Showing posts with label anal penetration. Show all posts
Showing posts with label anal penetration. Show all posts

Fiction: Forbidden Knowledge

When I was a boy, I learned to think of everything to do with women to be forbidden.  I feared it, as did all of my peers.  It was improper for boys to ever see girls' underwear.  There were very strict social norms against boys having anything at all to do with feminine things.  This makes sense: as a child, you're still trying to form a sense of identity, and gender is one of the most immediately comprehensible aspects of it.  It's like a lifebuoy that we cling to, to assure us of who we are.

So imagine what it must have been like to have to wear girls' tights for a school play, so our kindergarten teacher could have us all dressed like flowers.  Now, suddenly, it was ok for boys to wear girl clothes.  But deep down, I knew that it was subversive.  It was even comical, but not so embarrassing since all the boys had to do it.  

I, for one, had tasted the forbidden fruit, and I wanted more.  It planted a seed in my head which in a few years' time, when puberty started to hit, would grow like a weed.

It is forbidden for men to wear women's clothes.  Those who do are cast out of polite company.  It's simply unacceptable, deviant, and perverse.  But why?

First, it was pantyhose.  They seemed innocent enough, since I had already effectively worn some in kindergarten.  But this time, it was more serious.  I wanted to.  And when I did, it felt so good.  I learned about how it feels to have sheer nylons on my legs.  This knowledge is forbidden to boys and men.

From there, my thirst for knowledge only expanded.  I knew full well that it was perverse, and at that young age, at the beginning of puberty, sexual matters are secret; so I did this entirely out of sight.  Nobody would ever know.  I felt guilty about it, too.  But I always wanted more.  Then I fantasized about wearing other forbidden things.  There was far more forbidden knowledge to be learned, and I needed to gain some experience in order to fully appreciate it.  I developed an elaborate fantasy about how I'd have to wear pantyhose hundreds of times before I would be permitted to wear leotards, and those thousands of times before I could wear a bathing suit, and so on.  This was partly a way to rationalize that I did not have access to these things, and would have to leave it to some distant, unimaginable future.

Soon enough, I did try on a leotard.  But before that even happened, I borrowed my mother's swimsuit.  Now I was in trouble.  There was no turning back, and I knew it.  I was deeply ashamed, but that didn't stop my intense cravings.  I would look at pictures of sexy girls, and imagine wearing their bikinis.  Now I was actually stealing things from people, and keeping it hidden in my room.  Just about every day, I would masturbate in something girlie.  Meanwhile, I was slowly becoming a man.

By now, my desire for lingerie was overpowering, yet it remained always out of my reach.  Eventually, I did steal some panties, and wore them often.  I was gaining lots of knowledge and experience.  I could put on a bikini in the dark under my bedsheets.  But it was seldom good enough.

I was so confused.  Sometimes, I would wonder if I were actually a girl, and whether my parents and doctors had made some terrible mistake and made me a boy.  But I knew this wasn't so.  At the same time, I was shyly obsessed with images of girls in lingerie and swimwear.  I fantasized all the time that they would force me to become like them.

By early adulthood, I had been with girls, and secretly worn their underwear.  I started buying myself things, like lingerie and swimwear.  I had accumulated quite a collection.  I had learned more and more, to the point where I had become a sort of expert in feminine undergarments.  I fantasized about ordering lingerie online.  I made laundry lists for myself.

One girlfriend actually bought herself some lingerie and left it in my room, since she was afraid of what her mother would think.  I wore it at least 10 times more than she did.  When she and her family went away on vacation, and I was given the responsibility to water their plants, I took the opportunity to try on just about everything she owned.  No man should know so much about women's clothes.  Especially not what it feels like to wear them.

Relationships with women lasted long, but not forever.  I would start feeling guilty about wearing their underthings while their backs were turned.  I found myself focusing on my fantasies instead of finding new girlfriends.  Wearing lingerie and swimwear was so satisfying that I hardly needed any fulfillment from any woman.  I moved into my own place, and played with my outfits in secret, alone, just about every night.

I developed fantasies of becoming a girl.  I wrote all sorts of them down.  I read other people's fantasies, too.  I learned a lot about men who want to become women.  I bought a bustier, and a patent leather halter mini-dress.  I owned about 5 swimsuits.

I moved away to a different city, and began to spend lots of my extra cash on women's clothes.  I became obsessed with shoes.  I had decided that I knew enough about wearing girls' clothes that I could wear only them when I was home alone.  I would sleep in nightgowns.  I would wear skirts and corsets and stockings and pumps while cooking dinner, watching TV, or vacuuming.  My little French Maid's outfit was particularly fun for doing chores.  This is when I felt ultra-feminine.  I still wanted more.

I started wearing only women's underwear, all the time.  I wore them to work under my boy clothes.  In winter, I would wear a bra, which nobody could see because of my thick outer layers.  I threw away all my boy underwear in a moment of passion.

Soon I started keeping my legs shaven.  Then my chest.  It made the girl clothes feel so much sexier.

