Deeper (7 page)

 She
was lying completely naked beneath me and my erection was so hard I was about
to tear through my shorts. I looked from her face to her breasts and down her
stomach until my eyes finally rested on her beautiful mound that was already
drenched with need. I could smell her sweet scent and it was mouthwatering and
driving me wild.

She
was breathing heavily and her legs were shaking in anticipation. She was
already nervous and I didn’t want to make her wait any longer so I slipped out
of my shorts and threw them next to her panties. When I straightened back up on
my knees, her eyes landed on my rigid dick and they went wide. She bit her lip
and started to breathe heavier, but I could now see the nervousness was
starting to take over.

“Jess,
are you sure you’re really ready for this?”

She
nodded and said, “I am. It’s just…”

“What
is it? You know you can tell me anything.”

“You’re
way
bigger than I imagined you would be. I know how sex works and all
but…how is that thing going to fit?”

I
smiled at her naivety and leaned down to cover her body with mine.

“It
will fit, Jess, don’t worry. Your body will adjust and we will fit together. I
will go as slow as you need me to.”

“Kris,”
she whispered, touching my cheek. “If…if it hurts, will you stop?”

My
heart skipped a beat right before it started pounding. “Of course I will. I
would never, ever hurt you, Jess. You know that right?”

She
bit her bottom lip again and nodded her head slightly. I could feel her thighs
quaking against me and I could practically hear her heart beating through her
chest.

“I
know you wouldn’t. I trust you,” she said, leaning up and kissing me.

I
could tell she was trying her hardest to act like she wasn’t nervous but it was
obvious she was. Everyone is their first time. Even though this was going to
hurt her no matter how slow and gentle I was, I was going to do whatever I
could to make this as comfortable as possible for her.

“Your
trust means a lot to me. I want this to be perfect for you, so I want to try to
help you relax first, okay?”

“Relax?
How?” she asked me, a puzzled look on her beautiful face.

I
smiled at her and leaned into her lips. I ran my tongue across her bottom lip
before moving my hand between her legs.

I
traced my fingers along the fine soft curls above her innocence and whispered
against her lips, “Is it okay if I touch you?”

“Yes,”
she said, her voice barely above a whisper. “P-please touch me.”

I
slowly moved my hand down and gently ran my fingers along the outside of her
opening and up to her clit. I moaned at the feel of her. She was drenched with
need and I had barely even begun to warm her up. She gasped and rolled her eyes
back.

“Oh
wow,” she exclaimed.

I
moved my fingers down and teased right at her entrance and whispered, “Feel
good?”

“Yes…”
she breathed.

“This
is just the beginning. I am going to make you feel so good tonight that you’re
going to remember it forever,” I said softly, aching to dive my fingers deep
into her warmth.

“I
already know I will. This is everything I’ve ever dreamed of.”

I
smiled and kissed her lips quickly before I gently began to slide a finger into
her searing heat. She sucked in a breath as I began to slowly feel her from the
inside. She felt amazing…just this one taste and I was hooked. My cock was so
hard that it was hurting; I’d never been more turned on in my life.

“Oh
God,” Jessie whimpered. “Kris, that f-feels…”

“Feels
good for me too. I’m not hurting you, am I?”

‘N-no.
Ah,” she panted. She lightly thrust her hips into my hand and my finger sank
deeper inside her.

I
leaned in to kiss her neck and started to move lower, gently licking her
perfect pink nipples along the way. I kept moving my finger in and out of her
and her breathing increased as my mouth reached her belly button.

I
dipped the tip of my tongue inside her belly button and gently kissed her as
she asked in a shaking breath, “W-what are you doing?”

“Tasting
you,” I whispered against her skin.

“Kris,”
she said nervously, but I interrupted.

“Jess,
you need to be really ready for me when it finally happens. You’re already so wet
but you need to be wetter or this will be uncomfortable. Besides, you’re so
delicious that I have to taste all of you.”

“I’m
nervous,” she admitted and I smiled at her.

“If
you don’t want me to do this I won’t. Just say the word and we’ll stop,” I
replied.

She
blinked at me a few times. With a blush that I could see even in the dim light,
she said, “I want to try. I’m just nervous.”

“I’ll
make it feel good, Jess, I promise,” I said softly and before she could take a
ragged breath I moved my head down between her legs and gave her sweet folds a
long, torturous lick. She inhaled sharply and cried out loudly while gripping
the sheets with her hands.

“Oh
my God, Kris!”

I
closed my mouth over her scorching heat and sucked her hard. I closed my eyes
and moaned at her flavor…she was the single most delectable thing I’d ever
tasted in my life.

“Fuck
you taste so good,” I whispered before I continued feasting on her.

I
continued to move my finger inside her and as my tongue found her tiny swollen
clit I could already feel her inner walls clamping down and pulling my fingers
in deep. She was close to coming and I wanted to taste every bit of what I
could do to her. She was writhing and moaning loudly and I never let up…I
wanted her to come so badly.

“Kris,”
she screamed, “I…”

“Just
feel it Jess,” I demanded, and suddenly her back arched and her hands tangled
in my hair. I felt my dick start to weep as she tugged my hair and came hard
against my mouth. She screamed loudly and my mouth never left her opening as it
flooded with her sweet release.

She
was shaking as she came down from her orgasm and judging by how hard she came
she was definitely wet enough for me to be able to ease in slowly without
hurting her.

“W-what…that
was…oh my
God
,” she moaned.

“I
did promise to make it feel good, didn’t I?” I asked as I began to kiss my way
back up her body that was now covered with a thin layer of sweat.

“That
was incredible,” she stated, her breath labored. “I-I’ve never felt anything
like that before.”

