Just before Isaac started his bar shift on Saturday he got a text from Adriana – “My friend is arriving in town tonight. Keep an eye out for her at the bar.”
Isaac was excited to meet the mysterious question master who had inspired so much fun between him and Adriana but the bar was so busy on Saturdays he couldn’t spend much time thinking about it, he had to concentrate on not fucking up customers’ orders. He was also worried about how he would recognise her; the bar was near a university so it got a lot of foreign exchange students. He didn’t know if he would be able to pick her out of the crowd.
By midnight, sex was the furthest thing from his mind. He had fallen into the hypnotic flow that happens on busy nights. However, his concentration was shattered when he noticed a woman leaning over the bar, trying to get his attention. She was much taller than Adriana, the top of her head probably reached his chin while Adriana barely reached his shoulder. She had the same olive skin as Adriana but none of the freckles and her brunette hair was straight and tied up in braids. While Adriana usually dressed quite conservatively, this woman was trying to attract attention; she was wearing a white crop top that gave the impression that even the smallest jump would reveal the huge breasts underneath. She was also wearing denim shorts that barely covered the bottom of her ass. Isaac also appreciated that her septum was pierced and she had winged eyeliner.
“What can I get you?” Isaac shouted over the blaring music in the bar.
“My friend Adriana sent me. She suggested we have a chat once the bar closes.” Even shouting Isaac could tell she had one of those voices that oozes sensuality. It was slightly deeper than most women’s and she was even more heavily accented than Adriana. Isaac was already wondering what it would sound like moaning his name.
“Sure. Why don’t you have a drink and I’ll speak to you when the bar closes.”
“I’ll have a gin and tonic. My name is Lola by the way.”
Isaac extended his hand, “Nice to meet you in person.”
He made her the drink and gave it to her, free of charge. He was expecting that she would sit in the corner, as Adriana had the first night, but she stayed seated at the bar watching him and texting for the next hour. He could hardly think straight, having those piercing brown eyes follow him around the bar. He wondered what exactly the relationship between her and Adriana was that they were so comfortable to play sex games together.
Around 1pm the bar was starting to get quiet and Isaac’s manager asked if he wouldn’t mind closing up by himself, which he enthusiastically agreed to.
It took half an hour to kick the last remaining customers out, put the money in the safe and turn off the main lights. The whole time Lola didn’t say a word, she just quietly watched him.
Finally he locked the front door to face her. Lola stood up off her stool and jumped up so she was sitting on the bar, facing him.
“So… what would you like to talk about?”
“Well, now I am on holiday too, Adriana has some dares to give me too,” she explained.
“I see. And what is the first dare she has given you?”
“On the first night you met her, you told her that you fucked a girl on this bar, remember?”
“Yes, I do remember,” he said, smiling.
“My first dare is having a hot barman eat me out on this bar. Think you can help with that?”
Isaac approached her and they immediately started making out while his hands started to undo the buttons on her shorts. She wriggled out of them to reveal that, like her friend, she didn’t seem to have much use for underwear. Before Isaac threw her shorts to the ground, she reached into the pocket to remove her phone.
“Don’t forget, we need evidence,” she said as she grabbed his hair with both hands and guided his head towards her dripping wet pussy.
Isaac was in heaven as he started eating her out. Isaac’s wish was soon granted when Lola’s sensuous voice started to moan his name. As he was giving her slow, sloppy licks, he started to finger her with first one and then two of his fingers. She responded to this and started to push herself up and down on her fingers.
The whole time this was happening, she was taking photos and she only stopped when she heard the chime of an incoming message.
“Adriana says you are really good at eating out from behind.”
Isaac knew what to do immediately as he pulled her off the bar and bent her over so her hands were placed where ass had just been.
Even though she was still soaking wet, he spat on her pussy before starting to lick and finger her again. He could barely hear the sound of her taking selfies over the sound of his own tongue.
As much as he was enjoying eating her out, he couldn’t pass up the opportunity to use her braids as handlebars so he stood up, took a hold of them with one hand, and started thrusting inside her.
“I was hoping you would use them for that,” she laughed.
As he had predicted, her crop top couldn’t contain her breasts and they were now bouncing freely with each thrust.
“Give me that phone,” he demanded, between grunts, “Adriana is missing this view.”
She handed him her phone and he proceeded to take several pictures of her ass, which was now red from the force of his thrusting, and her arched back and braids.
“Más rápido… faster,” she moaned, “I’m so close.”
Isaac began to pick up the pace and soon he felt her body clench around his cock like a vice. She let out a moan so loud that Isaac was worried that anyone walking by in the street might hear her.
She only took a second to recover before getting on her knees and turning towards Isaac.
“Adriana says you’re the best guy she’s ever tasted. I have to see if she’s right.”
At that, she started sucking on his cock while stroking his cock with one of her free hands.
“Mmh, I can taste myself on you.”
The phone buzzed again and Isaac handed her the phone.
“She says I have thirty seconds to make you cum or I have to do the forfeit.”
She immediately began to pick up the pace. It was probably the fastest and sloppiest blowjob he had ever received. She must have known what she was doing because in what felt like no time at all she was swallowing a huge burst of cum.
She had a huge look of pride on her face when she smiled looking up at him but her face fell when she looked back at her phone.
“Shit, it took 50 seconds. It means I have to do the forfeit…”
Source: reddit.com/r/Erotica/comments/thhl9g/holiday_dares_part_4_closing_time_fm