I’d do it in a heart beat
Yes I would
YES I WOULD AND WOULD BE GREATLY HONORED TO HAVE TO DO THIS FOR HER AND HER FREINDS
Totes!

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@mistressmgoodboy
I’d do it in a heart beat
Yes I would
YES I WOULD AND WOULD BE GREATLY HONORED TO HAVE TO DO THIS FOR HER AND HER FREINDS
Totes!

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Males are destined to be dominated by females
All dressed up and ready to spread for his Mistress. Following my Good Boy’s fashion show he prepped for bedtime by slipping in my favorite plug. No end in sight as to when he could take it out as his instructions were to keep it in until he woke up.
Mistress M woke up to read the following message from her slutty boy: “Oh my god Mistress. I woke up with a hard on spasming. Your plug popped out of my loose boy pussy and I was covered in cum. I leaked or something. It did not feel like an orgasim. It was ruined.”
This plug has been a huge challenge for me. I never thought I would take it so easily or wear it for so long. It shows what a big difference solo play and guidance from a Mistress make.
Butt Plugs part 2
I have never been trained with the Medium Plug so I guess if you want one that is just yours then this would be it. It is "huge".
It is 5" long and 70 cm wide. Almost 3" wide. It starts wide and gets wider. The shaft is 2" wide. That is right this plug keeps my boy pussy gapped open as wide as the original plugs widest point. Wow.
I have take this plug in me a few times last couple months. It takes a bit of prep work and such but it still goes in me relatively easily. And once it is in I am a noodle. I lay on the floor and cannot move. Every twitch is pure joy. It is heavy too very very heavy. You know it is in you. I have never had it in me more than 5-10 min. I masturbate to a mind numbing orgasim then remove it.
I look forward to you training me with this plug and the pure thrill once it is in for the first time not knowing when I will be allowed to remove it. I will just die.
This can be your special plug if you wish.
The large plug is a monster. Not much of a story with it since it has never been inside me.
6 1/2" long and 8 cm (3 1/4") at widest point. And heavier than a Liter of Beer.
Mistress M, “I'm very pleased with your descriptions of each and their effects on you. We don't need to buy more these will do nicely. The 3rd will be mine that you will train to use for more than 5-10 minutes. And you will work to use the monster. I will be changing up which ones you will use and how long you will use it. You will wear them for periods and then I'll take them away making you miss that feeling and wanting to beg for me to let you have them back.”
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The second plug the Large Sexy Spades. It is easily found on any sex toy site even Amazon. When you look at the basic specs it appears not much different than the Retired Plug but oh it has some amazing qualities that make it particularly good for training a boy pussy. It is a little over 4 1/2" long and 2 5/8" at it's widest point. Not much bigger. But when you look at it notice how it does not taper smoothly over the entire 4 inches like the first plug and the shaft is not a tiny 1/2".
No this beauty goes from 0 to 2 5/8" inches in the first 2" inches of the plug. It is sudden and mind blowing. When you ass snaps closed over the shaft is does not every really close. The shaft is a full 1 1/2" thick. Your ass remains open almost as wide as the original plugs widest point. Oh my God!
spa���C-&

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A little over 4" long and 2" at it's widest point. I purchased it in 2009 I think and only played with it myself for years. Until 2011 when I got my new small plug.
When I first put this in I thought it would tear me apart. I kept it in for seconds.
In 2014 I met a mistress and we played two times in a month. During that time for a week she forced me to wear the 2" plug for 8 hours a day. I loved it and performed the task with no trouble at all. I actually missed the plug when it was out. It did not work out. She was a true Dom and I was not a true sub. Chastity and Anal play was about all I liked. I did not like getting spanked and hot wax - fuck that never again! This plug I cannot wear for long term play. It just pops out. This plug is no longer made.
Good Boys Chasity Journal The First Confession.
On Saturday Morning I woke up with the usual torture that one experiences when in chastity. The dreaded morning hard on. Does this ever go away?
Mistress M was scheduled to go to a pool party where she intended to get fucked by some real men.
We talked for a while about rules and limitations. She told me that she locked in a 90 Day Chastity Contract I could accept online at http://www.ilovechastity.com/chastity_contract
It is an interesting system they have but I do not recommend it. The one thing I did not like was the fact that I was offered the choice to accept the contract without showing me the details of the contract. In order to see my Chastity Contract I had to accept it first. Now do not get me wrong there is a certain thrill in accepting a chastity period that you have no idea what you are accepting but it would be nice to know.
