Chaperoning Does Not End Well

Temptation calls on wife with cheating husband.

A special thanks to RF-Fast for helping to proofread and ensuring the story is in good shape.

Chaperoning does not end well

Despite the company I work for having grown into a multinational company, it's still mostly owned and run by its founder. He likes to think of us as one big happy family and has, for quite some time, held a conference every year. He claims he holds it on a tropical island as its central location for all his offices. But I suspected he opened a couple of minor sub offices just to make that true.

Tax men from all over the world would love to declare the trip as a holiday and, therefore, a taxable benefit. But his lawyers fight to ensure his staff doesn't have to pay. In my case, I arrived late on Tuesday afternoon, expecting workshops and meetings for most of Wednesday and Thursday. Leaving Friday and Saturday to relax and fly back on Sunday.

Usually, only some senior managers get to go each year, and the regular staff are semi-randomly picked. I.e. if you went in the last 2 years, you're not on the list to be picked again. The reason I'm here alone after coming without my husband last year is; we'll come back to that.

We arrived, got our baggage and headed out to a coach to take us to our hotel. We waited for our luggage to be loaded, only to discover the coach had 5 fewer places than expected. Leaving me and 4 other staff from my branch without a seat. After a mad run around by the organisers, they arranged for a minibus to collect us, but we'd need to walk 1/4 of a mile to get it.

The other four were Davie and Eric, who worked in my 40 person team, Andy who used to work for me just under 18 months ago and Cleo. Cleo was the reason I was here, but not the reason I was alone. No, that was my husband's fault.

About 2 years ago, I discovered he was having an affair, and I hate to say it, but I was reluctant to confront him.

We generally had a good life together, and I was too cowardly to rock the boat at first. But in December of that year, it came out, and he grovelled and claimed it was over and a mistake and all the usual balls. Which, looking back, was a pile of crap. Two weeks ago, I'd discovered he was having another affair with a different woman.

You might ask why, with all that going on, that I was here. Well, that was down to Cleo. She might be relatively new to my team, but she was the favourite granddaughter of the founder. And very few people were supposed to know that fact.

She'd recently graduated University and had been placed in my team by her grandfather personally. I had a great reputation of building up new staff, teaching them, and then they move on to bigger and better things. It was rare that people worked for me for more than a few years before moving on.

It was quickly apparent that she'd inherited her grandfather's smarts and knew more about the global operation than I did. But she needed to be seen getting experience without favours before she started her meteoric rise to upper management.

She could have been placed on the board, but her grandfather confided in me that she'd had a reputation as a party girl at university. And if not for his lifelong experience in business that he's passed on to her, she might not have qualified. He never actually said it, but implied he knew more about business than any professor in a university.

So, Cleo joined the company and she was struggling to get her head around work vs play. She flirted and would dress a little more provocatively than was good in the office, and it distracted more than a few males. I'd talked to her and she was improving, but I'd no real power over her.

It was made clear to both her and me that my attendance this year on the trip was as her chaperone or minder. Make sure nothing got too out of hand, for she was going to be people's managers in a few years. Old tales about her sleeping around would taint her authority.

Given what I was facing at home, I'd been sleeping in the spare room since I'd discovered my husband's continued infidelity. A few days away might give me the chance to clear my head and think clearly. If nothing else, a little sun and warmth would be appreciated, as I doubted I'd be seeing any of that at home. Whatever I decided, I suspected my husband thought like last time, it would all blow over in a few weeks or a month.

We arrived where we were supposed to and waited in the heat. Unfortunately, there was no shade or shelter as we stood outside a car park waiting for our transport. I wore my usual work attire, which was a white blouse, skirt and low heels, while the others were more casual. Cleo had a small backpack while I held a clutch purse.

As I was wondering just how much longer we'd have to wait, Eric swore under his breath and pointed at the sky. Not that unusual here to get sudden tropical storms with heavy rain, which lasted only minutes. Crap! Cleo pulled her backpack over her head while the guys stood there grumbling.