Then I found out about a certain questionable drinking establishment where men were encouraged to dress like women.  They provided change rooms and lockers, so you could travel there as a man, and conceal your true colours from the outside world.  Now I saw how much more I had to learn.  Some of my fellow patrons were gorgeous.  I was terribly manly looking.  I had some competition.

As I improved my womanly looks, I learned to spurn the advances of men.  For God's sake, I'm not gay!  Sure, I fantasized often and guiltily about furthering my forbidden knowledge, but apparently I wasn't ready yet.  I longed for the taste of cock, which only women know.  Everything I learned about women made me want to know more.  But after years of happily pushing the limits, I had finally found a new and significant barrier.

People knew now that I was a transvestite.  I stopped caring.  I would wear androgynous clothes to work.  Sometimes I'd have a bit of makeup on.  It was difficult for a while, but I got used to it.  I hardly needed my male wardrobe anymore.

Determined to learn my lesson, I practiced with some dildoes.  I had misgivings about putting them in my ass at first, because most women don't do that, but I figured I'd hardly be feminine if I couldn't have a penis inside me.

Around this time, as I whimsically looked into how I could get a sex change, I discovered that some doctors make a distinction among transsexuals: those who genuinely are women trapped in men's bodies, and men who love to make themselves feminine.  The distinction is remarkably clear.  The former have always been outwardly feminine, and have no trouble pretending to be girls.  The latter are actually very masculine, typically engineers, policemen, soldiers, or other masculine professions, and struggle to come off as women.  Furthermore, the former want to be women so they can have sex with straight men.  They are thoroughly homosexual.  The latter are interested in women only, although they fantasize about sex with men, there is never any emotional connection.  These doctors further posit that the latter should never be allowed to have sex changes, because they really are men through and through.

Recognizing myself as being firmly in the latter camp, I began to doubt my fetishes for stockings and panties and corsets and swimsuits and fellatio.  But I couldn't prevent them.  I envied those who were allowed to become girls.

Unable to resist, I finally sucked my first cock at my favourite bar.  It was a terrible fiasco, as these first attempts always were.  After almost vomiting at the end of it, semen all over my face and skirt, I vowed never to do it again, and stayed away for weeks.  But in retrospect, I became aroused at the thought that I had sucked dick, like a girl.  I had gained another piece of forbidden knowledge.  It comforted me to think that this practically made me a girl now.

They say that practice makes perfect, and I began to meet with a certain man to improve my technique.  I think I became quite skilled.  It was almost too easy to have him teach me how to take a cock in the ass.  By now I wanted to be as gay as possible, because it made me feel so feminine.  When he pounded my ass and came inside it, I could only think of how feminine I was.

Now I became serious.  I had sexy piercings on my belly button, my nipple, and my tongue.  I was ready to learn the final forbidden lesson: what it feels like to have a penis in my own vagina.  The thought excited me to no end.  I was nervous when I made the first appointment.  Lucky for me, the doctor didn't believe in this hogwash about autogynophiles.  I would begin to live as a girl full-time, without exceptions, and take hormones after a year.  A year after that, I would have the surgery and have a small piece of my small intestine cut out and my sensitive parts attached to it, to make it look and feel like a pussy.

It was hard to come out to my family, but eventually, they accepted it.  Work was sensitive, but at least they were prepared for it.  It felt good to be dressed like a girl all the time.  I had a few sexual adventures, too.  I was overjoyed to start taking the hormones, until taking so many pills became a drag.  I had waited so long to fill in my brassieres, and finally, it was happening.

My mind began to change.  I was much more emotional.  I thought about stopping, but I persevered.  After all these years of gaining feminine knowledge forbidden to men, I was finally really beginning to feel like a girl.

I still knew, though, that I was an autogynophile.  Deep down I knew that I am fundamentally attracted to women, not men.  Yet the thought of my own vagina was far too tempting.  I needed this last bit of forbidden knowledge.

At last, the surgery was done, and I became a woman.  It was months of visits and bandages and stitches and ointments before I could use my new body.  In spite of decades of preparation and longing, nothing could adequately prepare me for the reality of it.  I was aroused by the knowledge that I now had a pussy, but at first I couldn't even touch it.  My arousal felt so strangely displaced.  It hurt at first, terribly, because of the surgery around such sensitive parts.  But eventually, it healed, and I learned to find my clitoris.  It felt like somone had exposed the head of my penis to a nuclear blast.  Later, I discovered that deep inside my new vagina are the nerves that were once on the shaft of my penis.  It took days of desperate experimentation, but I eventually discovered a truly feminine orgasm.

This drastic reconfiguration of my cock, which had foolishly led itself to its own demise, was incredibly disturbing.  I cursed myself for mutilating my most precious body part.  I wanted to fuck girls with my dick again.  I realized that I could never do it again.  I cried a lot those days.

Armed with my new girlhood, and desperate to truly experience it, I trolled my old haunts for some action.  But none of my old boyfriends were interested anymore.  They were gay men, and fucking girls -- even formerly male ones -- did not at all appeal to them.  It took many depressing months of trying before I finally got one.  He was ugly and disgusting, but I needed to feel a penis inside me.  I hardly even took notice of him as he fucked me.  All I could think of was how incredibly sexy and feminine I felt and looked.  Now it was simply a matter of trying different positions.  Somehow, it was still never enough.  It dawned on me that I must be a lesbian.

