confessions-at-work
FETISH STORIES

Confessions At Work

Confessions At Work

by babyface23
20 min read
4.8 (9700 views)
adultfiction

Based on a true story. Names changed to protect the guilty. More details of true events to follow if this is liked enough. All characters are well over 18. Please provide feedback...good or bad!

"Thanks for staying and helping out tonight," I said. "I never would have finished up with three people out sick."

"You're welcome," DeeDee said as she sat back down at her desk. She handed me the soda she had gotten in the breakroom when she grabbed her own. "I can't believe we finished with almost two hours to spare. Pull that chair around so that you can see my monitor."

I grabbed a chair and put it right beside hers. DeeDee was the older sister of a friend of mine from high school. We'd known each other for around 14 years, and she helped get me a job with the company. It was crappy hours as I oversaw a crew of 5 that worked from 2 pm to 10 pm on weekdays. Crappy hours, but a foot in the door was what I needed.

We had become better friends since I'd joined the company. Her sister is who I was close to in school. I always enjoyed being around DeeDee, but she was usually with her friends her own age. A small group of us would hang out in the summers at their pool, especially since both of her parents worked during the days. Being able to go on weekend nights when their parents were gone was always fun. DeeDee usually hung out then, too, to "supervise" which was more to ensure nobody got injured or worse. It certainly wasn't to make us behave. She would have failed miserably at that.

"So, here's the next project the development team is working on. I know that's where you'd like to end up, but please don't let anyone know you saw this," she said. "It's still confidential, and I could get in trouble if they found out."

"I'd never do anything to get you in trouble," I said, lightly touching her knee. I didn't do it in a sexual way at all, but looking into her pretty brown eyes when I said it sent something through me unexpectedly. We have playfully flirted for years, especially when I was in high school and drinking at her house, but that was as far as it ever went. Very innocent stuff, at least as far as the other knew.

"I know you wouldn't. I just wanted to let you know so that you were aware." The look in her eyes just seemed different, and when she touched my knee, it sent a shock through me. Weird.

"Hey, DeeDee," Michelle said, lightly knocking on her office door. "Lacy and I are going to head out early since we finished so early.

"Thanks for rocking it with us tonight, Michelle," DeeDee said. "Lacy, you two were tremendous in helping us finish up. You ladies go downtown and have some fun. I may meet you down there in a couple of hours."

After looking at the new project details for about 20 minutes, I still had over an hour and a half before I had to close things up. "Why don't you go ahead and meet the girls? You don't have to babysit me."

"I'm not babysitting you, silly. I honestly don't feel like going out tonight. I have to be in at 7:30 in the morning, and I'd rather strip down and take a long, hot shower when I leave." She smiled seductively, but it was playful. Then she laughed. "What's wrong, not the image you expected?"

I then laughed, too. "You have no idea what image I had in my mind," raising my eyebrows up and down, again playfully flirting.

"Honestly, I can lock up. Why don't you go early? You're salary, you'll still get paid. Nobody will know anyway. Go see Sara. I hate that you don't get to see her much until weekends with your conflicting work schedules."

"She left after she got off work today for a long weekend up at her sister's house in Michigan. Her parents wanted her to go for her niece's fifth birthday party this weekend."

"Oh, fun."

"I guess. They won't be back until next Wednesday."

"So how are the wedding plans coming? How far away is the big day?"

"I have no idea how the plans are coming. My job is to just show up," I said, laughing. "But we are still over eight months out. I don't know why we need such a long engagement. We've been together for four years. Let's just get it over with."

DeeDee gave me a quizzical look. "Aren't you excited about the wedding?"

"No, not really. I don't like being the center of attention anywhere I go. And we've been together long enough that we feel married already. Let's just get it over with."

"Okay, word of advice," she said, this time her hand staying on my leg longer than before. "I'm serious. Don't let her know you feel this way"

"Too late. We fought about it yesterday."

"What did you say?"

Without thinking, I blurted out, "That I can't hold out eight more months." I stopped talking. Yeah, that sounded bad to admit. Not just that I can't hold out but that I even admitted to having to hold out.

DeeDee's hand stayed on my leg. "What do you mean by hold out?"

"Nothing. I'm sorry. I shouldn't complain."

"Do you two not have sex?"

