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Posts from the ‘Chastity’ Category

24
Feb

Little late but I think I have some resolutions (or just things I’d like)

So after the not so fun ass whipping last year (and the start to this) gave me, and Miss (although to a lesser extent) I’ve come to the conclusion that with life having got in the way too much this year is the year for us (fuck the other years!). Its taken up to this last weekend for me to feel good enough to shave, clean out with a good enema and ask if Miss would allow me to be caged. There have been work choices I’ve made in error but I think now I’m finally getting back to being the submissive, slutty, sissy me that I am deep (although when out, not very deep at all!) inside.

See this last week was my birthday, so this weekend involved a trip to my family filled with cake and nice food (much like my birthday which Miss treated me very well on (more to follow)). So I’ve been wearing panties the majority of the time even when down, although some boy pants were worn at various points either because I was way too low or because of tummy problems. I even bought myself a very cute little skirt that I’m hoping Miss has me wear for her at some point maybe with a few pics taken to show you guys, girls and gurls.

I’m really hoping for Miss to feel herself again, she’s picked up a lot of hobbies which is brilliant but I want her to feel that again she can take full control and make demands of me and I suppose this post is me voicing that. I really want to get back to being her sissy slut and doing anything she wants as and when she wants.

2
Oct

Work, work, pain balance

So been a little quiet the last few days, but there has been some kink in the mix of crazy amounts of work and stressful days. Works been a bit of a bitch, just got a few new things we’re set to do which is all fine etc. but first day we’re due to start 3 client facing systems decide to go kablooey. Leaving me and my one colleague in my team rushing around to sort them and forgetting our new task. Gotta say less than ideal, we got it done about 1 hour or so later than planned annoyingly and with a bit of snark from our manager. What can we say multiple systems break we fix them in an hour and then get snark for the new thing slipping our minds with the critical incidents setting fires…

In terms of kink though, I had another spurt (pardon the pun) of ejections. Miss was making cake for a charity day at work (same charity as my custard & cinnamon buns), and in between bakes she had me come kiss her beautiful ass. As she was due back in the kitchen she told me I had to follow and didn’t instruct me to stop kissing, I must say you see people doing this in videos etc. and its quiet the workout to keep up with the walking folk and continue to kiss an ass. Immediately Miss laughed a bit and every bit of my body reacted with me very soon finding myself in very damp panties. Once she was done in the kitchen I continued following as she’d not said to stop and was lead to the bedroom where I was placed at the end of the bed, face inches from her after handing her the wand. Again whilst she was playing I left several wet patches not just in my panties but soaking through to the bed itself.

Now the funny thing is we have a very powerful wand… during playing Miss pulled my head that close to watch her playing that I actually found my head was touching the vibrator, on several occasions the bridge of my nose too. It took so much willpower not to laugh (its rather amusing having a powerful vibrator touching your head!) and actually couldn’t help myself but laugh once, and begin sneezing a few times (bridge of nose + vibrator = better than pepper to make you sneeze!). After a few orgasms Miss stopped and I had to tell her the above, we both laughed and cuddled for a bit before going back to snuggle on the couch.

Other work stuff in between has just been chaotic at best, especially as Miss has had a very bad tum since around Friday/Saturday (can’t recall exactly) so we’ve been dosing her with pills & milk of magnesia, hopefully she’s getting better as I hate seeing her in pain like she’s been.

Anyways, thought I’d give a brief update on what we’ve been upto. Please don’t hesitate to comment or drop me a message.

27
Sep

That was unexpected…

The baking went down well today, I may not have won star baker but then the judges 1.) didn’t like cinnamon & 2.) didn’t get any of my egg custard because it was gone before they could.

Today again Miss hasn’t been feeling great, so an evening looking after her. When I got home I made a shopping list of items we need and meals we could have over the next week and rushed to the shop. Spent next to no time getting things and rushed home to feed Miss, I’m only still up because I’m making sure she has leggings for work tomorrow. It’ll be a long day because I’m dropped her off at 7.30am and then working for a bit from home before going to the dentists.

The unexpected turn to my evening, whilst sat at my desk just toddling around online I kind of accidentally rubbed my nipple… and instantly started to feel that familiar pulse between my legs, and there I was not shooting more dribbling a full load. Now since getting back from the shops I’ve been plugged, in my nice little nighty and a very very sexy g-string. But this is the first time I’ve experienced quiet a reaction from nothing, now I’ve cum from just pleasuring Miss, I’ve cum very fast in other scenarios but wow a rub of my nipple and boom. I had started to get the slight familiar ache in my balls but this seems to have alleviated that too. So that’s a good thing, or else I’d have had to request unlock from Miss (I’m not kidding since surgery on my testicles pain there = me not walking/moving).

