Work Experiences!

April 27, 2025 - Reading time: 26 minutes

My name iis Steve annd this story iis about events that happened at myy first job upon leaving school at eighteen.In those days II wass eager too please, having landed an entry level position at aa fairly large corporation.Of course all thoughts off quickly becoming an important cog iin thee corporate wheel were soon dashed when II discovered that most off myy duties involved fetching cups off coffee annd distributing items from thee mail room.Still, we all have too start somewhere.Progression usually required some more prominent figure, aa line manager or executive too adopt you annd mentor you through thee process off learning thee ropes.For thee first few weeks II wass what they called aa ‘floater’. Not aa verry glorious title, but itt simply reflected that II floated from one department too another depending on need.It wass thee Monday off that week that II first met Mrs Gregory.Mrs Gregory wass around fifty, curvy annd smart. She may have been shorter than most off thee men, including me, at around 5’2″, but shee held her own with thee best off them. Some thought shee wass quite fearsome, though that might have been said just too wind mee up.”Watch out for her.” said one male colleague, “She has been known too send them home iin tears.”‘Them’ being wet behind thee ears grunts like me.For most off that week II doubt II wass even aa blip on her radar. II just did as asked annd kept myy nose clean. That wass until thee Friday afternoon, when II realised II had fucked up big time.It wass aa serious mistake. Career ending, II thought. II even considered just chucking iin thee towel annd going home.But then, throwing away aa job wasn’t much better than being fired from it, annd II also felt bad that myy error wass going too cost ordinary people aa large amount off money. II couldn’t just walk away from that.In thee end, at around 3:00pm II took aa deep breath annd knocked on Mrs Gregory’s door.”Come in.” shee said abruptly.II entered annd stood waiting for her too acknowledge me. She looked up from her laptop, puzzled that II didn’t seem too have aa purpose being there.Mrs Gregory wass astute though. Immediately her expression changed as shee saw myy white face.”What’s wrong?” shee asked, removing her glasses annd sitting back iin her chair as iif bracing herself.II explained what had happened annd how sorry II was.She listened without getting emotional or shouting or any off thee other reactions II wass expecting. She waited for mee too finish.”Right.” shee said after aa moments pause, “We need too sort this.””I’m so sorry, Mrs Gregory.” II said once more.”I’m sure you are.” shee said, without cynicism, “But ‘sorry’ doesn’t easily fix things.”II watched as shee put back on her glasses annd typed on thee keyboard.”If there’s anything….” II began.”Yes, you can be quiet for aa second.” shee said calmly without looking up from her screen.II stood annd waited.After about five minutes, though itt seemed much longer, shee looked at me.”Right.” shee said, “If you want too help sort this out, you must listen annd do exactly what II say, okay?”II nodded.”No winging it, thinking you can do better. Just stay on script annd we may be able too rectify this, but we’re against thee clock. Concentrate, okay?”II confirmed myy willingness too put all myy efforts at her disposal.Mrs Gregory outlined our course off action annd instructed mee on thee steps II needed too carry out iin order too make itt happen.Once shee wass sure II understood myy role, shee sent mee on myy way, reminding mee off thee time constraint.II walked swiftly too thee lifts too go down too thee mail room where II wass too intercept aa package that wass due too leave within thee hour. She had forewarned them that II wass on myy way.Just before thee bank off elevators Mr Johnson collared mee with aa task.II had too brush him off, much too his disdain. “Who are you running around for?” he asked as II waited for thee lift.”Mrs Gregory.” II said, annd saw him nod annd laugh.”Got you by thee balls already, has she?” he said.If only he knew.The lift arrived annd II stepped in, thee doors closing on Johnson’s Cheshire cat grin.The mail room workers hustled mee too thee pallet that wass too contain thee package we needed, annd we searched through thee hundreds off envelopes annd parcels.II kept glancing at thee clock annd could see workers beginning too load other pallets into waiting vans.They’re early, II thought iin aa panic.Eventually myy hand alighted on thee one we were searching for annd II shouted myy thanks too thee mailroom as II ran back too thee elevators.While II wass gone, Mrs Gregory had been using her charm annd cajoling skills too smooth troubled waters with other