At last I knew the price of my forbidden knowledge.  In the end, I am a man, no matter what my crotch looks like.  I am insatiably attracted to women.  I betrayed my gender, my identity, for a sympathetic fantasy about the object of my desire.  I was punished the moment I learned my first lesson when I was a young boy.  I was cursed with an insatiable desire to know everything that was forbidden to me from the beginning.  I should have been humiliated enough to stop long ago, at many different stages.  But instead I took it to this irreversible end.

And just the very thought of it makes me unfathomably horny.

Diary: Stages


The stages:

  1. awareness: subject becomes aware that some men wear women's clothing for a sexual kick
    • - understands that it's not just for fags
  2. awakening: subject understands the erotic appeal
    • understands the inherent femininity of women's underwear, skirts, bathing suits, etc.
    • feels a slight flush of curiosity about bondage scenarios with forced feminization, and what it would do to a man
  3. experimentation: subject is curious enough to try for himself
    • tries on some fetish (stockings, underwear, bathing suit, whatever) either by "force" (visit to a dominatrix) or out of boredom, and fulfills himself sexually with it
  4. humiliation: subject begins to worry that his experiments are destroying his manhood
    • as experimentation repeats, and becomes a habit, our subject denies himself as much as possible
    • rationalizes by saying he likes the feel of tight silk against his crotch, that it has nothing to do with panties being feminine
  5. escalation: subject tries on skankier and skankier clothes, as his humiliation drives his desire (this may require more explanation)
    • prolonged privation leads to exponentially increased desire: the longer he goes without wearing panties (or whatever), the more extreme his fantasies become.
      This is absolutely key: his fantasies from the beginning are about becoming feminine, but he's hardly even aware of it.  It drives his first fantasies, but doesn't fully enter his consciousness, because he's rationalizing it.  As he denies himself, the fantasies, unfulfilled, have more time to develop, and creep more into his conscious mind.  When he eventually gives in to his irrational desires, mere panties aren't good enough: in his fantasies, he's becoming completely female, and so he wants his reality to come closer to his overwhelming fantasy.  He gets himself a bra, and is shocked at how it magnifies his climax.  It also magnifies his shame, and leads him to deny himself again.  This in turn leads to even more outrageous fantasies, which he eventually fulfills by wearing something even more feminine.  Before he knows it, he's wearing lingerie, stockings, heels, makeup, etc. and hating himself more and more for it.
    • "I'm not gay"
    • subject is in denial about his secret cocksucking fantasies
    • subject invariably feels deep shame when he comes, and when not under the grip of his fantasies, wants to abandon them (which makes them so much more potent)
  6. capitulation: subject accepts and understands that he now wants to be a girl (still privately)
    • accepts that he dresses up because he wants to be feminine
    • unabashedly fantasizes about sucking cock
  7. exhibition: subject comes out of closet
    • everything was hidden up to now.
    • wears at least something feminine at all times
    • strives to go out in drag, hoping to pass
    • parties at gay bars, trolling for cock
    • gets fucked by men
  8. transformation: subject strives to physically become a woman through surgery, hormones, etc.
    • ultimate fulfillment: growing boobs, having vaginoplasty, feeling a cock pump giz into neovagina


Fiction: How I Turned Into A Girl

Innocent beginnings

It all started very innocently.  I was 5 years old.  We had a kindergarten class pantomime, in which all the children were to dress up as flowers.  Everyone had to get white tights as part of the costume.  All the boys got to wear girls' tights.  I don't know how anybody else felt about it, but I liked it.  In my primitive sexual mind, at that young age, I liked the way it felt on my penis.  That's when I learned that it's bad for boys to wear girls' clothes.  But the seed was planted.

Tentative experiments

Years later, I got up the nerve to borrow some pantyhose.  I had never forgotten my experience with the white tights.  I liked the idea of being dominated by a woman.  Before the pantyhose, I would fantasize that a woman was making me kiss her boots.  Somehow, I was heavily attracted to women.  But it was all very bad.  I knew somehow that it would be wonderfully naughty to be turned into a girl.  So I played with pantyhose.  At first I wore it over my underwear, for fear of it really making me a girl.  Pretty soon I was all naked inside it, unprotected from its sheer femininity.

Shocking fantasies of being utterly feminized

The fantasies became elaborate scenarios of metamorphosis.  And it had a lot to do with my own free will.  I would imagine resisting for as long as possible, but in the end succumbing to the extreme pleasure.  I imagined what it must be like to wear bathing suits, or even lingerie.  Just the thought of it made me incredibly horny.  I made excuses, believing that if I dared to go that far, there would be no turning back.

Experiments become more daring

I couldn't resist.  I moved on to whatever I had available.  I dared to put on a one-piece bathing suit.  It was heaven!  I knew I was in trouble, but while I wore it, I didn't care.  I wanted to go all the way, by wearing even panties and brassieres.  But I could only do it gradually, given that I had virtually nothing to work with at my immediate disposal.

