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Work Story

Richie McCaw

Lecher
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1,083
I have only every cheated once in my life. This is that story.

But full disclosure, I don't consider it to be cheating if you punt while having a partner.

I believe punting is a business transaction that fulfils a purely physical need, not an genuine emotional connection, so hence is not cheating.

I'm sure most of this community agrees.

Over a decade ago, I used to work for a company with a national reach. The head office was in Auckland, and I first joined them there.

There was this chick in another department that I enjoyed yarning with at social gatherings.

I wasn't trying to sleep with her, I just found her cool to talk to. I had a girlfriend, and I was never planning to cheat, so I wasn't flirting with any real intent.

Then I moved to another office for the same company. I didn't really talk to her after the move - different departments, not really any need.

Fast forward a year, and I had a trip back to Auckland for a two-day workshop at the head office. The first night included a dinner.

This chick was at the dinner, and we found ourselves yarning. The drinks flowed, and people headed off after the meal until there was only 5-6 of us left.

The group headed down to the Viaduct to carry on.

I still had no specific intention to hook up with this chick, I was just enjoying the night out. And I knew she had a boyfriend, so I didn't expect her to be interested, either.

Next thing I know, the others have dropped off and it's just the two of us.

We have some shots, and we do some dancing. There was mild grinding on the dance floor, but seemed a bit harmless.

When we decide we've had enough. We stumble outside, and order a ride.

For some reason that I still can't explain, I say to her 'do you want to come to my hotel for a drink'.

I mean, that's a classic 'can I get you inside so I can fuck you'. But funnily enough, I still wasn't consiously planning to do that.

She said yes, and off we go.

We get into my room, and we just instantly start kissing. Not a work spoken.

Clothes come off, and onto the bed we go.

I was at that perfect sweet spot of drunkenness where I was basically unable to cum, but still rock hard.

So we go at it for 2 hours non-stop.
  • Deepthroat blowjobs (at various times throughout)
  • DATY a couple of times
  • Basically every position I can name
  • We even did a bit of anal, but she was an anal-virgin and found it painful so we didn't go for too long.

I simply couldn't cum at all but stayed completely hard, so we just kept fucking until we basically fell asleep mid-sex after 2 hours.

At about 5am....

With the workshop starting 3 hours later!

We slept for about 1.5 hours, by which time we were sober enough for it to be super awkward.

She rang her boyfriend to say she had slept at a friend's house.

We both showered (sepertely) and got out of the room without really talking at all.

We show up at the workshop looking like absolute crap.

I fell asleep in the toilet in the middle of the day and missed 2 hours of the afternoon session.

Everyone was talking about us that day - but just how shit we looked - nobody suspected that we'd had sex.

My boss wasn't there, but it was reported back to him how hungover I was. He gave me shit when I got back home about being irresponsible to get so drunk.

I was never invited to another workshop in the next 6 years I worked for them...

I felt so guilty with my girlfriend. She seemed to know I did something naughty while I was away, but I never really knew if she figured out how much.

Then a couple of months later - the chick messages me and tells me that she's PREGNANT!!!

And I'm like holy fuck, this is a disaster!

But then I think 'hang on, I never came at all...'

And then 'wait, it doesn't even matter, I've had a vasectomy...'

Turns out she got pregnant from her boyfriend about a month after we hooked up. And they got engaged.

She just wanted me to know for some weird reason. But she sure gave me a fright for a minute!

Anyway, that was my one cheating story. It was actually a bloody fun night and my longest continuous sex session.

We haven't worked together for years, but we message on LinkedIn periodically. But we mostly talk professionally and don't mention the 'incident' very often.
 
Arrgh, sounds super awkward.
The old saying of Don't Screw With The Crew is there for a reason.
But humans are horny beasts so of course it happens.

My first job the boss got frisky with an office girl and it caused all sorts of issues. It was a good lesson for me early in my career.
In saying that, I have been involved with the arts and have had shows where half the crew have hooked up at different times and no one seemed to care. So maybe it's industry-specific?

I have had plenty of Hotel hookups with other business women, but never one that I knew.
 
I have only every cheated once in my life. This is that story.

But full disclosure, I don't consider it to be cheating if you punt while having a partner.

