Heather the Sissy Princess

Heather is a feminized sissy princess who's usually a straight guy but is often humiliated and transformed into a gorgeous sissy doll.

Wednesday, December 12, 2012

Goddess Bethany's Barbie Boi

This weekend I'm going to make some vids for Goddess Bethany to post wherever she likes so I can't remove them. I'm quite scared. Here's some of the stuff we chatted about: Heather: Hi Goddess, next weekend I'll be making some sissy vids and I thought it'd be interesting to give control of some of them to a gorgeous Goddess so she can post them someplace I can never remove them! If you're interested let me know. If I get no response by Wednesday I'll have to approach some yucky Masters. My fetishes include using my cock shaped dildo, eating petfood, wig removal exposure, chastity devices, and applying makeup. Thanks for taking the time to read this. Kisses H. Bethany: My my, that sounds delightful, Heather. I actually feel quite honoured. Good girl. My email address is XXXX Heather: OMG thank you so much Goddess. Have you any preferences for something you would like me to do or wear? Sometimes I wander into my back garden but find that quite scary. I think once I email them to you I'll feel deeply humiliated knowing you can post them anywhere and I can never remove them... Bethany: I will look through your photos and see if you have anything suitable. From looking at my uploaded pictures you can probably tell my taste. Heather: Yes Goddess, I don't have anything very fetish and am more of a girly sissy here's my youtube page: http://www.youtube.com/user/heathersissy here's my blog: http://heathersissy.blogspot.ie/ Bethany: This video is good, but the skirt is far too long. Crossdresser Trying on High Heels I think you should wear tights AND stockings and suspenders. Heather: Yes Goddess, I promise I'll only wear teeny-tiny miniskirts and dresses for you with your required hoisery Bethany: I like the schoolgirl outfit you wore in the video youtube rejected. Lovely ankle socks. High heels are a must, sissy. I prefer a very gothy look. Bethany: Okay I'll try some real dark lips, yes Goddess I must wear high heels. Should I try a wigless punky sissy look? I'll wear a school uniform for you too Goddess Bethany: Mmmm. Leave the wig on for now. Make sure you shave very well, all over dear. If you are very good you might get a reward. Heather: Of course Goddess. Should I wear my cocklock too? I wonder what my reard will be that's so exciting! I'm glad I can keep my wig on I think that would be a bit too much exposure for me! Bethany: I am sending your youtube channel to a friend, he will LOVE it. I'm not sure about the cocklock. Show me. Yummy! I would have you in black tights in that outfit, with white stockings and suspenders over the top. Maybe lacey ankle socks too, and higher heels. You have exquisite taste, darling. Sexy French maid seeks employment Heather: I actually don't have a pic of the cocklock, it's a CB6000 (I think it'd a 6000 anyway) I find wearing it incredibly frustrating - omg that quite's humiliating that you're showing me off to guys! Bethany: Would you like to see which guy? Heather: I have a new maid's uniform now but I'll wear it just as you request Goddess, thanks for complimenting me on my taste yes please show me the guy, if i don't wear the cocklock i presume i'm not allowed to cum Bethany: Is it tight? I prefer tight. You wear many gorgeous outfits, so hard to pick one! Heather: it's quite tight but has a flouncy petticoat, wow, is he a dom, i'm straight so find looking at guys very humiliating... Bethany: Yes, he is dom!

Monday, December 10, 2012

Pantyhose at Work

I wore my new pair of polka dot pantyhose to work today along with a pair of black clingy satin panties. They felt wonderful under my drab clothes. I plan to wear hoisery all week under my clothes.
Tomorrow I'll wear my white patterned pantyhose and a pink mesh panties.
On Wednesday I'll wear sheer pantyhose, no panties, and a maxipad. That should be scarily fun. On Thursday I'll wear black fishnet and black lace panties.
On Friday I'll wear black stockings which will be risky as the suspender tabs might create a slight bulge in my trousers. As I'll be wearing stockings not hold-ups there will be a risk of my stockings falling down if my tabs come loose! It should be an interesting week...

