Challenge Number 4, the butt plug!

Well I can honestly say that I achieved this under difficult circumstances (well it was very warm in the UK last week!) I actually did this challenge last Tuesday as knew the end of my week would be busy so its taken nearly a week to report back. I grabbed a pair of cute black panties, my plug and some lube and brought them to work, I knew the afternoon would be quiet so my plan was to get my butt plugged around 3pm and spend the rest of the afternoon with it in.

This is my actual plug on my desk, it comes in a velvet bag, how cute is that! It is heavy and so smooth, I wanted a pink gem but all sold out so went with ruby.

I visited the disabled toilet at just after 3pm (I don't like to use it as its for disabled people but as far as I knew there were no likely user in the building). I stripped off and put my panties on. Then lubed the plug all over including the stem and inserted a lubed finger in my hole. The plug went in quite easily and loved how once pushed in sucked the plug flush with my butt cheeks. I did take a video of the procedure but wont be showing it here. I could not help playing with it a bit but then remembered to get back to work and got dressed again.

Sitting at my desk I could wiggle and feel it inside me and I had a permanent semi. After an hour it was starting to ache round my hole so I went to the toilet and moved it about a bit which helped a lot and the last hour flew by. I then went to change and when I popped it out I felt empty and light, so I popped it back in, then out, then in, oooh so nice! I took another video!

Then I cleaned up and left, I felt so horny that night!

Challenge number 3, part 2

Once back at work I managed to take a picture of my new hold-ups while in the office and sent all the pictures taken so far to my master Mark for approval. He appeared to be pleased with my purchase and was eager to see them as much as I was eager to wear them! But my plan was not to wear them that day but the following day.

That night my boyfriend and I had a nice chat and he let me know that I should wear panties for the pictures which did seem like a reasonable request. That night I packed a pair of panties in my bag ready to change into. It turned out that it was going to be the hottest day of the year so far so I was glad to have not worn panties for my cycle in to work.

I was hoping my boss would go home a bit early, while I was staying late but no luck so at 4pm I announced that I had to go to another lab in another building to check on something (not unusual in my job) and off I trotted. I went to the toilets in the canteen which I knew would be deserted and locked myself in a cubicle. I stripped off my shoes, socks, jeans and pants and then from my pocket removed the cutest pair of panties I own and slipped them up my legs to cradle my little clitty and sack. It did feel so good. Then I gathered one hold,-up and then carefully rolled it up my leg flipping the rubber sticky top over. The I repeated with the other and they felt fantastic, it might have been hot but I did not care they felt amazing.

Now I knew that I should have got XL but that was not an option and these might be a little low but then who minds seeing a little top leg lace? After a few pics I put my jeans back on and then my shoes (who needs socks) and headed across site. Walking about did feel so exciting and I was loving the feel on my legs and the satin panties of course.

After checking on my job I returned to my office and my boss was still working. I sat in my chair, feeling my thighs, stretching my toes, I could not concentrate on work at all. After half an hour I was thinking of going home so went to the disabled toilet (I was changing my shirt for a tee shirt as well) I got a few more pictures to show Mark and then took all my girly clothes off ready to be worn another day.

SISSY CHALLENGE 3, HOLD-UPS REPORT part 1

On paper this might seem like an easy task and for some of you I am sure it is, probably not a challenge at all. For me it was quite the opposite. First I would like to say that being married and keeping my sissy side a secret can be a real obstacle as well as organising to go out. I want to go out more so that when I want some sissy time it will seem more normal to my wife that I am just going out to see friends, music or whatever.

To complete  the task I would have to go shopping, I work in the town next to the town where I live and I know lots of people in both towns so even shopping can be fraught with danger. I decided that shopping at lunchtime would be easiest and I have visited Primark a few times and knew they had a great lingerie section. I skipped my lunch with my colleagues (told them I had a couple of errands to do) and headed into town, first stop was Primark and I went straight up the stairs and into the fabulous girly underwear section. There were a few ladies browsing the clothes and I walked up the knicker isle and down the tops isle but no tights, stockings or hold-ups to be seen. I ventured all the way into the ladies clothes (saw a few nice items) and into the kids section. Still no hold-ups!

Back down the stairs I went and then noticed that the ground floor had the hosiery section, silly me I missed it!  From a distance I could see the plastic model legs displaying the various stocking material, fish-net, glossy, high denier etc so I knew I had found my section. There were 2 whole racks of tights, stockings, pop socks, shaper and all manner of things, I browsed it all, my heart was beating fast, I felt hot and bothered but I wanted to be a good girl and complete my mission.

