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Sissy’s 24hrs after the 30 Day Chastity Trial Period

Written by LockedInFMPs

I was told to write up an account of the 24hrs after I agreed to move beyond the thirty day chastity trial period. I hope you enjoy… I brought the topic up to my wife more than a month ago, and she was less than excited about it at the time. I brought it up a few more times, and told her that having her hold the key to my chastity device, and forcing/allowing (depends on one’s point of view) me to dress in lingerie and bondage has been a fantasy of mine for a very long time. She wanted to know what she got out of it, other than not having sex. I suggested we try a 30-day period to see if she would be into it and see the benefits it would bring to her (i.e. more attention and affection, sex on her terms, etc). During the 30 days not much happened. She didn’t ask me for oral service or anything sexually. I tried to be much more attentive, but did not see any acknowledgement from her. So, I figured this would just be another unfulfilled fantasy. The general warning is to be careful what you wish for (as many people into chastity have written before).After dinner on the night of the 30^th day my wife asked if we should continue with chastity permanently, or consider the trial a failure and I would not bring up the topic again. It was certainly a loaded question, so I asked what she wanted to do. She said she did notice the increased attention and affection, and would not mind continuing, knowing that she could have sex from me either orally, with a strap-on or by letting me out whenever she wanted. I said I also really enjoyed it, and don’t remember being this horny in a long time. To my surprise, she pulled out a piece of paper and said “excellent, then sign this contract.” She wouldn’t let me read it, but I saw a few statements of “loss of ownership”, “merit points”, “no expiration”, etc. After I signed it she smiled and said I needed to go take 4 enemas, shower, shave my entire body, and put on the clothes she had laid out for me. “What about us having sex at the end of the trial period?” I asked, which was our agreement at the start of the trial, assuming we would both be so horny that we would really want it. “Remember, I decide if and when we have sex, and it won’t be tonight.” After preparing myself, I went to the bed to see the clothes she laid out for me, and started getting a hard-on from seeing what she laid out (until I hit the points-of-intrigue in my CB3000). I put on the fishnet catsuit, pink leotard, pink 5” pumps that locked on, a 22” corset that also locked on, a wig, makeup, locking muzzle gag, and finished by locking the short chains onto the ankle and wrist cuffs. I then hobbled out to find my wife in the living room, watching tv. “You look lovely, Sissy Maid. After you do the dishes and clean up the kitchen, come back in here and you can give me a nice foot massage. Then, I’ll take you to your new bed in the basement.”When she took me down to “bed” I saw a very small cage (it appeared no more than 2’ x 2’ x 3’), one that I soon realized required me to sit upright with my knees touching my chest, high heels tight to my butt, and arms pinned behind me. “When you are in Sissy Maid mode this is where you will sleep. You had better get a good night’s sleep because you have a busy day tomorrow.” I tried to ask what she meant through my gag, but nothing coherent came out. “Don’t worry Sissy, I already called you boss and said you would be out tomorrow. This must have been part of the contract you neglected to read. At the end of every month you will take a day off work and spend it in severe bondage, very tight and sexy women’s clothing, completing all the chores around the house that I dislike. Depending on how well you perform your tasks will determine when you will get an orgasm. Also know that I do not want others to know I married a Sissy Maid/Slave, so when I have you in Sissy-mode it will be very strict and under my terms for the duration I decide. But the other times of the month and out in public you will appear to be a ‘normal’ male, people will not be able to see you are wearing a chastity device, panties, nylons or stockings beneath your clothing. ” And with that she had me squeeze into the cage, locked it, turned out the lights and said “good-night Sissy…your alarm will go off at 4:45am, which will turn on a light so you can unlock your cage. The light will allow you to see the combination displayed outside of your cage, though you’ll have to figure out how to reach the combination lock with your arms locked behind you…think of it as a ‘puzzle’. When you get up you are not allowed to use the bathroom. Go upstairs and you will see your to-do list in the kitchen. I’ll see you in the morning.”With that I was left alone in the dark, wondering what I got myself into. Here I was living out my ultimate fantasy, and I could not even get an erection to enjoy it, much less have an orgasm. Looks like I misread my wife during the trial period. Was she always hoping for this fantasy, or