17
Sep

Being a little energetic

As Miss went to bed I started getting random “fantasy scenarios” pop into my head, so I messaged the first to Miss (it was that she sent me out for a drive dressed as I was), messages continued and it became evident that I was very sexually coiled (to quote myself “you’re driving me mad with lust… and I like it”).

Miss decided it would be a good idea if I went for that little drive and took some photos whilst I was out. I took a few in the car before setting off below.

Then I started my drive, deciding to drive over to nearby Castleton, as I was setting off plugged, dressed and caged I could feel just how excited I was as Miss’ cock began to leak in its panties. Clearly I was worked up and I was really liking it (its the effect Miss has on me!), as I was driving there were several cars I drove past which I wondered to myself if they could see me. Then driving through some of the slower roads (its in the country with several 60/50 mph roads on the way there, but also villages with 30mph limits) I was passing people and again wondering if they could see this sissy sat in the car driving which just proceeded to get me more excited.

For the little photo shoot I took after getting out of the car I took a photo of a nearby sign to show where I had been to Miss with evidence, as well as several pictures of myself which I quickly messaged to Miss.

I had a ton of fun and excitement on the drive there and back, constantly wondering and constantly excited. I hope I made Miss proud x

8
Sep

New Clothes Shopping

What could have been a very plain weekend turned into a very nice one, off the Manchester we went and out shopping (normally a task we both disklike). This shopping trip was different though, Miss had plans… we were shopping for clothes for me, specifically skirts and tops.

After walking round a large amount of shops we set on our last shop before going back home empty handed both a little sad we’d not found what we were looking for. Here in this last shop though we hit the jackpot, Miss choose several skirts out for me and then insisted I try them on. It was at this point I was anxious, in a good way. Who knows what they’d think/say etc.

Still not sure what they’d be thinking of a guy going into the changing room with three skirts and coming out and choosing 2 (Miss decided the last wasn’t that good (which I agreed with)). We went back to the house and chilled for a couple of days, occasionally sending messages and such to each other which just kept me aroused. We also went and did a bit more shopping for food and such where Miss spotted a few tops and other bits she liked which we picked up.

On the way back home today, Miss had me stop whilst we were driving back and change into some of the new clothes, top and skirt were to be put on at the road side (busy road between Sheffield and Manchester I add)

So at the road side I stripped to my cute panties and cage with nothing else and got into my new top and skirt, I felt slightly humiliated, 100% aroused and 100% submissive. I can’t believe how hot it was! Miss then couldn’t keep her hands off me all the way back, touching her caged cock and teasing.

When we got back, Miss had me check the mail and proceed to the bedroom where I was to do a little fashion show for her.

I think Miss approved as then I was told to hand her the wand and lie next to her, I was to only touch her nipples either with my hands or mouth. She told me I was to tell her how each outfit made me feel between playing with her nipples which I proceeded to. Outfit 1 which I drove in made me feel very cute, its a bit lady like and I really liked that, outfit two made me feel slutty and a bit cute (the nipples on show, but crop tops are cute!), and outfit 3 made me feel a bit slutty and also sultry xD. Miss must have liked my explanation and little show as she then had me lick her ass whilst she continued with the wand, I love when she does this as I feel like her little whore being used how she wants she allowed me to feel how wet she was with my face and she was fully dripping.

Sat here in outfit 3 writing this her cock is straining against its cage thinking about the wonderful weekend and play.

5
Sep

A small session of fun

Miss told me after going shopping and cooking for her in my panties that I was to clean the bathroom (and the bedroom tomorrow), it was then she gave me a cuddle and her caged cock decided to leak precum. Then Miss took me to the bedroom, she had me kneel at the end of the bed facing away from her after choosing a toy to fuck myself with whilst she played with the wand (I chose the glass blue glass dildo its got a knobbly end and is slim but long).

Hearing Miss enjoying playing with herself is always such a turn on so I couldn’t help but fuck myself, she then had me talk to her about why I love her so much which just got me hotter. While this was going on Miss was talking dirty to me too, once I’d heard Miss cum she told me to carry on and started moving around, at some point she’d retrieved the paddle from the box and began spanking me, kissing her ass and talking to me. Somehow her cock didn’t leak anymore but to say I was covered in lube would be an understatement.

