Confessions At Work Pt 02

All subjects over 18 years old. The day after masturbating for each other, how do DeeDee and Allen face each other?

+++

I woke up the next day after 10 in the morning. My mind was swimming when I climbed in bed, racing with what I had just been witness to. I'd fantasized for so long about being able to witness the intimacy of a woman masturbating, seeing her most private of moments. There were women in college I had been with that I knew did it, but I never got to watch. Sara claims she doesn't do it, and I believe her. She's so antiquated about sex and is back on her religious trip, I don't believe she pleasures herself. I had always hoped that she would masturbate for me one day. im convinced it will never happen.

Yet, despite being engaged to Sara, I watched someone else masturbate. Not just someone else, either. A long-time friend, and someone I had gotten closer to as a friend. Talk about getting closer. I could close my eyes and picture her in that chair. Her leg over one arm of the chair, one hand pulling on a nipple of her big tits, and another hand snaking its way through her glorious bush to rub her clit and finger her tight pussy. My face just inches from her sex, smelling the sweet aroma escaping as she worked herself closer and closer to an orgasm. Then seeing her cum. Her body shiver and shake. Her ejaculate escape from her tight pussy.

They say to be careful chasing your fantasies because they likely won't live up to what you've created in your mind. They're wrong this time. This far exceeded my fantasy.

But it wasn't just that. It was also what I did. The talk at work. Calling her on the phone. Having the nerve to show up. Climbing on her bed where she fingers herself each night. Being the first to strip down. Seeing her eyes grow wide as saucers when I showed her my hard cock was exhilarating. While I'm comfortable with what I have, getting a little ego boost is always great. Especially when you're getting ready to jack off in front of a hot woman for the first time.

With my morning wood in hand as I recounted the night in my mind, I breathed in deeply, hoping I could smell her musky scent again. Precum was already at my tip. Last night was the hardest and biggest cumshot of my life. I wanted to cum like that again. But I knew if I did bring myself to orgasm, it would be a letdown to my last one. And speaking of letdown, the phone rang.

"Hey, babe," I said, trying not to sound dejected.

"Good morning," my fiancée answered back. "Let me guess, you're just getting up."

"Yes, Sara. I'm just getting up. Is that so bad?"

"I guess not. As long as you didn't stay out late doing something you shouldn't have done."

What the fuck? Did she know something? No, this is how she always is, I reminded myself. "I told you I was going to come home and watch the Grizzlies game that I recorded. I fixed some pasta when I got home, started the game around 11, finished around 1:30, went to sleep around 2."

"Pasta? That late? Don't get fat before we get married. I need you to look decent for our wedding pictures."

If anything, I was under my preferred weight. Sara clocked in about 30 pounds overweight. And it wasn't that I minded. I loved her body, even if I never got a chance to see her nude. Her curves drove me crazy. But I can't believe she's busting my balls over my weight. "It's fine. I'm heading to the gym before work today. Having fun?"

"Honestly, no. I'm happy to see my sister, but I can't stand Scott."

Scott was her brother-in-law. I liked the guy. "What now?"

"He's a pervert."

Here we go. Sara seems to think anyone who shows affection or even jokingly brings up sex is a pervert. "What now?"

"His hug when he saw me was just too long. He pulled me in tight, and his hand grazed my butt. I think he just wanted to feel my boobs pressed against him."

"I don't blame him."

"Well, you're a pervert, too."

I couldn't tell if she was joking. I honestly didn't think so. "So anyway, I'm about to head to the gym." The truth is that my hand was still around my cock, but it wasn't quite as hard as it was when the phone rang. What does it say that I was so hard thinking of DeeDee when Sara called, but I wasn't as hard talking to Sara?

"Call me when you get off tonight."

I want to get off right now. "I will. Hopefully, it will be right at 10. Have a great day."

I hung up and looked down at my cock. My hardon was gone. Sara was like cold water on me lately. I did want to head to the gym before lunch and then work. After last night, I needed to clear my mind anyway.

