Widower/Player "Lonely" (Degrees of Lewdity)
He really did seemed lonely... Maybe you just a little bit naive?
Warnings: Coercion, Vaginal Fingers and Sex
The droning of a clock cuts through the awkward silence. You politely sip on your tea, giving the older gentleman beside you a gentle smile as he nervously picks at his trousers.Â
He didnât expect you to accept his offer.Â
It seemed nice enough. âJust come in to chat over tea.â You could tell he was lonely from the question alone. Sure, he looked you up and down, checking you out, but all he did was look. He made no raunchy comments or verbally noted that there was a subtle curve of breasts under your school shirt that your chest wrap couldn't quite hide. The gentleman cleared his throat and tried to find the words to speak.Â
âHow is school?â
It was painfully awkward at first, but the two of you stumbled through conversation together. âItâs alright. Do you work?â âI used to be a librarian, but now Iâm retired.â You went back and forth, and slowly things became less tense between the two of you.Â
âWait just a moment, will you?âÂ
You smiled and nodded, sweating slightly as you wondered where he went. He was still speaking to you, loudly so you could hear him from the other room. You rubbed your hands on your school shorts and reminded yourself how to breathe before the man returned with a large, leather bound book. Once he sat down, it was clear it was a photo album.Â
âSee this lad? This was me when I was about your age.â It was a boy of average height, pale skin and shaggy brown hair with dark eyes. He smiled at the camera, a little forced but he had the gleam of childhood still in his eyes. You studied the photograph, then looked up at him. He smiled but he looked so⌠tired. You smiled back and said âI can still see the resemblanceâ, even though you struggled to do so. He laughed and thanked you, though you think he could sense your little white lie.Â
He continued to flip through the book, shifting a little closer to you as time went on. You didnât really mind, not thinking much of it. âThis here was my wife when she was twenty.â âThis is us when we rented our first apartment.â âThis is our wedding day.â She was a beautiful woman, not fat, not skinny, almost unremarkable, but thatâs where her appeal lay. She was unmistakably a woman, and you couldnât help but feel some jealousy simmer in your gut. Insecurity +
âShe was the love of my life⌠I miss her terribly.âÂ
Well, arenât you an ass? The gentleman goes on about how she contracted cancer, ovarian, and that it killed their chances of having any children. But he still loved her and stood by her. She beat it, but she didnât beat the breast cancer that they missed until it was too late. He tears up a little as he speaks about her, and you feel like shit and helpless to do anything to comfort him. He places a hand on your thigh, but you donât move to push it off or pull away. You hesitate but place your hand atop of his.Â
âIâve⌠Iâve been so, so lonely since she diedâŚâ The man placed the photo album onto the coffee table, sniffling as he turned to face you. You blinked, breaths coming out in short, surprised puffs as he leaned towards you.Â
You donât initially react when his lips connect with your own. They are a little dry, but warm. Quivering slightly as he digs his fingers into your clothed thigh. Your mind short circuits. Is this really happening? Your brows furrow as you consider what you should do. You feel genuinely bad for the old geezer. Heâs not super old, maybe in his sixties at the most, still handsome in spite of greying hair, prevalent wrinkles and those dark spots some old people seem to get. He seemed nice enough, truly he did. Itâs not like youâd be whoring yourself out for five quid, and it would be something personal, more intimateâŚÂ
A lewd warmth begins to pool in your gut.Â
You decide to kiss him back and allow him to pull you into his lap. You could feel his erection press into your ass as you settled yourself in a comfortable position. The man was patiently waiting for you to make the next move, seemingly anxious that you might push him away and leave. You circled your tongue around his, moaning into his mouth as he cautiously groped your ass over your school shorts.Â
âYouâre such a cute boy⌠Is this really okay?â He mumbles into your mouth. You him in approval, nodding as you grind your hips against his. He shudders and begins to tug at your school shorts, as though he wanted you to take them off. You break the kiss enough so you can squarely awkwardly shimmy your way out of your bottoms, never leaving the manâs lap as you did so. You were left in your briefs, not your favourite pair of underwear but mighty convenient for this particular occasion.Â
âYouâre so warmâŚâÂ
The manâs voice is a low whisper as he fondled your rear. You tug at his shirt and he removes it after a little persistence and eyelash fluttering. His body was soft but not at all fat. Just average, but arousing thanks to the rather large age gap between the two of you.Â
âI- If you look at me like that, you'll give me butterfliesâŚâ You whined as he leaned forward. The man kissed a line around your jaw, finding your neck and wrapping his lips around your pulse.Â
F-FuckâŚÂ
You worried what he would think when he figured out your⌠'situationâ down there. Would he be angry at you? Would he hurt you like some have? Your back stiffened and your breath caught in your throat as his hand dipped down into your underwear. When he was met with a wet, sensitive slit instead of a hard cock, he froze.Â
ââŚâÂ
Nobody moved or said a word. Your heart hammered in between your ears and your legs as his fingers lay frozen above your clit. He released your neck from his lips and you felt his shuddering breath against your neck. He was tense too, but not âIâm going to beat your ass and violate you for disappointing meâ kind of tense. You gathered your courage to speak.Â
âI- Iâm sorry⌠I should have said something earlierâŚâ You waited for his response with bated breath.Â
