Three Little Words

It is amazing how things can change so much in such a short period of time. Less than two years ago package arrived that triggered my Angelina to write this post. I still recall the look on his face and frankly it still makes me giggle to think about it. His new cage was small..really small! The one it was replacing was big enough to actually fuck me. Not something that could be possible with the new one.

Fast forward a couple of years. I had ordered Angelina to change back to the larger cage for my own reasons a week ago. I don’t think it was a full two days before I heard those three little words. Three little words that would many keyholders smile. He wanted to change back to the smaller cage and I asked him why. “It’s so big!” If you have not clicked to see his post, there are pictures of the two cages together. While I am giggling as I write this, I am also beaming with pride. He has grown so much and taken huge steps forward in his journey to discover and explore himself and I could not be more impressed and proud.

 

Becoming Angelina

I guess I should have been doing some updates here. It looks like this might be a long post. So, some time ago my Grumpy asked for a sissy name. I told him I would give him one when I decided on one that fit him. Not a full week went by and I woke one morning from a dream. The only thing I could recall from the dream is that I called him Angelina so thats the name now. I might change it later, but this one works for the time being.

Angelina is managing the new rules quite well and I think it might be time to add a few more. I have nothing really specific in mind just yet. I almost never have to use the paddle and there have only been a few times when it was for the same thing more than once. The intention of ‘house rules’ are to maintain sissy head space and behavior modification.  Neither of which have been an issue for the most part but I think its good to give him something to work on.

“Sissy Bath” is a thing now. I don’t shower, I take baths. This is a pretty sacred thing for me. A long soak in a hot bubble bath is how I process my day. Angelina had given that a try a few years ago and simply didn’t care for it. He’s seen the light! Taking a glass of wine to the bath and reading is something I believe he now looks forward to doing. He is struggling a bit with the fact that the bath is sacred and whoever is not in the bath is obligated to get whoever is in the bath everything they need. That means when he runs out of wine , I fill it. He says that feels weird, my serving him. He will get over it though. The. Bath. Is. Sacred.

There has been a bit of a transition in wardrobe as well. A few weeks ago I took him out with the intention of buying him a pretty dress. Most of his clothes are either sexy or slutty. I wanted him to have some pretty things. The plan was to get him a pretty new dress then have a ‘pretty party’ Sadly, Autumn isn’t the best time of year to find dresses, much less pretty ones. We ended up spending a bit more than planned but we did find him some pretty things.  About a month ago we went out and got him his own make up as well and he is getting really good with it.

While this might not seem related on the surface, its most certainly effected my mindset. We had to say goodbye to one of our senior dogs a few weeks ago. You can see on the logs of his assignment that all the extra T&D came to a stop. Prior to that, I had been initiating a lot. Its now occurred to me that I don’t believe I ever told him that my grieving is what caused that sudden stop. I think sad is the only emotion I can have where my face does not betray me so he wouldn’t have seen it. I try not to talk about her at all because I don’t want to remind him, I know its been very hard for him too.  I am finding it difficult to play with grief right under the surface. I am sure he has felt my ‘phoning it in’ and I expect that has a fair bit to do with what transpired last night and the reason I started this post to begin with.

So the night before last, I went to be early and left Angelina unattended and he proceeded to drink more than he should have. The resulting hangover made work especially difficult so while I was out yesterday I got him some candles and a bath bomb for his sissy bath and laid out a nice comfy , yet pretty dress. I refilled his wine , to which he stated that was still weird and reminded him that the bath is sacred and left him to continue reading what I assume were sissy stories. We made and over ate dinner and proceeded to hang out on the couch. He was especially snuggly and really feeling sissy and if I am entirely honest, I was feeling a bit daunted by it. I was uncomfortably full and really just wanted to chill. If you’ve read some of my other posts, you know that he and I typically communicate very well. Last night, not so much.

He asked me if I would teach him to kiss like a girl. Already feeling a little daunted, I jokingly said “Nope, can’t be done” since I so rarely crack jokes, he didn’t get right off that I was joking and I saw the disappointment on his face. I clarified for him. A few minutes later he got even more snuggly and started making the sissy whine. I typically find that to be cute and it was until he kissed me. He was clearly making an effort to kiss like a girl and doing a damn fine job of it , I might add. However , I did not enjoy it at all and pretty half heartedly responded. He didn’t catch the hint and kissed me again. This time I pulled back. He asked why and I told him I didn’t like it. His feelings were hurt for sure and he proceeded to sulk and pout and accuse me of rejecting him. I have made the lines very plain here. There are some aspects of sissys that I absolutely cannot stand and will not tolerate. The needy , clingy , emotionally dramatic , passive aggressive brat. He hit every single one of those last night.

