[First Time] The First Time

[spoink47]

My wife enjoys anal play, and she broached the subject as we
snuggled in bed. She had become somewhat dominant in our
lovemaking and suggested I should allow her try some anal play on
me. I had been intrigued as to what she experienced when I fucked
her butt and she was curious about what it would feel like to peg me.
Being a little self-conscious, she reassured me that I would find it to be
pleasurable. Getting up, she went over and produced two boxes from
her closet. Returning to her side of the bed, she placed one of the
boxes on the night stand and said she would be back presently. I
watched her wiggle that cute butt as she headed toward the master
bathroom with the other box.
“Get that pleasure pump of yours nice and hard for me.” She said and
disappeared from sight.
When she emerged from the bathroom, I had to put a chokehold on
my cock otherwise I would have blown my load. She was adorned in a
scarlet underbust corset with a matching thong. Her long flowing blonde
She looked at my cock as she sauntered over to her nightstand,
opened the box, and said, “I see you’re prepared for me.”
The urge to blast my load had subsided. I loosened my grip as I
watched her produce a tube of lube followed by a long deep purple
strapless strap-on. With the items in hand, she crawled back on the
bed and set them down next to her.
She wrapped her hand around my stiff shaft and slowly stroked the full
length. The nails of her other hand sc****d across my chest and down
to my stomach.
“l want you to experience the pleasure you give me when fucking my
ass.” She softly whispered, as her hand and fingernails continued to
heighten my arousal.
“Are you prepared for this?” She asked as she rose to her knees and
pulled a pillow next to her.
“Absolutely,” I replied as she fondled my scrotum.
“Oh God, me too. Now, stroke your cock and raise your hips.”
I grabbed hold and began to slide my hand up the shaft when I was
told to go slow. The pillow was placed under my hips, and she moved
between my parted legs. She reached over for the lube and squirted a
generous dollop on her slender finger. Her other hand returned, trailing
her nails around my chest and pinching my nipples.
“Keep stroking that cock, you know how much I like watching you.
Relax and focus on my tits and the wet spot on my thong. I'm going to
slowly insert my finger in your ass.”
“O-okay, honey,” I replied somewhat hesitantly, realizing this
was indeed happening.
Her finger coated the hole with lube, and I let out a groan of pleasure. I
watched as she slowly pushed her finger past the opening which
made me moan out. The finger slid back and forth several times
before she withdrew. The fingernails that traced my chest had been
replaced with the hand-making gentle circular motions.
She took the tube and added a more generous amount to two fingers.
I took a deep breath, and her hand reassuringly circled my chest as
she told me to keep stroking my cock. When her two fingers pushed.
“Are you doing okay?” She asked as the two fingers moved inside me.
“Yes, much better now.”
I felt her fingers twist and pull apart as they slid deeper inside. She
told me a third finger was needed to prepare for the toy. The two
fingers slipped from my ass and she covered three fingers in lube.
I grimaced in a bit of discomfort as the fingers penetrated my ass. Her
hand stroked my chest reassuringly as the fingers ever so slowly
pushed deeper, spreading apart. I found myself moaning and grunting
in the pleasure I was receiving.
“Okay, stud, it’s time.” She said as she reached for the strapless
strap-on.
My hand stopped stroking my shaft as I watched her release the side
strings of the thong and teasing slipped it from between her legs.
She flung them at me, and I brought them to my face and enjoyed my
favorite scent before tossing them to the side. I watch her insert the
toy into her very wet pussy.
She pushed the button on the remote control and as the inflatable bulb
expanded inside her, she moaned, “Oh God, it’s against my g-spot!”
When she was ready, she applied the lube to “her” cock, saying, “You
can never have enough.”
She moved closer, placed the tip against my brown hole. I had
stopped stroking my cock and now had two handfuls of bedsheets.
Her hips pushed forward and my facial expression turned to one of
being in pain. She held still for a moment, “It will pass.” She said and
after several moments, her hips slowly moved forward.
When the “cock” was all the way in my virgin ass, she wrapped a hand
around my thick erection. I wrapped my legs around her slender waist,
and she slowly fucked me. I was getting close as her rhyming
movements quickened.
“Oh God, I’m gonna come!” I groaned as my hands crushed the tit
flesh that they held.
“Yes, yes, come for me, baby!” She cried out, with one last thrust of her
“cock.”
She held my cock until it softened and then pulled the toy out from my
ass. I watched as she licked her hand clean, then she pulled the toy
from her drenched pussy. The toy was placed to the side, and she
licked the cum from my cock before licking her way up, not missing a
single drop.
“Well, what do you think?” She asked as I held her close.
“It was really different, but it turned out to be better than I expected.”
“Good, now let’s rest awhile before you fuck my ass with your cock,
honey.

[qazzy1749]

If that were me, I would put on the strap-on to give her a double penetration with the dildo and my cock.

Then kick it up a notch, double in the same hole. Let her choose which hole.