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Office Hero?

Category: Anal Sex
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It was the night before Christmas eve, the night of the office Christmas “do” – my least favourite night of the year.

It was already dark at around three thirty when I finally managed to slip away from the manufactured merriment in the stuffy and overcrowded Board room. I donned my coat, stealthily dashed up the stairs and headed for my usual 1st floor hideaway.

Once at the top of the stairs I started to regret the bottle of red wine and the passing years as my head spun momentarily. I made my way across the large open plan office suite towards the front window, where my boss’ office nudged next to the small and cosy interview room, directly above the lobby. I opened the door to the small, and comfortably warm, glass bubble. I glanced out at the other silvery, glass clad office blocks, shining brilliantly, lantern like, in the modern, low rise, out of town office development.

I lowered myself on to the orange plastic seats arranged in a block of three against the glass partition of the far wall. I placed my hands behind my head and sighed contentedly as I swung my legs on to the cream coloured coffee table, bedecked with company brochures, in the centre of the small room. I closed my eyes and hoped to be able to sleep off the worse of the effects of the wine by the time my lift arrived at six. The drone of the music from the party below relaxed me somehow and I soon drifted into a peaceful and deep sleep.

I awoke with a start as I heard a rap on the glass door. I opened my eyes and was immediately dazzled by the bright light of a torch shining directly in my face. I looked around startled, first at my watch and then out of the window. It was over an hour later and the whole world seemed different, darker, and the room was a lot cooler.

“Sorry to disturb you boss.” Came the soft and apologetic tones of Sean the Security man. “The power’s gone off and I’ve got to clear the building.”

I blinked as my eyes adjusted to the lack of light. I looked through the glass partition to confirm – indeed he was right. The interview room was only partially filled with an eerie orange hue from the distant city streetlights. As my eyes adjusted to the dim half light I looked out at the cold and grey buildings opposite – the entire estate had been plunged into darkness.

“Sorry, I must have drifted off. How long?”

“They recon about three hours, but everyone’s going now. The boss has ordered a bus, it should be here in about half an hour.”

I noticed someone swaying behind Sean and craned my neck to see. He leant away. Oh God, it was Debbie the dyke and judging by the way she looked she was in a real state. She was clutching a bottle and strappy shoes in one hand, her purse and a half full wine glass in the other. She looked to be bouncing off the door frame.

“Can’t I wait here?” I asked.

“Only if I can leave this one with you.” Was the deal offered by Sean. “I’ll give you a shout when the bus comes but you should be able to see it out of the window for yourselves.”

I nodded in reluctant agreement, Sean made way and Debbie staggered into the small room where I sat, still in my coat, like some kind of a naughty school boy.

I watched Sean’s torch illuminate the dark void that was the office floor, behind the glass partition, as he made his way across and out of the far door.

“God, it’s cold in here.” Debbie said spinning around and planting herself directly on my lap. “Here, you can warm me up.” She said in an unusually cheery tone.

I concentrated on not cringing as she leant back and batted her eyes at me, clumsily and almost comically.

She had a reputation – she was demanding, some might say bossy. She was brisk and ambitious, some might say coolly efficient and calculating but she was good at her job and had managed, single handed, to turn around the entire Design department in her two years at the firm.

I suppose she isn’t bad looking, just young, in her mid 20s. She is average in height, has a slender frame and sported bright red, dyed, straight collar length hair. She has a rounded face with narrow lips, steely blue eyes and a slightly crooked nose.

As water cooler lore had it, she was also a ball breaking bitch and a raging dyke. Rumour also had it that she lived with a girl.

I had barely spoken a dozen words to her but got the impression she was on the up and too good for this place, indeed this office was not a good place for her to be, an attractive, talented, and ambitious young woman – the knives had been out for some time.

That day she wore more makeup than normal, chunky jewellery and a rather nice clingy red cocktail dress, presumably especially for the party, but it clashed terribly with her hair. Normally she dressed more conservatively, had a more corporate look, but that day she had adopted a softer look and the silken dress highlighted her erstwhile hidden assets.

I, on the other hand, had made no effort at all. I wore my normal work clothes and had, up until lunch time, been solemnly performing my duties as a member of the Accounts department. I suppose my role (an accountant), being older, fat and balding came with a certain level of expectation.

