Emilia Dark
Double penetration
Alone with the boss and his deputy
He ran his finger along my lips, and from his touch I slightly jerked my buttocks. It was expected, but so nice. The clitoris throbbed even harder at the touch of a man's hand. Moisture in a small portion came out of my hole slightly wetting my panties.
“Well, girl, do you like to suck?” The boss asked eagerly.
I nodded my head as his cock in my mouth prevented me from speaking.
“Here is a clever girl. Keep doing it. Come on, softer. Do not rush.” He instructed me.
And I was not going to rush. I liked it myself. It felt so good to feel the pulsating male flesh in my mouth. Saliva accumulated and it was difficult for me to swallow it, so a small part of it came out and rolled down my lip, onto my chin.
The young assistant had already completely launched his hand into my panties and explored my holes with might and resolution. Not to say that I did not like it, rather there was something new, unusual. Earlier, guys often put their hands in my panties, but behaved somehow naive and simple. And this guy felt like he was experienced. I did everything slowly and with proper behaviour.
His finger gently penetrated my vagina and lingered a little in it, as if getting used to it. It was dry and cool, so at first I felt disgusted. It was not a very pleasant touch and I wanted to ask him to take his hands away from me, but something stopped me.
The man continued to explore me, and moving his finger in my hole, it seemed he was satisfied. I felt something extraordinary, I wanted to moan, but I was ashamed to do it in the presence of two respectable men. This whole situation drove me into a peaceful trance, I just did not know what to do, and so I just let everything go by itself.
A minute later, the assistant's second finger penetrated into my hole, and I felt how my body responded to this caress, forcing my heart to beat faster.
The boss, meanwhile, stood over me like a teacher and lightly stroked my head while I rubbed his cock in my mouth, not knowing whether to spit it out or suck on. The situation was so extraordinary that it made me blush and go crazy with what was happening. My body was screaming treacherously that it wanted to continue. I was in a completely idiotic situation.
“So, my girl. Now go ahead and put your tongue in my head slot.” The boss continued affectionately, holding my head.
I spat his cock out of my mouth. It was all covered in my saliva and shined in the light. Its head was small and rounded, with a longitudinal slot at the end. Reddish with a slight bluish tinge. Ugly and shiny.
Squeezing it a little with my fingers, I saw how the opening of the urethra widened. Slowly I began to push the tip of my tongue into it. It turned out to be salty inside, but in principle I expected this, because men pee through it.
The boss closed his eyes and said languidly: “Good girl. Come on, go on. Play there with your tongue so that I can feel it well.”
Holding his penis with one hand, I again stuck the tip of my tongue into this slot and began to make small rotational movements.
“Aaaaa… Okay. Like this. Let's not stop. We will teach you how to suck men properly.” The boss said slowly, keeping his hand on my head.
While I was playing with the boss's head, his young assistant had already managed to explore my pussy lips and hole. Now he was carefully trying to insert his index finger into my anus. At the touch of his finger, it suddenly clenched, grabbing the tip of his finger.
Apparently, in order to somehow relax me, he began to run his fingers along my crotch and anus. At the same time, lubricating it when the fingers passed along the hole in the vagina and returned to the parted buttocks.
“Do not be afraid. Everything will be fine. Relax. You will see, you will like it.” He whispered hotly in my ear.
From this hot whisper, I really began to relax. I felt my ass unclenching, ready to take in something. During that time while driving his fingers, he managed to lubricate my anus, my own natural lubricant. I felt how moist it was inside me, there, where no other man had ever touched.
The guy slowly began to insert his finger into my anus. He entered without causing pain, but there was some new, unusual sensation from this. It was very strange that I have never had anal sex until that time, although I had seen it many times on the Internet.
Yes, a couple of times, for myself, I tried to stick the handle of a toothbrush and a felt-tip pen in there. More for the sake of interest, just to experience new sensations, since I knew that many men like anal sex with women.
“So. Now lift my cock and lick my balls,” said the boss, “and play with them with your tongue. You are good at it.”
