Let me first clarify, anytime there are posts or chats on this site it will always be from the female - never the male. A bit about us - we have been happily married for 33 years and are using chastity as a way to reconnect and re-energize our relationship. So after a bit over a year, it is time to start a journal. This will explain why we are where we are and how we got here. After many years of virtually no sex at all unless it was initiated by My Darling (sub), we were exploring our relationship and discussing the missing urges from myself. It was during these explorations on the internet, I learned about female ejaculation better known as squirting. It was interesting to me that a female could also ejaculate much like a male, and he could be locked up at the same time. So after some trial and error, I was able to figure out how to squirt and show him how to do it for me. I also was looking on the internet and found a knockoff devise that looked interesting. So after much discussion the devise was ordered for him. This came with many complications, like pinching, not the right size, ordering additional devises that did not work, and finally settling on a Queens Keep by Mature Metal. That process took us about 6 moths to get the right devise and fit for him. So now the adventures are on. He is set to do the vacuuming, cooking and laundry, but none of these are new. This is just the way our lives work anyway. So now we are living the lifestyle full time - he wears a cage when I want him to, I set the lock up time, and take him out when ever I want. I am not much into punishment as I really do not see a need since he has always taken care of me in an excellent manner. Teasing is not done a a regular basis, but whenever I see fit. He pleases me whenever I want, and sometimes I will allow him a ruined or will edge him if he has done well or just if I feel like it. I struggle with trying new things, and I am rather vanilla and not really a dominate personality. We enjoy this site to read about different things and also to get new ideas.
This sounds a lot like my Wife and I. She also struggles to try new things but is enjoying this exploration into my chastity very much. It has brought us closer than ever and we are a bit behind you at 26 years married. It is incredible how this has happened. If I could make one suggestion that would make this paradoxically easier for him (and when the chastity thing becomes real he will need help, it isn't easy) just one significant tease per day will make a world of difference. It doesn't have to take hours, even 30 seconds of teasing will do it. It can just be a mental tease, a phrase or a suggestion. The times when nothing happens are the hardest. The other bit of advice is to make sure that you have fun. If he sees you enjoying yourself it makes this so much better.
Thank you @Jasmic68 we have been doing daily teases when life doesn't get in the way. Some of the ways we tease are when I check him in his cage, giving him some licks to show him what he is missing. He was free for about a week and was not allowed to touch himself at all in a sexual manner. He has a really bad habit of when he is horny, he will ask me if he can pleasure me. For one full day each time he asked, I would edge him to show him how much he was asking. Needless to say he was edged many times that day, and it took him a while for him to realize what was going on. The hard part for me as a submissive type person to actually dominate him since he is such a dominate personality. I do not let him top from the bottom. I like to send him messages, but he does not always receive them when I send them so I cannot rely on that as a way to tease him. This week has been kinda slow on the tease side since the one day I was ready, he was sick, and then I got sick so sometimes life happens, and chastity has to wait. He has been locked all week this week, and the goal is for 14 weeks without cumming since 8/6. This will be his longest period without cumming. That would make his date 11/12. Can he make it with all the teasing????? How many orgasms will I have during that time?????
My thoughts initially when I started this was to update every week, however I have not kept up so I will try to do better in the future. We are still on a schedule to allow him to cum on 11/12. He has not had a ruined this week, but I did edge him a couple of time. Most of the week he was not in a cage. This was due to my trust in him, and I just wanted him to be available to have an erection when I teased him. On Monday and Tuesday, he took very good care of me by giving me several orgasms. He remains very horny all the time and lets me know how much he wants to eat me. Wednesday we took a break and just cuddled and went to sleep. I did tease him a bit, but not much since I had plans for Thursday. Thursday came, and when I got home, he was fixing dinner. I had suggested something simple, so we would have time to play. After he was done mowing the grass, and was getting ready to take a shower, I told him to clean up anally. He got out of the shower and was already hard. He asked if he would please me and I told him no. I was planning on it being all about him for a change. We retired to the bedroom, and I had him get the wedge pillow out and lay face down. I then proceeded to use my fingers in his ass to prepare him for a small dildo. The plan was to start small then work to larger, however, he was having so much fun we never did get to the larger one. I was able to reach his prostate and he started dripping. He told me that he felt like he was going to cum just from anal/prostate stimulation. I stopped for a minute, then began again and what do you know I think (and he verified) he had an anal orgasm. He did not cum from his penis, but his ass was contracting much like a woman does when she has one. I could feel the throbbing in the prostate. it was all very hot. He was still very horny and wanted to pleasure me, but again it was all about him and since I am new to anal stimulation and the such I just wanted to process what happened. As someone who is new to anal stimulation, my question is this - do men actually have anal orgasms much like a woman's orgasm?
We are in the Locktober spirit and My darling has been locked since 8/6 with only 4 ruined orgasms since his lock up date. Although we have played and are following KeepHimCaged blog spot to get daily updates and new ideas on what to do we do not always complete them. I think sometimes we are just worn out and had too much going on to play every single night. However we have had a number of fun times and I am enjoying the Locktober Festivities. Last night I decided to follow the blog and he prepared the bed with the pillow and waterproof blanket. He was told that he would not be unlocked and he would pleasure me. As he proceeded to eat my pussy, I watched some porn and enjoyed the sensations he was giving me. As I was getting close while he was eating me, he proceeded to give me a raspberry on my clitoris, while using the dildo in my vagina. This give the feeling of a warm moist vibrator with his tongue and lips and i immediately began squirting. While I was squirting and getting stimulated on my clitoris, I had one of the biggest orgasms I have had in a long time. He then began moving the dildo in and out and i started to gush. I gushed so much it flooded the waterproof blanket. After I was satisfied, he asked if he would be released and I reminded him that he was to be locked in the cage for 5 days, so he would not be getting out. I then started to lick his caged penis and suck on it. This drive him nuts and he was squirming and whimpering aloud. I did not allow him to cum and I am not sure he is able to while he is caged. He has been asking for some anal play, so tonight I am going to massage his prostate to see if I can milk him while in the cage. wish me luck