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 4, plugged at work

So last week I was set anew challenge (it was late last week and been away) and it is a great one! Its not shopping or dressing as such but its still physical. I have to wear my butt plug at work and spend some time wriggling about on it. Not only is this to show that I want to be a sissy but also that I want to have things in my bum, and when I say things what I am really saying is a cock in my bum which makes me a fag (hope that does not offend anyone I just like the word). I do have to wear panties as well and take pictures but it will be very, very exciting I am sure!

This is my plug, its stainless and heavy (medium size) I have some ky jelly to use and must wear it for at least 2 hours.

Here is a video of what I will be doing (this is not mine!)

Inserting a butt plug

Found Out!

Dressing for Business

While chatting the question came up "what would you wear if you were a professional business woman" you might say wear whatever you like or you might want to dress to give the look that you are smart and professional. Now I like that power dressing sort of look, its got that uniform vibe and girl in a mans world kind of thing. As a sissy I love all of that so I went to pinterest (https://www.pinterest.co.uk/janinesissy/) and found a bunch of pictures that got me all excited. Now just got to find a daddy who wants a PA to do his bidding (and he knows what she will  be wearing)

This is very much the uniform look, love having a jacket and the blouse is very much sissy territory.




















Not my normal choice of colour but its smart and the skirt my preferred length, love the way the jacket is tailored.










Would be great to stroll around the city like this. So pretty!














The blouse is a great shape, its like a halter neck but with full coverage. The skirt must feel fantastic and dig the cute bag.

Love this look but might be a bit much for a board meeting but as a PA would be fine for me!Leather is always good and the sheer top....yes please!

















Yet again I pick a halter neck, this dress would be fab with a black jacket, or a pink jacket come to that. Dressy yes but then after work lets have a drink babe.











LBD that would be great for work, stretchy body will look great and pretty top. I would wear this at the drop of a hat.














Love the heels, great skirt and a jumper that lets you know she has boobs. I could hide mine under there as well,













Last of my picks, its ticks my boxes, sheer top under tight short dress, boots, would I look like I was dressing under my age, who cares!














Hope you enjoyed my choices, please let em know and get in touch, here or skype, would love to chat! Janine xx

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.