A Fun Holiday

A fun Holiday

My name is Zhenya, I am 20 years old and this story happened to me completely by accident.

One summer, I was sitting at home and bored. There were holidays at school, and all my friends had gone somewhere. Out of boredom, I decided to write to an interesting dating site, in case you can find a cheerful companion there.

To my surprise, I actually found it, and very quickly. It turned out to be a charming girl, judging by the photo, and her name was Karen.

We chatted for a whole day and found out a lot about each other.

Karen turned out to be not tall, about 160cm, a young girl, my age. Judging by the photos, her figure was also very ordinary, small breasts, a beautiful ass, a pretty face, everything is as it should be.

Karen turned out to be a very interesting conversationalist, with a good sense of humor and a broad outlook, besides, she was very brave, as she did not refuse a date, which I proposed the very next day of correspondence.

That's how this funny story began.

We agreed to meet in a park outside the city. It was easy to get there, and it was convenient for both of us.

I arrived on time and met Karen at the agreed place, and that's where the first surprises began.

It turned out that Karen did not come alone, but with a friend.

I was disappointed, because it immediately became clear that there would definitely be no date now.

My mood dropped below the baseboard. Of course, I understood that in the era of online dating, anything can happen, but coming on a date with a friend without warning is, to say the least, strange.

Her friend's name was Lily, and she wasn't as tall as Karen, but her breasts were a size bigger, and to be honest, Lily was prettier. It was very strange, usually if they take a girlfriend, it's a scary one, but not prettier than themselves.

The conversation seemed sluggish. Karen was constantly exchanging glances with Lily, giggling at some of her jokes. Lily, on the contrary, behaved quite freely, asked questions, and was interested in my hobbies. I felt awkward, like I was on some kind of exam where two examiners were evaluating my every word.

At one point, Lily suggested a walk in the park. Karen immediately supported this idea, and we moved deeper into the alleys. The three of us walked, and I felt like an outsider. Karen and Lily walked in front, talking animatedly about something, and I trailed behind, feeling like an observer.

Suddenly, Lily stopped and said, "Our evening is starting to get boring, maybe we don't have much to drink?"

I was honestly confused, but I smiled and said, "That's a good idea."

We ran into a small shop and I bought some wine.

Now I understood why Karen took Lily with her. The girl loved to drink and became very funny and mischievous.

We sat on a bench by the pond, watching the sun's rays play on the surface of the water. I opened the wine. Karen took out the plastic cups that we also bought. Wine was poured, and the evening immediately became more relaxed.

Lily really perked up. She told funny stories from her life, Karen laughed, and I couldn't help but smile at their carefree fun. The wine warmed me from the inside, and I gradually stopped feeling superfluous. The atmosphere has become warmer and friendlier.

After drinking wine, the jokes became more vulgar, the girls became more open, and I calmed down. Since the date didn't work out, I decided to just relax in the company of cute girls I didn't know.

Two hours flew by so casually and Lilia suddenly said.

- You know, I have a crazy idea, there is a recreation center not far away, although it is under repair, but let's see if it works.

And we went warmed up with wine.

As we approached the recreation center, we saw that it was indeed closed, except for one building.

At first we wanted to leave, but then Karen suddenly intervened.

- Let's ask in the office building, when will they open? -- She suggested.

It was unexpected, apparently, and the wine began to affect Karen and she became bolder.

In the office building, we actually met the administrator.

She was a big woman, but not fat. She was a head taller than us and broad in the shoulders, we were quite small against her background. Her big breasts even made me stick for a while.

The woman's name was Anna, as it was written on her badge. She explained to us that the recreation center is indeed closed, but she can rent us one room just to spend the night. It wasn't her formal side job. Only she asked me not to make any noise.

We exchanged glances and Lilya, drunk, asked me.

- Well, Zhenya, aren't you afraid to spend the night with two beautiful girls at the same time?

Of course, I was not weak, and we happily went to our room to continue the fun.

As it turned out, there were no other guests in the building at all, we were the only ones.

The room was on the ground floor and it was surprisingly spacious, with two wide beds and a balcony overlooking the darkening forest. It smelled of freshness and wood, which created a cozy atmosphere. The first thing we did was open a bottle of wine we had brought with us and sat on the bed, discussing further plans for the evening.

