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Description
The Dress Up Game

“STUPID STUPID STUPID” I yelled out to myself for about the 100th time now as I once again shook on the solid steel bars that kept me prisoner “HOW COULD I HAVE BEEN SO STUPID!!!!!!!” my mind was racing just thinking about the humiliating position that I now found myself in and I just knew that I was definitely going to be a laughing stock for a long time to come once I was finally free, but perhaps I’m getting ahead of myself so let’s start from the beginning.

My name is Emma, I’m a 26 years old girl with a rather slim figure and long flowing light brown hair and a pair of C cup breasts. I work as a police officer in the absolute middle of nowhere, for you see I work alone at a crossover station between two states. Normally other officers use this place when they are transporting prisoners between states. My only real job here is to maintain this place and file a whole ton of reports about the latest prisoner who passed through here.

I really liked this job because it meant that I could be alone. The station was along a stretch of lifeless road that barely even saw the odd patrol car traveling along it. I mean it was more likely that I would come across aliens then humans that’s for sure.

The station itself was pretty small with an office which really just consisted of a desk, a chair and a computer. Then there was two jail cells that the officers who passed through here would hold their prisoners sometimes while they stayed for the night. There is also a sleeping quarters that consists of a single bunk bed and the kitchen and bathroom are just a single door away from there. I got to sleep in a shiny caravan out back that had all the luxuries of home, if my home was a deserted wasteland that is. Besides a bed and all the other things you find in a caravan it was pretty empty. The final part of the station was the storeroom round back that stored everything that I needed to keep this place operational (well duh)

So I bet you’re thinking to yourself why in the world you would even consider taking such a craptacular (Yeah I know not a real word) job in the middle of nowhere. Well because like I said before, it means that I can be alone, which meant that I could play a little game of mine called dress up.

Dress up is a very simple game that was made out of an incredibly severe case of boredom I suffered in my first two days at this place. The game consists of a dartboard, darts, clothing and for me to be bored enough to do it. The game started with just my uniform and some of the casual clothing that I brought with me and worked like this. I have six sections of my body that I decided on which were my head, torso, hips, arms, legs and feet. I would then take one dart, close my eyes and then throw it at the board. Whatever number the dart landed on is piece of clothing that I would dress up in, that was related to the number. So there were 6 rounds and I would throw one dart per round. I would normally start with my head and work my way down.

At first I had a pretty poor collection of clothing and the game normally ended with tying my hair up in some sort of embarrassing way and wearing a cross between my police uniform and my casual wear which generally made me look really silly. The game was a nice distraction though and I started to really enjoy it.

I decided to use my once a year one week of holidays to go back home and gather up some more things for my little game. For some strange reason I gravitated to things that would make me look as silly as possible. Not just happy with what I managed to scrounge up at home though, I also made my way to the shops in town so that I could add to my collection. A particular favourite stop I liked to make was at a local costume shop that had row after row or embarrassing outfits, that I knew I would just love to dress up in. I also made one or two slightly embarrassing visits to a slightly more adult orientated shop, where I picked up a few more items to add to my ever increasing collection.

My week of holidays eventually ended and I hurriedly made my way back to the station, this time armed with a clothing selection that would easily fill out a shop in the mall. I eventually made it to the station and relived the overly excited guy who was all too happy to get the hell out of there.

I took a look at the schedule and saw that the next prisoner wasn’t due for another two days, which made me incredibly happy. I immediately started to unpack all the boxes and bags from my car and started to sort all my new clothing into their own number.

My heart was actually beating by the time I picked up one of the darts and my mind was racing just thinking about all of the different embarrassing combinations. I had also decided to add two new rules to my little game with the first one being that If I missed the board then I would have to throw two darts next time, So that would mean that I would potentially have to wear two things on one of my body parts which would surely add to my embarrassment. The second rule was to throw a bonus dart once I had my outfit sorted, so that I could determine how long I would have to stay in my outfit.

I closed my eyes shut and let the first dart fly and as soon as I heard a satisfying thud I opened my eyes to see where the dart landed. Apparently I had hit the number 6 on the dart board and looking at the matching piece of clothing, that meant that I would have to wear a pretty pink princess tiara that I got from that costume shop. The tiara itself was obviously made for little kids with a fluffy pink fur trim around the base and little flashing plastic gems on the top. As soon as I put it on I felt like 5 years old again.

The game was far from over though and the next area of business was my torso area. I picked up another dart and threw it at the dart board again. I then opened my eyes and saw that it had struck 13. This meant that I would have to put on the top part of a super girl costume that I got from the same costume shop as well. The super girl top was made out of a tight shiny blue spandex and it was certainly a tight fit getting it on. My modest C cups were certainly brought into focus by the tight material. The top also had a red cape sewn into it that made its way down to around my butt area.

