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I was sitting at my desk on a Friday afternoon when my manager, Dave, knocked on the frame of my cubicle.
"Hey, what's up?" I asked.
"You free for lunch on Monday?"
"I think so. Let me check."
I brought up my calendar and confirmed I didn't have anything scheduled.
"Yep. Anything special?"
"We've got a new employee starting on Monday. Was hoping you could take her to lunch. Let her ask questions. Make her feel welcome."
"Sure. No problem. Do you have her resume, so I'll know something about her?"
"Yeah, I'll send it to you. Her name's Vanessa. She'll be with HR all morning going through the usual on-boarding crap. I'll have them call you when they're done with her."
I added an entry in my calendar for Monday while Dave waited.
"Okay, all set."
"Thanks, Drew. By the way," he started just before walking away, "I picked her for our team myself. See you Monday."
As soon as he was gone, I gave a big eyeroll to no one. "I picked her for our team myself." Sheesh. He used that exact same expression for our summer interns the last two years. I learned it was Dave-speak for "she's blond and she's got huge tits". Unfortunately, for the two summer interns, it also meant they were airheads. I don't think either of them accomplished anything worthwhile the entire time she was here.
Oh, well. Nothing I could do about it. And I wasn't going to worry about it over the weekend. I finished up a couple of things I was working on, sent two emails, and packed up my computer.
Monday morning, I found Vanessa's resume sitting in my inbox. I nervously opened it, expecting the worst. I was immediately shocked by the first entry: she went to a top-notch school. And the Information Systems program at her school is known to be excellent. She had also taken courses in Project Management, UX Design, and Technical Writing. If I didn't know better, I'd think she was a great hire! I read through her experience, which included a summer internship and ongoing work on a research project for a professor. I made a few mental notes about some of her experiences so I could ask about them later. Then I closed her resume and started on my day's task list.
At 12:15, Bonnie, from HR, called to say Vanessa was ready, and I said I'd come get her.
I walked into Bonnie's office and was surprised when she introduced me to Vanessa. She was not blonde, and she did not have giant tits. Instead, she was a nice-looking brunette with straight hair that went just past her shoulders. She had very nice tits, probably a small C-cup, but a far cry from Dave's usual standards. I found her to be attractive. I wouldn't call her beautiful, but attractive.
"Hi, Vanessa, I'm Drew," I said, as I extended my hand.
She gave me a firm handshake.
"Hello, Drew. Nice to meet you."
I turned toward Bonnie.
"Are you done brainwashing her with the doctrines and dogma of the company cult?" I asked with a smile.
Bonnie laughed. Vanessa smiled but seemed afraid to show too much emotion.
"Yes, Drew, I think we're done," Bonnie replied.
I turned toward Vanessa.
"Did it hurt when they implanted the tracking chip in your neck?"
This time, Vanessa chuckled.
"It wasn't too bad," she said.
"Hey, Drew, could you do me a favor?" Bonnie asked.
"Sure."
"Shut up and get out here," she said laughing.
"See ya', Bonnie."
"Goodbye, Bonnie," Vanessa said. "Thanks for everything."
As we walked out the door, I said, "Bonnie's one of the best in HR. You can go to her with anything."
Dave let me know where Vanessa would be sitting, so I took her to her cubicle.
"Home, Sweet Home," I said.
She looked around the small area.
"At least there are walls," I said. "Some of the new spaces they're building just have long tables with dividers only to separate your table section from the next."
"It's great," she said.
I wasn't sure if she was genuinely pleased or just trying to be appreciative.
"Let's head to lunch."
She seemed very appreciative that I asked if she needed to stop at the bathroom. I've noticed that some of the new hires are nervous their first couple of days and are afraid to ask someone if they can take a 3-minute break to take care of mother nature.
After ordering our lunch, we started talking. I asked if she had any questions, but she said not yet.
"Okay, good. So, when our food comes, I'll ask you a question, and then I'll eat my food while you're answering. As soon as you're done, I'll ask another question. And, again, I'll eat while you answer. You'd better come up with some questions if you hope to eat more than three bites."
Vanessa chuckled.
