Rebecca's Secret

[Transgender Stories]

Synopsis: This story is partly based on fact, partly a fantasy. It is the
story of a young man on vacation with his girlfriend and the night they
have sex for the first time. The girlfriend has, up to this point, been
reluctant to try sex. The big night finally comes for the two of them and
the young man realizes, at last, what has made her so hesitant to share
herself. The story is divided into several parts - the first focusing on
oral sex and the second part on anal sex. The rest . . . well, we'll see!

- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -

-1-

The hour was growing late as I looked around the cozy living room. Six of
my friends were sitting in various places, in various positions, all
watching some late night horror movie on the television. There was a
feeling of general contentment. We had arrived at the house several hours
earlier and were enjoying our visit already. It belonged the family of one
of the group and her family had allowed us to use it for a week in the
height of summer. Life couldn't have been sweeter.

My girlfriend Rebecca sat on my lap wearing a dark blue tank-top and tiny
denim shorts. Her right arm was around my shoulders and her left hand
rested on mine, which was resting on her thigh. I gently stroked the pale
flesh of her thigh as I held her tightly around the waist with my other
arm.

I yawned.

"Tired, baby?" she asked me.

I nodded.

"Why don't you go to bed?" she asked.

"We're all having such a good time," I answered.

"Well, if you go up, I'll join you in a few minutes," she said, "I'm pretty
tired too."

"Alright," I said. I gave her a quick kiss and she climbed off my lap. I
stood up, wished everyone a good night, and then trudged up the stairs to
my bedroom.

"My" bedroom was actually the master bedroom of the house which had been
assigned to Rebecca and me, since we were one of the only two couples on
the trip. In the center of the room against the back wall was our bed, a
cozy king-sized. We had our own television, our own bathroom, and a
private world all to ourselves.

I suppose now would be the appropriate time to tell you about Rebecca and
me.

We had gone to high school together, but had never been more than casual
acquaintances. A few months earlier, however, we were re-introduced
through a mutual friend. I marveled at the transformation. Either I was
grossly disremembering her or she had definitely grown up while she was
away. She had a really gothic way about her, wearing lots of dark clothing
and dark make-up, but she lacked the annoying pretentiousness of most goth
chicks I had met. We clicked instantly.

Physically, we were almost the opposite. I was tall and wide with a solid
frame of muscle and bone. Rebecca was tiny and thin, with small breasts
and a perfect little ass. With her dark hair and fair skin, she couldn't
have been any more perfect to me.

Despite our mutual attraction, we had never had sex. In fact, we had never
shared any kind of sexual contact other than kissing and occasional
groping. She was a virgin, as was I, and I think both of us wanted to wait
until the time was right. I secretly hoped that time was tonight.

"Are you decent?" I heard her ask from outside the room.

"Yeah," I said. "Come on in."

She stepped into the room, smiling at me as I unbuttoned my shirt, then
stripped it away. Rebecca stood close to me, nuzzling her face against my
plain white t-shirt, and wrapping her arms around my waist. She cooed
softly.

"It's time for bed," I told her.

"I know, I know," she replied.

"How about you change in the bathroom and I'll get ready in here?" I
suggested.

Rebecca agreed that sounded like a good plan and took her pajamas into the
bathroom. Meanwhile, I took off my socks and my shorts, leaving only a
t-shirt and boxer shorts on me. I turned the lamps beside our bed on and
turned the main, overheard light out. I crawled beneath the blankets and
had just settled in as Rebecca emerged from the bathroom.

She wore black, flannel pajamas pants and a matching tank top. She smiled
at me sweetly and then climbed into bed beside me. She pulled the blankets
over her legs and turned out her lamp. She snuggled in closely against me.

"Turn out the light," she instructed.

I reached over and turned the knob, plunging the room into warm, comforting
darkness. Rebecca and I lay still for a while, each content with our own
thoughts, and with one another's company.

"I love you," I told her, breaking the silence.

"I love you too," she said.

-2-

"How much do you love me?" she suddenly asked.

That caught me off guard. "Very much," I said, not knowing exactly how I
should respond to a question like that. Love wasn't exactly a quantitative
thing, after all.

"I think I'm ready to do it," she said, after a long, slightly
nerve-wracking pause.

"Do what?" I asked.

She laughed. "You know. Have . . . sex."

It caught me completely off guard. I didn't know how to react so, like an
idiot, I went silent. My grip on her relaxed slightly and she took this as
a bad sigh. She slid away from me to her side of the bed.

"I'm sorry," she said.

"No, don't," I told her, moving alongside her. "I'm sorry, I was just
surprised. I wasn't expecting you to say that. But I'm glad you did."

"So you want to?" she asked.

"Of course!" I told her, smiling.

"There's just one thing . . ." She said that nervously, looking down at
her own body. "I want to keep my breasts covered, if that's OK. It's just
. . . you know . . ."

"It's fine, babe," I told her. "However you want to do it is fine by me."

I had a feeling this might happen. Although it might seem like an unusual
request, it made sense, given the context. Rebecca was, for reasons I
couldn't understand, very self-conscious about her breasts. I suppose a
small-chested woman living in this world of d-cup porn stars, where tiny
waists and giant tits are glamorized, could feel that way. I wouldn't have
wanted Rebecca any way but the way she was. Despite my total and complete
comfort with her body, I would grant her wish.

"So . . ." she said, "how do we . . . start?"

"I guess we just go for it," I said.

We began kissing, closing our eyes and holding one another tightly. I
opened my mouth and flicked my tongue against her lips. She responded by
opening her mouth and our tongues began to rub against one another. My
tongue was in her mouth and her tongue was in mind. Saliva escaped both of
our lips, but neither cared.

I grabbed Rebecca by the waist as I rolled on to my back, easily pulling
her on top of me. She straddled my waist, leaning down over me without
ever breaking the passionate French kiss. I moved my hands down to the
seat of her pajama pants, feeling the firm round globes of her ass.
Finally, she broke the kiss, lifting her head as a small string of drool
fell from her lips into my mouth.

She grabbed the bottom of my shirt and began bunching it up. I sat up
quickly and raised my arms, allowing her to pull it off over my head. She
pushed me back down and began kissing my neck, licking and sucking one spot
before moving to the next. My neck became my shoulder and then my chest.
She dragged her tongue from my sternum to my right nipple and sucked on it
for a moment before moving back across my chest to the left. She bit my
nipple and my body surged slightly as the wonderful pain spread out through
my body.

"Are you OK?" she asked softly.

"Keep going," I answered quickly.

She returned her face to my chest and continued biting and sucking my
nipples. My body writhed and I strained not to cry out, lest I draw
attention to our room or make Rebecca think she'd hurt me again. Sadly,
she proceeded down my body, kissing my stomach. I took her hand and placed
it over my chest, allowing her to squeeze my nipples as she kissed my
torso.

By the time she reached the elastic band of my boxer shorts, I had a raging
erection. My cock bulged through the fabric of my underwear and I felt a
little embarrassed for a moment. But she seemed to be flattered by it.
Hesitantly, she reached out, and rubbed the tip of my cock with the palm of
her hand, making a concentric circle. It felt amazing, and even more
amazing because I knew it was the first time she had ever touched a penis
before.

She pushed my knees apart, causing me to spread my legs. On her hands and
knees between my feet, she leaned down, and kissed me gently through the
cloth. She then proceeded to kiss me up and down my shaft, only hinting at
how wonderful this would feel without the material in between us. I could
feel her frenzy building as she stopped kissing, and began licking my
shift, pausing at the top each time to take my head in her mouth. My
underwear was covered in spit but I didn't care. A bomb could have gone
off and I wouldn't have cared.

She giggled.

"What?" I said. This was a bad sigh.

"You're peeking out," she said.

I felt her finger go into the gap between my thigh and the leg of my
shorts. Her finger tickled my scrotum. Closing her eyes, she put her face
against my leg, and buried her face in my shorts. I felt her tongue gently
flick against my sack, then her lips pinch a flap of skin, tug at it, and
then release it.

"You're killing me," I said.

