The Blind Date: A Cuckold’s Tale
An erotic story by Alex Skylar
Sam checked himself in the mirror one last time before he left the house. His button down shirt was slightly askew, so he quickly straightened it out and made sure his hair was still tucked perfectly in place.
Tonight he was going on a blind date. His friend Joey had set him up with a girl named Allie. Joey claimed she was fun and beautiful, but more importantly, she was very open minded. Sam had always been a little unusual when it came to relationships, and he liked having a little kink in his life. He wanted to find someone who could roll with his unusual ideas, and Joey claimed that this girl was the one for him. His friend was aware of his secret interests, so he was cautiously optimistic that this could lead somewhere fun and interesting.
Joey had given Sam her number last week, and after a few texts, they decided to meet up at a bar for a drink first to see if there was any chemistry there. Sam knew that would also be a great opportunity to see if she was really as open minded as Joey had claimed.
Sam wanted to look nice while keeping it casual, so he decided on a pair of jeans to go with his nicer shirt. He wanted to look good, but not like he was trying too hard.
Allie had already sparked his interest when she suggested they make it a real blind date and not exchange pictures beforehand. Instead, they would meet at the bar and she would show up with a red flower tucked into a clip in her hair. Sam was worried that she didn’t want to send a picture because she wasn’t attractive, but Joey assured him that wasn’t the case. The idea had him intrigued, though, and since she had no idea what he looked like, he could always take off if she was extremely unattractive. It seemed like a win-win situation and a fun game to start off the night.
Sam gathered up his keys and wallet, then headed for the door with his heart pounding a thousand beats per minute.
He had never been to the bar they had agreed upon, so the first order of business was to assess the place. It was a trendy spot, which was very obvious the second he stepped through the door. Every seat at the bar was taken, with at least a dozen people standing behind the bar stools. There were a few high top tables open, so he figured they could grab one of those once he found his date.
Sam quickly spotted Allie in the crowd. At first, he only saw the back of her head. She had long blonde hair that draped down her back, with a simple red carnation pinned into a barrette. She was talking to a good-looking guy sitting next to her, but they seemed to be two strangers making small talk while she waited for him.
Sam walked over to her and approached from the other side. The other guy noticed him standing behind her and nodded in his direction.
“I think your date is here,” he said to her.
Allie turned around and smiled at him, and Sam immediately fell in love with her beautiful smile. She was in her twenties like him, with a beautiful face and deep blue eyes. Her smile widened when she saw him, and he took that as a sign that she approved of him.
“I think you’re right,” she said, turning back to the other gentleman for a moment. “It’s been a pleasure talking to you. Thanks for keeping me company!”
“You must be Allie?” Sam said as her attention returned to him.
“I am, and you must be Sam. Joey was right, you are really cute,” she said with a giggle, giving him that same warm smile. “Should we grab a seat at one of the tables?”
Allie stood up and grabbed her purse, and Sam
gestured for her to lead the way.
They claimed a table toward the back, tucked into a corner. The waitress saw them right away and swooped in to take their drink order before vanishing into the crowd.
Allie was dressed in a cute little sundress with a floral pattern that spread out across the fabric. She had thrown a thin black sweater over the top of it, giving herself a very simple and down-to-earth look. The dress showed off her figure, slim yet curvy with a nice round butt. Her breasts weren’t huge, but were big enough to create a nice amount of cleavage peeking out from the upper edge of the dress.
The conversation was slow at first as they took their first steps, but soon the words flowed easily. They talked about their jobs and their hobbies, the weather and politics, their favorite movies and favorite music. Sam found himself feeling a real connection with her, and she seemed to share that feeling.
Every now and then, he would look at the red flower in her hair and smile. She was intriguing, not like any other girl that he had met. Her attitude was friendly and pleasant, with a hint of smarmy playfulness. Her jokes would sometimes drift toward inappropriate, but she always seemed to pull it back just in time. Sam could tell she was holding back, but he could also tell that she would be a lot of fun even when she let her true self come out. Every now and then he caught a peek of the real Allie, and he kept trying to get her to let her hair down and let go.
They had been talking endlessly for almost two hours when she finally took the conversation in a new direction. A very personal direction.
“So Joey tells me you have ‘unusual tastes’ when it comes to sex, but he wouldn’t elaborate,” she asked suddenly win a smirk on her face. “What’s that about? Are you some sort of Christian Grey wannabe?”
