Saturday, December 13, 2008
A big hard penis is the symbol of masculinity; the lack of it defines me as a sissy. A pretty, wet pussy defines womanhood; the lack of it defines my sissihood. I was born a boy but can never be a man. I try to be feminine, but can never be a woman. I am neither here nor there. I am a sissy.
I don't feel like a female trapped in a male body, I don't feel like a man with an unfortunate little penis. I feel like a silly little sissy boy with a puny clitty dicklet.
Tuesday, December 2, 2008
Sunday, November 23, 2008
'Now, do you want to suck cock or get fucked by one, today?', she asked. I froze, panicked and said, 'Mistress, I am not gay. I don't want either'. 'Yeah? I don't care. If you want to squirt now, you have to fantasize about one or the other. Or, you could remain in chastity for one more week. So, what is it sissy? Do you want a cock in your mouth or your pussy?', she said in a calm and teasing but authoritative voice. Being a bitch in heat and wanting release, I mumbled 'mouth, Mistress'. 'You want to be a cocksucker?', she laughed, 'then, say it slut'. 'I want to be a cocksucker, Mistress', I said trembling with shame and realizing how low I had gone just to squirt my sissy juice. But, the humiliation only made my dicklet harder! 'Louder, slut'. 'I want to be a cocksucker, Mistress'. 'I said louder, slut'. 'I want to be a cocksucker, Mistress'. 'I can't hear you'. 'I WANT TO BE A COCKSUCKER!'. 'Again'. 'I WANT TO BE A COCKSUCKER!'. 'Stop milking your clitty and put your thumb in your mouth, sissy. Suck it!', she giggled. 'Since this is your first cock, I am starting with a small penis, but soon you are going to learn to suck a real man's cock, whore', she laughed as I sucked and slurped my pre-cum soaked thumb. 'You like sucking cock, don't you, bitch?'. 'Yes, Mistress'. 'Say it. Say, you love sucking cock'. 'I love sucking cock, Mistress', I said while still licking and sucking my thumb. 'Keep sucking, sissy. Take your other hand and stroke your clitty dick. I want you to cum with that tiny thumb penis in your mouth, slut!'. It only took me a couple of strokes to squirt my sissy juice as she ordered. I went to bed with my lips glistening with pre-cum, my penis wet with my sissy cream and my thumb still in my mouth.
Sunday, November 16, 2008
I like to wear my prettiest panties, rub my clit with my palm like a girl, play with my tits, moan like a bitch, squeal in a high-pitched girlie voice that 'i am a sissy girl' and squirm in my bed until I squirt my sissy juice and soak my panties. As if the humiliation of being born a male and having to cum like a girl is not enough, my Mistress insists on continuing my humiliation by not allowing me to clean up. 'You had your fun sissy, now, we must continue your training. You need to be reminded of your submissive status. You need to be degraded for my amusement.' she says, before making me wear my sticky cum soaked wet panties until the next morning. The utter shame of wearing the messy panties, the sticky wet crotch and the dried up cum crust the next morning, all remind me that i am not a man, but, just a submissive sissy wimp.
Wednesday, November 12, 2008
Friday, November 7, 2008
Tuesday, November 4, 2008
I had to spend Sissy Day all alone by myself. But, that didn't prevent me from having some sissy fun. I was dressed as a sissy school girl and it didn't get long to get myself hot and bothered. Soon, the innocent looking sissy girl was stripping like a seasoned pole dancer imagining a wild crowd teasing, laughing and urging her to get naked and show off her sissy clitty and pussy. I could hear the crowd yell, 'Take it off, sissy bitch'. I could sense everyone pointing, smirking and laughing at my tiny little dicklet. I could see my Mistress watching me from the bar smiling and feeling proud as to how well she has trained me. I could feel a few hands spanking my ass as I bent over. I shivered with humiliation and excitement as I squatted on my heels, exposing myself like a shameless bitch. I stroked my sissy stick, muttering 'I am a sissy. I love being a sissy whore', over and over again, and, squirted my sissy juice all over my pretty pink heels! I only wish the crowd was real.
Saturday, November 1, 2008
Friday, October 31, 2008
Yay! Sissy Day is here! Yes, Halloween has got to be the sissy holiday of the year. It gives an opportunity for the out and about sissies to take their cross dressing to the next level. And, it allows closet sissies like me to be more adventurous in shopping for sissy feminine items without being nervous and scared. This year, I didn't get an actual costume, but nevertheless dressed up as a slutty school girl. Which school I go to, you ask? Of course, it's the sissy school, where they teach naughty panty boys to become the best little sissy sluts they can be!
Happy Halloween! Have a wonderful weekend everyone :-)
Friday, October 24, 2008
I am so shamed, but also excited to announce that I have won the sissy man-gina contest conducted by Mistress Mindy a few weeks back!
Here is an excerpt from her blog -
"The first slut in knee-high socks and heels had me thinking after first look that this was a real woman and he had stole the pics off the internet - BUT upon closer look you can clearly see these pictures are of my sissy bitch with her over sized clit stuck in-between her legs."
