Jack gives young Lana some frank advice on her clothing, Tanya mages to squeeze most of Jack's thick cock up her twat.
The School Groundsman. Part 4
The bottle empty, I kissed each on the cheek, “shall we go inside?” I asked, Tanya surprisingly the first to blurt out “ahh yes”, though Alicia was only a second behind her...and was the first to leap onto the bed on hands and knees, wiggling her ass as she grinned back at me, her compact vulva glistening and pouting deliciously. Straddling her body on all fours, she reached back and guided my meat, faltering and squealing as she pushed back a little overenthusiastically, steadying herself, she pushed a little more sensibly, gurgling softly as she impaled herself slowly, faltering again an inch from balls deep before rocking back and forth on my cock, gasping breathily, her hands clenching the sheet. “Aahhh, fuck me...fuck me hard” she demanded a few minutes later as my balls were tightening, gripping her slim hips tightly I complied, hoarse squeals from her as my cock pounded her cunt, my balls pounding her drooling gash as my cockhead flared thickly and unleashed my load deep in her cunt, I pounded her for another eight or ten slams before she wailed and convulsed in orgasm, Lou ready with a towel to put down as Alicia slurped sideways off my cock onto the bed, shuddering and gasping.
Squatting back on my haunches for a moment watching my cum ooze from Alicia’s pouting cunt, Lou cleaned my meat up with her mouth and tongue before helping Alicia into the shower, I climbed off the bed, winked at Tanya and headed out to sit on the step to finish the smoke I had left there, surprised when Tanya came out and sat beside me. “It’s a nice night, hopefully the rain might bugger off for a few days at least” I said and put my arm gently around her. She shuffled close and leaned against me, “yeh, would be nice to have some bright sunny days” she replied softly, resting her hand on my thigh. We sat in silence for a few minutes, “ahh....that thing you did with your hand before was really nice” she said in a whisper, “thank you sweetie....would you like me to do it some more?” I asked, tightening my hug a little, silence for fifteen seconds or so, “yeh....please” she whispered. She trembled softly and sighed as I rested my hand on her plump vulva as she parted her thighs, “rest your hand on mine so you can guide me” I whispered, her hand resting lightly, my middle finger laying along her cleft and waiting. “Even not moving feels so wicked” she breathed then slid her hand down, mine following.....up and down, my middle finger dragging along her cleft, then gliding slickly as her tight gash began weeping, her scent rising sweetly.
“Lou and Alicia are a little ‘hard and fast’ for your taste aren’t they” I asked softly, “ahh.....they’re great friends.....but yeh...I guess” she murmured.....we sat in silence, my hand doing her bidding, occasional squeals coming from inside, Alicia and Lou getting down and dirty on my bed I assumed. Tanya’s breathing was slowly quickening, tremors rippling through her more frequently as she pressed my finger further into her steamy drooling gash, soft sighs and squeaks from her and she leant more heavily against me, my cock began stirring. “Could I sit on your lap please?”, “sure, umm, let me lean against the veranda post, will be more comfortable” I chuckled, shuffled across and leant on the post as she stood and stepped over to sit, her legs outside mine. Returning my hand to her cunt, she covered it with hers again and we continued, the slickness of her rubbery swollen labia feeling divine, “agh damn, your pussy has awoken the beast” I chuckled softly as my cock began twitching and stiffening quickly. She reached with her spare hand, curling it around my cock as it rose, her forefinger and thumb reaching a little over half way around it, “such a wicked feeling thing” she giggled softly and trembled, “but feels so silky” she breathed, my finger along her cleft feeling her cunt spasm.
“It will be more comfortable on the bed doing this, I can send Lou and Alicia home if you like, they’ve had their fun” I suggested, “ahhh....well....would it make me a bad friend if I said yes” she asked looking up to me, “not in my book....I’m sure they’ll understand that you want a little privacy” I said softly. “Ok” she nodded and climbed off my lap and followed me inside, Lou and Alicia sprawled on my bed with glistening, satisfied looking twats, “ok ladies, past your bedtime I reckon” I grinned and leant down to kiss each tasty cunt. “Ahh I guess you’re right” Lou giggled and they headed in to shower quickly and clean their teeth, dried and with nighties on they looked to Tanya, “you coming sweetie?” Lou asked, “ahh....you go ahead...I want to chat to Jack about something” Tanya squeaked, Lou stepped over and kissed her, “sure sweetie, sleep tight” she said and hugged her, Alicia doing the same, they kissed and hugged me on the step as I walked out with them, “I know I don’t need to say it...but be gentle please” Lou said softly and they headed off into the darkness.