The collection

I started to steal things from friends' sisters, from Mom.  I needed it.  Pretty soon I had a little collection that I thoroughly adored.  And I wanted more.  I fantasized about stealing underwear from clotheslines.  I had even acquired a bikini!

Busted

I had gotten too bold.  Mom found out.  She was shocked and didn't know what to make of it.  She quickly gathered her things that I had stolen, and I begged her not to let anyone know.  I swore to never do it again.

Purge

I was so ashamed of myself, that I even got rid of the things she didn't find.  I cursed myself for what I had done.

The inevitable relapse binge

I denied myself for so long that the urge to wear something female became uncontrollable.  I stole a bathing suit again, and fell off the wagon.  I binged more than ever with girls' clothes, and loved every second of it.

Denial and abandon

Then I would become ashamed and throw everything away again, vowing to never do it again.  But each time, I could only go so long.  Realizing that I was giving in only made me hornier, because it made me understand that every time I wear an article of girls' clothing, I become more and more addicted to it; which leads to the inevitable conclusion that at some point, I will become a girl from doing it so much.  This only fed the pleasure I got from it more, because the whole point was to make myself feel like a girl.  Then, as soon as I was done, my shame would lead me to renounce my habit yet again, and the cycle would start over.

Caught again

The next time I was caught, I was in the middle of masturbating with a bikini.  I was mortified.  Before, I had only had my stash of girlie clothes discovered.  By now I was in my mid teens, and I was seen by my parents wearing a bikini.  I was so embarrassed that I couldn't speak.  I covered myself up in my shame, and my parents tried to console me, rationalizing it to themselves more than anything.  I swore, once again, to quit forever, but I knew that I had a problem.

Acceptance

My problem wasn't that I was wearing girls' bathing suits and underwear; it was that I wouldn't admit to myself that I loved doing so.  This I discovered when having a little chat with my father.  I didn't tell him so, but he could certainly tell that I was not going to quit.  I would, however, keep it secret.

The gift

On my seventeenth birthday, I was shocked to discover lingerie under my pillow.  I had never been able to steal anything so sexy.  I knew that it didn't belong to my Mom.  Somebody knew of my habit, and was now actively condoning it.  I wore it under my boy clothes all day the next day to celebrate.  Only later did I find the note that was meant to be attached to it.  It read, “I just want to know, for sure, whether you have quit your dirty habit or not.  I know it must be very hard for you.  If you leave this under your pillow tomorrow, I'll know that you want to quit.  If not, then please take these.  I'd rather have you own your own than borrowing all the time.” 

The realization of the enormity

Things started appearing in my dresser at random intervals.  There were many pleasant surprises for me.  Within a year, I had a small collection of just about everything a girl could want.  I was wearing it almost every night.  Only when a girl became interested in me did I realize the enormity of what I was doing.  I couldn't possibly let her know about my collection, which sat openly in the top drawer of my dresser.  I could never tell her that I not only have worn fishnet stockings, a garter belt, a brassiere, many bikinis, and all sorts of satin and lace panties and nightgowns; but I also own some!  I thought of how my initial fears of becoming feminized were becoming totally true.  And I masturbated at the thought.

Busted – for good

By the time I went away to college, I had been with a few girlfriends, and always kept my secret to myself.  But I also secretly borrowed their things whenever the urge struck me.  I was incorrigible.  Annie outsmarted me, though.  She suspected that something was awry.  We were living together, and she noticed that some of her undergarments would shift.  She set up a hidden camera, and caught me red-handed putting on her bathing suit.  She confronted me with the video, and I was contrite, ashamed, and extremely fearful.  She threatened to tell everyone.  I begged her not to.  She relented, but things would change dramatically between us from that point on.

Manipulation

She majored in psychology.  She manipulated me like a handful of putty.  She immediately became dominant, with the threat of exposing my habit to the world hanging over my head.  She was curious more than anything else.  She wanted to understand what got into me.  She wanted to explore the phenomenon.  She had me dress up for her.  At first, it was extremely awkward.  She was only the third person to ever see me wearing women's underwear.  She asked me to go about my routine, and tell her what I was thinking.  I couldn't do it for days, but eventually, I succeeded.  I was wearing a bikini, and she decided to play along, rather than spectate.  We frolicked together, both of us wearing sexy women's swimwear.  I purred to her how I wanted to be just like her, how I wanted to be as sexy as her when I wore her bikini.  I told her that I longed to be worthy of the clothes I play with. 

She tried different tricks, but it became part of the routine.  I would cavort around in lingerie for her every night, under threat of being exposed to the world.  She soon discovered how uncomfortable I became about the whole situation when I wasn't horny.  She had me tell her that I wanted to shave my legs while I was hot with desire, and she talked me into doing it, in spite of the fact that it would be terribly easy for anyone to notice.  I was so horny that I enjoyed doing it, in spite of the consequences.  After I came, she asked me if I would wear makeup, and she couldn't get me to agree to it without threats.

