Hotwife & Cuckolding Lifestyle

You can read about that experience while we were first dating in the story “Red’s Roster” that she wrote, and I posted back in March 2022.

In keeping with the Locktober theme, Red and I have been talking about what scenario she would create if she were cucking me now. I have specific desires, though cuckolding is really about Hotwife or Cuckoldress desires. What does she want. For me, a big part of the turn on is NOT being in control of what happens. I feel compersion from Red’s pleasure and she is the one who will decide what will happen. We sat down to discuss it and here is what she wants:

Since we have been exploring ethical non-monogamy and meeting people in the lifestyle, Red has been confident that she would meet plenty of guys that that are experienced Bulls. She wanted to meet the right one(s) organically, meaning as we go to lifestyle events, parties, and such, rather than through dating apps. Women in the lifestyle are a great source of insight and referral. She has gone out on several Hotwife dates getting to know some guys. She likes the attention from other men and has enjoyed teasing me with her experiences.

She decided to have her Cuckoldress experience with Jason, to play the role as her Bull. Surprisingly, they did not meet through a lifestyle event. They met at a work industry event one evening. He was unassuming and took an interest in her. He kept the conversation professional, yet with his sense of humor and great smile, Red found him so attractive that she felt a little nervous. He had a lean, athletic stature, broad shoulders, and a look that he could certainly take care of himself in any situation. She was distracted by his large hands, finding herself daydreaming about feeling them on her body. She found herself blushing a couple of times when losing track of their conversation while she had her little fantasy.

“So Red, what does your husband do,” Jason asked. He had noticed her wedding ring. Her mind started to race. “Oh…he’s in private equity. In fact, I asked him to be my date. Then I thought otherwise and told his to stay home. I was teasing him that I’d likely meet some attractive men. He raised an eyebrow and told me to have some fun…and I just met Mr. Fun,” she said with a flirty smile.

“Oh, so you don’t have to run home to hubby?” Jason asked. Without missing a beat, she replied, “Not at all. I think I should do what he told me and have fun.” “Well, then I accept your challenge of fun. What do you say we get a drink at the hotel bar across the street,” he suggested. He looked in her eyes, waiting for a response. Her heart was beating faster, and she felt flush. She gazed back in his eyes. She could see his self-confidence, his sense of assurance.  “Yes, I’d like that,” she said softly. “Then let’s go have some fun,” he encouraged, and led her to the hotel bar, across the street.

It was just getting dark, and the lights of the hotel greeted them, feeling like a warm welcome. He opened the door for her. She felt naughty, excited, and very turned on. The guests at the hotel were dressed nicely. Men in suits and women in dresses. They fit right in with their professional attire. He wore a tailored suit with no tie. She had on a black dress and patent leather toe peek pumps (her husband’s favorites). Mr. Fun put a hand at her waist and pointed to the bar across the lobby. “I hear it calling to us,” he mused.

They settled in two seats at the bar counter. She ordered a Cosmo and he a Manhattan. “You know, you’re pretty skilled with your charm. Do you often take out married women,” Red asked with a cheeky smile. “I’ve had fun with a Hotwife or two,” he said with a knowing confidence. Red was surprised that he was familiar with the term, Hotwife. “Sounds like you and hubby play kinky. Does he play with others?” Jason asked. “Mmmm…I keep him locked up, and busy with other things. I prefer it that way. Though I rather like the thought of making him watch,” she said with an ah-ha look on her face. “Hmmm, that sounds like fun…a little FemDomme for hubby,” he chuckled. He leaned over, kissed her cheek, and whispered in her ear, “Why don’t we start with some naughty fun now, so you’ll have something to tease him about. Besides, shouldn’t you make sure I know my way around your body before you make him watch?”

Red turned to face him, her lips inches from his. He looked deep into her eyes. At that moment, she knew he was going to fuck her good. They started to kiss.

He kept it simple. A nice passionate kiss, not putting on too much public display. He put a hand firmly on her thigh. She looked down. It was wide and felt like it wrapped halfway around her leg. “You have sexy hands,” she said aloud without thinking, “They’re so…big.” He smiled, “all a part of the fun,” he teased. Let’s walk over to hotel reception. If we’re lucky, they’ll have a room for us. He paid the tab, took Red by the hand to get a room. Her hand felt tiny, holding his. She could feel her arousal building. While Mr. Fun was getting them a room, Red texted her husband. She said she met a new friend, that they were having fun, and that she would be home late. Hubby texted back, “Where are you? How late?” She replied, “We’re at a hotel downtown. I’m not sure how late. No more questions right now. I’m getting busy.” He replied, “Yes ma’am…have fun.”

They made their way to the room. Jason opened the door for her. Now her heart was racing. As they entered, he grabbed her hand, pulled her close, turning and pressing her against the door. He kissed her passionately, deeply, making her feel desired. He took her by the hand into the room. They were on an upper floor with a view of the city. The room was dark. He took her to the windows, where the city lights brought a glow, and continued to kiss her. His hands found the zipper on her dress.