Nov. 17th, 2009 - My Life in a Male Chastity Device

Nov. 17th, 2009

Since I have switch sizes on my chastity device and have sanded down a few rough edges I can now wear the chastity device with great comfort. Down the road I write specifically on how I did many of the repairs so others can benefit from my mistakes as well as my accomplishments.

I'm not sure how days have gone by since my last orgasm but it does for the most part seem to be getting easier at this point. Though there are times I get excited especially when my wife DD teases me or gives me errons or I'm massaging her etc., and then there are also time where I'll be chatting online with a man with common interests which also gets my juices flowing. Two nights ago I was chatting with a man that has a huge interest in with men being kept in diapers 24/7 as well as other common fetishes. Our chat was a lot of fun and I notice I was actually precumming. I still have yet to get an answer yet on weather or not this help clean my prostate or not. This same type of precumming happens a lot when I receive teasing or I'm massaging DD. When and if I ever find out the answer to this I will be sure to post it.

Being at work their are many times where I'm not actually wearing my chastity. When out and about I have been simply been keeping it off know that I can't masturbate even if I wanted too. Same with airline flights unless I wanted to become a solo mile higher... and I don't. Last night I was so worn out from the night before with my fantasy chat that I did wear it to sleep. I was so tired I knew I could just go to sleep and get a good nights sleep at that. I slept soundly for 10 hours straight. This never happens with me and I was very pleased. Actually as I look at the clock it has now been over 24 hours since I have had the chastity on. I would be lying to say I haven't had an erection in that time but that was quickly stopped by simply not doing anything about the erections. All in all I've been in decent control and it gone relatively easy. Tonight I will put the device back on just so I'm not taking any chances and get to tempted to masturbate, or edge myself with teasing till I can't control it anymore.

Since I have been under DD's Raine's I was hoping to have dropped some pound off my big body. I believe I am still at around 300 pounds. This is frustrating to me. I was kind of hoping that she would give me more standing orders of working out or more restrictive eating habits. Of course when the ice cream comes out I'm happy she gives me a cup full so in truth there is a real catch 22 situation happening here. With that said I am not at all upset or disappointed in her not taking the raine's on that. I am extremely grateful for what she has done as apposed to what she hasn't done. What this means is if she's not going to give standing orders and push me more on this I simply have to do it myself. WAY easier said than done but I will try. I will in the VERY near future create my own limits and with all my heart try and stick to them. Perhaps once I make my own outlines I can present them to DD and then report to her each day on how that day went. Perhaps days added to chastity when I do bad and perhaps teasing days for when I have achieved certain goals. It's all unclear at the moment but today... I have hope.

Nov. 12th, 2009 - My life in a Male Chastity Device

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Nov. 10th, 2009 - My life in a Male Chastity Device

Nov. 10th, 2009

Sorry it's been 5 days since my last post all. I'll try and do better here in the future.

About 4 days ago my wonderful DD had a teasing planned for me. At least I think there may have been a plan involved. I was told I could give her a massage while she whore here shiny panties that always drive me nuts. I gave her a head to toe massage and that in itself was heaven for me. After her massage she see ok let get to it or something to that effect. She sat up in the bed with her back up against the wall with a her legs spread open and then placed a couple of pillows between them. I knew what was coming. She wanted me to lay up against the pillows with my back to her front. My first thoughts where I just want to go straight past those pillows and give her oral pleasure. I attempted to go in the direction but very quickly got shut down. To give my wonderful wife DD oral is the ultimate for me. For what ever reason she does not seem to like this. She has had many orgasms in the past when I have done this, but none the less this does not appeal to her. I've always been a bit confused on that. Anyways after my rejection on that she had me lay back into her and she started caressing me with her hands. She slowly went over my nipples which are extremely sensitive. She was driving me wild with her teasing. It's hard because I want so much more than just my nipples played with. I asked her if she could sit on top of me and tease and I think she was thinking I wanted her on my face and she said know, but then she said I have and idea and sat on top of me over my crotch area and started playing with my nipples. This was actually my original idea when I asked her to do this. She sat on top of me topless with her fantastic breast sitting right there above me yet I was not allowed to touch. This drove me NUTS, she started play with my nipples again and it was long that I was grabbing at my chastity in hopes of some stimulation. To my surprise she seem to be allowing me to do this. It must be obvious that I was getting insanely excited. I was getting so excited I thought I may have my milking / precum experience right her from this. Moments later I was starting to lose it. I was crazy excited masturbating my chastity like and moving it around like mad. Then without to much warning I was sure what was going to happen when it felt as though I was going to cum. Was it going to be precum or a regular orgasm I didn't know. I exploded and came and had a very intense orgasm. I knew it was a regular orgasm when I looked down and there was a very thick cum overflowing out of my chastity. I was shocked to have cum like this.

