Cuckholding From a Distance

Cuckholding is the concept of one person receiving sexual pleasure from another person while their partner watches. I had a few T&A sessions with a particular person who shared that he enjoys the idea of knowing his girlfriend is sleeping with other men. He doesn’t even want to be present - just to know that another man is pleasing her in ways that, he says, he couldn’t. For him, and from my interpretation, the humiliation from his girlfriend sleeping with men, and not him, because of his “small penis” (his words, not mine) and lack of ability to please her is strongly associated with his arousal.

Cuckholding can have different levels of playful humiliation associated with the act itself, with the role of the submissive person watching while the dominant is enjoying themselves. I’ve formerly believed that cuckholding involved a female interacting with another male while her male partner watches, submitting to her intertwined with playful humiliation, but I’ve come to learn that the reasons and arrangements are so much more complex than that. The concept of submission through humiliation is similar but, as we know, sexuality is continuum of psychological arousal this can be achieved in various psychologically stimulating situation and arrangements.

According to Healthline, there are other reasons for a person’s desire to be cucked:

Sperm competition theory is only relevant with two men and another woman. A man watching his partner get pleasured by another man can inspire him to want to have longer lasting and more vigorous sex with a long lasting orgasm because, biologically, the argument is that he may want his sperm to win. Therefore, I think, theoretically, his testosterone levels may increase with the idea of knowing he’s in competition with another male.

Jealousy or even FOMO (fear of missing out) can also kick start the intensity of wanting your partner more, especially when they are being pleasured by others.

Finding pleasure in your partner pleasure is also another reason. This is something I can relate to as I find pleasure in pleasing others.

Many people are drawn to the taboo, finding excitement in the unconventional and feeling naughty, like we are breaking the rules (even though cuckholding is done with everyone’s consent). The fantasy of being “bad” can hold a strong allure to the situation.

Long-Distance Cuckholding: My Experience With Mary

In the situation with, who we will refer to as Mary, she came to visit me with the intention of cucking her husband.

Mary walked through my door and I greeted her with a hug. She is such a beautiful, young woman so it made me feel a little nervous and intimidated. However, she was so friendly, kind and non judgmental. She excused herself to the washroom while she changed.

She came out and we were wearing matching body suits. She brought out a vibrator and a strap on, setting it on the white table in my massage room. I asked her if she’d like to remove her body suit so I could massage her and she complied.

Laying face down I started massaging her. “So my husband Andrew sent me and we were wondering if we could take pictures of our interaction” she asked. I already suspected a cuck experience so this solidified things in my mind. “Absolutely!!” I replied. “As long as there’s no face or nudity on my end”. She agreed. I asked her, “can I share some of these photos on my blog for Sunday? Of course I will edit them to remove your face and any nudity at your wishes, and running them past you for your confirmation before I post”. “That would be exciting” she said. “There is something inside of me that enjoys being watched” she replied. I said “this would be an excellent opportunity to have the world see you within the confines of maintaining your own discretion. It is quite thrilling from what I’ve heard from many people when I’ve posted them”.

I moved to the foot of the bed and started running my fingers up and down her butt crack to her pussy, very lightly stimulating her. Straddling her left leg, I slide my breasts on her back while she moaned. She was ready to flip over.

She asked if I could take a photo of me overtop of her, which I agreed to. Here is the photo I took.

I was stimulating her cliterous with my fingers. I’m a woman, I know what I’m doing. I know how to be gentle and touch lightly. This is something she verbalized appreciation for.

I made her orgasm twice in a row, listening to her moan loudly and me secretly hoping my neighbours could hear us. With each time she climaxed, I slowed my speed and lightened my pressure. When you are too rough and too intense when a woman is orgasming, you could ruin her experience. Remember the golden rule: less is always more.

I grabbed the strap on and her vibrator. She put her legs up as I slowly slide the dildo inside of her. She put her vibrator on her clit and I went to town. Again, I made her orgasm. “Can you take another picture?” She asked. Knowing that we snapped the photo post orgasm was so hot.

Time was flying by. “One more?” I asked. “Yesss!!” She replied eagerly. And just like that, she orgasmed for the fourth time. I’m sure she could have kept going.

She sent me the pictures later that night.

I can only imagine how much sex her and her husband had after reviewing the photos together, just thinking about how I pleasured her while he sat at home and waiting for her, using his imagination to think about everything we did that day.

P.S. I did keep some details (and photos) to myself for this blog. I’ll allow your imagination run wild with thoughts. 😘