"You want me to let him loose?" she asked with a smile.

"God yes . . ." was my response.

She grabbed the elastic band and slowly pulled my underwear off. My dick
popped out, standing at its full height. Rebecca tossed the underwear on
the floor and then stopped as she turned back and finally saw my cock and
my balls in all their glory.

She took my long, thick shaft in her small hand. I could tell by her
expression that she was marveling at the size of it and that gave me some
confidence. She began to slowly stroke it up and down, getting a feel for
the unfamiliar organ. A gob of precum had appeared on the very tip and she
smeared it across my head with a finger.

Finally, after what seemed like an eternity of waiting, she worked up the
nerve and opened her mouth wide. She lowered her head just enough so that
my head was in her mouth. She waited a moment before closing her lips.
Her tongue probed, getting the feel for it, and getting used to the taste.

But she got used to it quickly. Her head began to bob up and down as she
swallowed my meat, or at least as much as she could. Her free hand cupped
my balls and played with them gently as she licked and sucked my throbbing
dick.

She moved her hands again, now letting go of my shaft, and letting her
mouth do all the work. She grabbed my hips and used them to support
herself as she used the entire upper body to suck me deeper and harder. I
added support, letting my hips rise and fall, trying to force as many
inches in as possible without choking her.

I felt a familiar feeling and quickly recoiled. Rebecca was loathe to let
my dick leave her mouth, but finally she let it slide out, and frowned at
me.

"What's wrong?" she asked.

"Nothing," I sighed. "But I was about to cum and I don't want to finish
just yet."

"Oh, OK," she said. "I thought I'd done something wrong."

"No," I said, reassuringly. "It was perfect."

"Good," she said. "Now it's your turn."

-3-

"You want me to eat you out?" I asked her.

Rebecca sighed, looking forlorn, and sat up in bed beside me. Despite the
fact that she was still wearing her flannel pajamas and I was stark naked,
I felt comfortable. She looked away from me and I sat up on my elbows.

"What's wrong?" I asked.

"Do you love me?" she asked.

"You know I do," was my reply. I didn't like where this was going.

"Would you love me no matter what?" she asked. I nodded.

"Of course," I told her.

"There's a reason I've been so afraid to try sex with you," she said, "and
it's not just about self-consciousness or wanting to keep my virginity."

"What is it?" I asked.

Rebecca turned back to face me. Without a word, she lay on her back,
pulling her legs up to her chest. She grabbed the band of her pajamas and
pulled them off, revealing her shapely white legs. She wore black thong
panties underneath. With her pants discarded, she knelt in front of me. I
watched her, waiting to find out what she would do next, and what secret
she would reveal.

"I can't do it," she said after a moment's hesitation.

"Yes you can," I told her. "I promise. This won't change anything."

Giving me a look of infinite trust, she climbed over me and stood beside
the bed. Slowly, she turned her back, and slowly pulled her underwear down
to her ankles, then stepped out of the thong. Her ass was inches away, so
perfect in its shape and size that I wanted to caress it right there, but I
knew this wasn't the time.

Rebecca was trembling, her elbows crooked with her hands on her stomach.
With an unbearable slowness, she turned around to face me. My eyes met
hers and then moved down her body, past her belly button, and her
neatly-trimmed pubic hair. At last I understood. Nestled in her dark bush
was a small, pink cock and sack.

I couldn't say anything. I just stared with my jaw slack. My girlfriend's
lower lip begin to tremble and I knew she was on the verge of tears.
Without thinking, just reacting to her face, I quickly sprang to a sitting
position, whipping my legs over the side of the bed, and wrapped my arms
around her, pulling her close to me. We held one another for a long time
in the dark.

"You hate me, don't you?" she said into my shoulder.

"I don't hate you," I replied. "I just didn't expect this. I don't know
how to feel about it."

Suddenly, I noticed something peculiar. My own cock was as hard as steel.
I hadn't noticed it, but I'd become painfully erect since the blowjob had
ended. I moved my hips slightly, feeling the tip of my dick brushing
against something soft and realized instantly what it was. Rebecca was
standing between my legs as I embraced her. My cock was rubbing against
hers and apparently it loved the feeling.

I pulled her head away from my shoulder and kissed her passionately,
forcing my tongue into her mouth. She met my kiss with equal fervor,
wrapping her arms around my head as we kissed. I fell back on the bed,
pulling her down on top of me, not breaking the lip lock.

Rebecca's hips were gyrating against me and I realized she was grinding her
cock against mine, probably not even conscious of it. Our shafts were
pressed against our stomachs and the veiny undersides were rubbing
together. I gripped each of her ass cheeks in my hands and forced her
crotch against mine, creating more of that sensual friction.

By this point, any thoughts of gay or straight had gone out the window.
This was my beautiful girlfriend whom I loved. She had a dick, but my body
didn't seem to mind, so neither did I. I gave myself fully over to this
new, wonderful experience.

I broke our kiss. She lay on top of me, breathing heavily.

"I have questions," I told her.

"OK," she replied.

"But they can wait until the morning," I said. Rebecca smiled and I
continued. "Can I suck it?"

Even in the darkness, I could see her blushing when I mentioned it.

"Only if you promise to make it feel good," she told me.

"I'll try," I promised.

-4-

Rebecca climbed off me and crawled on all fours to the top of the bed. I
turned my head to watch her go, her cute butthole exposed as her ass
wiggled, and her hanging scrotum peeking out beneath her crack as she moved
into position.

She turned over, laying on her back with her legs spread. She was rubbing
her cock with the open palm of her right hand as I lay down with my head
between her thighs. She was harder now and I saw that she must be about
six inches fully erect, not as big as me, but a respectable size. I pushed
her hand away, leaving her meat fully exposed to me. She watched in
anticipation of her first blowjob with a nervous eagerness.

I began kissing her inner thighs slowly and gently, working my way up. I
did this to bide time more than anything. I'd never sucked another guy's
dick, certainly not a girl's dick, and I needed a moment to steel my
nerves.

Finally, I could go no higher. I stopped and lowered my face towards her
dick, stopping when my face was inches away to breathe in the unfamiliar
scent. I puckered my lips and with deliberate hesitation kissed the base
of her shaft. Her body trembled at my touch. I kissed again, this time
closer to the head, about halfway up. Finally, summoning all my courage, I
kissed the tip of Rebecca's dick, a string of precum touching my lips.

I was surprised to find that the taste was actually rather pleasant. It
was a strange, fleshy taste unlike any I'd ever experienced. I stuck out
my tongue, taking a moment to wet it first, and ran it from her piss hole
all the way to her bush. Rebecca was now groaning audiby.

In a move so quick I even surprised myself, I opened my mouth and swallowed
her cock in its entirety, feeling my nose tickled by her pubes. The warm
organ filled my mouth, hardening to its full height. I slowly pulled back,
running my tongue along every inch until I reached the head, which I nursed
like a baby for a few minutes before swallowing it again.

I repeated this cycle, increasing my pace each time. Rebecca was going
wild, her hips were bucking, and she was raising her ass from the bed,
trying to force herself deeper into me. I welcomed her aggressive
face-fucking with a genuine desire to pleasure her as much as possible.

I pulled back after a few minutes of sucking, letting her cock slide out of
my mouth. Now glistening with saliva, it lay back against her stomach
again, twitching. I plunged down again, burying my face between her thighs
and her balls, licking them fiercely. They were shaved completely bald and
felt smooth and silky in my mouth.

I opened my mouth and let one of her testicles pop into my mouth where I
squeezed it very gently between my lips. Rebecca cried out, cooing in
sweet pain. I lapped at her sack for a little while before once again
returning to her delicious dick.

"Stop," said Rebecca breathlessly. I regretfully pulled away, letting her
flop out of my mouth again.

"What's wrong?" I asked.

"I want to try something," she said.

Rebecca began to move and urged me to roll on to my back. She climbed on
top of my, crawling forward until she was straddling my head. Her meat was
lying across my face, warm and wet. Rebecca raised her hips, pointing her
dick at my mouth, and I opened to receive her.