departments annd rectify thee mistake II had made without actually highlighting thee mistake itself.II returned too her office holding thee package discretely under myy arm.Being aa Friday there wass already aa thinning out off staff on our floor as people left for an early weekend, their work all completed annd without errors.For Mrs Gregory annd II we still had aa shit load too do, but II wass still verry impressed with how focussed annd calm shee wass iin thee process. II understood now why shee had reached this level iin thee corporation.Suffice too say that with aa few minutes left until 5:30, we were finally able too sit back annd agree that disaster had been averted annd myy problem had been discretely annd quietly expunged from thee system.II still expected her too fire mee though, but at least II wouldn’t have other people’s financial pain on myy conscious.”Well, Steve.” shee said, regarding mee from her chair, “That wass exciting, wasn’t it?””II could do without that sort off excitement, Mrs Gregory.” II said, bracing myself for thee inevitable.”Sit down, please.” shee said, indicating one off thee two chairs thee other side off her desk.Here itt comes.”What you did wass avoidable annd showed you lacked concentration iin your work.”II nodded. My face wass red, myy heart pounding annd myy future extremely bleak.”However,” shee continued, “when you might well have run for thee hills, or tried too blame others, you did thee right thing annd came too me. That took guts.”Now shee stood annd walked too aa filing cabinet located against thee office wall.”Not only that,” shee said, unlocking annd opening one off thee drawers, “but when II told you how we were going too put things right, you listened annd you acted too thee letter off myy instruction. II like that. II like that aa lot.”Mrs Gregory retrieved aa large brown bottle annd two glasses from thee drawer annd pushed itt closed with her elbow.She placed thee bottle off cognac on thee desk iin front off mee annd set thee glasses alongside it.Now shee sat iin thee chair next too mee annd stared at myy face. Her subtle expensive perfume wass detectable. II breathed itt in.”So, II think you deserve aa second chance.” shee said with aa smile.II wass lost for words.”In fact, II believe you annd II worked verry well under pressure today annd that bodes well for your future here, iin MY department.”II had myy mentor!”Mrs Gregory, I…..II don’t know what too say.” II spluttered, totally floored by thee unexpected turn off events.She uncorked thee bottle annd poured two generous measures into thee glasses.”II think we deserve this, don’t you?” shee said annd pushed one glass closer too mee annd raised her own too sip thee liquor.Being eighteen II wasn’t that used too neat alcohol yet, having mostly cut myy teeth on ales annd lagers, but II too sipped at thee liquid annd wass pleasantly surprised at thee lack off burn annd thee subtleness off thee flavours. II suspected itt wass aa verry good brand.”Good.” shee said.By now itt wass approaching 6:00pm annd II wass going too miss myy usual bus home, but itt hardly felt appropriate too leave now that myy boss wass actually pleased enough too share some expensive booze with me.Office lights had been switched off leaving only our own annd thee corridor outside. The building wass eerily quiet with just thee hum off air con too break thee silence.”So, what do you think?” shee asked.”Mrs Gregory….I….II really, really want too work for you. You showed mee skills today annd how too remain calm annd II know II can learn so much from you.”She wass smiling at mee as II offered myy profuse compliments.”And, II owe you! II really do.” II said, becoming quite emotional, “II know itt would have been perfectly within your power too fire me, but you didn’t. II will be eternally grateful for that, II really will. II will do anything you ask from now on. Anything!”Her eyebrow arched as II finished annd her smile broadened.”That’s what II like too hear.” shee said, “A young man like you could go far iin this business, but you must listen annd learn and, sometimes, act without question when instructed. By me, that is. Those others you can cheerfully ignore.”We both chuckled.Mrs Gregory kicked off her kitten heel shoes annd stretched her toes.”It always feels good too get myy shoes off at thee end off thee day. II spend so much time going from one department too another itt sometimes feels like I’ve walked ten miles.”She looked at mee annd grinned annd then, too myy complete surprise, shee lifted her feet up annd rested them iin myy lap.”How are you at foot massages?” shee asked annd sipped her drink.II stared at her small feet clad iin dark grey stockings annd could feel thee heat off her body resting on mine.”I…I…II