Maggie's Many Slutty Tasks - Task #1

Introduction

To start with, let me just say, the first task wasn’t as amazing as you may have thought it would be. Last we left off I was completely naked, in an airplane bathroom, with a stranger sitting a few seats over from me, about to live the wet dream he’s had since he was old enough to masturbate. They say that dreams that feel like minutes or hours may last just a few seconds in reality and in his case, his fantasy lasted a few seconds. Just barely pulling it out and touching it, I didn’t have to do a single thing before he started shooting cum all over my chest and stomach.

I’m not sure if that says something about me, him or both, but I’ll always remember him for being the fastest and most self-sufficient man to ever have a sexual experience with. So much so that he immediately left after he came, went back to his seat, put his headphones on and didn’t look at me or say a single word for the rest of the flight. I’d let you all know the rest of the details, sitting there pretty much naked, getting my bag and making my way through a crowd, groped, teased with the embarrassing uber ride home and sneaking past my half-awake parents without the realizing I was walking in the way I was dressed, still smelling of the cum of the stranger on the plane.

Honestly, none of that is important, what’s important is the future, and this written record of what is about to happen. I’m writing this to strangers that don’t even know me, strangers that will probably masturbate to the thought of the many things I want to do and the things they suggest I do, to find new sexual experiences, share my arousing humiliations and exciting public escapades. That’s right, I’m talking to you, and for the rest of this book, I’ll be asking you and others, what slutty new task they want me to try.

Now I know I said, the airplane was the first task, but just to make this fair and since it wasn’t that exciting, let’s start this book with the true first task.

Task #1 – Masturbate While on the Phone

Now I actually put some thought into this one before I actually did it. I had to call up Disney about making reservations for my sister’s trip with her husband and new there were going to be times that I was going to be put on hold. My weapon of choice was the vibrator one of my Patreon followers got for me, later though I really want a vibrator that’s sound reactive, but this is all I had for now. So, the game was, every time I would be talking to a person the vibrator would be on its lowest setting and when I would be on hold, it would go to high.

I made sure to do it late at night with my parents asleep, even with the door closed and locked an unwanted knock would have ruined the mood. Not to mention the awkward questions, I mean, I think in my mind, my parents don’t believe I’m sexual at all, that I’m so pure that I don’t even masturbate or even think of sex. That’s just a long an awkward explanation in itself, but to sum it up for those that don’t know me, my parents are super religious, conservative people, who probably think sex is only for making babies. They aren’t bad people they’d give you the shirt off of their backs to people in need, but aren’t that open minded to a lot of the things that have changed over the last decade.

Anyways, when the night finally came, my parents were fast asleep and I called up the 24/7 number to start planning their vacation. I got ready by stripping completely naked and getting myself comfortable in front of my computer at my desk, my vibrator all charged up and sitting by the keyboard about to have a fun adventure.

Ring! Ring! Ring!

I couldn’t help but start teasing my clit, waiting for the line to pick up, a recorded series of messages started asking to where I want to be directed to as I ran circles around my sensitive little nub and as I slipped my fingers down lower, I was already wet in anticipation.

“Hi this Mark with vacation planning, how can I help you today?”

That was my cue, and I started up the vibrator and brought it to my clit, even on the lowest setting it felt so intense, I wasn’t sure why I was feeling so sensitive, but it wasn’t helping.

“Hello?”

“Yes, um, sorry, I’m planning a vacation for my sister.”

I just started and my brain was already in a fog, and I know this guy wasn’t in the same room as m, but it almost felt like he was and I was sitting in front of him, completely naked, playing with myself as he was just trying to do his job. With each question, it felt like I was taking a drunk test and in a way I kind of was, drunk on arousal and lust.

“Do you know what hotel they would like to stay at?”

“Either the Polynesian or Contemporary, but I don’t think they would mind one of the smaller hotels from the 3rd to the 10th.”

“Do you mind if I put you a short hold to check the availability?”

“Um, not at all…”

The music started playing, “let’s get down to business,” I hit the button twice on the vibrator and it ramped up instantly to high. The tiny pocket rocket was becoming more rocket than pocket, sending waves of pleasure through my clit. The phone slipped out of my hand and hit the floor.

“This isn’t going to work.”

I should have planned ahead, gotten my hands free so I wouldn’t have had to worry about holding it. In my work bag I usually keep my wired headphones, a cheap pair that I won’t care if they broke or not. Don’t you just hate having to get up when you’re just comfortably naked and masturbating. So, there I was, headphones plugged in, Disney music playing and my vibrator on my already sensitive clit on high. I’ve always been one to enjoy edging, keep myself on the verge or orgasm, feeling it build and build. How good the pleasure felt, the frustration of stopping myself before each orgasm whether by taking the stimulus away or mentally holding myself off.

“Mmmm, mmph, mmph,” a few moans escaped my lips, but I didn’t care being on hold and with both hands free I could now tease my nipples.

“Hello, sorry about the wait, we do have availability at the Polynesian and All-Star Music,” I immediately stopped mauling my own tits and tried desperately to put the vibrator back on low, “there seems to be some static, are you near any electronics ma’am?”

If he only knew what I was doing, “just my computer, I’ll step away from it.”

“Do you have any discounts, annual passholder, DVC, cast member?”

“Um, cast member…” even on low, it was bringing me to a boil and I bit my lip to not make any noise.

