My First Caning - Sex Stories

My First Caning

... used my mouth and tongue to bring her to orgasm, after which she had me stand in front of her and masturbate, forcing me to edge until she gave me permission to cum.

With it being Saturday, it was time to move Miss Susan's belongings from the hall of residence to what I now thought of as our apartment. Needless to say, she wasn't going to make it easy enough for me, choosing a mini skirt and T shirt for me to wear, although, to be fair, it was hardly the shortest skirt in my collection! All the same, it elicited some curious looks when we arrived, even more so when it became fairly obvious that Miss Susan's part in the removal was to supervise me. I must have been getting used to this as I didn't even worry about it. Of course, once everything was in my car, she stood by the passenger door and waited for me to open and close it for her.

Needless to say, the reverse procedure happened at my apartment; Miss Susan waited for me to open the car door for her and then supervised as I moved her belongings into my, or I suppose more accurately, her bedroom. With everything inside, she told me to take a shower and dress in what she would leave on the bed for me; I was rather hot after moving her things! After my shower, I discovered that I was to wear a very short floaty skirt and another T shirt and that we were going shopping as she needed one or two things.

As we were exiting the building, I felt my skirt start to blow up at the front and automatically grabbed it to hold ...

... it down. "Joanna! What have you been told?" A rhetorical question from Miss Susan, but I answered anyway. "Not to hold my skirt down, Miss." She nodded, saying that I would be punished for disobedience. I suppose that was only fair; I should have known better. I might have guessed where we were going as we arrived at a sex shop. The lady behind the counter asked if she could help and Miss Susan said that she needed a cane; my heart sank. Pointedly ignoring me, she asked Miss Susan how much experience she had with a cane. On hearing that, she suggested a particular one, saying that she would show her how to use it and that she should practice with a pillow first, so as not to cause damage to me.

In the back room, she showed Miss Susan and watched as she practised with a pillow. She praised Miss Susan, saying she appeared to be a natural and then shocked me by asking her if she wanted to cane me while she supervised. Miss Susan smiled, saying that I was due a caning for disobedience. I was bent over the back of a chair and instructed to hold the front legs and spread my own apart. I felt the back of my skirt being lifted up, knowing that I was fully exposed and I could sense that my labia must be puffy and damp. Miss Susan was shown where to stand and I could hear the instructions as I waited.

The next thing, I heard a swish and then a crack as the pain exploded across my arse cheeks. I shrieked as I felt tears prickle my eyes, somehow managing to hold onto the chair legs. ...