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My naughty sister
Brooke always got into situations.
They were often of her making or devising and often ended in amusement even when it was questionable in taste or display simply because it was Brooke. From the time we were kids, I knew she was doing things on purpose as she would have this big smirk after everything was said and done. She really enjoyed it and it usually did not cause any problems for me, so I never said a word. She knew that I knew what she was doing but loved that I never said anything and, in fact, I even helped her to manufacture situations sometimes. I do not think our parents ever caught on as I think they thought she was 'special' in some ways.
The truth was, she was simply naughty. She wasn't mean spirited, never made others feel bad, or got anyone in trouble other than herself. Every situation was about her and her alone. Whether she was out with her friends or by herself, if something happened, it happened to her, and, almost always, by her choice. However revealed, however embarrassed, however exposed, it was her and her alone that experienced it.
Looking back, there were some good ones that should be shared and repeated but for now, I will focus on the ones that came about after high school when we had turned 18, Brooke, and 19, myself. She was my younger but was much, much more experience in many ways than myself.
The first big one in the adult years was when she got her head stuck in the playground railing. Everyone has seen the videos on TV or YouTube of the girl stuck in the fence, the fire department responding, the removal from the fence, and the interview aftermath. Well, Brooke's was like that only much better. We were at a swimming area in the town we lived in. It was summer, hot, and very busy. Our family had gone to cool off and enjoy time together with a bite of supper and then a swim. Idyllic, right? Well, Brooke had really upped her game over the years.
"Jimmy, come for a walk with me over to the new playground. I want to see the new railing they put in."
"Into architecture now?"
She just smiled over her shoulder, wiggled her ass, and hurried me up.
I was in my trunks, t-shirt, and big surf hat. She was in a navy blue, one piece suit that wasn't quite a thong back but with any movement quickly became one. It looked like a swim training suit but when you looked at it closer, you could tell it was a single piece of material with no linings at all. Wet or dry, it covered her body like a second skin. Proper but, oh so, improper. She was a bit over average height, lean, and blonde with a nice breasts (31B as I had checked her bra one day to see). She looked like a swimmer, which she was, and could easily walk around in nothing but her suit.
Most of the men there, dads for the most part, did their best to studiously ignore her when she came by to avoid detection by their wives. She was helpful to those men though and spent a good amount of time greeting parents of friends or parents she had baby sat for over the years. She was so nice about it, dressed appropriately for the location, and demure about showing off that she got away with it every single time. Standing there, legs spread, and lit by the sun, she just appeared to be a girl oblivious to what she was wearing or doing. Like I said before, people thought her a bit 'special' and she did nothing to dispel that assumption.
After stopping by a number of beach toweled areas, we made our way over to the playground. There was a new construction area there surrounding the area where the playground was to be built. It wasn't complete but the fence had gone in to limit access. Seemed an odd way to build things but... No one was there as it was off limits to the public and the tarped construction barriers took away the line of sight. I worked for the contractor doing the install for summer so knew how to access the area and knew that the fence maker had messed up on the spacing of the pickets and instead of being the normal less than four inches, it was a bit wider. Doesn't sound like much of an issue but with the safety needed around playgrounds, it had halted everything until it could be fixed. One section of the incorrect fence was still in place.
"I wonder if it's true, Jimmy, that someone could get their head stuck in this?"
I knew that tone and look. She had put her hair up in a high ponytail.
"Yes, it's true. It's why they changed the law and why this needs to be replaced or redone."
"No way. I don't see it."
"Really, don't mess around with it. It's a solid fence and it could be a serious issue getting you out. Not only did the welders mess up the spacing but they also put a heavier gauge metal in on some of it when they ran out at the shop and had to get it done. See that horizontal bar running around? That also shouldn't be there but makes the bars nearly impossible to bend."
"I'm not going to get stuck. Go to the other side and take a picture of me in the bars, please."
"This is really stupid, Brooke."
"Just get my picture, please. The code is 1235 if it locks."
She handed me her phone and unlocked the screen. I had the camera up and ready to go and she tried to slip her head through the bars.
"It won't fit."
She continued to try to slip her head through as I watched. I got a few pictures for her but nothing to write home about. I checked my last picture then decided to swipe through her photos. I forgot how often she was taking selfies and it appeared she never deleted any, ever. From summer swimsuits, to school looks, she had everything documented. I kept flipping through, wondering what else I would find.
Bingo. I found the Hidden option and punched in 1235. I could see why she had to buy extra storage as it was filled... filled to the gills with her explicit photos. Her body wasn't a surprise to me but what the volume of pictures was for sure. I was working my way back chronologically remembering the various outfits she had worn when younger. They really did walk a razor line between acceptable and WTF, that's for sure.
"I'm in!"
Brooke had somehow worked her head between the bars. She was looking into the area and had put her head under the horizontal bar. This put her in a position that had her bent over at the hips. With her hands on the bars, it looked like she was in the stocks they used to put prisoners in for movies. All in all, it was a pretty funny picture.
"Do some close ups of my face, too, I want to look like I am scared."
I continued to click away.
"Come around behind me and get some pictures from there, too."
I walked around and out where the gate should be to see her bent over, ass up in the air, with her legs straight. The suit was all but gone up her crack and her lips were almost on display. I started to take pictures from all angles including some from below. I set the phone down on her back and slipped two fingers into her. She gasped in pleasure.
"Oh fuck, Jimmy, that feels so good, do it more."
