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You don't know jack about willpower

By: tropicwhale
folder S through Z › Will & Grace
Rating: Adult ++
Chapters: 6
Views: 7,169
Reviews: 14
Recommended: 0
Currently Reading: 0
Disclaimer: I do not own Will & Grace, nor any of the characters from it. I do not make any money from the writing of this story.
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Willfully Jacking off

Chapter 3:
Last time on “You don’t know Jack about Will power”

Chapter Two
Disclaimer: I own…nothing.

"Mmmm, I dunno. Do these pants make me look like Will?" Jack asked Karen. “you know a little hippy?”
"A little." The drunken woman pinched her fingers together.
"Mmm, Elliot?"
"I think you look great, Jack. I really like the mask." Jack was wearing a blue, purple and black outfit. The shirt had wide sleeves (and wider stripes) that pinched together at the wrists, over the shirt he wore a black velvet vest with silver buttons and matching velvet pants that clung to his posterior. His mask was tastefully done in black and purple with silver and blue glitter, it winged out and up to form-fit most of his face, but left his mouth and nose free (all the better to kiss young hot men with). He was going to have matching wings and go as a fairy. Jack snorted at that thought, a fairy going as a fairy.
"I'm still not sure, I want the boys to go 'woo'," Here he half turned checking himself out in the mirror. "And not 'oh' " He dismissed his reflection.
"So you what to be the Belle of Versailles and not Bottom." Elliot said
"Oh I don't mind being bottom, Elliot."
"No, I was referring to the Bottom in "A Midsummer Night's Dream" by William Shakespeare. And Duke Phillip of Louis the Sun King's court at Versailles." At Jack's blank look, Karen cut in.
"Bottom was changed into an ass by the fairy Puck because he was an over actor, Duke Phillip was a bigger 'Mo' than you are." Both McFarland boys looked at her in shock. "What? Everyone who is anyone knows that." She took a sip of her martini. "I still say you should go with the fingerless gloves." She wandered away.
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
" 'Kay, Jack." Elliot sat back down in the waiting sofa as his father skipped back into the dressing rooms. Jack unbuttoned his vest as he wandered into the dressing rooms. In there was another man dressed in a costume. He was tall, with dark brown hair, and a fabulous butt. He wore a red, orange and yellow mask that winged out to cover his ears and arc up to look like the crest of a cockatoo. He wore red tights and a wide sleeved shirt that was striped in the same colors as his mask, with trails of strips of fabric. Yellow calf high boots finished off the outfit. Jack whistled appreciatively.
“Me like.” The man turned around.
“Thank you. I like you costume as well.”
“Well.” Jack grinned and shifted his feet. “You know, I’m going to a costume party in the Village.”
“Me too. Let me guess, apartment 77* in the old brick place?”
“Yeah” Jack raised an eyebrow (though it was covered by his mask). “Why are you going to be there as well?” he asked intrigued.
“You could say that.” The handsome man nodded. “Maybe I’ll see you there?”
“Mm, maybe.”
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Just as Will was getting another Apple Martini HE walked in, Will’s mystery man from the costume shop. He was dressed as a character from another one of Shakespeare’s plays, the one with the fairies in it. He had gorgeous black and blue wings and glitter everywhere. Will made his way over to him.
“You made it.” He said breathlessly.
“You too.” The man’s voice was deep and smooth. “Hey, I’m going to get a drink but, I’ll see more of you later?”
“Definitely.” Will said smiling. Elliot walked by, dressed as ‘Superboy’ or “Will Stronghold”. Will snickered. “Having a good time, Superboy?”
“Yes, are you?” Elliot looked at him. “Hey have you see my dad?”
“No I haven’t. Is he here yet?”
“Yeah, I just saw him.”
“Really what is he?”
“A fairy”
“I know that but what is he dressed as?”
“An actual fairy.”
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
Will walked up to the brunette. “Hey, again.”
“Oh hello, gorgeous,
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
“I guess…” The guy looked like he was losing interest.
“I think your hot wanna go make out?” The guy’s face lit up. Will led him back to his bedroom. The guy kissed Will on the mouth and grinded against his leg,
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
When the aftershocks finally ended, the two men wrapped around each other in Jack’s bed. “So,” Mystery said “Who did I have the pleasure of-?”
“My name?”
“Yeah.”
“Will. Yours?”
“Jack McFarland.” Will sat straight up ripping away from the other man.
“Jack?” The lawyer pulled off his mask.
“Will?! HolyJudyGarlandandSirIanMcKellen’snewboytoy!!” Jack ripped his mask off and sprang from the bed.

End flashback’


Disclaimer: I own the characters and will do with them as I wish. NOT. I own nothing. But I will still do with the characters as I wish.

