The Business Trip

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Flirting with co-worker goes too far.
5.3k words
4.71
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70

Part 1 of the 3 part series

Updated 06/10/2023
Created 05/01/2020
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LP2732
LP2732
74 Followers

"...I can't believe that you're going to be gone for three whole days." My wife Linda said as we lay in bed. "Your job sucks." Yeah she had that much right. She was upset because I had to go to our corporate office in California for three days to go through some BS team building workshop. I was notified earlier in week and was told I would be there from Thursday to Saturday with the other manager in my office Rebecca; that was about the only good news they gave me.

Rebecca and I get along great; you might even say we were best friends. I spend so much time with her and know so much about her that my wife teases we're the ones that are married. I've been working with Becca for well over ten years now and our families have become really good friends in that time. Her husband Tom and I are like brothers, and again I constantly catch shit from my wife that I am in a relationship with him as well.

Becca is a little older than me but I'd be lying if I said she wasn't hot and way out of my league. She is about 5'9" with curves in all the right places, blonde hair blue eyes and a chest to die for. And as if her looks weren't enough she has a killer personality she's funny, smart, quick witted, and she has one of the dirtiest minds I've ever come across... Wait that sounds bad; what I mean is she does not offend easily, which is good in our line of work since it is a predominantly male environment. Becca and I would often talk, flirt and, most of the time overshare information about our relationships. There's not much that Becca didn't know about me. She's easy to talk to, and I loved our daily texting sessions that without fail would always turn dirty real fast. It's not like I was flirting to try and get her in the sack, It was playful and Becca seemed to always say something that would leave me speechless, and then she'd giggle to herself knowing what she did to me.

"...Are you going to miss me?" Linda asked, snapping me back to our conversation.

"Of course I'll miss you." I said as I pulled her close to me, and began to stroke her arm and upper chest. I lowered myself down to her and gave her a soft kiss on the lips. To my delight she began to kiss back, and for a minute we began to make out like we were back in high school. I continued to stroke my finger down her chest and right about the time I got to her nipples my hand got slapped away.

"Why do you have to be such a pig all the time..." My wife said pulling away and covering herself up. Man I must have miss read that, I thought as I fell back into my side of the bed. After an audible sigh I closed my eyes and tried to think of something to make the hard problem in my shorts disappear.

I wasn't angry; this has kind of been the story of my sex life for quite some time now. Don't get me wrong, Linda and I get along great. We've been together since high school and back then we used to fuck any chance we got, and we could never get enough. I used to think this girl was going to be the death of me, and some of the kinky shit she was into used to blow my mind. But then the kids came, the stress of life and somewhere along the line we drifted in two separate directions when it came to our sex lives. Unfortunately she went to the chilly north.

***

My phone started going off an hour before I had to wake up, which really sucked because I already had to wake up earlier than normal for the four hour drive to California. I grabbed my phone and sounding annoyed I said Hello without even looking to see who it was.

"Brad, it's Becca sorry to call you so early but I need your help..." came a mildly panicked voice from the other end of the phone. I sat up worried and asked what was going on, still trying to clear my head.

"Is there any way I can ride with you today? My car won't start and Tom's away on his business trip."

Of course" I told her," I wasn't planning on getting up so damn early, but I guess now I'll have to get up and shower since you'll be in the car with me" I said jokingly. Becca laughed and told me not to get all spiffed up on her part. I told her I would be there to get her within the hour and she had better have breakfast ready.

I pulled up to Beccas house and she was outside waiting for me. We loaded up her stuff and hit the road.

"Thanks for letting me ride with you" Becca said as we started down the road.

"Don't mention it. You know you can ride me...um I mean ride with me whenever you want." I playfully said.

Becca laughed and pulled her pillow from the back seat and said "well you're just going to have to settle for me sleeping with you."

"Um, driver if you would be so kind as to wake me when we get there" She teased as she reclined her chair and closed her eyes. "And oh yeah" she said as she reached in her purse. "Here's your breakfast" as she handed me a Pop Tart and started laughing.

