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It started out pretty much like every day had for the last couple of years. I was a police officer in Oregon and spent most of my time either responding to calls or sitting watching for speeders. I'd already dealt with a shoplifting teenager, a domestic dispute and was on my way back from responding to a traffic accident and ready to end my shift when I saw a car in the oncoming lane weaving in and out of traffic at a noticeably high rate of speed. I called it in and by the time I'd turned around, they were out of sight but after a few minutes I was able to catch up enough to see them again.
As soon as they saw my lights, they pulled over and I found the diver was a mid 40's woman with all the usual excuses, "I'm running late / I didn't know I was speeding / I wasn't going that fast."
When I told her I had her clocked at 80mph in a 50mph zone, I thought she was going to cry (or maybe she was just a good actress). Apparently she already had demerits for speeding which really didn't surprise me and if she got any more demerits, she'd lose her licence and her insurance would go way up.
I'd heard similar stories way too many times to really care so I asked for her ID and took it back to the cruiser. It wasn't until I looked at the name to call it in that everything clicked. She'd been one of the Deans at the private school my parents had sent me to as a teenager. Oddly enough for someone working in law enforcement, I hadn't been the best in school and honestly I'd been a total shit through a lot of it. Most of the guys including myself had dreamed of taking her to bed because she was only about 25 at the time and had a killer body. The downside was that those of us who got into trouble also knew she was very strict (we always thought she was trying to 'prove herself') and after getting detention a few times, I was shown the fine print on the contract that my parents had signed that allowed the school to use corporal punishment.
If wasn't long after that before I found myself bent over her desk and feeling the sting of the strap across the seat of my pants. It didn't really do much to make me change things though and one day when I was back in her office and bending over her desk I heard her say, "This is the 4th time this month you've been here and nothing seems to be changing so I guess I'll have to kick it up a notch, take off your pants."
I tried to bluff my way out of it by saying, "I don't have to do that!"
"You're right, you don't. As it says right here, 'the student has the right to refuse any corporal punishement, however if punishment is refused then the student may be expelled at the Dean's discretion."
Oh fuck, I was pretty sure my parents would either kill me or send me to Siberia if I got expelled so my pants were soon on the floor.
"Seeing as this is your first spanking without clothes, it'll be my hand for 20 strokes each cheek and then the strap for 5 more. Each time you end up here again, it'll be 5 extra strokes with each."
I really didn't think there'd be much difference between pants on and bare skin but I was wrong. Damn did her hand sting and the strap fucking hurt!
That got my attention and I definitely tried to behave but wasn't totally successful so I ended up back more than once. Somewhere along the way, the school decided that a strap was too harsh so only a hand could be used. I figured that would be great except that she doubled the number of strokes to make up for it and I swear she enjoyed it. Eventually I graduated and was in the top 10% of my class. I'd decided that law enforcement was where I wanted to go and now here I was.
All that flashed through my mind in seconds as I looked at her ID. When I called it in, they confirmed that she had several demerits but no other violations. Back at her car, I said "Well, you certainly have a few demerit points and you're right, this is going to put you over the limit."
Now I was pretty sure she wasn't faking as I could see her start to tear up. I continued with, "However, I do have the discretion to bring the speed down to the point where you'll get a fine but no demerits."
That got her attention and she asked, "Are you going to?"
I stared at her for a few seconds with my sternest 'Officer' look before saying, "Well, I might. My problem is that you obviously haven't learned from past offences so I can't let you off with just a fine. I'm sure you're familiar with the term 'corporal punishment' aren't you Mrs Roberts? Or maybe I should say Dean Roberts?"
When I used the term 'Dean', she looked at me very closely before saying, "Grant, is that you?"
WIth a bit of a smile, I said "Yes, that's me and I still remember being bent over your desk while you spanked my ass and lectured me about my behaviour. More than once, I fantasized about it being the other way around and now here we are. I'm the one deciding the punishment and you're the one with multiple infractions who hasn't learned from past punishments. What do you think we should do to reduce your speed so you don't get any demerit points?"
It was a bit of an unnecessary question but I really needed her to suggest it not me just in case things went south later.
"Umm, are you suggesting spanking?"
"I'm not suggesting anything, I'm asking what you think is fair to get the speed reduced, especially with the previous infractions. You have behaved very badly!"
I had to smile a bit because that was the phrase she always threw at me just before she started spanking me.
She knew she was pretty much trapped so she said, "You're right, I've broken the law and should be punished. Would you consider spanking me as sufficient to reduce the speed? We can work something out in the next week or so."