I had an interesting and twofold feeling. From below, a finger was inserted into my anus, and from above I held a penis and licked the balls of the man. In principle, I was already aroused and ready to surrender to these two males. But it was a little scary how everything could turn out. The main thing was that they didn't break anything in me, otherwise it would hurt for a long time.
I played with the boss’s balls, rolling them with my tongue. That was interesting. They were a little heavy for the tongue, cool and round. They smelled of saliva and semen. I wondered if all mens balls smell like sperm? Although, probably it should be so, because the main part is produced by their balls.
From these games, the lower part of my face was covered with saliva. My lips, chin, cheeks and the whole nose were covered. The boss's balls were also abundantly covered in my saliva. But judging by his contented face, he liked it. Yes, and I, perhaps, too.
I felt changes in my rectum. Judging by the sensations, the young guy was now pushing two fingers into it. It hurt a little. My anus began to stretch to a size it was not used to and tried to contract.
“Ay.” I said and tried to take the buttocks to the side.
“Quiet. Quiet. Pretty. Calm down, why are you so scared?”
“Don't… It hurts!”
“Come on, I will slowly do everything, what's your name?”
“Katya…”
“What a beautiful name! Katyusha, don't be so twitching.” The guy said affectionately. “Now everything will be fine. Now we will stretch it a little bit and you will feel better. You will see.” He whispered in my ear, behind my back and stroked my back with his other hand.
“Now take a dick in your mouth and suck.” said the boss.
I started sucking again, trying to shove it as far as possible into my mouth. Saliva began to flow profusely. “Why is there so much saliva when you suck? Some kind of reflex of Pavlov's dog.” I thought at that moment. And from this thought it became a little fun, although the clitoris began to beg for affection, and I groaned a little, I think.
“Okay, that's enough for now. I hope you now understand how to suck properly.” The boss said, looking at me.
His voice gave me goosebumps. Everything that was happening seemed unreal. God, what was I doing? What was going on there and then in that room? Had I completely lost my mind that I got pleasure from participating in that madness?
I definitely couldn't admit even to myself exactly what I felt when a man fucked me in the mouth. Disgusting? Probably not. Rather, the opposite was true. But damn how it excited me!
“Will you suck again?” the man's voice brought me out of deep thoughts. I shook my head in the affirmative.
“Let's now take care of your ass.” He said sweetly and lifted me off the floor.
Then he put me on the table, so that the body was on the table, face down, and my feet were on the floor.
“Prepare her.” Said the boss to his young assistant.
My heart sank somewhere in my heels from the mere thought that I would be fucked in the anus.
The guy, meanwhile, unbuttoned my skirt and pulled it off along with my panties. I only had a blouse and summer sneakers on. He spread my legs wide apart. At that moment, for some reason I was a little scared, and I clasped my hands under me. All my holes shrank again, and I felt that I had wet labia.
The boss stood behind me and began to watch what his assistant would do. In the meantime, he took a marker from the table and gave it to me to lick. I understood that now they would develop my ass. A cold wave went from my belly to my head, and my body was covered with goosebumps.
“Do not be so afraid. Everything will be fine now. No one has ever died from this, but only become happier.” Said the boss, sweetly smiling, while massaging his penis.
The guy, with the fingers of one hand tried to part my buttocks, but they clenched. He patted them slightly with his palm until my muscles relaxed and gently warned me: “Don't squeeze anymore. Relax and see that everything will be fine. There will be a desire to squeeze them, overcome yourself and endure. It may hurt a little at first, but then you will experience a lot of pleasure.”
Then he again put his warm hand on my ass and parted the buttocks. There was a desire to squeeze them, but I overcame myself, as the young guy told me. He placed a black marker on my already lubricated anus and began to inject it in. It reminded me how, as a child, they put suppositories in me when I was sick. Only these were slightly different sensations.
The marker slowly entered me, and I felt it sinking slowly, further and further. It didn't hurt. Apparently the fingers did their job, and my butt stretched a little or maybe due to the fact that I relaxed a little.
