Confessions of a Bad Girl

I'm Edwina... but all of my friends call me Ed.

I've never been crazy for the nickname but it stuck to me when I was young, and now I just grin and bear it. Even better... I own it. Ed the Funny, Nerdy RedHead, the most noble of titles! I turned twenty-one over Spring and it couldn't feel any more liberating.

Ma has always been super supportive. She did her best as a single mom to make sure my siblings and I had everything we needed even if it wasn't always the best or newest things she could afford. She's a no-nonsense woman who works hard and takes no crap, and I think I got a lot of my personality from her. Ask her and she'll say we're nothing alike, because she could never be so sweet...

Anyways, Ma never told me she spent years saving up and penny pinching to make sure I started out right. She took care of tuition for my first year at Liberty University. It's a little community college with a big reputation for turning out underdogs who dominate the corporate world. Ma didn't even give me any crap when I told her I didn't want to look into Nursing or Business. I wanted to be a Writer. She smiled, nodded, handed me the check without a second thought and said, "That's my girl!"

It wasn't long at all before I was doing pretty well after leaving home. I skipped the campus dorm to move into a small apartment in walking distance with two other students. I landed my first job quickly by what felt like pure luck. To be honest, I totally lied on the application. I put in applications everywhere I could think of that happened to be hiring nearby my college. I never expected the security job out of all of them would call me back!

I work night shift security for a private, very secretive company that houses the most dangerous, high-tech and top-secret of items... oh, I'm kidding, though it is actually a warehouse. I would be the last person I would pick for security. I'm short, and otherwise highly unintimidating. My eyes and lips are too big for my face--my glasses don't help that, nor my little nose. I don't look like I could secure a damn thing.

The warehouse is mostly empty though. I was told it's really only here as a placeholder for... something--a new building or a shipment of metal, something that isn't ready yet. I think that's right? I can't remember exactly! The Supervisor didn't explain it too well, I was too busy focusing on the previous statement he made: 'Twenty-two dollars an hour'. I didn't really listen to anything he said about the warehouse after that.

On the overnight shift, the job of Security was to walk around to check all the dark shadowy spots, and keep the homeless people from sleeping in the loading dock behind the building. We are also tasked to keep the rowdy hormonal coeds from Liberty University from trying to sneak up on the roof. There's a bit of a fad at Lib-U, which is right across the street from the warehouse. It's kind of a tradition for the college kids to sneak up on the roof to get hot shots or videos with the school in the backdrop.

I met my new coworker the night I started... He's this amazing, gorgeous hunk of a guy who used to be in the Army. His name's Todd. Todd is tall, almost a full foot taller than I am. He could definitely be a model or movie-star. His hair is dark, and so are his eyes, and his complexion is flawlessly tanned--he's Latino, and not only is he gorgeous... he's also the nicest man in the world. My room-mates quickly began to refer to Todd as my "work husband". It's rare I didn't find a morning after work to talk about him when I got off and they got up. I mean, he could be my real husband if he wanted to--Todd is single-handedly the most amazing man I have ever met.

He's so smart, funny, and handsome... We had only been working together for a few months but if I'm going to be honest, I was one-hundred-percent in love with Todd. I always thought the love at first sight thing was kind of childish and overblown but when it actually happens, it really brings the world into perspective. Sure enough the very first night I met Todd I was smitten--head over heels in fairy-tale in love. I played it off and played it so cool, I don't think he noticed... but I wanted him to notice me so, so badly!

The longer Todd and I worked together, the more I grew to adore him. He's twenty-nine, so he's a bit older than I am. That sets off all these crazy sorts of impulses and desires, because it's not quite like a friendship with peers or others close to my age. I think all of his hot military background makes him even more mature than even most guys his age? I quickly realized that my insane attraction was very firmly seated in the lack of masculine presence throughout my life...

I had picked up a term from one of my wild child friends who had recently discovered a fondness for the BDSM lifestyle and was now in a happy D/s relationship with her long time much older boyfriend. Daddy... but not quite as in a platonic father figure. As in the hottest older stud prowling the streets, who could get any pretty young lady he told to bend over without a second thought, on sheer animal magnetism alone. Todd was so very 'Daddy.' A quick Google search confirmed that almost everything attached to this particular kink sounded like it was right up my alley.

