First In: Femdom Stories of First-time Strap-on Sex

Table of
Contents

Tonight's
the Night by Elizabeth Colvin

Starting
Small by Brett Olsen

The First
Stroke by Erica Dumas

A Little
Push by Felix D'Angelo

The First
Stroke by Erica Dumas

Strap-on
Morning by Dexter Cunningham

Sissy
Lockdown by Kendra Jarry

Daddy's Boy
by Elizabeth Colvin

Copyright
Information

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I've been saving it for you. I know it's a big fantasy of
yours; you confessed as much after our long first night of making love, when we
both lay tangled in the sheets together. I've even showed you my cock, watching
as you squirmed a little, contemplating what it would feel like to take it
inside you. You seemed so titillated that I've done this before, that I seemed
too casual about it. Maybe you thought I'd want to do it right away, and in one
sense I really, really did. But I've saved it, waiting for the perfect moment
to surprise you with it.

I know tonight's the night. It's a Friday night; both of us
had long days at work. While you're downstairs making dinner, I take a long hot
shower, feeling my muscles relax and my pulse quicken as I think about what I'm
going to do to you tonight. I step out of the shower, towel dry and take out
the strap-on harness. As I fit the dildo into place and step into the harness,
I picture you splayed before me, taking my cock into your ass. I can feel the
pulse of my pussy as I buckle up the straps of the harness.

I put on a t-shirt without a bra and a faded pair of jeans
just tight enough to display the long, hard bulge plainly in front. I go
downstairs to the kitchen, where you're chopping vegetables. Your butt looks so
good in those boxer shorts you're wearing; I get more excited as I come up
behind you, put my arms around you, and grind my crotch against your ass.

You tense against me, then relax. I put my lips very close
to your ear and breathe warmly. "I've got a very special surprise for you
tonight," I tell you, just as you realize what the bulge against your ass
means.

You catch your breath, squirm against me. I reach down under
the counter and feel your cock swelling in your boxers. I smile and kiss your
neck, satisfied that I've had the desired effect. I back off and go into the
dining room to set the table.

All through the delicious dinner, I can see the anticipation
and nervousness on your face. I can see you shifting uncomfortably on your
seat.

When we've both finished, I smile and ask if you'd like to
watch some TV. You catch my drift right away; we go into the living room and
recline on the couch. You relax into the soft cushions and I lay alongside you,
careful to place myself in the superior position, atop you, leaning hard,
letting you know that you can't get away. I know you want this; I know you want
it even more than I do. But even if you changed your mind, there's a part of me
that wouldn't care. There's a part of me that would wrestle you down, drag your
ass up high in the air, and give it to you without lube, listening to you
scream as I take your ass with all the force of a heartless, uncaring bastard,
the bastard you so sweetly need me to become. I know there's always a chance of
you backing out, chickening out on me. And there's a part of me that wants you
to, so I can date rape you. You think you can flash that adorable ass at me in
those tight boxer shorts and then not give it up, you tease? Not a chance.
You're going to put out whether you want to or not -- you know it and I know
it, and that's why I'm so fucking wet.

You seem to be paying extra attention not to touch my crotch
-- maybe a little frightened of it? But I can see that your cock is half-hard
under your boxers.

You pick up the remote and ask what I'd like to watch.
"Start the DVD player," I tell you, and you do. The wide-screen TV is
filled with an image of a gorgeous guy down on his knees, using his mouth on a
woman's strap-on. He's young, younger than you, and she's a standard-issue porn
bimbo. But her strap-on is huge, and he's sucking her cock like it's the
sweetest thing in the world. He's sucking her cock like he's desperate for it.
Her cock is peach colored, just like mine, matching her light skin tone so it
almost looks like she's a hermaphrodite wearing a leather cock ring. Almost
like it's a real cock. Almost like she's going to shoot her cum all over his
face, down his throat. Or is it that she's going to roll him over and shove her
cock up his ass, filling him up with her magical sperm? My pussy is tense, so
tense, swollen with anticipation and hunger, alive with all the possibilities
of having a cock.

I feel you squirming. I put my arms around you and kiss your
neck.

I'm a little afraid I've gone too far too fast; after all,
I've done this before many times, and you haven't. "Shhhh," I tell
you soothingly. "Don't worry, I'll go slow. You'll open right up for me.
That ass of yours is beautiful. I'll slick you up right before I ram my cock in
you." You tense at my aggressive words -- but then you seem to relax,
knowing I'll take care of you. I always have, and I always will.

We sink into the couch and begin kissing, my nipples
hardening under the t-shirt as you run your hands over them. I stroke you
through your shorts, feeling how hard you've gotten -- hard, insistent as you
grind your hips against my hand. You want me to jerk you off? You want me to
suck your dick? On any other night, that's exactly what I'd do -- I'm as
hungry, as savage, as much of a little piggy as you are. I want to suck you as
bad as you want to suck me -- but you need it more.  So tonight I'm the
one who's going to get sucked. You're the little cockwhore, down on your knees
servicing me. You're going to swallow me, deep throat me, and then you're going
to roll over and put your ass in the air.