The game still needed to continue though and so I threw another dart at the board, in order to determine what my hips would be adorning next and this time it hit a 17. This was about to get embarrassing because hitting 17 meant that I would have to put on a sparkly pink tutu that I got from yep you guessed it the same costume shop. I pulled the tutu up my legs and over my butt until it slipped into place on my hips and that’s where I hit a problem. Up to this point I was completely nude and unfortunately for me the tutu did absolutely nothing to cover my rather exposed bottom section which left me rather red in the cheeks.

I guess that was all part of the game though and I would just have to run with it. But I might put in an extra throw for underwear in the future. The next dart was for my legs and as I threw the dart I was secretly hoping for some tights or something but when I opened my eyes I saw that I had hit a 3 and that meant I had to put on some rainbow colored knee high socks. I slid these up my legs making me look even more ridiculous then I already looked I’m sure.

It was feet time now and this time I hit the number 20 on the board. My heart instantly sank because I was really hoping that I would never have to wear them. The item in question was an old fashion pair of roller skates with the 4 evenly spread wheels on the bottom of a lace up shoe. Reluctantly I put them on and then laced them up tightly.

I then wobbled my way over to pick up another dart to find out what would soon be adorning my hands. The dart hit the board with a loud thud and as I opened my eyes I saw that I had managed to hit a 12. This meant that I had to put on a bright pink sparkly watch with a picture of some Disney princess on it. I then slid the watch over my wrist and strapped it on tight. Which made this particular game of dress up, come to an end.

All I had to do now was throw one last dart to find out how long I would have to spend in this ridiculous outfit. I nervously opened my eyes and saw that I hit a 9, meaning that I was going to be stuck in this outfit for at least 9 hours.

The game really was over now and from the office that I had been playing in I very cautiously made my way to the sleeping quarters where I could use the full length mirror to see what I really looked like. Once I saw myself in the mirror I practically fell into a fit of giggles as I looked at myself in the mirror. I looked like some sort of ballerina princess superhero who wanted to go out roller skating for the weekend. It took me a good ten minutes to recover from my giggling fit although when I finally did recover I got up a little too fast and the roller skates slipped out from under me causing me to fall flat on my face and expose my completely naked bottom in the air. All this served only for me to go into another giggle fit though.

I eventually managed to recover and I even eventually managed to pack everything away and then settle in for a long 9 hour wait dressed up like this. I had a whole ton of fun throughout the day and displayed my derriere to the sky more than I would of liked, but all this only served to make me like the experience even more. 9 hours eventually passed me by and I could barely wait until I could get those accursed roller skates off of my feet.

But anyway enough about the past and now back to the present day where once again I had a whole day to play my little dress up game. It was currently 9:00am in the morning and I had just taken a break from cleaning out the jail cells to have some breakfast. After tearing through that I made my way out back to gather up all my costumes for a no doubt fun day of playing dress up.

I made my way into the office and spread out my costumes around the floor and then nervously picked up the first dart in my hand. I had decided to against the panty throw and decided that If I was going to be forced to show off my butt then so be it. My head was first though and so I closed my eyes and let loose the first dart towards the board. “Thud” it went, signalling to me that I could now I open my eyes, I saw that I had managed to hit a 4, which meant that I was going to have put my very long light brown hair into two floppy pigtails. I had prepared for this by buying two really long pieces of pink ribbon from a craft store. I first bunched up one side of my hair and then with great difficulty tied a big pink bow with the ribbon to hold it in place. I then repeated the same process on the other side of my head and even without looking in the mirror I knew that I had reduced my age from 26 to about 5 years old thanks to my hair being done up in pretty pink ribbons.

The next stage was always the one I looked most forward to, seeing as the torso part was always the one that really defined what I would look like. I squeezed my eyes closed and threw the dart at the board, as soon as I heard the dart impact the board I opened my eyes and saw that I hit the number 19. I instantly laughed out loud at the sudden irony of what I had to put on, seeing as a little bo peep dress is what I now had to wear. It was obviously part of the whole costume that I had got form the costume shop and it was one of the single most embarrassing things that I brought from there. The reason why the outfit was so incredibly embarrassing was because of how it looked. The dress was of course pink with huge puffy sleeves and a rather low cut front with a ruffle edge. The dress then had a narrow waist that went into a huge frilly skirt that poofed out thanks to the big fluffy white petticoats that were sewn into it. The dress would look absolutely adorable on any little girl and thanks to my pigtails I guess that’s the way I was looking.

