Jenny and I had been dating for about three years.  It was serious,

but never in a way that we figured would ever lead to marriage.  We

were both just too independent for that.  What held us together was

the sex, in a lot of ways.  And the sex was in a lot of ways.  She

was more experienced than I was when we met, when she was on the

rebound from dating Mark, a friend I knew casually.  After three

years, though, we were pretty much at the same level...and the same

level was becoming too routine.



Jenny was always open to suggestions and ideas for new ways to play.

Once, I'd suggested a threesome, her and another woman and me.  She

went for it without need of much encouragement.  She brought home a

woman-friend from work one evening, Lisa.  Lisa wasn't as attractive

as Jenny, but still pretty good looking, in a quiet way.  They went

out that night together, and by the time they got back they were

both pretty tipsy.  It didn't take much work to get Lisa into bed

with the two of us.



I started first with Jenny, playing with her and watching Lisa as she

got hotter and hotter watching us.  It was only a few minutes before

I was able to slip into Jenny's cunt as Lisa finally straddled her

face, grinding against Jenny's tongue.  Just when I thought I would

come, I slipped out of Jenny and now entered Lisa, who went to work

on licking Jenny.  The sight of the two was too much, and I quickly

exploded.



The best part, though, was watching Jenny and Lisa afterward, first

sixty-nining each other, then working at each other with fingers,

grinding against each other.  Then Jenny pulled out her surprise.

She pulled a strap-on dildo from her dresser drawer.  It was about

ten inches long, thick, and though it was clearly hard, it had a lot

of give, like a real cock.  She buckled one strap around her hips,

and laced another through her legs, so it was on tight, the butt of

the dildo positioned to grind against her pussy.



Once it was securely in place, she lay on top of Lisa, who spread

her legs and wrapped them around Jenny's waist.  It took Jenny a

moment to position herself, but then found the entrance to Lisa's

pussy, and slid it slowly in to the hilt.  By now, Lisa's eyes were

glazed, her head thrown back as Jenny began to slide the dildo in

and out of her pussy.  Soon Jenny was bucking and thrusting like a

man might, LIsa rising to meet her every thrust.  She grabbed Lisa's

hands and pinned them to the bed, arching her back and flicking her

hips with every thrust.



By this time I was hard again (and then some), and Jenny saw the

look in my eye.  Without a word, she rolled over so that Lisa was

now on top, straddling the dildo.  I moved around back and

lubricated my already-wet cock with the juices from their cunts.

Positioning myself behind Lisa, I slid easily into her ass.  In

a moment, we were both in place, Jenny and her dildo in Lisa's

pussy, me in Lisa's ass.  We quickly found a rhythm.  Every time

Lisa bucked back off the dildo, she'd push me deeper into her,

and vice-versa.  Best of all, I could feel the dildo sliding in

and out through the thin tissue between us, and the thought of it

excited me even more.  I thought about what it must be like for

Lisa, how this double-filling must feel like, and with that thought

I exploded inside her, just as both of them came as well.



The memory of that evening stayed with me for a long time, especially

the part about feeling the dildo inside Lisa, and watching Lisa being

fucked by Jenny.  I began to wonder more and more what it must feel

like to be fucked.  The more I wondered about it, the more obsessed

I became with the idea.  Finally, one night, after a long night of

love-making, I told Jenny about my thoughts.



She said that she had a solution, and pulled out the strap-on dildo

again.  She put it in my hands, let me feel it, and said that since

it was late, and we were too tired to enjoy it this time, she'd do

it next time...and it would be something special in every sense.



I spent the next week thinking about it and anticipating it.  When

the night finally came, I showed up at her house hot and ready to

go.  Our foreplay was even more frantic than usual, and I could see

that she was as turned on by what was to come as I was.  



Finally, she said that if she was going to do the fucking, she was

going to call the shots, and do it her way.  Knowing the many

things she was into, I was more than willing to accommodate.  The

main thing was a blindfold; she wanted me to be able to imagine

being truly fucked.  I accepted it without question and put it on.



I could feel her long, manicured fingernails probing at and into

my ass, slender and delicate.  She had me get up on all fours to

give her better access.  First one, then two, then three fingers.

She leaned over me, and I could feel her breasts on my back as she

continued her probing.  After a moment, when I was nice and relaxed

back there, she told me she was going to put on the dildo.  I waited

in breathless anticipation, unable to see what she was doing, but

remembering every detail from when she'd worn it last.