Your hands feel good on my breasts, but I want you to feel
the tool that's going to violate you, make you mine. I take one of your wrists
and push your hand down into my crotch. Your fingers curve around my bulge,
stroking it as if it were a real cock, your body tensing as if every stroke of
your hand reminds you how it's going to feel sliding down your virgin throat,
being pushed up into your virgin ass. I moan softly as if it was really my
cock; the feel of pressure on the base of the dildo is rubbing my clit and I
almost think I could cum. I almost think you could jerk me off. And the best
thing about my cock is that when I shoot my load it doesn't go soft. It just
gets harder, and I get hornier than ever. I stroke your cock as you stroke mine
-- and then, to my surprise, you bend down and unzip my pants.

You look up at me, a little scared, a lot hungry. God, you
look like a fourteen-year-old girl about to suck her lover's cock for the first
time -- just like I was, ten years ago, when I did it the first time. It's the
sexiest thing I've ever seen -- your gorgeous face, about to be penetrated by
my hard cock. Your gorgeous face, not knowing if it belongs to a fag or a whore
or a little virgin girl -- just knowing, beyond the shadow of a doubt, that it
belongs to a cocksucker.

"You give head, baby? You suck cock? Yeah, I've been wanting
you to suck my cock since I first laid eyes on you. Suck it. Come on, don't be
shy. I won't tell anyone. Just suck it. I know you want to."

And you do, looking up at me a little scared at first, but
then giving in as a rush of sudden hunger takes you over. You take my cock in
your mouth and swallow it.

It's been a long time since I had a lover who was willing to
play this way with me; I feel my pulse pounding as I watch you savoring my
cock, sucking it. I coax you on with dirty words: "Oh, yeah, you look so
good sucking that... you're so pretty with your mouth around my cock." The
dirty talk seems to heighten your interest, and you slip your hand down between
the straps of the harness to work two fingers inside me, pressing up against my
G-string. I run my fingers through your hair as you bring me closer to orgasm,
getting still closer when your thumb works its way under the base of the dildo
and presses my clit. I could almost believe my cock is real, that you're
sucking me off and I'm about to come in your mouth. The thought sends an
explosion of hunger through me and I come, unexpectedly, all of a sudden, in an
intense rush of sensation. "Oh yeah," I tell you. "I'm coming in
your mouth. Swallow it..."

But I'm far from satisfied; my cock doesn't get soft when
you suck it off. Rather, my appetite for more of you has been heightened, and I
guide you onto your back so I can lift your legs up over my shoulders and raise
your ass off the couch. I put my mouth on your balls, totally ignoring your
cock though my mouth is watering for it. But tonight I want to pleasure you
another way.

I lick lower and part your cheeks gently, reaching down to
take the dental dam from where I've placed it under the couch, getting it out
of the plastic bag, stretching it between your cheeks. My tongue finds your
musky, puckered hole, wriggling inside as I feel it loosening up. You moan as I
lick my way up and down your crack. I can tell you're ready for me, and I
smoothly reach under the couch to where I've stashed the towel and the lube. I
spread the towel on the couch, then lean back and look at you.

"You want this?" I ask, glancing down at my cock.
"You want me to fuck you in the ass?"

You nod, hungrily.

"If you want to get fucked, get up on your hands and
knees. Put that pretty ass of yours in the air."

You do it, positioning yourself over the towel the same way
I've done more times than I could count. You gasp as you feel the cold dribble
of lube between your cheeks; I rub more of it on my hand, warming it before
sliding one finger into your asshole. You're really very tight; it excites me
that you've never done this before. I put more lube on the head of my cock and
rub it all over, then gently nuzzle my cockhead into the cleft between your
buttocks.

I use one hand to guide the dildo and one to reach under
you, stroking your cock as I press into you. "Breathe out," I tell
you, and push the head in; you take a sharp breath as you feel it popping into
you. I've selected a particularly small dildo, but it's still a big step for
someone who's never been fucked like this. I feel your muscles tense underneath
me; then slowly you relax and I sink into you, stroking your cock as mine
enters you all the way.

Hearing you moan like this makes me turned on all over
again. I could easily make myself come, but now I'm more interested in feeling
your cock surge and spurt in my hand. I lift myself up with one foot on the
couch so I can have more control as I slowly give you my cock, stroke after
stroke. I hear nothing but pleased noises from you, but I'm very careful to go
slow -- however much I want to fuck you harder and harder until you scream.

The whole time I'm fondling your cock, feeling it hard in my
grasp, feeling dribbles of pre-come running down from the head. It would be
easier if I made you stroke yourself, but I want to feel it as you come with my
cock inside you. I hear your breath quickening. I pump your cock harder,
sensing your anus loosening as you relax into the sensations, then tightening
as you get closer to orgasm. Then, all at once, I realize you're at the point
of no return. Your body shudders, your cock throbs and spurts in my hand. I
keep stroking, in and out of your ass, back and forth on your cock, until I
hear a gasp from you and know you need me to pull out. I gently ease back,
waiting for your tightened anus to release me of its own accord. My cock slips
out and you let out a relieved sigh. I lay down on top of you, feeling you
slump onto the couch. I rest my cock in the curve of your ass as I nuzzle your
neck and whisper, "Now you're mine. All mine."