Sissy Dreams

Sub sissyboi...

[heathersissy]

Smoking in Pantyhose a Mini Dress - enjoy my feminization.  Please comment...

[heathersissy]

Instagram Ballerina Boy...

See this Instagram photo by @heathersissy79 • 4 likes

Surely it’s normal for a guy to be soooooo excited by the arrival of one of his ballerina costumes...

[heathersissy]

I’ve just ordered the items below from everything5pounds.com. It’s such a fab website and so hard to to buy loads of items. Click on each image below to read a nice sissy caption! Ple…

[heathersissy]

Sissy Ballerina Fantasy

I don’t know why but I was recently struck by just how deliciously sissy it would be to dress as a pretty little ballerina. A totally feminized and emasculated sissy clad all in a pin…

I think this speaks for itself and shows how much of a femboy sissy I will be in 2017!

[heathersissy]

I’m thinking of ordering a personalised necklace for my first public outing.  If I was to buy one then what text should I get on it?

“Heather”, “Sissy”, “Femboy”, or something else?

[heathersissy]

2017 Goals

Public Goals – my first time out in public! I will go out in public as Heather for the first time in 2017. It will probably be towards the end of January and to the TH Club in Dublin. I mig…

[heathersissy]

Crossdresser Wig Removal Video

Heather, a bratty feminized sissyboy lost a Tumblr bet: http://heathersissy.tumblr.com/post/153688927355/i-really-dont-think-its-possible-to-get-1000 Poor li...

[heathersissy]

I really don’t think it’s possible to get 1000 notes in a month or so.  I’ll even commit to posting a different wigless video for every 1000 notes I get.  It’s fun and a bit scary but I’m confident I won’t get too close to 1000!

[heathersissy]

Gift Message Sissy Humiliation

I'm about to order 8 pairs of high waisted panties from M&S for collection from the store. I can add a 240 word "gift message". Any sissy suggestions!

[heathersissy]

Chastity and Panties - Day 4 of 14

http://heathersissy.tumblr.com/post/153688927355/i-really-dont-think-its-possible-to-get-1000

So today I went for a black stretch satin panty.  It provides quite a lot of coverage and covers my ass in a gorgeous slippery satin!  This is also by Penneys/Primark.  I think during the week I’ll go a bit “gayer” and wear some pink.  Pink is very scary as if anyone catches a glimpse over my jeans it’s impossible for anyone to presume they’re male underwear - especially if they’re pink lace!  Today’s panties feel wonderful though - comfy and sexy.

If you want to expose me as a sissy then reblog and like this link!: http://heathersissy.tumblr.com/post/153688927355/i-really-dont-think-its-possible-to-get-1000

[heathersissy]

My vid is available below.  It is currently “unlisted” on YouTube.  You can still vote before 31 December to see if you can get me over 2000 notes.  I honestly didn’t think this would happen :(

https://www.youtube.com/watch?v=9q9JJFfUeKc

I really don’t think it’s possible to get 1000 notes in a month or so.  I’ll even commit to posting a different wigless video for every 1000 notes I get.  It’s fun and a bit scary but I’m confident I won’t get too close to 1000!  1000 notes = 1 wig removal video, 2000 = 3 wig removal videos, 3000 = 7 wig removal videos, 4,000 = 15 wig removal videos, 5000+ = ALL of my wig removal videos!  I seriously hope this doesn't happen.

[heathersissy]

Panties and Chastity - Day 3 of 14

Today is only day 3 of 14 and already I’m feeling incredibly frustrated!  Today I chose a nice pair of white panties.  I find white panties possibly the girliest (with maybe the exception of pink panties).  These are nice and clingy and feel fab against my smooth girly bottom.  I bought these in Penneys/Primark and think I might need to buy a few more pairs!

[heathersissy]

Panties and Chastity - Day 2

So these are my panties for day 2 of 14.  They are feminine and sexy but also very comfortable.  The front is a satin and lycra mix with a floral pattern and a cute little bow for extra girliness.  I really should buy some more floral panties as they are very girly and so emasculating to wear.  These panties have a mesh rear which feels great and also shows off my very feminine derriere.  I am already feeling quite frustrated especially as my little sissyclit is encased in gorgeous lingerie 24/7 now...

[heathersissy]

14 Days in Panties with No Release!

Following on from my previous post to decide how long many days I would wear panties for and get no release.  This adds a double humiliation to my frustration.  In 12 hours my post got 14 notes so I’ll be a pantied and frustrated sissyboy for 14 days - that is until December 14th!  I honestly didn’t think I would get so many notes in just 12 hours - I thought I might get 5-7.

Anyway no my 14 days of humiliation and feminization begins,  It was suggested by sissybimboswallows that I post pix of the panties I wear each day.  I think this is a good idea to further increase my feelings of feminization.

So for my first day I won’t be wearing panties as such (I hope you’ll allow some freedom for my femininity) but a pair of open back pantyhose just like the picture.  I love the feeling of my pretty exposed bottom peeking out from the sexy pantyhose.  I will also feel the eroticism of knowing that I won’t be getting any sexual release for 2 weeks...

[heathersissy]

Decide How Long I Stay in Chastity and Panties

For the next 12 hours only (that is 7am Irish time) you have the chance to decide how long I remain frustrated.  To make this doubly humiliating I also have to wear a pretty pair of panties for each day I can’t cum.  I’ve lots of pretty panties, pantyhose, and stockings and garter belts to choose from.

So for every note (like or reblog) in the next 12 hours only I will wear panties and not get any release for a day.  I don’t think I can get too many notes in 12 hours but who knows?

[kinatropin]

So this is his room?  A little girly isn’t it?

Of course!  If I’m going to hypnotize him to be my sissy maid, what do you expect? Football posters and superhero bedsheets?

[heathersissy]

Such a perfect dress for me right down to the frilly ankle socks!  Of course chastity would be used to insure I remain pretty...

[ultrafaggitkiki]

[mandylovesall]

Yes 👍

[sissydonna]

Where Boys Will Be Girls