She soon unlocked me so I could clean up the mess and we laid side by side on the bed and hung for a bit. I asked her then if she knew I was going to cum and she told me she wanted to see if I could or what was going to happen seeing that I was getting that excited.

Without me saying a word of requested she simply did not have me put on the chastity right a way. We worked around the house getting ready for our potluck the next day. That night she told me to get back in and I requested to stay out for the night. With a little reluctance she agreed. The next day was the potluck and I asked to stay out for that so I can be comfortable sitting down and hanging out with our guests. And she agreed to that. We had a wonderful potluck and I worked hard at taking care of dishes and serving guests so DD did not have to worry so much about that and she could just enjoy and socialize. This pleased me to be able to do that for her.

Night time came and I am about to fly out to Mexico again for work in the morning. I asked her straight out if I could make the trip without the chastity. She said that I had way to much trouble keeping away from myself the last time, why would this be any different. Then I told her I was hoping for a free pass this weekend where I could masturbate guilt free. I was going to go into an explanation but then simply just kept the question at that. May I go without my chastity to Mexico and be able to masturbate guild free (or something to the effect) and when I get back we get right back to it. After a moment of thought she agreed.

I have now been in Mexico for a few days and will be coming home tomorrow. I have masturbated about 3 times each days or so. The funny part is the fantasy in the act of me being hard and masturbating is way more exciting than the cumming. Once I cum then that's it. It's quickly over with and it's back to life. I believe a big part of the chastity excitement is I get to stay in this fantasy world even when I'm in the real world.

I can't wait to get back tomorrow and see my wonderful DD. She posted on her Facebook she wasn't feeling well so I will head out to the drugstore and get medicine for her and some preventative medicine for me and pamper her to no end while I am home. Soups and blankets and lots of love.

Nov. 5th, 2009

Had a great day yesterday. My glue failed on my chastity yesterday and I had to go do shows in the city so DD simply had me do without the chastity for the day. We decided to bite the bullet and get the newer version The CB 6000 from Mr. S Leather in San Francisco. I was excited and stop there first thing. I tried on the the 6000 version and to my surprise it felt really good, a little to good. The ridge from the shaft to the head on the mold made for a natural stimulation for me and I could see being able to masturbate right within the chastity device thus defeating the purpose of it. Very discourage at the time I decided to simply get another cage for my CB 3000 version as well as a solid cock ring for it one size up from what I've been using. Meanwhile my incredible wife DD was out buying supplies to make me something special. She is an amazing woman and I am proud to say we treat each other so well. I feel bad knowing that most marriages out there simply don't have it this good. Me and my wife are married to our best friends.

So I got home 9:50pm excited to see DD as well as find out what this project she's been working on. She stated my surprise was on the bed. I walked in and saw something pink (always a great start to a surprise, lol). I unfold it and it the most sparkly pink t-shirt none to man. It read "Pretty Princess, Property of DD, with a princess crown in the middle of it all". I LOVED this. I was speechless.

After our son went to bed she told me I should get locked up in my new chastity cage. I went a got it and started making the necessary adjustments. I had to clip and sand the braces to the right length, sand the rough edges on the new ring where the braces come through, and reinforce the chastity cage with electrical tape and a solid stretchy plastic ring the fits tightly over the main base. It's truly a shame this is something that has to be done right a way on a brand new chastity cage but the fact is this has been an issue with 3 previous CB 3000 cages where they split on me. The reinforcement stop this from happening. This all took me about 45 minutes to take care of all this and it was time to go it a go. I place on me with ease and had DD lock the lock. I SOOO happy to say that sitting with the new ring and braces cut at the right length I sat in comfort almost forget that the chastity was even on me. Then I slept last night without the chastity device waking me up not even once. I slept in total comfort. It seems that after soooo much time and effort that I FINALLY found the perfect fit with the ring and spaces involved in The CB 3000 Male Chastity Device. Between this and receiving such a loving gift from my DD, I have had the most fantastic day :)

Nov. 4th, 2009 - My life in a Male Chastity Device

Nov. 4th, 2009

It pains me to say it but I stated in my last post I was away for work without my chastity device on and long story short I cheated.

I tried another self prostate massage and had a little bit of luck but mind you it was very difficult to do myself and only left me extremely frustrated. A couple hours later I found myself edging myself. I would make myself get to the edge of cumming and stop, and then repeat this process. I sincerely did not want to cheat. But sure enough I got to close to cumming and without touching myself after being so close to the edge I came. I immediately felt guilt. It actually made me feel guilty for the next day and a half or so, until I was able to tell on myself to my wife DD. I felt like a muttering idiot. Her response was somewhat mild and simple ask what was I thinking? Why would I edge myself like that? I came up with a couple of lame excuses, but for the most part it simply felt good. I still don't know if there is any consequences to my actions since we did not discuss it much more. I guess I'll find out. She did mention a month long sentence locked up in my chastity, but I also asked about making love in the near future and she said soon. Not sure what to expect. Perhaps it's making love without my orgasm but honestly not sure how that one would work seeing my lovely DD isn't that much into receiving oral stimulation. I'm a little confuse on what's to come and only time will tell.

