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Subject: {ASSM} Indian Summer and Other Poems Ch.10 - Blind Date by T.S. Severe (F/M,  Romance, Crossdressing, Toys)
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Date: Wed, 13 Feb 2008 09:10:03 -0500
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Indian Summer
And Other Poems
By T.S.Severe

http://www.asstr-mirror.org/files/Authors/severe/www/index.htm copyright T.S.Severe Adults
Only

Blind Date
 (F/M, Romance, Crossdressing, Toys)





    I wasn't very enthusiastic, but then again, I wasn't doing this
for me. I was doing it for my parents, since I was largely a coward.
It's one thing to be openly lesbian at college, quite another to come
out of the closet and tell Daddy he'd never get to walk me down the
aisle and give me away. I'd have to tell them sometime, I knew that,
but not today.

    So I was going on another blind date, one that my mom had set me
up with, and while the dates themselves were hopeless, they were
useful, proving to the woman that I was in fact heterosexual. Maybe.
The guys she hooked me up with though...I could have been Betty Crocker
reincarnated and it wouldn't have worked out. Mom really needed to
make friends with women who had intelligent children, you know?

    Ding-Dong

    That was my cue and I was dressed like I hadn't been since my last
blind date. A real dress, green because that was my color, supposedly.
High heel shoes, some real silk stockings with a garter belt of all
things. Panties bra, blah blah...I looked straight and I was pretty
enough. Guys liked me a lot, that wasn't ever an issue. Girls liked me
too, some girls, and that was an issue I exploited to full advantage.
Fuck! I loved fucking other girls and I was a serious dyke. Give me a
soft little femme with a sexy name like Barbie and I was hot for it!
Give me a tall, dark, handsome man like...

    "Ted! Hi." I smiled and he looked just like I'd imagined. He
looked like a guy. "Uh...You are Ted, right?"

    "Hi, Rachel?" He arched an eyebrow and when I nodded he handed me
a flower, one of those red ones.

    "Oh, a red flower." I blinked at it. "Thanks."

    "Yeah, a rose." He cleared his throat. "Can I come in, or do you
want to go?"

    "Oh, shoot. Sorry." I made a little face. "I was looking at the...
Yeah, come in. Please."

    "Great." He drew a breath and I got the impression that he'd been
through this before.

    "I just need to get my shoes on and, uh...Oh, lipstick..." I giggled,
like how would I ever forget that? I hated wearing lipstick!

    "Nice place." Ted told me, standing in the middle of the living
room.

    "Thanks, it's my sister's." I nodded, playing patty cake with my
lips in the mirror in the hallway, just around the corner. "I stay in
the dorm mostly."

    "Cool." He said. "Me too, I don't get out a lot. You do a lot of
blind dates?"

    "Me?" I laughed. "Only when I have to."

    "Oh." He coughed lightly and I realized that hadn't come out
right.

    "I mean, my mom likes to set me up once in awhile, so..."

    "Right, yeah." He was nodding when I came back around the corner.
"Mine too. This is my third one."

    "My fourth." I grinned at him. "Now where's my shoes?"

    "That's a great outfit you're wearing." Ted told me as I found
some heels in the closet, my sister's shoes because I didn't wear such
things normally.

    "Oh this?" I looked at him. "You think so?"

    "Yeah." He smiled. "It's really lovely."

    "Huh." I shrugged. "You know a lot about women's clothes, or is
that just a man thing?"

    "A man thing?" He wondered.

    "Yeah, you know, tell the girl she looks nice but does she
really?" I sort of wagged my head at him and I was being a little mean
maybe.

    "Hmmmm, you don't seem like a girl with confidence problems." Ted
told me and that made me look.

    "What's that mean?" I asked him, kinda frozen in the act of
putting on my left shoe.

    "I mean, it's a great outfit." He shrugged. "It looks nice on
you."

    "Oh." I grinned at him. "Okay, sorry. I thought you meant I looked
great in it."