“So that is all.” The guy said, smiling happily. “How do you feel?”
“Yes, it feels normal.” I answered with surprise. “And is it in me all the way in?”
“If you want, look. There is a mirror behind you.” He said.
I lifted my head and looked over my shoulder. The mirror clearly reflected my rounded bottom, with a black marker cap, between the white buttocks. And I also managed to see my thin waist and white, slender legs, on which white sneakers were shod. At that moment I liked myself.
Trying to amuse myself, I shook my ass several times, which smoothly swayed my buttocks with a marker clamped between them.
“Look, the girl likes it.” The boss broke into a satisfied grin.
“Still I would not like it." Asserted his assistant.
He took up the marker and began, sticking and thrusting it into my anus. I felt something solid and not alive in it. At first, it entered tightly, but gradually my sphincter got used to it and relaxed, allowing the foreign object to move freely in the rectum. I almost did not feel any discomfort. And the fear had gone somewhere. It turned out that it really didn’t hurt, instead it even was a little pleasant. These thoughts made me smile.
“You see now. And you were afraid …” said the boss, seeing my satisfied smile. “Now let's move on.”
The guy took a second white marker off the table and gave it to me to lick. I tried my best, moistening it abundantly with saliva. He pulled the first marker out of my anus and tied them together, holding them in one hand. Then he put both markers on my anus and pressed down. I felt a slight pain in the anus and tried to tighten my buttocks, but the tabletop did not let me do it.
I just rested my pubis on its edge. The markers continued to slowly enter me. And I felt my anus stretch. Trying not to squeeze it, but to keep it relaxed, I blushed with tension. The guy began to pat me on the buttocks with one hand and push two markers with the other. And then I felt that they were both in me.
Looking over my shoulder, I saw in the mirror that there were two caps sticking out between my buttocks, white and black. I figured that the diameter of the two markers, connected together, was about four centimeters. Wow, this is a hole in my ass, I thought. It turns out that I was capable of many things that I did not know about.
“What do you like the most?” the young assistant asked me.
“Yeah.” Was all I could answer.
I stood like that for about a minute. All that time, the boss was looking at me and masturbating. After that, the guy took up both markers, and began to move and twist them in my anus, gradually increasing the pace. The pain went away again and my bottom point was somehow strangely numb. I just felt that something solid and unyielding was moving inside me.
But the excitement played a role. Standing half naked in front of men, and even when you had a virgin ass being worked out; that's something. The muscles in my vagina contracted and pushed my lubricant out. The lips were very wet, and the clitoris stood upright. Fortunately, it was not a member, otherwise it would have been clear how excited I was.
Shame gradually faded into the background. Both men seemed to me so nice and pretty that I no longer thought that I was doing something wrong.
Seeing how wet my lips were, and the markers moving freely in my anus, the boss quickly said, swallowing his drool from lust:
“That's enough. Get it out. I think she's ready.”
The assistant took out both markers and placed them on the table. I glanced at them briefly to see if they were ‘dirty’. After all, they were shoved in my ass and I did not want to disgrace myself in front of two men. Thank God they were clean, only wet in some places with my saliva and grease.
“Spread your ass with your hands. Now we will teach you how to please men with the help of your anus. This will be a lesson in anal sex. You've never fucked in the ass yet, have you?” asked the boss with a twinkle in his eyes.
“No.” I answered, blushing deeply, and it was true, then parted my buttocks. It was scary and curious. At that moment I didn't think that I came here for work, all that faded into the background.
“Oh, it's a good hole. Gorgeous." Said the boss, swallowing saliva and looking at my open anus.
I expected what would happen next. It was such a state as if I again, would have sex for the first time. Anxiety arose in my soul. But excitement prevailed. I wanted to fuck and very much. And no matter where, if only I was fucked. I felt bad that I could not control myself, but I could no longer do anything about it. I felt like a pissed-off cat walking around and yelling just to get inserted.
