Travels with Christine

Around six months after I'd started my new job, my boss decided that I should visit a few of our other offices and meet in-person many of my coworkers who I only knew via Zoom up to that point. With him being in Portland while I was in Denver, he suggested we start with a visit to the Portland office, since that was the company headquarters, anyway. He also realized that one of my coworkers who held the same position that I did but in Salt Lake City had never ended up visiting any other offices after she'd started because, just as they were starting to plan some trips, the pandemic reared its ugly head and most travel that wasn't critical ceased. It made sense for the two of us to visit our other offices during one trip so we got to work on identifying a week that would work for both of us.

Once we had narrowed down our options, we found a week that would work for both of us, our boss and coworkers both in Portland and in Salem. Booking the hotel was easy because it was a block away from the Portland office and the company had an account with them but we needed to have our flights booked first. We both ended up booking flights that arrived on Sunday afternoon, then we'd drive from the Portland office to the Salem office with our boss on Monday and spend Tuesday in Portland. I was flying out on Wednesday morning but Christine had to get back to SLC so she was flying out on Tuesday night. Our arriving flights on Sunday landed close enough together that we agreed to meet up in the airport and catch a ride to the hotel together.

I was pretty sure that Christine was a bit older than me but not a whole lot. She had silver hair, which she wore in a short style, and I first thought that she was Asian or Filipina but I learned during that trip that her family was from Hawaii and she'd spent some of her childhood there. Even though I'd only seen her on Zoom prior to meeting up in the airport, I wasn't concerned about recognizing her because, if I'm being honest, I spent a lot of our Zoom calls gazing at her because I found her very attractive. I knew I was going to have to be careful during this trip but I was looking forward to spending time with her and getting to know her better. I figured that, since our boss and other coworkers would be around us most of the time, I'd probably be okay.

I'd only seen her from about the shoulders up on Zoom so, though I knew she was cute, I didn't have any sense of her figure. Once we found each other in the airport, I was not surprised to see that she was slim and petite, which I knew wasn't going to help me in trying to remain completely professional. By that, I mean I was concerned that I'd end up obviously staring at her not that I'd hit on her or even flirt too blatantly. It wasn't the first time I'd be around a coworker who I found attractive so I knew how to act appropriately and to suppress any inappropriate thoughts.

Not only was this the first time we'd be seeing each other in-person, it was also the first time interacting one-on-one since we were typically at the very least on a call that included our boss if not multiple coworkers. It turned out that we had an almost immediate rapport and were chatting almost non-stop until we were at the hotel, separately checking in. Once we'd finished, we shared which rooms we'd been assigned to so we could find each other if we needed to, though we also had exchanged cell numbers while we were planning this trip. It turned out that we were on different floors and facing different directions but I was not expecting to see her view nor was I expecting her to see mine.

"What's your plan for the rest of the day?" I asked as we waited for the elevator.

"I should probably get some work done if we're going to be on the road to and from Salem for part of the day tomorrow," she replied, "What about you?"

"No idea, really," I told her, "I guess I'll unpack and see what I feel like doing but I can let you know if I decide to go out in case you're ready for a break."

"Okay, thanks," she replied, "I'd appreciate that."

I got off of the elevator before she did so I didn't even get an opportunity to watch her walk away, which I knew I was going to want to check out at some point. Of course, I didn't turn around to see if she was watching me walk away but, based on what happened, she may have been. I got to my room and, after checking things out, I went ahead and unpacked, put my clothes away in the dresser and closet and set up my toiletries in the bathroom. I knew I didn't want to get my laptop set up and start working, too, so I was thinking maybe I'd go out and take a walk around. The weather was nice and I knew there was a greenbelt with a trail along the river so I could see where that would take me. I'd started to figure out what I'd need to take along with me but wasn't ready to head out yet when there was a knock on my door. There was only one person who knew my room number so I had an idea of who was knocking but I looked through the peephole anyway and was not surprised to see Christine.

"Hey, what's going on?" I asked as I opened the door and indicated for her to come in, if she was so inclined. She was so I closed the door again once she was inside.

