Random Reddit dude asked me (35/f) “what was the naughtiest thing you have done”… reliving the memory made me so wet, I wanted to share it with more of Reddit.
Hmmm. Well at the time I was going through a divorce, preceded by a very long dead bedroom. So naturally I was acting pretty slutty. I was sleeping with a coworker on a regular basis, but sometimes there were stretches where we couldn’t fuck at home, so we had to do it at work. We planned it out that on our morning break we would go to the basement and fuck. I was so excited to finally get some relief, even if it had to be at work. I was just getting into toys at the time. I impulsively decided to select a buttplug to wear for the day, coupled with a tight pencil skirt and black turtleneck. I only had a few minutes left before I had to leave, or I would be late to the office. I hiked the clingy skirt up, took my panties down around my knees, and slowly eased the lubed plug into my tight asshole. I felt so full and I instantly regretted my decision to wear it for the day. No time to think though, I didn’t want to be late. I pulled up my panties, shimmied my skirt down, and went out the door.
My coworker fuck buddy was kind of an asshole, but I liked that. My ex wasn’t interested in sex with me and my cunt instantly creamed at the idea of a man wanting me. Especially one that liked to rough me up a little. I told him I had a surprise for him in the basement. Ha. I hoped the plug would make my pussy nice and tight when he fucked me. We only had a 15 minute break and I didn’t want to get in trouble. I had worn the plug now for 3 hours and I was getting quite used to the feeling. I was even considering doing it more often.
It was 9:55. I left my desk and took the elevator down 11 floors. I turned the corner and there he was waiting for me, stroking his already hard, thick cock. We didn’t say any words. He unzipped my tight skirt and it fell to my ankles. His thick, rough fingers pulled the crotch of my panties to the side as he sought out my clit. I gasped as he plunged his two thick fingers in my pussy, even though I knew it was coming, he did that every time. Spreading my walls open to get ready for what was next. He must have noticed something was astray. “What do we have here?”, he asked. “What’s in your other hole?, you little slut?”, he asked me. His wet fingers quickly retreated from my wanting pussy and moved now to my filled asshole. I told him I wore it for him. To make my cunt tighter for his pleasure.
Well, much to my surprise, he decided he was jealous and wanted a turn with my ass too. I wasn’t big into anal at the time (remember deadbedroom), so I was nervous going into it. I have to admit, I felt kinda coerced, but I liked it too. He quickly turned me around so I was now facing the concrete wall. I felt the cold rough concrete block rub up against my exposed hard nipples, rubbing them raw. My bra was pushed quickly down around my waist and he pulled my shirt up around my neck. He gripped the base of the plug and pulled it out. My ass gaped, missing the plug and quickly closed. Little did I know what was in store for me next.
I wasn’t expected to take his thick cock in the ass today. I was unprepared. He didn’t care. He placed the head of his dick at my hole. Luckily, he always made a lot of precum and I felt him circle my opening, looking for my tight asshole to give and give him access. His hands quickly wrapped around me and dipped into my cunt to extract more moisture to lube up his cock. It felt like it took ages for him to force himself in me. I stood there and took it. I didn’t have an option. I felt his mushroom head finally slip inside and my asshole tightened around his gland. He spat on shaft of his cock, now lodged in my spread asshole and eased inch by inch of his 8” cock. I gasped and he put his hand over my mouth, not wanted to alert anyone to our presence in the basement. Inch by inch, he buried his cock into me. I calmed down and he moved his hand from my mouth to my clit. His dick felt so much bigger than that little plug I was wearing earlier. In and out he thrusted into my asshole, which was becoming quite sore by now. Never one to wish a fuck session to be over, I found myself hoping he would cum in me soon. Before I knew it, I heard his characteristic breathing and grunts as he got closer to an orgasm, I felt his cock get even harder and he plunged it the deepest as he came. Deep into my ass. He grabbed my hips and thrust repeatedly getting it as deep as possible.
I was shaken and in some pain. His softening cock slipped out and I thought our session was over. “Not so fast, slut” he told me. What was next I wondered. “You like my cum deep in your ass baby? You have to keep it in there for the rest of the workday. Only went you get home can you relieve yourself.” He pulled out the plug, he has apparently stashed in his pocket, spread my sore Cheeks, and slipped it back inside my raw ass.
I was relieved that it was over, but still disappointed. I never got off on pain, but I really wanted to cum today. My relief turned back to wanting as the work day went on. I was a good girl and I managed to make it through lunch still filled with cum and my plug. I had an afternoon meeting and took my seat around the conference table. I didn’t have much to say and quickly grew bored. My mind wandered to my filled ass. I could feel the plug push up further as I shifted in my seat. I could feel my pussy getter wetter and wetter as I thought about his cum pushed deep into my ass, plugged up there waiting until I came home. My pussy walls started constricting, I knew I was going to cum soon. During a meeting?! I had to admit to myself, this is what I was now, a anally fucked cum filled slut. And I liked it. I did my best to keep a straight face and my pussy convulsed and asshole tightened around the plug while I came onto the conference room chair. I don’t think anyone noticed I thought. I crossed my fingers that I didn’t leave a wet spot on the chair as I felt the fabric of my skirt moisten through my panties.
Source: reddit.com/r/gonewildstories/comments/mw421l/coworker_fucked_me_rough_in_the_ass_and_made_me
What to know what I did when I got home with my still plugged asshole?
I sure was ready to take it out when I got home. I took off my work clothes and when to the bathroom in my bra and panties. While the plug protected my panties from getting his cum all over them during the day, it didn’t protect them from my wet pussy. They were still soaking and I made a real mess in the crotch from my creamy juices. I have to admit, I watched in the mirror when I removed the plug. I tuned around, pulled down my panties, bent over a little to have access. Gripped the base of the black plug and pulled it out. My sore hole gaped quickly after taking out the plug and quickly tightened, leaving a drip of cum that quickly leaked down and ran along my of center slit of my wet swollen pussy lips.
Since the full load was up inside me for about 6 hours now, it was actually pretty runny. I couldn’t believe how much cum was in my ass all day. had to quickly move to the toilet to avoid making a mess all over my legs and on the floor. Some more of the hot liquid dripped down the inside of my thighs and on the floor before I could make it. After cleaning myself up, I took off my dirty panties and then had to get down my hands and knees, my used pussy and asshole spread wide to see, while I cleaned up the mess of cum I leaked on the floor. Quite demeaning huh. Oh yeah, then I shamefully cleaned the fried cum off the plus, put it back in.and went to the bedroom to masturbate and cum again, like the slut I was.
Very hot. Maybe I can help you repeat the experience?
As fun as this might have been, but shame a slut like you wasn’t used properly.
great story if I was your co worker I would have fucked you’re pussy first made you cum on my cock before fucking your tight arsehole then once I had cum inside you had you suck my cock clean before sending you back to you’re office alittle late but Happy