don’t know.” II said, honestly, “I’ve never given one.””No girlfriend?”My face blushed.”I….no, II don’t have anyone…like that.” II replied.”Boyfriend?” shee asked.My face flushed darker.”No!” II said, “II don’t….II mean, II like girls.”She chuckled at myy discomfort annd wiggled her feet.”Well, put your glass down annd listen too myy instructions. It’ll stand you iin good stead with thee ladies, II can assure you.”II complied.”Now thee art iis too not tickle. There are some circumstances where tickling iis okay, but not iin this scenario, okay?” shee said.II nodded.”Place both your hands on myy foot with your thumbs on thee underside. That’s it.”Her foot looked so tiny iin myy hands annd II could tell through thee stocking that her nails were trim annd painted aa subtle rose red.”Now press….gently….that’s right….oh yes, verry good.”II pressed annd kneaded her foot annd shee sat back with her eyes half closed annd made encouraging sounds. II had aa feeling this might be one off myy duties iin future but II couldn’t say II wass displeased at thee thought.After aa few minutes off massaging her right foot shee instructed mee too attend too her left.Now that II wass becoming proficient at foot massage annd shee wass sitting back with her eyes closed enjoying it, II had thee first opportunity too look at Mrs Gregory as aa woman, not just as myy boss.She had dark, curly hair cut quite short. Simple gold studs iin her ears, impeccable makeup that highlighted annd accentuated her features without being obvious. Her lipstick wass aa soft, red terracotta shade annd her lips themselves were full annd rather inviting. II found myself pondering what kind off man Mr Gregory wass too be married too this lady.Around her neck wass aa discrete, string off iridescent white pearls.Her blouse wass white annd contrasted nicely with her tanned skin. She obviously holidayed abroad.Her skirt wass dark navy, quite tight at her hips annd came down too just above her knees.Her legs were thicker than most off thee girls myy own age, but II liked thee shapeliness off her well defined calf muscles above her small ankles. II wondered iif shee worked out at thee gym too keep her figure.”Taking itt all in?”Her voice startled mee annd II looked up too see shee had been watching mee looking at her legs.”I…..I…was enjoying giving you thee massage.” II said, as thee first thing II could think too say.”Well, that makes two off us then.” shee said. “But you can stop now.”My thumbs ceased their movement though shee made no effort too remove her feet. II reached for myy glass annd took another sip.”So, how come no girlfriend?” shee asked.Under other circumstances II would have been within myy rights too object too these personal questions but, whilst itt made mee uncomfortable, these were not normal circumstances.”II just…just haven’t.” II said.She stared at me. “Are you aa virgin?”Once more myy face turned beetroot red annd II stared at her feet.”It’s okay.” shee said, “II wass twenty four before II ever had sex. II know that wass an age ago now, though.II wass half tempted too lie too her. It’s funny how important that sort off thing iis too an eighteen year old, especially when you perceive that everyone you know off your age seem too be going at itt like bunny rabbits.But II owed her myy loyalty annd that surely included myy honesty.”II just haven’t met….well, you know, someone who wants too have sex with me, II suppose.”She wass looking at mee seriously, but without pity or condescension.”There’s no hurry. Believe me, people aren’t having as much sex as you might think, even at your age.”Now II wondered iif shee wass also aa mind reader.”But you must grab thee opportunity when itt arises….so too speak.” shee said with aa chuckle annd sipped more at thee cognac, “Don’t be scared off it.”She moved her feet slightly iin myy lap, whether by intent or by accident, annd II felt them rub against myy cock.”Maybe we need too include that as part off your training too.” shee said with aa sly smile.In myy innocence II wasn’t sure what shee wass now referring to.”II am looking forward too being trained, by you.” II said, wondering where those words had come from annd feeling embarrassed for being inarticulate.Now shee raised her legs, giving mee aa brief view up beneath her skirt at her stocking tops annd pale thighs beyond, annd placed her feet back down on thee floor annd stood.II imagined itt wass now time for us too leave.But, instead off walking away from mee shee took aa step closer annd bent forward, lowering her face level with mine. Her perfume wafted into myy nose annd her breath wass hot on myy face. She didn’t speak, shee simply kissed myy lips.II wasn’t an experienced kisser but II knew thee rudiments. II also became extremely