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anyaeras · 1 year

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Sugar mommy || E.Olsen

Pairing : Sugar!mommy Elizabeth Olsen x y/n

Summary : Y/n was hanging out with their friends late Friday night, they may have got a little too tipsy and was convinced to sign up for a sugar mommies website...

Warning : Smut (at the end) They/them pronouns, AFAB!reader ,Top!Lizzie , Bottom!Reader, Blow!Job , dick!riding , Pet!names, Alcohol. Legal!age-gap

Masterlist My Server Part 2

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It's been one hell of a week, y/n works hard in their classes while attending NYU, they had to without good grades there was really no point of all of this money and effort they worked so hard for, y/n was far from rich and had to work a lot harder than others to get where they are, yet after a long week of work y/n had no problem going out to relax with some friends.

It's now Friday night, y/n was slipping into a cute comfy outfit, they had received a text from one of the closest friends about an hour ago telling them the plans, which to be honest, it was just a normal Friday University kid night, they didn't plan on clubbing or going out, more so a hangout.

Y/n headed out their door, shutting off the lights in their tiny New York apartment before heading to the dorms on campus to meet up with their friend group.

"Hey guys" y/n made their presence known barging into their friends dorm being met with a few of their friends already there getting a movie ready along with some drinks, most likely for another drinking game.

"Hey y/n" Zack yelled from the living space as he sat down the drinks, they met during and English lecture earlier this year, and since then they just have gotten closer, Zack is the kind of friend that fits the "gay best friend" stereotype, but he rolls with it.

"So movie and drinking game again?" Y/n asked knowingly getting a "of course" from Zack as the others piled into the living space, everyone took their spots, obviously, the couples in the group got "ohhh and Eww" from the others as they tried acting cute, while the single friends all got comfortable on their own.

"so we are going to watch, a stupidly, cheesy romance movie, so if you cringe you take a shot, if you laugh you take a shot, if there's a dramatic, love scene, we all take a shot, and if you laugh you take two shots" Zack explained knowing the last one was completely targeted at Y/n, as y/n could laugh at anything. Plus everyone enjoyed tipsy y/n, even y/n enjoyed themself tipsy.

As the movie went on around 3/4 of the way threw they all stopped watching, more so getting into deep conversations with each other, yet what made it better was they were all tipsy and have had a bit to much to drink.

"Y/n of your so sick of working at that cafe why don't you get like a sugar mommy" Zack blurted out more so as a joke, not expecting y/n to give any thought about it.

"You think they have an app for that?" Y/n responded, thinking aloud before checking their phones App Store.

"Fuck- they do"

With that y/n still tipsy as ever downloaded the app, showing it to the group, causing an uprise in laughter from their friends at this silly behavior, but it didn't stop them. Going threw the click signing up process, and creating a profile with some of their better photos they laughed at themself scrolling on the app, showing profiles to their friends, absolutely oblivious to the fact that they accidentally clicked accept on somebody's profile...

The group started to clear out yet y/n stayed the night, being the only one who didn't live in that dorm building already. They chose to spend the night on Zack's couch, which Zack obviously didn't mind as his roommate was out of town.

(The next day)

Waking up y/n was going straight for the pain killers, the drinks they had last night are definitely hitting them this morning.

Looking on their phone y/n noticed a sticky note, placed on top of it with a message from Zack saying they had went out to meet with a family member for brunch.

Going with it, and moving on y/n grabbed their phone seeing a notification from a sugar mommy's app...that's when last nights events came flooding back.

"What the fuck" y/n butter to them self as they open the app to see a notification and a message from someone named Lizzie, their profile is a bit more private than others, but it was still verified and didn't seem extremely sketchy. It was a simple greeting which y/n made the decision to respond with their own greeting back.

The conversation continued between the two of them, and they agreed to meet at a nearby coffeehouse downtown, it was public, so y/n definitely felt safer with the idea yet they definitely need to head back to their apartment and get ready, I mean, if you're going to meet a sugar mommy you should at least look nice.

