I’m not sure if this is the best or the worst thing about me, but I always push things as far as I possibly can. So last week when I got yet another message from a guy asking me if he could be my sugar daddy I responded the same way I responded to the other 750 guys who send me messages asking me to pay me for sex, I gave him my venmo and told him to put his money where his mouth was and send me something to prove he was serious.
I never expect anyone to actually send me money. I figured he would do what every other guy has done and disappear or tell me to go fuck myself. Instead, this guy paid me $25. It wasn’t a ton of money but it was the most money anyone has ever given me for no reason and it was enough to pay my bar tab that night so I was thrilled. Totally confused, but thrilled.
After he sent me the money he started asking me for pictures. Obviously, I’m not into that and even if I was my nudes are worth way more than $25 so there was no chance I was gonna send him anything. He wanted to know what he was going to get for his money, I let him know that he was getting an opportunity to “interview for the sugar daddy position”. I figured that was going to be the last time I ever heard from him but I guess that was a satisfying enough response because he asked me if I wanted to get drinks the following week.
I probably shouldn’t have agreed to meet him, but to be honest, I wasn’t totally sure if he was actually that much of a creep or if he didn’t just send me the money to call my bluff. If that was the case I was kinda into it, but I figured at the very least if we actually did meet for drinks it was probably going to be hilariously weird, and its not like I would’ve had much else to do, and it was a public place so really the worst thing that was gonna happen was that he was actually a total creep.
We were supposed to meet for drinks Monday night. I asked him if we were going to discuss my allowance on our date. I was mostly kidding but apparently, he wasn’t because homeboy actually started discussing how much money he was willing to give me every week and what he was going to expect from me in return.
It was super weird especially since what he wanted were really vanilla things that most women do for free, and he was a good looking guy so there really was no reason he should even NEED to pay for sex. I guess it’s just his kink, to each their own I guess. He started asking me to send him pictures, and once again I decided to see how far I could push things, so I told him I was going to need some sort of deposit on the sugar daddy arrangement in order to send him anything.
I seriously thought he was finally going to tell me to go fuck myself or something but instead, he started negotiating a price for me to send him pictures of my boobs. I told him I wanted $250, at this point, I just wanted to see how much I could get out of him before he unmatched me. I didn’t think he would actually seriously negotiate a price for a picture of my boobs, but we wound up settling on $150 for a picture on snapchat with no face and I wanted the money first because ” this wasn’t mamas first rodeo” (it totally was my first rodeo).
I basically shit my pants when he actually added me on snapchat and then venmoed me the full $150. He drove a hard bargain but one thing he missed during the negotiation process was the clause that said they had to be naked boobs. He must’ve been super surprised when he opened his snap chat the next day and found a picture of my boobs, completely covered by my t-shirt.
Probably not what he was expecting, but sometimes, when you play stupid games you win stupid prizes and I became $175 richer for doing absolutely nothing. Naturally, I haven’t heard from him since and as expected he blew off our date which isn’t really much of a tragedy, his venmo featured his full first and last name, which I looked up on facebook along with the city he told me lived in which is where I found all the pictures of his girlfriend. So not only is he a creep trying to pay girls money for sex he’s also cheating on someone so, to be honest maybe I was a little bit of a scumbag taking money from him but in the end, he did kind of get what he deserved.