I took a deep breath and pulled the overly frilly dress into place. I then spent about10 minutes trying to do up all the buttons at the back of the dress. Once I had finally gotten all the buttons done up, I then used the long sash to tie a great big bow at the back. I couldn’t have felt any sillier at this point and I was positive that I now looked more like a 4 year old then a 6 year old. I could only hope for some more adult wear for the next parts as I moved onto my hips.

I took the dart in my hand with a determination to dress in something my age although with 22 options on the board I knew that there were plenty of things that would make me look even more childish. I closed my eyes and hoped for the best although unfortunately for me I threw with a little too much power and I missed the board completely up high. My confidence dropped to an all time low at this point because now I would have to throw to darts, which would surely increase the risk of scoring something childish. None the less rules were rules and now I had to face my punishment.

I picked up two darts in my hand and decided for fun that I would try and trow both at the same time, so that I could add to the randomness of it all. I closed my eyes tight and when I opened them I was amazed to find that both of the darts had actually hit the board and was even more amazed that they actually hit the exact same number and that was the number 14. It took me about 2 seconds to get over my own amazement to realise that things were about to get really really embarrassing now.

The number 14 meant I would have to put on the actual most embarrassing thing that I had gotten which were some incredibly embarrassing adult diapers. I had actually gotten these particular ones from an adult store a few towns over from where I lived and I can still hear the clerk giggling when she scanned them and said “So you like them extra thick do you” I had no idea what she was talking about seeing as I had tried to discreetly grab them and throw them in with a whole bunch of other stuff. I just nodded my head yes in response which made her giggle a little bit more. Once I had paid for everything I hurriedly made my way towards the exit but not before the shop assistant yelled out “Have fun in your diapers cutie pie” I doubt my face could have been any redder at that point as no doubt all the other people in the shop swung their heads to the red faced girl practically running out of the store.

I had actually managed to get them though and now I was finally going to see what it was like to wear them. I quickly ripped open the package and picked one up and I instantly knew what the shop assistant meant when she said cutie pie. Across the back of the diaper in big bold pink letters were the words ”Cutie Pie” I looked back into the package and I noticed that they all said the same thing. My cheeks were burning with embarrassment by this point even with no one around to see me, as I pulled the humiliating garment up my legs and into place. That’s also when I noticed that there seemed to be a chain of some sort running through the waist band of the diaper. It then clicked in my head why these diapers were in the adult store and I instantly made my way to a side cupboard in the small office space and retrieved a couple of padlocks that I kept in there for some of the adult gear that I had brought.

I then made sure the key worked and then put it back into the cupboard while using the padlock to tighten and secure the chain around my waist. This felt incredibly wonderful to me and there was a real rush of adrenaline flowing through my body as I found that no matter what I tried I couldn’t move the diaper off of me even an inch. I immediately repeated the same process with the other diaper I knew I had to put on and now I definitely had a small waddle going with the double diapers I was wearing. Somehow I had managed to lower my age even more now and I would be lucky if I looked older than two years old in all my frilly and embarrassing clothing.

As much as I loved the humiliation I was now starting to get, the game still had to go on and so I moved onto my legs. I once again picked up a dart and closed my eyes. As soon as the dart hit I opened them and saw that this time I managed to hit the number two. Once again I already knew that wasn’t going to help me look any older as I knew that number 2 meant that I had to put on some white stockings that had some pretty pink love heart prints on them. By this point I was getting pretty sure that there was some sort of ulterior force that seemed determined to dress me as some sort of baby girl. None the less though I threw what I threw and now I had to put on the stockings. I found that the stockings held themselves up nicely thanks to the elastic band at the top of them that was also trimmed in some frilly write lace.

With my legs all sorted I once again threw a dart to see what my feet would be wearing and by this point I was sure that it was going to be some baby booties. I slowly opened my eyes and saw that I had hit the number 15. This wasn’t so bad actually because this meant I got to put on a pretty pair of pink Lolita shoes that I had brought. The shoes had some pink bows on the front of the shoe and near the top where the straps of the shoe buckled tightly into place. While the shoes certainly didn’t increase my age at least they didn’t lower it.

Feeling a new sense of self confidence, about the shoes. I once again gripped the dart firmly in my hands and gave it a good throw at the board. My eyes opened once again and like the last time my confidence was quickly brought back down to Earth. I had managed to hit the number 18 which meant that it was going to be a pair of pink baby mittens for me. This meant that I now really looked like a baby girl that had maybe gotten into her sister’s shoe closet. But after I had stopped sulking for a while I grabbed the baby mittens and pulled them tightly over my hands. This is when I got the brilliant idea to use some cable ties around my wrists so that I could keep the mittens securely in place. The very thought of being a helpless little baby girl for even one hour was enough, that the part of my brain that was telling me that this was a really bad idea, to fade away and be overpowered by my rush of adrenaline.