Meanwhile I am back into my new and improved chastity. The glue seems to be holding well into place and the chastity seems to be staying comfortable thus far. I woke up last night twice with erections and was able to relax, calm down and get back to sleep fairly easy. I think it helps just knowing that masturbating was simply in no way an option. I'm not perfect but I am trying. I'm just happy my lovely DD is still on board with keeping me as her pp even after my screw up.

Nov. 1st, 2009 - My life in a Male Chastity Device

Nov. 1st, 2009

One thing I have not mentioned in my postings is since about 5 days ago I have not been in my chastity device. I am proud to say that that hasn't changed the facted that my standing order is no orgasms unless my DD says and she has not said so therefore I has not had an orgasm at all in that time (Oct. 27th was my last orgasm).

I have been trying to make repairs to my chastity so there is less chaffing underneath my testicles. I went to TAP's Plastic and bought some high powered stuff to glue into place better spacers for my chastity. After applying the glue I let it dry extremely well and then smoothed everything with a disposable nail file.

I will be home from work the day after tomorrow and I can't wait to see how I did :)

Also I tried another prostate massage this morning. I will go into this better at another time but in short it REALLY hard to do by yourself (at least for a big chick like me).

Oct. 30th, 2009 - My live in a Male Chastity Device

Oct 30th, 2009

ANOTHER day of dress up :) Wow, my DD has been having fun with this and I'm loving every minute of it. Yesterday I woke up and took off my pink uni-tard (picture attached) and got our son off to school. I awoke DD at 9am with her morning coffee. To my surprise one of the first words out of her mouth was "Where's your pink outfit?". With a pause knowing I messed up I said I took it off to get our son off to school. She told me the standing order was that what she puts me in I have to stay in until she tells me I can get out of it unless of course that it is something I can't cover up and it involves our son or the public. This outfit she reminded me could have been easily covered up. I put the uni-tard back on right a way and then she tells me "I'm going to tell you to do something, if you complain or fuss AT ALL you'll just make worse on yourself" She told me to go outside and hung a tree in our backyard until further notice. To me this is scary because if our neighbor looks out there window, well there I am, pinker than all get out. I simply said ok and went out and did it knowing it would be worse if I didn't just do it.

So I'm out there hugging a tree in all my pinkness and I kid you not this squirrel to my surprise (and his) was staring me down about 3 feet in front of my face. My wife DD was laughing because let's face it this was one funny looking situation. I so wanted to let go because it looked like the dam thing was going to jump on my face and scratch me up. I hid my face behind the truck and held on. My DD started to count slowly up to 41. She paused, laughed and told me to come on in. I scurried in like there was no tomorrow. We only wish we had the camera out for this one. In short I learned my lesson and will NOT take off attire unless told to do so.

My wonderful DD went out to a meeting and I stayed home once again dressed up. While she was gone, I made the bed, did the dishes and cleaned off the dining room table as well as tightened the legs on it (as well as some other things). I love when she comes home and sees the work I have done. When she is appeased I am so happy. She on her way home had bought me a surprise. It was this wonderful tiara with streamers running down the back side (picture attached). Perfect for her pretty princess. She placed it on my head and I was ecstatic. Our day all in all was wonderful.

Oct. 29th, 2009 - My life in a Male Chastity Device

Oct. 29th, 2009

Yesterday was a productive day. After doing my daily morning chores which includes making our son breakfast, helping him stay focus and getting him off to school and maintaining cleanliness in our kitchen I awoke the love of my life DD with her morning coffee.

We lay in bed for an hour or so just shooting the breeze which seems to be becoming the norm for us. I lay naked at this point until I am told what to wear for the day. It is always a wonderful feeling for me when she remembers to tell me what to wear rather than me asking may I wear this or that. I think staying naked until she says seems to be a cool reminder for her thus far because she blurts out after our coffee well I guess it's time to pick out your outfit for the day.

She pulled out a diaper, some ruffled sissy plastic panties and one of her stretchy tops. I put these on and I was ready to go and then she stopped me.... where are you going she said, we're not done yet. These moments in our play always drive me wild. DD is a wonderful teaser. She really knows the coolest buttons to push. After telling me in a fun but firm way to sit down she grabbed a couple of head bands she owns and combined them making a pretty bow for my hair. She placed that on and then proceeded to grab her makeup kit. She first started teasing and spraying my hair styling it, then came the eye shadow and blush and last but not least a nice glossy lipstick. I was so pretty, lol, pretty ridiculous that is. I'm a 6'3" burly man dressed in a wonderful sissy outfit. I LOVED IT!