"I was going to try to get some work done," she replied, "but I just kept thinking that it would be a waste to sit in my room working when we each have a big, king-size bed not being used."

"Are you serious?" I asked, getting the gist that she was talking about trying out one of our beds together but not for napping. That came mainly from the way she looked at me, sort of hopefully and sort of coquettishly, if that's even a word.

"I am absolutely serious," she replied, "but I wasn't confident that you'd even be interested."

"I'm definitely interested," I assured her, "but I need to be sure we're on the same page."

She confirmed for me by reaching up to wrap her arms around my neck while bringing her lips to mine. I held her waist as we kissed but, by the time we were progressing to making out, I slipped my hands down to hold her ass and pull her against my stiffening cock. In no way did I ever expect this to be happening and it crossed my mind that I had taken a nap and was dreaming it but, if I was, I did not want to wake up. She brought her arms down and started to pull my shirt up so we had to part as I raised my arms for her to remove it. I immediately began to pull her shirt up as well so she tossed mine onto the bed and raised her arms. I was pleasantly surprised by the incredibly sexy and low-cut bra she had on under a non-descript polo. First of all, I had no idea that her boobs were so big, but I think the bra was showing them off while also reining them in. After tossing her shirt onto the bed, I was immediately fondling her big boobs through the bra and feeling her hard nipples pressing out against the thin material. She indulged me briefly but then was working on getting my jeans open.

When she dropped down to work on getting my jeans down, her boobs were then out of reach but I was looking down at her cleavage as my jeans were hitting my ankles. She got my shoes off, then my jeans, then my socks but left my briefs on for the moment, caressing my stiff cock through them before standing again. Though it was tempting to go right back to fondling her big boobs, I figured there would be plenty of time for that, given how things were going, and was eager to get more of her clothing off, too. I took her pants down, which revealed bikini panties that matched her bra and caused my cock to become even stiffer. I stood once her pants and shoes and socks were off but I couldn't take my eyes off of her body in just bra and panties.

"Would you mind if I took some photos?" I asked.

"I was hoping you'd want to," she replied, "so I took a bunch when I got dressed this morning which I'd be happy to share with you rather than spending time now taking more."

"Really?" I asked, surprised that she'd been planning this at least since that morning, "I would love to have you send them but, in the meantime, I'll appreciate what's right in front of me."

We crawled onto the bed and, with her on her back and me on my side, resumed making out while I went back to fondling her boobs through her bra as she was caressing my stiff cock through my briefs. Despite my attraction to Christine, I never would have considered this even a possibility as we prepared for this trip and even once we'd arrived. It wasn't even until she kissed me that I suspected (and simultaneously confirmed) that the attraction was mutual. I knew we had plenty of time, both that day and over the next few, so I don't think either of us was in a rush to get to the next step, but I realized that I did want to see her boobs and feel the bare flesh. I reached behind her and unfastened her bra then slipped my hand under the cups to alternately fondle each of her big boobs.

She slipped out of her bra while I was focused on fondling her boobs but I soon had to stop kissing her in order to take a look at those big beauties. Maybe they weren't actually gigantic but, because she was fit and petite, they sure looked it. Her areolas were certainly large and her nipples were big and hard so I lowered my head to lick and suck them, which caused her to moan. With as stiff as my cock was, I was thinking that her pussy was probably very wet, not just from me licking and sucking her nipples but as a result of undressing and making out as well. I didn't want to stop fondling her boobs but I was confident that I'd be doing a lot more of it from that point forward. While continuing to drool all over her nipples, I slipped a hand down over her stomach and into her panties.

She had what felt like a well-groomed bush and, as I was discovering just how wet she was, I was also thinking that her bush was probably silver like the short hair on her head. I had no doubt that I'd be seeing for myself as I expected that I'd at least be devouring her hot, wet pussy soon, and likely more than a few times. Even as exciting as this all was, though, there was no rush to keep moving on to the next thing so I was going to savor everything. I slipped a finger into her, sliding it in and out a few times, then lightly caressed her clit with my fingertip. She was moaning pretty steadily so we didn't go back to making out, even when I raised my head and quit licking and sucking her nipples. I was happy to just gaze at her boobs while stimulating her pussy manually, especially since her eyes were closed as she focused on the pleasure she was feeling. She'd even stopped caressing my stiff cock, but I was fine with that as I expected she wasn't done with it by a long shot.

