The PA

I wrote this story many years ago, but always promised I'd come back to it as I had a few additional chapters planned. What do you guys think? Should the PA have his own series? Let me know in the comments or drop me a message :)

Kirk Welling was the CEO of a multi-national corporation that kept his bank account in 10 digits at least. He was arrogant, disrespectful and incredibly good at what he did. During his twenty years in business, he had had a multitude of personal assistants as he often reduced them to tears or sent them into a black hole of depression.

Liam Wessex was his most recent PA and Liam had taken the job, despite the many warnings from the Recruitment Agencies. Liam wanted to learn how Kirk did it because he wanted to be rich and successful. He wasn’t the crying type and nothing had ever caused him to even consider being depressed. Even if Kirk was a harsh boss, he was convinced that he would learn a lot and the benefits would come over time.

Liam had been doing the job for just over a year and was the longest standing PA that Kirk had ever had. Liam was in his late twenties and was the office heart throb. Aside from his toned, muscular body, he had the kind of dashing good looks that made most of the women (and some of the men) melt when he smiled.

‘Liam, I see my appointments are a little sparse today?’

Liam nodded as he sat across from Kirk in the gigantic office on the top floor of Welling and Hummel Industries. ‘Yes, Sir. I remembered that you had the awards function this evening, so I made sure that you wouldn’t be too overstretched during the day.’

Kirk inclined his head, which was the closest Liam ever got to a thank you. Kirk was in his mid-forties and was an exceptionally good looking man. He was the same height as Liam at 5’11, but with a slightly slimmer build. ‘I need you to pick up my tux and my grey suit from the dry cleaners, pick up my new shoes from Hugo Boss and drop them off at the house. There’s a stack of papers that need filing in my home office and then I’ll be back mid-afternoon to change. Have you booked the chopper for this evening?’

‘Yes, Sir! It will pick you up at 5pm promptly.’

‘That will be all. Ensure you are careful with the dry cleaning. That grey suit is my favourite and I would hate to fire you over a ruined suit.’

Liam forced himself not to roll his eyes as he nodded and left the office. After working for Kirk for over a year, Liam had hoped that he’d see some sort of pay increase, but there had been none. He was still wearing cheap suits from Walmart and dress shoes that were faux leather, instead of the real thing. He longed to wear designer suits so he could show everyone how successful he was, even if he was just a PA.

Liam jumped into his Toyota and headed downtown to Kirk’s dry cleaners, who assured him that the tux and the suit had been done exactly to Kirk’s instructions, as always. He then headed to Hugo Boss, where he forced himself not to look at anything as he collected Kirk’s new shoes, a beautiful pair of black leather lace ups.

As Liam pulled through the ornate metal gates that fronted Kirk’s house, he couldn’t help but feel a tad resentful that he was running around picking up shoes from Hugo Boss when he was more than qualified to be the one wearing them.

After disabling the alarm, Liam carried the suits and the shoes up to Kirk’s dressing room. He hung the grey suit on a wardrobe door, whilst he unpacked the tux. He hung the jacket and the pants on separate hangers on the front of a double wardrobe, before gently laying out the crisp wing collar shirt. He placed the bowtie and cummerbund on top of one of the dressers, along with a pair of crisp white cotton boxer shorts and a pair of OTC socks.

‘One day I’ll own this stuff,’ Liam said to himself with a sigh.

With the tux laid out, Liam took the grey suit down that he’d hung up and opened the wardrobe it lived in. He was just about to put it away when he had a sudden idea. Kirk wouldn’t be home for a good couple of hours and there was no harm in him trying on the grey jacket. He’d never worn an Armani jacket before and it would only be for a few minutes.

After checking the time and seeing that it was just after 12, Liam unzipped the suit cover and pulled out the light grey jacket. Kirk was slimmer than him but not by much.

Liam pulled off his own jacket, revealing his cheap, white Walmart shirt. He tossed his jacket on the floor and eagerly grabbed hold of Kirk’s Armani one, which he pulled on with a little struggle due to the narrower tailoring than Liam would have needed if it was his.

He moved over to one of the full length mirrors and grinned at his reflection. The jacket was tight, but it was beautiful; light grey with a beautiful black satin lining. The only thing that looked off was the rest of his outfit.

‘It couldn’t hurt,’ Liam said as he started to unfasten the button on his black polyester pants.

Within seconds, Liam had removed his pants to reveal his off white Hanes briefs. They did nothing for his toned physique. They didn’t fit properly and made his firm bubble butt look flat.

