The First Times A Charm

He held on to the pillow that brought him comfort all night. His face was swollen from the tears he’d cried all night, He was exhausted. “No, no, this can not be, Not after all I’ve had drilled into my head my whole life. I refuse to feel this.” He took his last two sleeping pills and lay back down. Everyone would disown me, But as he closed his eyes and again saw those beautiful stormy blue eyes, that nose, smile and laugh which were every bit as hypnotizing as the innocence he portrayed.
“Jake!” He woke up with this manager over him. “You’re late, Get you ass up.”
He looked groggily at the clock and realized that he was 30 minutes late already.
“Shit! How did this happen?” He exclaimed hopping around the room trying to pull his pants on. “You slept through the alarm clock twice Gyllenhaal, we assumed you were a big boy, we obviously were wrong.” Jake looked up and gave him a half smile. “You need to call Ms. McKinleigh, , we’re in rough traffic.”
When he got to the photo shoot it was obvious that his photographer was already irritated. After makeup and hair she was pretty much hostile. “Let me remind you Mr. Gyllenhaal, I am a very busy woman. I could have had three other clients while you overslept!” He nodded; He definitely was in no mood to argue; besides she was right. He certainly couldn’t hold a valid point knowing he was wrong. During the shoot his mind was not with her at all. Many times she had to get his attention like an impatient 3-year-old. “OK, thanks Jake” she finally said after another failed attempt at keeping his attention.
Jake sat outside waiting for his manager. By this time he was just ready to go. He picked up a scrapbook on the table labeled “FIRSTS”. School Projects and amateur shots of nature covered the pages until page 23. There were those eyes again, the same boy he’d seen yesterday on the first photo shoot. He was leaning against a white brick wall, his shadow behind him. Jake looked around before making the choice to pocket it. This was of course before He looked up and realized that beautiful creature was looking down at him.
“Those are kind of old. I could show you some recent shots if you’re interested, we can also go through the package deals.”
“Oh no, I‘m not buying” He said stumbling over the words.
“So you’re stealing?” He blushed nervously wondering if he’d noticed or if he was just being a smart ass.
“No, I leave that up to the management and the crooked business.”
The younger man smiled, “Oh, you’re one of them I see.”
“One of them?” Jake questioned
“Celebrities come in here and think they’re hot shit but in a matter of five years no one remembers them.” At this man’s honesty Jake was taken aback but strangely a little excited. He wasn’t used to honesty, everyone always sugar coated everything though he was aware not everything was cotton candy and rainbows. It was almost refreshing.
“You remember Corey Haim?”
“Who?” Jake answered.
“That’s my point.”
Jake extended his hand and the younger man took it.
“Jake Gyllenhaal”
“Nice to meet you Jake, I’m Michael, Model for Ford and she tries to make it out like I’m only a model here but we all know who really runs things.”
Jake swore that when he touched him he connected with him
Michael immediately looked down and pulled away quickly, turning to leave.
“I would love to…I mean would you like to…I have a party to go to tonight in town, it’s kind of posh and I’m not really in to that sort of thing and I was thinking you could come keep me company, I bet you probably have to work tonight so I fully understand, and besides…never mind, Jake was backing up towards the door. “Jake, if you’d give me time to answer I might be interested”
“That’s awesome man, it’ll be fun.”
Rosemary, The photographer, stood at the doorway giggling at the way Jake way suggesting “guy stuff” to take away the obvious truth that he was attracted to Michael. Michael turned around in response to the high pitched giggling. “And if all else fails, Rosemary’s car is a piece of shit, we could always fix it…or blow it up. I like blow it up.” Jake scribbled down his number and managers name on his hand. “See you later.”
Michael turned around looking meanly at Rosemary. “How sweet.” I’m not going Michael said looking down at his hand. “Oh yes you are, Michael, Do you know what a career move this would be for me…I mean you?” “Well let me think a minute…I don’t care.” Rosemary looked up at the clock around 3:00. “Michael you’re off.” “No I’m not.”. “Well I don’t need you anymore”. “Fine”. Michael grabbed his coat “but I’m not going”. Rosemary Smiled “oh yes you will” she said to herself.
And as he had said that he wouldn’t he found himself in front of Jake’s table.
“Come on Michael. I’m so glad you made it.
“yeah, Britney Spears cancelled on me tonight so I figured what the fuck? I might as well humor Jake.”
Jake was quiet for a second trying to hide his bruised ego.
“So how was work?” He finally blurted out.
“Short” Michael said. “I got off early, the Photographer let me off.”
”We had Angelina Jolie at 2:30 and I hated to walk out in the middle of that especially since how I know Rosemary and her boyfriend will probably do vulgar things all over my equipment after close. You should feel Privileged.”
“Oh trust me, I do”
Michael backed off as Jake seemed to lean in closer.
Jake pulled back when he realized that Michael wasn’t leaning in.
Look I…just found out I have to go to the site early. “Oh ok well, No problem I guess I’ll see you some other time.” “Actually I was wondering if you want to go with me to the hotel room tonight.” Michael looked horrified. “No, no not like that Michael.” A crooked smile formed over Jake’s face. “Definitely not like that, I mean what else is there to do tonight?” Michael shrugged his shoulders and headed out the door, “We’ll see.”
Four hours later he looked nervously at his watch before thinking twice whether he wanted to do this. Maybe he’d be a cheap fuck tonight or maybe it was as innocent as Jake had betrayed it. But before he had a chance to leave, the door opened and he was face to face with Jake who was holding his cigarettes in his hand and one in his mouth. “How are you? Come on in.” Michael sat on the couch across the room. “I wanted your help.” “Oh?” “Yes, I’m practicing the script and I need your help.” Michael leaned back and turned on the TV. “Jake I’m afraid you’re out of luck, I’m a shitty actor.” Jake read over the script as he watched Michael’s eyes get heavy.