    "This is going to be a fun date." Ted laughed. "I can tell
already."

    "Okay, let's get something real dirty and personal out of the way
and we'll see what happens." I suggested, fixing the strap on my other
shoe.

    "Dirty and personal?" Ted smiled at me.

    "Yeah anything, like ask me something. Anything at all about
anything and I'll ask you something." I licked my lips. "Just one
question and then we have to be nice again."

    "So you're not going to ask me a nice question?" He chuckled and
straightened his tie.

    He was a flashy dresser for a man, sort of a mustard suit in silk
with olive trimmings, it was cute more than just manly and I liked
that look. I especially liked his ponytail, his long black hair pulled
back from a rather pretty face and it made the whole thing look cool.
I sort of wondered what I'd look like in his suit, because I did own
more than a few of my own. I loved dressing as a man; women's clothes
are so completely boring.

    "I dunno. That's up to you." I smiled.

    I stood back up slowly, straightening the seam of my left stocking
and the man's eyes never left mine. I wondered what that meant. Well,
I knew what it meant and I didn't like it. He liked me more than he
liked my body, always a bad sign.

    "You go first then." He offered, "Since it's your game and all."

    "My game?" I grinned. "Okay, have you ever been friends with a
girl you didn't want to fuck?"

    "Definitely." Ted smiled and he didn't even have to think about it
which made me blink and I wasn't sure I believed him.

    "Well, have you ever fucked a girl you didn't want to love?" I
asked and he laughed.

    "Gee...I'm sorry we're out of time for this round!" He shook his
head. "My turn?"

    "Hmph." I gave him a little frown, but I couldn't hold it very
long before the corners of my mouth went up.

    "Have you ever been friends with a man you wanted to fuck?" He
asked me.

    "Oh." I sighed. "What's good for the goose..."

    "You started it." He laughed. "I'm just along for the ride."

    "No, I've never been friends with a man like that." I said,
grabbing my jacket. "Have you?"

    "Heh." He opened the front door and shrugged. "I hope you like
seafood."

    "Oysters? On a first date?" I laughed at him.

    "I may never get another chance." He smiled, waiting while I
locked the door.

    Dinner was real good, down by the waterfront and we did indeed
have some oysters and beer, which was almost amazingly fun. I started
wondering if someone was playing a practical joke on me because I'd
known a lot of guys, even had male friends, but Ted was...Different.
There was something to him, and not just his personality. That alone
was giving me a thrill because as fast as I wanted to go, in whichever
direction, he kept right up and that was making me hard up for a
stumper, you know? Something that would just drop his jaw and make
those hazel eyes of his go big.

    "Do you dance?" Ted asked me and we were just walking around after
dinner, looking at the arcades and tourist shops there at the piers.

    "I do, sometimes." I nodded. "You like it?"

    "Yeah, if my shoes are comfortable." He laughed and I grinned at
him. "What?"

    "There's something about you." I was wagging my finger.

    "Is there?" He made an innocent face and a couple girls standing
close by gave him soft sighs and I'm not kidding. It was a good look
and he was a good looking man.

    "Yeah." I nodded. "I don't know what it is yet, but..."

    "Hey." He pointed at a sign, a small chalkboard propped up for
Pier 71, one of the dance clubs down there. "Costume party tonight."

    "Oh, and me without my bunny suit!" I pouted and a guy arguing
with his girlfriend gave me a look, which I ignored. His girlfriend
was hot though and I was tempted to ask for her number. She'd be
looking to rebound later, I thought, and I wasn't above picking up
roadkill on a Saturday night if it was fresh enough.

    "Damn, that's too bad." Ted shook his head and looked at me, kind
of up and down.

    "It's either way too early, or way too late for that, sailor." I
grinned at him. "What are you thinking?"

    "We're about the same size." Ted told me. "What size shoe do you
wear?"

    "You want to swap clothes?" I gasped happily and laughed. "Oh god!
You do like dancing, huh?"