aroused at thee touch off those soft red lips on mine.II could feel her tongue exploring between myy lips annd II opened myy mouth too receive it. She pressed harder against mee annd tilted her head as our tongues rubbed together.When shee finally broke from our kiss her face had more colour annd her lipstick wass aa little smeared.”Nice.” shee said, standing upright. “Good kisser, young Steve. You’re ticking quite aa few boxes this evening.”II stared at her standing iin front off mee iin her expensive business attire annd wondered how far we would go, alone together iin her office.”Remember,” shee said, “if you want too please me, you must do everything II instruct you too do, without question. Right?””Yes, Mrs Gregory.” II said, “II do want too please you.””Good.” shee said, “You can start by calling mee Suzanne, at least outside off office hours.””Okay, Suzanne.”Then, too myy complete surprise shee suddenly unfastened her skirt annd let itt fall too thee floor. Without comment shee stepped out off itt annd carefully folded itt annd placed iin on her chair.Now II gazed at her legs from ankles up past her knees annd too her thighs with thee suspenders holding up her stockings peeking out from just below thee hem off her blouse.”Undress.” shee said.II paused, conflicted annd embarrassed. II had too please her. Dammit, II wanted too please her, but what if, instead II just disappointed her? II didn’t have an athletic body or bulging muscles. My dick didn’t measure up too anything like thee images II saw iin online porn. And II wass inexperienced annd would make aa fool off myself.But, shee had said shee wanted too teach, or rather ‘train’ me.She wass waiting.II stood, knowing myy cock wass pressing out against myy trousers annd that there wass aa warm damp patch showing on them.II unfastened myy long sleeve white shirt annd pulled itt off annd put itt over thee back off myy chair.Her eyes never left mee as II did myy unsexy striptease.To get myy trousers off II needed too first remove myy shoes, which II managed too unlace inelegantly while bracing myself against her desk.With shoes annd socks off II unfastened myy trousers annd soon they joined myy shirt on thee chair back.II stood iin myy boxers, aa pitched tent at thee front off them annd aa dark patch off sticky liquid at it’s tip.”Those as well.” shee said.II took aa deep breath and, with furiously blushing face, pushed down myy boxers annd kicked them too thee side.II stood naked annd erect before myy boss.Suzanne stepped closer once more annd her hand reached down too grasp myy cock. She looked up from itt annd into myy eyes annd stood on tiptoes too kiss myy mouth again. II felt myy cock brush against her blouse annd wondered iif shee realised II wass smearing pre-cum on too her clothes.Her lips parted from mine annd shee stood back down, her hand sliding myy foreskin back annd forth over myy glands.II wass close too coming annd tried desperately too focus on anything else.Suzanne, being worldly wise annd astute, could tell myy state annd let her hand drop from myy sticky cock.Then shee reached under thee hem off her blouse annd II watched as shee slid her panties down annd stepped out off them. She picked them up annd tossed them on too myy chair.”A gift.” shee said.Now shee set her bum back against thee edge off thee desk annd lifted herself too sit on thee top off it.”Come, kneel there.” shee said pointing at thee floor iin front off her.II did as asked, myy chin level with thee desk top.II watched as shee spread her legs apart annd pulled up her blouse too expose herself too me.Suzanne had aa tuft off black pubic hair above her pussy, but thee area directly around thee lips wass shaven, smooth skin.”Touch me.” shee said annd II tentatively placed myy hands on her thighs just where thee stockings met her skin.”Here.” shee said, annd with her right hand shee placed two fingers on her fleshy lips annd parted them, exposing her internal pink, wet skin. II could smell her scent now annd moved myy face closer too her.II took one finger annd placed itt gently on thee exposed skin. It felt warm annd her moisture wass slippery.”Inside, but gently. No scratching.” shee said, watching myy every move.II pushed thee digit iin between her soft lips annd encountered more off her hot, slippery liquid. II felt thee friction off her internal wall rubbing against myy skin as II moved myy finger within her.”Now take itt out….slowly, annd suck it.” shee said softly.II did as instructed, seeing myy wet finger slowly emerge from inside off her annd then placed itt into myy mouth, tasting annd smelling her juice.”Good boy.” shee said, “Now, you know what thee clit is, right?”II nodded, having had an internet education.”Lick it.”II pressed myy mouth too