Heather the Sissy Princess

Blackmail

2011-12-29T08:04:00.002Z

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

Facebook Humiliations

2011-08-09T19:43:00.004+01:00

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!

New Boyfriends

2011-05-21T19:09:00.001+01:00

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...

Eyebrow Shaping

2011-05-19T20:10:00.005+01:00

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.

Sissy Look

2011-05-19T16:51:00.006+01:00

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.

Kiko Cosmetics

2011-05-19T16:31:00.006+01:00

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.

2010-07-29T11:39:00.003+01:00

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

High Heel Humiliation

2010-07-26T18:24:00.014+01:00

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...

Intense Frustration

2010-07-25T20:53:00.002+01:00

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.

A Sissy Chastity Day

2010-07-23T18:50:00.010+01:00

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...

Cheryl Cole

2010-06-23T12:04:00.008+01:00

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!"

Frustration

2009-12-01T19:26:00.007Z

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!!!

2009-11-24T20:02:00.002Z

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...

2009-11-16T20:26:00.001Z

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...

Chastity Device

2009-11-15T21:45:00.003Z

I've just bought a chastity device!!! I purchased it on ebay today. I have a couple of very simple rules. Firstly I am allowed cum as much as I like now. Secondly, when my chastity device arrives, I am not allowed to cum for the rest of the year!!! The shipping can take up to 2 weeks. But of course it could be a lot sooner. I'll go to work each day hoping I haven't received a package in the post. Every night I cum I won't know if it will be my last for the year! Even if it takes a full 2 weeks that will mean a month in chastity. A long month of watching girls dressed up sexily for Christmas parties in high heels, and gorgeous clingy dresses. I will be such a frustrated little sissy...

Diapered

2009-10-23T18:45:00.003+01:00

I'm sitting here in hose and a pair of my flatmate's sexy heels. It's quite a risk borrowing them as she might notice the gap in her collection when she goes out later tonight! I wonder would she supsect that her male flatmate likes nothing more than to play the tease in heels and hose?
I am also diapered (well actually two diapers attached together to fit me more snugly. And if that wasn't enough I also have two maxipads in my diaper. There's a hole cut in the front of the diaper to allow my lil sissyclit rub against my hose. It's intensely frustrating as I don't think I'll be allowed cum tonight.
Before bed I will pour a generous amount of body lotion into my diaper to make my cute little tush super soft and girly. Also the sensation of feeling the wet slippery diaper slide around my ass is wonderful. And of course it makes my lack of release even more frustrating.
Tomorrow I plan to go shoe and lingerie shopping. Lots of panties, stockings, and hose. Maybe some makeup, every girl needs as much mascara and lipstick as she can get.
Hopefully with a bit more practise I can start looking like the adorable sissies pictured...

Penneys Shopping

2008-11-28T18:17:00.003Z

What sissy doesn't adore shopping? Not for ugly man stuff of course. Oh no! Instead shopping for gorgeous high heels, sexy lingerie, seductive hoisery, makeup, pretty dresses, tiny miniskirts, and anything else that's deliciously coquettish!
Penneys has to be the best shop for any sissy. Piles of sexy lingerie, slutty heels, and cute clothes. And it's always busy so there's always the possibilty of been seen by someone who knows you. How could you explain away your basket heaving with panties, bras, and high heels. Size 7 heels! For your girlfriend? I don't think so sissy! The displays for the clothes are all quite low so there is nowhere to hide.
There's always a long queue for the cash tills and the queue snakes around so everyone behind you has the chance to peek at those must have miniskirts and those divine ruffled panties which you bought three pairs of! The cash register display is quite large and gives a detailed explanation of your purchases for everybody else behind to see. What's that macho guy at the front of the queue buying? Just look at the cash register display: MARY JANE HEEL/RUFFLED MESH PANTY/FISHNET HOSE/TUTU MINISKIRT/SATIN CORSET/PRINCESS PLATFORM HEEL/TARTAN MINIDRESS. The pretty salesgirl smiles as she slowly packs my bag. I wonder if she, or all the women in the queue behind me suspect if the pretty purchases are for me? What do you think?

Ultimate Humiliation

2008-10-26T17:19:00.002Z

Imagine dolling up as a sissy schoolgirl. Tiny pleated miniskirt, white clingy panties, bare smooth legs, cute white ankle socks. All perched on a girlish pair of black high heeld mary janes. And then you're forced to stand in a very public place for a couple of minutes while your dominant mistress films you from a distance. She giggles as she sees the wind blow you're skirt up, at how uncomfortable you look. But she also knows you want to, you have to pass as a schoolgirl sooooo badly. So you act in your sissiest girliest way. Your mannerisms are just like the girly girls you used yo lust after when you were in school. Your mistress has ordered you to stay out for 2 minutes. She can feel the weight of the key to your chastity device on the chain between her breasts. You haven't cum for a month. If you get your timing wrong and leave early you won't get to cum for another month. You totter back to your mistress's car confident you've been at the store a full two minutes. You can't wait to cum tonight. Your mistress checks her watch and gives a satisfied giggle...

Intense Frustration

2008-10-12T22:06:00.003+01:00

I haven't cum since last Wednesday (4 days). My girlfriend has taken great pleasure in teasing my cock relentlessly since then. "You're not allowed to cum until Monday", she'd purr. Then today as she was teasing me she said, "I've changed my mind about when you can cum." I waited, groaning in anticipation as she slid her fingers over the end of my cock. "You can't cum until Tuesday now!" She smiled sexily, gave a little giggle and let my rock hard cock drop from her hands. She's away tonight but she ordered me to sleep in hose, ruffled panties, a maxipad, frilly socks, and a pair of heels. It's going to be an intensely frustrating night!

Oxford Heels

2008-09-14T17:22:00.004+01:00

Don't I just look adorable in my oxford heels. It was quite a humiliation buying them but I think ~I look quite lovely in them. Quite the college girl cocktease. I hope you like my diaper too with a lil hole in it for my sissyclit!!!

Naughty Video

2008-08-23T22:55:00.004+01:00

Sissy Housewife

2008-08-15T13:13:00.004+01:00

I had the day off work so I decided it would be quite humiliating to spend it as a sissy housewife. I dressed in my sexiest garter belt and sheer hose. A pretty pair of lace panties and a big face creamed wet maxipad in my pretty lace panties. A below the knee skirt which was quite restrictive as I'd be doing lots of bending as I did my chores. A pretty red cardigan clung to my sizeable assets. and that was all. Apart from the sexy fuck me red stilletto sandals with four inch heels. After all who knows when a hunky workman would call at the door!
First I vacuumed the whole house. Then I did all the ironing. It was quite tiring in my pretty heels and I could only take small mincing dainty steps in my tight skirt. Then I cooked. It was quite exciting spending a whole afternoon toiling in the kitchen in my hot outfit. At one point I struggled for a whole five minutes to try and open a jar of sauce. I almost cried and would have done anything for a real man to have helped me out.
After my work I changed out of my long skirt and into a teeny tiny miniskirt and another pair of heels. So here I am perched on the couch waiting for my hunky husband to return home!

