Ashleigh's Diary: Rise of the Slut

Dear diary,

Well, here I am, three weeks later. I haven't heard from John and Eric besides a brief back and forth with Eric on Instagram. After that, I noticed I was deleted. Military guys often don't want something serious, it's either casual hook ups, or marriage. Nothing in between. This is the first time I've felt used, but I can't overlook the amazingly good time I had that night.

The monotony of daily life is once against present. I briefly installed two dating apps. After two days, I decided to delete them. Part of me wants to be in relationship, however, an even bigger part of me has decided that being free and single is like no other feeling in the world.

Oh, and there's the fact that I wanted Josh. I thought rather than going for cocky military guys, I should look a little closer to home. I know Josh wanted me. He's come out of something too and the poor guy needed cheering up. My sexual appetite has been reawakened, and as much as I love browsing PHub nearly daily, I needed the real thing. So, buckle up for another ride.

I knew Josh loved two things -- sexy underwear and anal stuff. It's amazing what somebody will share with you at the workplace Christmas party after a few drinks. I know the poor guy was with a girl who'd tease him with anal and offer it on very special occasions. Well, guess what? I was determined to make myself a 'special occasion' for Josh.

I took my shot. I was out underwear shopping and I snapped Josh a picture of several lingerie items hanging up in a store. This was purposeful, and after he replied, "Was that meant for me? Omg", I sent him back, "omg, no. SO sorry Josh. Glad you like it though and know what I'll be wearing soon though."

I toyed with him. He told me the man I was now seeing was very lucky. I went a step further, seeing him in the office the next day, wearing regular trousers. I bent over the photocopier, knowing my red Calvin Klein thong trim was smiling at Josh. I received a message later that night, asking me if I'd ever like to go for coffee. I didn't reply.

The next day, I approached Josh in the coffee room. We have a small office, around 18 people. We were alone and I told him I didn't want to have coffee with him. He froze and I stepped closer towards him, saying firmly, "I want YOU, Josh. Not coffee."

We were joined by a colleague, and I knew my teasing would have to continue online, not offline, for now. That very night, I sent him a picture of me in a nice white Lounge underwear set, titled, "ready for bed. Shame I'm going solo."

Josh and I exchanged some photos, and I went a step further, sending him a full frontal boob picture. The next morning, in the office, he sent me something on the work messenger app, "I'll need your opinion on this for 10 minutes."

It was now lunch time and our colleagues were heading off, with some taking a half day on a Friday, which worked in the favour of our potential privacy. The whole office was empty. I knew for a fact there were no cameras. As I looked two floors down, of the 18 colleagues, around 6 were in the office, with 3 going home. The other 3 walked to lunch and I knew their habit was to stay in Starbucks every Friday for about an hour and a half.

My urges were intense. My confidence now building, I met Josh in the middle of the office. I kissed him, with him taking off his shirt at a rapid pace. It was on. The thrill was maximised by the fact that I knew him very well and had lusted after him forever. It was mutual and I reached down, fondling his cock. I felt a lot of pre-cum soak the insides of his boxers.

I squatted down, fully clothed, and started to suck his dick as he sat on a computer chair, looking out nervously for anybody to reappear back in. I reassured him, "we can see out of the tinted window, Josh. We'll see them coming before they get anywhere near the door. I triple checked yesterday there are no cameras here."

Josh had a beautifully shaped cock. It was curved and I dirty talked him, telling him that it'd feel amazing inside of me. Little did he know, I'd stick to that desire and see it through. I took off my shirt, revealing my perky boobs. Josh gushed with compliments and told me he'd never 'had' boobs this big.

I was getting wetter and wetter by the moment. This was, by far, the biggest sexual thrill I'd ever enjoyed. Fuck, it was wild. I was inching closer and closer to the base of Josh's dick, enjoying the thrusting of his pelvis. There's something amazing about pleasuring an introverted guy beyond his wildest imagination. I'd levelled up and took him with me.

I stood up, looking out the window to double check it was clear. With Josh sat on the desk chair, I unbuttoned my pants and invited him to pull them down. He expressed sheer delight at the sight of my round, gym-girl cheeks. His lips touched them, only divided by my thong. Then, the penny dropped.

I looked around, standing tall with pride (as tall as a 5"3 girl could), as Josh unearthed something epic. My thick cheeks were hiding some, ahem, jewellery. Josh lit up, intensely masturbating, as he noticed a metallic butt plug between my cheeks. He gulped, with this newly arousing revelation that I quite possibly adored anal sex.

"Take it out, slowly, and use this." I instructed, smiling and enjoying taking a lead with a man for once.

I handed Josh some minty lube and he knew exactly what to do with it. He squeezed some onto his penis tip and I reached back and massaged it. He removed the averaged sized butt plug, which it'd now clicked that I'd been wearing all day in anticipation of this sexual possibility, and cherished the sight of me newly bent over, massaging my petite, little asshole.

"Your asshole is perfect. Sorry, is that weird?" Josh asked.

"I love compliments like that. I know how much you love anal. She only treated you on special occasions. I'm better than her. You now have access to my ass. I'm ready if you are?" I proudly stated, feeling powerful and like I held the keys to his happiness.

Josh did what any man would do at that moment in time, he again double checked the possibility of anybody coming in, and secondly, he inserted his cock into my ass. I gushed, bent over my very own work desk, as I separated my cheeks and spread my foot stance on the floor. As his head peered inside, the rest of his cock followed.

I was moaning his name, along with swearing and some inaudible pleasures. I was in heaven. Even my closest friends wouldn't assume that shy, little me would get up to anal naughtiness at work. My cheeks closed in on Josh, as they squeezed their way towards an early orgasm. His weakness for anal and the spontaneity of my ass making an appearance could be the recipe for a quickie.

With my face firmly resting on my desk, I looked up at my computer screen and noticed the black-mirror reflection of my euphoric "fuck me harder" face. Josh pounded away as my desk shook. I enjoyed every inch of him and the shape of his cock, as described, did indeed feel good inside of me. Josh just didn't bargain on it being THIS hole he'd fuck.

The minutes rolled by and my pre cum slowly but surely dripped down my leg. We were lost in the moment and Josh confessed he could cum any moment, asking where the best place was to finish. At that very moment, we must've missed the concept of somebody coming back. Josh slowly pulled out, to which I planned to take the load on my boobs, perking myself up.

We heard two voices along the corridor, probably 25 feet away. SHIT! I braced myself down, preparing to instinctively hide under my desk. Josh started to cum (talk about timing) and I grabbed his cock inches from my face. He then proceeded to coat my face in cum. I half laughed, half felt absolutely petrified.

The two voices were that of a familiar sound of Alan and Kent, two of our older colleagues. Josh, seeing them on the other side of the room, moved closer towards my desk, pretending he was looking at the PC screen with focus.

"Josh, what are you doing at Ashleigh's desk?" Kent asked.

"Oh, erm. Yeah, she needed some help with the statistics report. It's all good." Josh impressively responded immediately.

"Haha, you should use your own PC, don't tell me you're trying to find her nudes -- wrong PC, buddy!" Alan joked. Talk about being the typical office perv. I couldn't talk, I was directly underneath my own desk, hidden away in the open plan office.

"He's only kidding, Josh. Good man. We forgot something -- the company card. The lattes always taste sweeter when they're free! See ya in an hour." Alan said.

As the doors closed, giving myself an extra minute or two, Josh and I laughed manically with huge relief. He put his pants back on and I ran to the bathroom to clean my face. We'd gotten away with it. Fuck, we did it. I found myself, yet again, feeling so fucking alive.