No sooner said then it was done and I had managed to use my mouth to pull the cable ties tightly around each wrist. Like the diapers I tried to remove to mittens but they weren’t going anywhere. Happy that I was now completely trapped and that my hands were in two completely useless balls. I then somehow managed to pick up the dart with both of my hands and then made a very stereotypical girly throw towards the dart board. I saw that I had hit a 6 which was right on the border of not being good and not being that bad.

Once this was done I could hardly wait to see myself in the mirror and I hurriedly made my way out of the office and past the jail cells until I made it to the sleeping quarters. It only took a second for me to blurt out laughing and in a matter of minutes I was laughing so hard that I even started to cry tears of laughter. The image in the mirror was one of a ridiculous looking adult girl in a horrifically frilly little girl outfit. The dress and swishy petticoats barely even covered half of the thick cutie pie diapers and combined with the love heart stockings and pink Lolita shoes, plus my hair all prettied up with big ribbon bows and I looked like the world’s largest one year old girl. I can just imagine Mum and Dad and my brother and sister laughing their asses off seeing me dressed so sweetly, much less all my friends back at the station.

I had eventually stopped laughing enough to head back towards the office and I couldn’t believe just how silly I looked. The diaper was really the thing that set the whole outfit off and I was loving the little waddle it was forcing me to do. The padding of the diaper also felt incredibly good and I doubted that I could feel anything between them and the outside world. So as I was passing back past the jail cells I stood up against the opposite wall and did a big bum thrust against the wall and found that I was right, you really couldn’t fell a thing.

I wasn’t however prepared for happened next as suddenly I heard a loud hissing noise and then suddenly my diaper exploded much like an airbag would and now I was propelled forward towards with a sudden burst of momentum. Thanks to the diaper suddenly expanding it had forced my legs to a point where I was almost doing the splits and no matter what I tried I couldn’t stop myself from falling into the open jail cell, as one last effort I tried to grab onto the open jail door next to me, but with the mittens on my hands I couldn’t get a firm grip and I fell face first into the jail cell.

My fall was followed by a very loud creaking noise that sounded exactly like the sound of the jail cell door made, when it was being closed. My eyes then suddenly turned to dinner plates as I quickly turned around just in time to see the jail cell door slam shut followed by a painfully loud click.

“NO, NO, NO, NO, NO, NO!!!!!!!!!!” I said out loud to myself as I quickly crawled my way to the door, but it was too late and my worst fears were true the door had locked shut and now I was locked inside with no possible way out. I immediately shook on the bars somehow thinking that I had super human strength and could simply bend them to my will, but it didn’t take long until I was completely defeated. I instead turned my attention to the now overly inflated diaper and now I understood what the girl at the adult shop meant when she said if I liked them extra thick. The diaper was apparently self inflating and apparently all you had to do was hit the pressure plate at the back of the diaper to make them blow up. “Like I don’t know bum thrusting the wall ought to do it” I said to myself incredibly sarcastically.

I felt and looked like a complete idiot at this point and thanks to the new thickness of the diaper, my legs were split straight out which meant that I was now forced to crawl around on my hands and knees making me feel even more like a baby if that was even possible. My cheeks were a very deep red at this point as I once again shook the bars but there was just no hope. The cell I had landed myself in, faced the front door of the station perfectly which meant the officers that were bringing in the prisoners tomorrow were going to have a very good laugh indeed at the idiotic baby girl in the cell.

I desperately tried to even get any part of my outfit off but thanks to the mittens on my hands I couldn’t even undo the pink ribbons in my hair. The worst part was the diaper itself though seeing as my fluffy petticoat didn’t even cover any part of the inflated diaper now and the words “Cutie Pie” on the back were now even more prominent. This was making my cheeks even more redder and I swore at this point my head must have looked like a tomato. The thing that bothered me most about my current situation was the fact that I was going to have ask one of the officers to get the keys for my diaper from the shelf seeing as my new crawling position meant that there was no way I could do it myself.

So that brings my story up to the point of where it started with me still calling myself an idiot every 3 seconds. I can already feel the need to go to the toilet and I already know that I’m going to have to go in the diaper. I can see the wall clock from where I am and I can see that I still have at least 18 hours to go until the officers get here and hopefully freedom. I’m already trying to steel myself for the humiliation to come and I just know, that I’m never going to live this one down.

