Holiday Dares: Part 4 – Closing Time (FM)

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.

Holiday Dares: Part 3 – Sharing Adriana (FMM)

The day after Isaac and Adriana’s museum visit, Isaac was at his friend Max’s house playing video games and drinking beers. Isaac and Max had known each other since high school. Max had been kind of nerdy at the beginning of school and it had usually fallen to Isaac to stick up for him to the bullies but, by their final year, Max had discovered a passion for sports and they were now on a level pegging, although Isaac suspected that Max still looked up to him a lot.

Although they usually talked about sex a lot, Isaac hadn’t told Max about meeting Adriana yet as he had just broken up with his girlfriend of several years and he felt that describing their exploits in any detail might be like rubbing salt in the wound.

Max paused the game briefly to go and get more beers from the fridge. Isaac took the opportunity to look at his phone and saw he had a message from Adriana.

“Hey, my friend has another dare for me. Can you help?”

He was so excited that his hands were shaking as he typed back, “Yeah, sure!”

Holiday Dares: Part 2 – Sightseeing (MF)

Isaac awoke to the sound of a shower running. He slowly opened his eyes and it took him a moment to remember where he was. He looked around the hotel room and saw his and Adriana’s clothes strewn across the floor and bed. In the morning light, he was noticing details about the room that he hadn’t noticed the previous night, including the selection of sex toys on the table next to the bed, including a strap-on, dildo and fluffy handcuffs.

He got up and went into the bathroom and saw Adriana showering. Last night he had only seen her in dark rooms but now, in the brightly lit bathroom, he got a better view of her. She was much shorter than him, her head only came up to his shoulder, her curly hair, which was now wet, extended almost halfway down her back, there was a smattering of freckles that covered her face and partially extended down her body, her breasts weren’t the largest he’d ever seen but they fit the size of his hands perfectly. Her olive skin was glistening with the water from the shower.

Published
Categorized as Erotica

Holiday Dares (FM)

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.

Published
Categorized as Erotica