About two weeks after we started this, I was at the grocery and picked up a package of sanitary napkins AKA pads. I tried to find the big thick ones like they had back when I still used them. Apparently they’ve figured out how cruel those are and quit making them. So, I grabbed a package brought them home and put them under my bathroom sink to wait. This morning Angelina found one on his desk. He is currently wearing it while at work as I type this. I knew I would need them, I was just hoping it wouldn’t be this soon. Becoming a sissy can be such a mind fuck and I believe I have let him go too far too fast. He has always been rather immersive and when he decides on a path he tends to run , not walk. I have not kept a tight enough reign on him. I think its time to limit his exposure to sissy writings and what not. I have never had to do this with him in the past but I believe he is struggling with the lines between fiction and functionally managing day to day life. I think all of the reading he is doing as well as a few other things are causing him to mind fuck himself. Looks like he is going to get some new and needed house rules after all.

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All relationships change. Most of the time its a slow and gradual change and sometimes not. Not long ago , we were just hanging out at home watching TV and I decided it was time to tell him what had been on my mind for some time. “So…. how would you feel about me whoring you out?” I am a bit embarrassed about my hesitation of bringing this to him when he , without hesitation of his own responded very enthusiastically. Over the course of the next two days our relationship changed a whole lot.

 

This was something I saw in him nearly 3 years ago. I’ve watched him make a few steps towards it , then step back a bit several times. While we’ve pretty much always been a female led relationship, it has been with a gentle hand for certain. Those days are gone. My Grumpy is now my sissy cuck. He , being the ‘all in’ kind of person he is wanted to make some very dramatic changes to our lives very quickly. I could see the disappointment when I forced him to slow down a bit. Big changes are less likely to stick, slow and steady wins the race. I’ve added a handful of house rules and once those are ingrained , I’ll add more.

 

Initially , I think he was afraid that this was not something I wanted and it took some convincing but I think he finally understands this is what I wanted from the beginning. It was something we both needed to be ready for and now we are Yay!  I think the first week or so was a bit tough for him, more in his head than anything, but he has embraced it now for the most part.

 

In other news, he now has a snazy new tattoo. Fair warning folks, the groin is a really really hard spot to get a tattoo. Both extremely painful and difficult skin to work on for the artist. I am telling you, she sweat almost as much as he did.

 

I am writing this with so much pride for my little sissy.  I know he’s struggled with this for some time and its a beautiful thing to see this transition for him.

So, after a long wait my little sissy bitch has finally realized he his my little sissy bitch. Fucking Yay! I think I am more happy for him than I am for myself, though I am pretty fucking happy for myself. I won’t lie, I am a bit rusty here. However, I think I am finding my feet on this quite well again. It really is like riding a bike. Lots of kicking and huffing.

I do want to take a second to acknowledge this was not an easy step to come to for him. He has a long history of being oppressed.  He has so much potential! I am very happy and excited for us both. All of that said, I have no intention of making this easy for him. I intend to challenge his personal realizations. Good luck, My bitch.

 

Assignment time!

This Assignment starts tonight at midnight and will end when the wheel of time sees fit or if I just get in a mood and chose to ignore the wheel. The first opportunity to spin the wheel will be on inspection day.

You will come to me and request T&D at least once in every 48 hours and those times run from midnight to midnight.

If T&D is denied when you request it, you are expected to request it again at a better time. Failure to do so will add 12 hours to your time. The wheel of T & D will be used at my discretion.

You will come to me for cleaning and inspection every 3 days. Failure to do so will add 3 days to your time.

You can earn 6 hours  for requesting and getting T&D more than once in a 48 hour period. You are limited to earning 6 hours in a 48 hour period.

You will log everything pertaining to chastity or this assignment daily. Failure to log any event within 12 hours will add 12 hours to your time.

The wheel  of time will be spun on inspection day

All of the previously set standards will apply to this assignment.

No cage to new cage.

So this past weekend we had our first camping trip of the season. It was ‘primitive’ camping, meaning no toilets or electricity. Cold enough at night to require huge fires and multiple layers of clothing. Warm enough during the day to be content laying in the sun without getting overly warm. We hunted mushrooms and found none. We went fishing and caught nothing. It was absolute bliss.