The boss came up to me, smeared the head of his penis with saliva, and put it on my open anal hole. Pressing slightly, he freely entered me. I just felt how the anus stretched a little when the head of the penis passed through it.
Anal invasion
And then, his member completely entered me. I had the impression that a hard stick was thrusted into me and it almost reached my tonsils. I had something in my anus and stomach. An unusual feeling.
It wasn't painful, on the contrary, a kind of incomprehensible pleasant tremor slowly began.
The boss stood a little without moving, so I got used to these sensations. Then he began to move smoothly in me. The member glided in well, there was practically no dryness in the anus. I still held my parted buttocks with my hands. The young assistant stood nearby and watched us.
Then, apparently unable to bear it, he bared his penis and began to slowly drive his hand over it. Each time exposing the head, then covering it with the foreskin. The head of his penis was red and slightly purple, shiny and smooth. From the fly of his trousers stuck out smooth, hanging balls and a member.
“Well, how do you like anal sex, girl?” the boss asked voluptuously.
“Yes. I like it.” I answered in the affirmative, embarrassed and modestly smiling at him, and in confirmation of my words I also shook my head.
“It turns out to be interesting. Women have several different holes and it turns out that all of them will find their use. I didn't think that the ass was also made for sex, but it turns out that it is.” I thought at that moment.
The boss started to pick up the pace and his cock in my anus moved faster. The stretching dull pain was so pleasant that I opened my mouth in amazement. From these new sensations, I began to get more excited.
Letting go of my buttocks, I touched my swollen clitoris with one hand. It responded with a small electrical shock. A spasm went through my body and it was covered with goosebumps.
“Look, the girl really likes to be fucked in the ass.” The boss said quietly, referring to his assistant.
“Yes, I see, boss. She is already shaking all over.” The young assistant replied with a grin.
I didn't really like that they were discussing me as if I was furniture, but at that moment I felt like a piece of furniture. A thing designed to satisfy these men.
And I really enjoyed it. A hard stick in my anus started to give me pleasure, and a return wave went from the clitoris. The boss spread my buttocks wide with his hands and pulled his entire cock out of my ass. Turning to the assistant, smiling said: “Look, what a hole she has. And she said she never fucked in anal sex.”
“Yes boss, great. The hole is probably three centimeters in diameter. I can even see her intestines. We need to fuck her longer, then maybe the hole will get bigger.” Said the assistant swallowing saliva.
I listened to their obscene conversation and to be honest, it both annoyed me and strongly turned me on. I myself became interested. Did I really have a hole in my ass? Although I felt that my sphincter was not tightly compressed.
“Can I also look at my hole?” Turning my head towards the boss, I asked him.
“Look, the girl is not a little lady.” He said. “Of course you can, and sometimes you need to.” He laughed and stepped to the side so that I could see myself in the mirror. He again spread my buns wide with his hands.
I actually saw in the mirror a big hole between my buttocks and was scared at first. “What if it stays that way? How will I walk and how will everything in me hold? After all, a hole has formed there." Thoughts flew through my head. But then I calmed down, remembering one porn film, where the girl had about the same, and then almost immediately everything became normal.
Through this hole, I still managed to see the red walls of my rectum. “It turns out that this is how you look from the inside. And that was always interesting to me. I can thank the boss for opening the veil of secrecy for me." I thought, and smiled at my sinful thoughts.
Meanwhile, the boss asked me: “Well, is that all? Have you seen enough? You like it?”
“Yes very much.” I answered, a little embarrassed.
He let go of my halves, again came up to me from behind and drove his penis into my anus. I jumped a little, from his sharpness and surprise. His squelching member quickly jumped into the anus, and I again felt it in my stomach.
The sphincter gripped the phallus tightly around the circumference, transmitting pleasant signals to me. The clitoris demanded to caress it again, and I began to slowly rub it and my pussy lips.