This led to a phenomenal escalation of my habits, which, as long as I was still aroused, I gladly agreed to.  Before I knew it, I had beautiful long hair, easily stylable into a feminine look; I had become an expert at applying makeup; I kept most of my body hair shaven at all times; and I could walk in high heels.  She only let me come just before I went to sleep.  I said all sorts of incriminating things.  I signed documents attesting to my desire to become a girl.  I professed my dissatisfaction with my lack of womanhood to her video camera.  I was giving her more and more material to incriminate me with, to the point where it became almost moot.  I swore to her, on tape and on signed documents, that I gladly give up my own penis in a heartbeat, and even suck someone else's and swallow all the semen.

Exposure

The weight of her threats lay in my desire to keep my femininity secret.  Unfortunately for me, not only had the changes to my appearance become noticeable during the day, but I became indifferent to my reputation as a man.  I was wearing women's underwear under my clothes, to keep me horny all day long.  I felt so good that I wanted people to know what I was wearing.  Many people suspected it.  Eventually, there was no doubt: Annie coerced me into dressing up as skankily as possible with her, and going for a walk in public.  I agreed readily, but became extremely nervous when we actually went outside.  Everyone recognized me.  In a way, I felt extremely sexy and proud; in other ways, I felt deeply embarrassed.  But I got used to it.  Within weeks I was clubbing in my girl clothes.  Luckily, I could still fight.  I was still manly enough for men to want to kill me.

Slavery

With the threat of exposure nothing more than a quaint memory, Annie found other ways to manipulate me.  She made me realize just how deep my desire to be female really went.  I had always kept it to a subtext that I wouldn't even admit to myself, but she hypothesized correctly that I wanted to fuck boys.  She would get me so hot and horny that I would be practically female; then she introduced me to some gay man she knew from college, and encouraged me to explore my urges.  She made me feel so thankful to her that her threats had changed: now she threatened to take away my girlishness.  I became her sissy slave.  I would stay home and be her maid, and she would bring home boys for her own pleasure, and show me off to them as her creation.  I was permitted to suck cock from time to time, and even to get a dick rammed up my ass.  I was a time of great and exciting discovery for me.  But she wouldn't allow me to enjoy it as much as I could have.

Privation

Soon she realized that her hold on me was entirely based on preventing me from having orgasms.  She kept me tied in a penis constraining device so that I would behave better.  I was extremely horny at all times, and I became an insatiable cock whore.  She kept me in her power by promising more cock.  But I was not allowed to come!  I physically could not ejaculate.  I so desperately wanted to. 

Emancipation

I broke my bonds from her at last and came wildly for days.  She was appalled, and threatened to deny me from getting any more cock.  But I discovered that I was fully able to get some by myself.  I was now passable enough to get it, or else brave enough to go to a gay bar and bag myself some easy action.  I laughed when she threatened to expose me.  My transformation was now complete!  I hadn't worn any article of men's clothes in many months, even in public; and I bought my own lingerie and club wear.  I was a little tramp!  I moved out in a huff and got my own place.

A taste for cock

I ditched all my men's clothes that I was no longer wearing.  I became a fixture at gay bars.  My parents found out, and disapproved.  I laughed in their faces, too. 

My fate was sealed from the very first moment

So now I'm scheduled for my pre-operation hormones.  I'm growing my own breasts, and giving up my worthless penis for a glorious pussy.

Fantasy: Bad Influence

I meet a girl, the most gorgeous, sexiest woman I've ever seen.  It turns out that she's actually a shemale!  We dated for months until she finally let me touch her crotch.  I'm thoroughly amazed.  I'm too nice a guy to be disgusted.  She knew I would be shocked, because she knows how incredibly feminine she is.  I've made out with her dozens of times.  I've sucked her nipples.  She has sucked my cock, and swallowed my semen.  Now that I've got her willing, and since 95% of her is stunningly gorgeously female, I decide to pretend that she's not a man.  I fuck her in the ass first.  But she wants more.  She makes me reach around and rub her big fat cock.  I pretend it's my own.  Before I know it, we're doing it missionary style, and her cock rubs against my belly.  She flips me around, so that she's sitting on top of me.  I caress her beautiful boobs, and her perfectly proportioned waist.  I fondle the belly-button ring.  She moves up and shoves her cock in my face!  I'm so turned on by her body that I comply, thinking, my god, this is the first time I've ever had a cock in my mouth!  She comes in my mouth, and I spit it out – not out of disgust, but out of surprise.  All this time, of course, my penis has been untouched.  It is desperate for some action.  I am still captivated by her figure, and her breasts.  And her semen all over my face.  I slide her back down off my chest to my crotch, and fuck her again for a bit.  My hand is on her cock.  She asks me if I'm grossed out by her penis.  I tell her, truthfully, that it sorta turns me on, even though I love her femininity above all else.  She asks me if she can fuck me, and not understanding, I say yes.  She turns me over roughly, and I clue in.  I interrupt her, and she begins to pout, but I don't stop her – I reposition myself so I can see her behind me by looking in the closet mirror.  I beg her to fuck me.  All I can see is her titties bouncing up and down and the look of ecstasy on her face.  It hurts at first, but it's such a turn-on that I get used to it, and start to enjoy it.  A lot.  I have her stop for a second and turn 90 degrees so I can see from a different angle.  Now I can see her cock ramming me in the ass, and it feels even better.  She reaches around and jerks me off half-heartedly, concentrating on her own pleasure.  I come hard when I feel her pumping her semen inside me, savouring the thought that I am her bitch, even as her beautiful, slender, feminine fingers caress my dick.  I feel so naughty about losing my virginity that it turns me on, but we're both so tired and spent that we can no longer continue.  She cuddles up against me, her cock against my thigh, and we both fall asleep.