The idea of playing strip cards came to our cheerful company as something very natural.

By the way, I also reached my most dangerous stage in alcohol intake, thirst for adventure. My head was working very fast and I decided for myself that I was not losing anything, these two girls are cute, they don't know anything about me and this may be our last meeting, so we need to have a good time.

I decided that it was time to try out my new fetish, so I decided to quietly play cards with the girls, pretending that alcohol affected me more than they did.

And our game began.

To the cheerful loud laughter, I began to play a little and take off my things.

The excitement grew with each game. The girls were elated to see me gradually getting rid of my shirt, socks, and belt. On the contrary, I could feel the blood rushing to my cheeks with anticipation. My plan worked flawlessly: I gave the impression of a drunk and carefree guy who was just having fun.

Finally, the moment came when I was only wearing my underpants. The girls exchanged glances with sly smiles. They sensed my insecurity, but I held on. I knew that the next move was mine, and I had to play it perfectly.

- Well, Zhenya, are you ready to go further? Karen asked and looked at Lilya.

At the same time, the girls were almost completely dressed, they only symbolically lost once.

This was exactly my secret fetish, I often imagined when I was masturbating that I was completely naked in front of my peers, and they were fully clothed.

I grinned, trying to hide my excitement. "Why not?" I replied, pretending that I didn't care. Inside, however, a storm was brewing. I knew I was crossing the line, but it was too late to back down. My task was not to give myself away, to confuse them, to make them believe in my spontaneity.

And another game began, which I lost.

The girls cheered and laughed.

- Well, Zhenya, will you give us a show? Lilya asked.

I blushed, and replied, "Yes, but can I rinse first, because I'm sweating with excitement."

- Of course, the girls agreed and poured themselves more wine.

"We'll wait for you."

Going into the bathroom, I undressed and got into the shower, at the same time I checked how I looked and made sure that there were no hairs on my body at all.

The girls have already noted that I have no hair on my arms and legs, but how surprised they will be when they see that I am completely devoid of them, even in the most secluded places.

The water washed away my tension, but the excitement didn't go away. I lathered myself thoroughly, trying not to think about the upcoming "show." Just in case, I even washed my ass as they should inside, in case these perverts would caress me there. Fragments of phrases, fragments of plans were spinning in my head, but they all seemed somehow ridiculous and stupid. I turned off the water, toweled off, and looked at myself in the mirror. Yes, indeed, smooth skin, not a single hair. I wonder what their reaction will be?

I wrapped myself in a towel and went out to the girls.

It turned out that they didn't waste any time and put a table in the center of the room, put a blanket on it and sat on the sofa waiting for my performance.

- Are you ready? -- they asked me, smiling.

My body was shaking with excitement.

I nodded, trying to hide my trembling. "Ready," I muttered, although my voice sounded uncertain. Throwing off the towel, I felt goosebumps run over my skin, and not only from the coolness. The girls' eyes were glued to me, and there was curiosity in their eyes when they saw my fully erect 13 cm penis.

I tried to take a relaxed pose, but my legs were trembling treacherously. Slowly approaching the table, I jumped on it like an acrobat in the circus arena. The blanket turned out to be surprisingly soft, and I felt a little more confident.

The twenty-year-old girls whispered, exchanging glances. One of them took out her phone and turned on music--something rhythmic and seductive. I felt the color rise in my cheeks, but it was too late to back down.

I started moving to the music, taking more and more vulgar poses right in front of these girls. I really wanted them to look at me in every detail.

My palms pulled at the nipples, which became sharp like a girl's, I licked my lips and gently jerked off my penis, opening and showing the girls my aroused head.

And then came the first vulgar comments from their side.

Their whispers turned into giggles, then into outright shouts. I felt like a star on stage, provoking them more and more with every move. There was a pleasant warmth in my stomach, and the blood was pounding in my temples.

I heard what they were talking about and blushed.

- Karen and did you want to date this slut?

- Just look at how she jerks off her little dick in front of us.

"Hey slut, turn your anal hole towards us and spread the halves of your ass wide," Lilya said.

I did as she asked, and now my hole was right in front of the girls' faces.

