Chapter 1 - Working Through The Pain With Shaundi

Steelport- Saints’ Penthouse.
 
The city of Steelport was enjoying a moment of peace. The war between the 3rd Street Saints and The Syndicate had given way to more important things, namely a bitching party at The Saints’ high rise penthouse. As usual, it had been Pierce’s idea to throw another party, even after their last party turned out to be a trap with hooker assassins and a fleet of helicopters presumably also flown by hooker assassins. It took a lot of convincing on Pierce and Zimos’ parts to have The Boss go with their plan but in the end a little added security and a lot of free “entertainment” sealed the deal.
 
The lavish penthouse seemed to hum with the giant speakers as The Boss watched the crowd from the second floor balcony. Sipping his beer, Boss scanned the crowd. Part of him was worried that The Syndicate would try something; it wouldn’t be the first time. The Boss watched Oleg and Kinzie chat about new technology, Zimos chat up a fresh faced young farm girl, and Pierce was getting his dick sucked by a tight little blond in a cop uniform. The Boss grinned, this was a typical of a Saints party, they usualy devolved in to an orgy as the hoes were pasted around to the senior members of The Saints.
 
Boss took another scan of the room. The only face he didn’t see was his second in command Shaundi. It wasn’t uncommon for Shaundi to disappear recently. The death of The Saints former number 2, Johnny Gat, was taking its toll on the reformed party girl. Old Shaundi would have been all over this kind of party but as of late, if it didn’t involve killing and torturing Syndicate, Shaundi wasn’t interested.
 
The Boss walked down the grand staircase, shared a nod with a grinning Pierce and moved through the crowd. Boss caught a glimpse of Shaundi out by the pool and moved toward her. Dropping his empty beer bottle and grabbing two more from one of the roaming coolers, The Boss walked out to the pool area. Shaundi leaned over the railing looking over the city. The Boss noticed the nice curve of Shaundi’s ass incased in the tight purple leather pants in the moonlight. The Boss and “Old” Shaundi had spent more than their share of these sort of parties together.
 
“Here” The Boss passed one of the beers to Shaundi, who begrudgingly took it, popped the top and let the cap fall in the darkness of the street below.
“Thanks, Boss.” Shaundi lifted her head to take a sip of beer. The Boss noticed that she looked like she had been crying; he chose not to bring it up.
“Not enjoying the party?”
“Fucking pathetic.” She mumbled
“I think Pierce and Zimos did good. I mean given the last time we tried this we nearly got blo..”
“This is bullshit!” Shaundi smashed the bottle in to the railing sending shards of glass and rivers of beer on to the floor. “We should be out there!”
“And we will be, but for now we are laying low and recharging.”
“Laying low? You call this laying low?” Shaundi’s shouting was starting to draw attention. The Boss grabbed her arm and pulled Shaundi off to the side.
“Get the fuck off of me!” Shaundi pulled her arm away from The Boss and looked at him with fire in her eyes.
“What the fuck is your problem?”
“My problem? We should be out bringing down The Syndicate but instead we are throwing a fucking party so Pierce can get his dick sucked. So yeah, I have a huge fucking problem, Boss!”
“You and I know what this is really about. Face facts Shaundi, Johnny is dead. Dead and he’s not coming back and we have to deal with that. So yeah, we could burn half the city, spray a skyscraper with shit, or blow Syndicate tower to holy hell but it won’t matter.”
“IT’S MY FAULT!”
 
Shaundi broke down in tears and collapsed in to The Boss’ arms. Her small body shivered in his massive arms. The Boss pulled her close; this was not something he was good at. Normally, The Boss was causing the pain, not trying to help someone through it. The best he could do now was just let her cry it out.
 
“It’s not your fault.”
“If you two hadn’t been so worried about getting me out of the way, Johnny would be here.”
“Johnny knew what he was doing. We all make sacrifices in this life.”
“Why wasn’t me?”
The Boss lifted Shaundi’s head and their eyes met.
“Because I would never let anything happen to you.”
 
The pair looked in to each other’s eyes for a moment. Suddenly, Shaundi pushed up on her toes and kissed The Boss. At first he was a little surprised but he slowly melted in to the embrace. To be fair, this “zero to sixty” mood change was not uncommon of Shaundi.
 
