annie ౨ৎ

“baby, you’ll give me a big head with all this attention,” he murmurs on one of his nights off. he’s lounging on his couch, one arm resting against the headrest and the other wrapped loosely around your waist.

you’re straddling his lap, hands buried in his graying locks and lips peppering loving kisses along salt and pepper stubble, nosing the area occasionally. you giggle against his skin, pressing a kiss to his cheek before answering, “good. you deserve it.”

you’re his sweet little girlfriend who adores every inch of him, kissing him any chance you get, having your hands on him in one way or another (interlacing your hands at the grocery store, linking arms while walking, you name it. you’re on him.)

he loves it.

he’s just as obsessed with you, too. he watches with rapt attention when you apply your skincare and makeup, especially your gloss which shines against whatever light hits them. he has to resist not kissing the sweet stickiness off your lips every time. sometimes he fails, earning a giggle and whine from you that you’ll have to reapply it.

“honey, i think i’m way past the age of saving my wrinkles,” he murmurs, amused as you spread a moisturizing cream all over his face, gently massaging the product into his skin.

“oh, hush and let me do my thing,” you huff, one side of your mouth tugging up but you remain concentrated.

“yes, ma’am.” he grins.

he loves seeing you get all dolled up for him when you’re going on a date.

his brows raise as you smooth out nonexistent creases of a pretty little dress you got that hugs your figure in a way he thinks should be illegal. it makes him wonder how on earth he managed to snag a pretty thing like you, getting all dressed up for his old ass. hell, he’s old enough to be your father. 

you have no business dating anyone but in your age range and here you are, with him. he advised you against it when you first batted those pretty lashes and complimented him at the bar you frequented so often with your friends. but you stood strong, making your interest loud and clear. and who was he to deny a pretty girl he’d been eyeing all night?

“my baby gets dressed so pretty f’me,” he murmurs lowly, hands landing on your waist from behind as you look at yourself in the mirror, leaning down to kiss the juncture of your neck. “‘m a lucky man.”

you smile in the reflection, leaning back in his embrace. “mmm, maybe you’ll get luckier later,” you respond cheekily.

and boy, does he. he doesn’t know what he did in a past life to deserve you, let alone how you pleasure him.

“am i being good for you, jackie?” you pant from above him, thighs trembling around his hips as you bounce atop his thick cock. you mewl every time his head pressed against your cervix.

“so, so good, baby,” he grunts between clenched teeth, hands clutching your hips so tight and guiding your movements, you won’t be surprised if there are handprints tomorrow. “my sweet girl rides me so well.”

your walls flutter around his pulsing cock from his words alone, moaning in delight. you can feel the ridges of his veins every time you sink down atop him.

“is it good, baby? my cock making you feel good?” he asks. because sometimes he has to. he needs to know he’s making you feel as good as you make him. you give no indication that it’s anything but, but he still yearns to hear it from your lips.

and because you’re an ever-loving girlfriend, you of course let him know. “mhm! mhm, s’good, jackie!” you mewl, head thrown back as you ride atop him. “y’fill me up so good! feel you in my tummy!” your thighs start to burn but it doesn’t seem to deter you.

he groans at your words, balls tightening as he feels his orgasm fast approaching. sweat rolls down his temples and he tugs his lower lip between his teeth. “‘m about to cum, sweet girl,” he warns you with a grunt. “you close, too?

you nod frantically with a broken moan, your muscles aching and jack can tell, rutting his hips upwards to aid in your faltering pace.

“let go, baby, i’ve got you,” he murmurs lowly, gripping the fat of your ass tightly as he lifts you and bounces you on his cock repeatedly. “need you t’a finish for me. let me feel it.”

you nod again, bottom lip pulled between your teeth. with a final thrust, your pussy clenched around his cock like a vice and your vision goes white. you fall over the edge with a shrill moan of his name.

jack soon follows (how could he not when your pussy is squeezing him so tight like that?), spilling hot ropes of gum into your waiting walls, groaning softly as his balls twitch. he feels your body trembling above him and he’s quick to catch you as you collapse onto him.

“atta girl, sweetie. y’did so good,” he praises in your ear, one calloused had rubbing you back affectionately while the other runs through your hair.

Inch one was just pressure. His hands stroked your hair out of your face, stubble rough against your ear as he whispered "You gonna be a good girl for me? You gonna take all my cock in this pretty pussy?"

What a tease inch two was. He held his postition there for a beat while he kissed your lips and then rocked his cock back out. Then back in. His girth alone was a lot but you had six more inches to take.

Inch three started to feel good, his sheer size stretching at your sensitive walls. Instinctively you clenched and Jack felt it. "Fuck, so tight. Keep them legs wide for me baby." He grunted as his hand came down to the inside of your thigh, softly keeping them apart.

Oh but inch four had you gasping. Only half way and you moaned into his ear, praising him. "Oh so good Jack-fuck."

Tingles in your lower tummy is what inch five gave you as he slowly dragged his cock through your folds. That familiar build up starting right at the pitt of your stomach, your pussy pulsing for more.

"Jack!" Inch six had your toes curling, your lungs gulping the air that you both shared.

Inch seven and you were biting into his neck, his weathered skin salty but still soft on your tongue. Gifting him your hums of pleasure, you sucked a generous love mark in your place.

And finally - inch eight. You were seeing stars, your pulse vibrating through your body as you opened your eyes again. Your fingers fisted at the back of his head tugging at his curls, your body relaxing into him.