I
felt a swell of pride; I just gave Jessie her first orgasm and it rocked her
hard.

Panting,
she begged, “I want you, now. Please Kris.”

I
covered her body with mine again and now my bare cock was throbbing between us.
I was about to give her what she wanted but I suddenly realized I was
forgetting something.

“Wait,
I need a condom.”

“Do
you have one?” she asked, sounding afraid that I wouldn’t and that we would
have to put a hold on this.

I
nodded and reached for my wallet on the nightstand. After fishing around in it
I pulled out a foil packet out. I tore it open with my teeth and leaned back up
on my knees. I was about to roll the condom on but Jessie stopped me.

“Wait…can
I do it?” she asked, and took the condom from me with shaking hands.

“S-sure,”
I grunted out, and my cock quivered in anticipation of feeling her slender,
delicate fingers around my length.

“I
might need help.”

I
chuckled softly at her and took my shaft with one hand and guided her hand
toward my rigid dick with the other. She placed the condom on the tip of my
length and I groaned as she touched me for the first time.

“Just
roll it down slowly,” I said through gritted teeth. God damn this felt good.

After
I was fully sheathed, it felt secure and she timidly asked me, “Did I do it
right?”

“Oh
yeah baby, you did it right,” I moaned and she breathed a sigh of relief as we
both laid back down on the bed. Her knees fell wide apart and she was still
shaking.

“Are
you sure you’re ready for this, Jess?”

Combing
her fingers through my hair, she nodded and whispered, “Yes.”

“If
it hurts too bad or gets to be too much you’ll tell me, right?” I asked,
caressing her cheek.

“I
will, I promise.”

“You
ready?” I asked again.

She
nodded and leaned her head up to kiss me. That was all the answer I needed and
I positioned the head of my dick at her opening.

“I’m
going to go real slow, okay? I wish I could tell you this isn’t going to hurt
but it will. I’m so sorry, baby,” I whispered, guilt rushing through me.

“It’s
okay, Kris. I know you’ll be gentle,” Jessie answered, her voice shaky with
apprehension.

As
I readied myself to push into a place no one had ever been before, I looked
deeply into her ocean blue eyes and whispered, “Jess, I…”

“I
know,” she murmured, silencing me by pressing a fingertip to my lips.

I
wanted to say so many things to her but she just got me. I didn’t have to say
anything because she just always seems to know what I was going to say before I
said it.

I
gripped my cock in my hand and slowly started to ease into her tight, drenched
entrance. I had to grit my teeth so tight together from the incredible feel
that I thought I might break my jaw.

“
Fuuuuuck
,”
I growled.

She
was breathing so fast that I thought she might start to hyperventilate. Even
going as slow as I could go I knew she was uncomfortable. She was moaning and
whimpering and I slowed down.

“N-no,
I’m okay, Kris. Please don’t stop.”

“But
I don’t want to hurt you, Jess.”

“I
promise I’m okay,” she answered and moved her hips in a way that made my eyes
roll back in my head. “Keep going, please.”

I
nodded and continued to inch my way inside her. I wasn’t even all the way in
and this was already the best sex of my whole life. When I pushed in farther
and the head of my erection hit the proof of her innocence, I stopped.

“Jess,
I’m going to thrust hard now and it’s probably going to hurt. You tell me if
it’s too much, okay?”

Her
eyes were wide with a mixture of desire and nervousness and she answered,
“Okay.”

I
took a deep breath and slid back out slightly. I kissed her lips quickly before
I thrust in hard and felt the barrier break. I’d officially taken Jess’s
virginity and I was feeling every possible emotion a person could feel in that
moment.

She
cried out and this time I knew it was from pain. I saw a tear slide down her
cheek and I froze.

“Jess,
are you okay?” I asked in a panic. I knew I’d hurt her and I was feeling like
my heart was about to burst out of my chest right then.

I
looked at her face and as soon as our eyes met, she smiled slightly at me and
placed her hand on my cheek.

“I’m
okay, I promise.”

“Jess,
I saw a tear fall down your face. Don’t lie to me, please,” I said softly.

“Kris,
I’m seriously okay. I mean, it does burn a lot, but it feels so good too. I
swear I’m fine,” she insisted, pulling my face down to hers to kiss me.

She
slid her tongue into my mouth and grinded her hips into me. My eyes rolled back
into my head as she wiggled and urged me to move.

“Please…”

I
moaned loudly and couldn’t keep myself still anymore. “I’m going to move,” I
groaned through gritted teeth. She simply nodded and when I started to ease
back out I gently pushed back in and she cried out again, this time in
unmistakable pleasure.

“Oh
God Kris,” she whimpered, “that feels good.”

“Jesus
you’re so tight,” I grunted. She felt so incredible around me and I wanted to
go fast but even though I was buried deep inside her I knew I still had to go
slowly.

As
I moved achingly slow, she was panting and breathing fast and I was worried for
a moment that she’d start hyperventilating. It was so hard for me to hold
myself back but I didn’t want to cause her any more pain than I already had to.

The
feel of Jessie’s tight body clinging to mine in every way was almost too much
to take and I felt my orgasm building much sooner than it normally did. I
didn’t want to disappoint her in any way but I wasn’t going to be able to hold
out much longer.

“J-Jess,”
I stuttered, “I can’t hold on. I can’t…”

“M-me
too,” she whimpered, and thankfully I felt her walls tightening around my cock.
Thank God she was close again because I was about to explode.

“Kris,
I…”

I
slid my hand between us and my fingers found her clit. I pressed hard and
rubbed my fingers in little circles and I was rewarded when I felt her nails
dig into my shoulders.