We talk about these confusing events in the morning.  It turns out that she, as a young boy, had decided long ago that she would rather be a girl.  She has tried very hard ever since her mid-teens to make herself as feminine as possible.  I am amazed by the overwhelming magnitude of her success.  She looks like a supermodel in a bikini, and in lingerie.  She has the whole world fooled.

Still, I have misgivings about the situation.  I make them clear.  I don't want to be a homosexual.  She promises me that she will have surgery correcting that last little problem as soon as she can afford it (she's been saving for years).  But when she starts getting dressed, I become incredibly aroused.  I snap the elastic on her panties as I admire her cute little girly ass.  Before we know it, we're fucking again.  I am very confused about my feelings about her penis.  Part of me wishes very much that she had a pussy, like other girls; but part of me is very intrigued about how a boy can turn himself into a female sex goddess; and of course there's that last little part of me that's terribly excited about tasting cock and feeling it in my ass.

We stay together, and we have mind-blowing sex.  What turns me on so much about her is her transfermation.  I grill her about what she was like before she was a girl.  She talks reluctantly about her unhappy boyhood, and the dificulties of asserting her femininity through puberty.  It turns me on so much to think that this perfect piece of female ass that other guys ogle at and are envious of actually is a man.  I try to imagine what it must feel like to wear the things she wears.  I ask her, and she gushes about it.  How liberating it is.  How sexy it feels. 

I ask her what would happen to me if I ever wore women's clothes.  She says probably nothing.  Anyway, she says, she likes me all butchy and manly, so she doesn't care for it.  How manly can I be, I ask, if I'm sucking and fucking cock on a regular basis.  She blushes, and says nothing.

I start to envy her her wardrobe.  I think to myself, that could be me in those fishnet stockings, fuck-me boots, and little black dress.  I start trying things on, just for fun.  I try to include her, but she doesn't like playing dress-up with me.  So it becomes my secret.  I get my own panties and bikinis and lingerie.  Eventually, she finds out.  We slowly break up over it. 

Now I realize how fucked I am.  I realize that I'm still incredibly attracted to pussy, but that I really love the idea of Andrea.  I love the thought that I can become just as feminine as her.  Nothing turns me on more than that.  I date some women, and steal their underwear every now and then.  It never lasts long, because they either find out about my fetish, or I feel trapped when I can't make myself girly.  So Andrea comes back into my life.

She is just as disappointed in my girlish habits as any normal woman, but she can't be disgusted, because she does it herself.  I am still incredibly aroused by her, but she can't even use her decrepit dick anymore, because of all the hormones.  I am not in love with her anymore, either, so we get along.  I meet her sister, who guided her through her own effemination.  Together, they teach me.  This is how I learn that I can become ultra-feminine too, by taking on a female persona, and wearing nothing but female sexwear at all times.

It's difficult at first, but practice makes perfect.  The first few weeks are all about discovery.  I wear the skankiest clothes, and I do so in public.  At first, I'm hideous, but with a lot of work, can look pretty feminine.  I start hanging around in gay areas, because those are the only places where I can feel safe.  I start meeting other men, and can't resist the taste of cock.  I am now in Andrea's place.

A few years later, I am even more feminine.  My tits are bursting out of my bra, and I can't get enough cock.  But the best part is that my own penis is completely gone: I have a pussy!  And it's all natural!  I've transformed my body not with chemicals or surgery, but with sheer willpower!  And I love my new body!



Fiction: Las Vegas

"I like to crossdress every now and then.  I especially love swimsuits.  I'm certainly not gay or anything.  I just like the way it feels on my body."

"I crossdress because I like the feel of nylon, satin etc."

"Bras don't do much for me. I am a leg man."

"It's not that I want to emulate women; I am me, a guy who happens to like wearing certain female garments."

Now, just think about that for a moment.

What goes through your mind when you wear panties?  Does it make you feel manly?  How gay is that?  Think about it: you've worn women's underwear, and you liked it.

The fact is, it makes you want to be a girl.  Trust me, you're this close to sucking cock.

I was like you once, but things got a little out of hand one time, and I ended up experiencing things that I never even knew I longed for.  I bet you're one of those closet queenies who sneaks around his wife's back, wearing her underwear when she's not around.  You might even be lucky enough to have a woman who understands your needs (partly, at least) and lets you indulge now and then with her.  But deep down, and you don't even know it, it never goes far enough.  When you're prancing around in a garter belt and stockings, even though you think you're just being a guy who likes to wear girlie things, you're really striving to become a woman.

But don't worry, you'll get it someday.  I for one didn't realize it until I tasted penis for the first time.