‘Maybe I could just . . .’

With a mischievous grin, Liam pulled down his briefs and dashed across the room to the dresser that contained Kirk’s underwear. Kirk had more underwear than any one person needed and Liam had always wanted to try on one of his pairs of slinky silk briefs. After rifling through a couple of drawers, Liam pulled out a pair of bikini cut black silk briefs that were covered in pink polka dots.

He stepped into them and pulled them as far as his knees, before having to push his muscular thighs close together to wrestle the briefs the rest of the way up. The briefs were far too tight on him and the silk stretched impressively over his rounded butt, as well as making his ample bulge look more than a little prominent.

‘Damn, these are hot,’ Liam said aloud as he rubbed his hand over his silk clad bulge.

He could feel himself starting to get erect, so quickly stopped rubbing and grabbed the Armani pants from the hanger.

‘Wait,’ he said to himself as he returned to the underwear dresser.

If he was going to dress up, he wanted to do it properly, so he grabbed a pair of garters and a pair of black sheer socks and set about putting them on. The garters had to be loosened slightly and the socks were a little big in the foot, but he couldn’t help but admire how amazing his calves looked in them.

With that Liam pulled on the grey Armani pants. As with the silk briefs, by the time he got them around his muscular thighs, the task became something of a struggle. It wasn’t helped by the fact that all of the movement in the silk briefs made him harder by the second. By the time he managed to get the pants over his butt, he had to wrestle his throbbing silk clad cock inside, which made them even harder to zip and button.

Liam checked himself in the mirror and frowned at his reflection. Even though the pants were tight, they made his thighs and his ass look amazing, but his cheap white shirt was spoiling the look.

‘May as well go the whole way.’

Liam went over to one of the wardrobes and pulled out one of Kirk’s shirts. It was a black silk Gucci shirt that felt like heaven as Liam discarded his own shirt and pulled it on. It was too tight all over and the buttons strained as he fought to do them, but once he’d managed to tuck the shirt in, he couldn’t deny that he looked hot.

Once he pulled the jacket on, the look was complete except for the shoes. Without a moment’s thought, Liam pulled the lid from the box that contained Kirk’s new Hugo Boss shoes. He removed each shoe from its little bag before sitting down and pulling each shoe on. They looked untidy with the laces done up, so he just tucked them inside The shoes were a size bigger than he wore, but when he saw the finished look in the mirror, he didn’t care.

It was then that his phone went off and he grabbed it from the dresser.

‘Hello, sir.’

‘Liam, I’ve just had a call regarding some important documents I need. Someone tried to deliver them this morning to the house, but no one was there. I need them for first thing in the morning, but the office they’ve gone to closes at 1:30.’

Liam checked the time on his phone and saw that it was nearly 1 already.

‘I need you to go and pick them up now. If you leave now, you should just make it. I have asked them to wait, but they can’t promise me that someone will be there after 1:30. Don’t let me down.’

Before Liam could speak, Kirk hung up and then an email came through with the address. The office was downtown and it would easily take 25 minutes to get there without any hold ups. He’d never make it if he changed first, so confident that he could get there and back with time to spare to change, he decided to go wearing Kirk’s clothes and shoes.

With the slightly oversized shoes, Liam couldn’t walk as quickly as he liked and it was a bit of a struggle getting in to his car wearing such a tight outfit, but he didn’t care. He looked hot and he was finally wearing the designer clothes he thought he deserved.

It took 26 minutes to get to the office and park up and Liam had to practically run to get to the building from the parking lot. By the time he got into the atrium, sweat was starting to make the silk shirt stick to his chest and back even more than it already was.

‘Which floor is Doc Express?’ Liam asked the receptionist, who batted her eyes and grinned at him.

‘10th floor.’

‘Thanks,’ Liam said with a smile before dashing over to the elevator.

The building seemed to be fairly quiet and he noticed that a number of the floors seemed to be empty as the elevator ascended.

The doors opened on the 10th floor and Liam dashed over to the small reception area where a man was just packing up his things.

‘I’m here to pick up some documents for Kirk Welling,’ Liam said, his forehead glistening with sweat.

‘I was just leaving, but I kept them out for you.’

The man handed the documents over with a sigh and Liam gratefully took the manila envelope, before signing the clipboard that the man handed over.

‘Thank you so much,’ Liam said before turning around and pressing the call button for the elevator. He looked at the numbers above the doors and was disheartened to see that both were in the basement.

‘You’ll be waiting a while,’ the man said as he disappeared through the doors to the stairwell.