My face reddened. I can't believe that I said it to DeeDee. The look in her face was a mixture of concern and intrigue. "I probably shouldn't continue." Truth is, even though DeeDee and I had gotten closer since I'd started here, and I considered her a good friend, I was never the type to talk about my sex life. Not with my best friends. Certainly, never with another female.

"Oh my gosh. You aren't having sex with her?"

"DeeDee, please stop. I'm going to look like an asshole if I say more." I thought it was better to play on the side of being chivalrous rather than being scared to talk about sex. I did want someone I could talk to about it, but I almost preferred that would be with a stranger and not a friend. Especially not a female friend.

"Well, that certainly answers that." I noticed her hand was still on my leg. "I can't believe you have to wait eight more months after having already waited four years. I didn't know anyone that waited that long anymore."

"No, we used to." Shit, why am I admitting this?

"Hold the fuck up. You used to have sex, but now you don't? That ain't right."

"I don't like talking about sex with anyone. Sorry. Can we change the subject?" DeeDee rubbed my leg to what I took as pity. She had heard me complain about Sara too many times. All little stuff that I never should have brought up anyway. Maybe it was the frustration of not having sex with her anymore.

"I'm not trying to get too personal. I'm sorry. I am for many reasons. But I care about you. You know that."

"Thanks, I appreciate it. I'll be okay." I looked away from her, partly in shame for admitting it in a way that made me look like I need sex all the time, but partly in shame for her knowing details about my sex life.

When I looked back over at her, she was staring into my eyes. I could see the struggle of what to say next. We'd already gone down a road previously untraveled. Her hand was still on my thigh. "Are you sure you're, okay?"

I shook my head. "No, I'm not sure." I wasn't sure about my pathetic sex life. I wasn't sure about a co-worker, even if it was an old friend, knowing my sex life. I wasn't sure about anything now.

"I can tell it's bothering you. Please, if you think it will help you, I'm a really good listener. Just think of me as one of your guy friends."

I looked over at her. She smiled. My eyes looked down past her smile, down to her full chest. The fabric stained against the mountains beneath. I looked further down to her short skirt. She had either hose or stockings on, and now my mind started to race. "You don't look anything like my guy friends."

"Thank goodness. I hope none of them have these," she said, taking both hands and grabbing her tits and shaking them. Then she started laughing. I joined in. The tension was broken. I needed to laugh more than anything, and she knew it. I felt instantly relaxed.

I reached out and touched her arm. She grabbed my hand and held it, pulling her sleeve down with her other hand. Both of our hands were warm and even a little sweaty. Was it the temperature in her office or the subject matter? I looked down at our hands, and her thumb started to caress my hand.

"Can I ask you something?"

"You just did," I said, chuckling at my own dumb joke.

"You're such a comedian. But I'm serious."

"Of course, you can. You know you can ask anything."

"Oh really? You better think about that," she said with a devilish smile.

Okay, where was this going. The laughter we had just shared released the tension, and I was in a better mood. I knew she wouldn't ruin it. "Yes, you can ask anything."

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"How often do you masturbate?"

I should have known better than to take a drink of the soda she'd brought earlier. I spit the soda out after hearing the question, and it landed all over her chest.

"I don't mind getting my chest sprayed, but I didn't expect it to be with soda," she said, rubbing her hands over both of her tits.

"Fuck, DeeDee. I wasn't expecting that."

"You said anything."

"Fuck."

"Well, you're clearly not doing that. I know enough that a 26-year-old man like you has needs."

If our hands were sweaty before, my whole body was now. I've never admitted to masturbating. I always avoided sexual talk of any kind with friends. I wiped my palms on my khakis and looked back at DeeDee. She was still rubbing her tits, trying to dry off the soda that had now stained her white shirt. I started to feel more uncomfortable than I could ever remember.

"How am I supposed to answer that?"

"Truthfully."

"Fine." I thought to myself. If I admit the truth, I'll look like a complete pervert. If I go to low on the number, she won't believe me. If I give something in the middle, maybe she will drop this. "Four times a week."

She smiled. She removed her hands from her tits, my eyes naturally going there seeing the movement. Her shirt was tight enough, and either because of her hands rubbing them or the subject or because the soda hit them, her nipples were now pushing hard against the shirt.

"I guess that's believable."

"You guess?"

"You're in your prime. Your fiancΓ©e has removed sex from you for some weird reason. Honestly, I was expecting the number to be higher."

"You pervert," I said jokingly, tapping her knee. "You just wanted it to be."

