First In: Femdom Stories of First-time Strap-on Sex (2 page)

Amy entered the bedroom with her jockey shorts bulging. She
looked gorgeous packed into tight white men's underwear and a snug little
sports bra. The bra flattened her tits and gave her upper body just the hint of
a masculine contour. But it was really that bulge that makes her look different
than usual. It didn't make her look like a guy; her body is too feminine for
that. But with her jockey shorts bulging, my girlfriend could have passed for
something pretty close to a guy in the dark.

And I knew she was going to fuck me like a guy fucks a guy
-- hard and rough and deep and dirty.

My wife was going to fuck me with her huge, new cock. It
scared me a little, but it also turned me on.

Her new cock was much bigger than mine. In fact, it was
fucking enormous. Amy's eyes always
were
bigger than her pussy. How did
she ever get me to agree to take a cock that big in my butt? I didn't have to
think too hard about that one; Amy is
hot
. She looked so fucking hot
with the strap-on bulging her shorts, in fact, that I knew I was going to let
her fuck me just the way she wanted to --
however
she wanted to. My wife
was in charge.

But it made my butt ache just to look at that giant bulge.
It jutted out hard and firm. With the shaft forced into an upward curve by the
tightness of its white cotton prison, the tip almost stuck out over the
waistband.

Amy looked mischievously down at her cock and then at me.
She ran her slender fingers through her short blonde hair. The new haircut was
partially inspired by her decision to buy herself a cock. She'd been talking
about cutting her hair short for summer, anyway, but getting to fuck me in the
ass provided the perfect excuse for her to go ahead and chop it.

The short hair accentuated her tomboy smile. Like I said,
she doesn't quite look like a guy, but she could probably pass. If she did,
though, she'd look underage.

Amy isn't a big girl; she's five feet in socks and a hundred
pounds wet. I thought that maybe that means the size of the cock is surely at
least partly an illusion. After all, an average-sized cock would look huge on a
five-foot guy, right? How would it look on a five-foot tomboy? Maybe her
slender, boyish hips and narrow frame are making the cock seem bigger than it
is. That seemed likely, right? Right?

I wasn't sure I cared. My own jockeys bulged as I looked at
her cock. Like I said, Amy's eyes have always been bigger than her holes. Maybe
mine are, too.

She rubbed her cock through her jockey shorts. When she did
that, she looked more like a horny teenage boy than ever. She looked like she
was ready to fuck for the first time.

I guess in that sense, she was a virgin. But I was the one
who was going to bend over for my wife's new monster. And as turned on as I
was, I was apprehensive.

But I knew Amy would do me right.

#

When Amy first talked about fucking me in the ass, she
teased me about it. She always loves to tease me about it...and about
everything. She's a very playful wife.

And this round of teasing was about how big her cock should
be. Amy said, "If we're gonna do this, we're gonna do it right. None of
this 'starting small' nonsense. I wanna be
hung
."

I gulped. "That sounds risky," I said.

"I mean, I've never done this before. Maybe we
should
start small."

Amy smiled and said wickedly, "Did you let
me
start small, baby?"

"No," I admit, proudly glancing at my crotch.
"But that's hardly my fault."

"This isn't about placing blame," Amy teased me
with a smirk. "It's about giving me a cock at least as big as yours. Come
on! Don’t blame me if I have penis envy! You're the one who gave it to me, John
Holmes." She cradled my junk as she said it, and I started to stiffen.

I was right, but so was she. I sure as hell didn't have a
choice about whether to let Amy "start small." She was adamant in her
demand that she get a cock at least as big as mine...tit for tat. And I've
gotta admit, that aroused the hell out of me. The fact that Amy wanted to do me
right was almost more of a turn-on than the fact that she wanted to fuck me at
all.

So it wasn't a choice, except I could have made the choice
not to get what she'd promised me...
her
sweet ass. And that was a prize
I was more than happy to work for. If that work involved bending over for my
hot, sexy wife? Well, then. I'd take it like a man.

When I say I'm pretty hung, I don't mean to brag. I'm just
stating a simple fact, and any of my prior girlfriends can verify it. It's been
a pleasure and a danger throughout my sexual life, but when I started dating
Amy, her petite frame made it something of a dangerous pleasure.

Despite her size, Amy loves big cock -- because she loves
all cock, and the more of it the better. But she'd never been with a guy as big
as me. At least, that's what she said. She might have been trying to flatter me
-- or giving me added encouragement to go slow and be gentle. I didn't need
either flattery or caution...I was used to doing it nice and easy, at least the
first few times.

It was quite a bit of effort getting it in at first. For the
first few times, I had to go real slow and let her breathe through it as she
struggled to accept me inside her. She took it like a champ, though...and loved
it.
I've always liked a challenge
, she said. Once she'd gotten used to
it, she loved every minute of every fuck. And we fucked with great frequency,
no doubt about it. By any standard, Amy was horny. Her cunt took a long time to
get used to the size of my cock -- but her brain was all but obsessed with it.

Even so, it surprised me when Amy said she wanted to try
anal. She'd never been done that way before.

At first, I thought she was joking. Then I thought she was
crazy. But she wasn't crazy...she was horny and kinky. Maybe Amy was a little
bit
too
horny and
too
kinky for her own good. Don't get me
wrong...I like ass as much as the next man. But Amy and I had a hell of a sex
life. I had no interest in doing something that might hurt her. I didn't want
her to feel like she needed to do that to keep me interested.

To be frank, Amy was a little insulted. She told me,
I'm
not the least bit worried about keeping you interested. But if you feel like my
ass is too precious for your big, dangerous cock, maybe you want to give me
something of equal value
?