At last, she said she was ready, and told me to grab the headboard

with both my hands, to steady myself.  I did.  After a moment, I

felt a rubbery hardness poking at my ass.  It felt big, impossibly

big.  But I was determined to take it all.  I moved my legs further

apart to accommodate it.  Inch by inch, it slid in, the sensation

incredible, stretching and a little painful at first, but that part

quickly passed.



Finally, I could feel all of it inside me.  All of my sensations

were focused entirely on my filled ass.  I didn't move for a long

moment, letting myself get used to the feelings.  Then, slowly, I

began to move back and forth, and it began to slide in and out of

me, slowly at first, then faster.  I began bucking harder now,

driving back to meet each thrust.



It was after only a few minutes of this that I noticed something

was wrong.  The dildo seemed actually bigger than it had moments

before.  It seemed to flex more than I'd remembered.  And I could

feel hairs that shouldn't be there brushing against my ass and

legs.  



I whipped off the blindfold and turned to see not Jenny, but Mark

(my casual friend, and her old lover) behind me.  Jenny stood

behind him, watching.  She smiled as she saw that I knew.  "Surprise,"

she said.  "After all, what's good for the goose..."  Even from

here I could see the base of the rubber on his cock, which had

added to the illusion.



Mark slowed his thrusting, met my eyes.  "If you want me to stop,

I will," he said.  I hesitated only a moment before shaking my

head, no.  He smiled and started thrusting into me again, harder

now, no longer making any pretense at gentleness.  I gasped and

fell forward onto the pillow as he slammed into my ass, again

and again, grabbing my hips and pulling me back onto him.



After a moment, Jenny slid beneath me on the bed, and raised her

legs to give me access to her ass.  I slid in on the first try,

and now it truly was just like Lisa, right there in the middle of

the sandwich, him thrusting into me from behind, her taking me in

her own ass at the same time.



He continued to get bigger in me, until suddenly he tensed and I

could feel the heat of his cum filling the condom inside my ass.

Instantly, I came as well, filling Jenny, who held me tight to

her as an orgasm rippled through her body as well.  It went on

for what seemed an eternity until we all finally collapsed onto

one another, sweating and gasping.



Over the course of the long night, we reversed many times, once

with Mark sandwiched between me and Jenny, and then with Jenny

between the two of us.  But nothing ever quite equaled that 

first time, and the best surprise I'd ever received.



***************************************



THE SWITCH - #2





I was born lucky, I guess.  I was always slender, and graceful,

and had smooth features and soft eyes.  Back in high school it

was called effeminate, though I never tried for that effect, not

back then, anyway.  It was just a natural look for me.  Which came

in very handy when I found that I enjoyed dressing female.  



It started when I was in high school, and we were involved in

putting on a sketch for the other classes.  Knowing that it was

common for guys to dress up as girls for such things (the

football team was always doing it, though they exaggerated

enormously of course), I decided to do the same thing.  I was

given free run of the costume room to find whatever worked.  And

work it did.  The first time I ever turned in a mirror and found

myself fully in women's clothes, I barely had to touch myself to

come.  I took the costume home with me and practiced all the next

day, pretending to be sick so I could be home alone while my

parents were at work.



By the time I was into college, I had developed quite a wardrobe,

which was my secret from the world.  I practiced and got better,

and learned, and between my efforts and the fact that I had always

looked androgynous to begin with, in an attractive way, I could

pass without much problem.  The first few times I did it I was

scared silly, sure that the minute I walked onto the street, someone

would know it was a guy under all that makeup.  But the wolf-

whistles and the smiles told me otherwise, and soon enough I was

making the rounds, shopping and going for drinks and fending off

the guys.



But not for long.  I found that I enjoyed feeling female as well

as dressing that way (though I had no desire to actually be female),

and soon began to play, and let myself be played with.  I'd found

some wonderful breast-forms that felt just like the real thing

through a good dress, and would tape myself down beneath my panties

and put on lots of sanitary pads on top.  If anyone asked, it was

my period.  You couldn't feel any of me under all the pads, just

the smoothness.



Sometimes I would look at myself in the mirror, and slide a dildo

in and out of my ass, under my dress, until I came.  Finally,

after gearing myself up for a long time, I felt I was ready.  I

got my best makeup on, a wig that wouldn't come off in a tornado,

my best dress and forms, and went out to a bar.