The End

Description
The Dress Up Game

“STUPID STUPID STUPID” I yelled out to myself for about the 100th time now as I once again shook on the solid steel bars that kept me prisoner “HOW COULD I HAVE BEEN SO STUPID!!!!!!!” my mind was racing just thinking about the humiliating position that I now found myself in and I just knew that I was definitely going to be a laughing stock for a long time to come once I was finally free, but perhaps I’m getting ahead of myself so let’s start from the beginning.

My name is Emma, I’m a 26 years old girl with a rather slim figure and long flowing light brown hair and a pair of C cup breasts. I work as a police officer in the absolute middle of nowhere, for you see I work alone at a crossover station between two states. Normally other officers use this place when they are transporting prisoners between states. My only real job here is to maintain this place and file a whole ton of reports about the latest prisoner who passed through here.

I really liked this job because it meant that I could be alone. The station was along a stretch of lifeless road that barely even saw the odd patrol car traveling along it. I mean it was more likely that I would come across aliens then humans that’s for sure.

The station itself was pretty small with an office which really just consisted of a desk, a chair and a computer. Then there was two jail cells that the officers who passed through here would hold their prisoners sometimes while they stayed for the night. There is also a sleeping quarters that consists of a single bunk bed and the kitchen and bathroom are just a single door away from there. I got to sleep in a shiny caravan out back that had all the luxuries of home, if my home was a deserted wasteland that is. Besides a bed and all the other things you find in a caravan it was pretty empty. The final part of the station was the storeroom round back that stored everything that I needed to keep this place operational (well duh)

So I bet you’re thinking to yourself why in the world you would even consider taking such a craptacular (Yeah I know not a real word) job in the middle of nowhere. Well because like I said before, it means that I can be alone, which meant that I could play a little game of mine called dress up.

Dress up is a very simple game that was made out of an incredibly severe case of boredom I suffered in my first two days at this place. The game consists of a dartboard, darts, clothing and for me to be bored enough to do it. The game started with just my uniform and some of the casual clothing that I brought with me and worked like this. I have six sections of my body that I decided on which were my head, torso, hips, arms, legs and feet. I would then take one dart, close my eyes and then throw it at the board. Whatever number the dart landed on is piece of clothing that I would dress up in, that was related to the number. So there were 6 rounds and I would throw one dart per round. I would normally start with my head and work my way down.

At first I had a pretty poor collection of clothing and the game normally ended with tying my hair up in some sort of embarrassing way and wearing a cross between my police uniform and my casual wear which generally made me look really silly. The game was a nice distraction though and I started to really enjoy it.

I decided to use my once a year one week of holidays to go back home and gather up some more things for my little game. For some strange reason I gravitated to things that would make me look as silly as possible. Not just happy with what I managed to scrounge up at home though, I also made my way to the shops in town so that I could add to my collection. A particular favourite stop I liked to make was at a local costume shop that had row after row or embarrassing outfits, that I knew I would just love to dress up in. I also made one or two slightly embarrassing visits to a slightly more adult orientated shop, where I picked up a few more items to add to my ever increasing collection.

My week of holidays eventually ended and I hurriedly made my way back to the station, this time armed with a clothing selection that would easily fill out a shop in the mall. I eventually made it to the station and relived the overly excited guy who was all too happy to get the hell out of there.

I took a look at the schedule and saw that the next prisoner wasn’t due for another two days, which made me incredibly happy. I immediately started to unpack all the boxes and bags from my car and started to sort all my new clothing into their own number.

My heart was actually beating by the time I picked up one of the darts and my mind was racing just thinking about all of the different embarrassing combinations. I had also decided to add two new rules to my little game with the first one being that If I missed the board then I would have to throw two darts next time, So that would mean that I would potentially have to wear two things on one of my body parts which would surely add to my embarrassment. The second rule was to throw a bonus dart once I had my outfit sorted, so that I could determine how long I would have to stay in my outfit.

I closed my eyes shut and let the first dart fly and as soon as I heard a satisfying thud I opened my eyes to see where the dart landed. Apparently I had hit the number 6 on the dart board and looking at the matching piece of clothing, that meant that I would have to wear a pretty pink princess tiara that I got from that costume shop. The tiara itself was obviously made for little kids with a fluffy pink fur trim around the base and little flashing plastic gems on the top. As soon as I put it on I felt like 5 years old again.

The game was far from over though and the next area of business was my torso area. I picked up another dart and threw it at the dart board again. I then opened my eyes and saw that it had struck 13. This meant that I would have to put on the top part of a super girl costume that I got from the same costume shop as well. The super girl top was made out of a tight shiny blue spandex and it was certainly a tight fit getting it on. My modest C cups were certainly brought into focus by the tight material. The top also had a red cape sewn into it that made its way down to around my butt area.