At first, I didn't get what she meant. Then I didn't believe
she really meant it. I thought she was teasing. But Amy never teases...or,
rather, when she teases, she always makes good. I'll admit, I was a little
afraid of the idea, but when Amy gets started talking dirty, she's very
persuasive.

Next thing I knew, she had me face down on the bed, with my
butt in the air and her face planted between my cheeks.

It wasn't just that I'd never been rimmed before. I'd never
even had my butt touched, really, before. Not in
that way
. It was a
wake-up call. How the hell had I been ignoring
this
part of my body for
my whole life?

Amy's eager tongue woke me up. It was warm and wet. It
wriggled its way up my asshole, gently teasing me open as her hand caressed my
cock and my balls. She drooled and spat so she could use it as lube. It wasn't
long before I was about to cum. Just before I did, I felt Amy's left hand
working up between my cheeks. It took over where her tongue had left off...and
it went a lot further. I felt two of her fingers working into me just moments
before I came. It was surprising and shocking, maybe even scary.

But oh, holy fuck -- when I shot my load, it was like an
explosion blew through my body. I think I saw stars. I almost passed out.

After that, I was hooked on the idea...as was Amy. I said
that she knew her ass better than I did, so if she thought she could handle
me...we could try anal if she
really wanted
.

Amy laughed at me. She knew how much I wanted it now. She'd
woken a sleeping giant...but I had, too.

"Oh," she told me. "That offer's off the
table. Your cock's a hell of a lot bigger than my finger," she teased me.
"If you want my ass, you're going to have to give me yours."

My own cock started to get hard. I could tell from the
mischievous sparkle in her eye that she'd decided to play a little game with
me. Apparently she'd been annoyed by my reluctance to give her what she wanted.
When Amy gets annoyed, she thinks up
devious
ways to get back at me. The
good news is, they're usually
hot
. They almost always involve sex. The
bad news is, she's really good at taking control...and she not only knows how
to fuck me like an expert. She knows how to
mindfuck
me.

By liking it so much when she put her tongue up there, I'd
practically begged my wife to fuck me in the ass. She felt it was her duty to
give me what I needed. And Amy was more than happy to answer the call of duty.

I said, okay, if I
had
to, I would bend over. She'd
been the one who wanted to do anal...but I was the one left begging for her
ass, and offering mine in return.

She insisted on a deal. It was her ass for mine...but she
got to do me first.

She wiggled her ass in my face and slapped it. She parted
her cheeks and showed me her pink hole.

"If you want
this
," she told me in a nasty
voice, "you'll have to earn it."

That made my dick
seriously
hard. It felt like it had
been hard ever since.

In had definitely been hard, intermittently, all through
this afternoon. We went shopping in the city, hitting several boutiques and
buying some new boots for Amy. The main event of our trip was our final stop: a
sex shop known as Toyland, known for its wide selection of harnesses, as well
as its helpful staff.

It was a lesbian-oriented shop, all right, but the hot butch
dykes at Toyland seemed to like the idea of straight wives and girlfriends
giving it to men up the ass. They seemed to take pleasure in my blushing
discomfort as they showed us the ins and outs of different harnesses -- always
talking to Amy, but making sure I was listening.

Amy liked to make sure I was listening, too.

"I want something really heavy-duty," she told the
clerks as she patted my ass. "My boyfriend likes it rough." When she
saw me blushing, she added, "It's his first time, but he's kind of a pig.
I don't plan on going easy on him. His sweet little cherry's been asking for
it."

I don't know if the dykes thought Amy meant I was a
"pig" as in a "sexist pig," or a "pig" as in the
kind of bottom who craves a really big cock and plenty of it. If it was the
latter, it takes one to know one. I think I'm an awful lot more of the latter
than the former, so I was going with that one.

They helped her select a model of harness that would support
the kind of plowing she wanted to give me. They helped her select a cock that
was just about as big as the harness could stand. I could only hope that it
wouldn’t be bigger than
I
could stand.

The harness she picked was a model called The Deep Impact.
It was made for hard fucking. It was a sturdy piece of leather that strapped
tight around her waist and her thighs. It buckled securely and had three
different rings to hold cocks of different girths. As the staff at Toyland put
it, "This one will allow vigorous thrusting.
Very
vigorous
thrusting, with a
very
large cock, if you choose."

From the wicked look on my girlfriend's pretty face as they
told her that, it was obvious to me she planned on testing that claim, even
before she smiled and said, "Oh, I choose, all right. How big a cock do
you think he can take?"

I reddened under the laughing scrutiny of the four or five
women who worked at Toyland. It was a slow day, and they'd all come over to
"help." It was obvious they'd picked up on the vibe between Amy and
me, and not only approved but found it intriguing. Besides, Amy is
hot
.
They clearly liked her. She'd never been with a woman before, but from the way
she was flirting with the clerks at Toyland, I was far from convinced she
wouldn't be with one pretty soon. Any one of these hot girls would be more than
welcome to do my girlfriend...as long as I get to watch.

But that isn't what we were at Toyland for earlier today. We
were there to buy my girlfriend a cock...and the staff was very helpful in
helping her purchase the biggest, hardest cock they imagined my tight virgin
ass might be able to take.

One of them, a handsome young punk dyke whose name badge
said "Corey," cautioned Amy. "You might not want to jump right
to using the biggest cock possible," she said, looking me up and down. I
could tell she had to give Amy the warning, to conform to standards of
professional ethics. But I also could tell she liked the way I squirmed.

"You could start smaller," Corey said with a cocky
look at me. "And work up to the size he wants."

The size "he" wants? It was Amy who was so fucking
hot to make me take a big one. But then, I was the one whose dick pulsed every
time Amy teased me about how deep and rough and hard she was going to shove her
dick into me.