I believe punting is a business transaction that fulfils a purely physical need, not an genuine emotional connection, so hence is not cheating.

I'm sure most of this community agrees.

Over a decade ago, I used to work for a company with a national reach. The head office was in Auckland, and I first joined them there.

There was this chick in another department that I enjoyed yarning with at social gatherings.

I wasn't trying to sleep with her, I just found her cool to talk to. I had a girlfriend, and I was never planning to cheat, so I wasn't flirting with any real intent.

Then I moved to another office for the same company. I didn't really talk to her after the move - different departments, not really any need.

Fast forward a year, and I had a trip back to Auckland for a two-day workshop at the head office. The first night included a dinner.

This chick was at the dinner, and we found ourselves yarning. The drinks flowed, and people headed off after the meal until there was only 5-6 of us left.

The group headed down to the Viaduct to carry on.

I still had no specific intention to hook up with this chick, I was just enjoying the night out. And I knew she had a boyfriend, so I didn't expect her to be interested, either.

Next thing I know, the others have dropped off and it's just the two of us.

We have some shots, and we do some dancing. There was mild grinding on the dance floor, but seemed a bit harmless.

When we decide we've had enough. We stumble outside, and order a ride.

For some reason that I still can't explain, I say to her 'do you want to come to my hotel for a drink'.

I mean, that's a classic 'can I get you inside so I can fuck you'. But funnily enough, I still wasn't consiously planning to do that.

She said yes, and off we go.

We get into my room, and we just instantly start kissing. Not a work spoken.

Clothes come off, and onto the bed we go.

I was at that perfect sweet spot of drunkenness where I was basically unable to cum, but still rock hard.

So we go at it for 2 hours non-stop.
  • Deepthroat blowjobs (at various times throughout)
  • DATY a couple of times
  • Basically every position I can name
  • We even did a bit of anal, but she was an anal-virgin and found it painful so we didn't go for too long.

I simply couldn't cum at all but stayed completely hard, so we just kept fucking until we basically fell asleep mid-sex after 2 hours.

At about 5am....

With the workshop starting 3 hours later!

We slept for about 1.5 hours, by which time we were sober enough for it to be super awkward.

She rang her boyfriend to say she had slept at a friend's house.

We both showered (sepertely) and got out of the room without really talking at all.

We show up at the workshop looking like absolute crap.

I fell asleep in the toilet in the middle of the day and missed 2 hours of the afternoon session.

Everyone was talking about us that day - but just how shit we looked - nobody suspected that we'd had sex.

My boss wasn't there, but it was reported back to him how hungover I was. He gave me shit when I got back home about being irresponsible to get so drunk.

I was never invited to another workshop in the next 6 years I worked for them...

I felt so guilty with my girlfriend. She seemed to know I did something naughty while I was away, but I never really knew if she figured out how much.

Then a couple of months later - the chick messages me and tells me that she's PREGNANT!!!

And I'm like holy fuck, this is a disaster!

But then I think 'hang on, I never came at all...'

And then 'wait, it doesn't even matter, I've had a vasectomy...'

Turns out she got pregnant from her boyfriend about a month after we hooked up. And they got engaged.

She just wanted me to know for some weird reason. But she sure gave me a fright for a minute!

Anyway, that was my one cheating story. It was actually a bloody fun night and my longest continuous sex session.

We haven't worked together for years, but we message on LinkedIn periodically. But we mostly talk professionally and don't mention the 'incident' very often.

Punting is a cheat day when on a diet , not cheating:)
 
I have only every cheated once in my life. This is that story.

But full disclosure, I don't consider it to be cheating if you punt while having a partner.

I believe punting is a business transaction that fulfils a purely physical need, not an genuine emotional connection, so hence is not cheating.

I'm sure most of this community agrees.

Over a decade ago, I used to work for a company with a national reach. The head office was in Auckland, and I first joined them there.

There was this chick in another department that I enjoyed yarning with at social gatherings.

I wasn't trying to sleep with her, I just found her cool to talk to. I had a girlfriend, and I was never planning to cheat, so I wasn't flirting with any real intent.

Then I moved to another office for the same company. I didn't really talk to her after the move - different departments, not really any need.