The game still needed to continue though and so I threw another dart at the board, in order to determine what my hips would be adorning next and this time it hit a 17. This was about to get embarrassing because hitting 17 meant that I would have to put on a sparkly pink tutu that I got from yep you guessed it the same costume shop. I pulled the tutu up my legs and over my butt until it slipped into place on my hips and that’s where I hit a problem. Up to this point I was completely nude and unfortunately for me the tutu did absolutely nothing to cover my rather exposed bottom section which left me rather red in the cheeks.

I guess that was all part of the game though and I would just have to run with it. But I might put in an extra throw for underwear in the future. The next dart was for my legs and as I threw the dart I was secretly hoping for some tights or something but when I opened my eyes I saw that I had hit a 3 and that meant I had to put on some rainbow colored knee high socks. I slid these up my legs making me look even more ridiculous then I already looked I’m sure.

It was feet time now and this time I hit the number 20 on the board. My heart instantly sank because I was really hoping that I would never have to wear them. The item in question was an old fashion pair of roller skates with the 4 evenly spread wheels on the bottom of a lace up shoe. Reluctantly I put them on and then laced them up tightly.

I then wobbled my way over to pick up another dart to find out what would soon be adorning my hands. The dart hit the board with a loud thud and as I opened my eyes I saw that I had managed to hit a 12. This meant that I had to put on a bright pink sparkly watch with a picture of some Disney princess on it. I then slid the watch over my wrist and strapped it on tight. Which made this particular game of dress up, come to an end.

All I had to do now was throw one last dart to find out how long I would have to spend in this ridiculous outfit. I nervously opened my eyes and saw that I hit a 9, meaning that I was going to be stuck in this outfit for at least 9 hours.

The game really was over now and from the office that I had been playing in I very cautiously made my way to the sleeping quarters where I could use the full length mirror to see what I really looked like. Once I saw myself in the mirror I practically fell into a fit of giggles as I looked at myself in the mirror. I looked like some sort of ballerina princess superhero who wanted to go out roller skating for the weekend. It took me a good ten minutes to recover from my giggling fit although when I finally did recover I got up a little too fast and the roller skates slipped out from under me causing me to fall flat on my face and expose my completely naked bottom in the air. All this served only for me to go into another giggle fit though.

I eventually managed to recover and I even eventually managed to pack everything away and then settle in for a long 9 hour wait dressed up like this. I had a whole ton of fun throughout the day and displayed my derriere to the sky more than I would of liked, but all this only served to make me like the experience even more. 9 hours eventually passed me by and I could barely wait until I could get those accursed roller skates off of my feet.

But anyway enough about the past and now back to the present day where once again I had a whole day to play my little dress up game. It was currently 9:00am in the morning and I had just taken a break from cleaning out the jail cells to have some breakfast. After tearing through that I made my way out back to gather up all my costumes for a no doubt fun day of playing dress up.

I made my way into the office and spread out my costumes around the floor and then nervously picked up the first dart in my hand. I had decided to against the panty throw and decided that If I was going to be forced to show off my butt then so be it. My head was first though and so I closed my eyes and let loose the first dart towards the board. “Thud” it went, signalling to me that I could now I open my eyes, I saw that I had managed to hit a 4, which meant that I was going to have put my very long light brown hair into two floppy pigtails. I had prepared for this by buying two really long pieces of pink ribbon from a craft store. I first bunched up one side of my hair and then with great difficulty tied a big pink bow with the ribbon to hold it in place. I then repeated the same process on the other side of my head and even without looking in the mirror I knew that I had reduced my age from 26 to about 5 years old thanks to my hair being done up in pretty pink ribbons.

The next stage was always the one I looked most forward to, seeing as the torso part was always the one that really defined what I would look like. I squeezed my eyes closed and threw the dart at the board, as soon as I heard the dart impact the board I opened my eyes and saw that I hit the number 19. I instantly laughed out loud at the sudden irony of what I had to put on, seeing as a little bo peep dress is what I now had to wear. It was obviously part of the whole costume that I had got form the costume shop and it was one of the single most embarrassing things that I brought from there. The reason why the outfit was so incredibly embarrassing was because of how it looked. The dress was of course pink with huge puffy sleeves and a rather low cut front with a ruffle edge. The dress then had a narrow waist that went into a huge frilly skirt that poofed out thanks to the big fluffy white petticoats that were sewn into it. The dress would look absolutely adorable on any little girl and thanks to my pigtails I guess that’s the way I was looking.