I got serious when talking about some of the research projects she worked on. It was great experience, and they did some amazing work comparing different screen designs with timed experiments showing why some designs were much better than others.
When we got back to the office, I added her to some team shares and explained her first assignment.
"We've been asked to review some screen layouts that another project has proposed. They admitted the screens were pretty basic, but they asked our group for suggestions. I'll send you the folder to look at. Take a couple of days to review them and give me your thoughts. If you have any trouble getting into the files, let me know. I'll introduce you to some other folks on Dave's team this afternoon. And let me know if you have any questions."
"Will do," she said as she stood and left.
I checked in with her over the next few days and set up a meeting to discuss her thoughts.
When she came to my office for the meeting, my first question was, "what did you think of their screen designs?"
She hesitated for a second before saying, "Well, I think we could maybe make some improvements."
I looked at her.
"Uh huh. Now, just among us girls... no one else can hear us... what did you REALLY think of their screen designs?"
She paused again.
"Actually, they kinda sucked."
I laughed.
"Even THAT'S an understatement," I said. "Okay, show me your suggestions."
For the next hour, Vanessa showed me markups she had done and some proposed new screens. She showed that she really understood the application and had made some fantastic suggestions. We talked through them and made some changes, but her original proposals were great.
"Okay, can you put together about 15 powerpoint slides explaining some of the issues with the current screens and the new proposed ones, with the changes we made today?"
She nodded.
"Do you think you can do this by Friday morning?"
She nodded again.
"Okay, let's meet Friday morning to go over the presentation. I'll set up a meeting with the other group, probably on Monday. And just one more thing. We work as a team. We try not to take individual credit when things go well, and we try not to assign individual blame when things go wrong."
Vanessa nodded her understanding.
As we got up to leave, I said, "That was really good work."
Vanessa smiled. "Thanks."
Friday morning, we reviewed her presentation.
"Okay, I'll present this on Monday."
After brief introductions on Monday, I started the presentation.
"I went through your screens, and I've got a few suggestions."
I think Vanessa was pissed that I implied I did the work, but I didn't really care. I went through the presentation, and everyone on the other team, including the team leader, seemed to agree with all the suggestions. There were questions along the way, and we made a few changes, but everyone agreed the new, proposed screens were MUCH better."
"Thanks, Drew, this was great," Richard, the team lead, said.
"You're welcome. But don't thank me. Vanessa did all of this work. She has some great experience, and she came up with all the new screens."
Richard turned and looked at Vanessa and then looked back at me.
"That's bullshit," he said. "She just started. And she just graduated. What kind of experience could she have?"
"She worked on some large research projects, funded by both the government and private sector clients, and they've studied this. They're even working on some automated tools that let you test different layouts to get quantitative performance data on the usability of one design versus another."
Richard looked at me and then looked at Vanessa. Then he looked back at me to reply.
"Well, thank you," he said again, before standing up and leaving.
After he and his team left, I turned to Vanessa.
"He can be a jerk sometimes. I knew if I started the meeting saying you did the work, he wouldn't accept it. He frequently belittles the work of people who 'aren't as senior as he is'," I said, using air quotes. "And I think he still has a problem accepting women in the workplace. So, I decided to save your involvement until the end."
"Thank you," she said with a smile. "But what about no individual credit?"
"Well, that IS our general vibe. But I reserve the right to call out folks when they do good work," I said with a smile.
Over the next few months, we worked on a couple of projects together and became good friends. I learned she had been dating her boyfriend since her sophomore year of college. He was three years older and recently started at one of the big law firms. She said he worked a lot but was well paid.
One day, IT called to say my new monitor had arrived. I ordered the biggest one I could get so I could have lots of open windows on the same screen. They came up and hooked it up that morning.
When Vanessa walked in and saw it, she said, "Wow, that's a big one."
Without employing any filter, I said, "that's what all the girls tell me."
I suddenly realized that might not be particularly appropriate. Thankfully, Vanessa started laughing.
"In your dreams!" she said through her laughter.
And that's when we crossed the line - well, I guess I crossed the line, but she accepted - and never held back. Our conversations were often filled with double-entendres and associated laughter.
