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Author's Note: This is an true account of what happened last month. Enjoy!
Every year, I get a few days alone all to myself. And each year, I try to take full use of that time with some intense self bondage while doing some lovely cross-dressing.
The plan for this year hatched, like all good plans do, a few months before my free time was set to start. What I had worked out I suspected would be my best episode yet. And man was I right.
I found myself struggling in a puddle of my own pee; my pretty little panties soaked through, my hair wet. Because of the dick-shaped dildo that was humming in my rear under my panties, my ass was new levels of sore. Even worse, it was impossible for me to get hard looking at the thousands of images of girls in bondage that flashed on my TV screen because my dick was locked in a male chastity device that made erections (and the sweet relief of masterbation) impossible. I was gagged, hogtied and struggling and the ice that held the keys wouldn't melt soon enough. And even worse, the sun would soon be all the way up.
So let me tell you what got me to this state.
First I needed to gather my needed supplies. I created a DVD slide show of as many hardcore bondage images I could fit on one DVD. I made three "shows" and labeled it "Good Luck," figuring I'd need it. There were hot models with strapons, lesbians licking box and ladies bound and gagged in panties, just like I'd be. There was no way to get through a minute without getting completely hard, let alone three two-hour shows.
The next thing I'd need was a cute little outfit to wear. So I took a trip to the mall and walked into the Victoria's Secret, looking for just the right little pair of panties. I forced myself to linger longer than I should, checking out every little pair I could. I even made sure the hot young sales girl came to help me. (Next time, I'll have to tell her the panties are for me just to see her reaction.) I settled on a cute little pair with black polka dots with the words "Victoria's Secret" written in black lace on the waistband. A girl has to look pretty.
I next took a trip to the accessory shop to get a pretty pearl necklace with a matching bracelet and earrings.
After a long and tireless search for the perfect little satin slip dress throughout the rest of the mall, I finally found one at the 24-hour adult store near my house. It was perfect with it's attached garters and fluffy little ruffle. It was also here that I'd get my new dildo. I asked the sales girl for help finding the most powerful one she had. She showed me a few and I settled on a 7" that looked a lot like my own dick. If only she knew where it would be later.
The last two essential elements were the chastity device and the new gag I needed. I found those on Amazon for really good prices, but there was one problem. They'd have to be mailed. My home was out of the question, so they'd have to be delivered to work. I rolled the dice that the words "MALE CHASTITY DEVICE" or "BLACK PENIS GAG" wouldn't be printed on the wrapping causing everyone a work to know I was a freak. Luckily when they arrived, they were in plain grey envelopes. I now had all my tools.
I picked my Saturday night and got everything all ready. I took the keys to the padlocks I'd be using and the key to get the chastity device off and froze them into the center of a block of ice about the size of a cantaloupe.
All day that Saturday I had a hard time not thinking about what I was gonna do to myself as I hung out with my friends at a party. After I couldn't take it any longer, I went home got ready.
It was about 2 a.m. and I was ready to go. I went to the drive-through and got a giant iced tea. That would keep me up all night and fill my bladder. (I gulped down two big glasses of water, also, just to be sure I'd have to pee.)
First I snapped on the clear plastic chastity device around my dick and balls. It forced my dick to point down and remain limp. Luckily, there was a hole in it so I could pee when I had to.
I snapped the lock and there was no turning back. The key was in the ice, and a safety set was out in the living room, right past an open window that looks right out onto our busy street.
I slid on my new little panties and looked at my ass in the mirror. Next came my black lace bra that gets padded with two full water balloons that give me a shapely C cup. I added my wife's corset and pulled up a pair of thigh-high black nylons. I slid down the tight black slip dress and attached the garters. I put on my pearl necklace, earrings and bracelet. I looked almost sexy, well as sexy as a guy with a beard in women's underwear would.