Sunday, December 09, 2012

Sissy Shopping Haul

A sissy like me is a very nervous girl when out shopping. The excitement ot so many clothes, heels, makeup, and lingerie all available for purchase. The delightful pleasure of knowing that the girl browsing through the dress rack next to you knows that you're a sissy choosing a dress for himself. After all what man holds the a dress up to himself to see how short it will be unless he's buying it for himself? What guy buys hoisery for his girlfriend, or false nails, or lashes, or red nailpolish? The answer of course is no guy buys these things in a store unless he's buying them for himself. And every girl in the store knows this as sissy Heather feels the texture of skirts, holds dresses up to himself, spends a long time selecting the perfect pair of pantyhose to match his red polka dot dress(white lace pantyhose), and then spends time holding nailpolishes up to the dress to get the exact colour match ("Party Girl" red!).
And then there's the added humiliation of buying a pair of pink fuck me heels. Heather didn't have any pink high heels and when she saw them she knew, even though it would be incredibly embarassing to buy them that she'd just have to have them. select
Then there's the black satin minidress which makes the perfect sexy secretary outfit, or can be worn with a miniskirt to give a satin blouse look.
Finally there's the intense humiliation of facing the cashier as the salesgirl starts to empty the contents of your basket onto the counter for all the gilrs in the queue behind you to see. Her eyes widen slightly as she starts to remove, not male clothes, but two pairs of pantyhose and a pair of stockings. By the time she's taking out the falsh lashes and nails she's visibly smirking as she's now certain that all the pretty dresses and other girlish items will soon be used by the sissy standing in front of her! I plan to make some proper videos dressed as sexily sissy as I can next weekend.

Tuesday, November 20, 2012

Wearing Panties to Work

I wore a pretty pair of pink mesh panties under my drab work clothes today. It felt soooo exciting in a kind of scary way. I love the feel of the mesh against my smooth ass and my tiny cock. Then when I go to the bathroom during the day I watch the panties drop to my ankles and I blush furiously at my sissyness. I also know that I'm probably wearing prettier panties than most of the girls at work. I wonder would any notice my pantylines? I wonder what type of panties I should wear to work next?

Sunday, November 11, 2012

Date Night

A Mistress gazes on her sissy slave boyfriend... "Well sweetie you look soooo pretty in your maid's uniform! Three weeks in a chastity device must be leaving you feeling pretty horny and frustrated. Especially when I dress like this! I look hot don't I? Do you like my new heels and seamed pantyhose? Unfortunately for you knowing that you're trapped in your cocklock turns me on. I love rubbing my lingerie clad body against your own lingerie clad body knowing that I'll be the only one getting an orgasm! I might release you tonight with a couple of conditions. You see, in a few minutes, I'm going to slip on a sexy black minidress and go on a date with a hot guy I met last week. I know you'll be fine with that as it's your only chance of release. Then after our date I'll bring him back here. You'll still be in your gorgeous maid's uniform. You'll answer the door for us, serve us a drink, and then lead us to the bedroom. As you know I don't give blowjobs but you will. You'll warm him up for me with your soft sissy lips. Before he fucks me to a massive orgasm. Then I might consider releasing your cocklock for a few minutes. But maybe I won't. Maybe you'll have sucked off a guy for nothing! It's up to you to take the risk, it'll be your choice to suck his big hard dick." She gave a satisfied grin as she saw the uncertainty and confusion on his pretty feminized face. She was looking forward to watch him be exposed as a sissy in front of a real man. She knew he was so desperate to cum that he'd hungrily suck her date's cock. He'd watch her be fucked. He'd have to suck the contents of the used condom. And then, with great pleasure, she'd inform her humiliated sissy that he wouldn'r be being released and that his wonderful display of fellatio was for nothing. It was going to be a great night...