I took a deep breath and pulled the overly frilly dress into place. I then spent about10 minutes trying to do up all the buttons at the back of the dress. Once I had finally gotten all the buttons done up, I then used the long sash to tie a great big bow at the back. I couldn’t have felt any sillier at this point and I was positive that I now looked more like a 4 year old then a 6 year old. I could only hope for some more adult wear for the next parts as I moved onto my hips.

I took the dart in my hand with a determination to dress in something my age although with 22 options on the board I knew that there were plenty of things that would make me look even more childish. I closed my eyes and hoped for the best although unfortunately for me I threw with a little too much power and I missed the board completely up high. My confidence dropped to an all time low at this point because now I would have to throw to darts, which would surely increase the risk of scoring something childish. None the less rules were rules and now I had to face my punishment.

I picked up two darts in my hand and decided for fun that I would try and trow both at the same time, so that I could add to the randomness of it all. I closed my eyes tight and when I opened them I was amazed to find that both of the darts had actually hit the board and was even more amazed that they actually hit the exact same number and that was the number 14. It took me about 2 seconds to get over my own amazement to realise that things were about to get really really embarrassing now.

The number 14 meant I would have to put on the actual most embarrassing thing that I had gotten which were some incredibly embarrassing adult diapers. I had actually gotten these particular ones from an adult store a few towns over from where I lived and I can still hear the clerk giggling when she scanned them and said “So you like them extra thick do you” I had no idea what she was talking about seeing as I had tried to discreetly grab them and throw them in with a whole bunch of other stuff. I just nodded my head yes in response which made her giggle a little bit more. Once I had paid for everything I hurriedly made my way towards the exit but not before the shop assistant yelled out “Have fun in your diapers cutie pie” I doubt my face could have been any redder at that point as no doubt all the other people in the shop swung their heads to the red faced girl practically running out of the store.

I had actually managed to get them though and now I was finally going to see what it was like to wear them. I quickly ripped open the package and picked one up and I instantly knew what the shop assistant meant when she said cutie pie. Across the back of the diaper in big bold pink letters were the words ”Cutie Pie” I looked back into the package and I noticed that they all said the same thing. My cheeks were burning with embarrassment by this point even with no one around to see me, as I pulled the humiliating garment up my legs and into place. That’s also when I noticed that there seemed to be a chain of some sort running through the waist band of the diaper. It then clicked in my head why these diapers were in the adult store and I instantly made my way to a side cupboard in the small office space and retrieved a couple of padlocks that I kept in there for some of the adult gear that I had brought.

I then made sure the key worked and then put it back into the cupboard while using the padlock to tighten and secure the chain around my waist. This felt incredibly wonderful to me and there was a real rush of adrenaline flowing through my body as I found that no matter what I tried I couldn’t move the diaper off of me even an inch. I immediately repeated the same process with the other diaper I knew I had to put on and now I definitely had a small waddle going with the double diapers I was wearing. Somehow I had managed to lower my age even more now and I would be lucky if I looked older than two years old in all my frilly and embarrassing clothing.

As much as I loved the humiliation I was now starting to get, the game still had to go on and so I moved onto my legs. I once again picked up a dart and closed my eyes. As soon as the dart hit I opened them and saw that this time I managed to hit the number two. Once again I already knew that wasn’t going to help me look any older as I knew that number 2 meant that I had to put on some white stockings that had some pretty pink love heart prints on them. By this point I was getting pretty sure that there was some sort of ulterior force that seemed determined to dress me as some sort of baby girl. None the less though I threw what I threw and now I had to put on the stockings. I found that the stockings held themselves up nicely thanks to the elastic band at the top of them that was also trimmed in some frilly write lace.

With my legs all sorted I once again threw a dart to see what my feet would be wearing and by this point I was sure that it was going to be some baby booties. I slowly opened my eyes and saw that I had hit the number 15. This wasn’t so bad actually because this meant I got to put on a pretty pair of pink Lolita shoes that I had brought. The shoes had some pink bows on the front of the shoe and near the top where the straps of the shoe buckled tightly into place. While the shoes certainly didn’t increase my age at least they didn’t lower it.

Feeling a new sense of self confidence, about the shoes. I once again gripped the dart firmly in my hands and gave it a good throw at the board. My eyes opened once again and like the last time my confidence was quickly brought back down to Earth. I had managed to hit the number 18 which meant that it was going to be a pair of pink baby mittens for me. This meant that I now really looked like a baby girl that had maybe gotten into her sister’s shoe closet. But after I had stopped sulking for a while I grabbed the baby mittens and pulled them tightly over my hands. This is when I got the brilliant idea to use some cable ties around my wrists so that I could keep the mittens securely in place. The very thought of being a helpless little baby girl for even one hour was enough, that the part of my brain that was telling me that this was a really bad idea, to fade away and be overpowered by my rush of adrenaline.