The room fell into an uneasy quiet. I looked outside into the dark and cold night, trying to distance myself from the uncomfortable situation.

Debbie shuffled her boney backside against my lap, porbably to gain some attention, but almost trapped my balls in the process.

“Careful!” I cried as she wriggled again. I took a firm hold of her waist. She didn’t struggle, she actually seemed to welcome it.

“You know most people think I’m a dyke.” She confessed in a soft voice over her shoulder, fumbling awkwardly to strike up a conversation.

“It’s not true you know.” She added tentatively.

“Oh?” Was all I could muster. I was less than comfortable, I didn’t know her all that well and didn’t want to encourage her either.

She drained her glass. I released her waist as she bent down and placed it carefully on the floor. I couldn’t help but notice her tight butt clinging to the thin red material of her dress in the dim half light.

She sat back, leant in, drew back my arms and whispered huskily into my ear,”I have a problem. A problem perhaps you could help me with.” She hesitated.

“Have you ever heard of a sex addict? Well I am one you see.”

I am not sure if I actually gulped but if she hadn’t been sat on me I would have been out of the door in a flash. I wasn’t sure if she was kidding or if it was just an outrageous lie for effect. I concluded that she was drunk and probably just horny.

“I need to get off two or three times a day.” She slurred slightly as she started to rub her cheek against mine. “You can help me, can’t you?” She said as she opened her eyes wide and bit her lower lip in an outrageous attempt to allure me.

I froze. She had a reputation for being a bit of a cold fish, especially around men.

She grabbed my right wrist and shoved my hand unceremoniously between her legs, I must admit with less protest from me than perhaps I should have given. She lifted my hand under the hem of her dress and up her smooth inner thigh to the warm confines of her groin. To my great surprise I felt bare flesh – she wasn’t wearing any knickers.

“I never wear any.” Was her confident and sexy repost as my hand hit the soft down of her neatly and recently trimmed pubic hair.

“Go on, touch it.” She urged.

She had a strangely compelling nature and I was almost being forced, lemming like, to surrender to her will. I am not sure if it was the wine, the cold or even the possibility that the girl had actually got to me that I felt obliged to obey. All kinds of things raced through my head as my hand went south, tribunals, the sack, the press…

I moved the cold tip of my finger down the soft folds of her naked inner lips. She jumped as my cool digit made contact and then sighed slightly as I brushed the ridge of her clitoral hood in passing down to her warm entrance. She opened her legs wider to accomodate me but was dry, too dry for me to rub. I searched in vain for some moisture. I felt in and around her opening but decided to abandon my search, lest I caused irritation or discomfort, and released my hand.

“Make met wet. Talk dirty to me.” She raised my cool hand up to her face and sexily drew a finger between her thin and reddened lips. I felt her soft tongue swirl over and around it inside the wet and warm orifice. Pursing her lips, she deposited just enough saliva to make it glisten in the dim half light as she guided my hand back to her warm centre.

I cleared my throat rather un-sexily as she guided my newly lubed finger across her smooth and tender slit.

“Why, why aren’t you a dyke then?” Was the best I could come up with under the circumstances. “I know you live with a girl, don’t you?”

“Yes, that bitch. She, you know, helps me out, like you’re doing, from time to time.” She said gesturing to my hand at her groin with a nod.

“When she first moved in she said she was gay. That’s what I wanted, no boys. But that changed as soon as she moved in. She’s happy to frig me off during the week but she wants a good fucking at the weekend – bitch!”

“She keeps flaunting her boyfriend at me, bathing together and shagging all over the place. I even caught them shagging in the front room the other day. She was on all fours, on my coffee table, being banged up the arse and cumming like a tart, screaming, fuck me, fuck my arse.” She said with a bitter shake of her head.

I continued to gently massage and tickle her silky inner lips.

“Did that turn you on then?” I asked.

“I was stood at the door for ages He saw me and I knew was keen on me joining in but the bitch wouldn’t share. She shouted at me, between cumming, and told me to f-off.”

“How did you want to join in? With him or with her?”

“God, now there’s the thing. I wanted to fuck him. I wanted him to make me scream like her and for her to watch. You know I can rarely bring myself off, but every time I hear them fuck I can cum in seconds.”