“Will?! HolyJudyGarlandandSirIanMcKellen’snewboytoy!!” Jack ripped his mask off and sprang from the bed. “I always knew you wanted to sleep with me.”
“I do not! I didn’t know it was you. Sorry.” Will started to get out of bed, Jack stopped him.
“You always do that.”
“What!?”
“You always-never mind, your wife is still using your room though.” Will slowed in recovering his discarded clothes. The lawyer looked at the actor/student nurse. “You could stay here. Or the couch. We are friends, friends should be able to sleep in the same-” Will looked at him in pity. “Place without worrying.”
“Jack-” Will said sadly.
“Don’t worry about it. You said it yourself, we didn’t know who we were.” Jack batted his name away as flamboyantly as he ever was. “You’re my best friend, Will. So we had sex. Can’t possibly change us.”
“Sex changes everything, it always does.”
“Doesn’t have too. It was mind-blowing, and other things blowing, but it’s still just sex. Physical Release. An act carried out for reproduction or pleasure involving penetration, especially one in which a man inserts his erect penis into a woman's vagina or in our case anal sex, a form of sexual intercourse in which a man puts his penis into the anus of a man or woman.” Will blinked slowly at Jack. “What? I dated a smart guy would won a definition contest thing, can’t remember real well he was wearing a thong.” Jack shrugged Will nodded in understanding.
“That explains it.”
“Look, do we have do deal with it? We both had a good time, and I dunno about you but I am tired.” Jack stretched and flopped back onto the bed. “Come on, what’s the worst that could happened?”
“We could have sex again.” Will smiled.
“Or sex with girls.” They both shuddered. And Will climbed back into bed. Jack shivered. “Move over, Will. I’m cold!” Will scooted over and pulled Jack into a hug. The smaller man snuggled into him and went to sleep.

NEXT DAY

Will woke feeling warm and safe. A comfortable weight settled on his stomach. The events of the night before slipped slowly into his mind; the Apple Martinis, the sex, Jack. Will settled back onto the pillows and pulled the covers down to reveal Jack. The younger man looked calm asleep, his arm curled around Will’s leg and his breath was soft and warm on Will’s chest. He was beautiful. Will ran his fingers through the unproducted hair. Jack shifted and mumbled in his sleep, his arms tightened reflexively around Will’s legs. Will didn’t want to admit it, but he did enjoy last night, a lot. Jack was amazing. Will really wished he had seen his eyes though, to see them if they opened or closed in ecstasy as their owner was filled with Will’s cock. A cold hand slipped around Will’s semi-erect penis. “Thinking about last night?” Jack mumbled. A thumb swiped across Will’s slit.
“yeah. It was nice.”
“Yeah it was.” Jack continued to stroke him, almost absent-mindedly.
“Jack stop that.”
“What?”
“Stroking me it’s distracting.”
“Meant to be. Your over thinking, Will. It was good, don’t ruin it for me. I happen to enjoy sex, even if it was with you.” Jack stroke harder.
“Ohhh.”
“Promise me you won’t over think it.” Jack shifted to glare down at him “We’ve been friends for a long while. And last night was suppose to be a one night stand, just because we ended up with each other doesn’t change that. Are we clear?”
“Y-yeah!” Will arced into the hand. “Oh!” Will rolled his hips against the hand. “More. Oh. Please.”
“Because you asked so nicely…” Jack trailed off as he sank below the covers to complete the sentence physically. His mouth slipped slowly, bending Jack in half, but his movement continued, pulling the actor’s legs out by Will’s head, kicking the air alternately with his calves like a school girl on the phone with a girlfriend. He hummed happily, Will reflexively grabbed Jack’s cock. Jack hummed harder.
“Oh!” Will came deep in Jack’s mouth. The smaller man rolled off his friend, Will stroked harder with one hand and pulled the blanket away from Jack’s face. Jack’s bright blue eyes open wide and he grasped at the sheets. Will lean down to suckle then bite at a perk nipple. Jack panted in response, Will pulled harder. Jack arched completely off the bed, his orgasm intense. When it finally ended, Will kissed the tip of the dick still in his hand, then licked Jack completely clean, Jack watching him with the laziness that only comes with sex. “Wow.”
“I am going to go take a shower, okay? Thanks for last night.” Will smiled then got up, walking out of the room unselfconsciously naked. Jack’s body still prickled with zapped nerve endings.
“Oh.My.God.” He whispered, and quickly decided two things. One he had to tell Karen. And two, he really liked sex with Will. He was responsive and open, and intensely intent. Jack wondered what it would be to have Will kiss the sensitive parts on the nape of his neck or Will biting a hard trail down the back of Jack’s spine to rim and give head from behind, where he would have to focus on his balls. Jack’s imagination ran with him, with whipped cream and tropical getaways, or a quiet night in front of a fire place lazily making love to the sweet sounds of Cher. Jack began to touch the place Will had licked and kissed him. He palmed his nipple first, then the flat planes of his stomach, his cock, thighs, balls, and hips. Just touching made Jack relive the experience. He wanted more.
Will walked back in, dressed and ready for work. Jack sat up straight, pretending he hadn’t just been jerking off to his best friend’s tongue.
“Bye.” Will said and walked over and kissed Jack’s mouth, it was all tongue and lips and slow. Jack’s heart hammered in his chest. Will pulled back, and smiled. “Hey Jack, wanna go to that little bistro down on 34th?” Jack took a minute to process the question. During the sex they didn’t use each other’s name. A little when they found out who they were but not during the sex. Guess the game was over.
“You buying?”
“Don’t I always? I’m going to be late.” Will kissed Jack again, on the cheek. “See you at lunch.” And he walked out of the room.

Read, review, no flames, please
-tropic
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