It was now time for cleaning. DD told me the night before she wanted certain things done and amazingly enough I was looking forward to serving her in doing these cleaning for her. I was to clean out completely the inside of the fridge and scrub and then move onto the micro wave. I did so with great enthusiasm. Being dressed in a sissy outfit cleaning out a fridge for my incredible DD did nothing but get me excited. I don't understand why this happens I just think it's cool that it does. Productive and fun, beat that huh. I made the fridge sparkle for her. We joked around about starting up our own Sissy Maid Service. We could run and ad, give clients different choices in outfits I should wear and then I come to there house and make what ever they want sparkle. There was defiantly a part of me that loving the thought of something like this coming to life. In the SF Bay Area I figure there would have to be a client base out there and then after all my work it would be fun to give my lovely DD the money to do with as she wished.

During clean we took some pictures and DD said we should get me a maids outfit. I got instantly excited at the thought. I'm pretty sure the maids outfit will come to past. We did more chores and I helped her a bit with her new office in our house. I know this is big for her and pleases me SOOO much to be apart of helping in that. In short serving my wonderful DD in short is simply blissful.

PS, Something I'm not sure mentioned in my past posts is that my chastity after a work out started to cause a lot of chaffing under my testicles. Sad to say I had to come out of it for healing. Here it is a couple days later and I'm still sore. I was very pleased to see yesterday though DD has NOT forgotten and asked me how the healing was going. I was very honest and told her. With that said, even without my chastity device on I have held true to my order of no orgasms. I want to be the best pp one can be for their DD :)

Oct. 29th, 2009 - My life in a Male Chastity Device

Oct. 29th, 2009

Arrrrg, I tried posting yesterday and lost everything because this program wouldn't let me cut and paste. So her goes take two on my post.

My birthday was the other day and I had a wonderful day where my wonderful wife DD asked what I would like to do. I asked to be tied down and teased until I was a babbling idiot. Then I suggested we go for a lunch and a movie. Yahooo we did all three. We ate at one of our favorite places and had wonderful Thai Food, then we saw Whip It (no pun intended) with Drew Barrymore which I thought was a ton of fun and before all this I received an incredible teasing by my favorite tattoo artist, my wife DD. I say tattoo artist because once DD had me tied down she pulled out her colorful markers and went to town on my ass. For what ever reason this aspect of play she seems to get a real kick out of and myself I LOVE IT! I feel so owned when she marks me like this.

My arms where spread out and held into place with a pair of bondage mitts, DD went to town on her artistic writings, and then she gave me my safety helmet so I wouldn't get hurt in the tease. Now I don't know what it is about having a diaper hat added to our play but the humiliation drives me bonkers. She then added some pretty panties and plastic pants. I was simply in sissy heaven. She grabbed our industrial strength vibrator and went to town on me. She kept me on edge for a bit but really all in all it wasn't long before I lost it and came into my panties. I hope you enjoy the picture attached taken from this scene.

Oct 25th, 2009 - My life in a Male Chastity Device

Oct 25th, 2009

I travel to Mexico once again with my chastity device locked into place. Going through security this time didn't seem to be as big a deal. I figured if they scan me and notice something underneath my clothes and ask I'll simply tell them and I guess the worse case is they have a story to tell. For that matter I suppose I would have a story to tell myself. My flights I'm happy to say where all in all uneventful.

When I arrived to my place of work I went to sleep almost right away seeing I had just took a redeye to get there and I had to work that night. Sometimes I wake up with a hard-on (many times) and when this happens it tends to burn on the back of my balls from the cock ring pulling on them. If I can relax fast enough this isn't a big deal. But I notice I was having trouble staying asleep so I took it off early then I was suppose to. I'm suppose to wait one hour before I go to work to take it off. When I get home I will tell my DD as I will not try and get away with anything. I'm enjoying her guidance in all this.

After work I showered and put back on my chastity as agreed. That night I slept and kept waking up again and again with the rubbing and the burning and finally said screw it and released myself once again from the chastity. And went back to sleep. I slept so much better. In the morning I wasn't sure weather or not to put it back on. I decided that I will leave it off and let my testicles heel a bit more. I made a deal with myself that as long as I was out and about of my cabin that I could leave it off. I was out of my cabin all day and night, lol. I simply knew that I wasn't going to have an orgasm when I was out of my cabin is why I made this deal with myself. The temptation would only come when I was sitting alone in my room. I am now back in my chastity once again and so far everything feels great and I was able to do all this without orgasm. To my surprise I really didn't give a whole lot of though to masturbating.