I gave him my employee number and he put me back on hold. I wasn’t sure how much longer I was going to last with it on high and I wasn’t sure if the better idea was to just orgasm now or keep holding off. Either way I was about to make a choice, either I had to hold it off, or orgasm right here and I decided after not being able to cum this morning because I was late for work, I really wanted to. I love that feeling, the toe-curling pleasure when you feel your body tense and you’re about to crest in a blissful release and it’s on the very edge, about to go over and…

“Hi ma’am, we put the discount in for friends and family, you’ll just have to show proof and have a down payment for the first half.”

Shit his timing couldn’t be any worse, and even taking the vibrator away, I was too far gone at this point. If this orgasm was like jumping into a pool, I was already in mid-air about to get very, very, wet. My back arched, my toes pointed, my body tensed and before a moan escaped my lips as I bit down on my hand.

“Ma’am do you have a card for the payment?”

“MMmm, yes! Yes! Just a moment, let me get it,” I messaged my sister hoping she was still up, my fingers frantically typing as the orgasm rolled over my body, I didn’t know you needed a down payment!

I put the vibrator on the desk and it started making a loud noise so I grabbed it without thinking and put it on the soft material of my chair and started texting my sister.

“Hey sis, you awake? I need a card to make a down payment for the hotel…”

Please be up, please be up, fuck, the vibrator rolled between my legs and right up against the bottom of my pussy. I grabbed for it, looking for the button the tip rubbing between my folds, sending shivers through my body and nearly making my eyes roll again.

“Yeah, I was just about to get to bed, why are you up so late?”

“The card ma’am?”

Great now was I not only having an orgasm with a random stranger on the phone but also while texting my sister. Then even worse, the next message didn’t come from my sister, but, my brother-in-law with the card information for payment. I felt like I was sitting in a room with 3 people, naked and masturbating and the worse part was picturing their reactions.

“Here is the card number **** **** **** ****, expiration date **/** and the code on the back ***”

“Name on the card Ma’am?”

“Derek ******”

“I’m sorry ma’am but I need the owner of the card to give me permission and I’m assuming you aren’t a Derek.”

“I can three-way the call, just a moment,” three-way, I almost giggled to myself as I was about to have a “three-way” with a random stranger and my brother-in-law.

Ring! Ring! Ring!

“Hey, what’s going on?”

“Hey Derek, I can’t give them your card, I need you to, I have the planner on three-way so you can give him permission.”

I remembered the task while they were talking, but since I failed to keep up the speed, I set it to medium as punishment. I was the only one to blame for not coming up with more rules in case I came, or maybe I just didn’t want them to see how many times in a row I could make myself cum without getting caught. Now I wasn’t just on the phone with a random stranger but a family member who knew me, even if it was just an in-law. I was really thankful that he was the one talking now since all of my attention was going to keeping quiet and all the dirty thoughts starting to rise in my mind. There’s just something about thinking about the taboo that makes it that much hotter, don’t you think?

When I get turned on, I tend to be my own worst enemy, wanting things to get darker and even more risky than I originally planned. I decided I wanted control completely taken out of my hands for the rest of the talk, so I took a large bandage and tapped the vibrator in the middle and then placed it so that it was right between my slit and left it on medium. As turned on as I was medium was just enough to get me close but without making me cum at the moment.

Listening to them talk, I just felt like the invisible, naked girl in the room that no one noticed, that just happened to be masturbating. It wasn’t far from normal though, in life, my hoodie was kind of like my cloak of invisibility and no one really noticed me. A part of me kind of wish they knew, I mean a stranger knowing I’m playing with myself sounded kind of hot, even worse was my brother-in-law knowing about it seemed even hotter with how wrong it was.

I thought about accidentally sending a pic, letting a moan slip from my slips, opening up the blinds to add the extra fear of being caught by some rando on the street. The hornier I got, the dirtier my thoughts until I couldn’t help but imagined riding Derek, me sitting on his lap, ridding him and my hips took a mind of their own as I dry humped the chair.

“Oh, god,” slipped from my slips, I must have put too much pressure on the vibe and it went from medium to high.

“Everyone ok there?”

“Yup, yeah, everything’s good, just rolled over my foot.”

But it wasn’t ok, I was heading towards another mind-blowing orgasm and even worse, the vibrations and angle started pushing the small bullet inside of me and I heard stories of having to go to the hospital for lost toys. I ripped my panties off and pulled at the bandage. In hindsight I should have shaved before doing this as hairs were painfully yet pleasurably pulled from my body.

I felt the bullet slowly slip in and stuck two fingers inside of my pussy looking to pull it out and once I was able to get a hold of it, I felt a sense of relief until the tip hit a spot inside of me that I had never felt before. I clapped my free hand over my mouth, still holding onto my panties, I could smell myself so strongly off of them, feel the wetness over my mouth and nose. My devious mind took hold and took my panties into my mouth, gagging myself as I came. It’s hard to describe what I tasted, sweet and yet salty at the same time with a little sourness…I also didn’t realize how embarrassing it is to describe how my pussy tastes being that I’m tasting my own and how many people actually taste themselves…but it just turned me on more and made me feel every dirtier.

“Is there anything else I can help you with?”

“Not that I know of…Maggie?”

“Maggie?”

I was so lost in my orgasm that I was in a world of my own, that I had no idea how much time had passed with me being completely silent on the phone.

“She must have gotten disconnected.”

“Thank you for your time and have a magic day Sir.”

“You too.”

Just as quickly as it started it was over, I must have sat their reeling over the intense orgasm I just had, the euphoric bliss that followed and my panties sat in my mouth till the flavor was all gone. That was the end of my first task.