As I pulled into work almost three hours later, it hit me how awkward things could be for the next few hours. DeeDee was only scheduled to be here for four more hours, but my desk does face her office. Maybe we could avoid talking, eliminating some of the awkwardness, but just seeing her might cause enough of a disruption.

As I walked by her office, I glanced towards her desk. She wasn't there. Maybe she was in a meeting, but I knew she was here as the light to her office was on. It wasn't two minutes after I settled in at my cubicle that she walked by heading to her office. Despite being 30 feet away, I could see her blush the second she saw me.

I started my computer, and I began going through the emails I had missed from earlier in the day. After reading through six of the oldest ones, my messenger popped up.

"Hey," it simply said. It was from DeeDee on our internal messenger service.

"Hey back."

"Are you okay?"

"I'm great, why? You?"

"I'm amazing. Last night was amazing. But I'm not the one engaged."

She had a point. "Seriously, I'm great. I loved last night."

"So, no regrets?"

I did feel guilt. I'd be an even more horrible human if I didn't. But it was fun. It was harmless. Kind of. We didn't touch, so I stuck to my rules. "None. Zero regrets. I loved it."

"I'm glad. Me too. Can I tell you a secret?"

"Yes. Please do."

"I came again after you left. I jumped in the shower. I was a little sticky from all that cum you shot on me. I couldn't get the picture of that huge cock out of my head, and I took my handheld shower head and placed it on my pussy. I came two more times."

Holy fuck. That was so hot, and I could feel my cock swelling. But it also scared me. "Should you be saying that on this chat? Won't someone be able to see this?"

"I helped pick it out. History is one of the things that it lacks. So don't worry. Did you think of me when you were home? Think of this hairy pussy?"

"Okay, you're killing me! And yes, you know I did."

"Did you stroke that monster cock?"

"Ha ha. It's not that big." We exchanged glances from our respective desks.

DeeDee smiled. "Oh, it definitely is that big."

I looked at her until she looked back up at me. I looked down at my crotch, back up to her, and shrugged. "Yeah, I'll take your word for it."

"Why did you look down? Are you hard again?"

"Walk back here and find out." Here I go again. All the blood flowing to my cock, and I don't think straight. I wore tight khakis today, and there was certainly no hiding it. Rather than try, I leaned back a bit and pulled the fabric on my pants tight. If she was going to walk back here to see it, I might as well present it as best as I could.

My cubicle was in the back corner of a large room that featured eight other cubicles. Everyone else working at the moment had their backs to me. I liked being in the back where I could see everyone else.

DeeDee turned into my cubicle, and her eyes widen immediately as she saw how hard my cock was. She bit her lip. She put a hand on my shoulder and slid it down to my chest, squeezing my pec. She wore a short, black skirt and a white, button-down shirt. She sat down on my desk, spread her legs, and faced me. Her white panties yelled out to me, and my eyes were immediately drawn to them. She sat there for about 20 seconds, my eyes on her pussy, her eyes on my cock.

"That's great work." She licked her lips spread her legs wider, gave me five more seconds to view up her skirt, then hopped off the desk and headed back to her office. I loved seeing her bush peek out from behind the white cotton. It was such a contrast, and I was afraid I'd start leaking precum. A wet spot on my khakis would be quite a contrast, too.

Another message popped up. "All those years you were at my house in junior high and high school, I had no idea what you were hiding. I probably would have found a way to take advantage of you if I'd known."

"If your sister or any of her friends knew, they didn't care."

"They were probably too scared of that monster!"

This wasn't going to be good for work. We couldn't do this all day every day. Last night certainly changed things.

"Should we get back to work?" I asked.

"Yes. I won't let us get in trouble. And I'm sorry. I know I pushed you into all this. You're the one that's got something to lose. Just know I will not do anything at all to jeopardize what you have. Nobody will ever know about last night, and I'll act normal here at work. Mostly. Now get to work."

I worked for the next four hours at a pace that kept my mind free of last night and my first 10 minutes of my workday today. I noticed the usual shuffle of the day shift of getting things ready to leave at 10 minutes before 5.

"When did you say Sara was coming home?" Another message from DeeDee.

"Tuesday or Wednesday."