When Vanessa moved to a different manager, we still made sure to have lunch once a week. If one of us was bored in a meeting, we'd often text the other to make fun of something - or more likely, someone - from the meeting. Vanessa became my best friend at work, and I think it's safe to say, I was hers. In fact, over time, she referred to me as her BFF. When I made a joke about how many BFFs people have, she got serious.
"Besides my boyfriend, I've only got one BFF. And it's you."
I looked at her and smiled.
"That makes me feel good. I hope you know you are my best friend, too."
Even though we didn't see each other very often out of work, save an occasional dinner with her and her boyfriend, she and I talked about stuff I didn't discuss with others.
One Saturday night, about a year after she started, I got a text from her. When I opened it, it was simply a picture of her left hand with an engagement ring. I immediately called her to congratulate her and Michael. I let her know I thought he was a very lucky guy. We spoke for a few minutes, and then I asked to speak to Michael to congratulate him. I was very happy for her.
The following Monday, I went to her office as soon as I got work and gave her a big hug. She seemed to be glowing with excitement. She was clearly in love with Michael and thrilled to be getting married to him.
Three months later, on a Friday, Vanessa told me a bunch of her girlfriends were going out for dinner to celebrate her engagement. I made some joke about sitting home eating canned spaghetti and said I'd think about her enjoying a nice meal. About 11:30 that night, I received a text from her.
Vanessa: You up?
Me: Yes. Even an old guy like me gets to stay up past 11:30 on the weekend.
Vanessa: LOL. Hey, I'm not far from your place. Could I stop over?
Me: Of course.
Vanessa: OK. See you in about 15 minutes.
I was surprised to hear from her that night. I didn't know if she had been drinking a lot or not, but, as usual, I looked forward to seeing her.
About 15 minutes later, there was a knock on my door. When I opened the door, I couldn't control my initial reaction.
"Wow, don't you look fantastic!"
She was wearing a sexy little black dress that stopped well short of her knees. Her hair was curled, and she was wearing more makeup than she usually wore at work.
She smiled at my comment.
"I'll bet you say that to all the girls that show up at your door close to midnight."
I laughed.
"I guess I do. Including today, this has now happened exactly once."
She laughed.
"Come in," I said.
She was quiet for a few minutes. It wasn't like her.
"Everything okay?" I asked. "Your girlfriends didn't cause you to get wet feet, did they?"
She chuckled.
"No, of course not. I'm very excited about marrying Michael."
I was sure she meant it, but the way she said it made me wonder.
"But?" I asked.
She smiled.
"No 'But'," she said unconvincingly. "Just thinking about all the jokes my friends were making. You know... your playing days are over. Only sex with one guy the rest of your life. Hope you got your freaky stuff out of the way." After a short pause, she continued. "Did I ever tell you Michael was my first?"
"Your first..."
"The first guy I slept with."
I assumed that's what she meant, but I wanted to make sure.
"Okay," I said.
"And since we were already dating regularly, he's the only guy I ever slept with. And after listening to my girlfriends, it just made me think. I mean, I love Michael. But how weird is it that in this day and age, I could die never having slept with more than one guy?"
I really wasn't sure how to reply, but finally just said, "It's not a big deal."
"Maybe...," she said. "Of course, I'd never cheat on my husband."
I nodded. Then she walked up to me and put her hands on my waist. I put mine on hers.
"I still think it's weird that I've only seen one guy naked. That I've only felt one guy's dick. That I've only had one guy make me come."
Even with all of our very personal conversations, I was still a little shocked to hear this from Vanessa.
"And...," she paused, looking deep into my eyes. "I can't believe I've never fucked my BFF."
Wow. Call me stupid, but I didn't see this coming.
"Vanessa...," I started, but she put a finger on my lips to shush me.
"Drew, please. I'll never get it out of my head if we don't do this. I've always wanted to. It will drive me crazy for the rest of my life if we can't do this at least once."
I knew the right thing to do was to walk away and say, "we can't do this." But I didn't do the right thing.
"Do you find me attractive?" she asked.
"You know I do."
"Have you ever thought about it? About fucking me?" she asked.
"I'd rather not answer that," I said with a smile.