Well, we all know that I accepted and was presented with a 90 Days Until release count down timer.
Wow, 90 days. Well a month would be better but it could have been longer.
I informed Mistress M that I had signed the contract and she was delighted. She said that she wanted a 6 Month Chastity Period but that was not an option, and a Year seem unrealistic (for now). Holy shit! 6 Months! She also informed me that there was always the option to add more days onto this agreement. Such a nice feature.
So the plan was for me to spend my first full day in chastity home alone while Mistress M went to the lake and after pool party with the intention of getting fucked well and often. I should mention that this was a lifestyles party so the likelihood of her accomplishing her goal was very high.
Mistress M informed me that when we went to the store to get my padlock she was going to get me a butt plug. When we completed our conversations, Mistress M asked an innocent seeming question that changed my life again. “Is there anything else I should know, Good Boy” She asked.
Well, My Male Chastity Contract requires me to tell her everything so I confessed that I enjoyed anal play and I already had a few expensive butt plugs and we probably would not need more. Did she want me to tell her about what I has so she could determine if we needed more?
Mistress M directed me to tell her about the butt plugs but she was not happy about having me use a plug that I had used with someone else. She wanted her own. Well, we are lucky there, Mistress. I have 4 butt plugs and I have only used two of them with others. Oh Good Boy you were such a fool.
Below is a copy of the email and pictures I sent to Mistress M describing my butt plugs.
Good Boy, “I also enjoy wearing a butt plug. For over 20 years I have cum every time I had one in. But when I do it too masturbate it is in done and out in 15-20 min. Wearing one for 8 - 22 hours makes the torture of chastity 100 times worse and better if I am plugged while locked. I think it would drive me insane if done for very long.”
Mistress M, “Good boy for sharing. You know when we go shopping for your lock, you will be buying a new butt plug too that you will use for me. Not one you've used for anyone else. One that you associate just for me.”
Good Boy, “I do have plugs. Expensive $100 glass works of art. I may not need more.
Mistress M, “Maybe we won't need to buy one. Maybe you send me pic of ones you have and periodically I will define which one you are to use.
The Butt Plugs
I own four plugs that are works of art. The smallest is actually retired.
It is a little over 4" long and 2" at it's widest point. I purchased it in 2009 I think and only played with it myself for years. Until 2011 when I got my new small plug.
When I first put this in I thought it would team me apart. I kept it in for seconds. Over the years I learned to take it relatively easily. In 2014 last year I dabbled at being a dom and being a sub. I met a mistress and we played two times in a month. During that time for a week she forced me to wear the 2" plug for 8 hours a day. I loved it and performed the task with no trouble at all. I actually missed the plug when it was out. It did not work out. She was a true Dom and I was not a true sub. Chastity and Anal play was about all I liked. I did not like getting spanked and hot wax - fuck that never again! This plug I cannot wear for long term play. It just pops out. This plug is no longer made.
The second plug the Large Sexy Spades. It is easily found on any sex toy site even Amazon. When you look at the basic specs it appears not much different than the Retired Plug but oh it has some amazing qualities that make it particularly good for training a boy pussy. It is a little over 4 1/2" long and 2 5/8" at it's widest point. Not much bigger. But when you look at it notice how it does not taper smoothly over the entire 4 inches like the first plug and the shaft is not a tiny 1/2".
No this beauty goes from 0 to 2 5/8" inches in the first 2" inches of the plug. It is sudden and mind blowing. When you ass snaps closed over the shaft is does not every really close. The shaft is a full 1 1/2" thick. Your ass remains open almost as wide as the original plugs widest point. Oh my God!
I dated a woman for 3 months before she learned of my chastity / butt plug fetish. She was the first to combine the two into amazing torture. She made me wear a chastity device for two weeks and wear the 2 5/8" plug for 22 hours a day with a maximum of 2 hours before it was reinserted.
I was horny and frustrated every day for two weeks. This would drive a man crazy if done for months.
The Medium Plug can only be called Medium for two reasons. One, I have a larger one and two the Sexy Spades trained my boy pussy so well that the 2 5/8" plug fits easily in and out with no effort at all.
I am going to skip around a bit here and go to Mistress M’s reaction to the first two plugs. Understand that she knew about all 4 when she made her plan but I am going to take the opportunity here to show you the first two plugs and the video Mistress M directed me to make and post.