About two hours in to the four hour drive I began to get a little restless. The audio book that I had downloaded was just sort of dragging on, and the sun just started to rise. I glanced over at Becca who was still sleeping and noticed a fair amount of visible cleavage. She was wearing a white button down blouse and it looked like when she was getting ready this morning she forgot to button a couple of the top buttons. The morning sunlight had just started to spill into the car, and I couldn't help but to steal glances of that ample chest moving up and down in the early morning sunlight. I began to fantasize of what it would be like to wake up in bed next to her and watch her bare breast move the same way as the light peaked through the blinds. I think I may have gotten a little too lost in this fantasy because I began to drift of the road. I quickly jerked back into my lane when I hit the "wake up" grooves on the side of the highway. This action woke up Becca and she saw that I was a little flushed and asked if I was ok.

"Yeah, I um...ah...was just trying to change the radio and took my eyes off the road for a sec" it was the quickest lie I could come up with.

"Well don't kill us" she said "I'm not ready to go yet". I laughed it off and jokingly said that it would be better than spending the next three days at our corporate offices. "Very true" she said agreeing with me.

She had asked if we could stop at the gas station coming up so that she could use the restroom and get something to drink. "No problem" I said as I got off the highway.

I pulled into the gas station and Becca started to get out of the car.

"You coming?" She asked as she opened the door.

"Yeah I'll be there in a sec" I said "I just want to check my email" another lie. But I couldn't tell her that I had a ragging hard on from my little fantasy, and I was trying like hell to get it to go down before she noticed. After Becca walked into the store, I quickly tried to adjust myself so that at least it wouldn't be noticeable. After a couple of minutes of trying and failing to adjust myself Becca came walking back out with a couple of drinks.

"Here you go you workaholic you. I never saw you come in and I figured you could use some caffeine to keep you awake and on the road." Thankful I took the drink, and told her I was sorry but I had to answer a few emails.

"Anything exciting?" she asked." Nope, just needed to make a few adjustments" I said smirking at my own inside joke.

We hit the road again, and this time to my disappointment Becca left her seat up and pulled out her tablet to get some of her work done.

"So is that tent in your pants Lindas doing?" Becca asked nonchalantly as she went through her email. My face flushed red hot, and my ears were on fire from the embarrassment as I realized that she had noticed my um... problem.

Becca laughed and said "awww don't be embarrassed" as she look back at my lap "heck from what I can see you should be pretty proud..."

Still embarrassed I totally did not pick up on her complement, I just reiterated her comment and stuttered "uh... Ye-yeah... Lindas fault".

Becca laughed as she shook her head "you pour guy" as she went on reading her emails.

The rest of the car ride was pretty uneventful. I relaxed a little and we made some small talk to pass the time. We got to the office with about twenty minutes before we had to start our meetings. So we used that time to freshen up and get our laptops set up in the meeting room. We also made the rounds saying hi to some of our colleagues that we don't see all the time. The meetings started and Becca and I spent the next six hours texting each other to keep us from going insane from listening to one boring presenter after the next.

Me: Hey you still awake?

Becca: Uhhhggg yeah, but I don't know how much longer I can keep my eyes open. So, did you notice Tony had food in his teeth when he was talking?

ME: Haha, yeah I bet that has to be so embarrassing.

Becca: Yeah... I think the only thing more embarrassing would be having a major hard on while driving with a co-worker!

I was over the initial embarrassment so I decided to play it cool with Becca since I knew she got a kick out of torturing me.

ME: Major hard on!???? Hell, that was only half-staff honey... ;-)

I waited for her response and got nothing back for what seemed like forever. I didn't want to look over at her cause I was trying to play it cool. But crap I thought...did I just cross a line?... And right then my phone buzzed.

Becca: Is that right, well now you have me curious on what that would look like...

Was she serious??? Nah Becca was always messing with me, pushing that flirting and playfulness to the edge to get a rise out of me. I decided to keep going and do a little pushing of my own. I mean what else was I going to do sit there and watch spinach teeth talk or goof off with my best friend. Besides I was still feeling a little frisky from the thoughts I had on the ride down.

Me: well I would help you out with that curiosity but I have no inspiration... 