I checked the hold-ups section and no white at all, I flicked through all the hanging boxes to make sure, so what next? The natural ones looked just normal, they had fashion ones with 3 rings at the top but I thought the glossy lace topped ones were by far the sexiest. I read the back of the box to check the size, 6 foot tall, size 14, makes me XL, well there were no XL so I went L. I took my purchase up to the desk (I did not have a basket) and within a minute I was handing over my cash. Then I was asked by a nice young man if I want a bag? Now why did I not think of that before, I would need a bag so I accepted a small paper bag with Primark printed on it.

After that excitement I decided to go back up the stairs to the lingerie and take a couple of pictures to show my boyfriend (not sure I am allowed to call him that yet but for the sake of my report I will!) what it was like and where I had been.

Then I was back into the town centre with my gay little Primark bag swinging in my hand. After buying some fuses for the car (boring) I went back to work safe in the knowledge that part one was done and now just needed to wear them and show them.

SISSY CHALLENGE NUMBER 3 - HOLD-UPS

After a weeks rest, plenty of chat with my special guy, tonight he set the new challenge. I was so worried he would want me to do something that would be way beyond my limit rather than training me up but he was very fair. I have to go shopping for some white sexy hold-ups, then put them on at work and take photographic evidence.

So I have bought stockings on ebay and tights in Tesco but this is something a bit more special. I could go to Primark as they have great lingerie range but would have to be careful not to get spotted. Debenhams is a bit further from work but I bet they have some nice items. So where else might I go?

I have been told to browse the tights and stockings, choose the sexiest and the right size and if asked tell them they are for me. Then there is the changing in the toilet and photographs, might have to work late one night to accomplish this.

Panty Wednesday Report

After Mark made his selection of which panties I had to wear for work I found an excuse to go into the loft and raid my stash of girly finery. I quickly searched the bags and pulled a few pairs of panties out, a couple of skirts, 2 bra's and finally the pinafore dress I want to test with my new white blouse. I hid them all in a box for a game which I then hid on a shelf in plain sight!

That night before bed I checked the panties but could not find the ones Mark had chosen so I went with the brightest pink ones as Mark had said that they should stand out if exposed. I crossed my fingers that they would be good enough and that I did not fail my second challenge at the start and have to take the humiliating consequences. All night I dreamt about wearing the panties and being found out, and having to wear a bra and even a skirt (as suggested by my darling).

I was first up in the morning and slid the panties on, they did feel good and fitted well (12/14 size) I enjoyed the feel of them as I walked down stairs and got my breakfast but I did check to see if my t shirt, when untucked, would hide any girly colour. It looked like I would be safe!

After breakfast I was feeling very sexy so took a couple of pics and sent them to Mark on skype so that he knew that I was taking his challenge seriously. Cycling to the station was fun, my bum slipping on the saddle, then taking my waterproof trousers off on the train while standing was not so much fun and I was paranoid my t-shirt would ride up while I was trying to get the legs over my shoes.

Work was interesting, at times I could not concentrate just kept thinking about the cute girly knix I was wearing, I got another pic while in the toilet just to show I had not backed out. Mark seemed pleased with my efforts. I was extra careful changing my t-shirt for a shirt before my meeting, I did not want my co-workers seeing my pretty lingerie! and then the day was gone, I was back home, shopped with the wife (with my panties which where way sexier than hers!)

It did make me think that I should have ordered that cock cage to stop my little thing getting all excited.

Maybe I should wear one of these for occasion like this!

2nd Sissy Challenge

I was still coming to terms with (and erotically enjoying) my first challenge and then another is thrust upon me. At first it was just a question, sort of hypothetical and we talked around the subject for a while, I guess Mark was working out the boundaries and trying to set the level of my un-ease just enough so that I would still be compelled to accomplish the feat. Well I said I would do my very best to please Mark so I had to accept. Although the second time of asking was more of a command which certainly got my full attention!

So what was the challenge you are all thinking, well its to wear a pair of panties to work and send photographic evidence. Mark gets to choose the panties and I get to choose the day but it has to be within a week.

I sent Mark a selection of pictures of me in panties and after some deliberation he choose a pair. The problem is I have them hidden away in the loft so now need an excuse to extricate them. Putting them on in the morning should be no problem but I will be so conscious of them all day and probably be in a state of excitement as well. Hopefully I can get a picture during a quiet moment even if its a visit to powder my nose.

I am confident I can achieve this so not worried about the consequences which have been vague but I am sure over time all will be revealed! I am trying not to think what the next challenge will be, please post any ideas for Mark as he is an avid reader of my blog (which is why I have to write so much!) maybe it will be a sissy assignment, sort of girly home work, I had to do some years ago which meant posting pictures on certain subjects and writing comments on them and going to other websites and putting myself about for some exposure. Who knows!

These are the panties of choice!

and these are a pair he wants me to buy, they are very cute and sexy!

Janine xx