Last night for the first time I tried milking myself via prostate massage. I was successful a little bit. I can see where this would work well under the right conditions as well as being very arousing. Doing it myself though I found it to be very hard. I will try and get toys specially made for this and see if that helps and give any readers I have here an update when I do.

Sorry for a boring read. I'm just keeping this as real as possible.

Oct. 21st, 2009 - I had an Orgasm Today (12 days Abstinence)

Oct. 21st, 2009 - I had an Orgasm today (12 Days Of Abstinence)

I was without my chastity today and made love to my wonderful wide DD. Right before this I ask if she wanted a massage and she accepted it. She had on nothing but these wonderful shiny panties. I was in heaven. I rub her back for a bit and moved on to her legs and thighs. All the while admiring her incredible ass in these wonderful panties. Every time I pushed up on her thighs I just about melted watching her ass moving around in those panties. I thought I was going to lose it before we even started with making love (which I was assuming was going to happen). After about 20 minutes of massage she rolled over onto her back and we made love. I tried to go slow and make it last as long as possible as this is what I've been so patiently awaiting. It was wonderful, I tried to keep my breathing slow as well as my strokes. After 15 minutes or so she patted my butt and so come on trying to get me to go faster. I of course move this along more and a couple minutes later cum and huge. No real difference after 12 days of no orgasm other than it was simply wonderful being there with my wife.

Later that day it was almost time for me to go back in. I asked if I could cum one last time before I went in. After a couple moments of thought she simply said yes. My guess was that this was to me on my own making myself cum. I asked and she said yes. I asked her if she could help in some way or be apart of it and she simply wasn't up to it, which I had no problem with. I did to my shock say then that if she wasn't apart of it I really didn't want to relieve myself. It seemed to me to be counter productive. She said then get to it and get back in. Not sure if I'm crazy for declining and opportunity to cum especially after 12 days of being locked up but I did. I Soo want my DD to be in FULL control of my orgasms for as long as she'll have me as her pp (Pretty Princess - her nick name she gave me at the beginning of all this).

Oct. 20th, 2009 - My life in a Male Chastity Device

Oct. 20th, 2009

Yesterday my lovely wife DD told me that today might be the day. Now in my world this could mean anything . Release with no orgasm and perhaps a tease, stay locked up but I get to please DD, unlocked and I get to cum, or today DD will not feel up to playing at all and I simply stay locked up. Only time tells on this sort of stuff.

One thing cool that has been happening lately is my DD has been telling me to wear different sissy attire without me asking. I told her as well as myself that what ever she asks me to wear I will wear and will do so until told to remove it. The only place this doesn't seem to be a 100% is at night. Sometimes I become uncomfortable and it's hard to continue sleeping. So I will take them off and try and get better sleep. This probably wouldn't be as big a deal it there wasn't a certain time I had to get up but to be of service I try and get our son off to school most days and doing that requires getting up at 5:30 am..

Well I guess that's it for today, I'm off to clean the kitchen for the love of my life, My DD :)

Oct. 19th, 2009 - My life in a Male Chastity Device

Oct. 19th, 2009

Last night I gave my wife DD a massage. During it I had several mini orgasms. I could feel the pre-cum going through my urethra. It felt incredible. She ask what causes this. I mean she's right. It seems strange that someone could get such an intense feeling from giving another person a foot rub. For me serving the woman I love is simply put, A Dream Come True and as I was rubbing her feet last night I saw her close her eyes and could see for her this was appeasing her greatly. It was obvious what I was doing was making her feel great. That was enough to send me over the edge. To appease my DD gives me an indescribable rush. I was overwhelmed with emotion after my mini orgasms and we started to talk briefly. I ask her what it was that made her decide that she was going to play such a role with me in life and she started talking about the day I let go and cried, sharing about how important she was to me and why all this was important to me. She didn't get very far before I stopped her and asked that we didn't talk about this anymore. After my mini orgasms I felt emotional and knew if she kept with this topic I would loss it again. She said it's healthy to show emotion and of course I know she is right. After getting my guy face on I ask her to continue and she did. No tears where shed but it sure put a lump in my throat.

After I massage her for at least an hour (foot, legs, thighs, head & neck) she came up with a wonderful idea. She said "I will put on some shiny panties (which always drive me bonkers to begin with) and I'll have you massage me head to toe and as long as the massage is not at all sexual I will unlock your chastity for a couple hours." I was ecstatic at the though. I only wish she was talking about right then and there but she wasn't. She did say in the very near future though. The only thing that made me think was she said and I quote "I will let you out for a couple of hours" she actually didn't say anything about an orgasm. I'm pretty sure she wouldn't drive me that crazy and put me back in the chastity without an orgasm but it did cross my mind. The twisted side of me so wants her to tease the crap out of me and or have me please her with her own orgasms and then simply put me back in the chastity without me being allowed to cum. But then of course I think I must be frigging crazy and chances are she's not going to want to do that. She's hardcore into teasing but I don't think she's that hardcore. She's to much sympathy.