For the most part, Todd and I became such quick friends it was crazy. We went out for drinks when we weren't at work or out into the city to hang out. Hell, he even invited me over to game night with his family! It's hard to explain, but anytime I was around Todd, I didn't feel so pressed to hide behind being the funny, nerdy girl.

I'm a bit of a bigger girl, and I'm not super tall. I'm five foot two and to be honest I'm not exactly a whale or anything, I'm just a bit... plump, I guess? While lamenting about my weight to my roomies, Dustin chimed in, "You aren't even fat though, Ed... you're thicc." Thanks... I guess?

It was a weird compliment to get from one of my roomies who happened to be dating the other one. Rachel didn't seem to care or mind the off-handed compliment while I whined about my inability to stay away from pasta and non-dairy ice cream. I've always been pretty 'thicc', ever since I was little. I hated it, no matter how much I worked out or counted calories.

I've always had these shapely thunder thighs, this round bubble butt, and these gigantic breasts. I tamed the little pouch of my tummy down, my waist was never out of control and I really do love my hourglass figure. I just hate the "extra plushness" and the roundness of my face. Around Todd... I didn't feel like he paid attention to any of that. I was more than an adorable, goofy little beluga whale to him. I felt like I could just talk to him and be myself. I didn't have to hide behind self-degrading jokes that established my existence as the funniest chubby red-headed chick in the world.

So yep, that's me in a nutshell. But enough about that. You're probably wondering what I really mean to get to, with this little confessional... I guess we should probably start the night he caught me masturbating in the surveillance room, right?

I had gotten sick at the beginning of the week. It was a nasty sort of head cold. The kind that put me down hard and confined me to my little room in my shared apartment. It could've been the Flu, but I'd never know; I couldn't exactly afford to go into a clinic.

I opted to spend a few days this week in bed instead. My awesome roomies were busy fucking in the public spaces of our apartment and trashing everything. They didn't pay me a bit of attention while I lay in bed dying... but Todd did.

He called the morning after when I first called off sick. I guess I should've told him directly but I didn't want him to worry... knowing Todd, he might've dropped everything and came right away. Sure enough once he heard me croaking like a frog he came straight over after his shift. He was fully equipped with the finest OTCs money could buy and a total care package of cherry lozenges, chicken noodle soup and adult coloring books.

He came back the next day, and the next, manning the remote control to keep Netflix rolling for me while he kept me company. He probably would've brushed my hair and carried me to the bathroom if I asked him to. Before he headed off to cover the overnight shift, this valiant, heroic knight even took it upon himself to do the dishes. How could anyone be so perfect?

"You're looking a lot less like a zombie girl and more like a human today," Todd taunted as I made my way into the warehouse.

"I feel more like a human today, no thanks to you! I'd probably still be dying in bed if you hadn't come over this week... so thank you!" I said as I offered a sheepish grin.

"What're friends for? Besides, I needed you back quickly. It's been incredibly boring. I've actually managed to get some course work done without you here to distract me." He gave my shoulder a playful nudge with a solid fist. Sure enough, my face lit up like Christmas. Beet red. How embarrassing...

"Oh hush, I'm barely a distraction... I'm like a piece of furniture or a pet or... something--I actually managed to get a bit of school work done too! I might make it through the semester without totally crap grades." I grinned at him as we made our way down through the mostly empty space of the warehouse.

I rubbed my slender fingers into my cheeks anxiously and hoped it was just dimly lit enough that the glow of red over my freckled cheeks wasn't so noticeable. There was a lot of ground to cover, but it didn't feel like much with Todd around. We'd lap the entire building in what seemed like no time just chatting back and forth.

"You're cute when you blush, Ed. It's a holiday weekend right? We better be on alert for any hot co-ed shenanigans..." Todd had a habit of doing that. Passing me a tender compliment and then moving right on to the next thing as if it were no big deal.

"You're right--I mean a lot of people probably went home for the weekend but now is technically prime time to try and sneak up on the roof. I guess we should post up in Surveillance tonight just to keep eyes out and take turns on the sweeps?" I mused thoughtfully and tried my best to ignore the teasing compliment. Of course he had noticed! How could he not?