>From here on, Rebecca did the work. I kept my lips firmly locked around
her as she thrust her hips forward and backward, ramming her cock into my
mouth so hard it nearly made me gag. She grunted with excursion and
pleasure as she pounded my eager mouth.

Rebecca's hands were on the mattress above my head and her body tensed as
she did push ups to face fuck me. Her dick went deep into me and I could
feel her soft, warm balls bumping against my chin with each hard thrust.
My nostrils were filled with the musky scent of her sweaty crotch and I was
in Heaven.

I closed my eyes, rubbing her butt with my hands as she fucked my face with
an intensity I didn't know she was capable of. She whimpered and squealed
with delight. Finally, I heard her breathing quicken to a pace where I
thought she might pass out and she whispered raggedly, "I'm . . . going
. . . to . . . cum . . ."

I seized her ass cheeks and forced her deeper into my throat. With one,
final cataclysmic thrust, she forced her cock into my mouth, and I felt a
hot salty spurt against the back of my throat. Rebecca cried out in
ecstacy and her ass cheeks quivered with explosive delight as her entire
body trembled. I swallowed down her cum with one gulp, then sucked out the
last few drops from her limpening dick.

Once I was done, Rebecca rolled off me, on to the bed beside me. Her body
was covered in sweat and she was panting heavily. Her cock lay lazily to
one side, leaking the last of her semen on to her thigh.

After a moment, she rolled over, and I wrapped my arm around her. We kissed
and she tasted her own juice in my mouth.

"That was amazing . . ." she said.

"I think we can make tonight even more amazing," I told her.

To be continued . . .

[Transgender Stories]

Synopsis: This story is partly based on fact, partly a fantasy. It is the
story of a young man on vacation with his girlfriend and the night they
have sex for the first time. The girlfriend has, up to this point, been
reluctant to try sex. The big night finally comes for the two of them and
the young man realizes, at last, what has made her so hesitant to share
herself. The story is divided into several parts - the first focusing on
oral sex and the second part on anal sex. The rest . . . well, we'll see!

- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -

-5-

Rebecca lay in my arms, trembling after the most incredibly orgasm she'd
ever experienced. Hell, it was the most incredible orgasm I'd ever
experienced and I wasn't even the one who'd had it! We held one another in
the darkness, myself stripped of every article of clothing, Rebecca in
nothing but her flannel pajama top. We lay together quietly, simply
enjoying being together.

I guess now would be the time for a recap. My girlfriend Rebecca and I had
come to Vermont with six of our friends for the weekend. Although we'd
been dating for some time, Rebecca had always been reluctant to have sex
with me. That night, I found out the reason. Rebecca was a shemale, a
woman with male sexual organs, and assumed with good cause that I would
reject her. In fact, the opposite had happened. After an amazing session
of oral sex with Rebecca on the receiving end, we rested. I knew she would
need to recharge a bit before we continued.

"Why don't you take off your top?" I suggested.

"No," said Rebecca sullenly.

"Why not?" I asked. She was ashamed of her small breasts, I knew, but I
could hardly see how she could still feel awkward considering what had just
happened.

"I don't feel comfortable," she told me. I had no choice but to relent.

"That's OK," I told her. "As long as you're comfortable, I'm happy."

She smiled up at me and nuzzled closer against my body. Although I
desperately wanted to lick and fondle her sweet, tiny breasts, I was
willing to make certain concessions. I also believed she would come around
eventually if I gave her time. We continued to lay silently. Rebecca
began rubbing her hand up and down my stomach. I could sense she was
becoming horny again.

"Remember when you asked if I wanted you to eat me out?" she said into the
darkness.

"Yes," I replied.

"I do," she told me. "I want you to eat me out."

"But you don't have a . . ." I said, then interrupted myself, realizing
what she meant. "Oh."

"You don't have to," she added quickly. "I know all this must be weird for
you. I've just heard it feels really good and, well, you DID offer."

"I know I did," I told her, "and I make good on my promises."

Rebecca and I both sat up. She waited for me to instruct her and I told
her to lie down on her stomach with her head on her pillow. She obeyed
quickly, putting her head on the pillow and tucking her arms underneath. I
crawled over to kneel beside her legs, which I urged her to spread by
gently tugging at her ankles.

When she was in position, I moved to kneel between her legs, staring down
at the two lovely white globes of her ass, so round and sweet and inviting.
I placed my hands firmly on her ass and began to softly knead the flesh,
occasionally running my hands up her back, then down again to her thighs,
before finally returning to her cute butt.

After a few minutes of this, I pressed my thumbs together and gently pried
her cheeks apart, revealing the tiny pink hole. "It's so pretty," I told
her, making her giggle. I gently pressed my thumb against it. It was
rubbery hard and a little dry. I popped my thumb into my mouth, wetting it
with my saliva, before pressing it to her hole once again. I moved my
thumb in a little circle along her rim, applying only a little bit of
pressure, since I knew she would need to be loosened up before I could
actually get my fingers in.

Spreading her cheeks again, I slowly lowered my face to her crack, and
poked my tongue out of my mouth. I touched the tip to the center of her
hole and tickled it, getting the taste on the tip of my tongue. I found it
wasn't nearly as bad as I'd expected. My tongue retreated into my mouth
for a minute so I could wet it again, then I began to gently prod Rebecca's
hole once again.

She squealed and squirmed as I licked her asshole, flicking my tongue along
the sensitive rim, and occasionally pressing the tip against her, trying to
wriggle in. After a few minutes of this, her entire crack was glistening
with my saliva. I moved up to kiss the top of her crack before running my
tongue down, over her hole, to the back of her scrotum. I kissed her balls
lovingly before pulling my face away.

"How does it feel?" I asked.

"Oh God, it's wonderful," she sighed.

"Better than the blowjob?" I asked with a grin. She laughed.

"Almost," she told me.

It was time to go back to work. I put my index finger in my mouth, sucked
it for a moment for lubrication, then slid it between her cheeks until I
found her butthole again. I pressed firmly and the hole opened wide enough
to suck the tip of my finger in. Once it was in, the rest was easy. My
finger glided deeper until I was in up to my knuckle. Rebecca let out a
little groan.

"Are you OK?" I asked.

"Yes," she said. "It just feels weird to have someone else do it."

"You do this to yourself?" I asked curiously.

"Sure," she said, "with my fingers or a dildo."

"Cool," I replied. It was.

I began sliding my finger in and out of her ass, each time pulling it to
within a centimeter of popping out, before shoving it back in. The inside
of her ass was warm and tight. As I finger fucked her, I began to wiggle
my finger around, hoping to stretch her out a bit more. This apparently
felt very good because she began to shiver with delight and encouraged me
to keep going, despite my repeated concerns that she wasn't in pain.

Finally, my finger began to feel looser inside her, so I licked my index
and middle fingers, and began the process again, shoving both fingers
gently through her sphincter until they slid easily down deeper into her
hot bowels.

As my pace quickened, Rebecca's back arched with pleasure as she thrust her
butt back to meet my hand, developing a synchronized rhythm with me. She
pulled her hands out from under the pillow and pushed herself up so she was
on all fours. I never stopped ramming her as she moved. Finally, she was
on her hands and knees, thrusting her body backwards violently as I
penetrated her.

Her semi-erect cock was dangling down between her legs, so I reached around
her thigh and began to jerk it as my fingers went deeper and deeper into
her sweet ass, tugging her cock roughly and occasionally cupping her balls.

Finally, I could take no more. I moved behind her, pulling out my fingers,
and then positioning my hands so I was on all fours as well. She waited
patiently as I moved closer, then buried my face in her delicious ass,
forcing my nose and mouth between her cheeks, savoring the exquisite smell
before poking my tongue through her hole.

Rebecca began to rock again as I tongue fucked her ass, keeping my hands on
the mattress, doing all the work with my mouth. My tongue traced the
inside of her rim and occasionally I would stop to kiss one of her cheeks
or nibble on the soft flesh.