"So, you have at least four more nights alone? Hmmmmmm."

Yes. Four more long nights. Four more unsupervised nights. Four more nights to explore. Another message popped up.

"I want to see you cum again. I'm sorry. I know this is bad. And I won't be mad if you shut me down. But I really want to see that monster cock."

I sat there with a smile on my face. During my workout earlier, I told myself that I got to live out one of my biggest fantasies, and I needed to stop there before anyone got in trouble or did something that would bring on regret. But I was so tempted.

"My rules, right?" I asked.

"Of course. Without a doubt."

"At 10 o'clock sharp, I want you to unlock your door. I want the lights on in your bedroom, and I want you to be completely naked on your bed. I want you on your back, knees up, feet on the bed. Your legs will be spread, and your hand will be playing with that hairy pussy. If that's not what I see when I walk in, I'll leave immediately."

"Fuck yes. See you in five hours."

As soon as i walked to my car after I got done working, i called Sara to tell her i was heading home with a migraine. she told me goodnight. After getting through those five long hours by keeping my mind on everything else in the world besides DeeDee and her glorious body, the anticipation came rushing back as I drove to her place. My heart rate increased as did the blood flow to my cock as it swelled. As I parked, only one room was lit up, and it was the one I told her to be in. The front door was open with the screen door the only thing separating me from her.

I locked the door behind me. When I walked into her room, she was exactly where I told her to be. Her left hand caressed her body, moving from nipple to nipple, down to her stomach, constantly moving. Her right hand was buried in her amazing bush, focusing on her swollen clit. I bent down to get inches from it just like last night, and she spread her pussy lips to give me a full view of her glorious sex.

Once again, her scent was intoxicating. I inhaled deeply as I stared, my mouth watering as it had before. What she couldn't see was that I was also undressing as I watched, and less than a minute later, I was pulling my shirt off in the last step to be completely nude. She removed her wet hand from her pussy, took mine, and pulled me onto the bed with her. She let go of my hand and placed it under my nose. She knew how much it drove me crazy, and she wanted to please.

We were face-to-face, lust in our eyes, our hands pleasuring ourselves. "Did I do what you asked?" she purred, asking a question she already knew the answer to.

"It was better than I imagined."

"I want to feel your hot cum on me again. I want to see it shoot from that big, hard cock you're stroking. I fucking love to see it."

"I love watching you play with your pussy. I love seeing how you make yourself cum."

We were inches from each other's faces, and the intensity of being naked and getting ourselves off showed in our eyes. Long blinks. Slight moans. Heavy breathing. It was so fucking passionate and powerful. But I had quickly become aware in the last 24 hours that DeeDee was as visual as me, and I knew she wanted to watch me work my cock as much as I wanted to watch her work that pussy.

"Stay right here," I told her. I saw a confused look on her face. It didn't take long for her to realize that I was moving my body to put my face close to her pussy while moving my cock to her face.

"Oh my," she moaned in a low, guttural voice. "Thank you." Just like last night, I had positioned myself in a way to both give us a close-up view of how we masturbate. I squeezed my cock head, and I could feel a huge amount of precum flow out of my tip. My swollen, mushroom head felt larger than ever, and I now had plenty of natural lube to spread all around her.

Likewise, her pussy was dripping. She pushed two fingers inside her, and the sloshing sound made me want to shoot my load right there. My breathing increased, and she could feel my breath on her hand. She pulled her fingers out to show me how wet she was. They glistened, and I grunted delight. She wanted me to smell her fingers, so she moved to put them under my nose. In the position we were in, though, she misjudged the distance by not being able to see. She pushed them hard against my nose.

"Sorry. I know we aren't supposed to touch," she purred, pulling her fingers away.

"It's okay," I replied, grabbing her hand and pushing it back onto my nose. We weren't touching each other in terms of touching private parts, so I didn't feel like I was violating my rule. I couldn't believe how breathtaking having her fingers directly on my nose made me feel. I would have to be careful to make this session last longer. I squeezed my head again to allow more precum to exit. Before I could smear it around my head, I felt her tongue touch my hole, a long lick taking all the precum with it. "Fuuuuuuuuck," I moaned.