Diapered Sissy Princess

2008-08-10T13:42:00.001+01:00

What do most guys wear to bed? Boxers? A t-shirt? What does Heather wear to bed? Well she's a guy . . . isn't she? But of course Heather is no normal guy. Which is why Heather adores the blush inducing sissy girly humiliation of dressing like a lil sissy baby for bed. First goes on the diaper. Yes a diaper! He loves the feel of it encasing his sissy bottom and his tiny clitty balls. Heather's adapted the diaper for her own special needs. She's cut a hole in it so her sissy cock can slide through and rub up against the tan hose that encase her elegant legs. So here she is diapered with her cock rock hard against her hose.

What next? Why some tan stockings and a white garter belt. Then some pretty frilly sissyboi socks with two little bows on them. Then into her highest pair of white patent fuck me pumps. Locked in place in case Heather gets the urge to de-sissify himself in the night. A nice white bra for his attractive breast forms. Then a sissy pink and white satin negligee which caressess his cock through his hose. He checks his full makeup. Very sexy hot pink glossy lips. Sexy yet also flirty and girly too. His lashes flutter under the weight of several coats of mascara. The pink blush is emphasised by his own real humiliated blushing. A blonde curled wig set off by pink ribbons and a hairband complete the look.

But she still feels she's missing something. A big heavy buttplug is produced and smeared with face cream. Heather hungrily forces the huge plug up her hot ass. She can feel it fucking her diapered ass, struggling to escape as he pumps up and down inside he. To complete the feeling she empties almost a full bottle of face cream into her diapers so they slide teasingly around her bubblebutt. Like this she goes for her beauty sleep. She wakes during the night. She feels the buttplug pumping in and out. She moves her feet and feels the locked 5 inch heels sliding along her sheets.

She groans with frustrated humiliation as she's not allowed to cum. She teases her sissycock delicately for a few minutes and groans with the intense humiliation. She reaches across to her locker. There's a baby bottle there. It's full of Heather's sissy piss. She plays with herself as she suck slowly and longingly at the nipple. She can keep playing with herself as long as she keeps sucking. She sucks for a full five minutes. She stops leaving the rest of the bottle to be drained by her hot pink lips later in the night when she'll surely wake again.

Top 10 YouTube Sissies

2008-06-29T09:07:00.004+01:00

Here, in no particular order, are my top ten youtube sissies. My own youtube page is here too. I've over a hundred thousand combined views for my vids and almost a thousand subscribers. Putting your lil sissy self on show for the whole world to see is quite humiliating. And then before you go on cam you have to spend time doing your makeup, choosing your outfits, selecting your hottest heels and sexiest lingerie - just like preparing for a hot date!!!
So now here are my top ten youtube sissies. I've only included those with their own youtube pages, not single video sissies on other people's favorite lists. I've also only included those with some activity in the last couple of months.

Billiana A very hot, obviously gay, sissy with fantastic makeup. I bet she gets plenty of straight guys too!

Erika Baarova A real fetish sissy. Lots of heavy makeup, gorgeous lashs and wigs, and some kinky pie fetish too.

Amber Nation A delciously classy sissy - especially her luscious lips and teasing expressions.

Vladimir0703 The ultimate makeup sissyboy on youtube. Incredibly sexy and convincing girlyboy.

Suzy Maid Adores public humiliation in her maid's uniform. What a humiliated lil fagboy!!!

Jem Paris Delightful French sissy with perfect makeup and long dreamy blonde curls.

Sissy Maid Kelly Loves to be dominated by her Goddess whilst wearing the prettiest maid uniforms ever.

Satin Pansy A real pansy swish of a fagboy in her slutty makeup and satin lingerie.

Chighs A beginner crossdresser who I think will soon be going further than even she imagines. An obvious boymagnet with her incredible legs.

Kitty TV Maybe we should all become escorts like Kitty, walk around in microminiskirts and heels and get guys to pay us for blowjobs.

Nicci Tristan More a t-girl than a crossdresser but still very hot. Loves fetish latex catsuits and perfect makeup. Every crossdresser's dream to have a gurl like her teach the finer points of cocksucking.

Bet they got you all hard in your panties!!!

Which Girl are You?

2008-06-27T21:26:00.002+01:00

One of the most humiliating things for a straight sissy is that his sluttish sissy image is attractive to men. So imagine you're a sissy at the salon in the video below. I'm the girl nearest the camera. Which turned on sissy are you. Bet you can feel your lil sissydick hardening in your pretty panties as you see a real man work!!!

Makeup Teases

2008-06-27T20:22:00.001+01:00

My girlfriend has denied me orgasm for over a week now. She's cum four times. I feel soooo frustrated and horny. The other night I was dolled up in my new panties and heels. I also head a pair of sheer hose on. I was wearing a diaper with a hole cut so y cock cut rub against the pantyhose. I was rock hard and dripping wet. I played with myself on cam for four hours. With no release at all. Then I filled my diaper with facecream and spent another hour on the edge with a cock dildo sliding in and out of my diapered creamy ass.

Last night I went out to a work function and some of the girls looked soooooo hot. One girl had very heavy makeup, a sassy updo hairstyle and huge hoop earrings. Such a goddess. How I'd love her to do my makeup just like hers. Then there were the girls in the clingy micro minidresses that were just perfect for teasing a sissy like me. One gorgeous babe had red fuck me stilletos, a white flirty above the knee pleated skirt, and a tight red top. She was simply divine. While other guys were checking them out I was jealous of their makeup and clothes. What a lil sissyboy I am!

Today under my drabwear I wore a pair of black pantyhose, two maxipads loaded with facecream, and a small buttplug. The sensation of the maxipads sliding around in my hose, tickling my bubblebutt was delightful. I think I'll wear a diaper to work under my pretty pink gingham panties with little pink bows on them!!!

Video Humiliations

2007-01-05T20:36:00.000Z

I was on cam the other day and a bitchy Goddess insisted I perform my top 3 humiliations on cam for her.
1 - Apply 35 coats of Bourjois mascara to my top and bottom lashes to create the flirties sissiest eyes possible.
2 - Take a pantyliner, smear it in face cream, and place it neatly inside my pantyhose. Then sit down and feel the wet pad sliding around my girly ass.
3 - Open a tin of petfood, slide your highest heel into the can. Then delicately clean the heel with your tongue. It was sooooooo icky.
BTW I haven't cum yet in 2007 and I've worn female panties everyday of the year so far. What a hot sissy I am!!!