With an even bigger smile I said, "Well, seeing as you're suggesting it, I think that's fair. I knew someone years ago who always said that there was no sense putting off a punishment so I really think we should do it today. I'm off duty in a few minutes, I'll give you my address and I'll meet you there."
I could tell she didn't like the idea but also knew she didn't have a choice so she nodded and I have her my address. When I got back to the cruiser, I called it in that her accelerator pedal had temporarily jammed with some garbage and that no ticket had been written. I figured that would be good for a few extra swats.
I wasn't sure that she'd actually show up and now that I'd cancelled the ticket there really wasn't much I could do if she didn't but I didn't think she knew that. I had to go to the station, close off, clock out, change and head home. When I got there, I was happy to see that her car was in the driveway. I got out and without saying anything, she followed me inside. I'd been thinking of where I wanted to do it and had decided that there was a low 'baking' counter in the kitchen that would be the perfect height, plus I had my phone charging stand there and was pretty sure I'd be able to casually put it there after starting a video recording.
I also grabbed an old video camera and set it on the counter so she was in the frame and just before I pressed 'record' I told her, "Just to cover myself, I'm going to record you answering a few questions ok?"
"Sure but no video of me getting spanked."
"Of course, you can watch me turn it off after the questions.
I hit 'record' and said, "So, remind me again why we're here."
"Because I was speeding."
"No, if you were just speeding, you'd have gotten a ticket. How many other times have you been caught speeding?"
"Eight times"
"And I believe you told me if you got any more demerit points that you'd lose your licence correct?"
"Yes"
"And you suggested that a spanking would be fair if I reduced the speed so you didn't get any demerits, is that correct?"
"Yes"
"Ok, so you decided that getting spanked would be a fair punishment and are here willingly?"
"Yes, it's fair and I'm here willingly."
That done, I made a bit of a show of turning the video camera off and put it on the counter where she could see it, of course my phone was still recording.
"Ok, lift your skirt and take off your underwear."
Like most of us, she'd put on a few pounds over the years but still had a damn fine looking ass and I just had to take a peek and found that her pussy was bare except for a small tuft at the top.
"Ok, so you know how this goes except I'll bet you never got spanked for any of the other speeding tickets so I'll add a few in for them. Reach across the counter and grab the far edge, any time you let go, I add 5 more to each cheek. Understand?"
"Yes, just get it over with, I've got places to go.
I smiled thinking that wherever she was going, her ass would be sore every time she sat down. I told her it was going to be 40 on each cheek plus 5 with a paddle that I had and she was to count out each one (ya, I'd watched a few spanking videos over the years)
There wasn't much reaction from the first 10 to each cheek other than a few soft "ow's" and her ass getting redder. By the time the next 10 were done, her breathing was getting deeper and she was complaining that it hurt and what surprised me was that I was getting hard just from spanking her. At 30, she'd already let go once and was sniffling. By the time I finished the 40 with my hand, she was sobbing and had let go twice more. By now, I was as hard as a rock and her originally white cheeks were now a deep red colour as I picked up the paddle I'd grabbed from the closet.
I knew it was going to hurt and from her reaction, I was right. Each stroke got a loud, "Owww" before she counted it and on stroke 5, she let go of the counter.
When I finished, she started to stand but I told her, "Not yet, you stay there! Remember, you let go of the counter 4 times, 3 when I was using my hand so that's 15 more each cheek with my hand and once with the paddle so that's 5 more each cheek with the paddle totalling 40 more."
"Please, can you just do all 40 with your hand, that paddle hurts too much?"
I'd figured she'd try to negotiate something so I said, "Hmm, well let's see what we can work out. How many more swats would it be worth to make even the ticket disappear? I can always file it as a gas pedal malfunction."
Of course she didn't know I already had but that was fine because she thought for a minute and then asked, "So no points and no ticket?"
"Yup, that's what I'm thinking."
After a few seconds she said hesitantly, "Another 10 each side?"
"Well, I was thinking 20 more so let's split it and go 15. That would mean 35 more each cheek and I'll bet you won't be able to sit for a day or so after that. Would you be interested in another option?"
"What?"
"Well, when I was in school every one of the guys wished that they could bend you over and fuck you but as far as I know, none of them ever got the chance. How about instead of the spanking, I fuck you instead?"
"No way, I'll take the spanking!"
"Ok by me!" and with that I gave her 5 quick, hard ones on each check. When I paused, she quickly said, "ok, ok - my ass hurts too much, you can fuck me if you want."