Waking up this morning I served my wife coffee in bed with my crazy sissy pink bulky outfit on (which is the picture above). That was fun and almost right away she started teasing me on my ridiculous outfit. It is bright as all get out. Steer into it to long and you'll go blind, lol. Here it is a few hours later and I sit her typing still in the outfit while she is on a conference call in the other room. I don't know what all is planed for the rest of the day, but I sure would kill for ANY kind of play right now.

Frustrated, confused, emotional these are all good words for the day.

Oct. 18th, 2009 - My life in a Male Chastity Device

Oct. 18th, 2009

I was traveling on the plane today in a cramped up seat aboard South West Airlines. It was difficult getting comfortable within the chastity device. Next time I travel I will make sure I am well adjusted before I get settled in the seat. Perhaps if it was a man sitting next to me I would of felt more comfortable adjusting myself because really it wouldn't of taken to much to do, but sitting next to two lovely ladies I didn't want to be that guy grabbing himself in the seat over from them. I dealt with the discomfort and was fine in the end. I'm learning tons on how to wear this is for sure.

Right away I dashed from the airport jumped into the first cab I saw and B-Lined it straight for my lovely wife DD. Holy shit did she looked hot. She was wearing mostly black with a touch of Tye Dye in her dress and she was wearing this top that was driving me crazy. I was trying so hard no to steer at her wonderful sexy breasts. So I'm sitting next to her trying to contain myself and she blurts out, hey check her out "she looks tall enough and tough enough to dominate you" or something to that effect. At first this statement shocked me but then a moment later I'm frigging busting at the seems of my chastity. I wanted to dive on my wife with sexual desire. I had to go to the bathroom to adjust myself and calm down.

Soon after we got home she snipped me out of the tie that was locking my chastity for going through security at the airports and put me in a real lock. I then asked her if she could pick out some attire for me to wear. She said no problem which of course I loved.

The biggest thing I would change though in almost everything we do in our chastity play is have my lovely DD straight up put me in diapers and other sissy attire. Having to ask for this simply isn't as exciting as being told to do it without me asking. If she tells me it's an order which drives me wild, if I have to ask she giving me her blessings which is nice of course but no where near as exciting as the order. I think the deal is she simply doesn't remember, or at least that's what I think. Now with that said... once I was in what she picked out which was some fun items. Sissy ruffly panties, plastic pink pants with cute prints on it, a black bra and one of her tops over that. This was to worn under my cloths until further notice (so the standing order goes). She also stated I could put on my crazy wild sissy outfit and awake her tomorrow morning with a cup of coffee (which was awsome because this wasn't my idea). I will try and get a picture of this outfit I refer to from time to time up on a post in the near future. ALLL this and her changing in front of me I thought I was going to lose it. I'm simply going bonkers. All this energy! I'm noticing I'm much more emotional as a result. Weird how orgasm denial is doing this to me. Though I would kill to amke passionate love or pleasure my lovely DD with every breath I take it also drives me wild simply to please her, or hold her, or caress her. She said she was going to turn me into a chick in the emotional sense of the word and holy crap I believe she is on her way.

Sorry for the long rant but this is a fantastic outlet for me to write what I feel as it flows out of me. All the best to whom ever reads this.

Oct. 17th, 2009 - My life in a male chastity device

Oct. 17th, 2009

I'm now starting to learn more on how to live in the chastity more comfortably. Going to the bathroom is better, clean up in the shower is better, sitting without showing I'm wearing a chastity is better, I'm learning what type of clothes are most comfortable and how to wear them, I've discovered how to carry my lube conveniently and I'm learning the best ways to tame my erections that appear throughout the night (lol, tricky one there). Over all I'm happy to say wearing the chastity has become much more comfortable.