Lipstick

2007-01-03T19:21:00.000Z

Last night an online Goddess ordered me to do my lipstick. Nothing but hot red cocksucker lips. The results are pretty, aren't they? The Goddess got a thrill out of watching me go round and round my lips with the silky red lipstick. I was also wearing a bra and panties. I've been wearing panties 24/7 since the start of the year (3 days now) - I wonder how long I can go. I've worn thongs, lace panties, satin panties and tiny boyshorts so far. I'vean important meeting tomorrow so maybe I'll wear a little thong to remind me what a sissy I am. Or maybe pantyhose. Or maybe something with a visible panty line! So many choices for a sissy slut.

New Year's Humiliation

2007-01-03T19:18:00.000Z

New Year's Eve was an extremely humiliating experience. After going to a party I went to bed with my girlfriend. She had me kneel before her and I sucked her gorgeous clit for 20 minutes until she came. "Mmmmm that was wonderful", she moaned. She stood me up and pulled me towards her by my belt. Her long red nails felt my crotch through my jeans. I was rock hard by now. She undid my belt, unzipped me and put her hand on my boxers. "I want a really big cock in me tonight". I started to pull down my jeans. "What are you doing?", she asked. "I want to fuck you so badly." She giggled, "I know you do but I said I want a really big cock inside me, and you don't have a really big cock." "My New Year's resolution is to keep you horny and frustrated for 2007!" "Now be a good boy and zip your little dick up." "Now go over to my chest of drawers and take out the package in the top drawer." I did as I was told. "Now take off the paper bag". To my shock inside was a huge dildo with balls. "Hot isn't he",my girlfriend teased. "He's a full 8 inches and nice and thick. The balls are nice and big too." She looked soooo horny talking about the didlo. "Now lube him with vaseline and fuck me with him." I used my hands to pump him in and out for over 20 minutes. All the time she moaned, "He's sooooo big, it feels great to have a real cock in me, fuck me harder big boy." I felt soooo humiliated. She came with a massive orgasm. "That was sooooo wonderful" she sighed. "i don't think I'll be needing your little dick for a while!" She kindly rubbed my cock to the edge of orgasm and then stopped - "That's all you get for at least a week". It's going to be a difficult year.

Video!!!

2006-12-04T12:53:00.000Z

Hi there! I've finally put some videos on my YouTube page. This has to be the ultimate sissy humiliation - having the whole world see what a sissyboy I am!!! If you've any suggestions for videos you can mail me: heathersissy79@yahoo.com!

New Photos

2006-11-28T14:05:00.000Z

I've new photos here!!! I hope you like me being nice and girly. I plan to put some videos up on youtube soon. My girlfriend is being nice to me know. I can doll myself up as a sissy as often as I like. I can look at pictures of other hot women. I can play with my little dick as often as I like. But, there's a catch. I can't cum. For a week. It's day 2 of my chastity and I'm soooo frustrated. My girlfriend also loves to keep me turned on and constantly wanting to cum. So she's given me a sissy schedule of things to wear in bed.
Night 1: Last night I wore my hot pink satin panties and cami top set. And I had to sleep with my cock shaped dildo up my ass! Imagine the humiliation of waking up with a dick in your ass!!!
Night 2: I have to wear hose and a very tight corset tonight. Of course I'll also wear a gel-filled bra and breastforms to give me the ultimate girly figure.
Night 3: I'm to wear my hot 5 inch black fuck me stilletoes to bed! And I've to lock them on with 2 locks each. I've to give the keys to my girlfriend who'll hide them around the room. If I wake and need to pee (which I will as I have to drink 3 pints of water before bed) I have to find the keys and unlock my heels before I can use the bathroom!
Night 4: I must sleep with a buttplug up my ass and strap my cock vibrator to my little dick. Then I must turn the vibrator on and leave it going until the batteries run out!
Night 5: My gf says she'll dress up in her sexiest lingerie. I must dress in here pink satin pajamas. I'll lick her off. She'll tease my cock but only one of us can cum and it won't be me.
Night 6: I'll be dolled up in a tight clingy purple nightie and have to play with myself for 2 hours nonstop without cumming (or I can't cum for 2 months and I'll be cocklocked for those 2 months!)
Night 7: I must dress as a hooker. In sexy clothes and hot makeup, wig, breastforms, everything. Then I play with myself and suck my cock dildo for an hour before sleeping in full makeup.
I hope she lets me cum this weekend or I think I'll go wild. I'm already turned on by the Pussycat Doll photo but my hose encased dick isn't allowed any release.

Heather's Back

2006-11-26T16:34:00.000Z

Hi there sissies!!! I'm back from my travels. My girlfriend is as bitchy as ever and I've had a very humiliating few days. As I had no female clothes (I had to dump them before I went away) I had to do some sissy shopping. In one shop I bought the following: 1 black corset, a hot pink satin cami top with black lace trima and matching panties with ribbon-tie sides, a black gel filled push-up bra (size 34B), a pair of gorgeous black lace panties with white lace trim and two pretty bows on the back. There was quite a long line so I had to stand there holding my pretty panties for almost ten minutes. There was a cute blonde secretary style woman in the line behind me and she actually giggled when she saw my purchases. After all what real guy carries an armful of sexy satin, lace, and ribbons to the counter!? Next I bought a tiny pleated miniskirt. Then a long black wig with a cute fringe. Of course every sissy needs to tease their hot ass from time to time so I bought a large buttplug and a 6 inch cock shaped vibrator. Like any hot young thing I need a pair of fuck-me shoes. How about black patent 5 inch stilleto heel pumps? They have 2 ankle straps which I discovered can be locked with little luggage locks. Next I bought 4 pairs of hose, 2 lipsticks (one red, one pink), and a mascara in a shop. There was a hot Asian girl serving me and she smiled sweetly as I presented my sissy shopping. O fcourse once I returned home I had to try all my purchases on. And slide my 2 new toys up my pretty ass! I was soooo turned on. But I have a problem. My girlfriend. She loves to tease my little cock. Like last night she made me satisfy here so she reached orgasm 3 times (I'm such a good clit licker now). But she won't let me cum. She'll stroke, kiss, fondle, nibble, tickle, but won't let me cum. If she thinks I'm getting too excited she spanks my balls - hard. So she teased me last night. She teased me this morning. Then she counted down from 10 and gleefully let my rock hard cock drop from her nimble fingers. So I'm not allows cum until she says. I hadn't cum in 3 days until last night and now she's ordered another week of frustration! I feel soooo horny yet sooo frustrated. She's given me orders to rub my cock as often as I like, to dress up like a sey girl as often as I like, but never to cum without her permission. With my new purchases my girlfriend has ordered me to take some pics for my website. I did a 2 hour modelling session the other day so I'll put them up on the website soon. I hope you like this one of me in my sissy dress - being such a girly is very humiliating. Still what can a girl like me do but dress as sexily as she can and hope to be used as the plaything of some domme Goddess (or some dom Master - that would be the worst).

Going Away

2006-03-27T05:08:00.000+01:00

I'll be away for a few months. But when I return I'll be buying a whole new wardrobe of sexy clothes, high heels, gorgeous wigs, delicious lingerie and humiliating toys! Of course I want people's help in choosing the sexiest, sissiest, girliest little outfits for me to be dolled up in.
With a bit of luck I'll end up looking like the gorgeous little miss in the picture!!!

