Cara was seventeen years old and was in the sixth form at the local school. She was pretty, being slim with full breasts and long dark brown hair and was a vivacious young lady, although certainly on the naughty side. Her mum had found it necessary to continue to be strict with her to the extent that she still gave her a real maternal discipline spanking on a regular basis, two or sometimes even three times a week.
Cara’s boyfriend, Sean, was some ten years older than Cara but loved seeing her just after one of her seriously hard spankings and looking at her sore and very red bottom. He got easily turned on by it and often told Cara how he wished he could watch her being spanked. However, Cara explained that she never saw being spanked by her mum as anything other than discipline and certainly not a sexual turn-on, so that wasn’t going to happen.
However, it did set Cara thinking about it and, as it turned Sean on, she did wonder how she could include it in their relationship.
When it came to Sean’s twenty-eighth birthday, Cara decided on a rather special birthday present. She convinced him that it was alright to sneak into her school as it was the weekend and Sean agreed. So, they did sneak in and went to the headmistresses’ study and once inside Cara smiled as she took off her very short skirt and thong knickers, leaving on a very short and tight low-cut vest top showing off her deep cleavage and flat tummy and of course, everything below her tummy including her Brazilian which several of her friends now also had. She then opened one of the cupboards and took out a very thick, long, leather tawse, handed it to Sean and said, “Happy birthday. I have been a very naughty girl and need to be seriously thrashed with this leather tawse.”
Sean was wondrous as he looked at his girlfriend, now naked below her tummy and given her vest top showed off her bare arms, there wasn’t much left to his imagination. Of course, he had seen Cara fully naked before now, many times, but she had never offered to let him spank her before.
Cara saw the surprised look on Sean’s face which told him he was up for the birthday present and then set up her phone camera so that her thrashing could be recorded for the two of them to watch later.
Cara didn’t admit that she had been punished with this same tawse on rather more than one occasion by the headmistress but happily bent over the caning table which was used by the headmistress whenever she disciplined any of the students.
Sean watched as Cara stretched herself out on the caning table, clasping hold of the far end of the table, which he knew meant she wouldn’t be trying to protect her bottom. As he watched her settle down and even glance sideways and up at him, he felt so aroused by her and knew he was getting an erection which would push out his trousers.
Sean was excited at the prospect of using the tawse on his young girlfriend’s bare bottom and positioned himself, pulled his arm back and then brought the tawse down with a loud thwack on Cara’s beautifully presented bare bottom. He loved the way that her bottom cheeks flattened under the tawse and then bounced back up and wobbled around as he got ready to land the second spank knowing that he had an even stiffer erection now.
The sight of the bright red stripe across Cara’s pale bottom was thrilling to him, something he had dreamed of many times, and the wonderful twin welts from the two wicked tails of the tawse were making his heart race. He aimed lower and intended this time landing a really hard stroke, the intoxication of the first stripe encouraging him to see if he could produce an even brighter red stripe and get a real vocal reaction from Cara.
That first spank didn’t hurt Cara too much as she did have plenty of experience being spanked with that same tawse by the headmistress, but it was early days yet and she would happily encourage Sean to spank her harder. Now for the second spank, she told herself.
Just then the study door burst open and in walked the headmistress, Mrs Brady. She lived in the schoolhouse and had seen the light come on in the study and wondered why, so came to investigate. As soon as she walked in, saw and recognised Cara, she demanded, “What do you think you are doing?”
Cara was shocked to be caught out like this by Mrs Brady and immediately stood up and explained, albeit whilst blushing, that, “Please, headmistress, this is a birthday present for my boyfriend.”
Mrs Brady thought that beggared belief and threatened to call the police, although knew she wouldn’t as Cara was a student of hers and could be dealt with in the normal way. When she saw the look of concern on Cara’s face, as well as on Sean’s face, she then suggested, “As you have been so naughty, Cara, instead of me calling the police, if you agree to let me use that tawse on your backside rather than your boyfriend here, albeit with a much longer and much harder thrashing than I ever would give when disciplining someone who has broken a school rule, I will settle for that instead.”
Cara knew that Mrs Brady was quite the disciplinarian at the school but of course that was why most of the students were well-behaved. However, she had very little choice but to accept what Mrs Brady was suggesting and so did so, replying, “Okay, headmistress, please do that rather than you calling the police.”
Mrs Brady kept a straight face as she held out her hand and Sean handed her the leather tawse and she then ordered, “Get back across the caning table, Cara. I am going to give your naughty bottom such a hard thrashing you will regret doing this for a long time.”
Cara did as she was told and was soon stretched out on the caning table, her arms now clasping hold of the far end of the table because she knew this was going to be a much more serious thrashing than if Sean was doing it. She also knew that the school rules would apply so that if she tried to cover her bottom during the thrashing then it would lead to extra spanks. That wouldn’t have been the case with Sean and whilst even that first spank he gave her had hurt, she knew she would have been able to mess around with him, which she would not now be able to do with the headmistress.
Just as expected, Mrs Brady spanked the tawse down much harder than Cara had experienced before and as spank after spank with the leather tawse landed so harshly on her bottom she was reduced to tears really quickly and then to uncontrolled crying.