Shaundi pushed The Boss back against the wall and shimmied out of her leather jacket. The Boss moved his hands up to her large perky breasts held in by a tight corset. In one move, The Boss pulled the top down and popped out Shaundi’s tits. The Boss, overtaken with lust, began to maul her tits as Shaundi moved her hand south and cupped his very large cock. As The Boss moved his hands over Shaundi’s well-known cans, Shaundi unzipped The Boss’ fly and let loose his monster cock.
 
Shaundi had seen her “fair share” of cocks in her time, after all she was “very friendly and hated pants” but The Boss’ cock was the biggest by far. It was thick and long and pressed every button Shaundi had. She was all cried out; Shaundi was ready to feel something else.
 
Shaundi moved to her knees and began to run her mouth up and down the massive shaft. As she worked the tip, her soft hands stroked up and down. It felt so good to be sucking this cock again, it had been too long. The Boss sighed and leaned back against the wall of the penthouse, placing a hand on the top of Shaundi’s head, setting the pace as she started to take his cock in and out of her mouth.
 
Among Shaundi’s many skills, her cock sucking abilities were second to none. The Boss pulled off his shirt as Shaundi picked up the pace, bobbing her head up and down, faster and faster. Feeling he was getting close, The Boss pulled Shaundi up, spun her around and bent her over the railing. Roughly, The Boss pulled down those tight purple leather pants and let them pool at Shaundi’s ankles. Shaundi looked back and smiled as The Boss spread her legs and ran his fingers over Shaundi’s slit. The ex-dreadlock wearer shivered under her boss’ touch.
 
“I want it. Come on Boss, give it to me.”
 
Not one to deny a request of one of his fellow Saints, The Boss pressed his cockhead against Shaundi’s dripping wet cunt. In one move, The Boss shoved his cock fully in to Shaundi’s pussy causing her to scream. Luckily the DJ had the music pumping, blocking out Shaundi’s cries of passion, not that she cared at the moment. The Boss’ huge cock stretched Shaundi’s walls as he plowed her. The Boss gripped Shaundi’s hips and increased pace, sliding in and out of her.
 
“Fuck,Fuck,Fuck,FUCK,FUCK!” screamed Shaundi. Both The Boss and Shaundi knew what was coming next. Shaundi’s cunt began to clamp down and coat The Boss’ cock.
 
“SSSSSSSHHHHHHHHHHHIIIIIIITTTTTTTT!!!!!!!” screamed Shaundi as she came hard.
 
Shaundi’s knees went weak and her eyes rolled in to the back of her head. Since starting her vendetta to avenge Johnny, Shaundi hadn’t even thought about sex (normally a favorite past time). All this time, just building up inside her and now it was all over The Boss’ fat cock. Shaundi started to buckle, only to be caught by The Boss.
 
“Not so fast!” laughed The Boss.
 
The Boss lifted Shaundi back on to the railing and continued to fuck her near lifeless body. Even after cumming hard just a moment ago, Shaundi started to come to only to feel another building. The Boss felt it too. He pushed harder in to Shaundi’s cunt, reveling in the feeling of Shaundi’s second orgasm. Shaundi shook briefly and for a moment, a small smile crossed her lips. The Boss began to huff and puff as he felt his own orgasm taking hold. Shaundi could feel it too. The Boss’ cock somehow got even harder inside pussy as he nearly hit his own breaking point.
 
“I wanna taste it.” Moaned Shaundi.
 
The Boss pulled out of Shaundi, who took her position on her knees, stroking The Boss’ cock.
 
“Come on Boss, give me that fucking cum!”
 
The Boss groaned as his cock exploded sending waves of white sticky cum all over Shaundi’s face. A seasoned pro at cock sucking, Shaundi tried to catch every rope but The Boss wasn’t making it easy for her. Once he was finished The Boss leaned back against the wall to catch his breath. Shaundi used her fingers to scoop the rogue cum in to her mouth. Licking her fingers clean, Shaundi looked up at The Boss.
 
“Thanks Boss, I think I really needed that.” Smiled Shaundi.
 
“Damn Boss, about time!”
 
The Boss and Shaundi snapped their heads to the right.
“PIERCE!!!!!!!” The both yelled.
 
The End…..           