Now came the fun stuff. I few nights before, I had cum into a condom in anticipation. I sealed the used condom in a ziplock so I could use it later. I took it out and slid it onto the tip of the penis gag that would be in my mouth for the next few hours, getting it all covered with my sticky goo. (If I'm gonna be a slut with a cock in her mouth, I want it to be cum flavored.) The gag was salty and sweet and fit in my mouth so well, I wondered if I should go find a real dick to suck (something I have never done before).
Speaking of cock, next came the dildo. I put new powerful batteries in it so it would be torture on my ass. With some lube, and the help of my older, smaller dildo, I was able to get it all the way up my ass. I made sure my pretty little panties were aligned to help hold the dildo in place. It was already torture and I wasn't even done yet.
I started program one on the DVD and images of sexiness made the blood rush to my flaccid dick. There was no way to get hard. This would be murder.
I lay in the middle of my bed and snapped my ankles into two locking leather cuffs that used heavy gold padlocks. I ran a short length of chain through the loops and through the clasps on the writs cuffs and managed to snap a similar gold lock shut.
I was now locked in a tight hogtie and ice holding the keys for my release hadn't begun melting.
I wriggled around on the bed and forced myself to look at the images. When I tightened my butthole around the powerful dildo (the salesgirl was right about this one), it sent shivers through my body. I so wanted to get hard and cum like I have never before, but it wouldn't be an option, at least not for a while.
I tried to scream through my gag, but my sounds only came out muffled and muted from under the cock shaped plastic. I was a stuck little slut.
After about 90 minutes, the first slide show ended. I wriggled around to reach the remote and start the next show and in doing so, one of my boobs came out of my bra and fell on the floor. To punish myself, I forced myself to tighten my ass for an extended period of time around my still very-much throbbing dildo. It was delightfully painful.
About halfway through this show, a new pain developed: the ice tea and water meant I had to pee, and bad. I wriggled and wriggled, but there was no way I was going to make it anywhere in time. Finally I decided I had to just let it go.
I screamed as I felt my cute little panties fill up with warm pee. It dribbled down my legs and made a big puddle, right in the middle of my bed. I felt so relieved to have the pressure ease, but I felt like such a bad little slut because I had soiled my panties and wet the bed. So, for punishment, I wriggled down a little bit and forced myself to rub my face and hair in my urine. (When a bitch wets the bed, it's only right to rub her face in it, after all.)
I was now sopping wet in my own pee, my undies soaked through and my ass getting very sore. What had I done? I started to sob like a good bitch would. I just wanted this to be over so I could cum and go to sleep.
But my bladder still wasn't done. (Break the seal, never healed, they say.) I peed twice more, each time making my panties, dress and nylons wetter and each time requiring me to rub my face and hair in as much as I could.
I reached over and started the third show and my other boob fell out. After more ass-tightening punishment, I noticed the sun had started peeking in through the curtains. I looked at the clock and it was 6 a.m. I had been torturing myself for the last four hours.
At the conclusion of the third show, I decided it was time for me to visit the ice and release myself. I wanted to peel off my wet panties and have an epic orgasm. I shimmied off the bed, luckily without falling too hard and went to the bowl that held the ice. No dice. It was still very much frozen, this time about the sized of a baseball.
I'd have to go for the backup keys, in the living room, in the rapidly advancing daylight. As I struggled to my knees and started slowly crawling across the hallway floor, I suddenly remembered the timer that turns on the lights in the living room at 5 am every morning. I would be able to be seen by anyone walking by. I kept on, not caring at this point, delirious and a big wet mess.
As I got by the window, I stopped dead in my tracks. A lady was out for an early morning walk and was passing directly by the front of my house. If she turned to the left, she'd see me completely. Luckily, she kept on walking.
I hurriedly crawled over to the keys and unlocked my arms. I went back into my bedroom and peeled off my sopping wet panties and unlocked my cock from its tormentor. My dick was sticky from the hours of plastic and pee, but I got hard in no time. I came all over the floor, right on top of my boob balloons. For good measure, I removed the cock gag, and licked up the new cum on the floor.
I stripped the sheets off the bed, put on a dry pair of pink panties and laid there, shaking, just as the sunshine came pouring in through the window.