Sam turned bright red. He grabbed his beer and took a long drink, then waffled for a minute.
“Not exactly,” he stammered as he struggled to figure out how to answer her question. “I do have distinctive tastes, but they are quite different than anything you would read in a soccer mom’s cheesy erotica novel. My interests are a little more unusual.”
“Oh, really?” she said, looking nervous for the first time all night. “Are you one of those guys that likes it when a woman poops on your chest or something like that?”
Sam was taking another sip of his beer when she said that, and he almost spit it out all over her. Instead, the beer went down the wrong tube and he choked hard on it. As he struggled to recover, he began shaking his head vigorously.
“No, no, nothing like that!” he said as he regained his voice and let out a few final coughs. “I’m not that far off the map.”
“Okay, so tell me,” she pressed, leaning in and folding her arms on the table in front of her. “What’s your deal?”
Sam summoned his courage, took a deep breath, and then opened himself up.
“I have an unusual fetish. When I date a woman, I enjoy watching her sleep with other men,” he admitted.
Sam closed his eyes tightly, afraid to see the judgmental look she was certainly giving him. He slowly opened one eyelid and was pleasantly surprised to see her watching him with a mixture of curiosity and excitement. She seemed to be mulling it over, so he opened his eyes again and waited for her to answer.
“That doesn’t seem that weird,” she said finally, “although I do have a lot of questions about it.”
“Go for it,” Sam said with a shrug.
“Do you have to be there watching, or would it turn you on if she just went out on a date with someone and told you about it after?”
“I prefer to watch, but I wouldn’t mind letting her go out on her own from time to time,” he replied quickly. “Pictures or videos make a nice substitute if I can’t be there, too.”
“Hmm, okay,” she said, rubbing her chin as she pondered her next question. “How did you get involved in this idea?”
Sam paused before answering. He had long contemplated how he had ended up with such a twisted sexual mindset. He would never be sure of the real answer, but there were always little things that seemed to line up with the idea, making him think perhaps it was ingrained into his consciousness.
“I think it’s something that has always been with me, even way back into my teenage years. There were a few incidents that, looking back, definitely indicated an inclination toward it, although I didn’t really come into the idea completely until a few years ago.”
“What kind of incidents?” Allie asked, cutting him off.
“Well, the most prominent one was a girl I dated my junior year of high school. She was cute, with big boobs and an okay face. A sweet girl, but a little awkward. We really didn’t click well as a couple, but we ended up staying friends after we broke up.
“One day, she told me that she had heard a rumor that my best friend, Matt, was incredibly well hung and great in bed. He never talked about it, so I was a little surprised when she said that. I came up with some half-cocked idea about her trying to sleep with him and see if the rumors were true. I said it jokingly, because I really thought there was no way she would do something like that.
“A week later, she asked me to hang out after school and proceeded to tell me that she had slept with him, and he was in fact quite well-endowed. She didn’t stop there though. She proceeded to tell me in excruciating detail the things he had done to her, and how good it had felt. When she finished, she capped it all off by telling me he was at least twice as big as me and much more talented. I should have been offended, but I shrugged it off like I didn’t care. When I got home, I jerked myself off all night thinking about it. I think I finished myself off at least a half dozen times that night. She kept sleeping with him, too. They never dated, but she couldn’t seem to get enough of what he had to offer.”
As Allie listened to his story, she watched him intently with a stupid grin on her face. It was clear that she loved the idea, but there was still a question as to whether or not she would actually do something like that.
“That’s so hot,” she said, giggling a little. “So how did you get into actual cuckolding? I’m assuming you’ve actually done it before, right?”
“Of course,” Sam replied with a wave of his hand. “I’ve done it with several girlfriends over the years. I started watching a lot of cuckold porn online when I was in college. One of my girlfriends came across some of the sites while borrowing my computer and asked if I really wanted to do something like that, or if it was just a fantasy. When I told her I wanted to try it, she was totally down. She called up one of her exes with a big dick and asked him if he wanted to go out for drinks with us. We didn’t even have to tell him what we wanted. After a few drinks, he was flirting with her blatantly, right in front of me. When she invited him back to our place, he jumped at the chance. They ended up fucking all night while I waited in the corner. When he left, she finally started paying attention to me. She was sore, but she begged me to take her. To reclaim her. The sex was intense, and after that, I was hooked.”