    "Something different." He licked his lips and he wasn't even
blushing. "How about it? Are you up for a costume party?"

    "Size seven." I nodded at him.

    "Perfect." He grinned. "I think we need a bathroom."

    A couple minutes later we were locked together in the ladies room
of a little Italian restaurant just downstairs from the club. It
wasn't terribly small, but there wasn't any privacy between us either.

    "You're gonna get us arrested." I laughed. "You know that, right?"

    "Shhh..." Ted was already undressing. "Hurry up, take off your
clothes."

    "If this is like some weird plot to get me naked and do your
thing..." I warned him.

    "It's a weird plot to go dancing." He said. "Don't, uh, don't tell
my mom about this though...Okay?"

    "Which part?" I wondered. "Getting naked in the girls' bathroom,
or..."

    "Putting on your clothes." He giggled. "My mom's a little...You
know..."

    "Old fashioned?" I wiggled my eyebrows. I had my dress undone and
I was shrugging out of it.

    "Yeah, exactly." Ted grinned and he was down to his t-shirt and
unzipping his pants.

    "Okay." I chuckled. "This is officially the most fun I've ever had
with a man."

    "Is it?" Ted stuck his tongue out at me. "I'm gonna put that in my
diary."

    "You have a diary?" I smiled. "I used to have one."

    "Oh yeah." He nodded. "Don't forget the bra. Panties too."

    "My panties?" I stared at him and then I did a little double take
as the man was pushing his boxers down.

    "Well, yeah." Ted said seriously. "I can't wear these under a
dress like that."

    "I guess not." I blinked, eyeing his soft penis and hairless
balls. I mean he was all shaved and small, although I didn't have a
lot of experience with men, but weren't they supposed to be big?
Especially around a naked girl?

    "What?" He saw my eyes and looked down at himself and laughed.
"Oh. Don't take it personally."

    "Okay." I laughed and I shrugged my bra down my arms, letting a
man see my 34B tits for the first time ever and that was mildly
strange.

    "Nice." Ted giggled and he wasn't looking at my tits like he
wanted to love them, he looked like he was just...Envious?

    "Are you gay?" I asked him, because it just all clicked.

    All the little things I'd noticed fell into place. He didn't act
queer. He wasn't a stereotypical fag. When he moved it was natural,
the way his hands flirted, the way he crossed his legs or looked at
something intently. Ted didn't do any of that like a drag queen, all
exaggerated and over the top, he did it like a girl, like a femme girl
and there was no secret to it. Nothing hidden or deliberate, it just
was. God! I never saw a guy so femme in my life and it had gone right
over my head until just that second when he gave my tits a look, as if
he was thinking '...I wish mine looked like that.'

    "No more than you are, Rachel." He smiled at me and I laughed.

    "You knew?" I shook my head. "What, all night?"

    "Most of it." He shrugged. "You're pretty butch, even in that
dress."

    "Yeah, I guess I am." I chuckled and I was peeling down my
panties, giving him a look at my hairy little bush.

    "Not a bad fit, huh?" Ted asked, putting my bra on like he'd done
it a million times.

    "You need a little padding." I grinned.

    "Yeah a little." He shrugged. "Hand me the toilet paper there
behind you?"

    "Sure." I couldn't stop laughing, it was ridiculous. "Do you, uh,
dress up a lot?"

    "Mostly." He nodded. "Every night, all weekend when I can. I have
a big closet."

    "I bet." I nodded. "Are you going to go all the way and...You know,
hormones and surgery and..."

    "No." Ted scrunched up his nose. "I like playing dress up and
being a woman, but I'm not a girl trapped inside a male body or
anything like that. I'm just a guy who really likes being a girl, I
guess."

    "Cool, okay." I agreed. "I don't want to stop being a girl
either."

    "But you like being a boy?" He asked and I nodded.

    "Oh yeah, I love being a man." I chuckled as I pulled Ted's pants
up over his boxers, tucking the shirt in. "This is a really nice
suit."

    "This is a really nice dress." Ted grinned at me.

