Writer's note: The following story is 100% true
THE DRIVE
The drive to Austin was 8 hours in good weather. Today it had been raining, and it was going to be 11 hours in the car, by arrival time.
I was acutely aware of how long the car ride had been so far, for several reasons. The biggest of which was the overly-tight pair of pink sissy panties, currently cutting into me. I had been given the freedom to pick the panties of my choice for this drive, and I had purposefully picked them to be tight. I wanted to be reminded of them all the way down, the results were not disappointing.
In the car with me was Goddess Kimberly. She was as excited for the trip to session with Madame Vega as I was. I could see her face light up as she typed on her phone, and I immediately knew who she was texting with. She didn't save the surprise, but rather turned to me and smiled when she finished. Through her smile (that seemed to be growing as she spoke) she informed me that when we finally reached the room tonight, she and Madame Vega had decided that I would be edged to the point of orgasm 5 times. Then my frustrated sissy clitty would be locked away for further use tomorrow. I had no expectations that I would be cumming on this day, the day before session, but the number of times I would be taken to the edge sent a little shock through my pink panty covered clitty.
When we reached the room, Goddess Kimberly and I were both exhausted from the drive, but we were also quite sleepless. I knew by the glint in her eye that she was going to enjoy taking me to the edge. She used a small handheld massager and did exactly that, over and over, for about an hour.
My clitty is NEVER allowed to be hard, and I can maintain a soft state, almost to the point of orgasm. Goddess Kimberly could easily tell when I was close to cumming because of that, and she worked me up and back down five times. I was ready to explode by the end of the process, but I knew that a clitty explosion of orgasmic bliss would not be my fate tonight. That fact sank in a little deeper as she locked on the chastity device.
Goddess Kimberly was obviously quite excited to have teased me for so long. I realized exactly how much as she tossed the chastity keys to the side and stripped off her own panties. She crawled up my body toward my face, and right before lowering her pussy onto me, turned around to face my feet. She had her own full out orgasm within a minute. A very wet orgasm.
"Don't stop until I get up Princess," she commanded, as my tongue continued, I didn't dare slow down. Goddess Kimberly can orgasm for hours if she chooses to, but I would guess she stopped and crawled off of my face after about 30 minutes. I was trying to count her orgasms, and I counted a dozen for sure. My clitty strained in it's cage this entire time. Worshiping Goddess Kimberly's pussy always makes me excited, and the fact that I was locked up and edged added an even higher level to my sissy girl bliss. .
When she was finished with my tongue, she turned back around and collapsed in the bed beside me. We slept solidly until morning, exhausted for the drive, and excited for the day to come.
STARTING SESSION DAY
My head was swimming when I woke. My clitty was straining in its cage all night long, but as it always does, eventually got tired of pushing against metal without being able to grow. It was settling back in to be the true soft sissy clity it was born to be as the day got underway.
Goddess Kimberly and I spent our day with a trip to the adult store, and then took a trip around town. As this trip was intended to be completely in sissy mode for me, I had packed no boy underwear. I thought of the pretty panties covering my locked clitty quite often that day. Even though I felt arousal, my clitty stayed soft in its cage, for the most part. I was pleased with this bit of clitty obedience. Tonight's session would mark 50 days since I was allowed to stroke like a boy, or have any kind of penetrative sex. My clitty rarely got hard now, but it was becoming so sensitive. I knew it wouldn't be long and any level of hardness would be a thing of the past.
SESSION BEGINNINGS
Goddess Kimberly watched and plotted as I laid out several toys for the session, and most of my sissy wardrobe. I had brought far more than could even consider wearing, just like a good girl would!