"Just look at this, Karen," Lilya said.

"His hole is so clean and smooth and completely hairless.

Lilya approached, her breath scorched my buttocks. I froze, waiting for a touch, but instead she just laughed.

"Naive, did you really think we were interested in your pathetic ass?" She hissed, and there was contempt in her voice.

- But you're right, I have a little gift for you.

"Do you want to get it?"

The girl searched for something in her purse and took out an artificial penis about 17 cm long.

"That's the kind of dick a man should have," she said, and twirled the toy in front of my face.

Karen came closer, looking at me with mocking curiosity. She took the artificial penis from Lily's hands and held it up to my face. The cold plastic touched my cheek, and I shuddered involuntarily.

"What do you say, kid?" Do you like it? Karen asked, grinning. "Maybe you should learn from him how to be a man."

They both laughed, and I felt the color flood my face. Shame and humiliation overwhelmed me. I wanted to sink into the ground, disappear, just not to see their contemptuous looks.

Lilya spoke again, her voice full of venom. "You know, you really look good." It's just a pity that you're so insignificant.

From her humiliating words, my penis, to everyone's surprise, became as excited as possible and began to tremble, releasing lubricant from the head.

"Lilya, look, he seems to like this kind of treatment," Karen said.

Her heart was pounding, and her blood was pounding in her temples. I tried to turn away, to avoid their gazes, but Karen grabbed my chin, forcing me to look directly at her. Malevolent sparkles danced in her eyes.

"Why don't you say something?" She insisted. "Don't you have anything to say in your defense?" Or do you really agree with what we think of you?

I swallowed, trying to collect my thoughts. The words stuck in my throat, not wanting to come out. It seemed to me that any sound I uttered would only make the situation worse, make me even more vulnerable.

But the silence was unbearable too. I could feel their contempt burning through me. And then, to my horror, I noticed how my body was reacting treacherously under their mocking gazes.

Karen and Lilya exchanged glances, and smug smiles spread across their faces.

"You know what, Zhenya," Lilya said.

- I know that you will definitely like it.

After that, she handed me that 17cm cock and said.

- I've never seen a guy play with this toy and I really want to see it.

Her words took my breath away, but she continued.

- Yes, show us that you are a real dirty whore, fuck yourself in the ass in front of us.

It was unexpected, I still thought that in the end I would fuck them, but it turns out they want to fuck me. Strangely enough, this thought turned me on in earnest.

I was standing completely naked on the table in front of the girls and holding a decent-sized artificial penis in my small palm, which had a large head and was covered with veins.

My heart was pounding, and the blood rushed to my face. I looked down at the toy in my hand. She looked so real, so defiant. A thought flashed through my mind about resisting, about preserving the remnants of dignity. But the lustful whispers in my head were stronger. The contempt in their eyes, mixed with obvious excitement, was intoxicating.

Slowly, as if in a dream, I picked up the toy and placed it against my anus.

Pre-lubricated everything well with the usual vegetable oil that was in the room.

Her skin was burning, and excitement was building in her lower abdomen. The girls' stares burned through me, spurring and embarrassing at the same time.

I made the first move. The toy slid inside, causing a mixture of pain and pleasure. My breath caught in my throat. Karen and Lilya held their breaths, watching my every move. I continued, moving faster and more confidently.

I was squatting in front of the girls and they could see every detail clearly. After just a few minutes of training, this toy was completely embedded in my ass.

It was amazing for me, too, and I didn't think that my anal hole would accept this toy so easily. Apparently, I have anatomical predispositions for this game.

A wave of warmth spread through her body, pushing out the remnants of her shyness. I could feel my muscles relaxing, allowing the toy to move more freely. Karen moaned softly, and Lilya bit her lip, not taking her eyes off what was happening. I saw a mixture of surprise and excitement in their eyes.

I slowed down, giving myself and them time to enjoy the moment. The slow, deep thrusts caused goosebumps. I tilted my head back, closed my eyes, and surrendered to the sensations. It was something new, unexplored, but incredibly enjoyable.

I saw the girls in front of me start kissing dirty. Then they lifted up their skirts and I saw how the pussy of these sluts was shining. They looked at me as I fucked myself in the ass and caressed each other at the same time.