I lapped eagerly at her crack like a dog. I was so in love with her and
with the unimaginable delights of her shemale body. She let out an
explosive groan and fell forward on her face, shaking again. Exhausted by
my efforts, I fell next to her.

She quickly climbed on top of me and began to kiss me fervently, our dicks
mingling together once again in that exquisite sensation of warm, soft cock
on cock. Rebecca shoved her tongue down my throat, grinding her crotch
against mine.

-6-

We broke the kiss and looked lovingly into one another's eyes. Even though
she lay on top of me, she was such a tiny girl that I could barely feel her
weight. I cupped her ass with my hands and slowly rocked her against my
body.

"I love you, baby," she said. "Thank you for all of this."

"It's my pleasure," I told her, "really."

"Have you ever done that before?" she asked. "Give someone head or a
rimjob, I mean."

"No, never," I told her truthfully.

"You were very good," she said.

"It was like sucking the penis of a goddess," I said, smiling. "You tasted
so wonderful. I just wish I could convince you to take off this top and
let me see your pretty breasts."

"Not yet," she said. "Maybe later."

"OK," I relented. "So what now?

"I think you know what," she said, smiling mischievously and sitting up
with her back leaning against my crooked knees, her testicles resting near
my belly button.

"Are you sure?" I asked.

"Positive," was her reply. "I've wanted to feel your dick in my butt since
high school."

"You should have told me then!" I said, laughing.

She giggled, then leaned over to kiss me. I drank deeply of her lips
before finally she rolled off me and on to her back in the center of the
bed. I took the pillows from the bed and propped them under her ass so her
hips would have higher elevation. Then I spread her legs and knelt between
them.

Lying on her back, biting the end of her thumb, with her cock laying
semi-erect against her stomach, Rebecca looked as beautiful and innocent as
a baby. Yet the sight of her filled with me a lust unlike any I'd ever
known before.

I pulled her legs up and placed her ankles against my shoulders. Then I
spit on to my hand and rubbed it over my cock, both to get it hard again
and to provide lubrication. Then, gripping my shaft, I slid the tip of my
cock into her crack, probing for the hole. It wasn't hard to find. As the
tip pressed against it, Rebecca gave a soft gasp, and I knew I'd hit my
mark.

She was still loose from the tongue-fucking I'd given her earlier, so my
dick eased gently into her tight, warm bowels. She groaned sexually as her
hungry butt eagerly swallowed every inch of my rod until my balls were
mashing against her cheeks and my pubic hair was bristled as it rubbed
against the bottom of her sack.

Next began the slow, sweet process of making love. Careful not to hurt
Rebecca, and responsive what elicited moans of pleasure or squeals of
delight from her, I began withdrawing my dick slowly, almost to the point
of popping out, before gently pushing it back in. With each penetration, I
became harder and harder, to the point where it was almost painful, but I
would not stop.

As the minutes floated by, my pace increased. Soon, I was sliding in and
out of her effortlessly, thrusting myself deeper into her as her entire
body shook and trembled with passionate delight. Occasionally, I would
glance down to see my cock penetrating her sweet, pink hole. As our love
making continued, I leaned forward, pushing her back on to her shoulders,
and took up a missionary position. I found in this way I could fuck her
even harder.

Finally, after nearly half an hour, she placed her hands on my stomach, and
gently pushed me away. I pulled my cock out and waited patiently on my
knees as Rebecca rolled over on to her stomach and lifted her back,
presenting her ass to me.

I took up my position again and guided my dick into her butt. Once I was
inside, I placed my hands on her hips, and pulled her towards me, feeling
my dick burrow deeper inside her. She moaned loudly and I had to smile.
She had been a virgin when she woke up and now she was my private shemale
slut.

As I continued banging her doggystyle, I began to grope her ass, then I
rubbed my hands up and down her back, even under her shirt. I put my hand
against her stomach and, as I did, I felt her erect penis smacking against
my hand with each thrust. I gripped it in my fist and began to stroke her,
timing the rhythm so I could keep her hard without making her cum just yet.

"Can we . . . change . . . positions?" she asked as I fucked her.

"To what?" I asked, not breaking the pace.

"I wanna . . . be on . . . top," she said.

"OK," I agreed.

I withdrew again with great emotional reluctance. Fucking her was so
wonderful I never wanted it to stop, even for a moment. But what my girl
wanted, my girl got. I lay down on the bed, on my back, with my cock
pointing straight up.

Rebecca walked, on her knees, over to me, then swung her left leg over my
stomach. She smiled at me as she scooted back into position. I could feel
my cock pressed against her ass crack. She leaned forward and reached back
to grip my shaft, then guided into position. As she eased back, my dick
slid back inside her again and she sighed, closing her eyes to maximize
pleasure.

She rode me hard, her body bouncing up and down as she took every inch of
my shaft into her ass. Sometimes, she sat straight up with her cock
pointing towards me, rubbing her breasts over her tank-top and squeezing
her nipples through the fabric. At other times, she would lean forward,
resting her hands on my shoulders and bouncing my crotch so hard I was
afraid something might break.

Occasionally, she paused to grind her ass against my groin, torturing my
poor dick, which was already engorged to capacity. Mercilessly, she forced
my dick deeper into her, letting her asshole swallow every inch of me over
and over again.

Finally, I couldn't take it any longer. My hips bucked and heaved. I
clutched on to her thighs, squeezing tightly, knowing my orgasm was
imminent. Moments before I came, she grabbed the bottom of her tank top,
and with one savage motion, pulled it off and threw it away, letting her
breasts bounce freely in the exposed air.

With a final thrust, I shot a hot stream of cum deep into her ass. As I
did, Rebecca was leaning back, squeezing each nipple with the thumb and
forefinger of each hand. As she did, she gave a hoarse cry, and her own
hot stream of cum shot out from her dick, splashing across my stomach.

For a minute and a half, we continued, gradually slowing down. Both of our
cocks went limp reluctantly until, with a mix of reluctance and relief, my
dick popped out of her. Feeling her ass empty, Rebecca climbed off me, and
lay down by my side.

She ran her finger through the puddles of her semen on my chest and
stomach, then brought her finger to my mouth. Eagerly, I sucked at it,
tasty the salty sweetness of her jizz. She fed me the rest of her cream in
this manner before licking me clean.

Leaning on my elbow, I stroked her stomach and her breasts. When I touched
them, she sucked in air nervously. I couldn't understand why she was so
ashamed of them. They were small, but beautiful, with puffy, pink nipples
I wanted to suck more than anything in the world. Well, almost more than
anything.

"Why are you so shy about them?" I asked.

"I don't know," she replied. "I guess they are a disappointment. I had
hoped hormone therapy would give me bigger breasts. They make me feel so
. . . boyish. I want to look like a hot chick."

"You do," I told her.

"Shut up," she said, blushing.

"I'm serious," I said. "You are the hottest woman I've ever seen. I
wouldn't change you at all. You are perfect."

"Really?" she asked, biting her lip. "You wouldn't like me more with
bigger breasts and a vagina?"

"You are perfect," I repeated.

She pulled my face towards hers and kissed me. We held the kiss for a long
time. It was more than a sexual thing. It was a symbol of real love
between us. We'd just shared the most intimate experience of our lives and
this was the final seal of our devotion.

"Let's get cleaned up," she said.

I agreed. We both climbed out of bed and walked, still nude, into the
bathroom. We stood side-by-side before the large mirror and cleaned
ourselves up. I washed off my cock and my stomach. Rebecca did the same.
We took our time, teasing one another by grabbing the other's butt or dick

Suddenly, she giggled.

"What?" I asked, grinning.

"Want to do something kind of weird?" she asked me.

"Like what?" I asked.

"Well," she said, "I have to pee."

Laughing, she pulled me over to the toilet. She pulled up the toilet seat
and pointed her dick at the water in the bowl. Shrugging, I did the same.
Simultaneously, twin jets of piss streamed from our cocks, filling up the
bowl and turning it a pale yellow. Once we were done, we both shook off
the last few drops, and I flushed the toilet.

Giddy with the things we'd just done, we stepped out of the bathroom, back
into our bedroom, and stopped dead in our tracks.