With that she let out a slight moan and I felt a pool of oily wetness at her tight cunt hole. She sprang up.

“Thanks for that.” She said in a matter of fact tone as she smoothed her dress down.

“Was that it?” I exclaimed without thinking, I only hoped that I hadn’t actually said it out loud.

“Was that what?” She responded in a bewildered tone.

“Was that you cumming?” I answered with equal disbelief.

“Y-Yes.” She nodded earnestly.

“Oh no, no. If you’re going to do something, you may as well do it right.” I said waggling a finger insistently.

I was getting warm, I shuffled forward and pulled my arms from my coat sleeves. It looked like I meant business.

“What do you mean?” She asked nervously pulling away.

I grabbed her firmly by the hips and pulled her back to my lap.

“Unzip your dress.” I insisted in my best boss’ tone, after all I did, technically, out rank her.

“What?” She answered with more than an air of confusion and mistrust.

“That wasn’t an orgasm. That wasn’t even a half an orgasm. You just got wet.” I stated defiantly.

“That’s all I need. I don’t like to….” She uttered in mitigation.

“Lose control, is that it? Or is it to let a boy make you fully cum?” I threw the gauntlet down.

She leant forward and pulled at the zip keeping her pert boobs together in the top half of her dress. She jumped as my cold left hand snaked under the sheer material and found her warm mound. Her nipple instantaneously jutted to attention as my cool finger rolled and tweaked it against my thumb. She arched her back in appreciation and allowed my right hand to flop back between her wide open legs.

I kissed the nape of her neck as I slid my hands down her moist slit. I dipped the tip of my finger in the well of fluid and ran it back up to circle her hardening clit. She gasped as I drew her hood back and rubbed some of her lube across the tender nub.

“Talk dirty to me.” She whispered as she sunk back, dead weight, against me.

“Do you like it in the arse?” I whispered into her ear, nibbling at it between each word.

“What is it about you boys? You have a perfectly tight cunt to fuck and all you want to do is stick it up a skanky shitter.”

“Yes, but do you want it up the arse? Did you want it from him?” I repeated, kissing and nibbling as I rubbed her clit harder.

“Oh God yes.” She sighed. Her breathing became more laboured. “I want her to watch as he fills my arse from behind. I only wish that they were the other way round when I caught them, so I could have seen his thick dick stretching her tight, brown, arsehole.”

“I bet you want her to suck his cum from your arse too.”

“Oh God yes.” She began to whimper and writhe against me. By now my cock was hard and she could feel it too as she bounced and bumped against it.

I slowly increased the speed of my fingers running up the length of her slit, from cunt to clit, occasionally dipping the tip in to her wet and clenching hole to lubricate the path. My speed built, my hand waved rapidly and rhythmically at her smooth and tender inner flesh.

She went quiet and sunk back against me, with measured breathing she tensed her stomach muscles as her arousal level increased. I could tell that she was sailing in fresh waters and was fighting to comprehend the new sensations welling deep within her.

She leant her head forward intently as I began to run my fingers further down and beyond her open and gushing wet cunt hole, towards her hot and tight butt. I simply brushed lightly over the puckered rim as my hand sped back and forth, but it seemed to heighten her pleasure almost beyond her capacity to endure.

Faster and faster I rubbed. Her cunt made delightful squelching sounds as my fingers sped over and around her hot love canal. Her cream moved down the entire length of her sex as my fingers spread the freely flowing lube.

I started to use two fingers to rub her gash and gently inserted them into her hot cunny with almost every pass.

I sensed her starting to cum and drove my fingers, full length, deep into her hole. Her cunt walls gripped them tight as she twisted in ecstasy on my lap.

“Hoh, hoh, hoh.” She came in a series of head nodding pants. She threw her head forward with a semi shocked twitch as each convulsion surged through her body. I pulled softly at her pliant nipple. Her cunt walls clasped and rippled against my probing fingers as the climax tore through her young and slender frame.

“Finger my arse. Finger it now.” She commanded forthrightly as I sought to intensify and sustain her orgasm yet further.

I slipped a wet finger into the hot and pulsing warmth. She responded with a louder cry and by tensing her arse muscles even more tightly around the invading digit. Her arse seemed almost to suck my finger in deeper with each spasmodic clench.