The boss squeezed his thighs tightly and began to powerfully drive his cock into my anus. From this I got the feeling that now his stick would go through my intestines and stomach, and it would definitely come out of my mouth. I felt a little scared. His pubis spanked me on the buttocks, in small waves. But these slaps made me feel good.
I began to massage the clitoris harder and groaned with pleasure. I heard the squelching sounds of my ruined ass. There was no pain, only pleasant sensations. After all, his member from the inside additionally caressed my uterus. Although I realized this later.
“Good girl. Nice hole.” Said the boss, as he continued to pound me.
Then he began to move even faster. His penis swelled in my anus, pulsed and the boss, having driven it to the very end, began to cum inside me, twitching finely. In the silence of the office, his drawn-out groan was heard. I felt hot liquid pouring into me. It kept flowing into my body, I even thought that it would never end.
The boss held me tightly by the hips, and I reclined on the table, not moving. I only continued to caress my clitoris with my fingers. The boss jerked again and immediately went limp. He relaxed his grip on my hips and laid his head on my back. Within my anus, I felt how his penis was gradually decreasing in volume. "Well. This one must have shot. " I thought happily.
His head rested slightly on my back and lifted. He gently took his cock out of my hole. He walked over from the other side of the table, took a wet napkin and began to wipe his wet member, on which a bloom of white liquid was visible. This must be sperm, I guessed.
Rubbing his cock, the boss turned to his assistant: “Well, why are you standing there? You see the girl is tired of waiting. Come on now. Make her feel good.”
The young guy immediately came up to me and inserted his penis into my stretched anal hole. He entered with absolute ease, without encountering any resistance. Of course, because I was ready, and I wanted it myself. The feeling was a little different. After all, it was the member of another man.
He took my waist with his hands and began to smoothly fuck me. His cock gave me more pleasure than the boss's barrel. “It's strange, it seems like the penises of men are similar, but my feelings are different. With this one I am much more pleased.” I thought while the assistant’s member went in my anus.
I continued to caress myself, massaging the clitoris with one hand, crushing my breasts with the other and pinching the nipple. It gave me indescribable pleasure. The impulses from my chest were transmitted to my clitoris, enhancing my pleasure.
The assistant was picking up the pace. His phallus entered the anus to its full length and came out almost completely, only his penis head lingered inside. The pubis spanked my sweat wet buttocks. My anus squelched and the sperm of the boss slowly came out of it.
It ran down my labia onto my hand as I rubbed my clitoris and caressed my lips. Some of the semen was smeared on the inside of the buttocks, acting as additional lubrication.
The guy abruptly pulled his penis out of me and spread my buttocks wide apart. A large load of cum came out of my dilated anus immediately with a gurgle. It ran along my crotch and further down the inside of my legs, down to the ankles. I clearly felt it, as if two warm streams were running down my legs.
The assistant again drove his penis into my broken anus and started pounding it again. At that moment, I felt the approach of my orgasm. My stomach tickled violently, the clitoris throbbed harder, and the vagina began to contract intensely. The nipples on my chest were hard and stuck out like tin soldiers.
"Now. Keep fucking me. Just don't take your dick out, please. Just don't take it out…” My thoughts flew.
I quickly began to rub my poor clitoris, sometimes running two fingers into my vagina and squeezing the labia. A spasm went through my body, and a powerful wave of bliss hit my head.
I was shaking, my legs buckled, and I could not stand firmly on them. My pelvis was involuntarily thrown upwards, towards the stick of the young assistant. At this moment, I did not control my body, it lived its own life. Stars flew in my eyes, all sounds faded into the background. I lowered my head exhausted on the table and my hands dropped along the body.
When I came to my senses a little, the assistant continued to work with my anus. I raised my head and said guiltily: “Oh! I seem to have finished …”
For some reason, I was ashamed at this moment. I always thought that I needed to finish at the same time, or that at least when the man ends. And I did not expect from myself that I could cum from anal sex.
“Look, what a hot girl we got. And she was building innocence for herself.” The boss said cheerfully, looking at us from his chair.