I was a little scared, to be sure, which is why I had to pick

carefully.  He had to be the right combination of just a little bit

drunk, but not too drunk; solid, but not too big to fight off if I

had to.  In the darkness of the club, several guys hit on me, but

finally I was approached by the right one.  He looked in his

forties, about ten years older than me.  He was in a business

suit, and wore glasses, and he just looked right.



I let him buy me a drink, and flirted (speaking softly), and let

him flirt back, letting him think I was drunker than I was, when

I'd carefully paced myself so I was very much sober.  When he slid

his hand beneath the table and along my stockinged leg, I didn't 

stop him, and began doing the same for him.  Without hesitation,

knowing he couldn't feel anything through the pads and the panties

and the pantyhose, I let my legs slip open so that he could run

his hands in there, too.  I rubbed my hand against his crotch.  It

was hard, and I could feel a moistness inside.  He was breathing

hard, pushing up against me in the booth.



When I suggested we go somewhere else, he didn't hesitate to

agree.  We went out the bar through a back entrance, and across

the parking lot.  I knew that the building next door was deserted,

waiting to be torn down, and steered us toward it.  Once we were

inside, I stood against a wall as he pressed against me, hands

roaming all over me, his crotch rubbing against my dress.



Taking my cue, I knelt down and unzipped his pants.  His cock

came out straight and hard, and with only a moment's hesitation

I slipped it into my mouth.  He immediately began thrusting in 

and out of my mouth, my head bumping slightly against the wall

with each thrust until I decided to just let my head stay back

and let him fuck my mouth.  I gripped the base of it between my

fingers to guide it in and out, the wet noise and his heavy

breathing the only sound.



"I want to fuck you," he said, slowing just a little.  I told

him it was my period, and I didn't want to soil my dress, or

take my clothes off, not here.  He looked disappointed, and

started to pump my mouth again, moving faster, as though having

decided that he would just come there.  Instead, though, I

stood, and turned with my back to him.  I reached behind and

lifted the back of my skirt until it rode up above my hips,

then inched down the back of my panties and panthose until my

soft ass was exposed.  I reached out to brace myself against

the wall.  



He moved fast, though still a little unsteady from the drinks

and the passion, and quickly started poking against my ass, his

cock wet from lubrication and my saliva.  In a moment he was

in.  I gasped; he wasn't even trying to be gentle.  He shoved

it in hard, all the way in with one stroke.  I moaned and

grabbed the wall as he began to move, sliding in and out of my

ass in ever-faster thrusts.  



He shoved forward, pressing me against the brick wall, the

base of his cock riding along the top of my pantyhose with

each stroke.  I moaned sharply with each thrust.  He grabbed

the tops of my shoulders to force himself deeper, moving from

side to side.  Then, suddenly, he tensed and plunged forward,

cumming into my ass.  I could feel the heat of it inside me

as he fucked frantically, then slowed.  My ass was burning,

but I didn't mind.  After a moment, he pulled slowly out.  I

could feel my ass contract as soon as it popped out.  I reached

behind and pulled up the pantyhose, lowering the skirt.  His

cheeks were flushed, as were my own.



We stepped out of the building and headed to our separate

cars, though he invited me to his place.  I haven't gone back

there again, but there have been other places, and other

nights....



***************************************



THE SWITCH - #3



My brother had always seemed so much straighter than me.  He

had gone out for football, and every other sport he could find,

while I was more into my books and my hobbies.  He was ruggedly

good looking, and the few times I'd seen it, he had a good body.



I discovered fairly early on that my own interests ran to both

sexes, but never told my brother.  I simply couldn't deal with

what I knew his reaction would be.  We lived in the same city, 

L.A., and after we got out of college, didn't see each other as

often as we might, maybe once a month or so.  



One night, I was dropping a friend off at the Club, a private

local club with a slight S&M flavor, though nothing too intense.

Sort of S&M for people who aren't terribly into S&M, and mainly

want to play at it.  I hadn't been in the place myself, but from

what I heard most "guests" usually tended to find it reasonably

pleasant enough.  But you can imagine my surprise when I saw

who was coming out of the back door of the Club: none other than

my brother.



I was astonished.  In all the time I'd known him, there had never

been so much as a hint that he swung both ways.  But now that I

knew, some wonderful possibilities began to occur to me....



I went back the next week, same day, only much earlier this time.

I wanted to know if this was a regular thing with him.  I parked

across the street in an empty lot, and watched and waited.  Sure

enough, around ten o'clock, he drove up and went inside.  He came

out again about 11:30, looking like a man who had just had a good

time.