After the slightest pause she leapt up. With one sweep of her arm she threw the printed brochures from the coffee table on to the floor. She hitched her thin dress half way up her back, knelt and raised her neatly curved and naked arse high in the air invitingly.

It had been a while since I had had any so I decided to make the most of it. Whilst bent down I cocked a look at the darken shape of her pert arse. Dyke or not I was tempted by her position, arse up and inviting – I had the uncontrollable urge to explore her open gash with my tongue. I sank to my knees and cupped the soft globes of her round backside. I leant in, pushed out my tongue and engaged her wet and open cunt.

“That’s not what I want.” She complained over her shoulder and swung away from my probing muscle.

She moved away only slightly, just enough for me to steady her hips with the slightest of pressure on the muscular mounds of her sexy arse. She tilted her hips as I moved my tongue down her inner slit and under the hood of the soft flesh covering the nub of her erect clit. I swirled my tongue across and around the small and stiff button.

“I don’t like…” She muttered towards the table. “I don’t want.. I have never had a boy do this …. I’m not sure I want…. Oh God, Oh Christ, Oh fuck….” She said as her internal battle was lost and she gave in to the sensations rippling through her body.

She shifted slightly to reposition my tongue at her favoured spot. I waggled it dutifully at the wet entrance to her cunt and teased her by faking a stab it into the fleshy folds at the centre.

“Do you want me to stop?” I asked, addressing the question at her open cunt and making sure to drown her loins with my hot breath.

I gently massaged her soft mounds, she said nothing but pushed slightly back at my small member. I allowed it to drift into her and then unfurled it into the warm cavern. She sighed as the sensations melted the last vestiges of her resistance. She was mine, she was connected to my tongue, she shivered with excitement and anticipation and her arousal levels continued to rise higher with each sweep and lap of the soft protrusion.

I flipped my tongue out and down her smooth slit, l lapped at her clitoral hood and traced a path back to the source of her freely flowing juices. I drank them in eagerly and paused to draw in her scent, her sex flooded the small room. She remained poised on my tongue and tilted her frame with minute precision to maximise the pleasure of contact. Her muted cries of pleasure filled the still air as I continued to explore her with my mouth.

She came with a guttural growl. Her cunt walls gripped at my tongue and drew it into the soft centre as she writhed and bucked against my face. Her juices gushed across my cheeks and lips. I savoured her flavour but allowed her no respite.

“I bet you’ve never had this done to you.” I whispered as I spread open her taut butt cheeks and ran my tongue over the wrinkled and hot rim of her butt hole. She jumped as if a bolt of electricity had just been passed through her.

She said nothing, but she didn’t move away either, she just stayed still and perfectly quiet as if trying to guess my next move and process the feelings she was experiencing.

“Do you want me to stop?” I repeated as I repeated the action with my tongue and pressed at the soft and silky centre.

Again nothing, but no adverse reaction either.

“I bet you want him to do this to you, don’t you?” But I secretly thought that I would rather see her girlfriend doing it to her.

“Does she do this to you? Does she lick your arse? Do you like it?”

I curled my tongue and probed at the soft inner ring. I gripped her, now clammy, arse cheeks and pushed the tip into the hot centre. Debbie simply sighed and pushed gently back against the intruding object as if inviting me further in.

She shifted position and allowed me to spread her cheeks wider. My tongue slipped in to about half an inch before I swirled it around the tight ring. I darted back to her cunt and stabbed it fully inside before returning to the tight confines of her clenching arse hole.

Debbie forced her arse high in the air and followed my mouth upward as I withdrew and ran it further down, back to the, now fully exposed, erect and engorged protrusion of her clit. I drew it in between my pursed lips making her tense and then buck to another fierce orgasm as she thrust it backwards against my face.

As her muscles contracted, she sank her torso down and I drove my tongue at her brown bud, wilfully presented before it. Her arse gripped and pulsed against it as each wave of orgasm ripped through her. She was a gibbering mass, clammy and covered in a shimmering sheen of sweat. She was completely at my mercy. She grunted and tensed with each stab of my tongue, as if in the throes of a relentless climax.

I withdrew my tongue and stood. She raised her arse up and invited me to enter her. I hadn’t had sex for months and wanted to get full value. I knew she wanted me to fuck her arse but I wasn’t ready yet.