Picking my tobacco up I headed inside and closed the door, Tanya sitting on the edge of my bed looking nervous, “first things first, I did promise to give you another cigarette rolling lesson” I chuckled and climbed on the bed with my tobacco and ashtray to sit upright against the headboard, Tanya grinned and giggled as she clambered up the bed to me, looking uncertainly at my cock laying stiffly up my belly, “you have two choices, sit in front of him, in which case he will be pressing in your ass crack....or behind him and he will be pressing in your pussy gash” I grinned, “ahhh, decisions decisions” she grinned, her lips curling in a soft smile, “let’s try behind him” she said and straddled my legs, sliding down my belly as I squirmed forward a little and held my cock outward, a soft gurgle as she settled on my lap with my shaft wedged along her cushiony gash, “ahhh, that feels quite agreeable sir” she chuckled, a noticeable change in her demeanour without the others here.
She managed to roll a quite decent cigarette, I took it from her and stuck it behind my ear, “now one for you” I grinned, the second one also quite good, “excellent sweetie....oh bugger, I left the lighter at the end of the bed, be an angel and grab it please” I asked. She lifted herself over my cock and crawled slowly down the bed, looking back over her shoulder to smirk at me, “now that’s a photo I would love to take.....and show at your 21st birthday party I chuckled, her plump cunt bulging deliciously between her thighs, “I would say you wouldn’t dare....but I think you probably would” she laughed. Settling back on my lap, she lit up and handed the lighter for me to light mine. We smoked in silence, her spare hand stroking my shaft with a feathery touch, mine stroking her thigh, “such an amazing thing, your dick, well the head mainly” she giggled, as her finger gently traced around below the thick flare, spotting the bead of pre-cum forming at my piss hole, she carefully swiped it onto her fingertip, twisting her head around and up, brought the finger to her mouth and poked out her tongue to lick it off, a wide grin on her face, as she giggled, her eyes sparkling.
I couldn’t resist any longer, sliding my hand slowly up her flank and across to stroke the edge of her small firm breast, a soft ragged sigh from her lips, “you really do have the most divine little titties I have ever seen” I said truthfully, “ahhh....I’m not that fond of them, wish they were bigger....and a bit more normal” she sighed. I chuckled softly, I’ll ask you in twenty years what you think of them, your friends with bigger tits will be complaining about how saggy theirs are....yours will still be nice and perky I reckon, and it might be just me, but I reckon puffy nipples are just to die for....just like your puffy pussy”. She stubbed out her smoke and twisted her head up to me, “if I ask you to rub your...umm... knob on my pussy, will you promise not to poke it in me?” she breathed, blushing a little. “Cross my heart sweetie, I promise” I replied softly. Settling back and stroking my shaft for a little while, she exhaled and climbed off, turned around and climbed back on to sit facing me, her steamy cunt pressing against my shaft again, “just let me shuffle down a little, will make it easier for you” I breathed and squirmed my ass forward some.
She gripped my shoulders and pulled herself up, gasping as my cock lurched strongly, reaching a hand back to lodge my drooling cockhead against her hole, she shivered, squirming a little and squeaking as it pressed more firmly, “aagghhh....sooo wicked” she breathed and reached the hand back up to my shoulder, I couldn’t decide which was better....the feel of her puffy nipples pressing into my chest....or the warmth of her cunt on my cockhead, my balls tingled and tightened a little, my cock twitched, making her eyes widen and a breathy gurgle to come from her lips. Her eyes were locked to mine as she gyrated her ass gently, ohh jeezuz baby girl, your pussy feels amazing, so damn hot and slimy” I breathed, using all my willpower to not pull her down onto my meat. I could feel her cunt clenching, releasing, clenching, releasing.....saw the strand of drool slip from her parted lips, her eyes wide open, blank....my cock spasmed strongly and a breathy squeal came from her as her body seemed to go limp, “AAGGGHHH”...... I hugged her tight to stop her decent, my thick spongy cockhead in her cunt, flaring strongly as my cum blasted into her clamping and twitching cunt, her whole body quivering and a strangled squeal from her as her orgasm rocked her world.