That was when I began the plan in earnest.  I asked a few people

I knew who used the place regularly what went on, and what to

expect.  They filled me in.  I confided my plan to one of them,

and he gave me the perfect gift: a latex mask that completely hid

my features.  Zippers for the mouth and eyes, slits for the nose,

and once I had it on, there was no way to tell who it was unless

you'd seen me naked recently...which my brother hadn't, not since

we were kids.



The next week, I went to the Club and gained entrance, using the 

pass of a friend.  Went in and stripped, putting on the mask.  I

roved the club, looking in at the various rooms.  The orgy rooms

were quite a sight.  A little after ten o'clock, I looked up, and

sure enough, there was my brother, naked except for a leather

jock, looking at all the action.  He saw someone he recognized,

and waved.  The two spoke for a minute, and I was trying to think

of a way to get into the scene.  I was walking by them when I

heard the friend say, "Well, we've got two, we need one more --

how about you?"



I turned, startled to see that he was speaking to me.  I nodded.

In a minute, I was down on my knees, and the friend had his stiff

rod out and was sliding it in and out of my mouth.  Out of the

corner of my eye, I could see my brother sliding his hand up and

down his own dick as he watched.  I kept hoping that he wouldn't

go elsewhere.



"In here," the friend said, and we went into an empty room.  I

turned back to face them.  "Try a little of this," my brother

said.  He held his dick out in front of my face.



I hesitated only a moment before engulfing it with one swallow.

He shoved it all the way back into my throat, holding my head 

between his hands to drive it in harder and faster.  He was so

big, and straight, and I thought I would die with the thought of

my brother's dick in my mouth after so long.



He slid in and out of my mouth, one hand on his hip now, the

other holding my head in place through the latex mask, each

flick of his hips sending his cock over my teeth and down my

throat.  I sucked at him hungrily, taking it all in.



Finally, the friend pulled me away and prompted me up onto a

bench on all fours.  He stood in front of me and shoved his

cock into my mouth as my brother moved in between my legs.  He

kicked my legs wider apart and, without preamble, shoved his

hard cock into my ass.  It seemed so much bigger once it was

inside me, and I had to shift a little to get comfortable. 

After a moment, we found a rhythm, and soon they were both

pumping into me.



As I sucked his friend, my brother shoved harder into my ass,

slapping my ass each time he pulled back.  The sensation, the

knowledge that my own brother was fucking me without knowing

it was me, was almost too much to bear.  I came without even

being touched, though neither of them noticed, too lost in

their own sensations.  



I tightened my ass to meet each stroke, making it tighter for

him as he fucked my soft ass.  It seemed to get bigger with

each thrust until suddenly he shoved against me and cried out,

and he came.  At the same moment, his friend grabbed my head

and shoved deeper in to my mouth, flooding it with cum.  I

took it all in from both of them.  



After they withdrew, and pulled away, I slipped away and made

it out of the club without being seen.  To this day, he

doesn't know.  And sooner or later, I'll go back there --

and this time, maybe I'll take off my mask halfway through.



***************************************



THE SWITCH - #4



I'd only moved into town a few weeks before, and so far hadn't

met many people in Los Angeles.  The first person I noticed right

off was the woman who lived upstairs and across two apartments

from my own place.  She had long brown hair, and a slender build,

and she was attractive in a way I couldn't quite pin down.



I would watch her come and go on nights when I was stuck in my

apartment.  She had friends, and lots of them, and sometimes

they would come over, or she would go out with them, sometimes

all night.  



One Saturday night, it must've been about midnight when I heard

a knock at my door.  I opened the door, wearing only a pair of

running shorts, and it was her.  She explained that she'd locked

herself out, and needed to call the manager, who didn't live at

the complex, to come let her in.  "Can I use your phone?" she

asked.



I of course said yes, and let her inside.  She was wearing a long

black skirt, practically to her ankles, soft and of some material

like crushed velvet, only lighter.  It outlined her features

perfectly.  I could tell when she passed that she'd been out

drinking.  She was tipsy as she went across the room.



As she bent over the phone to dial, I felt myself getting hard,

though I tried to suppress it.  Figuring that she would take a

minute or two on the phone, I gently rubbed at it through the

fabric of my running shorts as I stood behind her.



To my chagrin, though, she hung up without talking to anyone at

the other end.  "I guess no one's home," she said.  "I'll have

to try later."  Her gaze fell on the bulge in my running shorts,

and she smiled, a little drunkenly, I thought.