With no shelter, we discussed running back to the airport, but then we might miss our lift. None of us had any local currency, nor knew the name of the hotel, so a taxi was out. By the time we'd done that, we were already soaked. Then I noticed the other four looking at me oddly. Looking down, I blushed. My white blouse stuck to my skin and was translucent, and my summer weight bra was no better. It was lacy and you could clearly see my areola and nipples through it.

This wasn't good. It would be bad enough for my staff to see me like that, but I'd have a bit of a history with the guys.

The party

The day after I'd confronted my husband about his affair was the day of our company's Christmas party. Normally I'd go for an hour and slope off to see my husband, but I decided that I'd let my hair down a bit and let off some steam. Before going home to sleep in the spare room.

Andy had come into my office to confirm he was being promoted out of my team in a few weeks. I congratulated him and he asked if I'd give him a dance at the party as it was the last time I'd be his manager. I thought that was cheeky, but that was Andy. And probably why the sales department had snapped him up to work for them.

About half way through the night, I was enjoying myself more than usual. Previously, I'd left before everyone was drunk enough to have fun. And I was certainly in that category. Drunker than I'd been for quite some time and laughing and joking with all sorts of people. However, I doubted if I'd make it to midnight when it was due to end.

My boss came up and insisted on a dance, but as everyone was singing and dancing to the Christmas anthems, I accepted. Although it might look bad in other eyes. Anyway, I danced with him, and then others around me. No particular people, except I saw Eric on the edge of the dance floor watching us making fools of ourselves.

I was hot and thirsty, so I begged him for a drink. He picked a glass of champagne from a waitress's tray and handed it over. I'd really wanted a soft drink with lots of ice, but I downed it, and he took the glass away. I invited him to join our group, as he was always a little shy. Over the next hour, both Andy and Davey got me drinks, and despite asking for mineral water, each drink came back with alcohol. Andy and Davey were both rather cheeky and somewhat full of themselves. As young men often are.

Some people were starting to leave as it was getting late, but I was keen to last all night. I wasn't looking forward to getting home and sleeping in the spare room like I'd planned when I left for work. So, when Andy came up to ask for his dance, I only hesitated a moment. Blame the booze or my mood, but we stepped on to the dance floor as one song was ending. Only for a slow song to start and the DJ dimmed the lights on the dance floor.

Andy put his hands on my hips and my hands automatically wrapped around his back. I glanced about, but no one appeared to be watching us. And we had a respectful few inches between us as we started the traditional shuffle around slowly on-the-spot dance. I'd not danced like this since; hell; I can't remember the last time I'd danced, period.

My husband hated dancing and avoided anywhere we might, like the plague. Not wanting his friends to peer pressure, him into dancing with me. But I was trying not to think about him. As a girl, I loved dancing and around about the time I was looking to lose my virginity. This type of dancing was wonderful.

Close enough to a boy without going too far. Wondering if they were going to try to cop-a-feel or rub up against me. And I was just as disappointed as they were when they didn't.

Thinking about this distracted me and it was only when Andy asked for a Christmas kiss, I realised the gap between us was gone. A little earlier in the night, one of the directors, who was far too drunk, produced mistletoe and insisted on a kiss from all the girls. Just on the cheek. But it was a dubious request.

I was thinking about that when Andy reached up and pulled my collar aside a little and kissed the side of my neck where it joined my shoulder. My knees went weak. That was my 5th favourite place to be kissed. I'll leave you to work out the others. Knowing I should stop him, but I couldn't. My husband and I rarely kissed, even when we had sex.

It reminded me of the nearly forgotten days of my youth and doing illicit things for the first time. His kiss moved to my cheek, and I tried to stop him, but he silenced me by kissing my mouth. Before I could pull back, his hands slipped from my hips to squeezing my bum. I barely stifled a moan, as I'd not been touched like that for far too long.

I glanced around the room to see who could see us. But we were in the darkest part of the dance floor and a few other couples blocked the view for most of the room. Except, of course, for Davey and Eric sitting at a table watching. All the things I should do, weren't happening.

I was a colleague and his former boss. We couldn't do anything like this, and I was at least 8 years older than him. And married! I was embarrassed that one came in last on my list, but to be fair, it was hard to concentrate. From the booze and the wonderful feeling in his arms.