I was on a business trip in Vegas.  I was horny.  I couldn't stop thinking about wearing something girlish.  Up until then, I was just like you: I'd wear my wife's stuff sometimes, when she wasn't around.  I focused on the panties, cuz that's where the fun parts are.  I had tried on her bras once in a while, but it just wasn't as big a deal.  Anyway, I was bored and lonely and horny, so I looked through the yellow pages.  Sure enough, there are plenty of escort services, which are perfectly legal, which cater to any need imaginable.  I noticed a few that offered feminizations, and I bit.  I'd never crossdressed in front of anyone else before, and this excited me.  I was in Vegas, and I got caught up in the spirit of the place.

She came over with a little suitcase.  She was incredibly sexy and hot.  This kind of woman usually intimidates the hell out of me.  We went over the rules: what she does, my safety word for when I want to stop it from going any further.  She was clearly a pro, given the way she opened my eyes about my secret habit.

That first night, she asked me how long I was staying, and what I was in the mood for.  She was feeling me out, asking me questions, acting coy, acting bossy, acting playful.  She eventually settled on an abusive playfulness.

I was extremely shy.  She wasn't getting much out of me.  I was trying to cop a feel, but I was afraid of her.  So she got fed up, and called me a faggot.  I told her, I'm not gay, I just like wearing girlie stuff now and then.  What the fuck?

And she told me what I told you: think about what you're doing.  You want to dress like a girl, and not just a girl, but a skank.  You want to be a hottie like me.  She undid her blouse and showed me her sexy lingerie.  She moved very seductively towards me and asked me if it wasn't true that I wanted to wear her underwear.

Of course, I said yes.

"You like the way it feels on you?  It makes you feel sexy?"

"Yes", I answered.

"Well," she said, putting her hand on my knee, "that's because you want to be just like me."

"Yes!" I exclaimed, surprised at myself.  She was getting me hot.

She instructed me to take my clothes off, all of them, and pick out some undies from her suitcase.  She had all kinds of goodies in there.  I was nervous and shy, but I figured I was paying for it, so I might as well go through with it.  I told her I was hankering for a bathing suit, but she didn't have any swimwear.

She played with me a bit after I put the panties on.  I was getting a huge kick out of her seeing me.  Then she called me a homo.  I protested, but she pointed out that I had just voluntarily put on some of her panties, and that it was giving me a serious boner.  This made me even hotter.  But why?

She told me that it was ok with her that I was being gay.  "Just look at the fun you can have when you're being girlish," she said.  And she was right!  I was having a ball in spite of her.  "You'll be sucking cock and take it in the ass before you go home," she said.  But I didn't care.

I was prancing around and rubbing my cock.  I wanted to masturbate.  But I couldn't ignore her.  She was incredibly hot.  She was taking off her clothes, too, and showed me the garter belt and stockings she was hiding under her skirt.  "Wouldn't you love to have some of these?"

And with that, I put on a garter belt and stockings.  This wasn't new for me.  It was one of my favourites.  This was as far as I wanted to go.  In fact, I'd planned to only wear panties with anyone, but she made a good argument for more.

"Look at you!"  She said.  "Are you feeling feminine enough now?"

I said yes.  I wanted to come.

"Nonsense!"  She admonished.  "How can you be a proper girl if you're not wearing a bra?"

As I told you, I didn't normally wear bras.  They don't really do much for me.  I shyly declined.  "Are you sure," she asked.  I told her I was.

"Well," she said, "that's a shame."  She slunk over to me, in her underwear.  "You feeling all girly and all, yet you're not even close to being like me.  Look at my bra.  Don't you like it?"

I told her I did, I liked it very much.

"Then why are you afraid of it?"

I told her I wasn't afraid, I just didn't like wearing bras.

"But look how sexy it is," she said, fondling her breasts.

"OK," I said, relenting.  I was feeling kinky about, like I never had before.  "I'll wear it."

"Don't do it for me," she said. 

"No, I want it."

"You want what?"

"I want a bra."

Why?

"Because."

"Is it because you want to feel sexy and feminine?"

"Yes."

"Why?"

"Because I like it."

"You like being feminine?"

"Yes."

"Is it because you're gay?"

I could feel my face flush with anger and embarrassment.  "Why do you say that?"  I asked.

"Are you serious?"

"About what?"

"You're seriously asking me why I'm calling you a fag, while you prance around in front of me begging me for a bra to wear?"

I was terribly ashamed.  I wanted to take off my panties and garter belt and stockings, and kick her out of my room.  But when I felt the panty waist on my fingers, I couldn't.  I was wearing women's lingerie!  She was right, it was incredibly gay of me.  My crotch gushed with pleasure.  I wanted more.

"So do you still want the bra?" she asked.

"Yes!"

"OK," she said, "but I won't give it to you unless you admit that you're a flaming faggot who desperately wants to be a girl."

"Fine," I said.  "I'm a flaming faggot."  I was blushing as I said this.  "I'm a flaming faggot, and I desperately want to be a girl."

"And?  Why do you want to wear a bra?"

"Because I want to be a girl.  And I'm a faggot."

She gave me a bra to match the rest of my outfit, and I was ecstatic.  I was rubbing myself frantically.