    I had to wait outside for Ted to finish his makeup and when he
came out, the man was seriously passable. His long black hair was
loose now and surprisingly thick, a little curly at the ends as it
fell around his pretty face. He looked better in that emerald dress
than I did actually, and if he didn't have tits, who was going to
care? He had legs from hell, I mean long, long legs and toned and
those stockings were perfect for him. His ass was really sweet and
while his small pink cock and balls hadn't done a thing for me, his
bare ass had turned my head a couple times in that little bathroom. I
love femme ass.

    He liked me too. I'd seen the look in Ted's eyes after I was
dressed up in his suit and I was passable. My own hair was short
enough and I just wetted it and combed it straight back. I washed the
stupid makeup off my face and went through that little metamorphosis,
changing from the girl my parents wanted me to be into the boy I
really was. All I needed was a cock and balls and I would have been
very happy, but as it was, I felt pretty comfortable with myself
anyway and standing there against the wall, I looked like a young,
handsome, and vaguely feminine young man.

    "Fuck, you're hot." I told her, staring into the woman's eyes as
she walked up to me. "What's your name?"

"Thank you. I'm Susan, what's yours?" She replied and her voice was
amazing, a perfect falsetto, and I blinked and then remembered to
close my mouth.

"Rick." I smiled, putting my hand in the small of Susan's back and
leading her towards the stairs and the club. "You don't mind if I call
you Suzy, huh?" I asked and she giggled and I sighed. This was too
good to be true.

    It was a perfect date, the whole thing. A couple guys even hit on
her, some real hunks, and the girl only had eyes for me which was
making me totally hot. By the time we were in the car I was in love.
Not once upon a time love, but the real deal and knowing Suzy was a
man just made it better somehow. It shouldn't have, but it did, and
like all perfect dates, this one was going to have a deep and
meaningful ending.

    "Where are we going?" Suzy wondered and her hand was stroking my
thigh while I drove her car.

    "My place." I said, turning to look at the woman in the passing
lights. "I'm gonna fuck your brains out."

    "Oh." She widened those sexy eyes and took a bit of color in her
cheeks before she answered. "I hope that's a promise."

    "Mmphh..." Suzy moaned into my mouth as I thrust my tongue between
her soft ripe lips.

    We were in my dorm room, just the two of us alone and I was
probably too eager, but I couldn't help it. I'd just spent six hours
with the girl and I wanted her so bad I could taste it. Suzy wasn't
complaining anyway and her hands went to my shoulders, clutching at me
like a little girl while I molested her sweet mouth. I was grinding
myself against her, wanting her to feel the ache between my thighs.

    "Don't move." I breathed, crossing to my dresser and this was dumb
and awkward, almost embarrassing really, but necessary.

    Suzy was nice enough to look elsewhere, catching her breath and
checking out my college room. Commenting on little things and making
idle chit-chat until I was ready. I smiled and came up behind her,
both of us still dressed and that was nice. I slipped my arms around
her body, up her smooth flat tummy to her tits, while I kissed the
girl's neck and worked my erection against her impossibly firm round
ass. God, I loved her ass!

    "Ohhh..." She moaned, breathing hard and grinding against me,
wriggling her hips and she could feel it.

    "You're so fucking beautiful, Suzy." I breathed in her ear,
burying my face in her soft hair and kissing her, licking her lightly.

    "You make me feel so good, Rick." She swallowed hard. "I'm hot for
you."

    "Hmmm..." I sighed, and turned her around. "Get on your knees; show
me how much you want it..."

"Ummmm..." Suzy giggled weakly, licking her lips as I pushed the girl
down by her shoulders. Her hazel eyes stayed on mine the whole time
and that was seriously sexy.

    I watched as she unzipped my trousers and reached inside slowly,
finding my thick hard cock, nine inches long and fat with heavy veins
and smooth bulbous head. She pulled it free with a happy gasp that
made me chuckle, stroking her hair and urging her to lick it. Suzy
hesitated for only a second before extending her long pink tongue and
licking the head first and then along the underside.