Fast forward a year, and I had a trip back to Auckland for a two-day workshop at the head office. The first night included a dinner.

This chick was at the dinner, and we found ourselves yarning. The drinks flowed, and people headed off after the meal until there was only 5-6 of us left.

The group headed down to the Viaduct to carry on.

I still had no specific intention to hook up with this chick, I was just enjoying the night out. And I knew she had a boyfriend, so I didn't expect her to be interested, either.

Next thing I know, the others have dropped off and it's just the two of us.

We have some shots, and we do some dancing. There was mild grinding on the dance floor, but seemed a bit harmless.

When we decide we've had enough. We stumble outside, and order a ride.

For some reason that I still can't explain, I say to her 'do you want to come to my hotel for a drink'.

I mean, that's a classic 'can I get you inside so I can fuck you'. But funnily enough, I still wasn't consiously planning to do that.

She said yes, and off we go.

We get into my room, and we just instantly start kissing. Not a work spoken.

Clothes come off, and onto the bed we go.

I was at that perfect sweet spot of drunkenness where I was basically unable to cum, but still rock hard.

So we go at it for 2 hours non-stop.
  • Deepthroat blowjobs (at various times throughout)
  • DATY a couple of times
  • Basically every position I can name
  • We even did a bit of anal, but she was an anal-virgin and found it painful so we didn't go for too long.

I simply couldn't cum at all but stayed completely hard, so we just kept fucking until we basically fell asleep mid-sex after 2 hours.

At about 5am....

With the workshop starting 3 hours later!

We slept for about 1.5 hours, by which time we were sober enough for it to be super awkward.

She rang her boyfriend to say she had slept at a friend's house.

We both showered (sepertely) and got out of the room without really talking at all.

We show up at the workshop looking like absolute crap.

I fell asleep in the toilet in the middle of the day and missed 2 hours of the afternoon session.

Everyone was talking about us that day - but just how shit we looked - nobody suspected that we'd had sex.

My boss wasn't there, but it was reported back to him how hungover I was. He gave me shit when I got back home about being irresponsible to get so drunk.

I was never invited to another workshop in the next 6 years I worked for them...

I felt so guilty with my girlfriend. She seemed to know I did something naughty while I was away, but I never really knew if she figured out how much.

Then a couple of months later - the chick messages me and tells me that she's PREGNANT!!!

And I'm like holy fuck, this is a disaster!

But then I think 'hang on, I never came at all...'

And then 'wait, it doesn't even matter, I've had a vasectomy...'

Turns out she got pregnant from her boyfriend about a month after we hooked up. And they got engaged.

She just wanted me to know for some weird reason. But she sure gave me a fright for a minute!

Anyway, that was my one cheating story. It was actually a bloody fun night and my longest continuous sex session.

We haven't worked together for years, but we message on LinkedIn periodically. But we mostly talk professionally and don't mention the 'incident' very often.
Great story! What colour was she?

This reminds me why I stopped drinking but kept fucking.
 
That's a shocker! :LOL::LOL:
I remember doing this at a 3-day conference once. (the drunk thing, not the bonking thing) Got wasted on the first night.
I thought I was holding it together quite well the next morning, a mate comes up and says "Man, you look viciously hung-over!" :sick:
Never had the hotel shower and bed looked so good that night!
 
I only cheated once (well, with one set of people). during my uni days. felt awful about it.

I had a committed girlfriend in my uni town. a blue eyed big tittied cutie who would suck my dick on command. she would do anything i asked, at any time of day.
Still, she got fat during our relationship, had depression problems, and it really took a strain on the relationship. i tried to break up with her multiple times. but would always get guilted into staying. this was my own fault for not manning up properly and just ending it.

I went back home that summer for break, and met with my ex who i was slightly estranged with for dinner. i played innocent, but in hindsight I know i was playing with fire intentionally. We didnt fuck on the first meetup, but met again and fucked the next time. My ex was a cute little asian spinner, exchange student, with juicy tits and a relatively big ass for a ~22yr old asian girl. She loved rimming, giving and receiving, and was always up for anal. How could a young guy resist? it went on to become the hottest summer chock full of forbidden sex with her perfect asian ass and anus. I felt so guilty, but in hindsight do not regret.

