We like to think that as a society we have made progress over the years in the areas of tolerance and acceptance of different sexualities. For example: homosexuality.
Until 1967, this was illegal in the UK. If found guilty, a man would be sent to prison and incarcerated with hundreds of sex-starved men (who I suspect were over the moon about the object). The 1967 law change was just the first small step, and legal restrictions continued to exist until 2013, when the last restrictions were lifted with the legalization of same-sex marriage.
Sure, there are still plenty of homophobes around, but legally there is now no reason to live a secret life, and today's homosexuals are much more able and willing to come out. But the acceptance and tolerance they enjoy is not shared by other groups who practice unconventional relationships.
Despite our self-congratulations, it is still the case that those who enjoy unconventional areas like BDSM, fetishes, etc., still feel the need to keep their private lives a secret. Society is not as tolerant as it likes to believe. In particular, those who pursue non-monogamous lifestyles rarely feel confident enough in their acceptance to come out completely.
Most vanilla people are incapable of perceiving non-monogamy as anything other than cheating, deceit, and dishonesty, and disapproval abounds. Swingers and those in open or polyamorous relationships will confide only in their closest and most trusted friends, or often no one at all.
Those friends who know often ask questions, the most common being, “Don’t you feel jealous when you watch your partner have sex with other people?” For experienced swingers, the answer is usually no, and it is actually a very pleasant experience.
For those new to the scene, it can be a challenge to overcome. There are two things that make this process easier. First, swingers must have and have a very close, loving, secure, and committed relationship with their partner. Second, they must fully communicate with each other about any issues where either feels anxious or unsur
That said, even established lifers can be caught off guard by insecurities in unusual situations.
Derek and Catherine are a married couple who have been in the lifestyle for several years. Both had been in previous long-term, non-monogamous relationships. Derek's previous relationship ended, but Catherine still keeps in touch with her ex-boyfriend, Richard. He lives hundreds of miles away, and Catherine hasn't seen him since she married Derek.
They are now middle-aged, but still active swingers. They have both seen each other flirting with other people on numerous occasions. She has never experienced any insecurities or jealousy.
Until one day...
Catherine has a considerable number of friends who live all over the world, and from time to time she travels and spends time with them. Derek rarely accompanies her due to his considerable work commitments. She was excitedly planning such a trip and discussing her plans with Derek, telling him how many days she would be spending with friends she had known for over 20 years. She paused, then said, “I thought I could spend a few days with Richard. Is that okay?”
Catherine had been in a relationship with Richard before she came to the UK, before she met Derek. She had been in a relationship with him when her marriage had collapsed. They loved each other and still do.
She asked again, “Is that okay?” Derek replied, “Of course it is, why wouldn’t it be?” But as he said it, he felt a strange emotion that he couldn’t place, describe or understand. It surprised him. He had watched her play with other men many times and it had never caused him this feeling. Why now? He pushed the feeling from his mind.
"Don't worry about it," he said.
Catherine smiled back at him, "Thanks, dear, I wasn't a bit sure how you'd react. He means as much to me as you do. I wish you could come too. I'm sure we'd have a wonderful time!"
"I'm sure we would," Derek said, "but don't worry, I'll be fine."
But as the weeks passed and her trip drew closer, Derek realized that she wasn't "just okay." Although his rational mind fully accepted that Catherine's relationship with Richard was no threat, a more primal part of his brain didn't like the idea at all. He kept it to himself. He was confused and angry with himself, but no matter how hard he tried to suppress what he considered to be pointless anxiety, it continued to creep into his consciousness. He had to admit, he felt insecure, even though he knew there was no reason to be insecure. Catherine noticed that he was somewhat distracted and had a smart idea what the problem was. She knew him inside out, but she couldn’t get any information out of him.
The day of her flight arrived, and Derek drove her to the airport. Just before he disappeared into security, she hugged him and looked him in the eye. “I know what you’re thinking,” she said, “and I want you to know how much I love you and that I’m going to miss you. I wish you could come too. But never doubt that I will come home to you, my love. I have an idea for a nice surprise for you, but I’ll let you know closer to the day. I’ll be in touch every day.”
Derek found her words comforting. He told her that he would miss her too, and kissed her. She headed for the security area, turned to wave, and disappeared through the security gate. Quickly turning back to his car, Derek drove home. Oddly, he found that now that she was gone, his anxiety had subsided. It hadn’t completely disappeared, but his rational mind had reasserted control. The next six days passed quickly. The two of them texted each other frequently and received a few Whatsapp calls. Derek had considered trying his luck on a swingers website to distract himself, but he found himself unenthusiastic. He just didn’t feel like it.
After the first week, Catherine took a short flight to Richard’s city. Her boyfriend picked her up from the airport and drove her home. As soon as she got there, she video-called Derek to let him know she had arrived safely. She introduced Richard, whom Derek had never seen before. Derek quickly discovered that he liked the guy, who was about his age, fit, and full of life.