"You don't want to be gay, do you?"  She asked.

"No," I whimpered.

"But you want to be feminine, right?"

"Yes!"

"You know, the more girlie stuff you wear, the more feminine you get?"

"Oh God!  I hope so!"

"With you wearing that bra, you're much more feminine than you were before."

She flatters me!

"It's going to get worse and worse you know."

The idea appeals to me.  Enormously.

"And the more feminine you become, the more you'll want to sleep with boys."

I suddenly felt ultra-feminine.  Just what I wanted!  I was picturing her fucking and sucking.  I was staring at her crotch.  I wanted one just like it.  She swung it around a bit in front of me, and said,
"Look at my pussy.  You want one just like it, and you want to do things with it that only girls do."

"Yes!"

Before she left, she had me in a patent leather minidress, fuck-me boots, and makeup.  I was totally effeminated, and she kept telling me so.  I came five times.  I had never gone so far.  She left me a silky nighty and a fresh pair of lacy panties, and told me I could sleep in them.

The next morning, I woke up in them feeling randy.  I loved the way the skirt of the nightie brushed so lightly and softly against my thighs.  I felt utterly feminine, again.  I thought about what she said: that the more I wore, the worse it would get.  I wanted it to get worse!  I now fantasized about wearing nothing but girl clothes forever!  I wore my panties under my suit all day.  It was fun, but it wasn't enough!  I wanted to have a bra to match it, and maybe have it just a little bit visible.  Just for kicks.

That night, she knocked on my door again, unexpectedly.  I suppose she wanted her clothes back.  She confirmed this, and I was crestfallen.  I asked her if she was busy, and she started to indicate that she should be with another client.  I paid her twice as much for her company, and she gladly accepted it.

She was proud of me for wearing panties all day under my clothes.  But, she said, she suspected I wanted to go further.  I sheepishly agreed.  So we went shopping.  "You wanted a bathing suit, right?" She asked.

We browsed around together for a while, and we settled on a light blue bikini with little red flower print.  She forced me to tell the cashier that it was for me.  I was so embarrassed, but thrilled.  I was telling other people about my secret!  Then she had me go to another store and buy a fantastic one-piece suit in bright orange with a zipper in the front.  Again, I had to proclaim that I would be wearing it.  So I did, in great anticipation.

We went back to my room, and she had me put on the one-piece.  It was even better than I had imagined.  I'd worn bathing suits before, but this was incredible.  Somehow, she made me feel even more feminine.  I suppose because I could look at her and imagine myself like her.  Then I put on the bikini and pranced around some more.

"Aren't you the little prancing gaylord!" she said.  

"Yes I am!"  I admitted.  "I love feeling feminine!  This is incredibly gay of me!  I've worn girl stuff all day long, and I want more!  I love how gay this is!  I wish I had a pussy!"

"And what would you do with it?" she asked.

"I would fuck boys with it, I whispered, blushing like a schoolgirl."

With that, she led me into the bathroom, where we applied depilatory cream all over my body.  Oh my god, I thought, this is going much too far!  How will I explain this?  But it was too late.  I wanted it.

I slept in the one piece, and wore the bikini all day under my clothes.  It was easily visible under my shirt, especially the tie around my back and the back of my neck.  It made me feel so sassy!  But I longed for some stockings on my bare legs.  At least I had a bra on!

So that evening, I paid her again, and we went shopping for club wear.  I had my very own outfit now, including gorgeous fuck-me boots, a very short miniskirt, and a sexy blousy top.  I also bought plenty of panties and bras for myself, since I decided I would never wear men's clothes again.  And of course, stockings and a garter belt.

We went back to my room to put them all on, and head out.  I wanted everyone in the world to see me as the girl that I am!  She took me to a gay nightclub.  At first, I resisted, but she convinced me that it would be safer from punks who don't understand trying to kick the shit out of me.

I enjoyed the attention I was getting.  A guy struck up a conversation with me, and we talked quite a bit.  I had never hung out with gay people before, and I realized then that they're quite nice.  Besides, there I was dressed like a slut.  He invited me to his room to hang out a bit, and I accepted, naively.

Once in his room, he put the moves on me.  At first, I was shocked, and a little bit disgusted.  But he kept fingering the tops of my stockings.  I felt so fantastically feminine. I could just picture my cunt forming in my clothes.  It made me horny to think that I was wearing such slutty girlie clothes, and flirting with a guy!  I did not resist when he kissed me. 

To make a long story short, she was right.  Before I knew it, I had his dick in my hand.  It didn't even occur to me what I was doing.  I wanted so badly to taste it.  I was picturing her as I put my mouth on it.  When he came in my mouth and all over my face, I thought to myself, how gay is that?  I had gone so far that it didn't even phase me to have his hard penis pump into my ass, like the girly faggot that I am.

I now fantasize about cock all the time.  My wife left me, and I wear nothing but girls' clothes.  I have become transsexual, and I can't wait for my operation.

That, my friend, is what is really going on in your head.

This is Becoming a Habit

 I'm on another business trip, and as is becoming usual, I bought myself some nail polish and makeup. I bought a cheap makeup box on Ama...