“Sorry sweetie, I wasn’t quick enough to stop you” I said softly, “oh jeez....fuck.....not your fault....I let it happen.....fuck.....let me go more” she stammered, I loosened my grip gradually until she slipped a little lower, gripping her tight again.... “more” she breathed raggedly...three more times I stopped her impalement, three more times she gurgled “more”....then “enough”.... at least five inches of cock up her twitching cunt. “Ohhh jeezuz.....that is so much better than the fucking vibe” she giggled breathily, my cock beginning to soften a little. Her tight little cunt swallowed another inch or more before my cock softened too much to be effective, she gasped as I swung my legs around and wriggled us to the edge and stood to carry her into the shower, my limp meat slurping from her, followed by globs of cum. Laying on the bed after drying off, she climbed on and sat on my belly, sliding her hands up to cup her divine tits, she looked down to my eyes, “were you serious what you said about my tits?”, I grinned and reached up to caress the puffy nipples, “abso-fucking-lutley” I grinned and pinched them firmly.
She squeaked softly, pushed my hands my hands away and gripped the nipples between her fingers to pull them up firmly, releasing them and giggling as they sprang back into place with just a couple of stiff jiggles, “yeh I guess they’re nice and perky” she giggled, laying down and kissing me, “thank you Jack.....hope we can do this again soon”. “I’ll make damn sure we can sweetie” I grinned, “would you like to sleep here, I can make sure you’re back in your room by five”, she kissed me, “I better not....in case its pouring rain.....maybe one day we can get away for a night, I’ll try and think of a way” she grinned and headed out into the night. I had just swung my legs over to hop out of bed in the morning when my phone buzzed, Lana again, ‘the usual Jack?’, I stuck my head out of the window and gave her a ‘thumbs up’, “yes please sweetie” I called and watched her ride off, something different....she was wearing a tight pair of shorts....I shook my head and chastised myself for watching her hard little ass gyrating as she accelerated away.
I had a shower then decided I should shave also, then headed off to breakfast, my thoughts on Tanya’s gorgeous little tits, switching to Lana’s tight little ass cheeks, ‘fucking hell Jack, you’re turning into a damn pervert’ I chastised myself, unable to deny the tingle in my swelling cock. Rounding the corner, I saw the tables had been set, stepping inside to see Lana smirking, she tapped her wrist, “two minutes late old man.... you sure you don’t want me to take you shopping for a mobility scooter?” she laughed heartily. I opened and closed my mouth a couple of times, my mind addled as my eyes focussed on the prominent, fucking delicious, bulge of her cunt in her tight spandex shorts before I managed to reply, “Cheeky little cow....lucky I’m a patient man....I promise I’ll be looking you up in a few years’ time to show you just how NOT old and worn out I am” I smirked, “ahh god, don’t forget your oxygen tank then” I heard as I stepped out with the paper, her laughter fading as the door closed behind me.
My mind in turmoil, I shook the paper open roughly, sighed as my eyes wouldn’t focus so dropped it on the table, “looks like it will be a lovely day” she chirped cheerfully as she stepped out the door with my meal, standing so close that her thigh brushed mine as she set my plate down, sending what felt like electric shocks through my now straining cock.... opening my mouth to agree with her weather forecast but no sound came out, I didn’t recall thinking it but as she turned away, my arm snaked out around her midriff and pulled her backwards, a breathy squeal from her as she flopped onto my lap. “Now listen to me Lana....I do so love your company at breakfast and I really do admire your enthusiasm to get out of bed early to come to work....if I was your father I would be the proudest dad in the world....but please...for me sweetie....please don’t wear those shorts to work again”. A soft squeak came from her as she made to stand and I tightened my grip, “ahhhh....why don’t you like them?”.... “it’s not that I don’t like them sweetie, in fact I adore them....too fucking much!!!”
She looked up to my face, lips parting and eyes widening, “oohh” she breathed as ‘the penny dropped’..... “sorry” she whispered, blushing, “Lana sweetie, you have been truly blessed with your personality, ambition, beauty and umm....well....just don’t throw it away by attracting the wrong kind of attention....please” I said and released her. I managed to stifle a groan as she dragged her butt off my lap slowly, feeling her stiffen as my cock flexed under her before she stood. I watched her walk slowly away a few steps then she stopped for maybe ten seconds before turning and stepping quickly to me, threw her arms around my shoulders and kissed me softly on the cheek, “sorry Jack...and thank you” she whispered before heading inside. I tucked into my breakfast while it still had some warmth to it, Lana appearing to take my plate when I finished, returning with my second pot of tea, I grinned at her, “thank you sweetie”.