I glanced up after sending and I and caught Beccas eye after she read my message. She gave me a sly grin as she moved her phone off the table and I assumed she was typing her response. I'm not sure what it was but a rush of excitement came over me, my heart was beating a little faster and my hands were trembling a little. This wasn't the first time I've had this feeling while going back and forth with Becca. Like I said we text quite often and she really gets a kick out of pushing the envelope, but at the end of the day it's just harmless flirting and teasing. After all we were both married and happy so we weren't going to mess that up. Right about this time is when Becca would send me some smart ass mood killing text and laughed at the expression on my face... bzzzzzz... See right on time.

Becca: How's this for inspiration...?

I opened the text and there was a close up image of a beautifully shaved pussy with two fingers slightly spreading the lips apart. I was frozen, I knew what I was looking at but I didn't know why or how I was looking at it. Beccas never gone this far before, so why now? Don't get me wrong I was enjoying every minute of it. I don't know how long I sat a stared at that image but I was broken out of my trance when my phone buzzed again.

Becca: Well, are you inspired???? ;)

ME: Oh yeah, you could say that...

Becca: Really????? Where's my proof? 

ME: Well it's not that easy for me to get you proof, I'm not wearing a skirt.

Becca: Hmmm yeah I can see how that would be a problem... Well that's too bad, I thought that you being inspired would help inspire me a little more...

Not knowing how far this was going to go, but also not wanting it to end now I had to think fast. "Um... excuse me folks, I need to use the restroom real quick" I said as I stood up and made my way out of the meeting room trying like hell to hide a massive bulge in my pants.

I walked into the restroom and locked the door. I fumbled with my belt and pulled down my pants allowing my hard cock to spring free. I looked at my phone again and at the picture Becca sent and I gave my dick a few strokes. Then I opened the camera and thought, what the hell am I doing? Was what we were doing wrong, was this cheating? I rationalized it in my head for a few minutes. I mean there was no personal contact; yeah... this was just some really extreme flirting. And oh man was I going to give it to Linda hard when I got home so she'd be the one reaping the benefits. Feeling like I was going to burst I said screw it and I got the camera in the perfect position and I snapped the picture, and before I could chicken out I sent it to Becca. I pulled myself back together and let my cock soften before I made my way back to the meeting.

Becca gave me a quick smile as I walked back into the room. The meeting drug on and to my disappointment Becca went silent. I sat there checking my phone almost every minute or two hoping to get a response from her if for nothing else to let me know she was ok with me sending the picture. I began to worry and terrible thoughts kept popping in my head. Shit did I send it to her phone? I questioned myself as I did a quick check; yeah it went to the right number. Well maybe she had the same thoughts I did in the bathroom, and realized that maybe we took things too far. Or even worse, what if she just didn't like what she saw. Then right before we wrapped things up my phone buzzed.

Becca: Hey what are you eating for dinner tonight?

ME: Well I was planning on you, but let me know if you have other plans...

I was still trying to play it cool.

Becca: Well Billy and Ana emailed me inviting us to dinner tonight so that might be a little awkward.

Now there was the Becca I knew and loved. Billy and Ana were a husband and wife team from our offices back east; we dealt with the two of them a lot but naturally we did not see them very often.

Becca: Hey they also need a ride to the hotel, is it ok if they ride with us?

ME: Of course.

The meeting ended we all filed out of the office, we said our goodbyes, and told everyone that we would see them tomorrow.

The car ride to the hotel was quiet, mostly Ana and Becca catching up. We got to the hotel and everyone got checked in Becca and I had separate rooms of course and Ana and Billy had their own room. As luck would have it I was right next door to them, while Becca was one floor above us. We all agreed to get settled into our rooms and then to all meet in the lobby at six. I left a little early because I wanted to hit the bar and have a drink while I waited. After two drinks I saw Ana and Billy walk into the lobby. I paid my tab and walked over to them; then I noticed Becca walking our way. She had changed into a low cut blouse and a long floor length skirt. As she got closer I could tell that she was not wearing a bra, and all I could think was wow!