did I bring it out in her? I’m not sure how much I slept, because I could not stop thinking about the situation, the sensation of the tight fishnet catsuit, the uncomfortable high heels, the tight corset, the large ball gag, the confining penis cage and most importantly, being tightly bound inside a very small cage in the basement, with my wife upstairs probably masturbating if this is having the effect on her I think it is.When the alarm went off I did not even feel like I had slept. My whole body ached. It took me a good 10-15 minutes to wiggle around enough to get my bound arms to reach the combination lock, and then be able to turn it so I could also see the dial. After I finally got out of the cage it still took a few minutes for me to be able to stretch my legs and be able to walk. Although I’ve worn heels many times when I would be alone doing crossdressing and self-bondage, these heels had been locked on all night and I was quite wobbly. Once upstairs I realized it was already 5:25. I looked at the list and realized this was going to be a long day, and I was starting off behind already. I had to have breakfast underway, go and wake my wife at 5:30am, have her clothes ironed and laid out, and serve her breakfast promptly at 6:00am. Since I had to start breakfast now, it meant I did not wake her up until 5:40. “Not a good way to start the rest of your life, Sissy. I’m very disappointed in you.”I bumbled through the rest of the early morning activities and she was on her way to work by 7:30. “I’ll stop home for lunch today to check on you. If you surprise me and complete all your tasks I might even be in the mood to fuck. Since you haven’t had an erection, let alone an orgasm or any release in more than 30 days you should have a large load ready to spurt out of your little penis. And since you woke me late, you can wear these nipple clamps all morning to remember you should try harder. Have a good morning, and remember you are not allowed to take a break or sit down. You may pee at 10:00am, but you cannot sit on the toilet. Also no food or drink until I give it to you…not like you could with your cute gag anyway.” And with that she laughed as she walked out the door.After she left I wondered how I could make it through the day. My waist and feet were killing me. The only difference between my bondage all night and today is she locked my hands in front of me…otherwise I would have no chance today. I look at the list and see tasks like “mop all floors, reorganize pantry, remove and clean all glassware, clean shelves, polish all woodwork, polish all silver, clean all windows, clean all bathrooms, vacuum every room, etc.” She broke out the list between AM activities and PM activities, but based on the list even if I would not be in tight bondage I doubt I could finish everything. I start as quickly as I can on the AM activities. The phone rang at 10am, and when the answering machine picked up I heard “Sissy, you may now go pee. Based on the list you should have all the bathrooms done and all vacuuming done by now. If you, you’d better pick up the pace! See you in a few hours.”The last item for the morning is to have her lunch ready for 12:10pm and be waiting for her at the door. There were a few morning activities I could not finish, but at least they were all started. I started her lunch and was on my way to the front door when I heard it open. Damn, just missed that. “Sissy, what didn’t you understand about ‘be waiting for me at the door’?” I tried to say sorry through the gag, but it was incoherent. “I’m not looking for excuses…get on all fours so you can crawl beside me while we inspect your work”. With that she attached a leash to my collar, and led me around the house (at least I was off my high heels). I started to tell her about the lunch when she scolded “you are not to speak unless spoken to when you are a lowly Sissy Maid. Now shut up and follow me.”The first room was the guest bath. “Overall it looks pretty good Sissy, but you neglected to fold the toilet paper into a point. Too bad…you failed in the first room, which means no sex for you! I’m horny as hell, however, and we are going to fuck over lunch, just not with your little clitty. No sense wasting more time inspecting rooms, since you probably did a half-assed job in all of them. Let’s go have lunch.”She led me into the kitchen, and saw her lunch burning on the stove. “Unbelievable…is there anything you did right this morning? Obviously you need more ‘inspiration’ to help you focus. Go stand in the corner, hands touching your ankles, and spread your legs as far as your hobble chains will allow.” There was no warning, just a smack and then a lot of pain. “You will get 20 hard spanks with the paddle for your mistakes cleaning, and 30 strokes with the riding crop for burning my lunch.” Being whipped and spanked has always been a fantasy of mine, but this is the first time I have ever felt it. And since the chastity cage prevents any arousal, I cannot even try to get pleasure from this. When my punishment was over, she told me to stay like this. When she