Saturday, November 03, 2012

Heather Sucks Cock

Mistress Melissa finally "persuaded" me to link to a vid of me sucking a nice big cock shaped dildo I'd sent to her a couple of weeks ago. I was hoping that she'd forget that she'd ordered me to post it on my blog, but she didn't. She thought it would be fun to talk to a big dicked Master in the video as she knows it's even more humiliating for a straight sissy to be faggified in such a submissive and degrading way. So here I am. Dressed all pretty. On my knees. My soft lips painted and glossed. Perfectly pouted like a bratty princess about to be forced to do something she hates. If you've any ideas on how to improve my technique, please comment...

Tuesday, October 16, 2012

School Uniform

Mistress Mellissa has contacted me again and I'm both excited and scared. She ordered me to email her with one fantasy of mine so I told her about me desire to be forcibly dressed in a school uniform by some hot bitchy women. When I was in school instead of dreaming of kissing some cute girl I looked enviously at their uniforms. I so wished it was me in a nice satin blouse, a pleated skirt, and some white ankle socks and a pair of mary jane shoes. And of course a pair of clingy white panties and a nice little white training bra. So I hope Mistress enjoys viewing my latest video on youtube...

Sunday, July 08, 2012

Who's a Pretty Girl!

It's time Heather joined all the hot girls on Hot or Not to see how hard she can make some cocks. I bet it will be harder than most "straight" guys!

Thursday, December 29, 2011

Blackmail

OMG I have a Mistress who I drunkenly sent a video of me with no wig on and sucking on a dildo. I have to make some videos for her or else she is going to post the whole vid online! I'm quite scared. Here's her post: http://sissypublicexposure.blogspot.com/2011/12/heathers-humiliation.htmlhttp://www.blogger.com/img/blank.gif

Tuesday, August 09, 2011

Facebook Humiliations

Isn't it hot when Heather posts her pic on vanilla Facebook pages which feature here favourite makeup and shows?
Click on the pix for a larger view!










Saturday, May 21, 2011

New Boyfriends




Being a little cock starved sissy I go a little wild when shown an array of juicy dicks. Being a straight sissy means that a big cock is perhaps the ultimate humiliation. So purchasing three cocks of different sizes is quite the girly thrill. An online Mistress once told me not to refer to my toys as inanimate objects but as "boyfriends" and to address them using "he", "him" or "his".
The biggest new boyfriend is obviously for sucking and fucking. I just adore wrapping my tongue around the big juicy head of the dick. And when he rides me it's sooooo horny to feel his big rod sliding in and out of my pretty sissy ass. Sliding all the way down to his big heavy balls is an amazing sensation.
The second boyfriend is smaller and works as a buttplug. I'm going to try and plug myself a lot more often. There is no feeling quite like a nice pair of panties caressing your ass and sissyclit while a cock shaped buttplug teases your ass. Also it adds an extra girlish wiggle to my derriere.
The final boyfriend is a similar size to my sissyclit and will soon become the perfect penis gag when a Goddess decides to shut me up by slipping the cock between my soft red lip and locking it. A previous online Mistress used to love using something similar on me only after I had smeared the penis in petfood and then slide it into my mouth. Similar humiliations await...

Thursday, May 19, 2011

Eyebrow Shaping


Eyebrows, plucking, tweezing. Three words to inspire fear in any sissyboi. But Heather, like every other sissy has a strong desire to have the most girly brows possible. As girly as possible yet terrified that others might notice his newly shaped and thinned brows.
What shape brows to choose is the first dilemma. Deeta von Teese, Cheryl Cole, Kate Moss, or the brows of some hot girl in the street. Heather saw the picture below and felt her sissy heart beat a little harder and she gulped slightly as her sissyclit grew hard in her pantyhose. She knew she had to get brows like hers, knew that over time she will carefully sculpt her brows into the same shape.