Catherine started to talk to Derek again, but Derek cut her off. “You haven’t seen Richard in a long time. I’m sure you can think of better things to do than talk to me.” He smiled. She thought for a second, smiled back, and admitted that Derek was right. “I wish you were here,” she said. “So would I,” Derek said. She looked at him. “Maybe there’s a way,” she said. “I have an idea. I’ll talk to Richard about it later today and get back to you. She winked and signed. Derek smiled.
A few hours later, she contacted Derek again. “I spoke to Richard,” she said. “I made a suggestion that he’s pretty excited about.” Derek said simply, “Yes?” She continued, “How would you like to follow us?” Derek was a little surprised. “You mean… hell?” he asked. She replied, “Well, I don’t mean the stamp collection. How would you like to watch us make love?” Derek didn’t have to think about it long. He remembered all the times he’d watched her make out with other men at the club and how it had turned him on, and he had to admit that the idea was arousing. “I think I’d really like that,” he said.
"Good!" Catherine said. "We'll contact you tonight at 7:00 p.m. your time via Whatsapp. Be ready. I have to go now, we're going out to eat. I love you. Bye." And she left.
And so, at 6:30 p.m. that evening, she connected her laptop via HDMI cable to the big-screen TV in her bedroom. She opened Whatsapp and, somewhat illogically and unnecessarily, shaved and showered. Then she sat on the bed wearing only a robe and waited.
At exactly 7 p.m., the call came in. Catherine's face filled the screen, and Derek positioned the laptop so that he could see it. She was smiling, and he could tell she was excited. She said, "Hi, my love. Are you ready?" Derek said he was. Catherine and Richard then spent a few minutes optimizing the position of the phone's camera, in the lower left corner of the bed, slightly raised so that Derek could look down slightly at the two lovers. They disappeared from view, leaving Derek to look at a tidy double bed. He settled comfortably on the bed, watching the screen.
Enter the scene on the right; Catherine, wearing only her underwear. Nothing exotic, just a bra and panties. Derek felt himself waking up as he climbed into bed. He looked wonderful. Then Richard appeared on the right side of the screen, wearing only boxers, and climbed onto the bed next to Catherine.
They crossed each other's arms and spent quite a while kissing, caressing, and quietly exploring each other's bodies. At one point, Richard reached behind Catherine with his left hand and pulled her quickly unbuttoned the bra. He pulled the bra forward and off, allowing Catherine's pale breasts to spill out.
For many years, she had had very small, flat breasts. Later in life, she had had two children, which had left her with more substantial breasts that had retained their firmness. Richard caressed them and kissed them appreciatively.
Catherine was becoming aroused. And many miles away, Derek's hands were inevitably wandering. She watched, trance-like, as Catherine pulled Richard's pants down and down. From the angle of the camera, Richard's cock and Catherine's pussy were hidden. They would remain that way for the duration of the session, but Derek would know exactly what was happening at every stage.
Catherine's hands had gone down to Richard's cock and Derek imagined her gently caressing it and coaxing him into an erection. It had the same effect on Derek indirectly.
Richard then removed Catherine's panties, and their naked bodies pressed together, followed by more kissing and exploration. After a while, Catherine rolled onto her back. Richard turned to face her and Derek saw his right hand disappear between the woman's thighs.
Derek knew what Richard was doing, playing with her pussy and clitoris. He knew that by now she would be very wet, as she had been so often with him. As he continued his gentle play, Catherine's eyes closed and her breathing quickened. She began to moan quietly and make small thrusting movements with her hips.
Richard increased the tempo slightly. Derek, delighted, watched her in amazement as she reached her climax, moaning and gasping. He watched until she calmed down and lay there, her breathing slowed. She opened her eyes and smiled at Richard. “It’s your turn,” she said.
They pulled away and Catherine rolled onto all fours, facing the Room and Derek. Richard shifted into position, kneeling between her legs. Although Derek couldn’t see, he knew exactly when Richard’s cock entered.
He heard her gasp as Richard began to thrust. Catherine rested her elbows on the bed, pushing her back up, allowing Richard to penetrate her deeper as he continued to thrust. She let her head rest on her forearms, closing her eyes and clenching her fists as she focused on the pleasure. Miles away, cock in hand, Derek watched the two lovers.
After just a few minutes, Richard began to climax. Just before he could come, Catherine did something beautiful. She lifted her head, opened her eyes, and stared into the camera, making eye contact with Derek and smiling. It was enough to send Derek over the edge, and both men climaxed simultaneously, albeit hundreds of miles apart, in the hands of the same woman. Catherine felt Richard filling her, and in her mind, she felt Derek climaxing as well.
Catherine left the bed and came to sit in front of the camera. She and Derek talked for a while. Any trace of insecurity had left Derek as they spoke softly and lovingly, until they said goodbye and ended the call. He would be home in 48 hours.
One day, everyone knew the three of them would get together. But that’s another story.