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ྀི It was an accident, it definitely wasn’t planned. I mean, Damon is 58, there was no way you were expecting to get pregnant.
ྀི You accidentally blurt it out over dinner, Damon freezes but eventually nods slowly.
“Okay…”
“I don’t know what to do.”
ྀི He immediately recognises the worry in your tone and holds his hands out for you.
ྀི You get up from your seat and he pulls you in by your waist making you stand between his legs.
ྀི He’d press soft kisses over your stomach his hands still holding your sides, thumbs brushing over your skin before speaking.
“What do you want to do?”
“I don’t know. I don’t think I’ve processed it properly yet.”
“That’s okay, I’m not going to rush you.” He tells you softly, pressing the back of his hand against your stomach. “I just want my girl to be happy.”
ྀི You smile, wrapping your arms around his neck as he pulls you into his lap.
ྀི His hand almost immediately slips under your shirt, his calloused fingers running over your back in soothing motions.
“I’ve got you…”
ྀི You tear up, Damon’s comfort always brings you to tears, no matter what the conversation is.
“Fuck sake… I only just stopped crying.”
“Sorry bun, can’t help but comfort you though.” He mumbles against your hair, a small smile gracing his lips as he takes the moment in.
“I’m kinda scared…” you admit.
“Yeah, it’s a scary situation. But I’m here, always.” He pats your stomach gently as he speaks, it’s his way of reassuring you that he means it.
ྀི There’s a long moment of silence between you two, your head resting against Damon’s chest, listening to his heart and Damon’s hands rubbing over your skin as you both zone out.
ྀི After a while, Damon speaks up.
“You’d be a good mum…”
“You want to keep it?”
“Well… it’s your choice. But yeah, I think I wouldn’t mind that…”
Notes - why have i genuinely been working on this for two weeks? Am i okay? Anyway, pregnancy headcannons…? Anyone…? :)
content: missy's friend!reader. age gap(r is in her early 20s). pervy!dilf!damon??? oral sex(r receiving). insanely fucking mid but really dgaf rn im sorry💔. this is genuinely some bullshit💔💔.
◟ 𖦹 Dilf!Damon, who meets you for the first time when Missy is staying home for the summer. He was as nice as she described him, coming off as a nice, older man—attractive, but you wouldn’t tell Missy that.
◟ 𖦹 In the morning, Missy goes to the kitchen—Damon cooked breakfast—while you were in the bathroom, so when he steps into Missy’s bedroom, he didn’t expect to see you changing, in the middle of sliding your shirt off. He immediately backs out, quickly apologizing.
◟ 𖦹 “Shit, I’m sorry. Missy told me you were in the bathroom—”
“No, it’s okay,” you say, sliding your shirt on. “You can look.”
◟ 𖦹 He steps inside, holding a basket of clothes to his side—he washed her clothes for her the night before and needed to put the basket in her room. “I should’ve knocked.” You shake your head reassuring him that it’s fine; you knew he didn’t do it on purpose.
◟ 𖦹 Dilf!Damon, who has the moment repeating in his mind. He hadn’t seen you naked at all—you’d had your bra on. He couldn’t stop thinking about it, however. Guilt bubbles in his gut, mixed with small arousal. He feels terrible for thinking like that because you were Missy’s friend, but he didn’t miss the way you looked at him when you met. It reminded him of how his girls looked at him when he was in his 20s.
◟ 𖦹 He makes dinner for you two. Missy steps away to go to the bathroom, leaving you and Damon alone in the kitchen.
◟ 𖦹 He murmurs your name. “M’sorry—about earlier—”
You shake your head. “No, stop apologizing. It’s not like you walked in when I was naked." He stammers, making you chuckle. "I'm joking. Thank you for being so welcoming, by the way. I have friends whose parents aren't so nice."
He furrows his eyebrows. "Nonsense. You're very polite. I have no reason to be mean." He curses himself mentally as arousal bubbles in his lower stomach when you smile.
◟ 𖦹 He pushes those thoughts out of his mind until it keeps him awake past the time he should be. You wake up in the middle of the night, hearing the noise of movement in the kitchen. You push yourself from your spot in Missy’s bed to quietly step into the hallway and to the kitchen, tugging your bonnet off and letting your hair fall over your shoulders. He wears baggy sweatpants and a t-shirt as he moves around, preparing a cup of tea. He notices your presence as you step inside. “Tea?” You shake your head. He hums. “Couldn’t sleep?” You shrug. “Get a cup.”
You step in front of the counter to reach for a mug. He realizes that it’s just out of reach and walks behind you, grabbing the cup for you. He didn’t mean to press behind you like that, his warmth spreading to your body. “Sorry,” he mutters as he starts to make tea for you.