"Sorry again."

"It's okay," I replied. And that's all it took. Maybe she believed I was giving her permission. Maybe she just needed to taste more precum. But I suddenly felt her warm mouth over my head. I didn't care. I needed it. It felt amazing. I couldn't resist her at this point, and I didn't want to. So, I joined in.

I pulled her fingers into my mouth. I licked up and down her fingers as she did the same to my cock. I mimicked her mouth on me, treating her tasty fingers the same she did to my hard dick. She pulled her fingers from my mouth and went back to her pussy, rubbing her clit hard and fast. I could feel her other hand grab the base of my cock as she held it hard, squeezing it for additional pleasure as she pulled the head back into her mouth.

I fought myself, battling my rule of no touching and what I wanted to really do in the moment. I wanted to bury my face in her pussy so badly, but I resisted. I watched her move her fingers from her hard clit to her tight hole, pushing two fingers deep inside. She finger fucked herself fast and hard, suddenly pulling them out fast and pushing to my nose. Her fingers were so wet, and I pulled them into my mouth again. I started bobbing on her fingers in the way she started bobbing on my cock. I wasn't sure I could hold back long from my orgasm if we kept this up. She pulled her fingers from my mouth and plunged them back inside herself.

"Cum for me, baby," I told her. "Cum, DeeDee. Work that pussy."

I felt her mouth suck harder. She went down further on it, quickly releasing it from her mouth as she gagged. "I'm so close, Allen. I can't hold it."

"Cum, DeeDee. Let it go." She pushed a third finger inside her, and I kissed her hand as she fucked herself. I pulled back again to watch, then I kissed her inner thigh. That's what did it to her.

"Ohhhhhhhhhh fuuuuuucccccck," she groaned. She yanked her fingers from her pussy, and a thick ejaculate oozed out. Her fingers moved back to her clit, the swollen member I wanted so badly in my mouth. But I kept my mouth on her inner thigh, continuing to kiss. "Fuck, Allen. Fuck. Fuck. Fuck. Mmmmmmmmm."

I wasn't going to be able to hold back much longer. This was all so fucking hot and so much, and DeeDee got me close with her mouth. Her hand that had been wrapped around the base was now stroking my full length, my precum overflow making it feel even better.

"Cum on my face. I want to feel your seed all over my face."

I was at a point that I couldn't hold back if I wanted to. I placed a hand on top of hers, guiding it as my balls tightened. "Get ready, baby." I started using her hand to stroke me as fast as possible. "I'm gonna cum, DeeDee. You're making me cum." As I felt my orgasm moving from my balls through my cock, I stopped her hand from moving.

The first shot was harder and even more powerful than my first one last night. DeeDee moaned as load after load splashed her face. Chills engulfed my body as I continued to shoot all over her beautiful face. "Oh, fuck, Allen. Your cum tastes so good. It's so hot on my face. I'm going to cum again."

As much as I had wanted to see my cock unload on her face, I still had the perfect view of her pussy as she came again. She started slapping her clit, hard and fast. Her hips writhed. My orgasm stopped as soon as hers started, but I could feel that my cock was staying hard.

"Oh my gosh. Fuck. Fuck. Yesssssssssss." The slapping slowed and finally stopped. "Come look at what you did to my face."

I repositioned myself so that we were face to face. Another fantasy fulfilled. My first facial exceeded expectations. Not only was her face so beautiful with streams of white cum covering, but she loved getting painted with it. It was overwhelming with how beautiful and slutty she looked. Then she started to take her fingers to gather it from her face and place it in her mouth.

"I knew your cum would taste good. Fuck. You're so hot."

"That was incredible."

"You're incredible. No regrets? I'm sorry I broke your rule."

"We didn't fuck. That's my biggest rule."

"You know I want to. I'd love to feel that cock stretch my pussy. But I get it. I won't push it, and I won't violate that rule. But I hope I get that cock in my mouth again."

"Yeah. I think I can handle that." I smiled. She smiled back, cum still on her face. "Do you need a towel?"

"Yes, please. Clean off your load, please."