He noticed the friend request on the online fetish site that he had joined a few years prior. It stuck out since the request was from a woman who was pretty much half his age. He was leery since, in his experience, this kind of thing was typically a scam or someone posing as a hot young woman (which, in reality, is a scam in its own right!). He accepted the request and sent a short, polite note thanking her and asking her for more detail about herself.
After some time had passed, he had put the exchange out of his mind when almost a year later he received a reply. The line “sorry for the delay in responding” made him laugh and he commented on it in his reply. Over the course of a few messages back and forth, she mentioned that she wasn’t much of an online communicator. She preferred to talk live, so the discussion advanced to planning to meet for a drink much more rapidly than any of his prior chats with new friends.
They had exchanged a few additional pictures of each other prior to meeting and he felt comfortable that she was, in fact, actually real. They seemed to have a decent online chemistry even though the volume of communication was relatively light. He arrived early at the bar they had agreed upon and she was close behind. He watched her confidently stroll into the bar and work her way towards the table near the rear. She was about 5’5”, with a trim, fit-looking body and a mane of thick red hair. It was her beautiful face that captured his attention, though, with her incredible brown eyes that almost immediately made him lose focus.
He was typically more dominant in the fetish world but he had grown tired of the typical submissive women who craved orders and rules and seemed to have little personality or drive of their own. She identified as a switch, meaning she could be dominant in certain circumstances and submissive in others. He found this mixture intriguing and told her so. It quickly became evident to him that she was not anything like the submissives he had previously played with. She had the alluring air of a strong, mature woman in the body of a petite young lady.
He had suggested a few “instructions” to her prior to their meeting as a fun way to test her level of submissiveness. One of those instructions was to not wear a bra or panties. Since it was a January evening in Canada, she was bundled up in a warm winter coat but when she removed it, he could tell right away that she had followed the bra instructions. He wasn’t sure if it was the cold or the excitement of the meeting, but he was greeted with the sight of her erect nipples poking through her light top.
They sat and enjoyed a drink and the conversation flowed easily, but they started to become aware that their age difference was attracting some attention from the other patrons in the bar as well as the wait staff. This was a new experience for both of them but they laughed it off and decided that it would be more comfortable to relocate to her apartment for their next drink.
He couldn’t help but smile as he followed her car for the short drive to her place since he nearly ignored her original message as “too good to be true”. They arrived at a suburban house and walked together to the back door. She was just starting her career and renting a basement apartment. It was spacious and clean and well laid out, but the one downside was that the landlord lived upstairs and she could hear him walking from room to room, seemingly following her movements below. Fairly warned, they took their freshly made drinks and moved to her bedroom.
Their first kiss felt so natural and easy that it felt like they had been together forever. His hands roamed her tight little body and pieces of clothing began to fly around the room. Before long they were entangled in a passionate, naked embrace. He reached down and gently ran a finger across her perfectly shaved pussy. She had large, beautiful lips that were soaked with her juices in anticipation of what was to come. He was eager to taste her nectar but as he began to slide his head down her body, she pulled him back up and shocked him by saying, “I don’t like having oral performed on me.” He had yet to meet a woman who didn’t enjoy a nice session of cunnilingus, but he chalked it up to some previous, bad experience on her end and made a mental note to return to the topic at a later date.
Luckily for him, while she didn’t enjoy receiving oral, she relished in the thought of giving it. She had already gripped his ample, throbbing cock in her dainty hand and was stroking it expertly. She motioned for him to lie on his back so she could get in a better position to enjoy her work. Her mouth felt fantastic as she played with the swollen mushroom head before easing it deeper into her mouth. She could only take him about halfway down his length but she vowed that she would take it all one day.
He was getting very turned on and was playing with her sopping pussy as she sucked. He suddenly became overwhelmed with the need to be inside her. They repositioned and he rolled on a condom and pressed himself against her until he felt the head gradually part her moist lips. She gasped at the initial intrusion and told him to go slowly. Based on how tight she was, he knew he was going to need to gently ease himself inside before very gradually starting to build up the pace. In his mind, he had just entered heaven and was enjoying his first discovery of her velvet grip, so he felt absolutely no need to rush.