“Wow,” Allie said, clearly intrigued by the entire thing. “Is it always that intense afterward?”
“Every single time, in my experience. Sometimes I can barely last more than a few minutes, though, especially with a better bull.”
“Bull? What does that mean?” she interrupted.
“Bulls are the alpha males that join a couple. The woman is usually referred to as a hotwife, and her partner is the cuckold.”
“Gotcha,” she said, nodding. “It sounds like it wouldn’t be very exciting for the hotwife if you only last a few minutes, though.”
“Well, she usually gets off several times with the bull, so that part is sometimes just about seeing my reaction. Plus, I’m usually so turned on that I stay hard after my first time, and we just keep going.”
“Okay, that does sound hot,” Allie said as she played with a piece of her hair.
She watched him intently, a smile dancing across her lips as her mind absorbed the idea.
“I have to run to my car and grab something,” she said suddenly, then stood up.
“Oh, okay,” Sam stammered, then recovered with a joke. “Do you want me to wait here, or are you making an exit for the night?”
“I’ll be back, I promise,” she said with a wink and a sly smile.
Sam was definitely intrigued by her. Everything about her was intoxicating, and as she walked away, his eyes followed the sway of her beautiful ass under her loose-fitting dress. She cut through the crowd and disappeared out the front door.
Sam pulled out his phone and quickly shot Joey a text while he had a free moment.
“This girl is amazing!” he typed, then hit send.
“Good!” Joey replied a moment later. “I think you two could have a lot of fun together. She just texted me, too. She says she’s having a great time. Looks like we might have a winner here.”
Sam smiled at his phone like a stupid teenager realizing his crush likes him back. He shook it off and continued typing.
“That’s great to hear! I’ll keep you updated,” he said, then tucked his phone back into his pocket and sipped at his beer.
Five minutes passed, then slowly turned into ten minutes. Sam started to fear that he had been stood up. Then he finally looked around the room and everything came together in a single moment of understanding.
Allie was sitting at the bar next to the guy she had been talking to when he first walked in. This time, though, her body language toward him was much different. Her entire body was turned toward him, her long, smooth legs crossed right in front of him for his viewing pleasure. She was playing with her hair again, twirling it around one of her fingers. It was something that she seemed to do when she was interested in someone.
As Sam watched her, she glanced in his direction and gave him a devilish smile that said she knew exactly what she was doing. They had only met a few hours before and she was already cuckolding him.
The guy she was talking to was in his twenties, and handsome guy with a short goatee and a sharp jaw line. His shoulders were thick and broad, and he seemed very confident. Sam found himself wondering if the stranger had asked about her date. Had she already told him he could fuck her, or was she building up to it?
The stranger said something funny, and Allie laughed hard as she placed her hand on his thigh and leaned in closer. Sam felt his cock stirring at the sight. She was absolutely beautiful, and he couldn’t imagine a better choice for a hotwife.
Allie continued to chat up her target while Sam sat alone at his table, nursing his beer. Her eyes would occasionally turn in his direction to make sure that he was still watching, and it was clear that she was fully invested in her game with him. She wasn’t flirting with the stranger because she wanted to fuck him, although it was clearly on her mind. She was doing this to test Sam’s limits and see how cuckolding affected him.
Allie’s hand was still on the guy’s thigh, stroking his leg as they grew closer. Every now and then, she would lean in and whisper something in his ear, and he would often respond with a shake of his head, like she had just suggested something inappropriate. He had a huge smile on his face though, so whatever she was suggesting wasn’t enough to scare him off.
After one particularly long whisper, Allie nodded in Sam’s direction. The stranger turned and looked at Sam, watching from his table in the corner, and gave him a nod. Sam felt his cheeks burn red with embarrassment as he realized that she was definitely taking this even further. She had actually done it. She had told a random stranger about her date, and probably about his fetish as well. How far did she intend to go with this?
After a few more words, Allie stood up. The stranger stood up with her, then followed her as she crossed the bar to their table.
“Sam, I want to introduce you to my new friend, Chris,” she said, gesturing toward him. “Chris and I were just talking, and we’re both dying to fuck each other’s brains out. I told him that this was our first date, but you have a thing for watching. He said he’d be happy to help us out. What do you think?”
For more of this story, check out The Blind Date: A Cuckold’s Tale by Alex Skylar, available exclusively on Amazon!