Kate, another friend of ours who had come on the trip, stood in our room.
Rebecca and I froze before her, completely exposed. After a moment of
shock, Rebecca ducked behind me, concealing her secret. But, of course, it
was too late. There was no way Kate hadn't seen.

We waited, breathlessly, for her to speak.

To be continued . . .

[Transgender Stories]

Synopsis: This story is the third part of the "Rebecca's Secret" series,
about a young man and his girlfriend, Rebecca, vacationing with a few
friends in a house over the summer. On their first night alone together,
he discovers that his girlfriend is more than she appears she seems. She
is a transsexual, born as a boy, but living as a girl for years. He finds
himself surprisingly turned-on by this discovery and the two lovers begin
the most exciting and pleasurable night of their lives. Just as they are
about to go to bed, however, they realize that Rebecca's secret has been
discovered by another housemate . . .

* * *

Kate stood before me, dressed in only a burgundy bathrobe, with her back to
the door. She looked up at me as if waiting for me to say something, as if
I was the one who needed to provide an explanation. Rebecca, meanwhile,
stood behind me, using my body to shield her from Kate's eyes, not that it
made a difference now. Kate had plenty of time to see all there was to
see.

"What are you doing here?" I asked sternly.

"Well, I . . ." she hesitated.

"I'm already pissed off, Kate," I told her. "Unless you want to get
seriously angry, you'd better explain yourself."

"I'm going to get dressed," Rebecca said behind me.

"No!" Kate suddenly said, stepping forward. "I'm sorry. It's not fair
that you should have to get dressed on my account. Here . . ."

With that, Kate untied the knot of her bathrobe, and slowly parted the
fabric, revealing a length of white skin from her neck, between her
breasts, down to the reddish-gold swath of pubic hair between her legs.
She pulled the material over her shoulders and let the entire bathrobe fall
to the floor. Now she stood naked before us, allowing us to appraise her.

There was no denying that Kate was a beautiful girl. Even though she had a
curvy, voluptuous body, there was no man I knew who didn't think she was
sexy as hell, despite not being thin. Her auburn hair, white skin, and
smattering of freckles made her even prettier. She was nearly the opposite
of Rebecca, who was dark-haired and tiny in stature, with small breasts and
a skinny body. To me, they were both equally gorgeous, just in different
ways.

"There," Kate finally said, "now we're all on equal ground."

"Great," I replied unenthusiastically. "Now please tell us what you're
doing in here and why."

"OK," she said, after taking a long breath. "The truth is this: I am
bisexual. I've liked boys and girls as long as I can remember and I had
crushed on both of you before you even started going out. I was a bit
jealous at first when you two started dating but mostly I just fantasized
about having a three-way with you."

"Really?" Rebecca asked, poking her head out from behind me. I was about
to ask the same thing.

"Yeah," Kate said, blushing a little. "I always wanted to suggest it but I
didn't know how to, you know? Anyway, I was the last person to go to bed
tonight, but I could hear noise coming from your room, so I eavesdropped.
I know it was wrong but I was just curious."

"What did you hear?" I asked.

"Enough to know Rebecca's secret," she said.

I looked down at Rebecca, who looked up at me, probably wondering what to
do next. At last, she bit her lip, and stepped out from behind me. She
was completely exposed now. I saw Kate's eyes wander up and down Rebecca's
body with a gleaming kind of hunger. Kate had been thinking about the
sight of Rebecca nude for a long time, apparently, and now she was
relishing seeing it in the flesh.

"It's true, I'm a transsexual," my girlfriend said. "I have a penis. But
I don't think that makes me any less of a woman than you."

"I don't think so either!" Kate replied quickly. "In fact, now that I see
it, I think it makes you even more beautiful. You have a very sexy cock."
Now Rebecca blushed.

"Thank you."

"You do too Jordan, by the way," she said to me.

"Thanks for noticing," I replied. "So what now?"

"Well," she said, "now I want what I've always wanted. I was hoping that
you two are already worked up that maybe you wouldn't mind inviting a third
into the mix."

So Kate wanted a m€šnage tois with Rebecca and me. I kept my mouth tightly
shut. Of course I've thought about the idea of having sex with Rebecca and
another girl, even Kate once or twice, but not so badly that I was going to
risk insulting Rebecca by accepting Kate's offer and implying that she
wasn't enough for me. If anyone was going to accept this offer, it was
going to be Rebecca.

"What do you think?" she asked me.

"It's your choice, sweetie," I replied.

Rebecca thought for a moment, then stepped past me, towards Kate. She
reached out and took Kate's hand in hers. With that, she led her over to
the bed. Kate had her answer.

* * *

Kate and Rebecca climbed on to the bed. Kate sat in the middle while
Rebecca sat to her left. Rebecca indicated that I should come and sit on
Kate's right, which I obligingly did. Now the three of us were sitting
side-by-side in bed, shoulders touching, each wondering how exactly to
proceed.

It was Rebecca who got things moving. She put her arm around Kate's
shoulders and raised her mouth to Kate's. The two girls closed their eyes
as their lips met. My dick, already getting hard, sprang to immediate
attention as these two pretty girls began to kiss right in front of me. A
moment later, their lips parted, and I could see the tips of their tongues
touching together.

As they kissed, Rebecca's hand free hand reached out, and placed itself on
Kate's stomach. As the kissing intensified between the two of them, she
began rubbing the soft flesh of Kate's belly, slowly working her way up to
Kate's D-cup breasts. At last, Rebecca began to massage Kate's right
breast. Kate moaned slightly between kisses. Looking over at Rebecca, I
realized then that I wasn't the only one with a hard-on.

"Your turn," Rebecca said to me, after breaking the kiss.

Kate turned to me without opening her eyes and I leaned in to kiss her.
Her lips were soft and warm against mine and it wasn't long before I felt
her probing tongue. Kissing her wasn't like kissing Rebecca, though. This
was an act of pure lust without the emotional impact of kissing the woman I
loved. Still, I enjoyed it thoroughly.

At one point, I opened my eyes to see what Rebecca was doing, and saw that
she had scooted down until she was eye-level with Kate's left breast. She
hefted it in her small hand, bringing the nipple closer to her face. She
popped it into her mouth and began to suck. I could feel a burst of Kate's
breath into my mouth as she sighed at the added sensation.

We continued kissing. I rested my hand on Kate's meaty thigh and before
long I was running my hand up and down its length. My entire body was
reacting not only to the pleasure of kissing Kate, but also to the sight of
my pretty girlfriend voraciously sucking on her friend's tit.

Kate's arm curled around my head and I could feel her palm against the back
of my skull. She gently pushed my head down, away from her face, towards
her right breast. I kissed Kate's neck and shoulders on my way down until
the nipple was directly in front of me. I looked over at Rebecca, who was
smiling at me with Kate's nipple between her teeth. I smiled back and
began to suckle Kate gently.

By this point, Kate had an arm around each of us, holding us to her breasts
in a motherly fashion. What was not motherly, however, was the expression
of pure rapture on her face as her breasts were licked, kissed, bitten, and
sucked.

But Rebecca had even more in store for Kate. She slid her hand down from
Kate's breast, over her belly-button, and through her pubic hair until her
fingers reached Kate's pussy. From Kate's reaction, Rebecca had no trouble
finding her clit, and was doing a good job of massaging it with her
fingers, because Kate's harsh breathing became soft moans which only grew
louder. Kate was in Heaven, I could tell, getting her tits licked and her
pussy fingered by the two of us.

A moment later, I felt Rebecca's hand on mine, and I opened my eyes. She
guided my hand down to Kate's crotch and began moving my hand so that now I
was the one fingering Kate's clit. It seemed to make no difference to
Kate, who continued her blissful vocalizations. Apparently, I was in
charge of keeping Kate's clit happy, while Rebecca inserted her index
finger into Kate's pussy, then her middle finger as well.

"Where did you learn to do all this?" I whispered to Rebecca, grinning.

"Girl Scouts," she replied with a wink.