Getting dressed, and doing their hair wad when nerves were starting to get to y/n thinking about what the worst that could happened, what came to their mind wasn't about meeting a stranger. It was the idea of rejection. Trying to shake off those ideas y/n slipped on some cute dunks which completely match their outfit before heading towards the coffeehouse in town. Not before sending Zack a sarcastic goodbye message like something awful was about to happen.

Walking into the coffeehouse y/n was a bit early sitting down at a table more secluded in the corner scrolling on their phone for a few moments, it wasn't until a women about 5'8 dirty blonde hair sat down across from them did they look up.

"You must be y/n" The women y/n was meeting with stated, getting a nod from the younger one.

"You must be Lizzie" y/n responded feeling shy now by the older women's appearance, she was dressed nice and definitely held herself strong and confidently.

"Yes I am darling, so tell me about yourself" she asked

"Well I'm a student at NYU, I'm single and I'm a hard worker" y/n responded, starting to feel like this is more of an interview than anything.

"I like that, obviously we're here for a reason, I like having a sugar baby, I like having someone I can spoil and make my own" Lizzie got straight to the point, definitely catching y/n off guard for a moment as they regain their thoughts.

"Oh..yes I'm a college student and honestly I signed up for this because me and my friends were being stupid and made jokes but when I saw your profile, I honestly was deeply interested and now we're here" y/n rambled out getting a laugh from the other person there with them.

"Y/n, I'd like to really get to know you, along with helping you out. Your profile, and your personality right now, match exactly what I'm looking for" Lizzie explains as she pulled a contract out from her purse.

"Due to my line of work we have a privacy contract, of course I'll let you read it over, but y/n I really like you, and really hope you will agree to be my sugar baby" Lizzie explained letting y/n have the contract read over.

"My personal number is on the contract. Feel free to message me whenever you'd like or if you need anything, I'd really like to get closer with you" Lizzie said as a goodbye, not leaving room for y/n to say much, as she got up leaving the information with the younger girl.

Y/n packed up their items and took the contract back to their dorm, sitting down on their bed going over it, honestly they were ready to sign they had nothing to lose, but they wanted to have some fun first, texting Lizzie using the number on contract.

"I've read the contract, I'm wondering what you really want with me" y/n was feeling blood sending this message setting their phone down next to them, not expecting Lizzie to answer so fast.

"I won't someone to be mine, we'd be exclusive in a semi-romantic relationship, do you understand? Was the older women's reply. It was straightforward which was becoming common for the strange women.

Y/n wasn't fully sure what they were signing up for, but that picked up a pen and signed the contract sending a photo of it to Lizzie, more so excited to see if the women would give y/n the satisfaction of a reaction.

"So eager are you" was all Elizabeth responded with.

"Only for you" y/n flirted back getting a demanding message back from Elizabeth, asking for the younger ones cash app, sending y/n some pocket money, well $10,000....

The amount caused a Yelp from y/n, they've never received that much money. Y/n knew they were signing up to be a sugar baby, but they didn't expect it to come this soon.

Y/n texted a thank you to Lizzie getting a "you can pay me back" and a winking emoji from the other one, it took a moment for y/n to realize what Lizzie meant, sending a dumb emoji to reply.

Y/n honestly didn't realize how much they wanted this women, her validation was new for y/n. Which it was odd yet it was now 8pm and y/n sent the message to Lizzie

"Come over" the short message was enough for Lizzie to ask for the address having her personal driver take the women to y/n's off campus student apartment. It was much smaller then Lizzie was used to, but Lizzie wanted to see this girl, she was falling for this young college student ready to make y/n her own.

Waking into the apartment, y/n opened the door for Lizzie, yet she was right on it, Lizzie flipped y/n around pinning them to their own door.