Mrs Brady still didn’t hold back after hearing the uncontrolled crying and whereas normally the thrashing would’ve ended, she decided to land many more spanks, particularly if this was part of the birthday present to her boyfriend. She did glance towards Sean from time to time and saw how the front of his trousers was being stretched, clearly because of his erection. Seeing that she started to wonder whether Cara was actually turned on by being thrashed. Surely not, she told herself but then she knew that some people were.
As she thought these thoughts, so Mrs Brady started to land even harder spanks realising that Cara was forcing herself to stay bent across the desk by the way her knuckles had turned white, even though she was constantly saying, “Sorry headmistress, sorry headmistress,” and sounded as though she really meant it.
By the time Mrs Brady was done she saw that Cara’s bottom was bruised more than any other student’s bottom she had disciplined here and still Sean’s trousers were stretched so at least he was enjoying watching his girlfriend being thrashed to tears and beyond. Still, she was happy with the way that the punishment had gone and instructed, “Okay, Cara, you can get up now.”
Cara knew that her bottom was stinging in a way that it had never stung before and was sure she would find it so difficult to sit down for a long time. Even so, she told herself that this was far better than the police being called, even though she stood there rubbing and clutching her now seriously tender bottom cheeks.
Cara was still sniffing back tears but supposed she wasn’t surprised when she heard Mrs Brady say in a stern tone of voice, “Just to reinforce that you mustn’t do this again, Cara, I will be giving you a double detention.”
Cara knew that meant another visit here to the study where she would have to bend over the caning table again for another thrashing from the headmistress. Maybe that one would be under the school rules, she hoped, so not as intense but time would tell.
To emphasise the extra punishment, Mrs Brady made a point of getting the punishment log up on her screen and entering Cara’s name and the double detention there and then, speaking the entries she was making for added effect.
Cara’s eyes were beginning to clear by the time Mrs Brady was ready to leave and saw her look once again at Sean but not at his face but further down his body and she also saw his clear erection. It was then she realised that she was actually turned on herself and was pretty sure that her pussy lips were really damp but surprisingly so given how severe the thrashing had been. She certainly never got aroused when her mum spanked her at home but now realised that she did get aroused when Mrs Brady disciplined her here in the study. She thought that really strange but was clearly a fact she would have to work out in her mind.
What surprised Cara even more was that, when Mrs Brady was about to leave, she gave her a wink and said in her very stern headmistress voice but clearly with a touch of sarcasm, “Make sure you clear up any mess when you leave, or you will be coming back here again for more thrashings and in addition to what you’ll be getting for the double detention.”
Cara knew what was meant by that and that she really was turned on because, as stern as Mrs Brady’s voice was, it immediately sent quivers flying around her vagina. Did that mean she misbehaved at school on purpose to get another thrashing, she wondered?
As soon as Mrs Brady had gone, Sean quickly went over to Cara, pulling her closely into him and gave her a kiss full on the lips, easing his tongue into her welcoming mouth, their tongues entwining. Soon Sean had taken off his trousers and underpants, slipped on his condom and quickly eased his erection into Cara’s welcoming sex hole and the erotic gasps coming from both of them were clearly intensified because of the thrashing Cara had taken.
Afterwards, once they had both calmed down, they were laughing and smiling and Cara was even giggling, thinking how great this whole experience had been because of her thrashing by Mrs Brady. Of course, Cara was quick to tell Sean that this wasn’t something that could be repeated but at least they both knew that she got aroused by being thrashed, which was certainly food for thought for the future.
They both got dressed but by way of a thank you to Mrs Brady and to make it clear that what she thought was going to happen did happen, Cara deliberately left her damp knickers on Mrs Brady’s chair. She reckoned the headmistress would laugh when she saw it, certainly given the way that she had winked at her on her way out of the study.
As it turned out Mrs Brady did find it funny and even referred to the knickers when Cara attended her study as the punishment resulting from the double detention a week later. She handed Cara back her knickers before ordering, “Get your skirt and knickers off and get back across the caning table.”
Cara had given a lot of thought to this punishment session with Mrs Brady and watched over and over the film she had taken of the thrashing and of the sex that had followed. She had had a week to think about it and most nights had masturbated picturing herself across the caning table and once again being thrashed with the leather tawse. Even as she sat in the detention class today, she couldn’t stop herself tensing her thighs and even surreptitiously running a finger along her knickers exactly where her pussy lips were, knew her knickers were damp and had got increasingly damp throughout the detention.
Now she was in the study she saw Mrs Brady deliberately go over to the knickers she had just taken off, felt them and turned around and said, “I see that these knickers are also damp. Well, that’s just doubled the punishment I am going to give you as it will every time you earn another thrashing here.”
Cara didn’t object because, after all, Mrs Brady had shown her the way in terms of the excitement she felt when having to present her bare bottom to be thrashed. She still never felt this way when it was her mum spanking her, but she did every time that she pictured herself being thrashed by someone else, whether it be Mrs Brady or Sean, or an increasing number of women her mum’s age she pictured herself being spanked by.
Cara had now even delved into the subject more and more online, knew this was for her and so earned more double detentions and harder and harder thrashings from Mrs Brady. She quickly discovered that as much as being thrashed hurt so much and much much more than she could cope with, crying buckets was part of the excitement and she was really turned on by it. Then, as the pain settled down, she found the stinging sent those quivers flying around her vagina ever more fiercely and as she fingered herself afterwards those thrashings led to orgasms that she hadn’t imagined possible before.
That was quite some discovery for Cara.