I moved forward. She shuddered as the tip of my cock made contact with the smooth inner lips of her cunt. I tilted my hips and allowed my stiff rod to rest against the wet and welling entrance to her open cunt. I gently pushed and allowed the tip to part her pink petals.

“No, not there. I want you in my….” She insisted, all be it weakly and without conviction.

I leant forward and allowed my tool to slip in an inch or so.

“No, please no….please…” Her mouth was saying no but her cunt was saying quite the opposite. The inner walls gripped tightly at my shaft and drew it in yet further.

She gave in to her lust with a great heave of her lungs. She pushed her hips back and allowed my dick to slip, full length, deep in to her hot hole. She gasped as my cock reached its limit. I jabbed it in and out and slapped my balls against her wet groin. I could feel the cool damp of her juices running down my ball sack as I thrust back and forward.

“Do you get off when you hear him fucking her cunt like this? Do you want to watch her or do you wish it was you? Well now you know what it feels like, how she feels when he is filling her cunt, how does it feel for you?”

Her response was an incoherent moan.

I didn’t want to cum yet but I also wanted to give her full value – almost as if I wanted to “cure” her of her alleged lesbianism. I circled my thrusts and spiralled my cock into her. God she was tight, if she was this tight I could only imagine how tight her virgin arse would feel.

I rotated my hips, swooshed and swashed my cock inside her. I gave her all my moves. She melted, lost in a sea of orgasmic pleasure, groaning quietly and intermittently as each new spark of pleasure emanated from my toiling meat. She was fully in my power and seemingly willing to do anything, this was something I wanted to put to the test.

I knew I was well on the road to an orgasm of my own, so withdrew and stood back.

“Suck my dick.” I demanded forcefully.

Without hesitation or complaint she swivelled round and sat, wide eyed, facing my throbbing cock at the edge of the coffee table. I looked down at her redden cheeks and sweat laden brow.

“I don’t know…. I haven’t done this in ……” She uttered in meek acquiescence.

I held her head, lightly massaged her soft hair with both hands and gently pushed my hips forward. She parted her soft lips and let my rampant dick slide between them and into the hot void behind. Instinctively she closed her mouth over the throbbing end and drew on the engorged flesh.

“I bet you want to do this to him, especially if she is watching.” I said through gritted teeth as her soft mouth exacted maximum pleasure at my tip.

Her technique was a little clumsy, perhaps stilted but I endeavoured to reward her efforts.

“Can you taste your cum on me?” She looked up at me and nodded in sexy acknowledgement before drawing in as much as would fit.

“I bet you want to taste his cum, don’t you? Do you want some of mine, do you?” She hummed in acceptance of my offer, sending a delightful vibration down my core.

“Hold it, hold my dick.” I hissed out as I neared the point of no return.

She complied and gripped the base of my shaft, wet with a mixture of her cunt juice and saliva.

“Pull it back.” I ordered urgently.

With a tug on my skin I came with a wail. She lurched back but I caught her head, trapping her open mouth over my pumping tool.

“Take it, take it all, drink it down. Don’t spill a drop.” I commanded, almost in payment for the pleasure that I had just given her.

I emptied my sack into her hot mouth, after all it was nearly Christmas, was the thought that flashed through my head as I shuddered with delight.

She complied and, after a few gags, regained control and gulped down the entirety of my salty deposit. She opened her empty mouth wide with a look of pride and a satisfied click. She studied my red and twitching cock momentarily before taking it back into her mouth and sucking hard. I squirmed under her renewed ardour.

My cock remained hard, well hard enough, and after a minute of severe and noisy sucking and pulling she released me.

“Come on then. Fuck my arse.” She said as she spun back around and on to all fours.

She arched her back and parked her wet anus directly opposite my erect and still twitching dick. I grabbed my shaft and teased her further by running it down her wet slit. She wriggled expectantly as I repeated the motion.

“Come on then.” She said with more than a hint of urgency and desperation.

I took my cock and offered the tip to her tight orifice. I squeezed and pushed it in until her sphincter closed tight against it. I pushed harder and then harder still until I was almost forcing her forward with my full weight, my dick prodding at her unyielding and virgin butt.

