Cuckold Chastity Date Night With My Wife

Cuckold Chastity Date Night With My Wife  Chastity Stories

My wife Kathy has an upcoming date tonight. Yes, you read that right – she’s my wife and she’s going on a date with another man!

Kathy has been preparing for this evening diligently, spending the entire afternoon getting ready. She indulged in a long soak in the tub for over an hour.

Being a supportive husband, I assisted Kathy in painting her nails a vibrant shade of red. She mentioned that Hank, her date, particularly enjoys seeing her nails in this color.

While observing the bed, I noticed a pink dress laid out.

It appeared to be made of lightweight cotton with front buttons, likely intended for easy removal when Kathy meets her lover later.

Will she return home tonight? Possibly engage in intimate activities with him in our bed? Or maybe she won’t come home at all this weekend!

Curiosity piqued, I asked Kathy what Hank looked like, but she refused to disclose any details.

She claimed it was a surprise and suggested that I patiently wait to meet him.

Kathy enjoys teasing me, often playing with my testicles and gently rubbing her thumb on the head of my penis.

Yes, she finds it amusing, yet tantalizing! Kathy loves to tease and stimulate the head of my penis, but she refrains from touching the rest of it, at least until she removes it from its steel chastity tube.

Admittedly, discussing the chastity tube makes me feel a bit embarrassed.

However, it was actually my request that Kathy purchased it for my last birthday.

Made from stainless steel, it features a curved design that prevents me from achieving an erection. Additionally, it has a loop that securely locks around my testicles.

Kathy placed a small lock on the tube and keeps the key inside her purse.

I understand that it may sound rather harsh, but it was entirely my idea. Yes, I willingly subjected myself to this arrangement.

After I finished painting Kathy’s nails, she took a few minutes to play with my testicles this afternoon. The sensation was intense, and I felt as though I was on the brink of climax.

However, I could only watch as the tension built up in my testicles and clear fluid slowly trickled from the head of my penis.

Kathy permits me to remove the tube a couple of times each month, depending on whether she deems it appropriate for me to have an orgasm.

Though I don’t experience the same type of ejaculation as most men do. Kathy performs something known as “milking” on me.

I vividly remember the first time I wore the chastity tube and Kathy removed it after three long weeks. I was desperate to climax, my penis already dripping with excitement.

I wholeheartedly believed that we would engage in intercourse that night, but Kathy had a new idea she had learned from a friend.

To my surprise, she handcuffed my hands to the bed while I stood there naked, eagerly waiting to see what she had in store for me.

She then placed a small amount of ice inside a bowl, sitting on a stool positioned between me and the bed. The coldness of the ice was overwhelming.

While wearing a rubber glove, Kathy proceeded to probe around my anus. As strange as it may sound, it aroused me to feel her finger inside me.

She continued probing until something peculiar yet pleasurable occurred.

Kathy informed me that she was giving me a prostate massage and urged me to imagine watching her engage in intercourse with another man while she stimulated me with her finger.

The sensation was indescribable, and within minutes, my penis began to leak as if I were experiencing an orgasm. It felt incredibly peculiar, leaving me both relieved and yet unsatisfied.

Since that day, Kathy has been regularly milking me, usually every other week.

She always ensures to clean my penis thoroughly with soap and water before reapplying the ice, causing it to shrink back down in size, allowing for easy reinsertion of the chastity tube.

The tube keeps my penis bent at a forty-five-degree angle at all times, but I can still fondle the head with my finger.

I remain hopeful that one day I will be able to achieve climax on my own, but thus far, luck has not been on my side.

Kathy is almost finished, I can now smell the scent of her perfume.

Entering the bedroom, I find Kathy on the edge of the bed, fastening a strap around her ankle. The heels she’s wearing are extremely high and pointed.

Kathy is already wearing her pink dress, which is notably short and revealing. It has about fifteen buttons running down the front, with a plunging neckline that exposes more than half of her chest.

Finishing with the ankle straps, Kathy stands up in front of the mirror to fluff out her hair before asking me how she looks.

I always make sure to compliment her beauty and express my admiration for her new dress.

She has applied a bright red lipstick and kisses me on the cheek before grabbing her purse and leaving the bedroom.

She mentions that she might not be back until the next afternoon, but I needn’t worry.

I watch her walk out of the house and keep an eye on her car until she turns the corner, a block away from our home.

This is always the challenging part of allowing Kathy to go out with other men—waiting and wondering if she’ll return home that night.

I must confess, I feel both worried and excited about what might be happening at this very moment. I have dinner and wait anxiously; it’s the only thing I can do.

Soon, darkness falls and it grows late.

Just as I am ready to go to bed, I see headlights pulling into the driveway. Rushing to the front window, I confirm that it’s Kathy’s car.

To be continued!