No sooner said then it was done and I had managed to use my mouth to pull the cable ties tightly around each wrist. Like the diapers I tried to remove to mittens but they weren’t going anywhere. Happy that I was now completely trapped and that my hands were in two completely useless balls. I then somehow managed to pick up the dart with both of my hands and then made a very stereotypical girly throw towards the dart board. I saw that I had hit a 6 which was right on the border of not being good and not being that bad.

Once this was done I could hardly wait to see myself in the mirror and I hurriedly made my way out of the office and past the jail cells until I made it to the sleeping quarters. It only took a second for me to blurt out laughing and in a matter of minutes I was laughing so hard that I even started to cry tears of laughter. The image in the mirror was one of a ridiculous looking adult girl in a horrifically frilly little girl outfit. The dress and swishy petticoats barely even covered half of the thick cutie pie diapers and combined with the love heart stockings and pink Lolita shoes, plus my hair all prettied up with big ribbon bows and I looked like the world’s largest one year old girl. I can just imagine Mum and Dad and my brother and sister laughing their asses off seeing me dressed so sweetly, much less all my friends back at the station.

I had eventually stopped laughing enough to head back towards the office and I couldn’t believe just how silly I looked. The diaper was really the thing that set the whole outfit off and I was loving the little waddle it was forcing me to do. The padding of the diaper also felt incredibly good and I doubted that I could feel anything between them and the outside world. So as I was passing back past the jail cells I stood up against the opposite wall and did a big bum thrust against the wall and found that I was right, you really couldn’t fell a thing.

I wasn’t however prepared for happened next as suddenly I heard a loud hissing noise and then suddenly my diaper exploded much like an airbag would and now I was propelled forward towards with a sudden burst of momentum. Thanks to the diaper suddenly expanding it had forced my legs to a point where I was almost doing the splits and no matter what I tried I couldn’t stop myself from falling into the open jail cell, as one last effort I tried to grab onto the open jail door next to me, but with the mittens on my hands I couldn’t get a firm grip and I fell face first into the jail cell.

My fall was followed by a very loud creaking noise that sounded exactly like the sound of the jail cell door made, when it was being closed. My eyes then suddenly turned to dinner plates as I quickly turned around just in time to see the jail cell door slam shut followed by a painfully loud click.

“NO, NO, NO, NO, NO, NO!!!!!!!!!!” I said out loud to myself as I quickly crawled my way to the door, but it was too late and my worst fears were true the door had locked shut and now I was locked inside with no possible way out. I immediately shook on the bars somehow thinking that I had super human strength and could simply bend them to my will, but it didn’t take long until I was completely defeated. I instead turned my attention to the now overly inflated diaper and now I understood what the girl at the adult shop meant when she said if I liked them extra thick. The diaper was apparently self inflating and apparently all you had to do was hit the pressure plate at the back of the diaper to make them blow up. “Like I don’t know bum thrusting the wall ought to do it” I said to myself incredibly sarcastically.

I felt and looked like a complete idiot at this point and thanks to the new thickness of the diaper, my legs were split straight out which meant that I was now forced to crawl around on my hands and knees making me feel even more like a baby if that was even possible. My cheeks were a very deep red at this point as I once again shook the bars but there was just no hope. The cell I had landed myself in, faced the front door of the station perfectly which meant the officers that were bringing in the prisoners tomorrow were going to have a very good laugh indeed at the idiotic baby girl in the cell.

I desperately tried to even get any part of my outfit off but thanks to the mittens on my hands I couldn’t even undo the pink ribbons in my hair. The worst part was the diaper itself though seeing as my fluffy petticoat didn’t even cover any part of the inflated diaper now and the words “Cutie Pie” on the back were now even more prominent. This was making my cheeks even more redder and I swore at this point my head must have looked like a tomato. The thing that bothered me most about my current situation was the fact that I was going to have ask one of the officers to get the keys for my diaper from the shelf seeing as my new crawling position meant that there was no way I could do it myself.

So that brings my story up to the point of where it started with me still calling myself an idiot every 3 seconds. I can already feel the need to go to the toilet and I already know that I’m going to have to go in the diaper. I can see the wall clock from where I am and I can see that I still have at least 18 hours to go until the officers get here and hopefully freedom. I’m already trying to steel myself for the humiliation to come and I just know, that I’m never going to live this one down.

The End