There was no one around so I sawed my fingers in and out of her pussy. Her suit crotch was completely soaked and when in place, clung to her mound like paint. I tweaked her nipples from the side to get them harder then snapped a few more pictures. We had played many, many games over the years but we always came back to these ones.
"Alright, Brooke, let's get out of here. I want to cool off with a swim."
Brooke was in agreement and started to wiggle her head around. After a bit of time, Brooke stopped.
"I can't pull my head out. Help me, please."
She wasn't quite frantic but I could hear the concern in her voice as I had when other 'dares' and challenges had gone wrong. I pulled on her hips as she tried moving her head around in various positions but unless I wanted to yank her head off, it was not coming out.
"Are you seriously stuck?"
"Jimmy, I am not joking, I am stuck in here."
What was a funny shot now became a bit of a prison for her. She was in a version of the stocks that would take quite a bit to get out of. I walked around to the front of her and took a few more photos.
"Jimmy, stop fucking around and get me out of here."
"Don't worry, we will get you out soon enough. I want a bit of fun first."
I dropped my trunks to my ankles and pushed my hard cock up against her face. She opened her mouth wide and took my cock in. I gave her no time to get ready before thrusting forward to her throat. There was no where for her to go and by holding onto the bars, I was able to gag her at will. I could tell she was struggling with breathing so I pulled out and let her catch her breath before pushing back in.
"Jimmy, let me suck it, don't face fuck me, you asshole."
"Too late, sis."
The bars and the warm sun made for an excellent start to our fuck session. I was able to get her to hold my cock longer and deeper than ever before and took complete control of her face and mouth. My nuts were squished against her chin and even though she was pulling back as far as she could, there was no escaping my cock pounding into her open mouth. I had pretty good control of my orgasms but even I had a limit in a situation like this so I pulled out and stood there.
"I couldn't barely breathe, Jimmy, what the fuck?"
"You loved it."
With that, I took some pictures of her face covered with drool and flushed. I also got each inch of my cock going into her mouth in pictures and a short video of her gagging on my meat.
"Okay, cum in my mouth and let's get out of here, please, Jimmy?"
"Not a chance. If I can get that deep in your mouth, there's still two holes left."
"Jimmy, no, no, no."
I was walking around as she thrashed in the fence, trying to get her head to pop out. I pulled the crotch of her suit to one side and slipped my cock into her wet pussy. She was tight as always and with a slight push, I was fully in. I pushed a bit harder and felt her go forward to the bars which stopped her from moving. With my thumb in her ass, I pushed a bit more.
"Jimmy, that's too deep, it's bumping my cervix and that doesn't feel aaaaaaaaaaaaaahhhhhh."
It was true, I was bumping her cervix with each stroke. I grabbed the bars and used them to increase the force of my strokes. When we had done this before, she couldn't stand too much and had bailed. Now, she wasn't going anywhere so I took my chance.
Slap, slap, slap, slap, slap.
My thighs were loud against her butt and thighs. She was twitching and squirming as I continued my fucking. I reached down and held her hands as they held the bars as I did.
"Jimmmmmmmmmmmmmmmy..."
She shook and shuddered more wildly than I had ever seen before. Her head twisted in the bars and her back arched as she moaned my name and shook. I took that as a cue to bury my cock as deeply as possible so I could feel my cock pressed fully against her cervix. This brought a renewed orgasm stream and she squirted all over my legs and cock. I smacked her ass and called her a dirty slut.
Now that she was all excited, I knew I could take her ass. I had been in her asshole a few times before but usually after she had orgasmed multiple times. I took my lathered cock and stuck it against her hole. With a moderate push, my cock head was in.
"Jimmmy, no, not my ass, nooooooooo, ohhhhhhhhhhhhhhhhh..."
She usually tried to resist but being a total cock whore as well as a show off meant it didn't take long before the no became ooooooooooohhhhhhhhhhhhh. With hand tight around the bars, I pulled myself forward as I thrust into her. She bumped into the fence with her shoulders and that stopped any running away as I buried myself full shaft into her.
"Fuck, be gentle without lube, Jimmy..."
That wasn't going to happen. I was horned up now and I wanted to blow my cum into her ass for the first time ever. When we had ass fucked before, she always wanted to swallow but today, it was going in deep. I continued to pound her hole harder and harder. I could feel my balls swell with cum as I went rock hard.
"Jimmmmmmmmmmy, are you going to cum in me?"
My answer came in the jets and squirts of cum that blew out of my rock hard cock. It may have been one of my longest and strongest orgasms of all time. If I hadn't been holding onto the fence, I think I would have collapsed to my knees.
I pulled out and let my flaccid cock flap against my leg. I walked around and pushed my crotch against her face to be cleaned. She tongued every drop of my cum as well as her squirted juice.
She worked her way down to her knees to rest in a kneeling position.
"How am I going to get out of here, Jimmy?"
"What's it worth to you?"
"Anything you want, Jimmy, just get me out."
I brushed myself off, pulled on my shorts and top, and went over to the car to get the scissor jack. I was back in minutes and with the jack between the bars, amazingly enough it just fit, a few turns of the jack handle and the bars were spread wide enough for Brooke to slip out.
"You knew you could do that anytime, didn't you, Jimmy?"
I just smiled. She adjusted her suit to provide some coverage.
"Can we come back tomorrow and take some more 'trapped' photos, Jimmy? That was a lot of fun."
"You bet, let's put the jack back and go for a swim to wash off and cool down then we can look at all your pictures. You've been holding back on me."
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