"Did you mean it, you signed the contract?" Lizzie asked, and when she got a nod from y/n Lizzie went straight to kissing the younger one. Holding y/n in the kiss till they both were gasping for air.

"I've wanted you sense I saw your profile baby" Lizzie said almost in a whisper to y/n, pulling y/n to the couch in the center of the living space, sitting down both of them were now facing each other.

"Y/n im not sure if you know who I am, I want you I really do, and now you've signed the privacy contract, I want us to continue a sugar mommy relationship, do you understand that, I need your consent and your cooperation" Lizzie said being completely serious with y/n

"Lizzie, I don't care about all that, I want you, your personality is enough to have anyone on their knees for you oh my and don't get me started on that a-" y/n was cut off by lizzie attacking their lips pushing them onto their back now laying on the sofa. Lizzie moved down keeping her control as she left marks on y/n's neck, Lizzie's hands moved under y/n's shirt making sure to check if everything was alright was y/n. Seeing y/n quickly removing her clothes caused Lizzie to smile, seeing y/n all submissive and ready for her was definitely a turn on.

"Y/n im here to help you, in more then just financial ways, I'm gonna help you let go is that okay honey" Lizzie asked bringing her hand up to cup y/n's cheek rubbing her thumb on their face a way of reassurance

Lizzie sat down pulling y/n on top of her as y/n sat down they felt the bulge under Lizzie's nice pants, cause a light whine to fall from y/n's lips.

"Do you think you could take mommy's cock" lizzie asked softly in y/n's ear watching as y/n responded with rapid nods, being ever so eager for the older women.

Lizzie let her hands roam over y/n stripped body reaching in between her folds collecting the younger girls juices, realizing how needy y/n really was. Lizzie patted y/n's thigh to prompt them to stand up, as the women took her turn stripping down to only her lacy bra and the strap she was packing.

"Come here baby" Lizzie guided y/n to slowly sit down on her decent sized cock, letting the smaller one adjust to the size.

"Look at you so good for me, why don't you give me a show princess" Lizzie praised prompting y/n to ride her cock, and that just what y/n did slowly the college student rose up before pushing themself back down on the fake dick, causing a high pitched moan to slip from their lips. Lizzie started to reach out putting her hands on y/n's hip as she met their trust half way, y/n was screaming out moans as the trust got harder, the sound of sex filled the room, lizzie in attempt to bring y/n closer to their climax she started to suck on the younger ones sweet spot, y/n's reaction made Lizzie moan as y/n jolted backing the other part of the strap to hit Lizzie's clit just right now giving the older women more pleasure.

"Fuck y/n you're doing so good for me, you can let go" Lizzie encouraged as she watched y/n getting closer, their bounces we're getting more sloppy and their moans were more squeaky and like that Y/n had reached their orgasm, as they came hard around Lizzie's cock.

"I-I made a mess" Was the firsts thing y/n pointed out, which gave the older women an idea.

"Clean it up then" lizzie said pulling y/n slowly from the cock as y/n was sensitive still from their orgasm, not giving y/n much time as She pushed them down to their knees in front of herself, wrapping her hand into y/n's now messy hair pushing their mouth down on the cock which was still laced in y/n's cum, watching y/n's head bob on the dick was everything to Lizzie, as the pushes rubbed on her own clit making her moan loudly.

The older women now chasing her own climax was pushing y/n down roughly, watching as tears fell from y/n's face, lizzie reached down with her free hand to pull on y/n's tits a bit, just to pull a vibrating moan from the younger one, yet as y/n continued Lizzie kept getting closer finally snapping as she came herself with a loud groan.

After a moment, lizzie released her hold on y/n standing up to discard the strap she was wearing before laying back on the sofa, pulling y/n into her lap keeping the college student close to her.

"I think this arrangement will work out just fine" Lizzie muttered as she watched y/n slowly drifting off.

....PART TWO?

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A/N - it seems the reader doesn't really know who Lizzie is yet, i'm quite excited to take the story into more depth.