I work as a high-end trusted courier, not the deliver your parcels in a van sort. We carry items like bearer bonds, diamonds, and Lewis chessmen, person to person anywhere in the world. We're a small firm based in Montréal of about twenty-five people that remains largely anonymous except to those using our services.
The firm was started by my boss Constance some twenty years ago and I've been with the firm for three years now. Most of the couriers are women, like me, but we do have male couriers as well - some clients, particularly the Japanese require it. Constance would argue that women make better couriers, but I suspect she just likes the idea of being a female business. As well as the couriers, there are various others like office admin and IT support, all the usual dross that fills out the rank and file in any business.
I enjoy the job as it has enabled me to see the world. I have been to France, Germany, Greece, Italy, South Africa, the United States, and of course, multiple locations here in Canada. Constance likes the couriers to always appear fresh, so she is liberal with time allowance and hotels. There is even a clothing allowance. Lack of freshness leads to mistakes apparently, so even a domestic run which could be completed in a single day is allowed to run overnight.
Our couriers used to work a job alone, but after a nasty mugging incident in Milan, all of our couriers now travel with a "shadow". In theory the shadow is supposed to maintain a distance from the courier and watch for potential trouble. In practice the courier and shadow essentially travel together, stay in the same hotel, in fact, do the entire trip together apart from the actual pickup and delivery.
Constance insists that every employee experiences the core of the business. This means that everyone is expected to take a turn at being a shadow for a courier. Some employees like doing this and do it regularly, others get it over and done with and never do it again.
One week Constance fingered me for a Vancouver pickup and New York delivery. Couriers are always given the courtesy of knowing what they are carrying, especially if crossing an international border. Often you don't find out until the actual pickup, but in this case I already knew. I would be carrying a sapphire laden diamond necklace. I knew this because in the previous week before I had couriered the same item in the reverse direction. I certainly couldn't wear it, of course. It spent the entire trip inside a beautiful locked wooden case, but the owner had been kind enough to open it and show me at the outset.
Normally I would choose my own shadow and work on the itinerary, but that week I was already busy setting up another run for later in the month. When Cara offered to prep the run, I was more than pleased. I expected Cara would act as my shadow for the run, since we had worked well together in the past. The mischievous glint she had in her eye, only reinforced my belief that she was scheming ahead for a little girl fun on the run.
Come departure day, it's not Cara that joins me at the departure lounge at Montréal-Trudeau, but Nigel. Nigel the newbie. Nigel the nerd. To be fair, nerdy, but good looking.
Nigel had been hired into IT support just a few weeks prior. Why had Cara sprung him on me? Well, I suppose in all fairness, this was a fairly innocuous run, a good chance for Nigel to learn the ropes.
After all the usual boarding hassles, I settle back for the six hour flight to Vancouver. Nigel has a seat in a different row, so I'm spared having to speak geek. Instead, I get a young boy and his mother next to me.
"Are you a princess?" he asks.
Cute.
We touch down at Vancouver International at 18:00. Uber to the hotel. Check in.
Ha ha, very funny Cara, single room for the pair of us with one queen bed. I'm hungry, so I tell Nigel we will sort out the room later, let's go eat.
...
A while later we are back in the room. I call down to arrange an extra room. Sorry, there are no further rooms available. Typical. Well it is a big bed and it is only one night.
...
Nigel says, "I've not done this before."
"Done what?"
"Had sex."
I was about to retort, "And you're not about to either." But I'm not a total bitch and it's kind of touching that he would tell me this. So instead, "Perhaps we can remedy that, but I can't have word getting around the office."
Nigel tells me he's very good at keeping secrets and nothing that happens will pass his lips. In this I sure he's sincere.
"Come on then," I say. Nigel doesn't need a second invitation. He is on the bed with me in a second, his pants gone and a large erection pushing at me.
I tell him to put a condom on. Of course, he doesn't have one. I want to tell him no condom, no sex, but I'm in the mood for this now. I figure if he's a virgin there's not much chance he has an unwelcome disease.
"Sheesh Nigel, just tonight I'll let you go bare, but you need to get yourself organized for the next girl you bed."
I'm hoping he is getting the picture that tonight is a one off, but I suspect his dick is doing all his thinking by this point.
He rolls on top of me and without any kind of preliminary his cock is stabbing at my pussy but missing the mark. I'm telling him to slow down when he lets out a groan and I feel the warm liquid erupt from his penis over my mound, belly, and thighs. He apologies and I'm left wanting.
I grab his hand and push it at my pussy. "Use your fingers," I moan. He gets the idea roughly stabbing two fingers into me and wriggling them around. I'm still quite dry, but his urgency soon gets my juices flowing. I use my own hands on my nipples to try and quicken my arousal.