Conscious of not getting back to the house before Kirk, Liam waited another couple of minutes, but neither of the elevators changed floor.

‘Damn it,’ he said and pushed open the door to the stairwell, which was 3 sets of steps between each floor.

As he leaned over the bannister to see the long way down, Liam accidentally caught the heel of his right shoe on the edge of the landing. With the shoe so loose, it easily flicked off of his foot and fell through the gap between the staircases, crashing to the basement floor with a loud thud.

‘Oh great,’ he cursed and started the long walk down to the basement, which he did as fast as he could in his restrictive outfit.

By the time he reached the basement, he was relieved that the shoe looked unscathed, but he was now sweating even more than before and he could feel the moisture all over his body.

Being careful of the tight trousers, Liam tried to bend forward and get the shoe, but the material of the suit pants stretched so tightly that he started to worry that they’d rip.

He tried just sliding his foot into the shoe, but it kept flicking on to its side.

Deciding he had no choice, Liam carefully bent forward, hoping that a slow approach would save the trousers.

His fingers grabbed the glossy leather of the discarded shoe, but just as he did so, several of the buttons on the silk shirt burst off and scattered to the floor.

Liam gasped as he looked down and saw that the shirt only had 2 buttons left; one at the top of his stomach and one above his chest. There was also defined white lines from his sweat. The shirt was ruined.

Without any time to worry about it, Liam managed to get the shoe on and headed back up to the ground floor and outside to be met with torrential rain. Unamused by his bad luck, Liam ran through the downpour to his car after tucking the manila envelope inside his jacket.

He unlocked the car and tossed the envelope on to the passenger seat, but as he did so, the envelope missed the passenger seat and fell through the gap into the back, where it landed in the rear passenger foot well.

Liam walked around the side of the car and threw open the door, the suit now sodden from the rain. He bent down to grab the envelope from the foot well, but immediately felt the tight pull of the strained material of his suit pants. Desperate not to rip them, he decided he only had one option if he was going to be able to pick up the envelope.

With a huge sigh, Liam unbuttoned the pants and pulled down the zipper and with somewhat of a struggle, he pushed them to his knees, revealing the sweaty silk briefs that were stretched taught across his ample butt.

Without the restriction of the pants, Liam bent down to grab the envelope, but as he did so, there was a loud RRRIIIIPPPPPP as the silk briefs tore open. They ripped from the waistband down the rear seam to the crotch, as well as shredding open at either side. As Liam stood up, the exhausted piece of material just hung down between his legs, exposing his beefy butt and sizeable package.

‘No, No, No,’ he said as he tried to pull the material together, but all he succeeded in doing was pulling them away from his body completely, leaving himself completely exposed.

With the realisation that he was now flashing a car park, Liam grabbed the waistband of the pants and started to pull the soaking wet material back up. The sweat on his legs and the wet pants made it an arduous task and as he tried to wrestle his butt back into them, his fingers went through the material just beneath the waistband, leaving two holes, one above either cheek.

‘He’s going to kill me!’

With a bit of difficulty, Liam managed to pull up the zipper, but was unable to button the pants. Past the point of caring, he splashed around to the driver’s door and carefully got into the car, aware of a small ripping noise as his butt connected with the seat.

Liam looked at the time and saw he had just under an hour until Kirk was due to get back to the house. Liam raced back to Kirk’s house and was relieved that Kirk’s car was nowhere to be seen. After stuffing the remnants of Kirk’s silk briefs to his glove compartment, Liam grabbed the envelope and slowly eased himself out of the car. The rain had stopped and the suit had mercifully dried off somewhat in the car.

Liam slammed the car door shut and made to run for the house, but in his haste, he hadn’t noticed that the tail of the suit jacket had caught in the door and as he moved, the slightly damp material tore straight up the back and through the collar before tugging the entire left side of the jacket off of his body.

‘FUCK!’ he screamed as he unlocked the door and freed the ruined jacket. He pulled off the other half and with both bundled under his arm with the envelope, he ran for the house as quickly as he could.

As he reached the front door, he heard the unmistakeable sound of Kirk’s car and the sound of the gates opening. In his panic to unlock the door, Liam bent down to grab them and the pants finally gave up. They ripped down the seam next to the zipper, through the crotch and around and up the rear seam.

The pants hung down to Liam’s thighs exposing his butt and his manhood. Liam ignored this, unlocked the door and dived inside, slamming it shut behind him.

Holding up the material, he ran up the stairs and across the landing to Kirk’s dressing room. He kicked off the dress shoes, just as he heard the slam of Kirk’s car door.