"Sounds good. You sure you're feeling up to the walk? I don't mind handling it. Four days isn't really a lot of rest when you're sick. Yeah, you know what... you just chill in surveillance and I'll take care of the sweeps, no negotiations." Todd grinned as he both held a whole conversation with himself and decided that I should take tonight easy. He held the door open for me allowing me to step into the little surveillance room. There were three large wide screen monitors in this room displaying multiple vantage points of the many, many cameras covering our warehouse location.

"Sir, yessir!" I gave a mocking salute and earned myself a gorgeous pearly white smile from my incredibly sexy, older, tall dark and handsome co-worker. Oh, any time Todd smiled at me, I just wanted to melt. I settled into the comfy chair before the wide desk, the radio docking station that charged the walkie-talkies just before me beside the phone and keyboard. I leaned back and spun in the chair leisurely, watching Todd move to the little black sofa along the far wall just beside the door.

Todd fished through his backpack, drawing out his laptop and setting up for the night while I kicked my feet like a giddy, starry-eyed school girl from my glorious desk chair throne. Honestly... I still felt like utter crap. The idea of laying in bed one more day pitted against coming in to work to spend time with my favorite hottie in all the world was barely a comparison.

An alarm sounded quietly behind me. I turned my warm honey-brown eyes on the screen, searching through the cameras as Todd came to stand behind me. The proximity alarm had been triggered, and we both took a moment to look through the cameras, noticing no active movement right away.

I shrugged absently, "Must've just been a wind trip, maybe a stray cat walking by?"

Todd rested a hand gently on my shoulder, and I couldn't help but to tense and then relax into a little puddle of bliss... He had that profound effect on me, from the first friendly parting hug to the occasional assist he offered swiping a few kinky red curls from in front of my eyes to tuck them behind my little ears. I fought the urge to bite my bottom lip as he leaned in and pointed to one of the top rows.

"Looks like we've got our first exhibitionists of the night." He murmured with amusement. Todd nodded to me before taking one of the walkie-talkies from their charging port. "I'll chase 'em off. You sit tight, make a cup of tea or something?"

"Hehehe, yes Daddy." I rolled my eyes with a mischievous smirk and took full advantage of a chance to use that most tempting phrase. I watched his expression falter with the almost flirtatious tone of my voice before he grinned.

"Put you over my knee, young lady." His retort was just as playful before he disappeared through the door. I was blushing, again. There was no fighting the flush of red glowing on my pale cheeks. My eyes had turned to the monitor, watching the kinky culprits who had positioned themselves quite expertly just before the backdrop of Lib-U with the clocktower center frame. The flood lights positioned on the roof paired with the lights from the college offered an expert view of the coeds in question hastily peeling off bits of clothing and taking advantage of the flat service of the HVAC unit up top.

Amused, I shook my head, leaning back and propping an elbow on the arm rest as I watched them fervently making out and desperately pawing at one another over the screen. Flickers of erotic excitement were fed to me through the screen, and I wriggled shyly in my seat and expelled a breathy sigh. I'd thought about it more than a few times; making my way up to the roof for naughty, exciting fun with some gorgeous man. Only... I'd turned down anyone who even thought to approach me with thoughts of dating since I began studying.

I wasn't sure why, at first. I was busy and focused on my school work. My night owl schedule didn't exactly allow time for dating. I wanted to make my Ma proud. I didn't need a boyfriend. Those were my best excuses... I quickly realized the reason was because there wasn't some faceless hottie in my fantasies on the rooftop with me. There was one man in particular and only him, for the last few months.

"Almost to the ladder up. They still at it?" Todd's voice crackled over the radio.

I had moved away from the surveillance desk, rummaging through my backpack for an item of utmost deviance and secrecy. It had yet to have any use, purchased a few months back on a whim while visiting a novelty shop with my very drunk roomies. I simply forgot to take it from my backpack and tuck it away with my panties and bras... but what better a time than now? With an impish grin on my lips I returned to the desk chair and grabbed the walkie-talkie.

"Roger that, he's going in for the kill." I giggled.