Because of the lack of toilets and proper hygiene , he was without his cage during the trip. This put his chastity assignment on hold. Meaning the time he spent out of his cage is tacked onto the end of his assignment. For some strange reason, he felt that to be unfair. I am still uncertain how he thought that but as a kindness, I amended that any T&D he got would count as extra, so each would earn him 6 hours. Most of his T&D I do with his cage on, cage free T&D is rare and something I like to use a reward. He had an entire weekend of T&D that was cage free. Being the first camping trip of the season and cage free meant he had a really really great weekend. To be fair, so did I.

While not applicable to this post at all. I do want to take a moment to brag. I choose to eat better when camping than we do on the day to day. We have such camping staples as crab stuffed portobellos , huge beautiful salmon steaks with fire roasted lemons. This time we even made fresh pasta. The food this trip was stunningly good. I don’t know if it was just that it was the first trip of the season or it was just THAT good. Every bite of food I put in my mouth the entire weekend was amazing. Yay Food!

In other news: His new cage came yesterday. We got The Looker from Steelworx with the urethral plug and PA hook. As I mentioned before, most of his T&D is done with his cage on, so T&D with a new cage is always a lot of fun for me. I played with it a bit this morning and I am really liking this one so far. I am sure I will post more about it once we’ve had longer to get to know each other, but so far, so good!

 

Such a horny boy!

Recently, my Grumpy started a new profile on a certain fetish based social media site as a female Mistress. Of course, it did’t take long before ‘her’ message box started blowing up and after some excessive ‘discussion’ on my part about catfishing he changed Female to CD/TV. Needless to say, the mass of messages and picture love came to a screeching halt. However, some of the people he had been talking to stuck around. He is in a place in his life where its actually feasible to explore aspects of his sexuality that were otherwise off limits.

A few fun things have come from this. In his post he talked about how being in chastity may have amped up his desire to explore. Well, his exploring has amped up how horny he is too and its added a really amusing vicious cycle to this chastity assignment. He’s requesting a lot more extra T&D, he’s wearing sexier things around the house, and actively seeking my attention. All of which are going to make this rather long assignment loads more fun!

I am loving how much fun he is having with this and hearing some of the back and forth of messages. Though I have to confess I am a tiny bit jealous. There has never been a time in my life where I couldn’t explore any sexual interest that I wanted so, there is just nothing new for me. That said, I am thrilled to see the excitement  he has, its so fucking cute!

If I had any concerns about this is just one. He is talking to these people as a dominate and I think its making him a more sexually aggressive with me. Its happened a few times now and I find it really quite irritating. If it continues, it is going to result in punishment.

Eh, I might have one more concern. The last assignment was long like this one and toward the end T&D was getting damned difficult to avoid accidents. Now, with him being even more horny than he would be otherwise, I am concerned that by the end just him requesting T&D might be too much. Okay, I did just giggle when I typed that out. I love chastity!

 

 

All. The. Shoes.

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Yesterday my Grumpy had an unusual weekday off. After making a couple of posts in his blog, he took advantage of the day to work on some very overdue chores around the house. In This Post he casually mentions that we likely have 100 pairs of heels between us. That number seemed unreasonably low. So , when he asked if there were any other chores I wanted him to get done, I told him to count our shoes. This is hardly a chore really. Its no secret we love our heels.

Two hours later, the final tally was Him:120 pairs of heels. Me:59. While I knew he had more heels than I, I didn’t realize it was TWICE as many! I will be aggressively addressing this travesty!

 

Dreamy Romance

I have held more than my fair share of keys in my days on this planet. All of those relationships have been extremely unique. Ranging from they are not allowed to touch my cock when its uncaged at all to … well… my Grumpy. He is allowed to shower and clean it unattended and uncaged. To some of you, that might sound like crazy talk. What is the point of caging him if he can be left alone with it? Trust. He won’t even cheat on me in his dreams.  There are few occasions in chastity where there is a sense of romance. This one  certainly gave me an Awww!

All. The. Cages.

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This  morning we had an occasion where he had to be cage free in public. He only goes without his cage when there are doctors or metal detectors involved. He sent me this pic this morning and I found it amusing so I thought I would share it with you all. We’ve been changing out cages quite a bit lately so they get tossed into the sink for cleaning before they get put away.