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Posts from the ‘Humiliation’ Category

16
Dec

Christmas shopping and walking the dog

I managed to finish my Christmas shopping on Tuesday, I took the day off work so that I could get it done with and by jove I did it!

On the way home I did nip into a local sex shop, mostly to browse and be out of the house in leggings with very visible boobage (seriously bra adjusting has done wonders to my bust!). I stopped by on a quiet night road to take my trousers, socks and jumper, then headed straight to the sex shop in my 3/4 leggings, stockings, t-shirt showing off clear boobs. Parked as far from the door as the small car park allowed, then in my heightened horniness forgot the mask so had to go back to my car and recross the car park. 2 other customers browsing, and 1 staff member just to add to my mild humiliation.

I did a full loop slowly round the shop, and picked out a glass plug nearly straight away. Then continued browsing whilst the other customers paid, also picked myself some nipple clamps. Picture showing some leggings

Today was a looong old day of work, lots of meetings and having to take the car to the garage followed by virtual Christmas party with my team. To add some spice to the day I was once again in full underwear underneath my boring boy clothes. We did however get a brand new sofa which has been lovely. Then this evening I got a bit daring taking some pictures for Miss on the evening dog walk.

10
Dec

Some fun on Wednesday and living in stockings

Delayed post with a bit of a thing about our fun, Miss had ordered me stockings for Christmas and has given them to me early (we’re spending Christmas with family) and other than today I’ve spent every day wearing full underwear including stockings switching between using suspenders or straps from the corset on days I was wearing that. It really does make a huge difference on feeling my legs under clothes and constantly reminds me of my sexy underwear (especially walking as the straps rub lightly against my skin).

Onto the Wednesday fun, after a day of being in the office with constant hesitation on whether people could see my suspender straps when/if my tshirt rose up I got home to Miss saying it was time for me to do things to her. We warmed up with kissing, touching etc. and then Miss got on all 4s and I was licking her from behind whilst Miss teased her nipples, during this I leaked on the bed and Miss came a few times. Then I was told to go uncage and I could have a reward of fucking Miss, problem being that after leaking all over the bed lets just say “he wasn’t prepared” and in substitution I was using my hands whilst trying desperately to get hard. Multiple orgasms later from the vibrator, my fingers & me furiously trying to get hard for her, Miss collapsed on the bed and giggled at how at this point he finally started to rise now that she was spent.

So both an amazing, humiliating and frustrating experience (what I got into chastity for really isn’t it).

5
Dec

What’s under the covers, and sometimes over

So it’s been a long while since I’ve made a post at all and figured it made sense to put something together with a few pictures and such as way of a mini apology for the time.

So blackfriday & generally wanting some more sissy dress up clothes came together and got Miss’ boy on a small shopping spree. picking up bras, suspenders, panties and a corset. All of which I’ve fallen in love with and now wear daily, I’ve had a few bras from shops and such but went a little ham on getting some sexy sets xD. I’ve got pictures of 3 of them below and then a few pics of Miss wanting to see as she’s just described it moments ago “the merchandise”.

We have been doing a bit more in terms of me dressing up around the house and under silly boy clothes lately with me being in dresses, just the underwear or such and I’m loving it. We were actually out today and had an older gent stop to ask us directions and before he spotted my stubble (Miss doesn’t want me shaving which I’m fine with) he said “Hello ladies” and once we’d given him help with the directions and drove off I said to Miss “Is it bad that I kinda liked him saying that”. Miss has also been a bit happier demanding me show myself off when we’re out (obviously not forcing our kinks on others etc. and making sure its safe).

Out and about while whatever the weather as proven by the snow on the ground in one of them! I love my Miss so much xD

I’ve also been spending ALOT of the time plugged up and in stockings which just make me feel sexy xD

Last couple of pics I promise one to show (to the eagle eyed) my plugged up sissy hole and the other to show my working day casual style.

Yesterday was a really fun day too, we had a couple of friends around for a games day where we played board games, caught up, had delicious food and then listened to some music before I dropped them off home. After dropping my last friend home I found a quiet place and stripped down to my stockings, panties, bra, suspender belt and plugged up sissy hole. Wearing just that I started to drive home (taking a slightly longer route), now this was at 2.40am so few people around but “some” and some stopping next to me or around me etc. I felt so exposed, slightly humiliated and so freaking horny. Whilst I was going I did leak into my panties and on getting home put on my boots, picked up my trousers & top and walked back into the house in naught but my sexy underwear then had to spend some time chilling out as I always do after doing games day drop offs but this time feeling sexy.