She shrugged and gave me that grin again. "Maybe."

Fuck, what am I doing? How did we get here? Masturbation is so private. So intimate. I've never even considered someone thinking about me masturbating, but this woman inches from me was picturing it in her mind right now.

The reality is that masturbation was such a topic of privacy that it was also one of the things I looked at most when looking at porn. Female masturbation was such a big turn on. Like DeeDee basically said, men do it, and everyone knows. Women are more of a mystery in that department, at least for me. Hell, Sara refuses to, even when we had a much more active sex life. Just talking about it was getting me horny, though. I could feel my cock swell. Not fully hard. I was trying to avoid it as it would have been very noticeable.

"It is higher, isn't it?" she asked, biting her lip. She loved torturing me right now. Her tongue made a quick appearance against her upper lip.

"Yeah, it's higher." What the fuck am I doing?

"Every day?"

I looked down at my crotch. I could tell my pants were getting tighter. Hopefully she couldn't tell. But if I got fully hard, there would be no hiding it. Maybe in jeans, not in these khakis.

"Yeah. I do. Happy?"

"I'm happy it makes you happy," she said, giggling. "Ever two times a day?"

"Yeah."

"Three times?"

"It's happened."

"Mmmmmmm."

Did she just let out a little moan? I look in her eyes, then I took in her body again. Her legs were pressed together tightly, and she was very slowly rocking back and forth in her chair.

"I'm sorry for asking. I've never had anyone I could ask, and masturbation fascinates me."

So, I'm not the only one.

"I can't believe I've admitted this."

"I'm glad you were honest. I've always been incredibly curious about masturbation. Feel a little unchained now? Freer?"

I tried to turn the chair a little, but there just wasn't enough room on her side of the desk. I needed to hide what was growing below, but I had nowhere to go. If I stood up to go to the other side of the desk, it would be incredibly obvious that I was getting hard.

"Please don't tell anyone." I started to think about what might happen if DeeDee were to tell someone, which took the steam out of my swollen member a little.

DeeDee turned my swivel chair towards her so that I was facing her directly. She grabbed my hands from my lap, hands being used to cover up the super obvious. "I would never, ever, ever betray your trust," she said, staring deeply into my eyes.

I leaned forward, not far enough to where she thought I was going in for a kiss, but I wanted to try to keep her eyes on mine so that they wouldn't travel below my belt.

"I mean it, Allen. I'm sorry I pushed the issue, but I love that you shared. And I'm sorry that you have to do it that much. I'm just confused about it. You used to have sex, right?"

This line of questioning was far less embarrassing than what I just admitted to. And I haven't been able to share my frustration with anyone else. "Yes, we have." I think I was out of the woods on her noticing my semi-erect cock.

"So why stop?" She could sense my resistance to the topic, so she added, "You don't have to answer. Sure, I'm curious, but I also believe it may help you to share."

"Yeah. Maybe." I fidgeted with my hands as I pulled away from hers. I felt like I was sweating all over. Truth is, as frustrated as I was with my sex life with Sara, I believed talking about it could be helpful. And I learned in college that I usually made dumb decisions when my cock got hard. Even though I wasn't fully hard now, being semi-hard meant I'd probably make some semi-stupid decisions. But what the hell.

"So why did you two stop having sex?"

"She says it was a religious decision. She was raised in a very strict house. And she's never been overly sexual."

"Did she like it? Did she, um, you know?"

I could tell DeeDee wanted details but was trying to walk a fine line. "DeeDee, just say it. My gosh, I just admitted a couple of minutes ago that I jack off. Anything you say will be far less embarrassing to me now."

"Okay, okay. Did she cum?"

There it was. Let's get raw. Did she want to know because she was helping me, or did she want to know because she was being sexual herself? "Yes, she came. Often" I said.

She smiled. "From penetration or just oral?"

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"Do you want every detail from when we fuck, DeeDee? Is that what you want?" I asked playfully, my horniness getting the best of me. Lines were crossed, and we couldn't go back. Might as well have fun with it.

"Yes, give me details."

"For fuck's sake. Okay. We used to have sex two or three times a week. I'd like more, but, again, she's never been overly sexual."

"Those aren't details. Good information but not details. Tell me a typical session."

"Okay. Lights off. Very little light at all. She hates her body. No matter how often I say I love it, and I do, she won't change."

"Girls our size seem to have that issue. Not all," she said smiling, that devilish grin that keeps popping up. "But some."

