Sofia(you know from my earlier stories) and I had a falling out a few days before Christmas over various issues. We didn’t speak to each other for a few days and I was not going let my Christmas and New Year get spoiled. I had passes for some of the most exclusive clubs and parties but no date. So, I went into overdrive. There was a girl, let’s call her Cherry who I was following on Instagram and vice-versa. She was fair, very good-looking, had a great set of tits, and was very fashionable. She used to party almost every night, as I saw from her insta lives, stories, and check ins. I took a shot and DMed her.
I honestly didn’t think she would reply but surprisingly she did. What surprised me more was she recognized me from the nightclubs where we had seen each other a few days ago. I think she spoke so easily, because she knew who I was, and she seemed like an all-round sweet person beneath her glamourous aura. I shot my shot again and asked her if she had plans for Christmas Eve. She said she didn’t, and I asked her out.
Come Christmas eve, I picked her, and she looked elegant as hell in a red gown. Her beautiful lips were accentuated with red lipstick which looked even more awesome as she was very fair. I took her to an exclusive sports club and every man and woman turned their heads to look at her. I could feel their envy towards me. We drank and danced with the live music. I was very impressed by her drinking capacity. Since it was winter and the party was on an open ground, we shifted the night to a nightclub.
Given the rush, I didn’t expect to get into the nightclub so easily, but she seemed to know everyone, and we didn’t just get in, we got into the VIP zone to beat the crowd. We both met some mutual friends and we partied till 4 am.
Now comes the fun part. I was a little taken aback as to how come a well-spoken, beautiful, hot girl was partying so easily with me whom she started speaking to only 4 days ago. I sent our pictures to a friend of mine, who was a veteran party animal and knew every regular at every nightclub, bar, and even all night dhabas to get some info on her. He got back to me and gave me some surprising info. So, her partying ways and glamour stemmed from her part time job which was of a high-class escort. But she never worked in Kolkata. She usually used to go on tour to Mumbai, Delhi, and Bengaluru for 2-3 weeks and offered her services there. She was in Kolkata for the festive week to be with her family. She had mentioned her Goa plans after new years and now it made sense. While in the city, she told me she did some event management jobs and I knew that didn’t pay enough for her maintenance.
My friend asked her how we met, and I gave him the details. He gave some positive news which kind of elated me, which was she would only go out with guys in Kolkata if she genuinely liked them. I didn’t have any plans for 31st Night so I asked her again. She accepted.
On the evening she asked if I had an extra pass as her friend also would like to join us. I said I did, and I picked them both up. Her friend was not at all good looking, so she didn’t pique my curiosity. Cherry on the other hand wore sleeveless red gown with a jacket and stole looking elegant again.
We went to another social club that night and her friend asked if I have another pass as her friend also wanted to join them. I didn’t have another pass, but I guided him to my friend, and he joined us. We danced with our drinks and as the clock struck midnight, she surprised me with a small kiss on my lips. We packed and decided to go to Roxy as usual to go along the night. This time, her friend’s boyfriend got us in and into VIP. I realized he was the son of some minister and had clout in the hotel and club.
Cherry was drunk and was getting frisky with me. As we danced, she kept rubbing her hand on my dick and it started to bulge in my pants. After dancing and drinking for another hour, her friend came and spoke to her and gave her something and left with her boyfriend. She came, packed her stuff, held my hand, and asked me to follow her. I obeyed and went with the flow. She led me out of the club, and we went into the lift. She started smooching me there and once we got off, she took me to a room. Her friend and her boyfriend had got us a room to repay for the club pass earlier that night.
As soon as she locked the room, she smooched me on the door and started taking my belt of. She left me, asked me to dim the lights and wait for her. She went into the washroom and switched on the shower. She called me after two minutes. The lights were off, but the room’s ambient light was enough.
I had had my fair share of sex, but I was not going interrupt a working girl’s flow. She asked me to join her in the shower. I took off my clothes and stepped in. Her curves were looking amazing in the shadows. She turned around and started kissing me under the hot water. She kissed me and I started fondling her boobs. They were big, soft, and firm. We kept rubbing, kissing, and fondling each other for a while and I bent down to taste her. The hot water was giving her pleasure as I licked her clean-shaven pussy. She held my hair and guided my mouth to her pleasure. After a while she yanked me up and started going down on me. And my God, I knew it then why she would charge to do what she does. She really embodied the saying ‘If you’re good at something, don’t do it for free.’ She was going to town on my dick and I was harder than steel rod.
She stopped after 10 minutes, and I saw the lust in her eye. She held my dick in her and was going to the bedroom, but I had other plans. I pulled her back in the shower and bent her over and shoved my dick in her pussy. She held the shower knobs and lifted one leg on the bathtub side. I started fucking her hard and she was moaning loud and hard. There was no stopping us now. After fucking her for some time and put her up on the basin slab, spread her legs and entered her from front. I was kissing her and pressing her tits from the front and she was taking my hard thrusts. She kept moaning in my mouth. She held my ass and kept getting fucked while moaning loud.
She wanted to changed position, so she wiped herself and me and pulled me to the bed while holding my dick. She threw me on the bed and started riding me. She was riding hard and her tits were bouncing as I squeezed them. She kept riding till she came, and her pussy flushed her hot juices and that threw me over the edge. I came in her pussy and she collapsed on me.
I didn’t know if it was the alcohol or her raw passion that kept me hard even after cumming. I turned her over and got on top. I fucked her missionary very slowly. This feeling was driving us both mad. After she started feeling a build up again, I put her legs over my shoulders and started to fuck her deeper. I was giving long and deep strokes only elongating the feeling of my dick in her vagina. I was feeling her pussy reciprocate too as it kept getting wetter and grabbing my dick by tightening the muscles. But as I felt her pussy open up more for me, I plunged my dick deep in to her pussy, hitting her cervix and breaking through.
She screamed as she was not prepared for that. The sensation of her cervix getting pierced with my dickhead is still making me hard as I write this and even after so many years. She dug her nails in to my back and bit my shoulders to muffle her screams but I did not stop. I fucked her for God knows how long and we lost track of time and orgasms. Ultimately we fell asleep, melted in each other’s arms with my dick still deep in her and cum deep in her pussy.
The next morning she told me the room is paid for till 2nd Jan’s afternoon and smiled. We knew what that meant and started fucking again. We fucked on the chairs, bathtub for as long we had the room and that was an epic start to the new year.
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Source: reddit.com/r/eroticliterature/comments/pby5u7/sinful_new_year