She was now wearing an apron....which didn’t cover her ass but at least her fat little twat wasn’t waving around for the world to see, “have a seat” I told her and we chatted as I sipped my tea. “I still owe you a spanking though” I grinned, “ahhh....reckon I’m safe....you will have forgotten by the time you walk back to the school old man” she giggled, I just smiled, relieved she wasn’t offended by my frank appraisal of her clothing. Firing up the tractor a few minutes past seven I made a start on the sports fields, chuckling as I headed back to fuel up close to midday, Lou making her way to the shed, ‘ does that girl do any work, or does she just spy on me so she can come down and get her delicious cunt reamed’ I mused....not by any means judging, it was a very convenient arrangement being able to empty my balls around midday. Glancing around to check there was nobody strolling around the grounds, I walked in to find she had laid some clean shed rags on the floor and was on all fours with her Habit hoisted up over back, cunt pouting and glistening already.
Sure I would have preferred she was naked but wasn’t complaining, kneeling and leaning over her I lodged my cock and pushed it slowly up her guts, her cunt twitching and clamping as I fucked her like a bitch on heat, albeit a lot slower than a bitch would usually get bred....the only thing that frustrated me was the fact that the image of Lana’s cunt bulging in her shorts kept appearing in my mind. “Ahhh gawd.....getting fucked from behind is definitely my favourite” she gurgled as my cock slurped from her cunt, our combined juices slithering down her thighs. Cleaning her up with a clean rag I helped her rearrange her clothing, “thanks Jack, Alicia and I won’t be down tonight, we’ll be working late and tomorrow will be full on as we have a lot of new enrolments so lots of parents coming to have a tour of the school, the same on Saturday” she told me, “Tanya might make it” she added before kissing me and walking out.
I had an uneventful afternoon, calling it a day a little after six, ‘half a day tomorrow should tidy up the last of the slashing I mused as I took a beer from the fridge, grabbed my tobacco and sat on the veranda to have a smoke and drink my beer. Supper was the usual subdued affair though the food was delicious, sitting on the veranda again in my shorts after supper having a smoke I heard my phone buzz, ‘damn things are a nuisance’ I mused and got up to fetch it. It was a text message from Lana, ‘Are you actually still alive???????’, I noticed another one above it, ‘Hey Jack, you ok?’.....and two more before that, the first one she sent was just before I quit for the day, ‘Hey Jack, can I call, need your advice’.
I chuckled, ‘damn impatient little cow’ I mused and pressed the call button as I walked back out to sit, “hey Jack, thank god, I was getting worried” she gushed, her voice not overly clear, “hey sweetie, what’s the problem and why would you be worried?” I answered, “because I messaged you like a hundred times....gawd I thought you had an accident or something” she squeaked.... “No luck there sweetie, I’m still up on my hind legs, and for the record, you messaged four times...I’m gonna tell the MS you need extra maths lessons” I chuckled... “and where are you, what’s that noise?” I added as I looked up to the sky.....“oh yeh the noise, probably because I’m in the shower..... hang on while I put you on speaker, about to shampoo my hair”. I damn near groaned aloud into the phone, my cock lurching as the image or her in the shower with frothy shampoo sliding down over her little titties and fat little cunt jumped into my mind, “jeezuz Lana!!...I really don’t need to know that!” I admonished her, “umm, know what?” she asked, “never mind, how about you call me when you finish in the shower” I said and hung up. ‘Damn, who the fuck has a phone conversation while they’re having a shower’ I mused.
I sipped my beer and waited, rolled another smoke and waited, now it was me getting worried as five minutes passed, stressing that she had slipped and cracked her head, my hand reaching for my phone a couple of times but I resisted.....almost ten minutes after I hung up, I picked up my phone to call her, my phone buzzed, “damnit Lana, don’t do that to me!” I blurted out with a touch of anger in my voice, “ahh what did I do?” she squeaked breathily, “geez, it’s been ten minutes, if I knew your address I would’ve called an ambulance to your house.....thought you must have slipped and cracked your skull open” I replied tersely. I heard her soft breathy giggle, “ahh sorry Jack, my bad.....just for the record, ten minutes is quick for a girl to shampoo her hair” she laughed.....anyhow, what I wanted to ask you was umm....like you know what you said to me at breakfast about umm....my shorts and well, I wanted to ask your opinion of some of my clothes...like if you think they’re suitable or not”....... “you there Jack?”.
