So this was the weekend I planned on giving him the sissy training he needed. This was going to be such a special weekend. Therefore, everything had to be planned to the “T”. My Sissy in training is married. So before I could finalize any plans, I had to wait for him to give me safe dates when he could get away. However, once the dates had been confirmed, all I needed was his credit card. I began planning our special sissy training weekend getaway. I knew that he had never done anything like this before and was excited about exploring this world he had only fantasized about.
He made sure to tell me to spare no expense when planning our trip. So I confirmed a luxury hotel suite for 3 glorious days in 2 fun-filled nights. We were both excited for the next few weeks, it was all either of us could talk about. This was going to be his 1st time breaking out and becoming the bad bitch that he knew was on the inside. The weekend finally came and we were so pumped. After checking into the hotel which was lovely and spacious we both took a shower and put on the fluffy white robes that were provided by the hotel. After getting settled and ordering lunch and drinks I ran down what our 1st day would look like. He was so excited to hear that I had ordered a spa day right here in our hotel suite.
There was a knock at the door, it was the spa and salon service that I had booked with his credit card. We were both excited when we saw them come through with a full glam squad. They were ready to pamper and we were ready to be pampered. I ordered the full treatment complete with a full body wax, facial, makeup, hair, and nails. That’s right, what’s good sissy training without getting all glammed up. That wouldn’t be any fun. Now would it?
Once the glam squad left squad left, I allowed her to look into the mirror and just drink in the transformation. From that long and sexy blonde wig to those freshly manicured pink toenails, she looked amazing. As she stared at the beautiful feminine image in the mirror I presented her with the pink box tied with a pink ribbon. She smiled and eagerly opened it. Inside was her 1st butt plug, a sexy little outfit, and a pink bra and panty set. Her eye lit up lit the 4th of July. I told her to put these on and we were going out. Excited like a school girl she dashed off to get dressed.
When she came out, she was beaming. I had already ordered us a car, so we headed to the lobby. As we strolled through the lobby, all eyes were on us. We ended up going to the club that night to continue our sissy training.
I know you want to hear all the naughty details or maybe you have your own sissy phone sex fantasy. Need someone to give you your first-time pegging? All you have to do is pick up the phone and we can make it happen.
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