Based on her first instinct after we'd checked into the hotel, I had to assume that she probably had not expected us to be in this position during our trip, either. She'd obviously thought about it, though, and by making the first move she was responsible for us being there doing what we were doing. As such, I was also assuming that she was extremely fired up that this was actually happening, just as I was. If anyone had suggested that I might see Christine in bra and panties, much less have had my hands and mouth on her boobs and a hand in her panties, I probably would have laughed at the absurdity of such a claim. Life doesn't always give you what you're expecting and that's not always a bad thing.

She was rocking her hips rhythmically as she was moaning louder and longer so I was feeling good that she was building toward an orgasm. I was not inspired to try to make her cum more quickly now that it seemed like she was on her way, instead trying to draw out the pleasure she was feeling so she could enjoy the build-up for longer. Her expression indicated that she was experiencing a great deal of pleasure and that she was happy about it. While my focus was on stimulating her with my finger, my gaze was alternating between her cute face, her luscious boobs and her bikini panties with my hand inside them. I don't know that my cock could have been any harder at that moment but I was confident that my needs would still be addressed and, besides, since Christine had initiated this, she deserved to cum first, maybe multiple times by multiple means.

Even as I was continuing to try to draw out the pleasure without denying her the relief of an orgasm, she was starting to tense up so I shifted gears from drawing it out to getting her the rest of the way there. It wasn't a major change in technique but, if she was on the verge, it wouldn't take much more before she was cumming. Her moaning continued to get louder and longer while she tensed up just a bit more then she abruptly went still and silent. A moment later, she cried out as all of the tension left her body and she started shaking. Her orgasm was long and appeared to be highly pleasurable so I was happy to have helped her achieve it and was looking forward to helping her achieve many more. I continued to stimulate her through her orgasm, hoping that it would both prolong and intensify the pleasure she was feeling.

Once it was obvious that she'd finished cumming, I slipped my hand out of her panties and licked her juices off of my finger as I got up on my knees and moved down the bed. She opened her eyes to see what I was up to but she was looking a bit dazed. I was kneeling beside her, just looking over her body for a moment, then I grasped the sides of her bikini panties and started to slide them down. She was coherent enough to raise her ass off the bed to assist me as I focused on her bush being revealed. It did turn out to be silver like I'd expected and very neatly groomed so I finished removing her panties, set them aside and positioned myself between her spread legs. She was now fully naked so I took a moment to appreciate that visual before lowering my face toward her pussy.

I lay on my stomach and took a moment to gaze at her trim, sliver bush before running my tongue along her slit, which made her moan again. Not surprisingly, she was practically overflowing with juices, which I started out eagerly lapping up. She resumed moaning and clearly had no concerns about anyone hearing her, either through the walls or the door. As I was slurping up her juices, I was gazing up along her body at her big boobs and her cute face beyond them. I was eager to slip my cock into her hot, wet pussy and hopefully her mouth as well but I was also thinking that laying my cock between her big boobs would also be highly enjoyable.

Before any of that, though, I was going to focus on enjoying this opportunity to eat her pussy. I have always been a big fan of eating pussy but, when it was one I'd never eaten before, that was a major bonus. She was so wet that I easily slipped a finger into her and followed that with another then slowly slid them in and out while licking and sucking her clit. This got her moaning even louder and longer than she already had been. I was glad that she was enjoying having me eating her pussy, because I was certainly enjoying it too, so I didn't necessarily want her cumming too quickly. Although I was anticipating additional opportunities, I wanted to indulge myself since this was my first time going down on her. I did what I could to draw out the pleasure, just as I had when it was just my hand in her panties, without denying her the relief of another orgasm while giving me more time to enjoy eating her.