Sissy Humiliation

2006-03-08T03:48:00.000Z

"Right little sissyboy, let's play dress-up!!! Your gonna become my hot little sissy miss whether you like it or not. And being such a "macho guy" I know you're gonna hate being feminized and faggified. That big dick penis gag means you can't refuse any of my suggestions! You look soooo sweet all struggling and tied up with a big hard dick pumping your pretty little mouth.
First I'm completely waxed beneath my neck. "My, oh my, what a smooth sissy you are!" Now let's lock this pretty pink chastity device onto your little dick. No more hard-ons or release until I say so! Let's thin your eyebrows into extremely thin girly arches. Just say no if you want me to stop. No reply? That must mean yes. Look at you struggle in excitement!"
"How pretty your brows look! Now let's add some long flirty lashes, some pink eyeshadow and some glossy pink lipstick. Soooooo girly and pretty! Now costume time. Hot isn't it? Very sissy. Just perfect for a night on the town tonight! You'll be the hottest cocktease princess, won't you, Heather? Heather is such a girly name."
"Now on go these pretty pink satin panties over your cock lock. Now a the pink satin pin-up bra and flaired satin corset skirt. My, your hot ass will look soooo aluring peaking out beneath all those bows and frills! Now for these stripy pink and white thigh high stockings. You're such a boy-magnet! These white fuck-me shoes will send out all the right signals. Now let's do your nails, long sexy false nails. I've only super-glue but oh well. And finally a pretty flower in your hair. What a princess you are!!! Oh Heather why are you blushing? You look sooooo hot and demure sitting there. You'll definitely be the star attraction tonight!!!

Miniskirt Fantasy

2006-02-17T00:32:00.000Z

Isn't this picture sooooo hot. I'd love to be forcibly dressed in such a hot slutty outfit and forced outside for all the world to admire my gorgeous legs and delicious ass. A domme goddess would strip me naked, tie me to a bed and begin her transformation of me. Of course first she'd slip a cock shaped penis gag between my lips and lock a chastity device onto my sissycock. Then she'd make my body below the neck completely smooth. She'd pluck my eyebrows into an extremely feminine arch - how could a sissy with a mouthful of penis gag protest?
In front of my eyes she's cut up my male clothes and throw them into the trash. She'd do my makeup - cocksucker red glossy lips, long flirty lashes, plenty of room for hot sultry eyeyshadow, maybe a hint of blush, sexy false nails. I'd be such a princess! Albeit a hot cocktease princess in red fuck-me heels, a tiny white miniskirt and sexy sheer hose.
Then once fully dressed I'd be led outside. She'd threaten never to unlock my cock unless I do as she says. Maybe we'd do some shopping. Perhaps sit at an outdoor cafe and show off my legs to passersby. And maybe she'd decide that I need to have my ears pierced to fully appreciate the feel of a large pair of hoop earrings brushing seductively against my shoulders.
To be a dolled up, publically humiliated sissy - all for the pleasure of a bitchy domme - has to be the ultimate humiliation.

Valentine's Surprise

2006-02-16T09:26:00.000Z

My girlfriend surprised me the Valentine's Day. I'd taken her out for dinner and bought her flowers. When we got home she gave me a perfectly wrapped package. When I opened it I couldn't believe it. She'd bought me a pair of very girly, very sexy pink panties with pink satin bows on the side!!! "Hot, aren't they?", she teased. I blushed. "Not many girlfriend's buy there guys hot panties for Valentine's, do they?". I blushed some more. My gf doesn't want to see me dressed but she loves to tease me about dressing. "Now sweetie, for the next week you're to wear those hot panties under your work clothes, you'll have the hottest panties in the office!!!". I felt sooo humiliated.
"Let's have some Valentine's fun", she purred. "But, I'm gonna cum twice first and then, maybe, I'll allow you to cum." For two hours I played with her, sucked her, licked her all over and gave her two orgasms. Then she started to tease my cock. "I bet you're imagining wearing those panties, aren't you?", she smiled. "Answer me". "Yes", I whispered. She played with me for only about five minutes. "I'm tired now hun, so you've 30 seconds to cum or else you wait until Friday". "Oh no", I groaned. I tried to cum but my gf kept squeezing my balls reall hard just as I was about to. She's such a bitch. She relished counting down the last few seconds knowing I wasn't going to cum. "Awwww, my poor sweetie is soooo frustrated", she giggled. "And you'll be wearing hot panties for the week, rubbing against your frustrated dick". She is such a Goddess.

Cock Control

2006-02-09T05:25:00.000Z

My girlfriend has forced me into chastity for one whole week. I last came on Monday so I've to wait until next Monday and I'm sooooo horny already! Usually she doesn't dress very sexily for bed but when my cock is being controlled she makes a special effort to tease me. She struts around in high heels and a panty and bra set looking very hot. Occasionally she'll stroke my little dick with her newly painted nails. She giggles as she drags her hot red nails across my cock and balls. "Soooo frustrating, isn't it sweetie!?", she'll say with a smile as I groan with frustration. Now for bed she wears tiny lace panties, babydolls, stockings and garter belts. Sometimes she wears panties and no bra and loves to tease my cock between her breasts for a few minutes. Of course all this play turns her on as well. And, of course, she can demand sexual pleasure when she wants. I've done her twice this week already. I've been reduced to begging her to tease my sissycock as I'm not even allowed touch my dick at all.
My gf isn't interested in watching me doll up as a girl but she likes to use it to tease me. I start work late tomorrow so she's ordered me to dress in a hot pair of sheer hose and, under no circumstances am I to touch my aroused dick. While she's at work I'll be frustrated in hose and heels. This is going to be a really difficult week!

Bitch

2006-02-02T23:52:00.000Z

My girlfriend's being such a bitch. It was her birthday recently so I'd be allowed cum that night. I was sooo excited as I hadn't cum in over 4 days. So I bought her flowers, a card, some nice presents, and took her out for dinner. Then, later on, we went to bed. She'd dressed very sexily in a corset, boyshorts, stockings and 5 inch heels. Of course during sex I always imagine I'm dressed as a hot girl, that night I imagined I was dressed like the girl in the pic above. I got my sissyclit ready for my gf but she said she wanted me to do her first with my fingers. So I did. I took my time, maybe 40 minutes, and slowly brought her to orgasm. I was soooo horny by now as she'd occasionally stroke my penis and fondle my balls. She purred with pleasure after cumming. "Thanks hun, that was amazing, now it's your turn." She began to expertly work me into a groaning heap of sexual desire. I was soooo wet and horny. Just on the verge of cumming. Then, without warning, she began to count down from 10. "Please, don't stop", I begged. 9. She just giggled. 8. "You bitch". 7. She smiled sweetly. 7. "Please I need to cum sooo badly". 6. "You'll just have to wait", she purred. 5. "Oh no", I pleaded. 4. She laughed as she spanked my balls. 3. "Bitch", I said in desperation. 2. "Poor frustrated you", she said coyly as she ran her finger around the tip of my cock. 1. "Oh nooooo, don't stop I beg you!". 0. With that she dropped my penis, laughed at me as I tried to dry hump her and forced me to put my underwear back on. Right now I'm incredibly frustrated.