◟ 𖦹 Damon catches you staring at him; it makes his lips twitch into a small smile. "What?”
Your eyes widen. “What? I didn’t say anything.”
“You’re staring.”
“Sorry.”
“S’alright. Y’know, you remind me of the girls when I was your age.”
“What do you mean?”
“Nothing. You don’t hide it well,” he chuckles as you glance away; heat settles inside your body. “Do you always stare at your friends’ dads like this?”
“Why are you saying it like that?”
“How am I saying it?” He’s leaning closer than he needs to. Your stomach aches softly, your breath becoming ragged. Heat spreads to your face, lips curled into a bashful smile as he sets his cup on the counter, glass clinking against the surface. His hands cup your hips to keep you close.
◟ 𖦹 Dilf!Damon, who helps you sit on the counter to bury his face between your thighs. He knows he shouldn’t, but when you let his slide your shorts down, moaning his name softly as his tongue drags along your slick slit, he can’t stop himself. His fingers dig into your thighs, keeping them open around his head, and allowing him to push his tongue into your glistening entrance, walls clenching around nothing.
◟ 𖦹 Dilf!Damon, who pulls away, dick straining in his sweats, to remind you to be quiet when you get too loud. You bite your lip and nod, humming when his tongue drags along your folds again. He’s kissing along your pussy, pulling away with loud pops that have heat simmering through your body. He angles himself so his nose purposefully rubs against your aching clit, your hips bucking into his face. He groans, making you squirm more.
◟ 𖦹 Dilf!Damon, who has you cumming on his tongue in minutes while you're moaning into your palm. He laps at your pussy through your orgasm, letting your thighs close around his head. He drags his tongue slowly to feel you squirm as sensitivity eventually sets in, and you’re pushing him away. “Damon,” you whine. “No more—”
◟ 𖦹 Dilf!Damon, who shushes you, his tongue pressing against your sensitive clit, and his fingers prodding your entrance. The sensation causes a dull ache to spread along your lower body, your thighs tensing around his head. He listens to your whispers as his fingers push into your cunt, groaning at the way your walls stretch around his thick fingers.
He's laughing at the way you struggle to stifle your moans. He pumps his fingers into you faster, glistening every time he pulls them out. Your hips buck into his fingers and mouth, tongue still lapping at your overstimulated clit.
◟ 𖦹 Dilf!Damon, who pulls away after you cum around his fingers. He sits up, but you pulled him forward, hands tugging at his sweats, his hard bulge visible. He shakes his head. He sent you back to Missy's room before she noticed you were gone.
◟ 𖦹 Dilf!Damon, who doesn't mean for it to happen, but he lets you suck his dick the next time you come around. He eats you out later that day. He feels incredibly guilty; he knows you do too. If Missy found out, she’d be upset with both of you, so you try to stay secret. If you beg him enough, he might get over his fear of phones a little and buy a small flip phone so that you can call him while you’re busy. You rarely see him without Missy being there, except for the few times Damon convinces you to see him.
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content: erectile dysfunction. age gap. fingering. cockwarming. somnophilia? pnv sex. slight choking. not that long bc i didnt even know what to do lowk. yall idk idk.
You stepped into your apartment, greeted by movement in the kitchen and the scent of warm, delicious food. Damon told you he would come over the day before, but, being busy due to work, it slipped your mind. You walked into the kitchen, the aroma growing stronger to your nose. Damon glanced at you, lips curling into a smile. "How was your day, love?"
You groaned, you reached your fingers around your silk hair tie, tugging it down, your curls falling over the sides of your face. "Bad. I'm exhausted.
He stepped away from the stove and stood in front of you. His hand cupped your waist. "What's wrong?"
"First, my boss is trying to make me come in on my off days, I was tired all day because I couldn't sleep at all and got yelled at like all day, and my fucking braider had to cancel on me so I can't get my hair done," you hide your face in your palms.
Damon grabbed your wrists and pulled them away. He cupped your face, making you look up at him, his palms warm from cooking. "Why don't you go take a shower? Then, we can eat dinner and watch TV."
You sighed. "Okay."
✦ Damon sits on the couch with you afterward, watching TV together. He rests his hand your thigh, softly rubbing the skin. You're trying to focus on the screen, but his hand is sliding up your thigh before returning to its original position. You squeezed your thighs around his hand to ease the heat between your legs; he doesn't say anything, gripping your knee.
✦ He knows what he's doing, a sly smile faintly painted across his face. His jaw clenches when you repeat his actions, gripping his thigh until you cup his dick through his pants.
✦ You get frustrated after holding your hand there, and he remained soft beneath his jeans. You leaned away, folding your arms over your chest. Damon glances at you, irritation written over your face.