"Listen, Drew. I'm going to fuck one more person before I get married. I want it to be you. Please. I want you... and I need you."
That did it. I leaned forward and put my lips on hers. In an instant, I was locked in the most passionate kiss of my life. She was right: I had fantasized about her. A million times. But I never did anything to let her know or to try to make it happen. But now, I couldn't hold back.
I was hard in five seconds, and Vanessa was grinding against me. I wasn't very good at self-control at the moment. I moved my hand up onto her breast and softly squeezed; we both moaned. I turned her around and unzipped her dress; Vanessa immediately pushed it down and stepped out of it. When she turned around wearing her lacy black bra and panties, and still in her heels, I groaned. We began kissing again, and I returned my hand to her breast. When Vanessa slid her hand between us and wrapped it around my dick, I thought I was going to come right then and there.
Vanessa started unbuttoning my shirt. I pulled it out of my pants and started on the buttons at the bottom. Once all the buttons were open, I unbuttoned the cuffs, and Vanessa pushed the shirt off my shoulders. I quickly removed my undershirt. Vanessa ran her hands up my chest and grabbed my face. She pulled me to her, and we resumed our passionate kiss.
I had pictured this exact scene in my head more than I should admit. It was usually late at night, in bed, with my hand stroking my dick. I couldn't believe this was happening for real. We kissed for a long time, my hands moving between her breasts and her ass. We were grinding against each other, and I was in heaven.
Finally, I broke the kiss, and we smiled at each other. I silently took her hand and led her to my bedroom. We kissed again for a few minutes before I again pulled away and turned her around. I unhooked her bra and placed kisses on her neck, shoulders, and back. I was never more excited in my entire life about seeing a woman naked.
I turned her back around and slid her bra down her arms, finally seeing the breasts I had dreamed about.
"Oh, God, Vanessa!" I barely managed to get out.
She had perfectly round breasts that were incredible - not too small and not too large. There was no sag whatsoever on her young body. Her nipples were thick and very hard, surrounded by dark red areolas.
"You're even more beautiful than in my fantasies," I said, finally admitting I had thought about her.
When I placed my hand on her breast, Vanessa quietly moaned; my groan wasn't as quiet. As I squeezed her breast, I returned my lips to hers. Vanessa was grinding hard against me, and after only a few minutes, she broke the kiss.
"I want your dick," she said, as she started to unbuckle my belt. I kicked off my shoes as she continued to unbuckle my pants and unzip them. She was not in the mood to tease as she grabbed my pants and my underwear and pushed them both down. She got on her knees to be able to pull them to the floor, so her face was now right in front of my dick. She looked up at me, smiled, and licked the head.
"Oh, fuck," I cried.
She stood up.
"I need you to fuck me, Drew. Now!"
I pushed my pants and underwear over my feet and ripped off my socks. Vanessa had kicked off her shoes and was already getting in bed, on her back. I reached into my nightstand and grabbed a condom.
"Uh uh," she said. "Don't use that. I want to feel you."
I have never had unprotected sex, and I couldn't believe my first time was going to be with Vanessa. I assumed she was on the pill, or she wouldn't have taken a chance.
I climbed on the bed, hovered above her, and started kissing her again. After less than a minute, I moved down to kiss, and then suck the nipple, of each breast. Jesus, her breasts were incredible.
I moved down further and grabbed the hem of her panties. I slid them off her legs. I pushed her legs apart and looked at her wet, bright pink, totally shaved pussy. I smiled for a second and started kissing up her legs. When I placed a kiss on her clit, Vanessa thrust her pelvis as she whimpered. I slipped a finger in her, and she was soaking.
"Please, Drew. Fuck me. I need to feel you."
I lifted her knees so that her feet were flat on the bed. I grabbed my dick and slid it up and down between her pink lips. I got into a push-up position with my dick hovering near her entrance.
"Guide it in," I whispered.
Vanessa grabbed my dick, put it in position, and I slowly and smoothly pushed in until our bodies were touching.
"Oh, fuck!" Vanessa cried.
"Oh, Vanessa," I cried.
I didn't move. I couldn't believe the incredible mental and physical feeling of having my dick buried in Vanessa's pussy. I closed my eyes for a second, but I quickly opened them so I could look at Vanessa's face and her tits.
