It was the eeriest feeling that I have ever experienced. I could not
even begin to put it into words.
Let me try though, okay? Well, for starters, it was kind of like
waking up, but I was not groggy or tired or anything like that. It was
like one moment, I was not conscious of my surroundings, and the next
moment I was.
What amazed me was that I was not panic stricken or anything like
that. I was just suddenly aware that I was sitting in a very nice
restaurant, with a very nice meal of stuffed crab in front of me. I
had a fork and knife in my hands. I was feeling the white wine that I
had been sipping at. The music in the background was quiet, easy
I was also suddenly aware to, that not only was I sitting across from
my college room mate, but I knew that I was also dressed entirely in
women's clothing. I looked down, and I saw the pink nails on the ends
of my fingers. I heard the delicate tinkle of the silver charm
bracelet on my left wrist. I could see the reflection of the candle
light on the silvery band of the wrist watch on my right wrist.
I saw the ruffled pink hem of the sleeve of my dress, about half way
down my forearms. I could smell the delicate perfume that I was
wearing to. It was a flowery scent, very pretty and somewhat
intoxicating. I did not want it to be intoxicating to me, but it was.
I was also very aware of the soft silkiness of the under wear that I
was wearing to. I knew that it was silky, because I had never felt
anything like that against my skin before. I did not want it to
happen, but I could feel a huge erection growing in the panties that I
was wearing. It was as though my senses were suddenly heightened to a
degree that I had never thought was possible.
I looked up at Dennis. For some reason, his frank appraising stare
made me blush, and made me want to lower my eyes. I actually felt kind
of submissive to him. This really confused me. I had never felt that
way before, especially to another guy. I also, along with this emotion
of submissiveness, had a very strange feeling that I was feeling like
a girl on a date with a guy that she really likes, might feel.
Worse, as I became aware that I was feeling like a girl might feel in
the same circumstances, I also became aware that it was one of the
nicest feelings that I had ever had. It made me feel delicate, dainty
somehow and it made me feel special. I liked the feeling, very much.
I looked up at Dennis again.
"Wha... What have you done to me, Dennis?"
"Don't you like it, Debi? Don't you like the way that you feel?"
"I do... And that is the problem. I am not a girl. Why have you done
this to me, Dennis?"
"Well babe, if you think back about two weeks ago, you told me that no
one could ever hypnotize you. Do you remember that?"
"Yes?" Memory of that conversation poured back into my conscious
mind. We had been sitting around wasting a beautiful Saturday
afternoon, just a few weeks before Easter exams. We'd started talking
about hypnosis, and I let him know that even if he was a firm believer
in it, that I thought that the whole idea was a lot of bunk.
The conversation had ended in my agreeing to a bet. He would hypnotize
me, and I was to understand that he would do it at any time, and I was
to also understand that he could not make me do anything against my
Suddenly, as I looked at his shit eating grin, and became all too
aware of how turned on I was by knowing that I was on a date with him,
and that I was dressed as a pretty girl, and knowing that he could not
make me do anything that I did not want to do, made me aware of a
whole new side of my personality that I had never even suspected
I blushed with shame because I knew from the look on his face, that he
knew that some part of me must have wanted to be dressed up pretty,
and be taken out on a date with a boy. I have never felt that way
about boys before, but if the hard on in my panties was any kind of
indication to me of what I was really feeling, then I knew now that I
was about as queer as a three dollar bill.
"You are wearing a Freudian slip..."
I heard his words echo in my mind, and my mind suddenly filled up with
memories of how he had helped me to get dressed up earlier in the
evening. I recalled how I had giggled and squealed like a little girl,
when he had shown me the pretty lingerie and dress that I was going to
wear for our date. I had never used makeup before, but when he had put
me under, he had instructed me to remember all the times I had ever
seen a female apply her makeup, and to use that knowledge for my own
I knew that I looked pretty, because I remembered seeing myself in the
mirror, with my blue eyes highlighted, and my brown hair looking like
a frothy halo of curls about my oval shaped face. I knew that I was
wearing silver earrings, ones that dangled from my newly pierced
ears. I could feel them, as I recalled how they had made me look so
lady like. I'd squealed with delight when I saw what a pretty girl I
had been able to become.
"The phrase Freudian slip is enabling you to remember things, Debi.