    "Yeah, lick my cock, baby." I sighed. "Get me nice and wet for
your hot little hole."

    "Mmmm...Are you going to fuck me, Rick?" Suzy teased me, rubbing my
cockhead across her soft cheeks and open mouth. "It's so big!"

    "Are you a virgin?" I wondered, because the thought hadn't
occurred to me before.

    "No." Suzy giggled at my disappointment perhaps. "But you're
definitely the biggest boy I've been with."

    "Good." I grinned down at her. "Suck me now. Get your lips around
my cock, Suzy."

    "I love it when you talk dirty." She sighed, stretching her
crimson lips and taking the head and several inches slowly into her
hot wet mouth.

    It was a great strap-on and I'd put it to good use many times over
the year or so that I'd owned it, but this was by far the best. Suzy
was sucking my cock like she was born for it, taking half of it
easily, the lifelike texture and appearance making it special for both
of us I think. She even got her throat open at one point, making me
gasp with pleasure when I saw the entire length of that phallus, nine
inches of cock, buried in her beautiful face.

    "Let me eat your pussy for awhile..." I whispered after a long
fifteen or twenty minutes of getting my cock sucked. "...I want to make
you feel good too."

    I got Suzy out of her dress, leaving her stockings and underwear
because that was sexy as hell, and I pushed her face down with one of
my pillows under her narrow hips. She was giggling and then moaning
and then gasping as I pulled her panties down just far enough to
expose her sweet round ass. I pulled her cheeks apart and buried my
tongue against her hot anus, licking the girl with every ounce of
skill I possessed. She tasted wonderful too, that tight musky ass,
slightly salty and rich with sweat from all the dancing we'd done. I
was tasting her and the tip of my tongue was prying open her sweet
sphincter, slowly but surely.

    Suzy writhed with pleasure while I ate her out, making all the
noises I'd expect from a girl under my eager tongue. I was squeezing
her ass and fingering her finally, getting my finger wet with saliva
and then working it inside under my tongue, twisting and curling it
inside her hot little hole. She was tight in there, like a virgin
despite what she'd said earlier. Whoever the guy was that had fucked
Suzy before, he either had a pencil dick or it had been a long while
since he'd had her. My fat cock was gonna tear the girl up!

    "I'm going to get some lube." I breathed, slapping her ass hard.
"Don't move!"

    "Ohhh yes sir!" She giggled and waited patiently while I grabbed
some KY out of my nightstand, the handiest stuff you'll ever find
anywhere. I undressed as well, leaving on my t-shirt and boxers, the
shorts pulled up over my strap-on so my prick stood out from the fly.

    "Here we go...You've got a sweet little pussy, Susan." I told her
softly. "I don't want to hurt you too much, baby."

    "Yeah, use a lot." She sighed, wriggling her butt as I worked a
large dollop around and inside her asshole. "I want you to fuck me so
bad, Rick!"

    "I will, Suzy." I promised. "I will."

    I worked a generous amount of lube onto my cock as well, smearing
the stuff all over it and making sure everything was fastened tightly
and the base of that prick was an especially clever design. There were
a couple inches of nice molded rubber pressed inside my cunt and then
a soft and supple base that molded itself against my pelvis, pressing
against my clit nicely. It was the most comfortable strap-on I'd ever
used and I should have bought two of them because I always lived in
the unfounded fear of breaking it somehow. That would have been a real
disappointment.

    "Okay, baby. Are you ready? I want to fuck you, girl." I told Suzy
and I was going to take her face to face, on her back like the little
bitch she was. "I want to see your eyes..."

    "Yeah, Rick." She swallowed hard and didn't resist me at all as I
moved between her creamy thighs. "Fuck me good, I need it so bad!"

    "I know you do." I chuckled, reaching between us while she held
her panty aside for me. "Put me inside you."

    "Okay." She agreed softly and Suzy looked like a virgin laying
there beneath me, I swear.