Her eyes were closed and there was a subtle smile on her face. I think she was just as excited as I was. After a few seconds, I slowly pulled back. Vanessa opened her eyes and looked at me. Her eyes said 'ecstasy'. I agreed.
I again slowly pushed in until our bodies touched. I softly groaned. Again, I held the position. After a few seconds, I repeated the routine: slowly pull back, slowly push in all the way, wait. After one more time, I stopped waiting. I tried to keep it slow, but it was in, out, in, out. Feeling Vanessa's pussy squeezed my dick - especially the head - as I moved through her was beyond anything I had ever experienced. I don't know how much of the feeling was due to Vanessa's tightness and how much was in my head because it was Vanessa, but I didn't really care. It simply felt amazing.
I would have been happy to continue just like this for about an hour, but there were two problems. First, without even realizing I was doing it, I started moving faster and faster. As I did, I grunted each time I pushed in. And the other problem, even more concerning, was that I was getting close to exploding.
I may not be the world's greatest lover, but I usually last a reasonable time. But Vanessa had me so fucking excited, I knew this was going to be over sooner than I wanted. Not only did I not want this to end by reaching a quick orgasm, but I also didn't want to disappoint Vanessa.
On the next stroke back, I pulled completely out.
"NO!" Vanessa cried.
I quickly moved down the bed, licked her slit from bottom to top, stuck two fingers into her pussy, and placed my lips around her clit. As soon as I licked her clit, Vanessa cried out and grabbed my head, pulling it against her. I started licking a little faster and then faster again until Vanessa grunted loudly.
"Right there! Don't stop! Don't stop!"
I took that as a sign that this was the perfect speed. I continued flicking my tongue across her clit while I slid my fingers back a bit until I found her G-spot. Vanessa's cry let me know she liked what I was doing. She was now whimpering repeatedly as she pulled my head while simultaneously thrusting her pelvis into my mouth.
It was less than a minute more before her knees gripped my head, her pussy squeezed my fingers, her entire body thrust up, and she quietly cried out as her orgasm began. Everything released for half a second and then the pressure returned. I was thrilled to know I was giving her such pleasure. I continued licking her clit and tapping her G-spot throughout her orgasm; eventually, she collapsed onto the bed. Her knees fell open, I moved my head away from her, and I removed my fingers. Vanessa looked incredibly calm lying on the bed, and I didn't want to disturb her. So, I just stayed where I was between her legs.
After a couple of minutes, her legs slid down flat onto the bed. She spread her arms, and, in a very soft voice, she whispered, "Hug?"
I shifted up and lowered my body onto hers, supporting myself on my bent arms and placing my head next to hers. With her breasts pressing against my chest, Vanessa wrapped her arms around me. We continued to lie like this quietly; I would have been happy to stay like this all night.
After quite a few minutes, when she moved her arms, I lifted my head to look at her.
"Wow," she said, smiling. "That was something else."
"Glad you enjoyed it," I said. "Sorry for pulling out, but I didn't want to embarrass myself."
She gave me a confused look.
"I've never been more excited in my entire life, and I didn't think I was going to last very long. I was afraid I was going to ruin it for you."
She laughed a bit.
"Rest assured, you didn't ruin it," she said.
She gently pulled my head down and gave me a very soft kiss on my lips. She paused and then gave me another. Then she pulled my head hard, opened her mouth, and started kissing me with as much passion as I've ever felt. It didn't take long before I was hard again, and my dick was resting between her pussy lips. Once again, we were both grinding against each other. After a few minutes, I pulled away to take her breast in my mouth. I circled my tongue around her nipple and then sucked on it. Vanessa's moans let me know she liked it. I continued this for a couple of minutes, alternating breasts.
"Fuck me until you come," she whispered. "I want to feel it."
I pushed myself up and climbed to her side.
"Wanna get on your hands and knees?" I asked.
She smiled, nodded, and got in position. She lowered her head to the pillow, pushing her butt up in the air. I licked my middle finger and slid it into her; she was already very wet. I lined up my cock and pushed into her; I couldn't help but groan. Based on Vanessa's whimper, she enjoyed it, too.