* * *

After a while, it seemed Kate was bordering on orgasm, and Rebecca wanted
to slow it down before Kate was completely spent. Reluctantly, Kate agreed
to move on to something new. Rebecca explained that we had given Kate
pleasure and now it was time for Kate to return the favor.

Rebecca instructed me to lay on my back with my head on the pillow and
spread my legs. I did as I was ordered and immediately got rock hard just
realizing that these two beautiful girls were both staring at my naked
cock, both eager to suck it, although for now Rebecca would give the honor
to Kate. My girlfriend reached out and held the base of my shaft to keep
my cock straight up while Kate moved into position between my legs. I took
a moment to admire her curvy body, her wide hips, her huge breasts hanging
down proudly from her chest.

Maybe out of slight jealousy, or just a desire to see her man's needs met,
Rebecca put her hand on the back of Kate's head and pushed it down towards
my waiting erection. Kate reached out to take my prick in her hand but
Rebecca slapped it away. "Only your mouth," she instructed. Kate's warm
lips closed around the head of my cock and I sighed. She ran her wet
tongue all over my throbbing head until the spit was trickling down my
shaft.

Rebecca took her hand off my cock and let it rest on my thigh. In a way,
that was almost more erotic to me, feeling her soft hand so close to my
painfully erect penis. It didn't stay there for long, though. Soon she
reached under Kate's chin and grabbed my sack, hard enough to hurt in the
most pleasurable way possible. I groaned loudly and began to squirm as she
played with my balls. Kate now had most of my cock in her mouth and she
was sucking it for all she was worth. Her hands were planted on the
mattress on either side of my waist and she was on her knees between my
legs. As per Rebecca's instructions, she only used her mouth to service
me. I can't tell you how turned on I was by the sight of this chunky
red-head on her hands and knees in front of me.

Rebecca looked at me and smiled. I guess she could judge by the look on my
face how much I was enjoying myself. But she was a girl with needs too.
She crawled towards my head and then swung her leg over me, so that she was
sitting on my chest, with her ass pointed at my face. She scooted back
until her asscrack was right against my chin, then lifted her butt into the
air, and scooted back an inch more.

Her beautiful, round, white ass was right in front of my face and I needed
no prompting. I immediately stuck out my tongue and began to lick up and
down the length of her asscrack, all the way down to the back of her
scrotum,, tasting her sweat and her flesh and litte of my own semen. I
found her hole and began to lick a circle around it with my tongue, then
attempt to probe inside. I was filled with the desire to get my tongue as
far into her ass as I could. She moaned as I tongue-fucked her ass.

Then Rebecca leaned forward until we were in a 69 position. From my
vantage point, I couldn't tell what she was doing at first, but suddenly I
was feeling two tongues licking at the shaft of my cock. If I hadn't blown
my load so recently, I would have erupted right then. Feeling those two
hot, wet tongues sliding up and down my cock and over my balls was one of
the most intense experiences of my life. Occasionally they would pause so
Kate could take me into her mouth, suck me for a few moments, then pass me
off to Rebecca, who would do the same. I channeled all the sexual energy
that was building inside me into eating Rebecca's butt.

Eventually, when I was only minutes from an orgasm, Rebecca sat back.
Because of her position before, she was now literally sitting on my face.
Before she could smother me (as if I would have cared! If I had to go
sometime, I'd want it to be that moment), Rebecca climbed off. Kate
stopped sucking me and I took a moment to catch my breath.

"I think he liked it," Rebecca said.

"Oh God . . ." was all I could say.

"He tastes so good," Kate remarked.

"I know," said Rebecca.

"What now?" Kate asked.

"I think my girls need some attention," Rebecca said, pointing to her penis
and balls.

"Let's not keep them waiting!" I exclaimed and they both laughed.

Rebecca took up the same position I had just vacated, lying on her back
with her legs spread apart. Kate and I moved into place, each straddling
one of Rebecca's legs so that we could get our heads close enough to suck
her cock simultaneously. But we didn't go after her cock just yet. Kate
began kissing Rebecca's right testicle while I went for the left. First I
licked every inch I could, my tongue occasionally running over Kate's as
she did likewise. Then I would pinch the baggy skin of Rebecca's scrotum
between my lips and tug gently at it, eliciting groans from my girlfriend.
Then I would suck her ball into my mouth and put a little pressure on it
with my tongue, just enough to make her hurt the way she had hurt me. She
loved it.

Finally, I couldn't take it any more, I needed that beautiful girly dick
inside my mouth. I opened my lips and took every inch inside me. I closed
my mouth around the hard meat and let the heavenly taste of it coat my
tongue. I opened my eyes long enough to see that Kate was tonguing the
underside of Rebecca's balls, then I looked over at Rebecca. Her eyes were
closed and she was pinching her nipples tightly as she squirmed in place.

Kate came up for air and I could tell by her expression that she wanted
Rebecca in her mouth. I smiled at her, knowing that she must be nervous,
considering how nervous I had been to suck a transsexual girl's cock for my
first time that very night. At last, Kate took Rebecca's six inches into
her mouth, and I saw Kate's eyes roll back. She closed her mouth and began
sucking with the same ferocity she had used on me.

I took the time to kiss Rebecca's smooth thighs all the way up to her
pelvis bone, then down to her pubic hair. I kissed the soft hairs there,
then moved up to her belly button. I put my tongue inside it and began to
lick. I dragged my tongue from her belly button up to her breasts, which
she yielded to me without complaint. I sucked on each of them, first just
the nipple, then taking the whole breast into my mouth. I did that for
each one, then moved up to Rebecca's face, the most beautiful part of her
body.

"Hey," I whispered.

"Hi, sweetie," she replied.

"I love you," I whispered.

Rebecca pulled my face against hers and kissed me, then whispered into my
ear, "I love you too."

Kate was now moaning loudly. I looked down and noticed that while she had
been sucking Rebecca off, she had been rubbing her clit as well. Now she
was close to an orgasm. Rebecca was too, by the way she squirmed. I lay
down on the mattress next to Rebecca and she draped her leg over mine.
Kate moved so that she was now straddling Rebecca's and my leg. She
reached out and began to jerk me off.

I stretched out my arm and put it behind Rebecca's head. She leaned into
me, then turned her face towards mine. We closed our eyes and kissed
gently while Kate voraciously sucked Rebecca's cock, then mine, then went
back to Rebecca's. Whoever she wasn't sucking, she was jerking, and both
of us were coming close to our orgasms. As it turned out, Rebecca would
reach hers first.

"I'm . . . gonna . . . cum . . ." she panted.

"Shoot it on her face," I instructed.

"O . . .K . . ."

Rebecca finally reached down and seized her cock. As I watched, she gave
it the final few strokes, and then spewed a geyser of thick, white semen
straight at Kate's smiling face. It splattered all over Kate's left cheek,
chin, and nose. Once she was done pumping, Rebecca began to stroke my cock
as I bordered on an orgasm. Kate moved her face closer, preparing to suck,
but Rebecca was too good. Before Kate could open her mouth, my own stream
of jizz shot out and splattered the other side of Kate's face. She laughed
out loud as the warm liquid hit her.

I took a moment to recover as Kate moved to a kneeling position. When I
opened my eyes, I saw her kneeling there with a hand at her crotch,
masturbating furiously. Most of her face had a shiny coat of cum on it and
some was dripping down her neck. Rebecca and I glanced at one another,
then immediately sat forward, and began licking the fresh cum off of Kate's
face. I ate some of hers and I ate some of mine. It didn't matter. We
just slurped until our mouths were full of cum, then French kissed so we
could truly share it all.

Kate's orgasm finally hit and her entire body rocked as she enjoyed
multiple orgasms. Rebecca and I pulled her close and we shared a three-way
kiss. Kate's saliva mixed with mine and Rebecca's, which mixed with
Rebecca's and my semen.