"Aw man, now I feel rude...but hey, they could've gotten a room instead of a roof." The cool ever so slightly accented tone of my co-worker's voice sent a shiver down my spine.

I nibbled my plump bottom lip fiendishly as I toyed with the little vibrator cleverly disguised as a lipstick tube. It would take Todd another ten minutes to get back down from the roof and back to the surveillance room. That was seven more minutes than I needed, especially with such stimulating focus.

My uniform was the typical security guard make; neat, crisp pressed black material fashioned after a police officer's uniform complete with patchwork badge and utility belt. It wasn't the best fit for me. The fact that they weren't exactly designed for feminine bodies let alone thick, voluptuous ones meant my uniform was rather baggy to button properly and was obnoxiously loose in other places. That last fact did nothing to dissuade me from undoing the belt and sliding a hand down between my plush, thick thighs with the little lipstick bullet in hand.

I felt flutters of excitement swirling in my stomach as I let my eyes train upon the monitor showcasing the college students, fully absorbed in the throes of passion while putting on their best performance for the camera. With a wicked sense of deviousness, I pressed the little button on the bottom of the pocket vibrator and glided it over the satin softness of my pretty bikini cut panties just between the damp slit of my plump outer labia. The sheer power of the little vibrator was insane for something so small, rippling clear through to my clit beyond thin fabric and plush flesh.

I abandoned focus on the monitor by now, my thick eyelashes slipping closed as I lost myself in the fantasy of lecherous indulgence exposed to the elements up on the roof with one incredibly gorgeous, tan skinned, ex-military sex God. Ohhh Ed, you're going to hell I hope you know that... My conscience chided as I grinned and tugged the silky fabric to the side, seeking that little pleasure button through soft flame colored curls that decorated my mons and plump outer lips, the crackling of the radio delivering fantasy gold once again, "All taken care of, how're you holding up down there?"

I impulsively reached for the walkie-talkie, barely giving myself a moment to clear my throat as the powerful pulsing force nuzzled against my clitoris practically robbed me of any semblance of common sense or appropriate response.

"Ahhhhhm... y-yeah, I'm good, everything's... so good..." SHIT what is WRONG with you? WHY DID YOU EVEN RESPOND?!

"...Alright. Sit tight, I might as well do a perimeter check while I'm out." Todd's tone had grown just a bit softer, with the slightest twinge of amusement. There had to be no way he didn't have any idea what was going on, despite my best and simultaneously worst efforts to sound normal and totally not playing with myself.

"Ohhh... okay, yeah... take... take your time!" I didn't want him to stop talking, but the breathy purrs of my usually sweet voice had to have set off at least a flicker of curiosity by now? I shoved the scolding of my little inside voice to the depths of my thoughts, eagerly awaiting another delicious string of words in that oh so addictively deep voice I had grown to love. A few moments passed. I slid the lipstick vibe up and down the dripping wetness of my cunt, easing back from the rapid rise of pleasure forcing me on toward climax.

It never took any time by myself. Paired with my favorite voice in the world right now? I was surprised at my own self restraint. There was no one around, though... no one to hear my breathless sighs and mewls of pleasure as I played with my pussy with that incredible fucking lipstick vibe. I replaced the horny coeds on the roof with myself and my oh-so-hot older co-worker in my mind's eye.

"Mmmm, Todd... fuckI'msoclose..." I whispered, almost pleading, lost entirely in my fantasy. I was so very much consumed in my own immoral thoughts that I didn't hear the door opening quietly behind me. No, there was no way--he'd still be on the other side of the warehouse, right? Right. It was all fine! If he did happen to walk in, well... Maybe I wanted to be caught?

There was no lower or pulsing setting on this bullet vibrator; there was one setting and that was 'Orgasm, now.' I slowly brought it back up between the slick folds of my inner labia, and nestled it firmly on the tiny almost unseen little hooded nub of my clitoris. The shooting rush of pleasure to follow was almost mind-numbing. I pulled my plush bottom lip between my teeth and groaned, my eyes rolling back, a soft curse escaping my lips as I quivered at the mercy of the battery operated wonder between my thighs. "Fuck, Todd...fuckfuckfuck--"