sugar daddy jacob who met you on a random dating app because he was bored one night. jacob wasn’t really the type to participate in online dating. he believes that his charm is twice as compelling when the person he’s trying to woo is right in front of him. nevertheless, he gave in one friday night because he was in dire need of entertainment.
sugar daddy jacob who, after hours of swiping only left and very little right, came across a profile that drew his attention. all of the pictures were with your cat, with silly thick rimmed glasses over your eyes. everything about you screamed “nerd.” and jacob wasn’t known to be attracted to nerds. especially those who look way too younger than him.
even so, you were cute. way too cute. and from the pictures alone, it almost seemed like you were resembling more like the cat you were holding in jacob’s eyes. and he’s always had a soft spot for cute things like you.
sugar daddy jacob who wasn’t expecting the two of you to match immediately when he swiped right. but didn’t waste a second to start the first conversation. he immediately went with the “hey, beautiful” that he knows works with everyone. and it’s easy enough when he has the best pictures of himself in his profile. everyone will get what they expect. obviously. he’s not a fraud.
sugar daddy jacob who was immediately hooked by your pleasing personality. you were clearly the shy type as expected. you didn’t know how to respond to his flirty messages, but you tried. it was also very clear that you’ve probably never done this before. or maybe if you have, you haven’t done this a lot.
sugar daddy jacob who was confused at first as to why you were so gullible, but eventually took advantage of it because it served him a better purpose. you were always quick to send him pictures if he asked. even the naughty ones whenever the conversation will get a little heated.
that’s the cutest pair of panties i’ve ever seen in my life.
thanks! i have like 6 of these
would you mind sliding them off so i can see what’s underneath?
okay! but u have to send something in return bc this is like my 10th nudes and u haven’t even showed me urs
that’s not for you to decide, baby.
sugar daddy jacob who spoils you with everything else instead of actually showing you his dick. not because he’s insecure. but he just likes this little power play between the two of you. that you’re always so eager to please him no matter how hesitant you get. and that you know you have no say whether or not he participates with the whole sending nudes thing.
after getting your address, jacob would send a bunch of shit without ever telling you first. at first, they were all relatively innocent; that one action figure you’ve been dying to get your hands on, the textbooks you’ve been saying up for, the limited edition hardcover of the fantasy book that you really love. until the gifts turn into lingeries, vibrators, a small dildo to stretch yourself out, and a buttplug that you’re still scared to touch. he’s also not scared to send you a thousand bucks if you promise to send videos of you playing with your clit with the vibrating rose toy that he gave you.
sugar daddy jacob who finally set up a meeting because he couldn’t take it anymore. but he wasn’t the kind of gentleman who would take you out for dinner first, no. jacob drove to your address himself to pick you up after a business trip abroad, and he skipped all the “get to know each other” part because his dick was throbbing painfully in his pants that he could feel your eyes bashfully taking secret glances to it.
“i would offer you to touch it but i don’t want us to crash.”
“it’s just… a bit weird now. i’ve never seen it before so i didn’t know it’s that big.”
jacob can’t help but let out a scoff. he’s heard that so many times before. he’s never going to get sick of it.
sugar daddy jacob who didn’t waste his time shredding off your clothes and throwing you on his ridiculously huge bed. meanwhile, he stayed very much fully clothed and enjoyed the lewd contrast between the two of you. him covered up, you all bear and naked and cold underneath him.
he shamefully let his large hands squeeze your soft breasts, while his knee was slotted in between your legs and ordered you to grind your cunt against his clothed thigh.
sugar daddy jacob who secretly took out his phone when he made you flip over on your stomach to present yourself. he filmed the way you arch your back, the way you pressed your perfect ass right on his cock that was bursting through his pants, the way your cunt lips opened up and the way your asshole peaked out in between your cheeks when you spread your legs a little wider.
and when you looked back, you were horrified to see him with his phone out.
“jacob! you didn’t say anything about filming!”
“would you mind indulging me tonight, baby? haven’t i been treating you like a princess all month long? time to pay daddy back. don’t worry, i won’t share it to anyone. you have my word for it.”
sugar daddy jacob who took his condom off mid-fuck and shoved your dirty panties in your mouth when you tried to argue. he said something about “i’ll take care of you and our baby if i get you pregnant, princess. but for now, let me fuck it raw” while pistoning his hips and ramming his cock so far inside you, his belt slamming against your hips and leaving marks.
sugar daddy jacob who made you wear your glasses back again when he was just about to come. and he crawled on top of you to hold your head in place while he fucked his fist vigorously. “open your mouth, stick out your tongue,” he said, and when you do, jacob groaned so loudly as he painted your lenses with thick white ribbons, his hand still a blur on his crotch as he milked himself dry.
sugar daddy jacob who took pictures of you covered with his come. and he didn’t even let you clean yourself before he’s flipping you in a different position and doing it all over again.
a/n: for that one anon who wants icky jacob hcs. not sure if these are THAT icky but i cant stop thinking about sugar daddy jacob and i apologize. hes eating my brain