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Sissy Look


Sometimes you see real girls that you sooooo want to emulate. I've seen two in two days. The first girl was wearing a tiny pretty flower print minidress with a black suede belt and her bare legs were clad in black suede high heeled knee boots. She had a head of long dark hair in gorgeous girly curls. To add to the sissyness she was walking a little poodle which she picekd up whenever she crossed the road. To complete the sissy picture she had a the most mincing sissy walk possible, tiny girly steps in her high heeled boots and her ass swaying soooo seductively in the little minidress. My heart skipped a beat at the thought of being dolled up like her by a bitchy mistress and be forced to walk her poodle around the city streets.
The second sissy dream was a young girl of around 18 and she wore teeny tiny denim hotpants, a white clingy tanktop, and a pair of oxford high heel shoes. Such a perfect choice of outfit. Most guys would get hard thinking of being with her but a lil sissyboi gets hard at the thought of her taking him home, forcing him into her outfit, and sending her to do her shopping including, of course, her monthly copy of Playgirl magazine.

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Kiko Cosmetics


Every sissy needs more makeup, every sissy is addicted to luscious lipsticks, pretty blushes, mascaras, eyecatching eyeshadow, in fact anything that will make the sissy prettier and more attractive.
Kiko Milano is a cosmetics only store so that meant one thing, Heather was the only guy in the place. Surrounded by pretty teen queens, hot college girls, and confidently sexy career girls, Heather blushed as he nervously selected nail polishes, lipsticks, eyeliner, eyeshadow, and mascaras. Imagine his dismay as a gorgeous sales assistant approached him asking did he need help. Heather stammered that she didn't need help but the sales girl was persistent. Her hair was tied back in a ponytail, her lashes fluttered girlishly towards her perfectly tweezed brows. She wore blush and had glossed red lips, an intimidating site for a sissyboy who is torn between wanting to fuck her or look like her, and knowing that he would never have a chance with such a beauty who would only laugh at his tiny pantied sissyclit. So, of course, Heather, wants to look just like her. She asks is he buying a present for someone, and Heather really wants to tell her the truth, "I'm shopping for makeup for myself", but instead tells her that he is indeed shopping for a present. But Heathers answer is hesitating and he averts his eyes from her perfectly madeup gaze. She smiles knowingly and glances at his bag already filled with nailpolishes and lipsticks. She helps him choose mascara, "This one gives the best false lash look", and blush, "This suits a pale complexion, I presume she's a similar complexion to you". Heather agrees to all this as his bag becomes even fuller. In the queue to pay a hot career girl in a business suit, standing slightly behind stares at Heather, the only male in the store, looks into his bag, and then smiles knowingly at him. Heather can feel her gaze as all 15 items he's purchased are rung through the till. He leaves the store blushing but excited about how pretty he can make himself with his purchases. Maybe next time Heather will have the courage to tell the salesgirl the real object of his purchases.

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Thursday, July 29, 2010

This vid was rejected by youtube for some reason... video

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Monday, July 26, 2010

High Heel Humiliation



The pictures here are what Heather wore underneath her male clothes when she went high heels shopping. She had a maxipad in her panties had her toenails painted red. Her fingernails were painted pearly pink.

Heather's heart was pounding as she began her public humiliation. It was just after the stores had opened and the shops were full of young twentysomethings on their way to work. Heather slid her stockinged foot into a couple of different types of heels in Penneys O'Connell St. but was too nervous to try both shoes on at once. At least three women saw her trying them on. She also picked up a dress and some pantyhose too. The salesgirl smiled as I handed over the items, they made quite the perfectly girlish combination. Although my nail polish wasn't very obvious the salesgirl certainly saw it as I handed over my money.

Then to M&S Jervis Centre. This time Heather slipped on both shoes of a pair of Oxford high heels. They fit perfectly but were a little expensive. Next onto Penneys Mary St. where another pair was tried on. Also a pair of stockings, a pair of pantyhose, and a darling pink ruffle panty and top sleepwear set were purchased.