Following that summer, I went back to uni, dumped the blue eyed girl, and carried on the FWB relationship with asian anal queen. After breaking up, Blue eyed big tits told me, i could drop by her place anytime for a suckjob. We happened to live nearby in the uni halls. So for the rest of that year, and the next year of uni as well, whenever i felt the urge, i would pop around her room, she would get down on her knees, i would pull her huge double D tits out of her shirt, and she would suck me off. She was probably the best cocksucker i have ever experienced too. That situation was not great for trying to move on from her. but i entered a new phase of life.

so for the next 2 years, i kept two FWBs on the go. blue eyed big tits, who I could drop in on for a suckjob whenever i wanted, and cute little asian queen for all my fucking, rimming and anal desires. Both of them wanted commitment of course, but i made clear that was not an option.

At the time i thought i should be moving on and trying to find a new serious relationship. So i would try to minimize my stop ins for free blowjobs, and would attempt to minimize the times i would spend over at asian anal cuties place having anus adventures. (which lets be honest, for a young 20 something guy, i was very frequently falling victim to my own desires)

in hindsight, why was i resisting so much!? Such is the ignorance of a young man. those were probably some of the best days of my life. Totally broke, studying, having parties and laughs with friends (some of which, we are still friends all these decades later). All the while, keeping 2 little cuties on tap to satisfy all my sucking, fucking, and rimming needs. Little did i know life would never really get better than that!

after i finished uni (about 2 years after the summer of infidelity), blue eyes and I parted ways back to our respective hometowns, and became estranged. I stayed with the asian as FWB for 2-3 years before we coupled up officially and had another go at a relationship for about a year. Things went sour, we broke up for good, and not too many years later i met my now wife. I still wonder sometimes what life would be like if i stayed with asian anal queen. She was probably the most sexually compatible girl i have ever known. though far less personally compatible than the woman i ended up marrying.
 
Last edited:
I only cheated once (well, with one set of people). during my uni days. felt awful about it.

I had a committed girlfriend in my uni town. a blue eyed big tittied cutie who would suck my dick on command. she would do anything i asked, at any time of day.
Still, she got fat during our relationship, had depression problems, and it really took a strain on the relationship. i tried to break up with her multiple times. but would always get guilted into staying. this was my own fault for not manning up properly and just ending it.

I went back home that summer for break, and met with my ex who i was slightly estranged with for dinner. i played innocent, but in hindsight I know i was playing with fire intentionally. We didnt fuck on the first meetup, but met again and fucked the next time. My ex was a cute little asian spinner, exchange student, with juicy tits and a relatively big ass for a ~22yr old asian girl. She loved rimming, giving and receiving, and was always up for anal. How could a young guy resist? it went on to become the hottest summer chock full of forbidden sex with her perfect asian ass and anus. I felt so guilty, but in hindsight do not regret.

Following that summer, I went back to uni, dumped the blue eyed girl, and carried on the FWB relationship with asian anal queen. After breaking up, Blue eyed big tits told me, i could drop by her place anytime for a suckjob. We happened to live nearby in the uni halls. So for the rest of that year, and the next year of uni as well, whenever i felt the urge, i would pop around her room, she would get down on her knees, i would pull her huge double D tits out of her shirt, and she would suck me off. She was probably the best cocksucker i have ever experienced too. That situation was not great for trying to move on from her. but i entered a new phase of life.

so for the next 2 years, i kept two FWBs on the go. blue eyed big tits, who I could drop in on for a suckjob whenever i wanted, and cute little asian queen for all my fucking, rimming and anal desires. Both of them wanted commitment of course, but i made clear that was not an option.