"So, we usually strip down on the bed, lying beside each other completely naked. We kiss a little, but not much. Again, not her thing."

"Fuck. She's lying there nude with a great-looking guy, a guy that loves her and loves her body, and she doesn't like to kiss?"

"Not really. But we always start with fondling each other. Light caressing that leads to more forceful touching."

DeeDee squirmed in her seat again, legs pressing hard against each other. When I glanced down at her legs, she slowly parted them. I was too close to see, and maybe it didn't mean anything, but it didn't seem like an accident. "Where? Where do you more forcefully touch?"

"Her breasts. And down there."

DeeDee rolled her eyes. "Is that what you call it? You know I'm a big girl."

"Well, it's what Sara calls it. She hates graphic talk."

DeeDee rolled her eyes again. "Okay, so you touch her tits and pussy. It's okay. Just say it."

"Yes, I do. I usually start on her tits, playing with her areolas lightly before pinching and squeezing her nipples. I'm usually kissing her shoulders or neck, but as my hands move down, my lips do as well...licking, sucking, maybe lightly grazing my teeth against her nipples."

"Fuck," she murmured. She picked up a magazine and started fanning herself with it. "And where are those hands going?"

"To her pussy. I make my way down to her pussy and play with her. She usually has her first orgasm like that while my mouth is still on her tits."

"Fingers inside her or out?"

"Both. After she cums, I usually kiss my way down from her tits to her stomach down to where it counts." Any chance of not getting completely hard is long gone. DeeDee looks down, and I see her eyes widen. A smirk spreads across her face. "I always make sure she cums once from my mouth. I usually try for two times."

"Wow."

"Then we fuck. Mostly missionary. Sometimes with her on top. Rarely, but occasionally, from behind. I can make her cum during missionary or with her on top. I can only make her cum during doggy if I reach around and rub her clit." I can't believe I'm admitting this. The harder I get, the bolder I get.

"Okay. I need a cold shower."

"Me too."

"That might help your, uh, situation."

"Sorry about that. I can't control it."

"It sounds like you control it well if you're using it to make her cum. I just don't get it. Seriously. I don't want to badmouth her. I know. you love her. I'm obviously not trying to step in the middle of you two. But if the sex is good, and you're way past waiting until you're married, why stop?"

"I didn't say it was good." Fuck. Where did that come from?

"What do you mean? You said she cums."

"Nothing. I didn't mean it wasn't good." No walking this back, but I'm hoping just to move on.

"Do you cum?"

"DeeDee, of course. It's easy for us guys," I say, laughing, hoping she will stop this part of the questioning. I don't want to make Sara look bad, but I'm failing.

She looks back down at my crotch, and there's no hiding the tent I'm pitching. She looks back in my eyes and softly says, "She's one lucky girl."

"Thanks." I glance at my watch, and it's already past time for us to leave. "We really better get out of here before I say something I'll regret."

"Too late for that," DeeDee says as she laughs. "But finish. Why did you say it isn't good?"

"I'm very visual. I like to see her. All over her. Especially the parts she hides most. I like different positions. I like dirty talk. I like things she won't consider."

"Like what?"

"Really? I shouldn't say."

"Maybe I can help."

"Fine. No ass play. No tit fucking. No sucking cock." Fuck. That was way too far.

"She does have big tits, doesn't she?" she said playfully, rubbing her hands down over her own big tits. "But she won't blow you? Why?"

"She says it hurts her mouth."

DeeDee laughs. "Yeah, I can see why."

I put my hands over my throbbing cock.

"We're good, right? You know I care about you and won't hurt you. I know I went too far. I just hope talking some of it out helped. It all fascinates me."

"Yeah, I get it. Things fascinate me as well. You're just bolder than me."

"So, ask away. One question. Ask anything. But then we have to go, or we might get in trouble...in more ways than one."

As much as it fascinates me, and since I opened up about myself, I just had to ask. "Do you like to masturbate?"

"Like? No. I love it. Now let's go."

I got up and went to the bathroom to throw some cold water on my face. My cock was hurting it was so hard. I can't believe the discussion we just had, but I can't go into the main hallway or the elevator with this huge bulge in my pants. Too many cameras. Once it subsided, which took a few minutes, I headed to the elevator. Part of me was hoping DeeDee had already made it down to her car just so we could avoid more awkwardness. I found her waiting at the elevator for me.

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