Before long she was taking him deep and hard, moaning and gasping and cumming. They had agreed beforehand that while she didn’t need to ask for permission to cum (like a good little submissive would), that she would at least, let him know when she was close. However, it seemed as if her normally sharp mind turned to mush when he was inside her and she could barely speak. She was already tight from the outset but when she came, her pussy gripped his cock so tightly that he could barely move.
The combination of seeing and feeling her cum was pushing him close to the edge himself and he told her so. She did not want that cum wasted into a condom and quickly maneuvered herself to take her “prize” in her mouth. His orgasm was intense and he shot a large, hot load of his semen into her beautiful young mouth. She had told him previously that she enjoyed swallowing and rarely missed even a drop, and she was good to her word.
They fell into each other’s arms in a comfortable tangle and joked and chatted about a range of topics including kinks that they shared and would like to explore, possibly together. Her real-life experience was fairly limited but her imagination was well developed and she had some fantasies that he was more than willing to help her explore. As they lay spooning, with him coiled around her back, he felt the familiar rush of blood to his loins and his cock began to stir. The combination of the kink discussion and her tight, little ass brushing against him soon had him raging hard once again.
The chatter began to quiet down as they slowly ground their bodies into each other. She enjoyed the feeling of being wrapped in his arms as much as he enjoyed the building passion of the moment. He repositioned his rock-solid cock between her legs and the head began to brush against her sensitive clit. Her pussy was soaked, once again, and as he thrust, he was using her juices to lubricate his cock head as it continued to tease her clit. He wasn’t sure if she had moved or he had changed angles but suddenly he found his bare cock deep inside her dripping pussy. They both hesitated for a moment since they had spent a fair amount of time discussing their respective outlooks on safe play, but that hesitation was quickly swept away by the passion of the moment.
They fell into a comfortable rhythm and fucked with the rare intensity that can not be forced and only comes from a strong connection. They knew it was wrong to play bare but the taboo nature of the act only deepened their passion. Once again, it was the intensity of her orgasm that pushed him over the edge, and his cock twitched and pulsed as it pumped a jet of cum deep inside her.
Once the heat of the moment had died down, they faced each other with that uncomfortable look of “what did we just do?” Due to her limited number of partners and lack of activity over the previous year, he felt very comfortable that she was safe, but she was worried that it was a habit for him and concerned about the risk she had just exposed herself to. He tried to assure her that it was an anomaly but he knew that while their passion and chemistry had quickly evolved, trust would take much longer to build.
Luckily for him, the incident did not scare her off and over the coming months, they were able to explore many things and he was also able to convince her to re-examine her views on receiving oral. Once given her assent, he made his way down between her legs, and gently kissed her inner thighs. He lingered above her and let his warm breath tease her pussy and he could sense her starting to relax. The first touch of his tongue to her outer lips made her inhale sharply but he forged on and gradually spread her meaty labia with the tip of his tongue. Her juices tasted so sweet and were flowing freely, so he knew he was on the right track to converting her to being an oral enthusiast. He began to increase the intensity of his tongue work and soon he was licking her clit while sucking it into his mouth. Suddenly her back arched and her legs tensed. She grabbed his head and held it in place while releasing a cross between a primal grunt and a gasp. Mission accomplished, her eyes had been opened to the joys of having her pussy eaten.
They also played with many of the kinks she had hoped to experience. They experimented with bondage and spanking and she laid bare her less obvious erogenous zones. Her neck turned out to be a particular hot spot and he loved to feel the spike in her excitement when he nibbled, sucked and gripped it as they fucked in various positions. After a few months, they stopped keeping track of the number of “firsts” that she had crossed off her list.
Over the course of the following year, they fell into an easy comfort with each other whenever they were together. In some cases, that can be a downward slide for a relationship but for them, it was just what they both needed. The heat and passion of their play sessions didn’t diminish, but they were so contented with each other that they could talk about anything. He had never thought about it before, but when your first introduction to someone was through a fetish site, the limits of what is deemed “out of bounds” for discussion as a relationship develops are virtually set to their broadest possible limits.
He still chuckles to himself when he thinks back to her “sorry for the delay in replying” note and his hesitation to engage. What a mistake it would have been to not reply and miss out on one of the best and most enjoyable years of his life.