In Dunnes ILAC Centre Heather tried on a pair of pale pink court heels with an ankle strap. In H&M Heather didn't like any of the shoes but bought a black miniskirt that was on sale. In Debenhams in the ILAC Heather tried on a pair of red pumps with a 5 inch heel. The salesgirl's desk was right beside Heather and she gave a big surprised smile when she saw a nervous looking guy slip of his trainers to reveal stockings and red painted toes and slide his foot into a real fuck-me heel. Heather spent a good 15 minutes trying on shoes in No Name with various women casting glances and smiling knowingly to themselves. Finally Heather bought a really hot pair of 5 ince red patent platform heels on sale in Barrett's Henry St. With the shop assistant beside him and two other girls in close attendence he slipped the ultimate in boy magnet heels on. He was blushing furiously as he went to the counter and the salesgirl smiled sweetly and then giggled as when she noticed Heather's sissy nail polish.

Heather took a couple of very short vids while trying on the heels and will post these to youtube soon. She also did a little modelling of her new purchases and has started posting the pix below to a vanilla website to see what real women think of this lil sissyboi! Heather now has 7 pairs of female shoes and needs 3 more pairs to equal her male collection. Perhaps the ultimate in sissifcation will be to have more women's than men's shoes...







Sunday, July 25, 2010

Intense Frustration

You'll glad to hear that Heather is incredibly horny and frustrated. It's now Sunday night and she last came on Tuesday. There's no chance of release until at least Tuesday coming. A whole week with no satisfaction. Heather has been well trained so even though she's spent much of the week in with pantyhose, diapers, and panties caressing her sissyclit she has had no release. Only the frustration of bringing herself to the edge time and time again. She's dolled up fully on cam and added more vids to her youtube page. She's even had the "pleasure" of sleeping with a 6 inch cock shaped dildo slid into her pretty little ass.

Of course Heather's girlfriend came on Tuesday. And on Thursday. And also on Saturday. She came very hard in the knowledge that she was having her desires fulfilled at the expense of her sissyboi's chance of release.

So, as Heather can't is soooo horny it's been decided to use her current state of weakness to push her further down the road of sissyness. Tomorrow she's going to go shopping. Shoe and lingerie shopping. She'll be wearing girl's jeans. She has already painted her fingernails "pearly pink" as it says on the bottle. It looks quite subtle now in the evening but it might look a whole lot pinker under the bright lights of a shop as Heather fumbles with the straps of some heels as a couple of amused ladies look on! She's painted her toenails in a bright red "cranberry" colour. And the toes will be shown off in all their glory as Heather is going to be trying on several pairs of high heels. The most she's ever done is put one foot into a heel in public. Tomorrow both heels will be filled and then taken for a little walk to check their comfort and fit. This is sure to attract the attention of any ladies around. Heather will also be wearing sheer pantyhose but this will in no way take away from those shiny red nails. She'll have to be sure to try on at least one pair of peep toe heels and one pair of strappy sandals. Dunnes, Penneys, M&S, New Look, and A Wear all beckon!

Also to increase Heather's intense frustration she's been making herself watch hot little vids like the ones below. Try watching the two vids below after almost a week of orgasm denial while dressed in hose and heels and you'll find out how intensely frustrated poor lil Heather is!




Aria Giovanni and Erica Campbell - Busty Rubdown complete
Uploaded by Shelest. - Videos of family and friends from around the world.

Friday, July 23, 2010

A Sissy Chastity Day


I spent the day all dolled up. What to wear, it's such a hard decision with so many clothes and heels to choose from. So I eventually settled for a snug black top over my gel-filled push-up bra. Then a black satin pencil skirt. Underneath I wore white a pair of sheer pantyhose and a cling pair of white panties. Fishnet stockings and black high heel open toe shoes completed my outfit.
I was very horny but there is a catch. I'm not allowed cum. Orders from my girlfriend. So I spent 8 hours all dressed up, my lil sissycock hard and wet against my hose and panties. I spent some time on Chatroulette (see my vids on youtube) which is very humiliating having girls laugh at me for being such a sissy. And of course you have to go through about 20 hard cocks to get to a girl. Watching all those real specimans of manhood makes me feel even more girly as my lil dick is encased in hose and panties.
I came extremely close to cumming on many occasions but managed to hold it in. I'm still incredibly frustrated and hoping my girlfriend might toy with my cock for just a few minutes before I make her cum. She hasn't told me when I'll be allowed cum again...


