One of the perks of working in a bar for Isaac was the opportunity to talk to attractive women and men. It was the main thing keeping him working in a place that paid so little and made him work such long hours.
Tuesday nights were the worst shifts for him; the only customers were a few old barflies and he was usually stuck alone with only his thoughts and his manager’s terrible playlist for company. He was usually the youngest in the room by at least 40 years and his mind often wandered to finding another job. However, the Tuesday night in question, there was no place he would have rather been.
About 10pm, as he was pouring another beer for one of the regulars who was boring his ear off with a story he’d heard a hundred times before, Isaac noticed a woman enter on her own. She was about 25 with tanned skin, curly hair that was tied up in a ponytail and thick, hipster glasses. She was wearing a short skirt, knee-high boots and a leather jacket over a tight black jumper that showed off her curves.
She walked towards the bar and ordered a cocktail with a thick accent, he thought she was maybe Spanish or Italian. Isaac was glad that she was short and the bar came up over his waist because he was already getting hard looking at her. He was so flustered by her that, as he was handing her back her change for the drink, he accidentally dropped it all over the bar. He turned bright red and scrambled to pick them all up while apologising profusely. She thanked him for the drink and found herself a seat in a booth in the corner. She then proceeded to take out her phone and video call someone. Isaac figured that they were speaking Spanish but he had no idea what they were saying, all he could tell from the conversation was that it was something funny as they kept giggling and laughing.
The noise of their conversation was seemingly too much for the regulars as, one by one, the last few old people sitting in the bar filtered out. Her laughing had shattered the peace of their usual Tuesday night haunt.
After about 20 minutes, the Spanish girl hung up her call and came over to the bar where she took a seat on one of the stools. She asked for another of the same.
As Isaac was preparing, her phone buzzed. As she read the text, she started giggling again.
“What’s so funny?” Isaac asked.
“Oh, nothing. It’s just a game me and my friend play when we’re on holiday.”
“Oh yeah? What’s that?”
“It’s like dares.”
Isaac handed her the cocktail and she took a long, deep swig.
“So, how does your game work?” he inquired.
“It’s very simple. My friend sends me things I have to do and if I don’t do them I have to do a forfeit.”
“What’s the forfeit?”
“I’ll tell you when I know you better.”
“So, what’s the last dare she sent you?”
“She said I have to ask the next person I see one of their secrets. Would you mind helping me?” She had a mischievous smile on her face. Isaac was so turned on that he could feel his hard cock pushing against his tight jeans.
“Of course I’ll help,” he replied, “What kind of secret?”
“Anything you like.”
He thought for a moment and then said, “Well, one time I fucked a girl on this bar after closing time.”
“Thank you,” she replied and then texted her friend. A few seconds later, another text came in.
“Are you ready to help me with another?” she asked.
“I feel like I should know your name before I go giving anymore secrets away.”
She extended her hand for a hand shake and said, “I am Adriana from Spain.”
Isaac stuck his hand out and shook hers, saying, “Well, I’m Isaac from here. So, what’s the next dare?”
“I have to kiss the first hot guy I see. Would you be able to help me with that?”
Isaac leaned across the bar, grabbed her by the waist and pulled her in for a kiss. He could taste the sweet flavours of the cocktail on her tongue and lips as their tongues explored each other’s mouths. As they kissed, he heard the sound of a camera. He pulled out from the kiss, looking confusedly at her.
“Oh, sorry. I never said. My friend demands photographic evidence to prove I’ve done all her dares.”
If Isaac had been less horny, he would have worried about the possible repercussions of a photo of him making out with a stranger at his workplace but, at this point, he didn’t really care.
She sent the selfie to her friend and, within seconds, she received another reply which she read out loud, “I am to show you the inside of my hotel room.”
Ordinarily, the bar closed at midnight on weekdays and it was now only 11pm but Isaac knew it was very unlikely they would get anymore customers at that time.
“Okay,” he replied, “Sounds good to me.”
As he started to close up the bar, she ordered them a taxi. While he was counting up the money in the till and turning off all the lights, he could hear Adriana laughing as more and more texts came in from her friend. He couldn’t wait to see what lay in store for him.
Fifteen minutes later, the taxi was pulling up in front of a tall hotel complex in the city centre. Adriana grabbed him by the hand and led him through the atrium and to the elevators. Once they were inside and the doors had closed, they started making out immediately. He could feel her breasts pressed against him and he was sure she would be able to feel his rock hard cock aching to be inside her.
Once they arrived at her floor, they practically ran to her room. Adriana slammed the door behind him and said, “My next dare is to ride the face of a hot barman.”
“I’m sure I can help you with that,” he replied as he lay back on the bed.
They were in such a rush that neither of them took off their jackets as they got on the bed. Isaac realised that Adriana wasn’t wearing underwear underneath her skirt and he immediately started eating her out. He traced the alphabet with his tongue until he heard her moan loudly on the letter J and he started repeating the letter over and over again.
Adriana’s phone buzzed again and, between moans, she told him that her friend wanted to see them do doggy. She reluctantly got off his face and took her jacket off. Isaac removed her jumper to reveal a white lace bra covering her breasts.
She handed him her phone and said, “She loves to see my ass when I do doggy. Do you mind taking the photo?”
She then bent over the table in the corner of the room and lifted her skirt. Isaac removed his shirt, jeans and underwear, finally freeing his 7” cock which was coated in precum. He took a firm hold of Adriana’s ponytail and rubbed his cock against her clit. Before pushing inside her, he opened the camera on her phone to capture the moment of penetration. As he slowly pushed all 7 inches inside of her, she let out a string of Spanish words. He pulled her ponytail so she was looking at him as he started thrust harder and faster.
“Take more photos!”
He complied and took several of her face and ass. This seemed to turn her on more as she started back her ass against his cock.
Isaac was starting to worry about cumming so he decided to change positions. He pulled out and she stood up and finally took off her bra and skirt. She was now completely naked except for her knee high boots and thick glasses.
“What does your friend say to do now?” he asked.
Adriana looked at her phone and a grin spread across her face, “She wants to see more of my face.”
She lay back on the bed, her legs in the air and Isaac positioned himself for missionary. This close to her, he could see her chestnut eyes widened as his cock entered her and he could make out each of the individual freckles that stretched from her nose to her breasts. She handed him back her phone and asked him to take more photos and he happily obliged.
Soon, Isaac started to feel the pleasant warm feeling that told him he was going to cum soon. He whispered to her that he was getting close and she immediately pushed him off her and got on her knees on the floor.
“My friend loves to see my face covered in cum,” she said as she opened her mouth wide and started to finger herself, “Give it to me.”
He started to jerk himself off and, within seconds, spurts of hot cum covered her cute face and glasses. She grabbed the phone off him and took a selfie before scooping the cum onto her fingers and into her mouth.
She stood up and kissed him, “Thanks for playing.”
“I hope your friend enjoyed it,” he replied.
“You’ll be able to ask her yourself, she’s coming to visit in a few days…”
Source: reddit.com/r/Erotica/comments/tftbki/holiday_dares_fm
I love it! hahah