“Yes sweety, I’m here.....I don’t think you should be coming over to my place to try on clothes, and I’m sure not going to rock up at yours and say ‘Hi Lana’s mum and dad, I’m just going to watch your daughter do a fashion parade for me”. I heard her giggling, her phone obviously away from her mouth, “ahhh....I love learning things from you but listen up so I can educate you about this century.....so I know in your day someone rode a horse for weeks to pass a message on to someone....nowadays we use our phones....and it will surprise you to learn that we can take photos with our phones AND send the photo to someone on the opposite side of the world in like two seconds” she said slowly, breaking into squeals of laughter as she finished. “ahhhh wow.....you’re pulling my leg surely” I gasped in mock awe. She giggled, I was sure she knew I was being flippant. “So what I wanted to know is could I send you some photos of me in different cloths and you can tell me yes or no, I’ve got a heap ready to send”.
I didn’t answer right away, a little nervous of her proposition, “ok, just send three first” I said and ended the call. My phone buzzed a second later and I opened the text message with three photos of her wearing different skirts of various lengths. I called her back half a minute later, “Ahh Jack, you do know you can talk and get messages at the same time?” she giggled. “ahh ok, anyhow, its too hard to tell in a photo, but I reckon the pale blue skirt might be risky....here’s a better way for you to check, put a skirt on and stand with your back to that tall mirror I could see, bend right over at the hips and look back at your reflection.....if you can see your knickers showing, it’s a reject”. “Ahhh, why didn’t I think of that!....thanks Jack, see you in the morning, sleep tight”, “because I’m older and wiser than you, sweet dreams Lana” I said and hung up, chuckling to myself and fetched another beer. ‘Ahh, seems sweet fat twatted Tanya was able to get away’ I mused as I saw a figure approaching, my cock tingling in anticipation.
Standing as she neared, I kissed and hugged her, “Can I get you a drink?” I asked, “thanks...can we sit out here for a bit?, it’s a nice night, “Sure can sweetie” I replied and went in to fetch her a drink, grabbing her cigarettes also, As I returned I saw her nightie and knickers had been discarded, I sat leaning against the post and she sat on my lap, sighing contentedly as she leaned back against me and took my spare hand, directing it down to cup her vulva and we chatted about our respective days as she toyed idly with my cock, her’s was busy she told me, “oh, Lou has a couch for you, an old one she found in a store room, she said if you bring the tractor up to the main entrance tomorrow you can pick it up” she told me as she lit a cigarette, sipping her drink from time to time as we chatted, my cock had certainly swelled but not being a nuisance by rearing up and disrupting the conversation. “Can we go inside now?” she asked softly. I led her inside by the hand and lay on my back on the bed, Lana laying on her stomach on top of me, squirming a little to get comfortable, her chin resting on her hands, eyes to mine, “was kinda wild last night” she giggled, “ahh yeh, must say you really surprised me” I chuckled.... “I surprised me too” she laughed softly, squeaking breathily as my cock rose past vertical and flopped down along her ass crack, “guess he wants to join the chat” she giggled, reaching a hand back to stroke my cock softly.
I could feel the moisture on my belly as her plump little gash began to ooze, “you’re the first man I’ve slept with......men...boys....always terrified me....loud, rude, drunk, whatever, only a few girls....and toys, before you.... just in this short time, I feel safe with you....and not so terrified of this” she giggled as she squeezed my cock, grinning up at me as I caressed her back. “Reckon I wasn’t much different to them when I was young, most of us can be a little slow to learn” I chuckled. We lay in silence for a couple of minutes before she inched forward until she could press my knob down to squirm back and lodge it at her slimy hole, sighing and trembling softly, squirming back a little more to ensure it wouldn’t slip out, my cockhead opening her a little. She mewled and squirmed, sighing raggedly occasionally as she worked my cock slowly deeper, looking up at me during a pause, “gawd, hope I can last a little longer than last night” she giggled, “hope I can too sweetie....don’t like my chances though....that damn pussy of yours is just heavenly” I grinned.
Not that I had a stopwatch running, I reckon we did last longer than the previous night....but not by much, although she did squeeze a little more of my cock up herself....maybe an inch shy of balls deep. We lay panting in post orgasmic bliss for at least ten minutes, her twat leaking a puddle of cum onto my belly as my meat softened. We sat naked on the veranda step smoking a cigarette, Tanya toying idly with my cock again, my hand cupping her heavenly twat. I kinda want to go back inside to bed....but I better head back to mine or I’ll regret it tomorrow” she sighed and squirmed against me. I’ll still be here tomorrow night if you can make it” I said and kissed her and got to my feet, put her knickers and nightie on her, “sleep tight Tanya” I said, watched her walk off until she disappeared into the darkness before taking myself to bed.
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