His broad chest and strong arms made me feel safe. Which I certainly wasn't right at that moment. I finally regained enough self-control to push him away. He grinned impishly as I told him off, but with no real heat in it. If circumstances were different, who knows? I might have let it go on longer. That gave me a stab of mental anguish that if I didn't forgive my husband, I'd have to start all over again.

Davey stepped in to replace Andy while I was distracted and we were dancing. Unlike Andy, Davey was pressed up against me from the get-go. And in moments, I detected his bulge. My cheeks flushed, but it was oddly reassuring. After I'd turned 30, I'd felt myself getting old. If I was to have to date again, it was good to know I still had what it took.

He was less patient than Andy, as his hands sought my bum in less than a minute and I gave him a look that he shouldn't be doing this. I was his boss. But he deliberately misinterpreted it. Leaning in and planting a kiss on my mouth. I opened my mouth to object, only to have it invaded by his tongue.

Remember I said my husband and I rarely kiss? We'd not kissed like this since we first met. I brought back a flood of memories and emotions. That seemed to rob me of my ability to control him. Things might have worked out differently if he'd been more patient. Instead, I felt a hand brush over my breast. That was too far.

If somebody saw there would be an avalanche of shit to pay for that. I pushed him back, but not enough to cause a scene and draw attention. It was only then that I realised I was upset in case somebody saw us, rather than boss/husband/age things it should have been.

Eric walked up and paused. What the hell. I held my arms out for him to have his slow dance with me. This was the last one I promised myself. But as he engulfed me in his big arms, I felt something shift inside me. Of the three, Eric was the tallest and broadest of chest. He was polite and always a gentleman. If I weren't married, his boss and nearly ten years older than him. I could have seen myself making a pass at him.

We were dancing with my cheek on his shoulder. I saw the others sitting and grinning at us from their table as we shuffled around on-the-spot. When my back was to the others, I felt Eric move his hands from my hips to my bum. And I knew he'd been egged on to do it by the others.

This was bad. I was horny and frustrated, too drunk to make good decisions, and I'd just been thinking of him in terms of a lover. But his gentle massage of my buttocks was too nice to stop him. It couldn't be long until the end of the song.

"Sorry, they made me do it." He whispered to me.

I laughed as he sounded like an 8-year-old and not someone approaching their mid-20s.

"And if they told you to jump off a cliff, would you?"

He grinned and the whiteness of his teeth made me want him to kiss me.

"I saw Davey didn't just touch your bum."

My heart fluttered and madness overtook my mind. Glancing around and making sure Eric was between me and the guys.

"If you're discrete, I might let you too." Why had I said that?

I knew why a moment later as his hand engulfed my breast entirely. I could have pointed out Davey had barely brushed his over my breast, but I didn't want him to stop. Right at that moment, I saw myself grabbing my purse and pulling Eric with me from the room. Booking a room and fucking his brains out all night.

I knew that would be as much in revenge for my husband's actions. But I didn't care. I was too wrapped up in the moment and revelling in long forgotten memories. Until the song ended and the DJ announced the end of the party. We jumped away from each other a moment before the light came up fully.

A few other couples on the dance floor were slower and I swear I saw one where the girl had her hand down the guy's pants. When I looked about, there were only about 20 people left out of at least 300 to start with. I went to grab my purse from the table where Andy and Davey sat.

Andy snatched up my purse as I leant over for it. "Just one last Christmas kiss? To see me on my way to my new job."

What the hell. I leant over and kissed him on the mouth. This time allowing his tongue into my mouth. But I gasped as he grabbed both boobs and gave them a squeeze.

"A little discretion." I admonished, standing up and feeling flushed and a little light-headed.

Luckily, the other two were blocking the view of the remaining guests.

Eric, being Eric, walked me out to get a taxi and with each step, the desire to throw caution to the wind grew. I swear if the taxi had been another 20 feet, I'd have caved and dragged him off to screw his brains out. He kissed my cheek, but I pulled him in for a soul searing deep kiss before leaving him agog on the curb.