At that moment, my anus caught that the guy was planning to cum. His cock increased slightly in size and he quickened his movements. With my rectum, I felt his stake swell. Having driven his penis into my anus completely, the guy groaned and began to pour into me. I felt hot liquid flow into my intestines.
“Well. You were given such a seminal enema today.” For some reason I thought cheerfully. Frozen, I waited for the guy to finish pouring into me from the inside. I knew there was no need to break off the ‘peasant's’ pleasure, otherwise it threatened the most unpleasant consequences. Did I need it?
When the guy finished, I myself put my ass on his penis a little, trying by this to give him additional pleasure. But to be honest, myself too. It's not for nothing that they say that a woman is a walking erogenous zone. That day I was convinced of this in full.
We start up slower than a man, but we move just as slowly. Therefore, the woman's body continues to receive intense pleasure for some time. At such moments I am glad that I was born as a woman.
The young guy calmed down and slowly pulled his cock out of my ass. After this, a large portion of white and thick semen immediately splashed out of the anus. It immediately ran down my legs, putting wet, shiny stripes on them.
I straightened out. My back and legs were a little numb. The anus was burning, and inside everything was a little ache, coming to its previous state. The entire crotch and inner side of the buttocks were wet with semen and grease. The semen of the two men continued to come out of the anus and flow down my legs.
Tilting my head, I slightly moved my leg to the side and looked into my crotch. I was wondering how everything looks there now. A picture opened to my eyes. Wet, shiny, swollen lips. The lower part of the buttocks was smeared with a cloudy liquid with small white lumps. On the inner side of the legs there were two shiny stripes from the semen flowing down them.
“Now I will have to put myself in order. All wet and smeared. I won't go down the street like that.” I thought chaotically. “I wonder where you can wash up here? They wiped their penis with a napkin, but how can I? I'm a girl and I have a different organism.” I thought, looking at my crotch.
Raising my head, I saw two satisfied male smiles.
“Well, have you seen enough? You like it?” The boss said smugly.
“I've seen enough. Where can I put myself in order?” I asked him.
“As you leave the office, there is a toilet at the end of the corridor. It will be possible there.” Answered the young guy.
“I see.” I said with a sigh.
Taking napkins from the table, I began to wipe off the grease and semen. I really wanted to find peace at this moment. After drying my crotch, anus and legs, I got dressed. The boss came up to me and put a large bill on the table.
“Here you go. This is for you. Well done, earned.” He said, smiling and looking at me straight in the eyes.
I was embarrassed. "Did they take me for a prostitute?" the thought flashed through my head.
“Take it, take it. Don't be embarrassed. You're just smart.” Said the boss, encouraging me.
I reached out and took the bill. “Why not though. Come on, take it. I didn't steal. And extra money will never hurt.” I thought, agreeing with myself.
“Thank you. Is that all? May I go?” I asked the boss.
“Yes. You may go. You did your job perfectly well.” He said, and I put my right thumb up.
“Goodbye.” I said while I left the office.
Out in the corridor, I went straight in search of a toilet. It was at the very end. Having entered the restroom, I closed the door with a lock. I quickly pulled off my panties and sat down on the toilet. A stream of urine gurgled. Additionally, from my anus, with another gurgle, the remains of the semen of two men began to flow out.
“Aaaaa, how good it feels… I endured so much so as not to piss. There, with their sticks, they stretched my whole ass, they also poked at me pressing from the inside on my bladder. It would’ve been fun if when they fucked me in the anus, I would have pissed right in the office.” I thought with a smile, sitting on the toilet.
Having done all my business and squeezing out the remnants of semen from the intestines, I cleaned all my holes with toilet paper. I took off my panties and went to the sink. I looked around. Of course, there was no bidet or anything like that. An ordinary toilet room. "Well, you have to wash yourself up somehow." I thought sadly as I put one foot on the sink.
After washing carefully, I left the office and headed to my agency. “I hope they’re there and don’t know about anything, otherwise I can definitely fly out of work." I thought, frightened.