At the time i thought i should be moving on and trying to find a new serious relationship. So i would try to minimize my stop ins for free blowjobs, and would attempt to minimize the times i would spend over at asian anal cuties place having anus adventures. (which lets be honest, for a young 20 something guy, i was very frequently falling victim to my own desires)

in hindsight, why was i resisting so much!? Such is the ignorance of a young man. those were probably some of the best days of my life. Totally broke, studying, having parties and laughs with friends (some of which, we are still friends all these decades later). All the while, keeping 2 little cuties on tap to satisfy all my sucking, fucking, and rimming needs. Little did i know life would never really get better than that!

after i finished uni (about 2 years after the summer of infidelity), blue eyes and I parted ways back to our respective hometowns, and became estranged. I stayed with the asian as FWB for 2-3 years before we coupled up officially and had another go at a relationship for about a year. Things went sour, we broke up for good, and not too many years later i met my now wife. I still wonder sometimes what life would be like if i stayed with asian anal queen. She was probably the most sexually compatible girl i have ever known. though far less personally compatible than the woman i ended up marrying.
You could have broken up with big tit blue eyes by fucking your Asian anal queen's arse then going around for a suck job to clean it off. See if she notice the different taste 🤣
 
You could have broken up with big tit blue eyes by fucking your Asian anal queen's arse then going around for a suck job to clean it off. See if she notice the different taste 🤣
would have been some logistics to that!
i was going to uni about a 4 hour drive from my hometown
blue eyes was at the uni town, anal queen was back home.
So blue eyes was more of the day to day release girl during uni time. Anal queen would get visits on holidays, the occasional long weekend, and a good long rogering over the summer period.
the distance between the two was what kept me out of trouble i reckon, as i kept that situation alive for almost 2 years.
 
I only cheated once (well, with one set of people). during my uni days. felt awful about it.

I had a committed girlfriend in my uni town. a blue eyed big tittied cutie who would suck my dick on command. she would do anything i asked, at any time of day.
Still, she got fat during our relationship, had depression problems, and it really took a strain on the relationship. i tried to break up with her multiple times. but would always get guilted into staying. this was my own fault for not manning up properly and just ending it.

I went back home that summer for break, and met with my ex who i was slightly estranged with for dinner. i played innocent, but in hindsight I know i was playing with fire intentionally. We didnt fuck on the first meetup, but met again and fucked the next time. My ex was a cute little asian spinner, exchange student, with juicy tits and a relatively big ass for a ~22yr old asian girl. She loved rimming, giving and receiving, and was always up for anal. How could a young guy resist? it went on to become the hottest summer chock full of forbidden sex with her perfect asian ass and anus. I felt so guilty, but in hindsight do not regret.

Following that summer, I went back to uni, dumped the blue eyed girl, and carried on the FWB relationship with asian anal queen. After breaking up, Blue eyed big tits told me, i could drop by her place anytime for a suckjob. We happened to live nearby in the uni halls. So for the rest of that year, and the next year of uni as well, whenever i felt the urge, i would pop around her room, she would get down on her knees, i would pull her huge double D tits out of her shirt, and she would suck me off. She was probably the best cocksucker i have ever experienced too. That situation was not great for trying to move on from her. but i entered a new phase of life.

so for the next 2 years, i kept two FWBs on the go. blue eyed big tits, who I could drop in on for a suckjob whenever i wanted, and cute little asian queen for all my fucking, rimming and anal desires. Both of them wanted commitment of course, but i made clear that was not an option.

At the time i thought i should be moving on and trying to find a new serious relationship. So i would try to minimize my stop ins for free blowjobs, and would attempt to minimize the times i would spend over at asian anal cuties place having anus adventures. (which lets be honest, for a young 20 something guy, i was very frequently falling victim to my own desires)

in hindsight, why was i resisting so much!? Such is the ignorance of a young man. those were probably some of the best days of my life. Totally broke, studying, having parties and laughs with friends (some of which, we are still friends all these decades later). All the while, keeping 2 little cuties on tap to satisfy all my sucking, fucking, and rimming needs. Little did i know life would never really get better than that!

after i finished uni (about 2 years after the summer of infidelity), blue eyes and I parted ways back to our respective hometowns, and became estranged. I stayed with the asian as FWB for 2-3 years before we coupled up officially and had another go at a relationship for about a year. Things went sour, we broke up for good, and not too many years later i met my now wife. I still wonder sometimes what life would be like if i stayed with asian anal queen. She was probably the most sexually compatible girl i have ever known. though far less personally compatible than the woman i ended up marrying.

Review of the Year , was the Asian girl Old Amy before she got old ? Didn't want to say Young Amy to avoid confusion.
 
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