I love this new power Miss is taking back again and am in constant anticipation for what she might do or need.

20
Mar

A naughty boy

Over the weekend I’d agreed to do several chores which ultimately I forgot about completely, yesterday I messaged Miss to request lock up and plugging if it was her wish (I have a bad history of tum issues so plugging isn’t something Miss forces upon me). She accepted this request with a caveat that I would also be receiving 20 punishment spanks due to me having not done the tasks. Then I would be plugged & caged (this happened before the spanking) which I was grateful for as the spanks did definitely have the extra sting of a punishment spanking.

 

Once this was all done I proceeded to carry out several of the tasks (annoyingly the hoover got clogged during so took longer than I’d initially planned, pesky hoovers). But Miss was happy with me having got on to do them hastily in response. I think she was happy that there was no complaint about any of her plan at all I just took it as she told me.

 

This evening, still caged I shall be presenting Miss once again with lube and a plug (she allows me to choose) as well as having some play time a little later all focused on her.

 

:happy sub:

 

As always please feel free to message or comment.

14
Mar

Long day of work followed by a nice surprise

I spent most of today working on various bits and bobs, which altogether felt rather satisfying. Especially since upon waking up I listened to Miss having her usual morning shower (I evening shower and actually did so caged last night). When Miss came back through to the bedroom I was told to slide down the bed, Miss had decided I could give her a good start to her day with my tongue so of course I licked whilst she mounted my face. Very good way to start a day covered in some of Miss’ juices.

During the day the cage was strained several times whilst I couldn’t help but think of Miss, it also occasionally decides to all the contents to rub a little so some moving around can be required as its not wholly pleasant when it does. After the long work day we went to a local supermarket got food for a decent amount of nights (Miss is making me cook “Dressed in something pretty” this evening). When we got home I put away everything we had gotten then was taken to the bed room and told to stand at the side of the bed, Miss had the wand in hand and I wasn’t sure if it was for her or for me. Turned out Miss wanted to use it on my incarcerated cock.

After a few minutes of intense vibrations of metal, cock and a lot of straining. Miss once again told me to lie down on my back. She mounted my face, underwear still in place with a nice wet patch right at my nose (and can I tell you she always smells just as sweet as she tastes…) after a few moments and her once again putting the wand on the cage, she said I could move them to the side which I immediately did so I could get a taste of her. She ground herself against my tongue while bringing me to orgasm in the cage after which she didn’t take long to reach her own. Good day was had by all xD

13
Mar

Few days in and going strong

Yesterday evening Miss had me use the wand and a dildo on her whilst I stayed locked, it was amazing watching her ass bounce whilst I fucked her with the dildo and held the wand in place. I was so deep in sub space during it I almost stalled when she asked me to talk to her whilst I was doing it. After my momentary pause I proceeded to start telling her how much I’m her toy and she can have me do as she wants. After Miss had cum several times from this we just lay and cuddled for a bit.

Today though my mind has practically permanently been in a kind of muted sub mode, I’ve constantly had my thoughts drifting back to Miss, either from the concert and her rubbing against me. Or to last night, or even just us on the couch together. Making it a little difficult to concentrate on work but not in a bad way at all (made for a much more interesting work day). This evening we’re off out to a friends house, we were originally going to stay in but the friend eventually let us know that tonight was still on, its nothing kinky etc. but should be fun. Of course the final say on whether we went or not was Miss’ though and I’m due to pick her up in an hour or so.

 

2
Aug

A relatively successful evening

After last night’s horrible time, and my foul mood. Miss thought it might be an idea to do something different, she wasn’t in the mood to be fucked with the strapon. So she played with the wand, whilst I was to edge and count out each and every edge. We did this for 20-30 minutes, with Miss doing an amazing job of holding back her own orgasm. I myself managed to edge 14 times, with the first 4-5 being very quick. The edges after that first lot got progressively longer to reach, I’d actually got a bruise and some sore tissue due to the erections in the cage so it actually got sore to edge after the tenth. After the 14th Miss told me to fuck her, cock and all. Obviously I quickly got ontop of her, she was still holding the wand in her clit and with Her cock fucking her She came a couple of times, I’d asked if I could cum myself which she answered yes too. This time though after the 14 edges, I found myself unable to reach the edge, nevermind actually cum. I’m glad that Miss had fun (and I did too), but damn one day cumming and missing out on an amazing blowjob, only to be followed by being allowed to cum and not be able.

As always question, comments etc are always welcome.

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