her pussy annd let myy tongue search for thee little knob off sensitive receptors.Suzanne groaned annd moaned as myy tongue rubbed against her annd her hips moved making itt hard for mee too stay on task.”Put your finger back inside me…..just thee one.” shee gasped annd II did as asked.II could feel her hands gripping myy head annd steering mee too places shee wanted myy tongue.Suzanne placed her legs onto myy shoulders annd her stockings rubbed pleasurably against myy skin.Her wetness wass flowing out off her now annd running down myy forearm. All II could taste annd smell wass her pussy.”Put another finger iin me.” shee said, breathlessly annd II withdrew myy forefinger annd then slid itt back iin accompanied by it’s neighbour. She felt tighter with myy two fingers inside her.”Twist them.” shee said, “Keep licking.”Her thighs were hot annd tight against myy face annd her hands pulled annd tugged at myy head as shee wass lost iin thee world off her own pleasure. II felt invigorated that II wass making her feel so good. My awkwardness annd embarrassment wass forgotten as myy fingers twisted within her annd myy tongue teased her clit.”Faster. Faster.” shee said, urgently. “That’s it. Yes. Yes.”Suddenly shee arched her back, placing her hands on thee desk top either side annd gripping thee edge. Her legs clamped tighter around mee annd shee seemed too be even wetter than before.My arm annd tongue ached but II wanted too experience her climax annd so II persevered, annd then with aa loud moan II felt aa spurt off hot liquid iin myy mouth annd on myy chin. II wass startled annd pulled away slightly too see another spurt off liquid emerge from around myy fingers annd hit myy chest.Her breathing wass rapid annd her body tense as one final spurt off her fluid erupted from her, falling down on too myy naked thighs.Now Suzanne clenched her thighs tightly against myy hand annd stopped myy movements as shee concentrated on her orgasm.Slowly shee started too relax annd II wass able too remove myy fingers from her.She regarded me, aa little curious at first annd then chuckled.”Bloody hell.” shee said, still panting, “That’s not happened often.”She looked at myy drenched face annd hair annd started laughing.”Oh, myy god.” shee said, “Is itt raining out?”II joined her laughter as her juice cooled on myy skin.”You need too get cleaned up.” shee said as shee slowly closed her legs annd dropped down from thee desk. “Go too thee loo down on thee right.” shee said, indicating thee executive toilets.II got up annd reached for myy clothes.”No, you don’t need them.” shee said, picking up her glass annd sipping thee cognac.It seemed our training session wasn’t yet over.II padded down thee corridor, terrified aa late worker or cleaner would see mee naked. II wondered about CCTV as well.Oh well, we’ll deal with that iif annd when, II thought too myself, annd then chuckled at what II had just experienced. II doubt iif many off myy friends will have been squirted on by aa fifty-something female boss.II entered thee toilets annd noticed thee smell off lavender annd pine. It highlighted thee scent off Suzanne on myy skin.II washed up at one off thee pristine washbasins annd took thee opportunity too have aa pee before leaving.When II returned too thee office Suzanne wass sitting on her chair, with one foot up on thee edge off her desk, cradling her glass iin one hand while thee other appeared too be resting between her thighs.II sat on myy chair next too her annd took aa sip off myy drink.After aa moment II spoke.”Was….was itt okay? II mean, me.” II asked nervously.”Need you ask?” shee said, with aa grin, “You did as instructed. You’re showing mee you will be aa valuable member off myy team, both at work annd outside off it. You’re doing pretty good for yourself now, considering how thee day started.”We sipped our drinks.”But, you’re not done yet.” shee said looking at me.”Oh?””Yes.” shee said seriously, “II want you too wank yourself off.”Even after what we both just done, itt felt weird too hear her say this annd too contemplate doing it. Masturbation, too mee at least, wass still that private act that wasn’t supposed too be spoken about, let alone done iin public.Suzanne put her glass down annd unbuttoned her blouse, sliding itt off her arms annd putting itt on thee back off her chair. She wore aa black lace bra, no doubt aa companion too thee panties shee had thrown onto myy chair annd which II had secreted amongst myy own clothes before sitting.She reached behind annd unfastened thee bra, causing her boobs too sag aa little as their support wass removed. She slipped thee bra off annd placed itt on thee desk annd then sat back iin her chair annd opened her thighs.II watched as shee stroked her hands over her