I feel humiliated at my lack of manhood, but also sissilicious about winning the contest! Thanks, Mistress Mindy!
Thursday, October 16, 2008
Monday, October 13, 2008
It started innocent enough - me prancing in my dress, feeling pretty and sissy. But, as soon as I called my Mistress, she took my prancing to the next level. I had to lift my dress and show off my cherry panties. She made me strip and go from a naughty sissy to a sissy slut!
Sunday, October 12, 2008
Sunday, October 5, 2008
... when your tiny dick is smaller than a bottle of nail polish!
... when your teeny weenie is smaller than the heels of your shoes!
... when your puny baby dinky is smaller than your thumb!
Friday, October 3, 2008
After learning to paint your toes, the next logical thing to do is paint your finger nails. This is a little harder than painting your toes, especially painting your right hand with holding the brush in your left. Practice makes perfect and sissies have all the time in the world to perfect their sissy painting; after all, what else is a sissy going to do, go out on dates??
While it's hard to master, once it is learnt, painting your finger nails can be very addictive. Don't believe me, try playing with your body with shiny, bright painted fingers. It's highly erotic. It almost feels like someone else is playing with you!
The only downside is the disappointment the next morning when I have to remove the polish before heading out to work. While I have ventured out leaving my toe nails painted and hidden under my shoes and socks, I have enjoyed the sissy pleasures of polished fingers only at home.
Tuesday, September 30, 2008
The cheapest way to indulge in a sissy activity is to buy a five dollar bottle of nail polish and perfect the art of painting your sissy toes. The thrill of humiliation begins the moment you enter the store to find the perfect color of nail polish. While red, pink and pastels are the sissy colors, there are a variety of different shades within those colors to keep a sissy occupied.
The first few times I bought nail polish, I just grabbed the first one I could get my hands on and bought it along with a cart load of other non-sissy items. Now, I have gained the confidence to slowly take in the various colors, spend at least a few minutes comparing them, before choosing to buy one. Of course, I still choose to shop only at a drug store away from home and work, on a week day, usually around early evening when there is less of a crowd. I don't buy too many other items to hide my sissy purchase anymore; I just buy a birthday card in the hope that the person ringing the purchase might think that I am purchasing a card and some quick gift for a lady friend. Even though I have gained in confidence, I still feel my heart racing as I take my stuff to the cash counter. There is always this sense of sissy adventure, shame and humiliation during the whole checkout process!
Once home, I take a bath, remove all my body hair, apply moisturizers and start my sissy nail painting. I take my time painting each nail carefully. After letting the first coat dry, I apply the next coat watching the soft colors come alive in my sissy toes. A couple of hours of sissy fun all for just five dollars! As I admire my handiwork, I say to myself, 'No real man would ever do this. I am not a real man. Heck, I am not a man. I am a panty wearing, nail polishing, limp wristed sissy slut!'
Sunday, September 28, 2008
With my Mistress egging me on to move ahead from being just a sissy to a slut, I finally bought this pink micro skirt. While I was used to prancing around in just my panties and heels by then, strangely I had never felt as exposed as I felt while wearing that really short skirt!
To get me to overcome my shyness, my Mistress made me turn on some music and imagine being a model posing in that skirt for a catalog. After I sent her some of the pictures of my pretend photo shoot, she said that she could see the slut in me. 'Mark my words, honey', she said. 'it's only a matter of time before you become the sissy bitch that you are!' Having pleased my Mistress, I stroked my sissy stick, squirting all over my little skirt.
If panties are a sissy's favorite piece of clothing, a sissy slut's favorite has got to be the mini/micro skirt.
Friday, September 26, 2008
The very first skirt I bought as I fell further into feminization was this cheap white slit skirt. I remember blushing when I first put in on; I felt like a shy virgin bride on her wedding night. But, as I posed in front of the mirror, took off my panties and extended my leg out, the slit exposed my legs, making me feel very sexy.
The innocent looking skirt made me feel simple, pure and slutty all at once! I was transitioning from a sissy to a sissy bitch!
Tuesday, September 23, 2008
The next step in my feminization as my Mistress ordered it was to learn to curtsey, think pretty and dress like any normal girl next door would. I started wearing long skirts, cute dresses, girl style jeans. I started reading girlie magazines and watching chick flicks. When I dressed up, I felt pretty, I pranced around and thought of myself as a girl.
When I called my Mistress a few weeks later and reported my progress, she was impressed. But, when I told her how I felt like a girl, she laughed hard and had me stand in front of my full length mirror. She made me curtsey, twirl, walk, prance and dance in front of the mirror and I was enjoying it. 'Strip for me girlie', she whispered. As I got down to just my panties and heels, feeling all excited, she said, 'Squeeze your boobs and play with your nipples'. As I fell silent, she said, 'What happened girl, you don't have boobies?'. 'No Mistress, I do not have any boobies'. 'That's right, girlie', she continued, 'now, look inside the front of your panties and tell me if you see a pussy'. As I realized what she was getting at, my excitement went away and my penis shrunk to be limp.