    "Have you really been fucked before?" I grinned at her and she
blinked as the head of my cock found her asshole slick and ready.

    "Yeah." She nodded. "When I was...Ugh!!"

    "When you were...What?" I breathed, stabbing my cock inside her
asshole hard.

    "Oh! Fuck...Slow!" Suzy widened her big doe eyes and licked her
lips. "I was sixteen and he was...Eighteen."

    "Oh fuck!" I laughed and got a good grip on her shoulders, with
about two inches of cock inside her ass now. "That was what? Five
years ago?"

    "Almost six." She nodded and then I was kissing Suzy as I pushed
again, driving a few more inches inside her cherry little ass.

    I pulled back some and then thrust again, taking two inches and
giving one back until half a minute later I was buried completely
inside Suzy's flushed body. After that it was just good slow fucking
while she got used to me and it was nice kissing her while we moved.
She was a busy girl too, one of those really great fucks who like to
move around and stay busy while they take it. Her hands were all over
me and her ass was working me so good it was like riding a roller
coaster at times, once we were really going at it. I love girls like
that, the busy ones.

    She came hard too, right in the middle of it and that surprised
me. I was plowing her ass pussy deep, grabbing her legs and holding
them straight up so I could kiss her feet while we fucked, and Suzy
just let go with a hard gasp and some real thrashing. I didn't have a
clue except her asshole clamped down on my dick so hard I could barely
push or pull it an inch either way. Suzy had a big mess inside her
panties then and then she was giggling and smiling at me, telling me
how much she loved my fat cock in her little hole. Shit, that was sexy
as fuck and I was just about cumming myself by then.

    I rode Suzy hard for about ten more minutes after her orgasm and I
finally did have my own, three of them one after another as that cock
rocked my pussy and clit hard. Multiple orgasms, what a fucking joy
that stuff is! I was all collapsed and just grinding the girl's ass
off like there was no tomorrow, kissing her lips and tonguing Suzy's
mouth. I wanted to live in that bitch's mouth, I swear, she was so
sweet and soft inside. It was really, really great sex and we did it
all night long.

=-=-=-=-=        =-=-=-=-=        =-=-=-=-=        =-=-=-=-=        =-
=-=-=-=        =-=-=-=-=

    "Well, look at you!" My dad was smiling and that had become a
common sight around my parents' house.

    "Hi dad." I smiled at him, putting the last touches on my makeup
as he stood in my bedroom doorway.

    "Going out with Ted again, huh?" He asked and I nodded. "Good, I
like him a lot."

    "Me too." I smiled at my dad and I grabbed my purse, throwing my
lipstick and hairbrush inside it.

    "You guys have been together almost a year right?" He wondered.

    "A year today, actually." I grinned at him. "Our first
anniversary. Do I look okay?"

    Dad looked at me as I stood up and he was happy. I was wearing a
cute little dress, light blue with a bit of lace and sort of modest
sexy. It was going to look seriously hot on him later and wait until
he saw the undies I'd bought for him today! Ted was going be the
sexiest little girl in the world and I couldn't wait to fuck him in
this dress! Dad didn't need to know about that though and having Ted
pick me up at home was just a little treat for my folks, like when he
brought me home to have dinner with his. We were the perfect couple,
everyone said so, but they didn't know the half of it!

    "You look great, Rachel." Dad sighed, the way fathers do when
their little girls are all grown up. "You think maybe he'll, uh, pop
the question one of these days?"

    "Pop the question, dad?" I laughed and patted my purse gently,
thinking about the diamond ring hidden inside. I'd picked it up last
week from the jewelers, after four months of hefty layaway payments,
and tonight was the night Rick was going to ask Susan to marry him. If
I didn't chicken out.

    "Well..." Dad shrugged and I knew him and mom had been waiting for
some news.

    "Yeah, dad." I nodded happily. "I think he's gonna ask pretty
soon."



End
T.S.Severe@gmail.com

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