With that said... I've been without masturbation or orgasm for 9 days now and I'm sure any woman out there would laugh at that with a sarcastic statement of ah, poor baby, but for a man such as myself that is use to masturbate a minimum of 10 times a weeks well... this is crazy hard. This is the longest I have EVER in my adult life have gone without orgasm. The play is fun and exciting, the chastity has become more comfortable, I have become more productive at home and in work, I'm more loving towards my wife and family and it's hard to find a good reason why I would even want to cum or orgasm other than it's human nature. It's simply mind boggling.
I will soon try a prostate milking. This is where I would insert a toy into my butt (they make special toys designed for this very purpose) and genitally rub my prostate gland. Medically it is suppose to be very healthy for a man to do and decreases chances of rectal cancer. But it also does a couple other things. For a man like me I enjoy anal penetration and it excites me. That my sound like a stupid thing to do seeing I can't orgasm but what it does is it allows me to cum in a different way. The process is called milking. Gently rubbing the prostate gland for a short bit will make me cum in different way. It's essentially pre-cum and it cleans out my testicles in a good way. I'm told it will feel like I have to pee or something similar but in actuality a thin single strand of clear cum comes out instead. I have watched videos on this and I'm excited at the thought of trying it for the pleasure as well as the health reasons involved. I will certainly post more on this once I have experienced it first hand.

For now I think I will do some work on the computer and the go and enjoy the rest of my day in other productive ways. ARRRRRRRGGGGG I still want to orgasm soooo friggen bad.

Oct. 16th, 2009 - My life in a male chastity device

Oct. 16th, 2009

WOW, I'm horny and there isn't a dam thing I can do about it. While away on my work trips one of things I've done in the past is to masturbate and for obvious reason that simply isn't happening. Talk about wanting my wife. I feel like a racehorse waiting at the starting gate. Just to pleasure her with her having all the orgasms would be something (actually that would be simply amazing). Outside of me writing my blogs I've been able to stay pretty productive with work and in other artistic outlets. Not much choice seeing there is no giving myself any pleasure through masturbation.

True 24/7 chastity play I am finding is a mind blowing experience. To tease myself with thoughts of release is tortuous and exciting but for the most part I simply try to keep it cool and get my mind on other things outside of having an orgasms. Amazing how much a guy can think about sex. While it's nice that I'm forced to put my focus elsewhere (meaning the more productive things in life) it is OMG hard not to want to explode with a massive orgasm.

I've found that I can have mini orgasms through teasing but this is a very frustrating way to go sometimes. After my wonderful wife DD tease the crap out of me the other night I did cum (sort of), but it's not the type of cum most people think about. It was more of a milking. My cum is extracted but in a very different form. It's in a very clear form that only lets out a little at a time. This type of orgasm can be wildly intense. The cum is stringy, thin and clear and can stretch out for a few feet at times (for real). Stretched out it looks like a stran of a spiders web. Once after having fantastic mini orgasms simply by pleasing my wife with head rubs (just caressing and touching her drove me WILD) I went to the bathroom. To my amazement after peeing there was a stream of clear cum running from the head of my penis all the way down into the toilet. I knew exactly what it was from. These types of orgasms are nothing like anything I've ever experienced before. Don't get me wrong, not being able to have the type of thrusting, wham bam thank you mam orgasms a man gets from masturbation or having sex with his wife is very much missed, but really the intensity of these new types of orgasms, well.... let's just say I have a tough time putting the them into words. My guess is it's probably more the type of orgasm a woman would have, being that they are multiple and very intense at times. Again it's extremely hard to describe my newly found intense orgasms.

I can't wait to get home from my trip and caress my amazing DD some more. For any woman out there they may be reading this... if your man would ever agree to this type of play, well lets just say you'll get attention from him he never thought he would ever be able or want to give. It's amazing feeling from the males end. Wanting so much to cater to his wife with caresses, or cleaning the kitchen, making breakfast in bed, or running errands to the store where you know she would of had to do it in the past. All these things and more are amazing and I am proud and honored to be my wife's submissive in chastity.

Oct. 16th, 2009 - My life in a male chastity device

Oct. 16th, 2009

I cut myself out of the chastity last night at 6:30pm just one half hour before my show. I did two shows and then I was instructed to go back in with a new pink tie that was marked by my lovely DD. This was way harder than I thought it would be. None the less I did it. No masturbation and for that matter not much in the way of even getting hard since my focus was on performing.I woke up at 5am with an erection with that uncomfortable pull on my testicles that creates a burning sensation. I sit up and relax and get rid on the erection which in turn takes care of any discomfort and back to sleep to go. 7am and then 8am the same happens. All 3 times I get rid of my erection asap. Looks like not much in the way of over sleeping for me. I woke up had a nice high protean breakfast and ready to have a productive day.

Having DD instruct me with food while I'm away really helps. There are certain standing orders in which I am to follow. I can have 2 frozen yogurts per day before 6pm but no other deserts. No extra mayo on my tuna wraps. I was instructed to stick to fish and 2 legged animals for my main means. I am to eat my heavier meals in the morning and lighter ones at night and so forth. To my amazement I have no instructions to exercise. I was told last night backstage by a weight trainer it was a very healthy thing to walk before eating anything first thing in the morning. This increases metabolism. I kind of wish DD would push me in these directions but at the same time I haven't been in a rush to push the topic, lol. I have weird fantasies that my wonderful DD would make me do aerobics or lift weights in Tu Tu's or diapers and or other sissy attire in our living room during the mornings our son is at school. I fantasized about having weights cuffed to my wrists so I can't put them down for certain Lengths of time, therefore forcing me to workout. I'm 6'3" and 290 pounds, if I could drop down under 200 pounds it would truly be a dream come true. I have learned over the years I simply can not do this myself and need to be pushed.

