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I sat holding a lacy push up bra in one hand, and a key in the other. He had decided that denial was the best way to handle his predicament. “Look, I know that your wife’s breasts would not fit into this bra, there is no way. This is like an A cup, maybe.“ He only blushed and hung his head like the humiliated sissy I was sure he was. So I said “drop your pants, and we will see if this key does go to the chastity device that I’m guessing you have on.” Silently he unfastened his pants and revealed that he was wearing panties and a locked chastity cage. Of course the key fit perfectly into the small heart shaped pad lock holding his chastity device in place.
I immediately locked back into the closed position, and looked at him. I knew that I was right. He was a sissy in chastity and probably a sissy cuckold too. Or maybe he wasn’t yet. Maybe his wife wasn’t even involved in his sissy games. I decided to try and find out.
“What does your wife think about you keeping a spare key to your chastity cage in your desk here at the office?” I asked His face turned crimson red. He sounded defeated as he told me that she didn’t know anything about it. I pulled out a shipping form from where he had ordered the chastity cage, as well as several other embarrassing purchases, and asked him “Is that why you have all these things shipped here? To hide it from her?” He nodded.
I let him know that when I first saw panties in his desk my instincts told me right off the bat that they were his. He responded by asking me how I didn’t know he wasn’t just having an affair. I started to laugh at the thought.
“You?” I laughed. “You’re so shy and intimidated by women! Anyone who knows you knows you’re much more likely to be sissy cuckold than a ladies’ man.” His face reached a whole new shade of red as I said that.
“I’m right about that too, aren’t I?,” I laughed triumphantly. “She’s cheating on you, isn’t she? Got a real alpha male with a nice big cock to satisfy her?” He looked down at the floor and slowly nodded.
“So you ARE a humiliated sissy cuckold,” I laughed. “She’s emasculated you THIS much, and she doesn’t even know it yet! Oh, she and I are going to have the best conversation when I show her your secret sissy wardrobe.