Maxipads

2006-01-31T23:01:00.000Z

OMG!!! I think I'm addicted to maxipads!!! I only wore my first sanitary napkin last week but already I'm hooked! What a sissy! Yesterday I dressed up really sissily: strappy high heel sandals, pink frilled socks, sheer hose, white panties, pink top and bra, pink lipstick. And, of course, a maxipad. This maxipad was smeared in face cream. Loads of it. I'd be sitting on my girlfriend's side of the bed so this would test it's absorbancy!!! And it worked. I felt sooooo self-conscious with a large, face cream heavy pad tucked in my hose. I quickly removed my panties so I could tease my sissycock more.
Then I went onto Yahoo! Messanger. Yahoo! removed my website and heatherx79 profile so I've moved my website and set up a new profile under heathersissy79. Anyway I decided I needed some cock. I'm not really into guys but watching a big hard cock on cam is extremely humiliating. The guy I found had a huge dick and I couldn't stop blushing I felt soooo girlish! He seemed to enjoy playing with me too.
My gf has insisted on 4 days chastity too. This is shorter than last time but more difficult as she teases my cock at least three times a day. And then, after maybe a minute, counts down from 5 and at 0 drops my frustrated dick with a delicious giggle. So even though I was all dolled up and rock hard yesterday I couldn't cum!!! Imagine playing with your hosed penis for 3 hours with no relief!!! I'm sooo horny right now but have to wait until tomorrow night for relief. Anyway I hope my gf doesn't wonder where all her maxipads and face cream went!

Sissy Period

2006-01-26T08:25:00.000Z

Right now I'm wearing a pair of sheer hose, strappy high heel sandals, and a gorgeous scarlet lipped pout. I've my little sissyclit tucked up between my crossed hosed legs. And to help it stay in place I'm also wearing a maxipad. That's right, it's this sissy's time of the month!!!
My little sissydick feels soooooo confined in its sanitary towel prison. The frustration is intense as my bright red nails clack away on the keyboard. I know what I want those nails to be working on but a girl can only dream sometimes. Wearing a pad makes me feel soooo girlish and self-conscious about my ass when I walk. Ideal for making me blush and feel nervous when I take a walk outside with girly stuff on underneath my drabwear!

New Website

2006-01-24T00:18:00.000Z

Yahoo! deleted my website. Obviously it was too hot for them. So I've been kind of quiet recently as I've been moving my webite to here: http://heatherx79.liveadulthost.com/index.html

Blog Humiliation

2006-01-11T01:40:00.000Z

I submitted my blog to be viewed by the Sissyschool Goddesses. Ms. Ally gave the following comment about my blog:
"Heather you are a big huge hottie! Post more pics on your blog.
Good job - A+ for now.
Ms. Ally"
How humiliating is that!!? The Sissyschool is such a hot site. They've some fantastic, sexy, humiliating MP3's and everything's free once you register. It's really helped me become even more of a sissy. I hope Ms. Ally likes the pic of my ass on the previous post. Unfortunately I'm traveling right now so I've limited girly stuff to play with but I aim to keep adding to my website and keep updating this blog.

Dildos

2006-01-11T01:22:00.001Z

Do you like my pretty ass? I love dressing my ass in the sexiest, girliest panties and hose. And what else does a girl like to have done to her ass? Yes, that's right, I love the feeling of a dildo sliding up my pretty derriere. Not just any dildo, obviously. It must be cock shaped. Ideally it will have a realistic set of balls. It should always be bigger than my own little sissyclit too. 5-6 inches is perfect for me. And you have to give your dildo a masculine name. Something you can scream out as he fucks you. And yes I always refer to my dildos by their name or as "he". Butt plugs are also fun too, especially when going girly shopping. I also adore penis gags. Having a little cock bobbing around between my pretty lips is like soooooo humiliating. One bitchy online Goddess loved to smear my penis gag in petfood before inserting him between my pouty prissy lips. How she'd giggle as she watched her little pet giving the petfood smeared penis as much tongue action as her full mouth could manage! Check out my Boys, Boys, Boys page on my website to see just what a slut I wanna be!

Makeup Shopping

2006-01-09T10:03:00.000Z

I bought a hot red lipstick and a set of ultra long false lashes yesterday. There was a really hot girl shopping in the makeup section so, of course, I browsed beside her. She had long brunette hair and was wearing a sexy black outfit with a short skirt, hose and black leather high heeled knee boots. Her makeup was just the perfect combination of girliness and sexiness.
She seemed quite amused as I carefully selected a lipstick, taking time to look at the colors. The false lashes were very long and she looked me straight in the eyes, smiling, as I picked them out. She was probably imagining me with hot red lips and long flirty lashes. What a sissy! I was at the counter just ahead of her so she got to see me buying my girly stuff.
At home I tried on the lipstick with a couple of coats of lipgloss. My oh my, what a cute pair of cocksucking pouty lips I had. Extremely humiliating. And when teamed with the long heavy eyelashes which gave me the most delicious come to bed eyes, well what hunk could resist such a delicious item?
Of course, because I'm still being denied orgasm by my bitchy girlfriend, my delightful sexiness had no release so my pantied cock was left incredibly frustrated and horny!

Teasing Bitch

2006-01-07T01:07:00.000Z

I'm still not allowed cum or touch my cock until the 12th. My girlfriend is being such a bitch. Last night she dressed in her hottest babydoll and panty set, stockings, and garter belt. She was perched on sexy 5 inch strappy heels. Then, where I could see her, she spent 30 minutes applying hot red lipstick, mascara, eyeshadow, and blush. She kept crossing and uncrossing her gorgeous high-heeled legs. When she was done she came right up close to me. I was rock hard by now.
"Now sweetie, you're going to do me. You're going to do me slowly and sexily. You're only going to use your fingers and mouth. It's such I pity I can't touch your cock isn't it?" So I spent the next 50 minutes bringing her to orgasm. Gently feeling, stroking, fondling and licking her all over. "Mmmmm, that was fantastic", she purred. "Now your turn, hun." I couldn't believe it, I was going to get some release after all. She kissed me deliciously. She started to stroke my nipples with her long sexy nails. Then she moved down my chest. She teased me by stroking oh so close to my cock. Her nails raked a circle around my cock and balls. She repeated this for about 10 minutes. "Please touch my cock", I begged. She looked deep into my eyes, dropped her hand down to my cock and....just circled it again. "Oh no sweetie, I'm not touching you until next Thursday." "But I'm soooooo horny", I pleaded. "I know", she giggled, "Maybe too horny." And with that she smiled sweetly, removed her hands from my body, pulled up my boxers, gave me a little kiss on the lips, and turned over giggling. She is such a teasing Goddess.