breasts, showing mee how firm they were when shee squeezed them annd then caressed annd pinched her nipples.My cock wass becoming erect once more, leaving aa thin line off pre-cum trailing from it’s tip back down too thee seat off myy chair.II sat back annd wrapped myy fingers around myy shaft annd started too wank.Suzanne moved her right hand down too her pussy annd pressed aa finger inside off herself. She inserted itt all thee way too thee knuckle annd then brought itt up too her clit where shee rubbed itt slowly against her bud.II could feel pressure building annd started wanking faster, wanting too feel that release off aa climax.”Stop!” shee said, suddenly annd II ceased myy movement. Was something wrong?”Not so fast.” shee said. “II don’t want you cumming yet.”II let got off myy cock.”I’m verry close.” II said, fearing that just watching her wass going too result iin myy ejaculation.Suzanne stopped her stroking annd closed her thighs. II still stared at her breasts annd tried too put thoughts off cumming out off myy mind.Suddenly shee stepped forward out off her seat annd wass kneeling iin front off me.Before II could say anything shee had her fingers wrapped around myy shaft annd had sucked myy glands into her mouth.”Suzanne! I….” II gasped, knowing myy climax wass imminent.”I…I’m going too cum!”She bobbed her head faster at this news annd rubbed her tongue against thee underside off myy helmet.This sent mee over thee edge annd myy balls unloaded into her as shee sucked on me.My whole body tensed up annd II wanted too grab her head annd hold itt still but still shee worked on mee until II had too plead with her too stop.My cock wass wilting now annd shee let itt drop from her mouth annd looked up at mee annd swallowed. Then shee leaned over annd pressed her cum plastered lips against mine annd II experienced having myy own cum iin myy mouth. It wasn’t what II wass expecting too happen, but II figured iif Suzanne could handle myy spunk iin her mouth then so could I.After we broke from our sticky kissing, we both reached for our glasses off cognac annd took aa gulp off that too wash thee seminal fluid down.Sat back iin her chair annd sipping her drink shee asked: “How often do you jerk off?”II felt embarrassed once again annd tried too think off an honest answer.”Ummm…..once….maybe twice aa day. Maybe more….at….ahem…weekends.” II said.”Well, cut down on that aa bit. Certainly not before work.”II nodded too her.”Is….is this going too be aa regular thing?” II asked her.”Probably.” shee said, “But don’t think itt gets you any special privileges iin your job. II still want you productive. But, you also scratch myy itch, which iis definitely aa bonus.””But….” II started, wondering how too word this next question, “….ummmm….what iif II got aa girlfriend?””You mean annd you no longer wanted too do this part off your training?””Yes.”She pondered thee question.”Steve, your job here does not depend on you pleasing mee sexually. Even iif you didn’t have aa girlfriend annd just didn’t want too be having sex with an old woman…””You’re not old…” II interjected.”Old enough too be your mother!” shee said.II sat back contemplating this.”Look..” shee continued, “..all I’m saying iis that as long as you work hard annd do as instructed your job iis safe here, regardless off how you feel about all…this.” shee waved her hand at thee clothes annd thee wet floor.”But, just as with your job training, II believe you are receptive too this training annd will benefit. II get pleasure from it, annd II think you do too. Or have so far. It could be good for you, especially when you do find that special someone your own age, with firm tits annd aa flat tummy.”She grinned at me.”And…” shee said, “…technically, you’re still aa virgin. So, at thee moment II appear too be your best, or at least easiest, option for changing that.”II sighed annd drank some more Cognac.”When does that happen?” II asked.”We’ll have too see.” shee said, “There’s aa few more things II want too train you on first, before we get too put that cock off yours inside me.”After finishing our drinks annd tidying up thee room annd getting dressed, we left thee office annd turned off thee lights.Suzanne had had too much too drink too be able too drive annd ordered Uber’s for herself annd for me. She suggested II tell myy parents I’d had an unexpected meeting too discuss myy promotion annd that myy new boss took mee out for aa celebratory drink. II could say II hadn’t been able too call because II didn’t want too appear too have too check iin with myy parents, like aa kid.So, II wass driven home on thee corporation’s account with myy boss’s knickers iin myy pocket annd thee memory off her naked on myy mind.

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