At last, Kate's orgasm ended, and she collapsed on to the bed, breathing
deeply. Rebecca lay back as well. I took a place in between both of them,
then reached down to grab the blankets which had been bunched at the bottom
of the bed. I pulled them over and carefully covered my girls with it.
Kate picked her watch up off the floor and set it to 6:00 AM, so she could
sneak back into her room before anyone woke up. Then, with no prompting at
all, both of them leaned in towards me, snuggling against me for warmth.
Rebecca closed her eyes and was almost immediately asleep.

A few minutes later, Kate spoke, pulling me back from the edge of a dream.

"Are you awake, Jordan?" she asked.

"Yeah," I replied sleepily. "What's up?"

"I just wanted to thank you for tonight," she said.

"It was my pleasure," I told her.

"And . . . well, I feel kind of stupid saying this . . . but I just want
you to know that I've liked you for a long time," she said.

"Oh?" I asked, surprised.

"Yeah," she said. "That's what made tonight so special. And, I know you
like Rebecca very much, but I just wanted you to know that if you and
Rebecca ever, you know . . ."

"I know what you're going to say," I told her, cutting her off. "You're
going to say that if Rebecca and I break up, then you'd like to go out with
me?" Kate nodded. "I'm very flattered, Kate, but that's not going to
happen. I don't just like Rebecca very much. I'm in love with her and I
know I'll be in love with her for a very long time. Maybe the rest of my
life."

Kate thought about that for a minute.

"You're very lucky to have each other," she said, a bit sad.

"Thank you," I said, then added sincerely, "and we're very lucky to have a
friend like you."

Kate smiled and I smiled back, then we had a quick, friendly kiss. Kate
closed her eyes and snuggled closer to me. Soon, we were all three fast
asleep.


***

At 6:00 AM, the alarm on Kate's watch began to beep on the night table. I
woke up to find Kate under my arm with her head on my chest. I gently
shook her until her eyes fluttered open and she smiled up at me. I nodded
towards the watch and realization hit her. She reached for the watch and
turned it off. She stretched and climbed out of bed. It was dark in the
room but the sun was beginning to peek in through the curtains. I had just
enough light to watch Kate's ample rear as she pulled her bathrobe on
around her.

"Same time tomorrow night?" she asked me.

"Of course," I replied.

She leaned over and kissed me on the cheek, then kissed Rebecca (who was
still fast asleep). She waved goodbye and crept out the door, heading back
to her room. I turned my body towards Rebecca and felt her nuzzling my
body for warmth. I closed my eyes once again and quickly slipped into
another dream about my darling shemale girlfriend and the night of ecstasy
we had enjoyed.

Around 10:30 AM, we both woke up and began our day.

Rebecca climbed out of bed and walked into the bathroom. She approached
the toilet and stood there with her back to me. Through the gap between
her bare thighs, I could see a stream of yellow piss falling into the bowl.
I leaned on my elbow and watched her as she shook out the last few drops,
then flushed. Next Rebecca turned to the sink. She put toothpaste on her
brush and began cleaning her teeth vigorously. When she turned back to
face me, I could see her penis wagging back and forth as she brushed her
teeth. Rebecca smiled at me.

"Good morning," she said around the tooth brush.

"Is it morning?" I asked. "I could have sworn I was still dreaming."

"No cheesy lines allowed," she said.

"Sorry," I said. "I guess love makes you say stupid things."

Rebecca turned back to face the mirror. I slipped out from under the
covers and joined her in the bathroom. I stood behind her and wrapped my
arms around her waist. I leaned down to kiss her neck. As I did, I slid
my right hand down into her soft patch of pubic fuzz and played with the
black hairs. Rebecca spit, then turned her face towards mine. We kissed
and I could taste her minty toothpaste in my mouth.

Rebecca pulled her lips off mine and smiled at me. She began rinsing out
her mouth as I turned to the toilet to relieve myself. A minute later, we
were both done, and she followed me back into the bedroom. I sat down on
the edge of the bed and pulled her on to my lap. We kissed again, taking
as much time as we needed to lose ourselves completely.

"I invited Kate to come back tonight," I told her once our tongues finally
parted.

"That's cool," she said.

"I hope you're not jealous, though," I said. "It was fun with her last
night but . . ."

"But you're in love with me?" she said, smiling. I blinked in surprise.

"You heard that?" I asked. Rebecca nodded.

"Hearing you say that was better than all the cheesy lines in the world,"
she told me. "Thank you."

"You're welcome," I replied.

"There's one more thing, though," she said, biting her lip in a gesture of
nervousness. "It's something I was going to suggest before Kate walked in.
I didn't want to mention it in front of her because I was afraid it would
put too much pressure on you."

"What is it?" I asked her.

"I was wondering if you'd like to try anal sex," she said after a short
pause.

"What?" I asked. I was confused. "We did that last night. Plenty of it."

"No, dumby," she said. "I mean with you on bottom."

It got through my thick skull at last. Rebecca wanted to have sex with me
on bottom, meaning she wanted to put her dick into my ass. It hadn't even
occured to me until now. Granted, my understanding of male and female had
been changed literally overnight, but I still believed that the man was the
one who did the penetrating. Rebecca had opened herself to me and allowed
our bodies to become one, but wasn't that what the woman is supposed to do,
even if she has a cock?

Plus there was the issue of the physical sensation itself. Rebecca liked
it, but I might not. Would it hurt? And what would it do to change my
life? Could I go into a sports bar and watch the Yankees and drink a few
beers with my male friends, knowing that twenty minutes earlier I'd been
sweating and grunting on my hands and knees with my girlfriend's six inch
penis all the way up my butt?

I was being a complete idiot. Obviously this was important to Rebecca and,
if I truly loved her, I should at least try it once for her sake. It
wouldn't make me gay or any less of a man.

"I'm sorry for asking," Rebecca said, blushing. "I should have known you
wouldn't want to try it."

"Hang on a second," I said, holding her back as she tried to climb off my
lap. "I didn't say 'no.' I was just thinking it over."

"You don't have to if you don't want," she said. "I just wanted to please
you the way you pleased me. I thought it could be another way for us to
express our love for each other."

"You're absoutely right," I told her. "You were willing to let me into
your body because you love me. I'm willing to do the same because I.
Love. You."

Rebecca wrapped her arms around my neck and kissed me. I lay back on the
bed, pulling her on top of me. She straddled my waist with the tip of her
cock brushing my stomach and kissed me fiercely. When the kiss was over,
she crawled off me, and knelt beside me on the mattress. She instructed me
to roll over on to my stomach. I obeyed. She moved closer so that she was
kneeling directly beside my ass. She placed her hand on my left butt
cheek.

"Ready?" she asked.

"Let's do it."

***

Rebecca wedged the four fingers of her left hand between my ass cheeks and
spread them apart. She repositioned her hand and then splayed her fingers
even farther, exposing my hole. She popped her right ring finger into her
mouth and sucked at it to get it wet, then put it against my anus. She
rubbed it in a circle, then sucked on her finger again, and continued
rubbing. She leaned her head closer to my crack and spit, dropping a large
dollop of saliva on my asshole. She rubbed again, working in the natural
lubrication, so her cock would slide more easily in and out of me.

"I'm just going to tease it a bit with my fingers," she told me
reassuringly. "I'll let you know before I stick anything in."

"Teasing" was the perfect word to describe what she did. She rubbed her
thumb against my asshole, occasionally pressing it against the rubberly
orafice, and moving her thumb in a circle. As she continued the motions, I
could feel myself getting looser. Each time she massaged my rectum, I
could feel the flesh giving way to her touch, as if my body itself were
becoming more at ease with her fingers probing me. She would step every
thirty seconds or so to suck on her fingers again. Lubrication is the key
to good anal sex, she explained. Trial and error with her dildos had
taught her that lubrication and patience were the main components of a
sufficiently loose butthole.

"Now I'm going to put my pinky finger in," she said. "You'll barely feel
it."

She sucked her little finger until it was covered with spit, then
positioned it against my asshole. She was right. I could barely feel
anything except a strange friction as her wet finger glided into my body.
Once her finger was buried up to the knuckle, she wiggled it in a circle to
stretch out my sphincter. The sphincter is the part of the colon that
keeps the nasty stuff inside until you're on the toilet but it's also the
reason anal sex hurts so much if done improperly. Rebecca knew that
loosening up my sphincter was the most important step before relal
penetration.