"How... Uhhh... How far are you going to go with this charade?"
"Debi, you admitted to me that you wanted to be a pretty girl, and
that you wanted to have a romantic date with a boy, as a pretty
girl. On any date, dinner is the beginning. You are going to
experience a date from the pretty girl side of the coin tonight,
honey, and you are indeed a very pretty girl tonight."
"What do you mean?"
"After we have our dinner, we are going to go dancing. After that, we
may decide to go for a romantic walk in the park along the lake. You
will get to see what it feels like to have a boy kiss you in the
moonlight. Then if we are not too tired, we will go back to our room,
and I will make passionate love to you, like I would to any other
pretty girl whom I got to go back home with me."
"Do I have any choice in all of this, Dennis?"
"Honey, you made your choices all ready. You wanted to be a pretty
girl, and you got the chance. All you have to do is go along with it,
and enjoy it. I know that I am enjoying it. You are a real pleasure to
be with, as a young woman, Debi. You are nothing at all like your
brother, you know? This is most curious, not to mention a delightful
"I do not know what you did to me, but I want this to stop."
"No you don't. If you did, you would never have told me that you
wanted to be a girl on a romantic date. I am afraid that because I am
your friend, I am going to insist that you see this through, all the
way to the end. I do not think that you would have the courage to do
"You said that you wanted to make love to me. What do you mean?"
"I want to kiss that pretty face of yours. I want to touch every
square inch of the beautiful shapely body of yours. And I really want
to feel those luscious lips of yours on my hard on."
I knew that I should have been ripped at him for saying such things to
me. But, I wasn't. I wasn't even close to being mad. The idea of him
kissing me, and feeling me up like I was really a girl, it was very
exciting to me, and I could feel myself throbbing in the silk panties,
wanting to know what feeling his hand under my dress was going to feel
I should have hated the very idea that he was proposing, the idea that
he wanted to feel my lips on his hard on. I knew that I should have
hated it. I was not gay. But, being a girl, feeling like a girl, made
me want to experience doing all the things that real girls got to
do. I did not want to admit it to myself, but I knew that if he wanted
me to suck his cock, that I would do it for him, because I was his
girl for the night, and girls like to suck cocks.
I shuddered. Where could these thoughts and feelings have come from?
I did not want to like the way it felt to be a pretty girl on a date,
but I did. I did not want to think about sucking Dennis' cock, but I
could not help but to wonder what it would feel like to kneel down
submissively in front of him and to feel it sliding over my lips, as
he entered into my effeminated mouth.
I blushed. He knew what the most secret thoughts that I had ever
thought were, and I knew that he knew them.
We ate the rest of our dinner. I could not believe how heightened my
senses seemed to be. Everything seemed to taste so much better than I
was used to experiencing. Everything seemed to smell
better. Certainly, these clothes assuredly seemed to feel better than
any clothing I had ever worn before, had felt like.
I was acutely aware of how lovely and sensuous it felt with even the
slightest movement that would make my slip slide across my nyloned
thighs, with a barely discernable whisper that was normal to the
wearing of girlish attire. I could feel my bra straps, and I loved the
unaccustomed pressures from it. I could feel the constriction of the
waist nipper corset, and I wondered how I had ever liked not feeling
myself in a corset before this night. I was acutely aware of how nice
it felt to have the high inste p of the high heeled shoes that I was
wearing, pressing up against my arches. It made my feet feel ever so
My erection throbbed against the front of my panties, and I needed to
be relieved. I hated to admit it to myself, but I wanted for this man
sitting across from me, with his all so macho superiority grin, to do
the relieving for me. I now had a new appreciation for girls that I
had never even dreamed of before.
Sure, feeling pretty and wearing such beautiful clothes had some
advantages, but there seemed to be some draw backs to the feminine
nature as well. I felt so restrained by my desires to be made love to,
rather than the normal drive I would had, to just try and take care of
it myself. It was as though I was craving something that being with
him could satisfy in me, that nothing else could.
I did not know how much wine I had consumed, but Dennis made sure that
my glass was nearly always full, and I was feeling a delightful
carefree buzz from the wine. I absentmindedly collected my purse, as
he helped me to rise to my feet, as we prepared to leave the
restaurant. I was a bit wobbly on my high heels, but not enough to
draw any kind of undue attention to me.