It was only now that I began to realize that everything had been going according to their script from the very beginning. The girls were lesbians and they just wanted to have fun with me. I saw how skillfully they caressed each other and realized that this was not the first time they had done it.

As I continued to fuck myself in the ass, I began to moan loudly.

Mmm.... Ahh...... Oh...... mmm...... the toy with squelching sounds entered my ass and pressed hard on my prostate, causing my penis to simply bleed with lubricant.

I kept moving, sinking the toy deeper and deeper into myself. Sensual moans burst from my chest, mingling with their soft whispers and giggles. I could feel them appreciating my every move, every sound, and that spurred me on even more.

I felt like I was going to cum right in front of the girls, and at that moment there was a knock on the door.

We recognized the voice of the administrator Anna immediately.

"May I come in?" "What is it?" she asked through the door

I froze with a toy in my ass right on the table, panic seized me. After all, it's one thing to have fun with drunk girls, but it's another thing when you're seen by a sober adult receptionist who looked like she was about 45 years old.

I tried to get off the table, but Karen stopped me, who hugged me, took the toy herself with her small palm and forcefully shoved it into me, my mouth involuntarily opened again and my loud moan filled the room.

Amm..... Ahhh..... mmmm......

Fragments of thoughts raced through my head: "What should I do? How to explain it? Karen seemed to enjoy my confusion, her eyes gleaming slyly. Lily, who had been silently watching what was happening, suddenly giggled and covered her mouth with her hand.

"Yes, of course, come on in, Anna," Karen said, not letting go of the ill-fated toy.

And Lily went to the door of the room and opened the door as wide as possible.

The door slowly opened, and the receptionist, Anna, looked into the room. Her face expressed a mixture of surprise. She looked at me, frozen on the table with a toy in my ass, Karen, holding this toy, and Lily, trying not to laugh.

"I'm sorry to bother you," Anna said, keeping her voice calm. "I just wanted to check if you're okay and if you need anything, because you're making a lot of noise."

Karen shrugged her shoulders and innocently replied: - I'm fine, Anna, thank you. Just having a little fun. Karen started fucking me in the ass with a toy again, looking at Anna.

- Anna, would you like to drink wine with us? Lily asked.

- It's boring in your office there.

The woman looked around at everyone, then her gaze focused on my penis and she said, "Why not?"

Anna pushed her hair back and went to the table where there were glasses and a bottle of red wine. Lily quickly filled one glass to the brim and handed it to Anna. She took it without taking her eyes off what was happening. Karen, noticing the interest, began to move even more provocatively, her movements becoming more and more swaggering and outspoken.

After taking a big sip of wine, Anna leaned against the wall, watching the performance. A slight smile appeared on her face, and a playful twinkle sparkled in her eyes. She took another sip, savoring the taste of the wine, and slowly lowered the glass.

"Well," Anna said, breaking the silence, "have fun, girls. I think I'll join you.

She gracefully walked over to the sofa and sat down next to Lily. Karen, without stopping her movements, turned to Anna and winked. An atmosphere of excitement and anticipation filled the room.

"Don't you want to fuck him," Karen asked?

Anna raised an eyebrow slightly, but there was no surprise in her eyes. It was as if she had expected such a question, and now, having heard it, she simply enjoyed the moment.

"Why not," she purred, looking around at Lily and Karen. - If you don't mind sharing.

Lily blushed, but there was curiosity in her gaze. Karen, on the other hand, blossomed into a smile, as if she had been given the most desired gift.

But I had the biggest shock. An adult woman was going to fuck me with a toy, and they didn't even ask me.

My silence seemed to only spur Anna on. She rose gracefully from her chair and stretched like a cat, showing off her perfect curves. Her movements were smooth and mesmerizing, and her gaze was both appreciative and playful.

"What do you say, boy?" -- She whispered, coming closer to me. "Are you really scared?" I thought young guys liked to experiment.

Lily and Karen stood like statues, watching the scene unfold. There was a mixture of embarrassment, excitement, and perhaps even envy in their eyes. I felt paralyzed, unable to utter a single word.

Suddenly, Anna touched my cheek with her cool hand. Her touch was both gentle and domineering.

