Teaching Will Turner

Teaching Will Turner

 

                     
Jack tilted his head to the side and closed his eyes slowly. "That's nice." He
gently encouraged Will to keep going. Rubbing his back and tightening his grip
unintentionally when Will pressed his lips tenderly to the side of his neck. Of
course Will didn't know that was a terrible tease. The way he touched Jack
lightly, like he was afraid he'd break him. It was enough to drive anyone insane
but Jack was sure he was already there. The key thing was to be patient. Will
didn't know what he was doing. All his life he had been told the right places to
touch girls. And as everyone knew, Captain Jack Sparrow was not a girl. He was
however well versed in the world of erotic intercourse. And that's what
tonight's mission was. To teach the young one almost everything he knew.

"Mm...." Will moaned softly when Jack's hand slid down to rub the small of
his back through his shirt. Right now, Jack was sitting on the bed, his legs
spread wide so Will could kneel on the floor between them. Everything but their
breeches strewn across the floor.

"Kiss me." Jack said, almost demanding it. Will obeyed eagerly. Kissing was
the one thing that Will had mastered. Moving his tongue around Jack's and
pressing his lips back just enough. His hands coming up to cradle the back of
Jack's head and he neck. Will's kisses always made Jack feel giddy. They didn't
end unless Will wanted them to. He had a powerful grip and an even stronger hold
with his arms. And when he felt Jack flinch back he let go of
the back of his head. 'Damn it, he's strong.' Jack thought as he caught his
breath. He considered continuing for a moment.

"What do you want to do now?" Will asked bringing Jack out of his thoughts.
Jack looked at him for a second.

'To fuck every sweet little orifice carved in your body until you are painted
with my cum.' Jack thought. "Take your clothes off." Jack managed to say. He
rested back on his hands as he watched Will stand and strip. Unintentionally
making his muscles dance when he wiggled out of his shirt and breeches. He then
resumed his position between Jack's legs. Kissing along his jaw line as he
maneuvered Jack out of his remaining clothing. "Mm." Jack groaned taking one of
Will's hands and placing it on his semi erect penis. "Come now, baby. Put those
pretty lips to good use." Will pulled back a little so he could look down at
Jack's length.

"You want me to kiss it?" Will asked a little confused. He started rubbing it
with his hand.

"No." Jack answered closing his eyes. Will smiled and rubbed faster, liking
the way Jack bucked his hips a little.

"Then--?

"I want you to suck it." Jack said opening his eyes so they were only thin
slits of brown.

"Excuse me!?" Will gasped as if Jack had just called him something obscene.
Jack sighed, his patience suddenly gone. He grabbed the back of Will's hair and
jerked his head to the side. Will grit his teeth at the rough treatment. Jack
took his own erection and guided it to Will's mouth.

"Open." he demanded. Growling when Will slowly opened his mouth and exhaled
on the head. "Stick out your tongue." Will did as he was told and Jack ran his
cock along the wet, slightly textured surface. "Mmm...." Jack moaned. He pulled
Will forward, shoving his length down his slender throat. He pinched Will's nose
quickly when he felt his gag reflex convulse. "Dear heaven." Jack moaned when
Will's saliva trailed down his shaft. He pulled Will off his erection and let
him take a few breaths. He looked down when Will moaned. He licked his lips
before he opened them for more.

                   
Jack was more than delighted to pull Will back on to his erection. Howling when
Will began to suck tightly around it with his lips. Taking more and more of
Jack's length down his throat. Moaning when he got to taste some of Jack's
pre-cum. "Like that?" Jack asked almost whispering. Noting how fast Will learned
to deep throat without gagging. He gripped the sheets with the hand that wasn't
still tangled in Will's hair. He only had time to gasp when his orgasm hit him.
Will literally sucked it out of him. He pulled back feeling Jack's warm
ejaculate in his mouth.

"Ah!" Will yelped when it shot against his face. The white streams of essence
arching over his nose and dripping down his chin. Jack smiled when he opened his
eyes to see the sexy sight before him. Will swallowed what he had in his mouth
and looked at Jack a little confused. 

"Seems I've made a mess of you." Jack said making Will tilt his face up. He
promptly licked Will's face clean, making sure to get it all before he kissed
Will. Who returned it, hungrily swallowing all the cum left in Jack's mouth.