came back she moved my thong leotard to the side and I felt her put lube in my ass. “Maybe this will help you focus a bit more” she said as she inserted a large butt plug.” I felt her pull something through the laces of my corset. “Sissy, this is a vibrating butt plug, with brand new batteries. The controller is tucked inside your corset, high and out of reach of your little hands.” With that she turned it on and immediately I felt an erection coming. I struggled to think of something to take my mind off the sensation. “Did you think I forgot your fascination with butt plugs? Let’s also take those nipple clamps off to restore some blood to those little titties of yours.” Through the intense pain in my sore nipples I heard “go make me something else for lunch since you ruined your first attempt. Have it on the table in 5 min, and be kneeling beneath the table when I get back.”I found it more difficult to move with the vibrating butt plug, but knew I had to do this right. I made a quick sandwich and salad, placed it on the table and was just crawling beneath the table when I heard her returning. She sat down, relocked my hands behind me, and then placed a blindfold over my eyes. “Your challenge, Sissy, is to bring me to two orgasms before I am finished eating my lunch. If you are successful, you can eat and drink something (since you haven’t had anything since dinner last night), and finish your chores this afternoon. If you fail, the afternoon will be a punishment. I worked as fast as I could, but she was talking about what happened at the office in the morning, just to keep her mind off of the sensations. When she could tell there would not be time for two orgasms, her conversation ceased and she enjoyed one very strong orgasm, and had finished lunch just after that.“Too bad Sissy…yet another failed assignment.” She kept me blindfolded and led me into the basement. I felt her place a tight hood over me head, also encasing the gag and blindfold. I could feel it tightening as she laced it in the back. She pulled my legs apart and locked my ankles to a 4’ spreader bar. I also felt an armbinder being pulled up my locked arms, and then felt my elbows touch as she tightened it. After my nipple clamps were reattached (oh my god that hurt!), she had me bend over and the tip of the armbinder was attached to something hanging from the ceiling. “How do you like your new presents, Sissy? It’s a good thing you agreed to move beyond the 30-day trial, otherwise I would have had to return all these new bondage items that I know you have fantasized about forever. I know we’ll get a lot of use out of the hood and armbinder…just wait until you see your other new toys as well! How does it feel when I caress your cute little ass? What about when I stroke your balls and fondle your caged clittly through the nice pink leotard? Look at that, it’s trying so hard to swell. That must hurt, poor little Sissy!” Just like that the sensation changed from stroking and caressing to a ‘SMACK!’ as she started paddling my ass again. “I only have time for 50 strokes, Sissy, and then I need to leave for work. Here’s another test for you…if you can not make a sound until I get to the 50^th stroke, your evening might not be so bad (you may even get to eat and drink something). By the way, I already called your boss and said you will be out for the rest of the week. You’ll be able to just hang here this afternoon, with a red and painful ass, vibrating butt plug, balancing on you heels as they are locked so far apart.” I did not make it to the 50^th stroke before moaning – I could not believe how much it hurt. After the last stroke I heard “I’m going out with a few friends after work, so I’m not sure what time I’ll be home, but don’t worry because you can finish your housework tomorrow. I’ll probably be quite horny, so be ready to perform, and have a good afternoon.”When she finally came home that evening I was exhausted, ached everywhere and was fighting off cramping in my thighs and calves from the spreader bar and heels. She let me down, removed the hood and armbinder, relocked my hands in front of me, and put bowls of dry salad and water on the basement floor. “You may eat, drink and go to the bathroom. When you are finished sit on the floor and type up an account of the events that happened over the last 24hrs to post to www.chastitylifestyle.com so everyone will know how your life has changed and what a Sissy Slut you really are. Make sure you include a picture of your pretty pink Fuck Me Pumps, which you will be locked in for the next 6 days. After you finish come upstairs to ‘my’ bedroom. I am so horny that I want to fuck…I also bought a nice strap-on harness for you to wear over your caged little penis. I want to try a very strict hogtied position with you that should be quite uncomfortable for you but make your tongue and strap-on dildo fully accessible for my needs. Maybe I’ll let you have an orgasm in another 3o days or so if you are a perfect little Sissy during that time…until then it is your tongue and strap-on. And always remember, you wanted this!”