After rubbing them clean with the remnants of the suit jacket, Liam quickly put the shoes back into the Hugo Boss box and put the box into the wardrobe, praying that Kirk wouldn’t look at them until they were dry.

He then pulled off the shirt and the remains of the trousers and bundled them into an empty garment bag.

Liam heard the front door slam shut as Kirk entered the house and without knowing what to do, Liam tossed the garment bag out of the window, which fell into a tangle of hedges that lined one side of the house.

‘Liam,’ Kirk yelled from the entrance hall.

‘I’m naked. Fuck, fuck, fuck!’

Liam decided to just keep the socks and garters on as he grabbed his shirt and jacket and started pulling them on. He grabbed his pants, but couldn’t see his white briefs anywhere. Deciding to forgo his underwear for now, Liam just managed to yank up his pants and step into his shoes and Kirk walked through the door.

‘What are you doing in here?’ Kirk said as he strolled into the dressing room.

‘I forgot to lay out your bow tie for this evening. I remembered as I was driving back with the documents.’

Liam handed the slightly damp manila envelope to Kirk, which was when he noticed his briefs were in a ball next to one of the dressers – just to the right of Kirk’s foot.

‘I’ll head back to the office and carry on with that filing,’ Liam said with a polite nod.

‘Before you go, you can lay out my suit for tomorrow.’

‘Which one would you like to wear?’ Liam asked as his heart started racing.

‘The grey one, I think. You picked it up, didn’t you?’

The colour drained from Liam’s face as Kirk took a step forward and his wingtip shoe caught his briefs.

‘The grey suit wasn’t ready, so I have to go back tomorrow.’

Kirk rolled his eyes. ‘You can’t rely on anybody. Fine. I’ll wear the Navy-Blue Gucci one.’

Kirk took another step forward and the briefs stayed on his shoe as he moved. Unfortunately, Kirk noticed where Liam’s eyes were and he looked down to notice the briefs on his shoe.

‘What on earth are these?’ Kirk said as he picked them up.

‘They’re ummmmm . . .’

‘Can you explain this, Liam?’

‘Yes, sir. They’re mine. I dropped them.’

‘Can you explain how you dropped your underwear in my dressing room?’

Kirk’s face was slowly getting redder as his rage started to bubble.

‘They were in my pocket and must have fallen out.’

‘Why the hell were your briefs in your pocket?’ Kirk yelled.

‘They were too tight and I . . . took them off . . . sir.’

‘Put them back on . . . now.’

Liam nodded and took the briefs from Kirk, before heading towards the door, but Kirk stopped him.

‘You can put those back on here.’

With a sigh, Liam sheepishly unbuttoned his pants, knowing it wasn’t wise to even attempt to argue, but as he dropped his trousers, he suddenly remembered that he was wearing Kirk’s socks and garters.

‘Liam, can you explain why you are wearing my socks and garters?’

Liam thought he saw a hint of amusement in Kirk’s eyes, but if it had been there, it was gone in a second.

‘Sir, I can explain . . . I . . .’

It was then that Kirk noticed the two empty suit bags from the dry cleaners that were folded nightly on the dresser.

‘Where’s my grey suit, Liam? The truth this time.’

‘Can I just put my briefs back on first?’

‘No, I want answers NOW.’

Liam nodded and decided to just come clean. ‘I wanted to see what it was like to wear the sort of clothes you do, so I tried on your grey suit, with your black shirt and even . . . a pair of your silk briefs.’

‘And where are they now?’

‘The suit and the shirt are in a garment bag outside in the hedge and the briefs are . . . in my glove compartment.’

‘Why aren’t they back in my wardrobe?’

‘The silk briefs shredded and fell apart, I caught the jacket in the door and it tore in half and the pants ripped from front to back. I was going to get the garment bag later and get everything repaired.

Kirk wandered around the dressing room for a moment and didn’t even look at Liam, who was starting to feel sick.

‘Here’s what’s going to happen. You are going to get my suit repaired and then you are going to go home. The day after tomorrow, you will be here at 8am and you will ensure my calendar is cleared. You want to wear my clothes and destroy them? You’re in for a treat – I’m going to dress you up and then I’m going to humiliate the life out of you. You think you can abuse my possessions? Just you wait!’

Liam tried to argue, but Kirk wasn’t interested and dismissed him from the house. Liam had no idea what Kirk had in mind, but he was praying that the day after tomorrow would never come.

To Be Continued . . .