30
Sep

Cumming up to Locktober

So having been locked for quite some time now, basically since August 15th! (easily a new record for me). We are coming to that time of year, with Loctober, NOvember & No Nut December. I don’t know if Miss has any ideas on them but I’ve been wearing a bra regularly since getting one and had my first day in the office yesterday which cause my self consciousness to rocket but my horniness to raise too. We’ve managed to have a few times playing since I was locked which has been really good.

Looking forward to this weekend we’ve got a couple of friends coming over for playing games, I’m planning to clean my guts today or tomorrow in preparation for the weekend I do like being able to feel sissy even if its under boy clothes whilst the friends are round.

21
Dec

A very interesting evening

So following the UK changes to Christmas & the tier system our family plans took a major hit, which lead to me needing to take a trip to collect presents so they can be shipped to my sister. Normal drive there (although plugged, wearing fishnet tights, and a pink basque) but on the way back Miss had decided that I was to change out of my silly boy jeans and into a more appropriate skirt. To be followed by sending picture evidence, now the road between our city and Manchester is hilly and remote but fairly well travelled so I had to find a spot to stop over.

After finding a spot, I turned off the engine took out the key and ran to the passenger side of the car. Taking my shoes off outside lead to cold feet but I was too excited to care. I hurriedly took off the jeans and started taking a few snaps for Miss to enjoy, at which point cars started passing me stood in the dark next to the car (inside lights on) full beams of these other vehicles in my direction, I have no way to know what they saw but it made my blood pump so fast thinking someone may have seen this sissy little bitch by the road side, or thought they just got a view of a woman changing.

After letting my heart slow a little I got back into the car and moved on thinking of home and Miss, it wasn’t till I got to the next layby that I thought it was a nicer spot for some outside the car snaps getting excited again I was out of the car without any hesitation this time a few cars rushed by and I knew I looked hot as fuck and didn’t care what they saw, again out comes the phone and snap snap snap flashes in this black wilderness occasionally sprayed with car lights.

When I got home eventually after driving through McDonalds drive through all dressed up and masked to pick up our food I find Miss on the couch with our puppy all snuggled not feeling herself. So we ate looked after our pooch and I took her for her nighttime walk, several times having to bend right over (no one around) to stroke a very nervous slightly poorly pooch.

And that leaves me here, dressed up and horny but wishing a pooch and Miss to feel better.

3
Jun

An exciting dream

Last night seems my mind couldn’t get a break from its horniness, when I woke up this morning found myself struggling against the cage even more than normal after my little nocturnal movie.

Slept through the night but woke with a memory of dreaming the following…

Miss had me fully dressed and plugged late at night, took me to the car heels and all then had me drive out to the countryside. It was when we got there she had me get out of the car and bend myself over the bonnet of our car, arms outstretched. She then tied one of my wrists, ran the rope around the car and then tied my other wrist. She did the same with my legs, so I was there fully dressed up all slutty and spread eagle bent over the car.

Once she had me right where she wanted me she proceeded to pull down my g-string, took out my plug and started licking my hole like it was her first meal on months. After she’d had enough of eating it she spanked my ass raw, with some balls slapping for good measure. Then she got some toys out of the back of the car and fucked me senseless until I lost track of time. Then she untied me had me lay on my back and face fucked me till she’d cum so much my face was covered with her delicious juices. Then without letting me clean up had me drive us home for some after play cuddling on our couch.

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).

23
Sep

Why I like being dressed up

So I imagine different sissies have different reasons for enjoying/’enjoying’ being dressed up. For me it’s definitely enjoying it, I love Miss choosing out my clothes (the control aspect is amazing), and dressing me up in skirts, sexy women’s clothes and other cute items adds a level of humiliation to it.

I am loving the extra control Miss is taking, having me plugged more (which to be honest was mostly due to my guts) and making me do things whilst dressed (the drive out as I explained in the earlier post).

I think some of my reasons for wanting the dressing up aspect are based on my own life experiences, I recall being about 14/15 and playing truth or dare with a friend and I was the one pressuring to be put into his mum’s clothes, when I was even younger helping paint at home I was put into one of my sister’s skirts and had my family laughing at me. I think these things impacted me to such an extent that I really do immediately although not always noticably become humiliated with recollections of the painting incident, the somewhere internally I connect humiliation to arousal and enjoyment.

Psychologically I connect all these things to positive things despite the more often negative impact humiliation has.

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

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