I tell him to rub my clit, but he doesn't seem to know what or where that is. I use my hand to guide his to the right place, "here." He gets the idea as my need increases and I start pushing my hips at him.
I reach for his cock. It is hard again, or perhaps it never went soft after his initial effort. I pull him onto me again, and help guide him to the mark. This time he goes in. He's thin, but long. Deeper and deeper he slides until I feel the top of his knob pushing against my cervix.
His hand continues to work on my clit and I orgasm with my pelvic muscles clamping down on his cock trying to milk it. Nigel manages a few thrusts before he cums for a second time.
With that we both drift off to sleep.
I awaken later with Nigel's cock once again inside me, but from behind. He is lightly rocking back and forth. It feels like he is violating me by imposing on me while I was asleep, but I guess I had kind of consented to this earlier. Anyway it feels good, better than his earlier efforts. He is no longer rushed, and is making slower longer strokes, trying to lengthen the experience.
I'm not sure if he knows that I'm awake, so I lie quietly as he continues his slow rhythm. His arm comes around me and cups one of my breasts and his fingers find my already taut nipple. He lightly rubs along the sides of my swollen nipple and I cannot help but start to move in time to his motions.
We cum together both making low moans, but not a word is spoken. Nigel removes his cock from my pussy, but keeps his arm loosely around me cuddling up to me from behind as I drift off again.
In the morning Nigel seems embarrassed. He wont meet my eyes and mumbles something about getting ready for the day.
...
The pickup goes smoothly and within hours we are once again in the air
en route
for New York. This time Nigel is seated next to me, but he spends most of the flight with his nose buried in his laptop. I try to watch the in flight entertainment, but become bored and resort to reading a book, and finally sleep through the latter part of the flight.
We touch down at JFK and immediately head to the hotel. Once again Cara has booked us a room with only one bed. I'm pissed, once was kind of funny, but Nigel is not that great that I want a second round with him. At least this time when I call down to the front desk, there are plenty of rooms available and I'm able to book a second room for Nigel.
After an uneventful and early dinner we go back to our respective rooms. Within a few minutes Nigel calls to ask if I want to join him in the hotel bar. I remind him that I cannot leave the necklace unattended, not even with hotel security and I'm certainly not about to take it down to a hotel bar.
All the same I'm bored, so I invite Nigel to come drink in my room. He arrives quickly. Nigel says he wants to invite a couple of friends to join us. We are supposed to avoid social engagements while on a run. In fact, we're meant to keep all non-work related interactions to a minimum when carrying. But everyone does it anyway - or so I believe.
Not really wanting to spend the evening alone with Nigel, I foolishly agree to his plan. Nigel quickly starts tapping away on his phone. "All sorted babe, they're going to grab some drinks on the way."
"I'm not your babe Nigel. Please don't call me that."
"Ok, sorry."
It wasn't long before there was a knock at the door and Nigel leapt up to let in his friends. I was immediately intimidated since the friends turned out to be too hulkingly large dudes. They just didn't gel with my picture of what Nigel's friends would be like, after all Nigel is a nerdy geek. These guys looked more like professional basketball dudes, although the bigger one had let himself go a bit around the middle. The bigger of the two introduced himself as Mike and the other as Raven.
In retrospect they just didn't add up, but at the time I was too flustered to realize just how incongruous they were. It didn't really occur to me to question how Nigel knew two guys like this in New York. Nigel also seemed to shrink back a little as they came in.
I started picking up bad vibes from Raven almost immediately. He had a nasty looking face with thin lips that his tongue seemed to be constantly running over. He came straight into my personal space, looming over me, almost like he was trying to see down my top. I'm pretty tall myself, my long legs are one of my best features, so I'm not used to guys having an easy top down view of my chest.
The room seemed rather small with the four of us crammed in it. Nigel had claimed the only chair and I found myself perched on the end of the bed with Mike sitting close by. Raven remained standing dishing out drinks from the stash they had brought in.
Raven pushed a bottle of cider at me, saying "this ok?"
Given that the only alternative seemed to be beer, I took it.
I kept quiet why the boys chatted away about various sporting matches. Surprisingly, Nigel actually seemed to be involved in the conversation. In the absence of having much to contribute to the dialog, I drank my cider. No sooner than I had finished a bottle, Raven had slapped another in my hands. The boys were making short work of the beer, with the pile of empties growing quickly.
I was most of the way through my second bottle when Raven said, "Shuffle over a bit darling, I want to sit."
I moved a little closer to Mike and Raven promptly sat down uncomfortably close on my other side. I was trying to catch Nigel's eyes to let him know I wasn't okay with this, but he was keeping them averted from me.
"Hey Nigel, go down and get some more beer," said Mike.
"Sure Mike," said Nigel standing and heading for the door.