'Take off everything, including your shoes. Get naked, now!', she ordered, 'Look in the mirror and tell me what you see.'. After a quiet few seconds, I mumbled 'I see a sissy, Mistress'. 'Louder sissy, and say it like you mean it', she barked and I obediently cried out loud 'I SEE A SISSY, MISTRESS!'. After making me say out loud 'I am a sissy', a few more times, she explained - 'You can never be a real girl, sissy boy, just like you can never be a real man. Always remember that. All you can hope for is to become a good and obedient little sissy slut!'
Sunday, September 21, 2008
Panties are most sissies' first and greatest obsession. Pretty panties are the quintessential symbol of women, the essence of femininity that every sissy aspires to. Among the many different styles of panties available, every sissy has their own personal favorite style.
I love lacy bikinis, silky briefs, slutty thongs and naughty G-strings. But, my absolute favorites are those cute adorable cotton boy shorts. While the thongs make me feel sexy and slutty, ever since I graduated from weekend panty play to discarding my male underwear and wearing panties 24/7, I have fallen in love with the boy shorts. They are soft, comfortable, come in plenty of adorable designs and have enough coverage to hide and hold your naughty bits in place. They are the best choice for everyday sissy wear as there are no visible panty lines.
It's ironic isn't it? Me being a boy and confessing to loving girlie boy shorts! *giggle*
Friday, September 19, 2008
After I started maintaining a baby smooth hairless body, most of my weekends were spent wearing panties, prancing around in front of the mirror, reading sissy stories, watching shemale porn and squirting my sissy juice! And, my weekdays went by looking forward to the weekends.
As I was getting tired of my sissy routine, longing for someone to share my sissy thoughts with, I discovered the world of phone Mistresses. One saturday night, after a couple of glasses of wine, wearing my pretty panties, feeling sissy, lonely and horny, I called one phone Mistress and was lucky to find a gentle, understanding older Domme.
Hearing me out, she advised me that the next step in my feminization was to start wearing heels. 'Honey, you can't hope to be just a sissy, you need to be a sissy slut', she told me, 'so, get yourself a pair of high heels and start practicing your slutty walk!'.
Though she ordered me to go to a store and buy the shoes, I pussied out and ordered my first pair of female shoes - a black open toe sandal with two inch heels - online. This pair of sandals was a little too small for my feet, as I had guesstimated the size when ordering, but definitely a lot slutty!
As I started practicing my sissy walk in front of the mirror with one hand on my hips, the other limp by my side, sticking out my butt, taking gentle small steps, heels first, toes next, one foot in front of the other, gently swaying my hips, I said out aloud as ordered by my Mistress, 'I am not a sissy, I am a sissy slut!'
As excited as I was when I opened my package from Victoria's Secret and slipped on my first pair of pretty pink panties, it didn't quite look right when I viewed myself in the mirror. Nevertheless that pink panty and a couple of others that I bought with it were my weekend pleasures. I changed from my boxers to panties every Saturday and wore it through the weekend, but took it off if I had to step out of my apartment. I was convinced that I was just a regular boy who just happened to like the feel of panties against his legs. Nothing harmful in wearing panties for a few hours every week, right?
Pretty soon I discovered that I was not alone in my panty wearing ways. The Internet showed me the world of panty boys. As I explored the panty boy lifestyle in the web, I realized what was wrong with my panty clad butt in the mirror - my hairy legs! After a lot of hesitation, trial & error and nicks & cuts, I soon settled down in to a shaving routine. Now, I cannot imagine how I ever wore panties over my hairy legs. Ewww! All those hairy sissies out there, believe me, you are just a hairy panty boy. Only after you start maintaining smooth, hairless legs, you can truly hope to become a pretty sissy.
I now 'Nair' my legs every couple of weeks and, shave them every 3 days. I have almost no chest and back hair, so it's easy for me to keep them smooth and hairless as well. I am completely hairless from the neck down, except for my arms. I am still a closet sissy and pretend to be a man for the outside world. So, I am hoping that my hairy arms distracts everyone from noticing that I am a sissy!
Wednesday, September 17, 2008
My first pair was this cute pink cotton bikini panties from Victoria's Secret. I have bought other pairs - even sexier and sluttier ones - after this, but this pair signifies an important moment in my sissy life. The moment I slipped those panties on, I heard the door to manhood shut behind me. My pink panty signalled my entry into sissyhood. Like most sissies, I have purged a few times, but when I return to sissydom, I always start with a pair of pink panties.
Tuesday, September 16, 2008
Size matters. All sissies know this - especially the cuckolded ones. For most girlie boys, their little dick defines who they are - a submissive sissy. For me, my teeny weeny serves as a constant reminder as to why I can never be a real man. My tiny peepee is the symbol of my sissiness. Every sissy should know their size - not just measured by any ruler, but by a sissy ruler. My penis measures between a 'Button Dick' and a 'Gurly Bump' when soft and grows to be a 'Clitty Dicklet' when hard. If you are a sissy, how do you measure up? You can find the sissy ruler in the Sissy Zone.