Wednesday, June 23, 2010

Cheryl Cole

Cheryl Cole must be the ultimate sissy role model. She is just so ultra-fem and girly. Just look at this pic:
Isn't she perfect in that really girlish dress, fabulous legs, and sissy fuck me heels!?
But for the sissified girlyboi there's a double turn on to looking at her. Of course she's a very attractive desirable woman. For any real man their only desire would be to impress her with their masculinity and make love to her. For the sissified girlyboi there's a slight problem, isn't there? If offered the choice between having passionate sex with her or have Ms. Cole tease you for being such a sissy, and then have her slowly transform to look exactly like her, which option would you choose?

Of course we know the answer to that don't we? "Oh Cheryl!", you'd squeal, "Please, please doll me up to look just like you!" And of course she'd find this most amusing. She insist you were completely smooth and then she'd give you one last chance to change your mind as she leans towards you in her low cut clingy top. "Are you sure you don't want to fuck me, or are you a total sissy fagboy?", she'd tease.


You'd blush and mumble that you wanted her to do your makeup. She's smile an evil delighted smile as she dangles a cocklock between her manicured nails and proceeds to lock your tiny penis up. "Well I guess you won't be needing that for a while then, will you girl!?"

Then after a couple of hours of makeup, hair extensions, fake tan, false nails, lash extensions, perfume, lingerie, and perfect breasts you'd look fabulously like her. "I'm so tired after all my work, I think you'll have to strut your stuff on the red carpet for me. Don't look so surprised hun, you look fabulous. How's your cock doing all locked up in you panties. Wow it's dripping a bit isn't it?! Here let me slip this maxipad into your panties to keep you dry. Have fun, oh and by the way me and one of my hunky security minders have a bit of a thing going on. I never give blowjobs but today will be his lucky day, won't it sissy, just remember to gloss your lips before taking him in your soft warm mouth!"

Tuesday, December 01, 2009

Frustration


It's been a week now since I've got my chastity device, a whole week without cumming. It's been very very frustrating. And I hope you find it most amusing that I've another month of this to go before I might be allowed cum again. I have removed it a couple of times and allowed myself to play with my lil sissyclit. This increases my frustration even more especially when I look at sexy pics like the ones below. I imagine such gorgeous women giggling at my predicament. teasing me, and then dolling me up exactly like them to further increase my humiliation.
With my cock locked I've been forced to resort to other forms of stimulation, primarily my large black dildo and a pair of nipple clamps. Maybe using the dildo reguarly will make me addicted to cock, and if I am eventually allowed cum, I will only be able to perform without a large dick up my cute lil bubblebutt ass!!! How humiliating!!!



Tuesday, November 24, 2009


My chastity device arrived yesterday and I'm now cocklocked for over 24 hours! I love the thought of hot girls teasing my cocklocked lil sissy dick. Already I feel very horny and very frustrated. It hurts when I try to get hard, a bit like the feeling just after you're kicked in the balls. I awoke last night, I was wearing a pretty pair of purple sating panties, in pain a couple of times as my cock tried to get hard with the feeling of the satin sliding over my ass! I have to sit to pee and can't stroke my cock in any kind of satisfying way. This is going to be a very long 5 weeks...

Monday, November 16, 2009


Oh no!!! My chastity device has dispatched already! I was sure I'd next weekend to spend pleasuring my lil sissy clit at my leisure. No I'm not so sure. As soon as it arrives I'm locked up for the rest of the year...