Cock Control

2006-01-06T00:47:00.000Z

A couple of days ago my girlfriend discovered a few pics of strapon dildos on my computer! I felt so humiliated as she asked my if I liked being fucked by a cock. She was really pissed off as she didn't realise her macho boyfriend was quite so girly. Well now she does. My gf now knows I adore the thought of a big hard cock fucking my pretty little pantied ass!
Anyway she was very angry. Later on we were playing a 2-player computer game. I was feeling horny. She suggested a game. If I won the next game I'd get to cum, if she won she's deny me orgasm for a few days! First it was her go, she got a good score but I felt I could beat it. But when I was playing she insisted on distracting me by playing with my cock! She's such a bitch. As a result I scored less than her. An evil smile crossed her face. She kept stroking my cock for another 5 minutes. Then she stopped. "That's all for tonight, honey". I groaned in frustration. "And that's all for another EIGHT DAYS!!!" She smiled sweetly. "Oh no!, you Bitch", I protested. "Put it away now, hun", she ordered. So I did.
That happened on January 4th so I've to wait until January 12th to cum!!! I've never gone soooooo long without release. I'm horny all the time now and feel sooooo frustrated. On the 5th my gf started stroking my cock and I thought she'd relented but after 5 minutes she said, "That's all until the 12th", kissed me sweetly on the lips and walked off. She's such a Goddess.

Sexy Legs

2006-01-04T03:13:00.000Z

My opportunities for dressing are limited right now but last night I slipped into a sexy pair of my girlfriend's sheer hose. I wore them under my boy clothes so my gf didn't know that her boyfriend was being a naughty girl!
My stomach was feeling sick so I thought I'd turn it to my sissy advantage. I took one of my gf's sanitary towels, moistened it with water and spit, and slid it into my hose. Now I was a hot girl suffering during her time of the month!
The pad felt sooooo sexy. I felt really self-conscious and could feel it filling out my hot hose. Of coures, being such a sissy, I worked my little cock into a pantyhosed frenzy before allowing my tiny sissyclit release!

Sexy Boots

2006-01-03T12:03:00.000Z

Hi everyone! I'm traveling in a place right now where the girls are really hot. They all wear gorgeous high heeled boots. There are simply dozens of teenqueens and twenty-something teases to model my look on. Anyway today I saw one incredible girl at the local mall. She was wearing 5 inch heel, black leather, thigh high boots, a tight black top, and a pair of tiny black hotpants!!!
If I was a real man I would have wanted to make love to her. But I'm not. I'm a feminized sissyboy. So what I wanted her to do was to take me home with her, make me lick her boots for a while, and then she'd start to undress. But when she'd finished undressing, she'd slip into a pair of jeans and flats and start to dress me in her hot clothes!
Then, once I was dressed and dolled up, she'd take me out. Shopping. To the mall. I'd be the gorgeous cocktease in the hottest outfit in the mall. Attracting jealous looks from the teenqueens and twentysomethings as I was forced to smile coyly at their boyfriends and bat my lashes flirtily at their cocks!

Old Diary

2006-01-02T02:49:00.000Z

Here are the diary entries from my website. I'm currently working on a new improved version with my Diary replaced by this blog!

Diary

November 2004

November 13: Went girly shopping today. Bought a sexy pair of over the knee boots. Felt quite humiliated as I went to the sales girl with these in my hands! Also bought some new panties – I think I'm addicted to panties like any true sissyboy. So many choices! I bought an ultra sissy hot pink thong with white and pink polka dot frills and a pink bow on it! Of course I also had to buy some hose and stockings; fishnet, black and white. One of the bras I bought was on the wrong size hanger so the salesgirl asked if I wanted to swap it for the correct size. I blushed and said no. She looked confused but then she seemed to realise they weren't for a girlfriend as she smiled sweetly at me as she packed my new panties away for me! In less than a month I'll be a sissy for four full days on cam for all the world to see. I'm sort of scared that some bitchy Goddesses will like totally humiliate me for their pleasure.

November 08: Went to bed last night in my babydoll nightie and hose feeling soooo frustrated that I couldn't cum. I woke during the night wanting what every sissy wants – A BIG HARD COCK UP MY ASS!!! So I lubed up my 4 inch butt plug, slid him gorgeously up my ass and fell asleep with him there. I felt soooo humiliated when I woke with a cock rammed up my hot ass. I also felt very horny as I played with my little cock in my hose. But, like last night I decided to make things more interesting. I'd toss a coin. If I got heads I couldn't cum for at least another 24 hours. But if I threw a tail I'd get to enjoy the ultimate sissy breakfast. Just what every macho guy needs before a hard day at the office – a mouthful of hot creamy cum! So I threw the coin. To my despair I threw a head! I almost cried like the sissy girl I am. My hard cock was left to slide slowly down my hose. The frustration was sooo bad. I slipped into a pair of pink mesh panties and sashayed off to work. After work I went to buy another cock. But Ms. Fantasia's didn't have the hot salesgirls and I didn't see anything suitable for an ass of my quality so I went to another shop and bought a shoulder length brunette wig. I'm now in bed in stockings, garter belt, mesh boy-cut panties and a push up padded bra. I need some more public humiliations soon. Please mail me at heatherx79@yahoo.com if you've any ideas. I can't cum tonight so I'll have to indulge in some slow, sensual ass play. My butt plug smeared in lube and sliding up and down my pretty ass. Then slowly sliding him in until, oh my!, he's right inside and sliding deep into my ass. I'm such a faggy sissy!!! If I'm lucky with my coin I'll have a hot cum breakfast, if not I will cry like a girl. I can't be unlucky three times in a row, can I?