Even employing these measures, there came a point where, no matter how much longer I wanted to draw out the pleasure and continue eating her, she was just so fired up that she was soon on the verge of cumming again. At that point, I switched gears and focused my effort on getting her to an intensely pleasurable orgasm. Her moaning was already loud and long so that just continued as she was also tensing up a bit until she abruptly went still and silent for a moment. When she cried out, the tension left her body and she started shaking. I kept up what I was doing, hoping it would prolong her orgasm and heighten the pleasure.

It was another long orgasm and appeared to be highly pleasurable so I was happy to continue until she finally went still and silent. I raised my head and slipped my fingers out of her as she was catching her breath and recovering. Straightening up on my knees, I was sucking her juices off of my fingers while looking down over her naked body. My rigid cock was still restrained by my briefs but just barely at this point it seemed like. I debated just taking them off as she was recovering but then thought that she might want to do it herself just as I'd been more than happy to slide her panties off.

Once she'd recovered enough, she reached out her hands for mine and, when I took them, she pulled me down toward her. We kissed a bit more then she maneuvered me onto my back and, after massaging my stiff cock through my briefs, got onto her knees and slid them down. Once she had them off, she gently pumped my tool then straddled me and guided it toward her silver bush. I was watching her boobs bouncing and swinging as she was moving around and, as she was lowering herself onto my stiff cock, I reached up to fondle those big beauties. We both moaned as my cock slipped into her hot, wet pussy. After a moment of just sitting on it, feeling it inside her, she began to slowly move up and down, which felt absolutely incredible.

I was pushing up into her each time she dropped down while fondling her big boobs and, when I wasn't staring at them, I was either glancing up at the expression on her face showing how much pleasure she was experiencing or down at her silver bush. Once her boobs started bouncing as she was riding me harder and faster, though, I moved my hands away so that I could focus on watching them. I reached around to caress the soft, smooth flesh of her ass while nearly becoming hypnotized by those big beauties. All those Zoom meetings we'd been on together, I never suspected that, beyond just being so incredibly cute, she had such a rack just out of view of her camera. I'm sure she was accustomed to keeping them suppressed, not only so she'd be taken seriously as an engineer, but also to keep people from just openly staring at them, like I was at that moment.

My hotel bed remained quiet even as she was riding me harder and faster but, even if it had a telltale squeak, it likely would have been drowned out by her moaning. I loved that she was feeling the freedom to express herself, not just in front of me, but also knowing that there was a good chance she was being heard by a neighbor or anyone passing by in the hallway. Maybe it was just being away from home, both as far as expressing herself and getting naked with me so soon after arriving. Whatever the reason, I was happy to be benefiting from her lack of inhibition and that we hadn't wasted time flirting and wondering, literally jumping right in bed together instead.

Her orgasm appeared to be building up pretty quickly which made me think that, after cumming, each subsequent orgasm might be even easier to achieve. I was perfectly fine with her cumming as many times as possible, especially given that she had initiated this and should be rewarded for putting herself out there. I, on the other hand, wanted to enjoy all of this for as long as possible before having my own orgasm and was thus far succeeding. It wasn't that fucking her didn't feel absolutely amazing, because it most definitely did, but somehow I had managed to not cum immediately and I was not complaining about it. Even as her pussy was feeling hotter and wetter the closer she got to her own orgasm, I still was able to just savor how incredible it felt without blowing a load sooner than I wanted to.

When she dropped down onto my cock and just remained there, since her boobs were no longer bouncing hypnotically, I brought my hands back around and resumed fondling them. Once again her orgasm was long and obviously intensely pleasurable, which made me smile as much as the opportunity to enjoy her boobs did. When she finished cumming and looked down at me, she smiled, probably because I was smiling like a goofball. Rather than start riding me again, she sat there on my stiff cock as she was recovering and may have been considering what she wanted to do next because she eventually moved off of my cock, remaining on her knees beside me. When she leaned forward, supporting herself on her forearms with her ass up in the air, it only took a moment before I was up on my knees and moving behind her.