ââŚI-Itâs okay. Iâm just⌠surprised, thatâs all.â His body lost some of its tension and he slid his fingers against you. You released a shaky breath of relief as he began to rub circles around your clit, his lips finding yours again as the two of you began to make out.Â
âM-MmmâŚ~â Â
You moan into his mouth as he rubs your clit. You grind your ass against the large bulge in his pants. The man dips a finger lower, collecting the lewd fluids that have begun to leak from your aroused quim and teased your entrance. You whimper in response.Â
âI- I want itâŚâ You moaned against his lips. He kissed you on the cheek as he slipped a finger inside of your vagina. He fingers you as he tugs at the hem of your school shirt.Â
âR-Really? You want this dirty old manâs cock inside of you?â He plunges his finger in and out of you with increasing power. He lifts your shirt over your head and casts it to the side. You remove your chest binding and sign with relief as your modest breasts flop out of their confines. The man ogles your chest and his breathing picks up as you clamp down around his finger. You nod, gasping as he pulls his digit out of you and digs underneath your body in order to reach his belt and zipper.Â
âY-Yes! I want it! I want to make you feel goodâŚâ You moaned into his ear. You lifted your hips so he could free himself from his trousers. You gasp at the size of his cock as it pokes into your briefs. He blushes and looks away, seemingly sheepish about its size.Â
âMaybe I should have told you about this tooâŚâ He mutters under his breath. You muster up a smile and swallow the saliva thatâs pooled in your throat.Â
âI can take it⌠Give it to meâŚâ You purred, surprised by your confidence more so that the man was. He looked at you doubtfully at first, but when you wiggled your ass and ground your clothed slit against his length, he caved and moved to take your underwear off.Â
Oh yes⌠please!Â
âAre you sure, lad? I- I donât have a rubberâŚâ You shake your head and position your hips so your cunt is flush against the tip of his dick.Â
âDonât need one⌠Iâm on the pillâŚâ You pant as you tease yourself on him. What you said must have given him a confidence boost, because he grabbed your hips and pulled you down onto his length with a throaty groan.Â
Aided by some paltry lubrication, the manâs massive cock slides into you with some effort. You whimper at its sheer size and grit your teeth as your body struggles to accommodate its girth.Â
He wasted no time in pounding your boy pussy. The widower gasps, moaning how tight you were around him and that you were such a kind boy for comforting a grieving elder. The affirmation and gentle words restores some of your control and reduces your discomfort greatly.Â
You pushed him back against the couch, wondering if he would allow you to take control. The man gasps at your bold move but allows you to continue, settling back with his legs spread wide so you have more surface area to sit upon. You rest your hands on his shoulders, careful not to put too much weight on him as you begin to bounce on top of him.Â
Such a lewd action greatly restores your control and feeling of self worth.Â
âFuck, you feel so good around my cockâŚâ The man groaned under his breath as he watched you work. He squeezed your hips and gave them a little smack as you slowly took more and more of his length inside of you.Â
âIâve always wanted to fuck a school boyâŚâ He cups one of your breasts and gives it a squeeze. You moan as you lean back combing the hair out of your face and you bounce your full weight up and down his shaft. You felt it in your tummy, pressing into your organs every time you slid down him. It was a relief to pull yourself up off of him, but you missed the burning stretch of him splitting your insides apart. The man takes your breast into his mouth and licks harsh circles around your puffy nipple.Â
âS-Sir-!~ If you do that, Iâll-!â You clenched and fluttered around him. Despite your protesting, you wrap your arms around his head and cradle him to your chest. The widower begins to thrust into you from below, and all you can do is hold on as he licks and suckles your sensitive bud.Â
âM-Mmpfh-! Fuck yes, fuck yes! Iâm gonna fill that sweet little cunny of yours up!â He moaned, fucking you with increasing power. You cried out Iâm pained pleasure, gasping as you felt the head of his member repeatedly nudge your cervix hard enough to make your body buckle in response.Â
âOH MISTER-!~ IâM GONNA CUM!~âÂ
âL-Let it all out, lad! Iâm right behind you-!â
Fluids gush from your visibly aroused vagina. The massive cock inside of you stills against your cervix. Hot semen fills you up and a lewd warmth spreads throughout your body.Â
You both pant, your body laying flat against his as he leaned against the back of the couch. Your pussy tingled and twitched, still full of his large cock. It throbbed inside of you and made you shiver with uncertainty.Â
âOh lad⌠That was so good.â The man rubbed circles into your hip with his thumb. You flushed in response, feeling strangely good for your deed. You rested your head against his shoulder as you caught your breath.Â
âThank you so much for that. Iâve been so lonely for so longâŚâ It sounded like he was going to tear up again. You awkwardly patted him on the shoulder turning to face him.Â
âIf only that damn dysentery didnât kill herâŚâ You furrow your brows and frown.Â
âHuh? Didnât she die of cancer?â The man coughed a little and sniffled, face unreadable as he looked over at you.Â
âW-Wh- Ah, yes, of course it was cancer. It was her sister that died of dysentery. At my age, things get confused, you know?â He coughed and sniffled again, then grappled you onto the sofa so you were underneath him and he was on top of you, his cock still partially inside of you. You blinked up at him, a little confused.Â
âAnyway, do you think we can go for another round? Itâs been so long since I've done this, and Iâm all pent upâŚâ Without waiting for your answer, he began to pound into you with little regard for your comfort. All you could do was hold onto him as he fucked your brains out on the couch.Â
And in the bedroomâŚÂ
âŚand in the kitchen-