Not much in the way of exciting writings today, but this is simply my life one day at a time living within a male chastity serving my incredible wife DD.

Oct. 15th, 2009 - My life in a male chastity device.

Oct. 15th, 2009
　
Now it has been one full week locked up without orgasm. My wife DD told me that the date I would be able to orgasm would be on Oct. 27th (may be sooner) which just so happens to be my birthday. Another more intense teasing has happened yesterday and it made me woulder how the hell I'm going to my Birthday which isn't for another 12 days. I don't beleive I've ever wanted my wife more. I'm going bonkers. There are times I look at her sitting there on the couch and simple want to dive on her like a hungry sex crazed animal but I can't.
I'm writing this as I sit in The SFO airport about to head to Mexico. DD had me switch my chastity lock to a plasic tie which she had marked with a perminant marker. This was ofcourse so I could make it through security without a metal lock setting off any alarms causing emmbarrisment. There was a second tie given to me to take on my trip so I could get out of my chastity for the 3 hours I have to perform.

The only troubles thus far wearing a chastity 24/7 is but a few. Sitting in my jeans I have to be careful not to pinch myself or bulge out to much which isn't to hard. And the hardest thing to deal with is the fact that I wake up with a hardon throughout the night and find the chastity device pulling on my testicals. It tends to burn a little but isn't unbearable. I simple have to sit up or go for a pee and calm myself down to where I'm soft again and the matter is resolved. And then I go back to sleep laughing at myself thinking what the hell have I done.

I truly enjoy being a servant to my wonderful wife DD. It's a blessing to give up control and let her take over. She is a smart, strong and a sexy woman. As long as she feeds the machine (that being me) with teasings, and fetish attire and with any luck being able to give her orgasms then I can't see why my passion would lesson here in the future and I will continue to serve her ever wish. Even as I type I get excited at the thought of this. My wife DD is amazing :)

Oct. 13th, 2009 - My life in a Male Chastity

Oct. 13th, 2009



Yesterday I asked my wife if she would give me a little tease. I felt a little bad asking seeing she wasn't feeling the greatest. None the less she said ok. She made it easy on herself which I was happy about. She had me lean back into her so she could reach over my shoulders and caress my nipples. She told me to place my hands on her ankles and as long as my hands stayed on her ankles she would tease me. Long story short, I lasted only 6 minutes. It was intense and insane. I was bonkers. She grabbed and pulled with a good grip which drove me nuts but then it got worse. Because she did that my nips where hyper sensitive now. She simply changed pace and slowly started to very lightly rub them with her palms. Right a way I knew I was fucked. It was sensory overload. I don't think she realized what she had done by going hard and then barely touching them. She quickly realized that this was way more intense and continued. I tried so hard to not break and let go of her ankles but there just simply was no way. So 6 minutes was all I lasted.



She had fun with this game it seemed as did I. I'm hoping that she will at some point cuff me down and continue this sort of teasing without mercy. I can't imagine what will happen. I know I won't die of course so I say fuck it and I'm up to rolling the dice to see just how crazy and insane a teasing like this could really get. Scary and exciting seems to be the theme of the chastity lifestyle.

Oct. 12th, 2009 - My life in a Male Chastity Device

Oct. 12th, 2009

Yesterday I had an irritation from my chastity device The CB3000. After making some adjustments the problem has been resolved. It seems the chastity was simply on to tight and needed to be loosened. I woke up and got our son off to school, then played some poker online (winning :-) and then the exciting part I was able to get into my insanely wild outfit that makes me look incredibly like a big toddler and serve me wife coffee. I woke her by caressing her neck back and head. She finally turned over and saw the overwhelming amount of pink screaming at her. She simply said wow, that's a lot to process. We both laughed hard and had our coffee.

This outfit is so crazy bulky it makes me waddle. So to make my wife laugh and enjoy I would run waddling across the living room floor. She thought this was so hysterical that she grabbed the camera and told me to go outside in the backyard and run. Scary as it was I did as I was told. We both laughed very hard viewing the video soon after.

If this is only week three of being DD's submissive I can only imagine what is in store for me down the road. She mentioned something about going for a drive in this outfit which scares me and excites me all at the same time. Knowing my DD, she's up for the adventure. Yikes, lol.