He put his arm around my waist, and I hated myself for moving over
closer to him, as we made our way out the door. I did not know where
this feminine personality had come from, but she was far more powerful
in me than I had ever imagined. Tonight, I was Debi. Every reflex was
that of an attractive young woman who wanted her date to be pleased
with her. I did not like knowing that my roommate was the one who knew
and understood all of this. What would he be like to live with, after
this was all over with?
I felt the strength in his arm as he led me to his car. It was like a
new part of me, a part that I had never known before, craved to feel
the strength of this man near me, taking care of me and guiding me. I
had never felt so dependent before, and though I did not like it, it
satisfied something in me.
When we got to the car, Dennis bowed gallantly, as he opened the door
for me, and watched my dress slip up my thighs as I got into the car,
in as lady like a fashion as I was able to manage, given that I had
never consciously tried to get into a car in a lady like fashion
He smiled most appreciatively when he saw me blushing as I tugged my
hem back down to cover my knees again. This lady like stuff was not so
easy to live with, no matter how nice being a lady felt like. I was
nervous and I was shy. But, a part of me was also pleased that he
liked what he had seen. It meant that I was keeping his interest. I
knew that I should not like knowing that I was keeping a guy
interested in me, but my newly discovered feminine vanity was being
stroked, and she loved the way it felt.
I had to admit, I liked being Debi.
We drove to the nightclub where he had promised to take me dancing. We
pulled into the parking lot, and he drove to near the back of the lot,
where it was kind of dark. He turned the car off, and sat there
looking at me for a long moment. I was nervous and started to fidget
with the hem of my dress, and the chain strap of my purse.
Finally, I looked up at him.
"What is wrong, Dennis. Why aren't we going inside?"
"Because Debi, I want to do something that I have been dying to do."
"What?" A little tremor of excitement was running through me, but I
did not understand what it was.
"Slide over here, and I will show you."
It was as though his words were like a command to me. I could not
resist them. I did not want to resist them. I gathered my skirts up,
and I slid over across the seat, till I was sitting very close to
him. I was aghast at myself. I wanted him to kiss me.
I sat there, submissively and I did not pull away as he very slowly
raised his right arm, and draped it over my shoulders in a most
"Debi, you look so adorable, I just can not resist my desire to kiss
those shiny pouty lips of yours. Do you want me to kiss you, like a
man kisses a pretty woman?"
"Uhhh... I don't have a choice, do I? Just do what you want, and get
it over with, okay?" My words sounded filled with bravado, but inside
I was quaking like a little girl. I could not believe how strong was
my desire to feel his arms around me, taking control of me, and
pressing those lips against mine.
"Honey, you have a choice. Freud said so."
I felt like a dam was opened inside of me, and my desire to be kissed
was even stronger than before. I did not like knowing that I wanted a
boy to kiss me so bad that I could nearly taste it, but I did. I knew
that the phrase, 'Freud said so,' must have something to do with
it. What was amazing though was that I knew he was not forcing me to
do anything. I really wanted him to kiss me, as though I really were
the pretty girl that I felt like.
"Do you want this loving gentleman to kiss you, Debi?"
I wanted to say no. I really did. "You know I do, Dennis..." I felt
myself melting against him, my shape conforming to his. I felt the
heat of his body through my dress, and it excited me. I did not want
it to, but it was the most exciting thing I had ever felt in my
life. I guess that I must really be a fairy after all?
His arm pulled me tightly against him. He lowered his lips to mine,
and I lost control of my breath, as for the first time in my life, I
felt the hard thin lips of a man's pressing against my own. It was
exciting. My heart was beating wildly. I wanted to pull away, because
I wanted him to kiss me so badly. It was not right, I thought to
He kissed me like that for a long moment, then I felt the tip of his
tongue on my lips. I cried out 'no' in my mind, but with my body, my
lips parted, inviting him to enter my body at his wish to do so.
He wished to do so, and in a second, I felt my mouth full of a man's
tongue. It felt so big, so domineering, and it also felt so very
right. I whimpered, and found myself sucking on his tongue. I had
never enjoyed being kissed so much in my life. Every nerve ending in
my body, was acutely alive to the caress of the feminine clothing I
was wearing, as I raised my hand to gently caress the back of his
neck, in a decidedly feminine and loving manner. I wanted so much for
this man to enjoy kissing me like this