Showing posts with label crossdresser. Show all posts
Showing posts with label crossdresser. Show all posts

Saturday, 9 July 2022

Under Dressing

 I can't remember when I first heard the term underdressing but as soon as I did I knew what it meant as I had done it so many times before. Most of my experirnces have been some form of underdressing, at work, travelling, evening trips out and I have always enjoyed them. Bras with forms in and blouses have always been the most exciting but tights and suspenders are also such fun. This slip or dress looks ideal for that secret rendevous not sure if the suspenders are part of it but if not then I would have to wear a suspender belt. Looking forward to my next under dressing session!




 

Monday, 16 November 2020

Sissy ID

 


Thursday, 4 July 2019

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.





Sunday, 24 March 2019

Sunday, 11 November 2018

Girly Hair style

I would like to have a girly hair style, I used to want long hair, then bunches were my thing but now bob's are my favourite!



Monday, 3 September 2018

LETTING ME CHOOSE

She asked me what she should wear to the party, everything I selected she said was too tarty, and I was just choosing what I wanted not what would be good for her.


So she wore the dress, we left early and on Sunday I wore the dress with stockings, suspenders, bra, panties and heels for 4 hours before I asked to change.....I wished I hadn't asked.





Monday, 27 August 2018

Thursday, 26 April 2018

TRIP UP TO NEWARK

Well I did it and had a great time. I stopped at Biggleswade for petrol then pulled up in Sainsbury's carpark. It was quite busy but I put my bra half on before whipping my top off and then pulling it up, then I quickly got my blouse on and fumbled with all the buttons. Once I had it on I felt great and did not worry who was looking. I clipped my hoop earings on then got back on the road. Just feeling the swing of the earings made me feel extra girly. Lots of traffic so I took the stationary time to stuff my bra and gave myself a nice c cup. Was fun when I pulled up next to a person in the passenger seat and they looked across!

Then I decided to put on my lippy, the lorry driver behind was amused I am sure! I did not do a great job but the smell and taste was so erotic. Glancing in the mirror I could see a cute girl (to my eyes!)

I banged on my girly mix tape and enjoyed all the sensations to Grantham. Loved how the seat belt split my boobs.

On arrival at Downtown I parked on the far side, it was quiet as was shutting in 5 minutes, it was also raining a bit. I took my shoes off and put my heels on then got out of the card, heart racing I can tell you, and got my wifes dark pink waterproof jacket out of the boot. I slipped it on and casually walked over to the doors. I did not do the jacket up as wanted to show off my bumps. I walked along the side of the shop and checked my reflection in the window and with my hair parted I did look like a woman, vaguely. I had already passed a few people and nobody was interested so I walked into Downtown and looked at the list of what was where as i wanted to use the ATM. I walked further into the store and scanned the shop, a couple of assistants looked over but no reaction. Then I strolled back out feeling great!

After looking in the window again with one hand in my back pocket to keep the coat out of the way I stopped to have a smoke. I sat on a bench and crossed my legs and watched more cars leaving then walked back to my car. I felt so happy and before I knew it I had produced the pearls I had not worn.

Then there was the way back......

Monday, 23 April 2018

FIRST SISSY OUTING OF THE YEAR!

Tomorrow I am driving up the A1 from Stevenage to Newark on my own so I thought well maybe I should spice it up a bit! So I have packed a girly outfit and my plan is to stop for petrol early on and while in the car park change into a bra and blouse and my hoop earrings then drive until I get to the sex shop (Pulse and cocktails) maybe pop in there or carry on to Grantham services and downtown shopping which might be closed by then but my plan is to put my heels on with my jeans and take a break. Its not like going out fully dressed but it will be quite exciting for me!

After that change back to normality......then on Wednesday afternoon I will be driving back so stop at services and do a complete change with stockings and skirt, lippy and maybe my wig and stroll around a bit or drive back to nearer home then change again.

Maybe I will get some pics on my phone, if so I will post them. At the very least I will show what I wore. Wish me luck!
Janine xx

Friday, 30 December 2016

LONGING TO DRESS UP

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Wednesday, 14 December 2016

SKIRT UPDATE

Having taken my wife Christmas shopping twice I decided to show her the skirt as a pre Christmas present as I did not think she would like it. I told her that it looked a lot better in the pictures and that late night shopping was never a good idea. She had a look and held it up to herself (I thought it looked hot!) but said no it was not really her thing so I said I would send it back or something as was not expensive. She did say thank you and I was a love and gave me a kiss so all good. Now I can keep it in my stash and wear it so I can look hot!

So what next.....this is my ebay watch list...


Not really sure what to go for next, have to havea good think but some 15 den tights are on my shopping list!

Sunday, 13 November 2016

STUPID SISSY MISTAKE

So on Wednesday night I placed my order for the cute pvc miniskirt and checked the confirmation of delivery to Argos would be to my mobile. Thursday while having dinner with my family my wife asks if I had bought anything on eBay as a paypal receipt had arrived in our inbox! I stuttered a bit, she said it looked like something I might buy. So I said yes and that it had spoilt the surprise some what.

In the past I have bought my wife some sexy clothes but not to much success and previously said I would not buy her clothes that I thought were sexy and she thinks are just cheap slutty stuff. So now I am in a bit of a dilemma, if she would wear the skirt (the size is appropriate as she is 10/12 and I am more 14 and its 12/14) then that's great but really its for me and I want to wear it so is this the time I say that I like wearing girls clothes? and if I do how much do I confess to?

I am glad I did not add the jewelled but plug and 15 den tights to the order as I nearly did!

Janine xx

Might be me soon!

Thursday, 3 November 2016

MY NEXT PURCHASE

It feels like its been ages since I treated myself to something special and girly so I decided that I would have to get myself a new item of clothing (what else!). Its always tricky to decide and I like to either just go for it without much thought or go the other way and look at all the available options. There is the colour, the fit, the shape, the size, the cost and the ability to actually purchase it. Lets be honest I would love a wedding dress but would need to try before I buy and where to store such a garment and how to buy one!

So I have to set my sights slightly lower, ebay is a good source with collections from Argos so that is probably where I would start my search. Of course I already have a host of items in my watch list and love looking at the suggestions from ebay as well (some are great, some not so good!) Then there is my pinterest account which gives me plenty of ideas and a handy place to store my thoughts and then all the other porn, story, tumblr sites I use. and what does it come down to.....

At the moment I have a passion for a faux leather skirt, I have tried a couple of PVC skirts in the past which were not great but I love the look and feel so want to try again. Something short of course and tight to show my butt so thats where I will start!

This looks like lots of fun but not exactly what I was looking for.


I do love a peplum but maybe not sort enough for me
This looks good (love the boots as well!) but maybe a little thin, something lined would be nice.

Let me know what you think and any suggestions.

Tx

Janine xx

Sunday, 18 September 2016

SISSY CAPS


Just a couple of caps I do, hope you enjoy!

Wednesday, 27 April 2016

GOING OUT


Tuesday, 2 June 2015

SISSY ASSIGNMENT 4: SISSY CAPTIONED IMAGES

My next task was to create 3 girly caps with at least 1 of them with me in it. Well I did all three with me in and I am very scared about posting them but feel I have to so here we go. Please comment and repost so that I might get a girly treat.