Everyone in this work of fiction is over 18 years of age. Constructive feedback is appreciated.
I was working late at the office for some routine computer system maintenance. The maintenance required everyone to be off the system, so there wasn't anyone around. I didn't have to do much, as everything was automated, I just needed to be there to make sure everything came back online. Not the most exciting thing to do, but hey, it's a few hours of overtime.
I was walking down the hall towards the breakroom to get something to drink, when I noticed a light in one of the conference rooms. I thought that was odd since everyone had gone home. I walked towards the conference room, and I saw Lana sitting at a table with her laptop. Lana is one of the executive assistants. Tall and thin, she appears to be in her late fifties with a few age lines and graying hair, and probably 34C breasts. While that may not be everyone's cup of tea, I thought she still looked pretty hot. I could see from the doorway that she was wearing a short sleeve blouse, perhaps with one too many buttons undone, a knee-length skirt, and her hair up in a bun.
I gave a gentle knock on the doorframe so I would not startle her. She looked up from the screen and said "Hey."
"Hey yourself," I reply. "You know you shouldn't be on the system right now, right?"
"I know. I'm trying to log off, but there is something preventing me from doing that. Would you take a look?"
"Sure," I reply, thinking that the sooner she can log off, the sooner I can get out of here.
I stepped beside her and leaned forward to see if I could identify the issue. I maneuvered the mouse to check a couple of things and it turned out that it was some ancillary program that had failed to update properly and was preventing the system from logging off. I maneuvered the mouse to end the task and stood up to wait for the program to close and the laptop to power off. While waiting for the laptop, I couldn't help but notice Lana's tits, cupped nicely by a lacy black bra. My gaze must have lingered a bit too long because as I turned my attention towards the screen, she asked "Do you like what you see?"
Shit, I thought. My mind started to race about what I could say or do to avert a major problem.
"It's OK to be honest," she continued, "I won't be mad."
Still unsure of what to do, I swallowed hard and kept staring at the laptop screen and saying "Yes."
I braced myself for the tirade that was surely to come (and well deserved), but it didn't. Just then, the laptop had powered off, and I stood up straight and took a few steps back from her.
"I should get back to work," my voice shook. I turned to walk out the door and just as I started to leave the room, I heard Lana say, "I appreciate your honesty. Most guys would have tried to lie their way out of it by saying they didn't notice or didn't look."
I started to relax a bit, but I am still unsure of how to proceed. Will she forget about it? Will she contact HR in the morning? Am I going to get fired? Or worse? It seemed that she could sense the thoughts running through my head.
"Relax" she said, "I won't tell anyone." A huge wave of relief came across my body as I let out a big sigh of relief.
After a bit of awkward silence, she said "You can touch them if you want."
"Excuse me," I said, not sure I actually heard what I thought I had heard.
"You can touch them if you want," she repeated as she turned the chair to face me. After what seemed like an eternity, I figured, what the hell, and walked over to her and got down on a knee to lower myself to her level. I cautiously reached out, took each one in a hand and gave them a gentle squeeze. They felt amazing. I looked up and made eye contact with Lana, and she gave a permissive nod. I rotated my hands to cup them from the bottom and rub my thumbs over the front, feeling the slightest hint of her nipples beneath the fabric. Upon feeling her nipples, I felt my cock begin to stir. As I continue to rub her nipples, I hear a slight moan come from her lips. I quickly pulled back my hands.
"I'm sorry," I exclaimed. "I didn't mean to...."
"No, it's OK. I haven't been touched like that since my husband passed away two years ago," she reassured. "Please, continue."
I reached forward again, this time, not so tentatively. Gently rubbing each breast, I found her nipples again, feeling even stiffer now. I kneaded each one between my thumb and forefinger. She moaned again, louder this time. Thank goodness there is no one else in the office. I continued to play with her nipples and started to massage the rest of her tit with my hand. Her breathing started to quicken, and my cock became even stiffer.
"Are you involved with anyone?" she asked a few minutes later.
"No." I replied.
"Good," she said, grabbing my hands. "Do you want to see more of them?"
"Y-Yeah," I managed to say
She stood up and I rose with her. She sat on the table, removed her blouse and took off her bra. I stood there amazed at what I saw. Her tits dropped a bit, but not as much as you would imagine they would for a woman her age. Upon seeing her tits, my cock is now uncomfortably rising in my pants.
"They look amazing," I said.
"Thank you" she responded. "Go ahead and suck on them, but be gentle, it's been a while." She spread her legs and I stepped forward between them. I gently took the left one in my hand and began flicking my tongue on her nipple. I circled it with my tongue, as I grabbed the right tit, massaging it between my thumb and forefinger. Exploring more of her tit with my tongue, I then shifted to the right, and started rubbing the left. After a moment, I gently kissed her right nipple, and then pushed them together so I could suck on both nipples at once. She gasped with pleasure and wrapped her legs around me to draw me closer. I continued to massage her tits and raised my head to kiss her. We locked lips, the tips of our tongues began to joust back and forth. Our hips met and she started to rock her hips up and down. The motion excited me, even through our clothing. She moaned again, this time a bit louder.
She broke off the kiss, put her hands on my chest and gave me a gentle push back.
"Take off your pants," she commanded. I stood there dumbfounded, not sure I heard what I heard. "Go ahead," she says, as she slid off the table, unbuckled her belt, and slid off her skirt, leaving her black panties on. I quickly took the hint, unbuckled my belt, lowered my pants to my feet and stepped out of them. My cock now straining against my boxers.
"Underwear too," she said looking me in the eyes.
I immediately complied. There I am, standing there in my t-shirt and socks, my 6 inch cock standing at full attention. I saw Lana's green eyes going down, pausing at my cock, and then back up. Without a word, she hooked both thumbs under her panties, slid them off, and deftly kicked them to where her skirt and shoes were piled. I gave her the same look-over that she gave me, stopping at her neatly trimmed bush.
She leaned back, propping herself on her elbows, spreading her leg, bringing her knees towards her chest, and said "Take off your shirt and come here."
I removed my shirt and stepped forward in one motion, put my hands on her legs and admired her pussy.
"That looks amazing," I said.
"Thank you," she replied. "I bet you want to stick your dick in there, don't you," She asked.
"More than anything in the world," I replied.
"You can tease me with it, but you can't fuck me. I promised myself my husband would be the only person to have me." I must have visibly slumped when I heard her condition. She said, "You can do anything else, I'll even suck it and swallow, but you can't put it in my pussy or ass. If you do, I'll report that you forced yourself onto me. Do you understand?"
