The bet (MF)

Vanessa had just graduated from law school and was lucky enough to secure a job at one of the largest law firm in the country. She had only been there for 2 weeks but she loved her job. The money was good, her colleagues were nice, the place was gorgeous and she love the effect she had on people when she told them where she worked. It made her feel smart and important.

Vanessa was in her mid 20’s, a brunette with shoulder length wavy hair. She did not wear a lot of makeup. Usually just some mascara and some lipstick. Since college she had been wearing glasses, which gave her that smart but sexy look.

She knew she had a really nice body, she was a 36D, she had a nice bubble butt and long legs. She spends a lot of time at the gym to make sure she maintains that body. Vanessa believes in dress to impress, so everyday she would pay particular attention to what she wore. Most of the time it would be sexy blouses with the first button open, paired with a tight pencil dress. She always wore stilettos that matched her outfit and accentuated her toned legs.

The guys at work were very nice to her. Always asked her out for lunch, or drinks after work or sometimes even offered to drop her home after work. She really loved the attention she got from them. What Vanessa did not know was that the guys had an ongoing bet of who would fuck her first.

So, on that day, one of her colleagues suggested they have a few drinks after work. It was friday, the week had been great, it called for some celebrations. At first Vanessa was not very keen joining them. None of the other women at work were coming so it would be a bit awkward for her, but the guys kept insisting. Telling her it would be alright, it would just be a few drinks and it would be fun. So, eventually, she agreed.

As soon as the clock hit 5, they were ready to party. The bar was just across the street. As expected, no other women from the office had joined them, but the guys made sure Vanessa felt comfortable. They made sure to always include her in the conversation, and would joke and tease her. A few drinks in and Vanessa was already starting to feel a bit tipsy. She should probably be going home but the thought of being home alone on a friday night did not sound so appealing.

At around 8, happy hour was over, so the guys suggested they went somewhere else. Vanessa did not want the night to be over just yet, so despite not knowing where they wanted to bring her, she agreed to go with them.

They ended up in a deserted parking lot not too far from the bar. They had bought a few packs of beers on their way here and now they were all chilling in the parking lot. Vanessa was standing against one of the cars they used to get here, next to Matt. Matt was a really handsome guy. Vanessa had a crush on him but since he was engaged and soon to be married, she had kept her distance with him. However that night, when Matt placed his hand on her lower back, she did not object. When Matt slowly made his way to her butt, Vanessa still did not react.

Truth is Vanessa did not know how to react. She did not want to embarass Matt in front of the others so she did not tell him to stop. Did she want him to stop though? She liked Matt and she had in those past 2 weeks, fantasized about him, but he is almost married so he was off limit. Yet, that night, she did not want to keep her distances anymore. She wanted to see how far it would go, so she let him. Even when he started squeezing her butt, she let him. Then, when he leaned towards her and kiss her neck, she let out a soft moan and closed her eyes. He kissed her lips and she returned his kiss. From there it all went very fast.

It was like they forgot that they were not alone. His tongue was exploring her mouth while his hands explored her body. His body pressed against hers, she could feel his hard on. When Matt finally broke off the kiss, they were both breathless. He turned her around and started rubbing his hard on against her butt. Vanessa let out a soft moan. Its been a while since she had sex. 8 months to be exact. Ever since she broke up with her ex, she had kept herself busy with her studies and the gym and had kept a safe distance from guys in general. But now, she was craving sex. She did not care that her other colleagues were right there. She was drunk, horny and felt slutty. So, when Matt pulled up her skirt, exposing her pink lace panties, Vanessa did not mind. He slapped her ass, watching her cheeks bounce. The other colleages had moved closer so that they could have a better view.

Matt then slipped her panties aside and started teasing her opening with his fingers. Vanessa was soaking wet. The guys commented on how wet she was and how she needed a cock inside her. This only turned her on even more. When he finally slipped his finger inside her, she could barely contain herself. She let out a moan and pushed her ass towards him. He started fucking her slowly. She was so wet, they could all hear his finger moving in and out of her. She was so tight, he could feel her pussy clamping his finger. His fiancé was not that tight and he kept wondering how it would feel to be inside her. He slid in another finger and kept fingering her until he could not wait any longer.

When he removed his fingers, Vanessa felt so empty. She wanted more. She turned around and saw him unzip his pants and take out his massive hard cock. She could not believe her eyes. She never had a cock that big before. Heck, she had never seen a cock that big before. He was a good 8 inches and so thick. Matt teased her opening with his hard cock before slowly sliding it inside her. He watched her tight pussy stretch around his massive cock as he slowly pushed himself inside her. She was so tight, it felt amazing. When he finally managed to get balls deep inside her, he kept himself buried there for a few seconds, enjoying her tightness, before slowly pulling out. His cock was coated with her juices. He slowly started fucking her, enjoying making her moan.

Vanessa was completely lost in lust. She could not believe how good Matt’s cock felt inside her. He was so big, he was filling her completely. Everytime he would push his massive cock inside her, it would hit her g-spot. She knew she would not last long. This was the best sex she ever had. Not only was Matt being amazing, but the fact that she was being watched by so many guys, really turned her on. So, when Matt grabbed both her arms, turned her around and have her face her colleagues while he was fucking her from behind, she could barely contain herself.

He tore her blouse open and pulled her bra up, exposing her tits. She watched the guys jerk off to her while Matt fucked her hard, making her big tits bounce all over the place.

Vanessa was so tight that Matt already needed to cum. This was not the first time he had cheated on his fiancé, but he had always been careful and always wore a condom. He did not expect to fuck Vanessa that night. It had all happened so fast. He knew he should pull out but he did not want to. He did not want to leave her tight wet pussy. He wanted to cum inside her. He wanted to own her. So, he kept fucking her hard until he was ready to fill her.

This was the first time anyone came inside her. Vanessa had been so careful in the past. She never allowed her boyfriend to fuck her raw and tonight, not only had she broken her rule, but Matt was now shooting his hot cum inside her.

His cock still buried inside her pussy, Matt asked the guys to pay up. At first Vanessa did not understand what was going on. It took her a few minutes to realize that they had made a bet on who would fuck her first.

Source: reddit.com/r/eroticliterature/comments/pfyeog/the_bet_mf