"My," she said, "is that for me?"  She came over to me and, to

my astonishment, began rubbing at it through my shorts.  "You

know, I've seen you watching me," she said.  She said she didn't

mind, that she'd been watching me, too.



She kissed me, and my hands went to her breasts, kneading them

as she rubbed my crotch.  They were soft and warm in my hands,

and she moaned as I touched them.  I parted her blouse, and

ran my hands directly over her breasts, pinching the nipples.

She knelt down in front of me, and my shorts were off in a

second, my cock pointing straight at her.



She licked the head several times, flicking her tongue over it

before sliding it into her mouth.  Soon her head was bobbing at

my crotch, swallowing every inch of me.  Her mouth was soft and

wet, and she worked it like there was no tomorrow.  It was wet

with both our juices in no time.  I reached down toward her skirt,

but she pulled me to the floor.



"Down here," she said, and lay me on my back.  She pulled her

blouse aside to reveal more of her breasts, and then straddled

my hips, her long skirt rising up before me.  She slowly lowered

herself, letting the skirt pile up all over me as she descended.

I briefly felt the part of fabric -- crotchless undies, I assumed

-- and then she reached back behind her and took hold of my cock.

I figured she'd continue to lower herself slowly, but to my

surprise, after sliding her hand up and down my cock a few times,

she dropped down onto it fairly quickly.  Before I really knew

what was happening, I was inside.



It felt wonderfully tight, and the fact that I couldn't see

anything, that it was all invisible under her soft skirt,

somehow added to the experience.  With her hands on my chest

for balance, she began to raise and lower herself onto me.

I lay back and enjoyed the sensations.  Her own head was thrown

back as she rode my cock.  I started to reach under the skirt

to massage her pussy when she took my hands and placed them on

her breasts, telling me to squeeze them.  I did, hard.



She moaned, and began to sit on my cock harder and faster.  Now,

though, I began to notice that the angle felt wrong somehow.

It felt no less wonderful, but she was too far up for me to be

in her pussy.  I slid my hands up her legs and, before she

could react, found her pussy...only to find a cock instead.



She instantly stopped, sitting without moving, waiting for my

reaction.  I didn't know what to say, which must have been the

right thing, because she slowly lifted her skirt to reveal the

swollen cock beneath.  It was clear that she had slipped me

into her ass as she had first descended.



She was, she explained quickly, a pre-op transsexual, that

she had tried to avoid having sex with anyone until she had

the final stage of the operation, but it was taking a long

time to get all the money in hand for the procedure, and she

was going crazy without sex, and that if I was really turned

off, we'd stop.



But the truth was that ever since I found out, my cock had

gotten harder in her, not softer.  Tentatively, never having

touched one before, I reached out and stroked her cock, which

was hard to the touch.  Noting my acceptance, she bagan to

move up and down on me again, finding her rhythm again.  I'd

never thought of myself as particularly gay, but somehow this

was okay; she was mostly a woman, after all.  Not that I really

needed much of a rationalization; it felt too good for much

thinking.



She continued riding me, harder and faster, stroking her own

cock until suddenly my hips arched and I came within her.

She gasped as I came, her face flush.  She slowed, then

stopped, sitting on me as I slowly softened inside her.



All the while, she kept stroking her cock.  I watched it,

fascinated.  She hesitated, then finally asked, "Do you

mind?"



I knew what she was asking, and after a moment, I nodded.

She got me onto all fours, and moistened her cock with some

hand-cream from her purse.  She was still wearing her skirt,

and raised it, letting it fall over my back as she positioned

herself behind me.  I could see our reflection in the hall

mirror, and marveled at the sight of the gorgeous woman, with

a secret beneath her skirt, moving up against me, her cock

nudging at my ass.



Because it wasn't very big, her cock slipped in with surprising

ease.  Once past the sphyncter, it slid softly into my ass until

it was buried to the hilt.  Then, slowly, she began to move back

and forth, her long nails brushing my back as she stroked in and

out of me.  I lay flat on the floor and she covered me, her

breasts warm on my back, her cock hot in my ass, moving slowly

and sensuously as she fucked me.  



She hadn't been in me more than a few minutes when suddenly her

whole body spasmed, and I could feel her cock twitching in me

as she came.  She bit my shoulder as it filled me.  She wriggled

it back and forth a few times as it softened, then finally pulled

out, then lay down beside me.



That was a year ago.  Tomorrow, we move in together....



--