simultaneously, I spread my legs for his dick to directly rub over my pussy. He got up, which startled me. I was expecting him to fuck me now. But I kept watching his athletic body as he got up and picked up the lube bottle.

I was lying with my legs spread wide, waiting for him to take me. He applied some lube on his cock and a little bit over my pussy. It was already wet from previous activities. Positioning his cock over my pussy he pushed a little. But it slipped over, making me hornier.

He positioned it again and pushed a little harder, making the head enter. I was in a trance, and he gave another push making less than half his cock enter me. I cried in pain and was wriggling, trying to push him away. But he held my hands and came over to me, kissing my lips.

Giving a final push to tear my hymen and enter my virgin pussy. I screamed in his mouth while tears flowed down my cheeks. He wiped them off lovingly, staying in that position. Kissing me slowly to calm me, and in a few minutes, the pain reduced.

I could feel my pussy gripping against his hard monstrous cock. I looked down to find his whole cock buried in my pussy. He kissed me again, asking if I was feeling okay. I nodded, and he slowly pulled his cock out, which was covered in a bit of my blood.

He picked up some tissues and wiped his dick along with my pussy. He came over to me again, inserting his cock slowly inside me. It pained again, but not as much as before, and he started moving it in and out slowly. After some time, I, too, started enjoying his slow thrusts and was lifting my ass to feel it better.

He understood I was enjoying it, so he slowly increased the pace while kissing my lips again. We fucked like that for 10 more minutes, approx. And then he asked to change positions. I got in a doggy position, offering him my pussy. He spanked me hard, saying, ‘Babe, move your ass a bit up and spread your legs.’

I screamed at his spank, but enjoyed it. Obeying him, I did as asked. He started rubbing his cock on my pussy from behind, making me restless. I was begging him to fuck me, ‘Sir, please have mercy, put it in.’ He spanked me again and inserted his cock holding my soft waist.

He held my waist and kept on thrusting. I was feeling each of his thrusts, his huge cock stretching my pussy from behind. To add to the pleasure, he was spanking me now and then, making me moan out like crazy. The room was filled with the slapping sounds of his thighs on my back.

I cum in between and lost track of time, but he kept on ramming my pussy hard. It felt so long that my knees started to hurt, but my pussy was hungry for his cock as it kept on sucking it all this time. Seeing me lose my grip, he pulled out and sat on the bed, offering me his hand.

I took his hand and sat in his lap, kissing him. I was surprised at how few words were exchanged between us in the last hour or so. I was a bit tired after an eventful day and so much fucking.t I was grinding in his lap while we kissed passionately.

Leaving my lips, he lunged at my boobs, moving his hands on my back. I moaned in response, moving my hands through his hair. He kept on sucking and licking my nipples. I don’t know, but my hand slid down to hold his cock positioning him on my pussy.

I sat on it while he kept massaging and sucking my boobs. I was riding him slowly while his hands moved on my back. He kept on eating my boobs like a child. I, too, hugged him and continued my slow ride, returning the enthusiasm. Then suddenly, his hands grabbed my ass.

He started massaging them, making it difficult for me to ride. His finger touched my asshole, and I shivered. My pussy squeezed his dick, and I kissed his forehead, surrendering my body to him. Seeing me like that, he got wild and bit my boob near the mole and tried inserting his finger in my ass.

I screamed in pleasure and pain, and my pussy walls contracted around his cock. I pressed his face on my chest and hugged him tight while jumping on his cock. His finger was continuously moving in circles around my asshole. He was inserting it slowly, making me lose control.

I dug my nails on his back and shoulders as I came hard again around his cock. I just rested over him with his cock buried inside me for a while when he whispered, ‘You are incredible, Riya. Want to feel more pleasure?’ I kept hugging him loosely and replied softly.

He slid from the bed, standing up, with me hanging around his neck. He held my ass tightly and pinned me against the wall. Inserting his dick, he started thrusting, making me suspended in the air and giving me the wildest fuck. I was moaning like crazy.

I had lost all track of time or place. I just wanted this never to end. He maintained this position for 2-3 minutes, but I could see him getting tired. He then slowly placed me back on the bed. Keeping my legs on his shoulders, he held my boobs tightly and started fucking me roughly.

I was moaning and screaming. I felt like I was going to die of pleasure, yet I wanted more. I felt on edge again, so I said out loud (as much as I could in that position), ‘Sir, I’m cumming again, and I don’t think I would be able to take anymore.’

He had a satisfactory grin on his face, and he nodded. He pinched my nipples hard, holding my boobs hard. He started fucking me at full speed. I might have lost consciousness for a minute, but in a few minutes, both of us cum at the same time.

I could feel his warm sperm filling me up. He did cum a lot and later just collapsed near me. I hugged him and kissed him again before drifting into a sleep. His seed was leaking from my pussy. But I had no energy to clean myself, so I just slept hugging him like that.

Guys, this was the third part of this series. I hope you like it. If you have any comments or feedback, feel free to write to me at [email protected]. I really appreciate your thoughts and suggestions. I’ll post the next part as soon as possible. Thank you for reading. Cheers!