✦ Damon’s almost sixty; he knows he won’t be as active as you, and that he won’t be able to get it up all the time.
✦ You get ready for bed afterward. He's brushing his teeth while you're already in bed, scrolling through your phone for a bit before putting it on the charger and setting it aside. He sits against the bed frame. He mutters your name, watching as you put your curls up
You paused. “Yeah?”
“You’re not mad at me, are you?”
“Why would I be mad at you?”
He could hear the faint attitude in your tone. "I'm sorry; I'm old, sweetheart. I can't get it up all the time."
"I know that,” you reached for your bonnet on the bedside table.
Damon’s arm wraps around your waist, pulling you toward you. His lips trail along your shoulder while his hand grips your inner thigh. His fingers press against your clit through your shorts, hips jerking at the abrupt pressure against the nub. You’re glancing at the wall while he stares at your face, eyes dark with lust. “Damon,” your fingers wrap around his wrist. “I have work in the morning.”
“I know,” he mutters against your shoulder as his fingers continue to rub your clit, walls clamping around nothing. “I won’t keep you up.
✦ You’re lying against the soft sheets, underwear discarded while Damon’s fingers dip into your cunt, glistening with your syrupy slick. Your lips are parted, soft moans spilling from them at the sensation of your walls clenching around his curled fingers. He leans above you, lips attached to your neck, sucking and biting the skin. Your hips buck into his touch when his palm presses against your clit, easing the light ache in the nub.
“Good?” his lips brush your ear. Your thighs close around his hand, heat setting in your lower body. You're barely able to bring yourself to nod, lost in the feeling of his fingers pumping into you quickly, but you didn’t have to say anything for him to know—he’s satisfied from how your walls close around his fingers.
✦ Your walls flutter around his finger, knuckle deep as you cum, eliciting soft moans of his name while you tug at the sheets. His fingers continue to dip into your cunt until you're squirming, whining that it’s too much as his palm still rubs your sensitive clit. He pulls his hand away to cup your waist.
You glance at him. “You don’t want me to—”
He shakes his head. “No, you should sleep.”
Your eyes furrow. “But. . . are you not—”
“No, go to sleep, love. You have work in the morning,” he starts to pull away, but you’re leaning into him, gripping his wrist, and keeping him close to you.
✦ His arm around your waist keeps your back pressing against his chest as he buries his face in your neck, his soft dick stuffing your cunt, walls clenching around his length. You’re trying to relax and ignore the warm arousal at swirls along your lower stomach, eventually settling as you feel Damon fall asleep behind you. Your own eyelids grow heavy until you copy him.
✦ Damon wakes you up in the middle of the night, groaning in your ear. You register the intense warmth pooling between your legs before you realize he’s rolling his hips against yours, hard dick pressing deep inside you. His warm fingers rub your clit slowly, hips bucking into his touch. He can tell you’re awake but doesn’t say anything. Instead, he pulls out halfway before sinking into you again, pulling soft moans from both of you in response.
Your nails grip the sheets as he pushes into your cunt at a steady pace, rolling his hips every time your walls clamped around him. He slides an arm beneath your head to reach and grab your clothed breast, the warm palm kneading the flesh. He’s groaning at the feeling of your warmth every time he sinks back into you. He’s so deep in the feeling that his fingers on your clit grow sloppy, focused on bullying his cock into you.
✦ Your legs are folded over his forearm, knees pressed to your chest as his dick slides into your cunt at a quick pace, the room filled with skin clapping and your moans. The new angle allows his dick to push deeper inside you, your thighs starting to quiver while your lower stomach tenses, knotting quickly.
"Damon—fuck," you release a broken cry, his forearm pressed tight around your throat. He kisses his temple softly despite how his dick is ramming into you. Every time his dick brushes that small spot, sharp waves of pleasure run up your body, leaving your back arching against him. Your breath is shoved from your lungs, not to mention the way his forearm squeezes your throat.
“S’what you wanted? Fuck—squeezing me,” he grunts in your ear. He continuously brushes that spot inside you that had you gushing around him, your walls spasming as he fucks you relentlessly through your orgasm. You gasp, body tensing, thighs shaking in his hold. “Yeah, cum for me, sweetheart. Shit.”
His pace grows erratic, slamming into you harshly, and rolling his hips against yours. He pulls out, cumming on the back of your thigh with a deep groan. “Fuck, fuck,” he lets go of your legs, letting them lie against the mattress. You’re both panting; his hand slides from around your throat while his other one grips your waist. He leans to kiss your shoulder. “Go to sleep, love. You have work, yeah?”
Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.
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Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.
✓ Live Streaming✓ Interactive Chat✓ Private Shows✓ HD Quality✓ Free Actions
Free to watch • No registration required • HD streaming
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