The Sugar Baby (Chapter 2) (Patreon)

As much as I was relieved to be out of that horrible place, and how happy I was to have done it so spectacularly, I couldn’t help but worry about my money. If my Mom found out I quit I would be absolutely done for, since I’m responsible for my own schooling. Since it’s just my mom and I we have always been a little tight on money, my mom worked two jobs for a long time just to support me and make sure I had a normal childhood. She didn’t need to, but she wanted me to do things like Dance, softball, guitar lessons, etc. It wasn't until high school that I realized how much effort she put in, and how ungrateful I was. I promised to her then that I would save the money for my tuition, so she would only have to work the one job. So I just really fucked that up. The only thing I thought to do was call my best friend Amber. She let the phone ring for quite some time, before finally picking up. 

Amber: Hey Jo, what's up?

Joanna: Amber, I quit my job.

Amber: Oh my god yes!! Finally! What did you say tell me everything!

Joanna: Well, my manager wouldn't let me go to the washroom so I just…peed on the floor and told him to clean it up.

Amber: Holy shit, in front of the whole restaurant??

Joanna: You bet! Haha

Amber: Wow that is some some badass shit bitch, I’m so proud!

Joanna: Thanks, it was pretty awesome, his face was priceless. 

Amber: I bet, I’ve done some crazy shit to stick it to someone but never pissed myself, I’ll be sure the try that next time.

Joanna : Ahaha, I better hear about it when you do! Now I’m just worried about money though.

Amber: Jo don’t worry for a minute. I have something you might be interested in.

Joanna: Oh yeah? What is it?

Amber: Have you ever heard of a sugar daddy?

She must be joking. 

Joanna: Um...yeah like an old man paying for a woman to love him?

Amber: Kinda, but not that extreme. So I have been meaning to tell you but I’ve been seeing this guy lately as his Sugar Baby. Pretty much we meet up 3 times a week, he takes me out for an nice meal, we’ve gone to shows, movies, plays, lots of stuff, and then at the end of it pays me for my company!

Joanna: Don’t you have to like, sleep with those guys?

Amber: No not at all! I mean, I flirt and am a little touchy but honestly these guys just want some company, and a pretty girl on their arm for appearances. The guy I’m seeing is a total gentlemen, late 50s, his wife died a couple years ago and doesn’t really feel like dating again but misses the company and going on dates.

Joanna: I feel like I’d be taking advantage of them

Amber: Nooooo Jo it’s not like that at all, they want your time, you’re providing it! Here. I’ll link you the website I used and you can try it out, if you don’t like it that’s fine! But good luck finding a job right now, all the summer jobs for students were filled months ago. Not to mention this is way better than serving or retail.

She was right. Every student in the city had to find work, and if they didn’t already have a job they found anywhere they could and filled the spot. Nowhere was hiring. 

Joanna: Thanks Amber, I’ll look into it.

Amber: You’re hot girl, post a picture of your ass and the millionaires will be messaging you in no time.

I chuckled, I did take a lot of pride in my health and body, and I worked really hard to have a nice bum.

Amber: Talk soon, bye!

She hung up and I got the link from her right away. It was a website called “Seeking Arrangements”, which sounded classier than I expected. I threw together a quick profile under the name ‘Dani’; I was a big Game of Thrones fan and had blonde hair like Daenerys, plus the thought of being called that name gave me some sort of confidence. My profile picture, inspired by Amber, was a nice picture of my body facing away, with my head turned looking seductively at the camera. Of course, my ass was in full view. After uploading a few more pictures and writing a little bio, I saved and closed the website. I decided I should sleep on it, and the next day decide if I had wasted my time. I hope I didn’t pee my pants only to walk back there in shame begging them to hire me back.

The sun shined through my window indicating to me that I had slept way longer than I had anticipated. My mom obviously didn’t bother me as I had said I was sick, but it looked like she had snuck in and taken away my dirty laundry.

I opened up my phone and logged onto Seeking Arrangements. My eyes widened and I let out a quiet “Holy shit”, as 58 messages had been sent to me since last night. I clicked the mail envelope and started scrolling through. There were instantly a few creeps I could rule out, and I saw more requests for feet pictures than I ever thought I would get in my life, but after almost thirty minutes of sifting through I found someone who really caught my interest. He was early forties, really handsome in a rugged and intelligent kind of way, plus he had a net worth in the multi millions.

He wrote to me:

Dear Dani,

My name is David, I am the CEO of a very successful web and app development and consultation company (won’t name which) and your profile really peaked my interest. I am looking for someone such as yourself to join me in my lifestyle. 

This would include of course meals at beautiful restaurants, theatre, traveling if you feel comfortable with doing so, and so much more. 

To be messaging you on this site does come with the stigma that I am looking to you for a sexual relationship, but I will say right now that sex is not on my mind with this arrangement. 

However, your salary will vary based on the participation in what some people might consider an odd task. If you chose not to, and would rather just enjoy the each other’s company, then I can ensure you a $10,000 a month salary on top of gifts, and all your bills paid for. If you choose to participate, then that salary will become $50,000 a month on top of gifts and bills, plus bonuses for goals hit based on the task.

I would love to meet with you, and look forward to hearing back from you.

Sincerely,

David

I sat contemplating for several minute, before saying “fuck it” and writing back.

Dear David,

Your offer is very generous, and I’m curious about this task you speak of. Name a time and place and I can meet with you tonight.

Talk soon,

Dani

He replied almost immediately, saying we could meet at 7:30 at what of course was the most expensive restaurant in town. I replied to exchange phone numbers, and logged out. I was excited, nervous, and felt a little guilty all at the same time. Honestly, that was a lot of money just hang out with a pretty handsome, not to mention successful older man. One month with that guy could pay my tuition for years, and that was even before we included his little task. That could set me up for a long time, and it probably was something as simple as walking around barefoot at his mansion so he could stare at my feet. That would be a breeze!

Mom: Oh, so you’re up now?

I quickly turned around to see my mom standing in the doorway of my bedroom. She was cross armed and obviously annoyed, but then again when wasn’t she annoyed with something. 

Joanna: Yeah, I really slept in didn’t I?

Mom: You sure did, come on downstairs I made some pancakes. 

Joanna: I’ll be right down, thank you!

Mom: Mhm, oh and when you get down maybe you could explain to me why there was pee all over your dress and underwear last night?

I froze and blanked, but she had already started walking to the kitchen.I should’ve known better than to leave that lying out, now what…

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This story was written by Yesyouneeddiapers
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