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We were doing well. We went out five or six times and it was starting to get serious,” Jessica said with a smile.“Good for you. You haven’t had a serious boyfriend since Blake left you.” Sue smiled and patted Jessica’s hand.“Not so fast. So, when the kids were at Blake’s, Roger came over to spend the night a couple of weeks ago. The next morning, he practically ran out the door once I was awake. We got together the following Saturday, and that’s when it got even weirder.” Jessica took a sip of water.“We met for coffee and he tells me how much he likes me, but before we get serious, he has some things he needs to tell me. He starts talking about having a submissive relationship and nudism and multiple girlfriends. To top it off, he starts griping about the kids. It was such a letdown. I thought we were going somewhere, and he turns out to be a weirdo,” Jessica said, as she ran out of breath and sighed.“Oh, honey. I’m sorry it didn’t turn out how you wanted. At least you found out he’s. "Caroline! Look at me!"I looked up at her expecting to see her laughing. She had a seriousexpression on her face."You are not the first boy who I have taught to be a girl, nor are youthe first to orgasm during a spanking. You will hand wash all thepanties you wore today, drip dry them, and have them ready fortomorrow. You may change out of your uniform. Your Mom left a dress inyour room for you to wear. I will see you tomorrow."With that said she stood up and without looking back left the house.She tutored me for the next 6 weeks. By the end of the first week I wassuccessful in getting through the day without any demerits. I tuckedand avoided having any more orgasms during the spankings.The following Saturday we were to go shopping for Jordan's weddingdress. I had hoped to skip that, but since we would also be looking atbridesmaid dresses my presence was required. Mom had me wear a shortyellow dress with a rounded collar and cap sleeves which hung from myshoulders to about 3 inches.
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