We had decided in the car to have dinner at the Steakhouse in the hotel. I had checked in before everyone got down so we did not have to wait on a seat. Dinner was great; we try to make it a point to have dinner at this steak house whenever we have to come down for work. The conversation was nice, we caught up with Ana and Billy, and the alcohol was flowing pretty freely. I couldn't help but steal glances at Beccas chest whenever I got a chance. I noticed that Billy was doing the same thing, I also noticed that the glances were getting longer after every drink. Now Billy had no reason to complain, Ana was a knock out. She was about 5'5" with long red hair and a gorgeous set of c cup breast. Normally they are both pretty professional, but we've learned from the past that they really loosen up when you get some alcohol in them.

Dinner had ended but none of us were ready to call it a night. We grabbed a booth at the hotel bar and continued to talk. By now we all were working on some pretty good buzzes, and our conversation had become a little more risqué.

"So how's that beautiful wife of yours Brad" Ana ask as she over dramatically turned to me looking interested

"She's..."

Ana cut me off before I could answer, and she turned to Billy and put her head on his chest and said "Linda is supper hot babe. I would totally go lesbian for her... Her and Rebecca..." She turned to Becca giving her a little wink.

Becca laughed, and in her best seductive voice she said "Mmmmm, hopefully at the same time..." as she ran a finger down the center of her chest. I could tell that the playful talk and the liquor was having an effect on Ana because I could see her leaning into Billy and tracing her finger along the outline of Billys now noticeable erection. I took that as a que to call it a night

"I don't know about you guys but if I keep drinking, there is no way I'll be able to sit through the meeting tomorrow". Everyone agreed, we settled the bill and headed towards our rooms. Billy and Ana were still a little handsy the whole way back to the room. I said my goodnight but I don't think they heard me.

I cleaned up and got ready for bed and decided to give Linda a call and tell her goodnight, and maybe talk her into a little phone sex session like we used to back in the day. I was still feeling super horny from all the day's events, and I desperately needed a release.

"Hello" a groggy voice on the phone said. "Hey babe, what are you wearing?" I said in my best seductive voice.

"What!? Who is this?" my wife said sounding like she was trying to clear the cobwebs.

"It's me babe, are you sleeping" I asked.

"Oh, yeah. It was a really long day and I am really tired. What's up is everything ok" She asked.

"Yeah, I just wanted to say goodnight" I said as knowing there was going to be no dirty talk tonight. It was funny, she shot me down from over 300 miles away, a first for me.

I went through my phone some more, looking at my emails and going through my social media just trying to wind down for the night. About this time I could hear some sounds coming from the next room. I turned off the TV so I could hear better, then I realized that it was Billy and Ana. And from I could tell they were having some fun. I could hear the high pitch screams coming from Ana, and the occasional low groans coming from Billy.

"Fuck me!! Oh god fuck me hard Billy" I heard Ana scream. The thought of Billy pounding her sweet little pussy was almost too much for me to handle. And just like that my cock was rock hard and I had my third erection of the day. I wasn't going to let this one go to waste. I pulled off my shorts, closed my eyes and started to stroke my cock as I listened to Ana getting fucked next door and right about when I was really getting into it my phone buzzed...

Becca: Hey you still up?

I thought about ignoring it, but I thought I could never do that to Becca so I replied.

ME: Yeah, what's going on? Is everything ok?

Becca: Yeah I'm just bored... Did you get to talk to Linda, how's she doing?

ME: Yeah I called her but I think I woke her up. I didn't stay on the phone with her too long.

Becca: Yeah I called Tom but he was going to bed too... So what did Linda do earlier to get you all chubed up?

ME: huh?

Becca: you know today in the car... Did you get a little morning action? Wink wink...

ME: Haha... no! I wish! I actually got shot down again last night. We started getting pretty hot and heavy and then just like that...cold! I guess I was just thinking about that.

A lie of course, but I didn't want to tell her I was day dreaming about her tits...

Becca: Haha... you pour guy... So hey did you notice that Ana was all over Billy tonight? I wonder if she shot him down when they got back to the room.

ME: Well it funny you say that... No! I can tell you for certain that she did not shoot him down.

Becca: What??? Oh are you serious...can you hear them!?

ME: Oh yeah, and they are still going at it...

LP2732
LP2732
74 Followers
12