That was what I wanted to hear so before she changed her mind, I dropped my pants, moved up behind her and slid my cock into her pussy. I gave her a few nice long, hard strokes before I had another thought. "Don't move, I'll be right back!"
I whipped into the bedroom, grabbed some lube and went back to her. Once I was behind her, I got my cock nice and slippery with the lube. It wasn't until she felt the head of it pressing against her asshole that she realized what I was planning."
"No, not there. You never said you were going to fuck my ass, I've never done anal!"
"I didn't say I was going to fuck your pussy either, you just assumed. That's fine, we can just finish the spanking then."
Even before the first swat landed, I could almost feel her changing her mind, "No, don't. You can fuck my ass but please go slow."
I hadn't been sure which way she was going to go but this was the decision I'd hoped she'd make. After putting a bit of lube on her ass and my fingers, I eased one and then two fingers inside. Judging by how tight she was, I was pretty sure she'd been telling the truth and had never taken a cock there.
Once my fingers were able to slide in and out with minimal resistance, I asked, "Are you ready?"
All I got was a nod but that was good enough for me and I replaced my fingers with the head of my cock and pushed gently. A long "Ohhhhhhhh" was all I got as it popped inside followed by, "stop, stop, it hurts!"
I didn't really want to hurt her this way so I stopped, pulled out, added a bit more lube and eased it back in again. This time the head went in much easier and no indication from her to stop. Over the next few minutes, I worked my cock in further and further until there was nothing left to slide in, then I pulled back just as slowly and repeated. Slow in, slow out, slow in, slow out. Taking a bit of a chance, I reached between us so I could feel her pussy and was quite surprised to find she was more than just a little damp.
Once she realized I wasn't going to hurt her, she relaxed and I slid in much easier. After a few minutes, she was still moaning but the moans had changed from slight pain and anxiety to what I was pretty sure was pleasure. Just to see what her reaction would be, I sped up slightly and not only didn't she protest, she moaned even more. When I reached back between us, her pussy was even wetter than it had been and I could easily feel her clit poking out from between her lips.
On a whim, I leaned down and whispered in her ear, "You're pussy is fucking wet! Is that from knowing that I was watching your ass get redder as I spanked you or is that from the feeling of my cock sliding in and out of your ass? Either way, it seems that you're enjoying it aren't you?"
Other than a slight moan, I didn't get an answer so I have her a couple of slaps on an already red ass cheek and asked again. This time I got a quiet, "Yes, I'm enjoying it."
"You said you'd never done anal before, was this the first time you've ever been spanked too?"
No hesitation this time, "Yes, I've always done the spanking but this was my first time getting spanked."
"Your ass feels great around my cock, hot, tight and with the lube nice and slick, I'm going to love filling your ass with cum for the first time. How about you play with your pussy while I fuck your ass and maybe you can cum before I do?"
She didn't need to answer that one because I could see her reaching between her legs to touch herself. At the same time, I asked, "So, did you used to get turned on giving one of the students a spanking on their bare ass?"
"Yes, sometimes I'd have to rush home so I could get off."
"I'll bet every guy you spanked would have loved to get you off when you were done or maybe even instead of getting spanked as much. You'd be nice and wet, sitting on the desk they'd just been bent over and they'd be licking you until you came."
I could tell from her, "Oh fuck yes!" that the thought of that turned her on and as much as I figured she was close to cumming, I couldn't hold back any more and shot everything I had up her ass.
"I can feel it, I can feel you cumming in my ass."
As I pulled out, I whispered, "keep playing with your clit, cum for me!"
She did and just to help, I slid three fingers into her pussy and started thrusting them in and out. It didn't take long before I heard, "Oh... oh.... OH!" and she started cumming. What caught me off guard was the feel of something splashing against my feet and then I realized she was squirting. There was about 3 good gushes and then a few smaller one before she finally stopped. I'd heard about squirters before but never actually seen it in person.
After a few seconds she said, "Holy fuck, I can't believe I came that hard."
"I know, I can't believe my floor is that wet!"
"I often squirt but not usually that much. Now you know why I always went home to get off, it'd be kinda hard to explain the mess on my desk and floor."
That got a bit of a chuckle from both of us before she said, "I should go, I do have an appointment in a bit."
As she dressed, I told her, "Hopefully this will make you think before you're speeding because if I catch you again or I find out you've been pulled over by someone else then I'll be calling you for another spanking session."
Even after she'd gotten into her car and pulled out, I could still hear her last words of, "I hope so!"
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