“Why can’t I quit you?”

He looked over and realized Michael was already asleep, he’d fallen asleep watching Underworld. Jake went over to him brushing his long black hair out of his face and kissed his cheek before picking him up and carrying him to the other room and laying him in the bed and covering him up. Jake went and got his script and thought about how much the storyline was like his situation right now.


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Michael woke up with the bright light from the window waking him up, He was confused as he got up and made his way into the other room. He sat down at the table across from Jake. He must have fallen asleep. He thought to himself.

Michael leaned over Jake and started to slowly kiss his soft lips; his eyes opened slightly and he grabbed Michael’s waist. He looked down to examine Jake’s early morning hard on. He fumbled with Jake’s Belt all the while, his lips never left his mouth. Jake grabbed Michael’s shirt throwing it across the room and then his own. He lifted his hips a little to pull off his dark blue jeans and pulled his thick hard cock out. Michael, who was positioning himself on his knees looked up at him and pulled his boxers all the way off. “I don’t want those in my way” Michael giggled. Jake smiled down at him and Michael took the tip of his dick into his mouth slowly licking off the first drop of pre-cum and sucked down the shaft and back up then licked quickly at his balls. He held his cock in one hand and as he sucked he met his hand that was jacking him off. Michael looked up into Jake’s baby blue eyes; his eyes were glued to Michael’s mouth as he bobbed his head up and down the entire long length of his shaft. Jake said nothing but grabbed the back of his head helping him with just how fast he wanted it. Every time Michael sped up to please him Jake grunted a little and ran his hands through his hair, brushing his long black hair out of his face so it wouldn’t get in the way. Michael came up and sucked on the tip one more time before standing up and pulling his pants off. Michael thought he knew where Jake’s mouth was going and he pushed his head up “don’t do that.” “But.” Jake stuttered. Michael put his finger in front of his mouth and directed Jake’s hands down to his briefs and helped him pull them off. Jake stood up and started to kiss Michael’s neck and chest. He met Michael’s blue eyes, “I like that. You’re as beautiful as I imagined you.” Michael didn’t say anything just deepened a passionate kiss with him. “I wasn’t quite sure.” He pushed Jake down on the couch and straddled him positioning his dick to enter him and lowered himself down on is 8” cock “Is this sure enough for you Jake?” Jake held on his waist starting slowly at first and then faster and faster as his grunts grew louder and his breathing quickened. He’d never had this experience before but he had to admit to himself that this was way better than fucking a female; He flipped Michael over on the couch to face him.
Michael grabbed his shoulders as he enters him again. and they share a quick kiss before Jake lifts his waist and begins to force himself in and out of him, every thrust seemed to get tighter around his thick cock, or maybe it was the fact that his cock was swollen and he needed to cum desperately. He leaned forward for the last few thrusts and he grabbed his hips to make sure he got his whole cock inside of Michael. Sweat is starting to pour off Jake’s rugged face and falling onto Michael’s chest and with a long final thrust he paused as he shot his load into Michael’s ass. He pulled out and wiped the last bit of cum off of his cock with his boxers and leaned down to kiss Michael one more time. “I think I love you.” Michael touched his face. “I know. “ He picked Michael up and held him close to him; his cock was already starting to get hard again. “Yes, Michael, I definitely think I love you,”