"Relax,-- she whispered. "It's going to be fun." I promise you won't regret it.

And before I could say anything, she pulled me to her and bit into my lips with a passionate kiss.

In surprise, my mouth opened completely and the tongue of an experienced woman just burst into it. It was the dirtiest and most passionate kiss of my life.

I was hoping for a date with a young girl, but ended up on a dirty date with an ordinary 45-year-old woman.

Now she was gently fucking me in the ass with a toy and at the same time kissing me on the lips or caressing my protruding nipples.

I closed my eyes, trying to shut out what was happening, but the sensations only got stronger. The toy slid inside me, causing strange, unfamiliar feelings. Her lips moved to my neck, leaving wet trails. I groaned, unable to contain myself.

Conflicting thoughts raced through my head. On the one hand, disgust and shame, on the other -- a growing desire. I felt like a puppet in her hands, devoid of will and control.

Gradually, the resistance weakened. I started kissing her back, hugging her back. My hands slid down her back, feeling every curve of her body. Age has ceased to matter. Only the sensations remained, pure and unbridled.

"Girls, I'm going to steal it from you, it's so sweet," Anna said.

"I want to fuck him."

"Please," Karen replied languidly as Lily began licking her pussy right in front of us.

- Take this lover of anal sex to yourself, for sure he would not have forgiven a real dick.

A wave of heat washed over me. Karen's words sounded like a challenge, like a permission for what I so longed for, but was afraid to admit even to myself. Lily, not paying attention to what was happening, continued her caresses, and her moans only added fuel to the fire.

Anna, having received permission, began to fuck me openly, now I belonged only to her.

Unconverted attention this 45-year-old woman also undressed completely. He could see her now.

A tall woman with long dark hair, slightly overweight, she looked about 90 kg, with large breasts that hung over her tummy. There were no hairs on her body either, it was obvious that the woman was watching her son.

- Well, what do you like? "What is it?" she asked, looking at me.

Her voice, husky and confident, sounded right in my ears. I felt myself blushing as I looked down. Fear and excitement warred in me like two animals in a cage. I didn't know what to say, how to react to this undisguised demonstration of feminine strength and desire.

"Answer me, don't be shy," she insisted, approaching me. Her scent, a mixture of musk and something sweet, filled my lungs. I looked up and saw a mixture of mockery and defiance in her gaze.

"Yes," I whispered, feeling sweat break out on my forehead. - I like it.

Anna grinned, and that grin was full of knowledge and power. She ran her hand over my cheek, and her touch sent goosebumps through my body.

"Then get ready," she whispered. - Today you will learn what real anal sex with an adult woman is.

I reached my peak after just a few minutes, and my small cock started pouring cum on my chest, because I was lying on my back, fully exposing my ass to the woman.

She took this fake cock out of my ass and immediately put it in my mouth.

I did not resist and began to lick the anal juices abundantly covering this toy.

Her eyes were burning as she watched my humiliation. I felt both disgusting and excited at the same time.

And then she sat on my face with her wet dirty cunt and I started licking her.

Somewhere nearby, I could hear the sounds of girls licking each other, moaning sweetly.

That night, I came a few more times and all this time I fucked only with Anna. She even allowed me to fuck her pussy and even cum there by pouring her uterus.

She whispered to me that I could do it completely safely and she wouldn't get pregnant.

I absolutely had no regrets that I was fucking Anna instead of Karen. On the contrary, I was not a big guy compared to a woman, and I liked that she treated me like a sex toy.

She fucked me very gently and whispered obscene words in my ear.

She also cummed profusely, pouring her juices into my mouth. I really liked her adult taste, it was so rich and tart.

In the end, all four of us, having finished many times, fell asleep exhausted.

When I woke up in the morning, I didn't find Anna next to me, just a note from her.

"If you liked it and want a perverted sequel, call Anna and her phone number."

And now I was absolutely sure that I would definitely call her.

The note straightened in my hand like a spring, as if mocking my confusion of yesterday. Anna... her name sounded like a promise of something unknown, daring. The girls... They were just a passing hobby, and to be honest, I wasn't particularly upset about their disappearance. Their reactions were predictable, even funny in their childish resentment.

And I did call her a week later, but that's another story.

(To be continued).