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The Boots  

Part – 4, Rebecca

The week passed uneventfully with him working evenings and me on days we did not have much time to play. The two interesting things to note were that every day he wore panties and hose to work under his uniform. The other interesting thing was that once he got home he would put his boots on right away. The transformation of his face was a marvel. He would walk in looking grumpy and harried and once the boots were on his feet his looks would change into serene and peaceful.

Friday night when he got home I was waiting for him. It had been a week since the last time he had gone under hypnosis and I wanted to take him down again. Once he was changed into his boots I smiled at him and said, “Jim, would it be ok if we tried hypnosis once more… Just so you can relax more?”

He hesitated for almost a full minute while looking at me. I thought for sure he was going to say no and say the gig was up. But instead he nodded. I helped him walk back to the bedroom and removed his shirt. Leaving him in the panties, hose and boots I laid him down on the bed and lay down beside him.

Taking him to the grotto was much easier the second time around and he drifted off without a hitch. It seemed as if he hurried there and was sitting waiting for me while I was still talking him through the swimming part. Once I was sure he was deep asleep I did my tests of pinching and caressing his body to test. But like before he showed no reaction.

“Nice and relaxed, calm and at peace,” I said after a moment, “Each time you come back it becomes easier for you to reach this relaxed state. So calm so relaxed…”

“You love the feel of the boots, love the look of them, feel better wearing them don’t you.”

“Yes,” came his soft reply.

“You could almost say your obsessed with wearing them. They make you feel beautiful, loved, and know I love to see you in them.” I said softly.

“Obsessed?”

“Yes obsessed. When you are not in them, you miss them don’t you?” I said leading him through the steps.

“Yes”

“And when you are wearing them you feel at peace and happy right?”

“Yes”

“So that means you are obsessed with wearing them.”

Jim paused and then the hint of a smile crossed his face, “yes, obsessed”

I let his mind lock on to that for a bit then took the next step, “And the panties and hose? You love them too, they make you feel beautiful.”

“Yes” I could hear the pleasure in his voice.

“Each person is made up of two sides, two parts. The male and female sides. This is nothing new you already know this right?” I said softly taking him in a new direction.

“two parts….”

“Yes two parts… male and female… One of the parts is dominate and the other passive. This is nothing new. You know this also. One side is dominate and the other side passive.” I said driving the two sides home.

“passive…”

“Just like in a relationship… one partner dominate and the other passive. In our relationship who is dominate Jim?”

He seemed to frown as he worked it out, “you dominate?”

“Yes… good… your so special to me. So good and loved. Mine now and forever more.” I said rewarding and reassuring him. “You trust me and listen to what I tell you to do because it makes you feel good right?”

Yes” again the smile came through in his voice.

“Now... back to the sides of a person. “who wears panties? Male or female?”

“Female”

“Who wears pantyhose?”

“Female”

Who wears lovely boots?”

“Female”

“So knowing females wear all these, what is your dominate side?”

“Female” I expected him to delay but the word came out almost before I finished the question. It seemed that Jim has had this desire a bit longer then something I planted in him.

“Good girl” I said and the smile that had had almost shown finally broke through. “When did you first dress up dear?” I asked realizing that I had opened Pandora’s Box.

“Fifteen,” He said in reply not hesitating.

“Good girl, and what is your name, your female name?” I asked. I made a mental note to see if I could get him to talk about it once he was awake so I could get the full story.

“Name?”

“Yes name, I bet it is Rebecca. A beautiful name for a beautiful girl like you.” I paused and then added, “You like your name don’t you?”

“Rebecca, yes”

“Do you trust me?” I asked pausing a moment.

“Trust, yes…”

“Good, between now and Monday I would like you to do me a favor. You like doing things for me right?”

“Yes”

“Good girl… between now and Monday, let Rebecca come out all the way. Let your inner woman be free. You want to do that don’t you?”

“Yes”

“Now when I count to three you will wake up, Rebecca will be fully awake and Jim will be resting in the background. Watching and enjoying.”

“One… Two… waking up now… Three… fully awake.” I smiled as Jim’s eyes fluttered open. “Welcome out my good girl.” I said and leaned in to kiss Rebecca. The whole way Jim moved and the timber of his voice was completely different. It was not that he moved as if he were a gay man. He moved as if he were a woman.

Her first words were, “Thank you for freeing me” she kissed me deeply and passionately.

Sliding down the pantyhose and panties I made passionate love with Rebecca. Her style was totally different then Jims. If I did not know better I would have sworn it was someone else. The equipment was the same but how she used it was as different as night and day as Jim’s was. I had a taste of it the first time he had worn boots but this was much more intense.

There was one interesting thing of note as Rebecca made love to me, as we slowed down she said softly into my ear, “I love you mistress.”

“Wife, lover, mistress” I said correcting. “Get some sleep darling, tomorrow will be a busy day”

“Yes mistress” Rebecca replied and after I turned off the lights she snuggled up tight against me.