Saturday Morning - 12 Hours in Chastity
Well here you have gone and have done it! Your penis is locked up again. It is not the first time I have been locked up but things are looking a while lot different this time. The first two times I was locked up by wife/girlfriend it was because I suggested it. Because I had the toy and wanted to be controlled. One was amused by the “boy toy” and had little to do with it and the other loved the idea of locking me up but promptly unlocked me several hours later when I seduced and requested to fuck her. They wanted to have sex with me far more than they wanted to control me.
Mistress M is different. First of all it was her idea. She was the one that suggested the chastity device. Think about that.
And she is very active in the swinging lifestyle already. She is confident in her ability to get a hard cock whenever she needs one.
She now only owns on locked and secure penis and that is mine. She has every reason in the world to keep me locked up and very few reasons to unlock me.
My penis has been locked for 12 as of 8 am Saturday Morning. I sent a pic to Mistress M.
She enjoyed teasing me about the fact that she was going to have lots of fun with men that were not locked in cages like her Good Boy. LOL
Then she asked me such a seemingly innocent question.
Mistress M asked, “Is there anything else I should know?”
Uh-Oh – Now I have a problem. Remember that Male Chastity Contract from the Lawyers for Addison and Burton Cockburn at ifitisgoodforthegoose.tumblr.com?
Well there is a requirement for me to reveal everything to my Key Holder.
Paragraph 10.3.1 The User must be prepared to share his fantasies or stories from his sexual past with the Keyholder at her request without hesitation and in a manner that convinces the Keyholder that the fantasy or story is real for the User;
Yes Mistress, I told her. There is more. (Oh my God I thought. There is so much more)
Next update – Big Confession #1
Locked Up
Mistress M and I began our dynamic together as vanilla Friends With Benifits.
During one of our conversations I revealed to her my cuckolding fantasies and she agreed to “cheat” on me with other men and let me know all about. She would tease and deny me.
One Saturday, Mistress M was scheduled to go to an adult oriented pool party where she intended to “cheat” on me shamelessly and tell me all about it. Our cuckold discussion got more and more involved and Mistress M hinted to me she has some fantasies she wanted to explore if I was open minded.
I told her I was very open minded and would try anything twice because I was too stubborn to learn the first time. She hinted that she would reveal more later but here is a hint. She texted me a picture of a small padlock key ring.
Oh My God! I knew what she was hinting at instantly. You see I have had a Male Chastity Fantasy for years. I even own a Birdlocked Mini.
When she sent me a picture of a male chastity device she was surprised to learn not only was I willing to submit to her but I already owned one.
As part of our Agreement, I locked myself into the Male Chastity Device and secured it with Key Holder Security Badge on 10 July 2015 at 8 PM. In the near future Mistress M intends to purchase a padlock for my Chasity Device and she will retain sole access to the keys.
I am a little nervous about her planned locking ceremony because she revealed to me that her intention is to ask the store clerk to recommend a locking device for my Male Chasity Device while I am standing there with her.
Mistress M is kind and her plan is do this at an adult store. I am not confident that adult stores carry mint padlocks for Male Chastity Devices. I certainly hope the place she chooses has one. If not the we are going to have to make our purchase at a more vanilla hard ware store.
Mistress M assures me that she still intends to get the store clerk opinion.
Oh My!
INTRODUCTION
Hello, I have recently entered into a Male Chastity Contract with Mistress M (mstrssm on tumblr). During our discussion on the rules of our new dynamic I stumbled on the Male Chastity Contract offered by Addison from ifitisgoodforthegoose.tumblr.com/ One of the requirements of the Male Chastity Contract is for me to maintain a Chastity Diary. Mistress M has approved that I use this Tumblr site as my Chastity Diary and it remain public to increase my humiliation. Mistress M’s Good Boy.

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Seriously…! If you’d like a copy of the actual Male Chastity Contract we had drawn up by our very sexy female lawyer, all you have to do is send us a message and we’ll send you a link where you can go to download it.
All we want is for you to make sure you’re following us, reblog this post and then live the dream.
Yes, i would like a copy of the contract. Thank you.
Tumblr won’t let us send you a message with the download link. If you send us a message we’ll be able to respond. Hope to hear from you soon!
An excellent and detailed Male Chastity Contract.
Mistress M has adopted this contract.