Suddenly it gave way and my cock slid in. Debbie gasped in pain or in pleasure, I wasn’t sure which, but I was sure that I didn’t really care. I continued my forward movement until my cock base butted up against the hot and wet entrance to her rectum.

She cried out, again either in ecstasy or anguish, but she didn’t pull away. She didn’t push back either. She just paused, fixed to the spot as if deciding what the feelings inside her meant. I paused and steadied myself by pulling at her slender hips. I used my palms to gently part the tensed mounds of her firm buttocks.

I kneaded the soft skin of her peachy butt cheeks gently and savoured the feeling of my cock encased within her hot and fabulously tight rectum. She panted through gritted teeth as I withdrew slightly and thrust back, her muscles clenched fiercely at what was left of my shaft still inside of her.

Again she wailed but I didn’t care. It was almost as if I wanted to punish her for being so good, so capable, so talented, that in contrast to me, with my career in a seemingly steep decline.

“Go on, fuck it. Fuck it good and hard.” She affirmed as she recovered her composure enough to utter a coherent sentence. She lowered her chest flat to the table, arched her back up and gripped the sides of the table in preparation.

Almost in defiance I withdrew. I wanted to fuck her arse, but on my own terms, not hers. She looked over her shoulder at me.

“Please.” She begged meekly.

With one firm shove I complied, her sphincter gave way again, this time with ease, and, with a glorious blast of air, my cock was again embedded deep in her tight back passage.

Her breathing was heavy and laboured.

“Harder. Deeper.” She insisted as she pushed back against my straining shaft.

She balanced on one hand as she pulled the remainder of her dress off over her head.

I rose up on tip toes to accommodate her request and sank my cock in, up to the hilt. She screamed as I flopped back down and forced myself back up and even deeper in. Her tight hole yielded to my thick rod as I held her hips and forcefully thrust myself up and deep into her hot anus.

Something outside caught my eye, it was the dark outline of a double-decker bus that had pulled up directly opposite the office window. The bus rocked from side to side as the passengers made their way up the steps to the top deck. It was so close that I could almost reach out and touch them as they crowded merrily on to the upper deck.

Just at that very moment, and with that distinctive sound, the fluorescent lights flickered on and the entire floor was bathed in flashing and bright white light. The eerie quiet was shattered by the sounds of a myriad of computers powering up.

I was still pumping my tool deep into Debbie’s arse and, God, I was close – almost at the veritable sugar strokes. I hoped that I could get off before we were spotted, but within seconds the passengers had turned to face us. Cheers and claps broke out spontaneously on board. Baloons and hands were waved enthusiastically in our direction.

I froze, with my hands holding Debbie’s bare and pert butt cheeks and with my cock, gleaming wet, sticking half way out of her hot arse.

People pointed cameras and phones at us, flashes went off. Debbie didn’t notice at first and she continued to push her hips and arse back in ecstasy. She begged me loudly to cum deep in her arse.

I couldn’t speak to warn her, I cried out an incoherent mumble – I was on the verge of cumming. She was in a different place but soon came down to earth as the driver beeped his horn in appreciation of the floodlit show in the first floor window.

I couldn’t hold off any longer. Debbie turned in horror, my cock was thrown out of her tight arse at the very moment that my second load exploded from my rampant cock. My dick jerked and shot a huge jet of hot and thick semen through the air.

It landed in an almost perfectly straight line up the centre of her sweat covered and naked back. My legs buckled as a second and third spurt shot large globules of cum against her exposed backside and inner thighs.

Cheers from the bus rang in my ears as I struggled to regain my balance and my composure. Debbie sprang up and clutched the thin red material to her bare and heaving tits. I stood stock still, with my cock violently twitching, my face twisted with pleasure and my trousers wrapped around my ankles.

From there it all becomes a bit of a blur.

The scene was described on the web as, “a floodlit view of a guy fucking a young intern from behind in his office, complete with the company name”.

There were pictures that showed me, in glorious detail, with my cock sticking half way out of Debbie’s arse. Other images showed her gripping the table and screaming herself to a wild orgasm. Someone even posted something on Youtube.

To the lads in my section I was a hero, a dark horse and I received plaudits via email but, alas, my bosses didn’t take it all that well, in fact it was a totally different story – indeed it was my epitaph, I was sacked within an hour of reporting back for work the next day.

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