"Now I'm going to use my middle finger," she said. "This will feel a
little weird but only for a minute or two. Just relax and keep breathing."

I gave myself over to her care. I lowered my face into a pillow as she
slid her pinky out of my butt and soon replaced it with her middle finger.
I felt the friction once again, but also pressure as my sphincter tightened
around her finger. I followed her instructions. I kept my breathing
normal and tried to let all the muscles below my waist relax. Once her
finger was as deep as it could go, she wiggled it around, this time harder
than before. It hurt at first but, as the muscles become less tense, the
pain subsided. She began to slowly pull her finger out, about half way,
then push it back in again. It didn't hurt at all. Actually, it felt
pretty good.

"Mmmmm . . ." I murmured.

"Feeling OK?" she asked.

"Very OK," I told her. "I can see why you like this so much."

"I'm going to use two fingers now," she said. "My middle finger and my
pointer finger. Just keep still."

She pulled her middle finger out of my butt and popped it into her mouth,
along with her index finger. She sucked them both for a moment, then went
back to work. The two fingers glided gently into my anus. I felt pain
again but ignored it, knowing it would vanish in a few moments. Once the
fingers were inside, Rebecca spread them as far apart as she could, and
turned her wrist in a half circle. My sphincter continued to stretch until
the pain was gone and only the pleasant sensation of her fingers rubbing
against my prostate remained. Then she began slowly pulling the fingers
out and pushing them back in until she met no more resistance from my
sphincter.

It was such a bizarre sensation to have something inserted into my ass. I
was only used to things going out, not going in. But, although it was
bizarre, it was pleasurable as well. I took a deep breath and sighed.
Everything below my waist felt warm and relaxed. Rebecca's fingers working
inside my colon was the only stimulus my brain was receiving, which suited
me fine.

"You know what's funny?" I asked.

"Hmm?"

"If someone in high school had told me that some day I'd be lying naked on
a bed with you while you shoved your fingers in my butt, I would have
laughed my head off," I said. Rebecca laughed.

"It's too bad," she said. "I think we would have enjoyed high school a lot
more."

"Yeah, that's true," I remarked.

"Well, sweetie," she said a moment later. "I think you're ready. How do
you feel?"

"Like I'm about to melt," I answered.

"Perfect," she said, slapping me on the ass. "Now let's pop that cherry."

***

First, Rebecca needed her cock lubed up. She could have just as easily
spat on her hand and rubbed herself wet, but where's the fun in that?
Instead, she walked over towards my head, on her knees, and presented her
nearly-hard cock for me to suck. I opened my mouth eagerly as she lay her
slab of meat right on my tongue. I wrapped my lips around it and sucked it
all the way into my mouth. The taste immediately triggered my salivatory
glands and I used my tongue to rub my spit all over her six inches. When
she at last removed it from my mouth, it was dripping with frothy saliva.

She crawled back over to my ass and straddled the backs of my thighs. I
could feel drops of spit falling on to my ass crack as her cock was poised
to enter me. She asked me if I was ready. I told her to hurry up. With a
laugh, Rebecca leaned forward, and pushed the head of her dick against my
crack. It slid easily between the two cheeks. She grabbed her shaft and
guided her beautiful shemale penis towards the entrance to my butt. I
could feel warm precum leaking out of her pee hole and lubing up my ass.

Rebecca placed her hands on either side of my ribs, almost like a sit up
position, and lowered her crotch towards my waiting ass. At first, I felt
pressure as her pink head pushed against my rubbery anus. Eventually, my
body yielded, and she slid smoothly inside me. My sphincter offered almost
no resistance. She still moved slowly, however, to make sure I was loose
enough to be fucked. Finally, she was all the way inside. Rebecca lay on
my back. I could feel her hard nipples digging into my skin. For a
moment, she did not move, except to plant sweet kisses on my back and
shoulders. I knew she was letting my butt get used to the feeling of a
girl's cock inside it. I was grateful for her concern, but now that I had
Rebecca's organ deep in my bowels, I wanted her to to fuck me. No, make
love to me, the way I had made love to her.

"Stop teasing me, baby," I whispered. "Make a man out of me."

"Does this make you a man?" she asked.

"It makes me more," I replied. "After all, how many guys have the balls to
let their girlfriends butt fuck them?"

"Right," she said. "And how many girls have balls at all?"

"One I know of," I said, "and that's all I need."

"Well, since you're so sweet, I guess I'll give you what you want," she
said.

She lifted her pelvis and I could feel her cock sliding out of me. As it
reached my sphincter, I felt a brief moment of panic, but Rebecca had
cautioned me about this. Sometimes when the head touches the sphincter on
its way out, it feels like something unpleasant is going to come out with
it, but it's just a sensory illusion. I didn't have to worry about any
kind of mess. It was just the nerves in my sphincter reacting to the
friction of the underside of her cock head.

Perhaps sensing my discomfort, Rebecca pushed back in. I felt her cock
rubbing against my prostate gland and her smooth scrotum pressing against
my ass crack. Her thighs pressed against my butt cheeks. She withdraw
again, then pushed back in. Her pace increased. Soon her balls were
slapping loudly against my ass with each thrust. She sucked in breath
through her teeth more and more rapidly. I thought it would hurt more if
she fucked me harder but each thrust just loosened me up that much more and
I could enjoy the pleasure of having my girl's warm organ deep inside my
bowels more. It occured to me that Rebecca had been denied last night.
She'd been waiting for hours to get a chance to fuck her loving boyfriend
and now she was in a frenzy.

"How does it feel?" I asked her through grunts of delight.

"Fabulous," she said harshly. "Your ass is so hot and tight."

"Just be gentle," I said.

"No way in Hell," she replied with a laugh. "I've fantasized about this
since ninth grade. I'm going to milk it for everything it's worth."

"I think you're the one getting milked," I told her.

She laughed, then threw her hair back and continued plowing my ass. Both
of our bodies were slick we sweat and we rubbed together each time she went
in deep enough for our bodies to touch. Still, I felt she could go deeper.
I pushed myself to my hands and knees. Rebecca wrapped her arms tightly
around my waist and planted the balls of her feet on the mattress. I took
a moment to imagine how we must look - a girl barely over five feet fucking
a guy over six feet doggystyle.

Rebecca's breath became ever quicker and she was fucking me like a demon.
I knew her orgasm couldn't be too far off. Although I could have done this
all day, I knew Rebecca must be dying for release.

"Do it," I told her. "I want your cum inside me."

"I love you so much, baby," she whispered with a ragged breath.

"I love you too," I said.

Rebecca let out a cry and I fould feel something white hot spurting into my
colon. She thrust again and I felt a second surge. She thrust a third
time, deeper and harder than before, and emptied the last of her nut into
me. I slowly lowered myself back on to the mattress. Rebecca held on.
She lay on top of me for a good three minutes, trying to catch her breath,
as her penis returned to its normal limp size and slipped out of me. I
felt empty without it in me, like I was more complete with Rebecca inside
me.

Eventually, Rebecca rolled off me and on to the mattress. I snuggled in
closer to her. She put her arms around my head and held my face against
her chest. She was weeping softly. I knew it wasn't from sadness, but the
emotions inside her had burst with that orgasm, and it would take a minute
for her to get things back under control. I held her until then.

"Let's do it again," I said.

Rebecca laughed and kissed me.

"Our friends will think we're dead if we don't come down soon," she pointed
out.

"You're right," I said. "Besides, there's always tonight."

"Tonight will be even better than last night," she promised. "And every
night after."

We didn't leave the bedroom immediately. We lay in the bedroom without
speaking, simply holding one another, feeling the strength and purity of
our love. Rebecca was my girlfriend, emphasis on the word "girl." I loved
her as much as any man can love any woman, whether they have a penis or
not. As I squeezed her close and smelled her hair and felt the lingering
warmth of her seed inside me, I knew my love for her would last forever.

THE END