When I woke up, I was shocked to find I'd slept in my bed next to my husband. While what I'd done was nothing compared to him. But I wondered if subconsciously I'd let what happened last night happen, as some payback for what my husband had done to me.

We let the matter of his affair drop as we had family duties over Christmas. I didn't want to spoil it for everyone by walking out of my marriage during the holidays. Weeks passed and it seemed impossible to reignite the anger I'd felt at the discovery of the affair, so I let it drop.

Although from time to time, I did think about the party and what might have happened had I chosen the 'eye for an eye, a tooth for a tooth' option that night. Payback with a younger hunkier guy. And I had 3 to choose from. Unfortunately all three were now on the trip with me.

The airport

Obviously, all that flashed through my head in moments, but in the meantime, I was standing there effectively topless as my junior gawked at my tits. The realisation made my nipples harden, and without looking, I knew they would be able to see that easily. My clutch purse with my passport and phone was only large enough to cover one breast. I hate to admit, I was getting a buzz from the accidental exposure.

The rain stopped like someone had turned off a tap and the minibus appeared. Embarrassed about more people seeing me like that, I nearly panicked until Cleo stepped in front of me, blocking the view of the others. When ushering me into the back of the mini bus while telling the others to sit in front.

Cleo was grinning at me as I pried my blouse away from my skin and tried wafting it to dry it. But it was still literally dripping. Her solution was to hand me her backpack, and if I lay it along my arm, it was just large enough to cover both breasts. Long enough to get through the check in at the hotel.

Hotel

We had adjoining rooms, and she teased me as we stepped from the elevator. Demanding her bag back and forcing me to walk down the corridor, exposed as I was. Not that there was anyone to see me, but it was still a naughty thrill, in my usually humdrum life.

I was happy to see my bag already in my room and headed into the bathroom and sighed as I saw myself in the wall sized mirror. Despite 20 minutes in an overheated taxi, my blouse and bra did little to hide my breasts. I know I couldn't have done anything about it. Although I might have covered up with my hands.

Why hadn't I? Because it drew attention to me? That was rubbish. My DDs were attention grabbing without a transparent blouse and bra. Perhaps it was that I needed some attention. I'd got sod all at home. That made a little more sense. But in reality, I think it was allowing my memories to flood my mind.

I tended to allow memories to override the now. So, by the time I'd recalled the party, I'd let the guys, and Cleo for some peculiar reason, ogle me. There was some reason, if not a great one, with my 'boys' as I'd labelled them after the party. But I suspected it was my subconscious trying to stop my passively letting what happened with my husband slide again.

I stripped off my blouse and threw it over the shower curtain rail. Already noting the iron in the bedroom. My bra was rather flimsy and not one I usually wore for work stuff. In fact, I rarely wore that one at all. Lacy and with barely any support for boobs like mine. But some part of me thought a lightweight bra in such a hot climate was a good idea.

Again, I was second guessing my choice now. OK, I could never have known I'd end up soaked and a runner-up in a wet t-shirt contest. But; I paused. Yeah, I wanted to feel better. Feel appreciated and even a little sexy. Sexy was not something I'd felt at home for far too long. Not through anything I'd done or not done. My husband...

Again, something I wanted to put off for another day. So, I slipped off the bra and added it to the rail, then smiled into the mirror. Now that was a sight I knew the boys would love. I ate healthy and exercised religiously. I liked a drink, but in moderation most of the time. My boobs were in good condition and, if anything, they and my arse were larger and tighter than they'd been a decade ago.

I finished undressing and found black shorts and a black t-shirt in my bag. Regretting that I'd only brought one bra with me. The idea of no bra was kinda wicked. A knock at the door confused me, as it wasn't the main door. Then I saw the connecting door to Cleo's room and opened it. She stood there grinning.

"Fancy checking out the facilities?"

She was wearing the same as me, but in white. And her lack of a bra was more obvious than mine. I hoped. With luck, guys would be looking at her rather than me. We went through reception and down a corridor towards the pool area. It had the usual hotel shop with snacks, drinks, magazines and tourist crap. But the other shops were more upmarket. Brand names that probably charged triple what they would elsewhere.