"I want more." Will exhaled. The statement alone was enough to make Jack cum
again.

"Not now." Jack said sternly. Will knew that when Jack said no, it meant
no. He wasn't spoiled and he didn't whine when he didn't get his way. One of the
many attributes Jack loved him for. But Jack was about to give him something
much better than cum anyway. He maneuvered himself and Will onto the bed. Loving
the weight of Will on top of him. "Pick one of those, one you like." Jack said
pointing to the table next to the bed. On it's surface was a menagerie of
massage oils that Jack often used to rub Will into 'the mood' and lubricate his
tight canal.

"Hm?" Will looked at the vials before picking one that smelled like roses.
"Am I going to be straddling you tonight?" he asked about to move into position.
He looked down feeling Jack shift beneath him. Jack pushed a pillow under the
small of his own back and spread his legs.

"No." Jack said. "I want you inside of me tonight."

"Really!?" Will beamed. Jack smirked and Will blushed.

"Yes. It's been far too long for me." Jack said and tried to keep it to
himself that it was Will's own father who was the last person. 'He fucked me
absolutely rotten that night.' He thought looking at the door to the cabin.
'The night before the mutiny.' he thought bitterly.

"Jack?" Will brought him back from his memories. He uncorked the vial and
dipped his fingers in the pinkish oil. He pushed his index and middle finger
into Jack. Watching his face to see if he was hurting him. But Jack just opened
his lips and moaned. He loved how Will gently moved his fingers in and out,
mimicking what Jack usually did to him.

"I'm not going to break." Jack finally said. Wanting Will to use the muscles
he so readily possessed. "Push harder." Jack licked his lips when Will obeyed.
He wasn't as young as he used to be. And he was almost certain he would not
survive the primal sex he and Bill used to have. But he wanted to feel
something. "Alright. I'm ready for you now." he assured Will.

"....." Will pulled his fingers out and cleared his throat nervously when he
poured some of the oil on his erection. He position himself and took a deep
breath before he pushed inside Jack.

Ah!" Jack gasped. He was thick. "Oh." Will slid all the way inside Jack's
cavern and put his head back. Jack was warm and his flesh on the inside was
soft. 'Mm...' Jack thought arching his neck back. "Fuck me good." he said
out loud. He laughed to himself when he just though what he was supposed to say
out loud and said out loud what he meant to think. Oh well.

                   
Will pulled back and slammed into Jack, complying to his demands again. The hard
thrust knocked the wind out of Jack. He looked at Will, all his muscles revealed
and flexed as he continued to thrust into him. The boy really was a thing beauty
as he moved.

"Eh!" Jack grit his teeth and held back a scream when Will struck his magic
button. Will liked the reaction and angled his thrust to hit the spot again. And
again he got the same reaction. But Jack didn't let out his moan. Will wanted to
hear it. So he thrust a little harder and faster, not giving Jack time to
recover from the last thrust. "Oh god." Will's eye brows went up. It must've
really felt good for Jack to call out to him. 'Oh Bill, thank you for making
this angel!!' Jack's mind screamed seeing the light make a halo
behind Will's head.

"Jack! I'm close!" Will moaned loudly as a strong tingle ran through him. He
reached between Jack's legs and gripped his renewed erection and rubbed it in
time with his thrusts. Jack couldn't bite his lip anymore. He released it and opened
his mouth wide to scream as his orgasm consumed him.

"Ahhh!!" Jack tossed his head back and let it out. "WILL!!" The scream
vibrated through his body and he felt the almost painful grip Will had on his
thighs.

"Jack!!" Will cried out as he came hard inside him. Jack smirked feeling the
warm cream fill him up and spill over. Will's weight was back on top of him. He
opened his eyes to find the poor boy spent and sprawled out on top of him. Jack
wiggled his hips a little and Will slipped from inside him. Jack moved him over
a little and smiled hearing Will snoring softly.

"Out already?" Jack whispered. He got up and blew out the lanterns in the
cabin before rejoining Will in bed. Will cuddled up to him and continued
snoring. "Luckily I'm a pro a teaching fortitude."  he sighed as he closed
his eyes.