Once again, I started out going slowly. In this position, the pressure on my dick felt even better each time I slid in and out. Once again, I tried to maintain this slow pace as long as possible just to drag out how long I could keep my dick in her before coming. But like the first time, after a few minutes, some unknown communication between my dick and brain suddenly had me moving faster. I had been so excited this entire evening, I knew I wasn't going to last forever. But, fortunately, in this position, I could use my hands. I reached around and started stroking Vanessa's clit.
"SHIT!" Vanessa cried out.
She started pushing back into me hard each time I thrust into her, grunting even louder than I was. Because my strokes were a little shorter in this position, I was able to maintain some control. I kept this up for a couple of minutes until that magic force took over my brain once again. I removed my hand from Vanessa's clit, put both hands on her hips, and started taking long, hard strokes into her. Each time I drove forward, you could hear the slap of our pelvises. It looked liked Vanessa had replaced my fingers on her clit with her own.
For the next minute, there was lots of heavy breathing, grunting, moaning, and bodies slapping. It was feeling better and better when suddenly, with almost no warning, I cried out as I exploded with the most forceful orgasm I've ever felt.
"UUUUGGGGHHHHH!"
The blast of cum was so strong, I felt like I was going to rip a larger hole in my dick. I felt bad that Vanessa hadn't come yet when suddenly, she cried out, too. Her butt was pushing back into me, her pussy was squeezing my dick, and I was blasting like a firehose. My brain felt the strangest combination of intense pressure and intense pleasure. For a couple of seconds, I nearly forgot where I was. But as soon as my orgasm ended, I remembered where I was: fucking Vanessa.
I continued thrusting into her as she rode out her own orgasm. When she finished, I pulled back from her, and her body collapsed onto the bed. I collapsed next to her and put my hand over her back.
And as incredible as this had been, I suddenly got sad. I knew that this was never going to happen again. But then I realized I shouldn't look a gift horse in the mouth. I quickly pushed the negative thoughts from my mind and simply enjoyed the incredible gift I had been given.
I knew I was being a little selfish, but I needed to properly hug Vanessa - and see and feel those incredible tits one more time. So, I gently lifted her shoulder nearest me to get her onto her back, and she lazily followed my lead and rolled over. Then I climbed on top of her, getting a good look at her body as I once again covered her with my body, supporting myself on my bent arms so I didn't crush her. I savored every moment just lying against her.
When she started to move, I lifted my head. I melted when I saw her smile.
"Wow. That was unbelievable," she said. "Thank you for making sure I didn't die without experiencing at least two lovers."
She smiled as she finished. I laughed.
"Yeah, well I just wanted to help out my BFF."
She wrapped her arms around me and hugged me tightly. I lowered my face next to hers, cheek to cheek.
"You know," she said without moving and without looking at me, "this can never happen again."
I detected a slightly sad tone in her voice.
"I know," I said softly. "But I'll never forget it. I hope you know I love you."
"I love you, too, Drew."
We lay there quietly for a while. I knew we were finished, but I enjoyed our last moments together.
"I'd better get going," she said.
I lifted myself up, gave her a short, closed-mouth kiss on her lips, and got off her. I made sure to take one last look at her incredible tits.
"I, uh, need to wash up a bit," she said.
"I'll get you a washcloth and towel."
I handed her the items, and she disappeared into the bathroom. I put on my underwear while she cleaned up. I retrieved her dress from the living room and laid it neatly on the bed after pulling up the top sheet and blanket to protect her dress from the cum that had leaked out of her.
She came back from the bathroom and got dressed quietly. We walked to the front door, and she turned to give me one more tight hug.
"Hey, if Michael is into watching you with other men, I'm here for you."
She laughed.
"Yeah, I don't THINK he is, but I'll keep it in mind." After a pause, once again, she said, "I love you."
"I love you, too."
I opened the door, standing behind it since I wasn't dressed.
"See you Monday," she said.
"Yep, see you then."
And she left.
For a few seconds, I just stared at the closed door. But then the biggest goddamn smile crept across my face, and I started laughing. I could not believe what just happened. This was the best fucking night of my life!
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