November 07: Had a very sissy day today. I spent the afternoon chatting with a gorgeous CD about the Gemini Club. I think I'm ready to go to the club and get dolled up. In a public setting all femmed up will be deliciously humiliating. I sent this Goddess a couple of my sissy videos – she thinks I look quite good! She also ordered me to buy a three pack of panties and some eye makeup. Tomorrow I also must buy a five inch dildo with balls in Miss Fantasia's. Buying dildos is sooo faggy. I hope there's a cute girl on the counter. Tonight I dolled myself up as if I was going to the Gemini Club. I spent a couple of hours trying on outfits and shoes. Felt like such a barbie! I finally settled on an off the shoulder pink striped top, a black pleated mini-skirt and black stockings and garter belt. Of course I was perched on 5 inch black stilleto heels with my long black wig flowing down my back. Hot pink lipgloss and gorgeous girly blush made me look such a pretty sissy. I was soooo horny I just had to play with Jason my 6 inch cock shaped vibrator. I smeared him in face cream and gently slid him up my girly ass. I bounced up and down on Jason for a good 20 minutes like a real cheap slut. I wanted to cum sooooooo badly. And this week if I cum I must swallow it all up like a whore. But I don't deserve to do what I want so I decided to make things more interestng. I tossed a coin – if I got a head I could cum and lick it all up but if I threw a tail I wouldn't be allowed to cum at all tonight! I was soooooo horny but, guess what, I threw a tail!!! I had to stop touching my little dick – I'd have no pleasure tonight. I was fucked by Jason for a further 10 minutes but I couldn't feel myself up at all. So frustrated, and near tears, I slid Jason out of my ass and stripped myself. As I type this I'm in bed in a padded bra, a black and red babydoll nightie and a pair of hose. I've also picked out 5 pair of panties for, yes you guessed it, next week's under suit wear. Despite looking quite macho in my suit I”ll be wearing prettier panties than most of the girls!!! How humiliating is that!!! Tomorrow I'll wear a pair of pink mesh panties with lace trim then a pair of black frilly panties with pink polka dots. For Wednesday I've a very sexy thong with a ribbon at the back. For Thursday pink lace panties and finally black mesh panties for Friday. I can't wait to buy my dildo tomorrow – Jason will have some competition *giggle*. Please suggest a name for this new boyfriend by mailing heatherx79@yahoo.com.

October 2004

October 16: I haven't got my sissy ass in a pair of panties recently but I feel an increasing urge to be really fagged up by a gorgeous domme. I'd love to put an ad up and offer my services as a maid to domme girls. Imagine serving a couple of secretaries or cleaing up college girl's apartments!!! Here's the ad I'd put up:

Male 24 seeks to serve females(s) whilst dressed as a maid or in any feminine clothng which she desires. I'll vacuum, clean bathrooms, clean up after parties, wash dishes, scrub floors, do the ironing and hand wash underwear. I require no payment or sexual satisfaction (I'll wear a chastity device if required). Any food or drink I receive can be served in a doggie bowl or spat from my employer's mouth. I will also clean boots or shoes using my tounge. I can also be used as barbie to try out new makeup ideas or model clothes (I wear size 10-12 clothes). I am also willing to serve as a waitress at all female parties. I can serve anywhere in the city. All potential employees please e-mail heatherx79@yahoo.com.

In December I'll be all alone in the house for 4 days. That means 4 days of being a dolled up sissy slut. I have to follow a strict set of sissy rules: 1: I must be fully dressed as a girl for the full 4 days. 2: I must submit to online Goddesses. 3: If I am permitted to cum I must swallow every drop. 4: I will dress as I'm told – as a fairy sissy, a prom queen, a secretary, a maid, a bride, a lingerie slut or just a sissy doll. 5: When ordered I will put on as much makeup as I'm told including false nails and polish. 6: If I watch TV it will only be girly shows – no football or action movies. 7: I must eat all my food from doggie bowls – I will eat whatever my Goddesses tell me to. 8: I will use my toys – dildo, cock shaped mouth gag, butt plug and chastity device – whenever I am ordered.

August 2004

Worship This COCK Sissyboy!!!

August 08: As I write this I've Jason (my 6 inch cock-shaped vibrator) up my ass. In hose and red lace panties with a 6 inch dick up my ass. Yesterday I was staying in my girlfriend's and she went to work in the morning. So obviusly I took the opportunity to play dress up. I tried lots of skirts, panties and tops. I felt so hot in her prom dresses and heels. I found a gorgeously sexy mascara, Miss Sporty XXLong, flirty lashes in my girlfriend's prettiest pair of pink panties. I was soooo horny but couldn't cum as I had to save that for my girfriend later. I must make some more hot videos, if anyone has any ideas they should e-mail me at heatherx79@yahoo.com.

July 2004

July 31: My parents were away this week so I just had to spend my time playing dress-up like any cute sissy. I was on cam and simply let myself be used as someone's barbie doll. “Doll me up as whatever you desire, Goddess. I'll be a schoolgirl, a lingerie model, a bride, a prom queen or a cheap slut.” My Goddess instructed me to dress as an ultra girly prom princess. A girly white fairy skirt, pink ruffled corset, white ankle sox, white satin thong. Perched on my 5 inch heels and all dolled up I felt soooo girly. My Goddess told me I needed a prom date! She told me to get my 6 inch cock shaped dildo. “Heather, princess, this is your prom date. His name is Jason and he's a hot stud who can't wait to fuck your sissy ass!” I began to blush like a humiliated girl. “Give Jason a long passionate kiss Heather.” I sucked Jason off with my hot pink ultra glossy lips. Then I had to slide Jason up my hot ass and let him fuck me senseless. My Goddess teased me relentlessly as I bounced up and down on Jason's 6 inch cock. Screaming Jason's name I came sooo hard. I lapped up his cum off my pretty fingers and blushed for being such a slut. Then my Goddess told me to eat a long banana like a real desperate dick licker. Then I had to spit some half chewed banana on the floor and lick it off like a pretty sissy doggie. Thoroughly humiliated I dolled my lashes with coats of mascara and sucked a condom full of hot cum.

July 10: OMG!!! Had my first public humiliation today. Went to the toilets in Jervis St. and carefully curled my lashes and applied a coat of Rimmel Extra Super Lash mascara! I was soooo nervous. They looked quite girly up close but ok from a distance. Nonetheless I felt really nervous walking out of the toilets. Apart from the mascara I was dressed completely as a guy. I went to Boots to buy some more mascara. The girl who served me last week wasn't there but there was real cute blonde on one of the counters. I bought Maybelline Great Lash mascara. I was very nervous browsing the mascara, it felt as if every girl was watching me! I went to the counter with the cute blonde. She was very polite and obviously sensed my nervousness. I'm not sure if she noticed my mascara but she gave me a flyer for makeup discounts!!! I was too nervous to be turned on despite my cute black lace panties. Next I went to No Name on Henry St. I went down to the bargain basement. Surrounded by cute girls I bought a tiny pleated black miniskirt and an off the shoulder black top with pink polka dots and a bow on one shoulder. Finally I got a really hot pink minidress. It will look great with my pink highheels!!! The girl who served me had a pair of hot turquoise hoop earrings on. She didn't really make eye contact so I'm not sure if she saw my mascara. I'm such a sissy. After this I returned to the toilet cubicle and removed my mascara. Tomorrow I'm going to doll myself up and make some more sissy videos! Maybe use some Maybelline for ultra girly lashes.

July 9: Today it was a pair of white lace panties, yesterday a pink satin thong, worn under my office clothes. A whole week wearing nothing but girly panties. I suppose I'm now a real panty boy. Right now I'm in a pair of flirty black panties with pink polka dots and three bows. I've also got my pretty ass filled with my butt plug. It feels sooooo good. Do real guys do this? I'm such a girlish slut (giggle). I'm so scared about tomorrow's public humiliation. I hope the makeup salesgirls are very pretty and my lashes, long with mascara, are noticeable!!!

July 6: Wore a hot pair of black panties to work today – second day in a row. There was even a visible panty line under my trousers!!! I wonder if any of the girls noticed! Last night I went online with my brand new butt plug up my ass. It felt so hot. I chatted online with a couple of girls but I decided that my faggification requires me to have an online boyfriend. How humiliating!!! A straight guy with a butt plug in and panties on desperately seeking a guy!!! He teased me for being such a sissy. He ordered me to put a page on my website with hot cocks! OMG that's waaay too faggy but then again I don't have a choice. After all what hot twentysomething girl who loves makeup and heels doesn't love talking about hot guys? I'll start working on it right away. With my chastity device on I can only satisfy myself anally. This morning as I got out of bed in my pink panties and ruffled corset I decided I didn't deserve to cum on Thursday but deserved to wait for my girlfriend on Saturday. This meant I had to roll the dice and take the consequences: I rolled a six. No cumming on Friday – girlfriend on Saturday and Sunday = 5 left on dice = double number left before girlfriend arrives = 5 x 2 = 10. That means I won't be allowed cum again after my girlfriend until 21^st July!!! I've only stopped for three days and I'm soooo horny already. This is soooo hard. My girlfriend told me she bought the pair of hot pink stilettos in Penneys. They were only six euro. I can't wait to go and buy some more mascara on Saturday – I'm still not sure if I have the guts to wear mascara or will just curl my lashes. I'll go to Boots in Jervis (I hope the girl I bought it off last week is there!) and then maybe to a makeup counter in a department store. Maybe go into No Name bargain basement – had this fantasy about telling the salesgirl the tiny miniskirts and off the shoulder tops I buy are actually for me!

July 5: First day in my chastity device. Im a horny whore now but can't get a full erection or cum in it. I have to sit like a girl to piss – what a sissy!!! I wore it to work so I was real self-conscious about being such a sissyslave. I'd never worn panties under my male clothes at work before so I decided to go all out in my pink panties with little sissy bows. My little cock kept trying to get erect but my chastity device did its stuff. After work I decided I needed even more humiliation so I bought a butt plug in Miss Fantasia's. I felt soooo humiliated. There was a salesgirl and a female customer in the dildo section surrounded by simulated male cocks. The customer stopped talking to the salesgirl and stared at me as I felt various cock shaped dildos & butt plugs!! I had to ask the cute salesgirl with black hair to open the cabinet with the butt plugs in it. I could feel her watching me as I picked out a butt plug and a small cock which I thought it was a butt plug but was a penis extender! The butt plug is 5 inches long and I put it in while having a shower. It feels sooo hot up my ass and you can feel it moving around. Miss Fantasia's also had a hot 5 inch cock shaped butt plug which I might buy soon. Do real guys walk around with cocks up their asses? Over 2 more days of cock entrapment left.

July 4: Last night a Goddess really fucked me over on cam. I didn't realise she was such a domme until she got me on cam. I wasn't dressed but that didn't last long. She insisted I used my new Maybelline Sky High Curves mascara. It really gave me big girly lashes with just a couple of coats. She laughed at my sissiness on cam. Then she put me in a miniskirt and my new pink corset top. She had me dance like a girl feeling my tits like some cheap slut. She is such a Goddess. She laughed when I put on my sexy pink lipstick and blush. Unfortunately I had to leave early as my sister came back home. In my bedroom I came in a condom and sucked it all up like the sissy I am. Then I dolled my self up in panties, stockings and my pink corset for bed. I wanted to cum again soooo much but locked my chastity device on and must keep it on until July 8 as I rolled a five on the dice!!! I'm going to be such a horny bitch by then.

July 3: Went girly shopping today. Dressed as a guy as usual. Of course I had panties on (a cute black thong with pink ribbons) and my cock tied back to prevent my excitement showing. First I bought a new mascara; Maybelline Sky High Lashes. It looks sooo hot – I know I'll feel so humiliated when I'm forced to apply coat after coat of it by some dominant bitch. I bought it in a drugstore in a mall in the city. The girl behind the counter was about 20 and looked quite cute. She smiled slightly after I handed her the mascara (it was the only thing I bought) and looked me directly in the eyes as she gave me my change. Next I bought 5 pairs of panties, all pink or black and a gorgeous girly pink ruffled corset. I was queuing for one cash point and another one was opened to my right so I had to go back in front of 2 girls who'd been queuing behind me. I could hear them giggling behind me. Maybe a corset for my girlfriend but 5 pairs of panties? I felt quite humiliated. Next I needed pantyhose – 5 pairs. 3 pairs were tan color and 2 black pairs. As I was near the counter I bought 2 lipsticks too. A dark red called “Stiletto” and a hot pink just called “Sexy Pink”. The salesgirl was Chinese and she must have known who my purchases were for. I looked in some thrift shops but didn't see anything sexy enough for a slut like me. I saw a beautiful pair of pink stiletto pumps in one shop but I'll buy those when I go shopping with my girlfriend next week! Unfortunately I couldn't find a cock shaped butt plug but I'll try again soon. I also need some kind of chastity device. I've been making one today but I need a lockable one. I've spent the last 5 nights sleeping in panties (my longest yet) – I need a Goddess to push me further.

May 2004

Was online last night. Talked to really cool Greek girl with cam. Wasn't too keen on femming me but said I had a really feminine face and should go out dolled up! My Goddess was online too. She gagged me and then forced me to beg her to allow me to apply 20 (yes twenty!) cots of mascara to my top and bottom lashes. They felt so heavy and feminine. She ordered me to put on a tight black leatherette skirt. So there I was a blond bimbo airhead in off the shoulder top, miniskirt and 5 inch fuck me pumps. How she laughed at me for being such a sissy. It was sissy feeding time next. I really hate being her pet. She ordered me to put some dog food on the floor and eat it up. It tastes sooo yukky. Chunks of meat in cold wet gravy sauce. She can be such a bitch. But who am I to question the whims of my Goddess? She's ordered me to e-mail a dom male as she feels I need some first class faggification. In my sister's prom dress I'm to act the sissyslut I'm meant to be and try and attract guys! I know it will feel so horrible not just being a cocktease but actually seeking out cock. Without my Goddess I'd never have become such a girlyboy. Here's the text of the e-mail to the dom guy:

Hi there [name deleted] I've been ordered to e-mail you by Goddess Angel. I'm her online sissyboy. My website is here: I'm a regular straight guy who is forced to dress as a very fem, very sissy female. I find all this extremely humiliating. Anyway Goddess Angel feels I need to be forcibly faggified. For this she feels you would make a very suitable dom and so I've been ordered to e-mail you. I don't know where to start as I'm 100% straight. I have a cock shaped dildo but that's all. Should I buy a butt plug or gay porn or something? I find makeup humiliation the most embarrassing but there are other ways I'm humiliated – see here: Anyway Master thank you for your time. I really hope you don't reply to this as I really don't want to become a sissy fag. Your little sissy, Heather.