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Slept with someone you shouldn’t of ..

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By *sm2020 OP   Man
over a year ago

manchester

Who’s that one person you’ve slept with, but you really shouldn’t of?

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By *obbytupperMan
over a year ago

Menston near Ilkley


"Who’s that one person you’ve slept with, but you really shouldn’t of?"

Why do you want to know?

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By (user no longer on site)
over a year ago

My ex when going through a messy divorce, was great in bed, just nightmare living together

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By (user no longer on site)
over a year ago

Your mum

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By *ipvanwinkieMan
over a year ago

out of town!

“Shouldn’t have”, not “shouldn’t of”.

You’re welcome.

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By *sm2020 OP   Man
over a year ago

manchester


"“Shouldn’t have”, not “shouldn’t of”.

You’re welcome. "

my bad

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By *laymateteeMan
over a year ago

bristol


"“Shouldn’t have”, not “shouldn’t of”.

You’re welcome. "

I also find if strange when people say of instead of have lol

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By *etro1940sCouple
over a year ago

Kingston upon Thames

First husband (oops) xx Anne

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By (user no longer on site)
over a year ago

The ex mrs, 8 months after we broke up and she'd thrown me out, but before finding she'd been fucking her "friend" for the preceeding year and a half...

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By *arriLadMan
over a year ago

North West

Best mates sister, Was fun while it lasted

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By *parkle1974Woman
over a year ago

Leeds

I'll tell you if it happens.

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By *sm2020 OP   Man
over a year ago

manchester


"I'll tell you if it happens."

Ohhhh I like this

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By (user no longer on site)
over a year ago

My ex

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By (user no longer on site)
over a year ago

Haha, probably loads xx

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By (user no longer on site)
over a year ago

Probably the married woman I was seeing for about a year. Actually no, that was fun

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By (user no longer on site)
over a year ago

I was bragging about how hot and dirty my fuck buddy was to a work friend. I showed him her picture, it was his Auntie.

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By (user no longer on site)
over a year ago


"I was bragging about how hot and dirty my fuck buddy was to a work friend. I showed him her picture, it was his Auntie. "

Oh my lordy did you tell him all before showing the pic of her?

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By (user no longer on site)
over a year ago


"I was bragging about how hot and dirty my fuck buddy was to a work friend. I showed him her picture, it was his Auntie. "

Brilliant! How's the working relationship now?

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By *ackformore100Man
over a year ago

Tin town


"“Shouldn’t have”, not “shouldn’t of”.

You’re welcome.

I also find if strange when people say of instead of have lol"

Instead have?

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By *eavenNhellCouple
over a year ago

carrbrook stalybridge

My maths teacher was two years after i left but still

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By (user no longer on site)
over a year ago

It was years back but we got made redundant a short while after. It stung him a bit as it was never EVER mentioned again

She was amazing though, didnt stop me going back lol

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By (user no longer on site)
over a year ago

Unfortunately yes. The best part was eating a fruit cocktail out of her.

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By *urora1912Woman
over a year ago

Norfolk East anglia

A guy I was fucking turned out to be a dad from school and I knew his wife

He said he was single

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By (user no longer on site)
over a year ago

The wife's sister and two of her friends. Oh hang on , that might have been a dream.

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By *jonesMan
over a year ago

Plymouth


"The wife's sister and two of her friends. Oh hang on , that might have been a dream."

Lol lol

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By *ichaelangelaCouple
over a year ago

notts


"Who’s that one person you’ve slept with, but you really shouldn’t of?"

"have" ... sorry, pet hate.

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By (user no longer on site)
over a year ago

*have

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By *isstonguetasticjoWoman
over a year ago

widnes

A few lyin cheatin 2timin shits on here

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By *ob jonesMan
over a year ago

Wales

One of our part time Saturday staff who was working for us when she was in uni.. Bit she fucked like the clappers.

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By *amesleonard12345Man
over a year ago

heathrow/feltham/sunbury

Lol I was fucking one of the mum from school

Lmao love doing the school run and popping around her place for a cuppa

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By (user no longer on site)
over a year ago

My boss... I found him on here (well he found me) and i knew it would be an unnecessary complication from a work perspective but I have a thing for authority figures and not much in the way of self control sometimes

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By (user no longer on site)
over a year ago

Fit, curvy young colleague at my last place of work. She was outrageously obvious in her flirting with me and lived a cosy 5 mins walk away. I mean.

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By *ackformore100Man
over a year ago

Tin town

The fishmongers daughter?

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By (user no longer on site)
over a year ago

Someone from a kik group dare once. No offence to the lady in question but it was bad timing for me. Hurt someone I cared about too much.

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By (user no longer on site)
over a year ago

Hubby last night. Poor bugger had to be up at 3am and was knackered

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By *elisandre300Woman
over a year ago

dontbefuckingnosey

A guy I met on a d*unken girlie weekend... who turned out to be my new boss when I walked into work on the Monday.

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By *eardyBikerMan
over a year ago

nr stonehaven


"Your mum "

Waheeey

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By *eardyBikerMan
over a year ago

nr stonehaven


"A guy I met on a d*unken girlie weekend... who turned out to be my new boss when I walked into work on the Monday. "

Oooh shiiiit

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By (user no longer on site)
over a year ago

So many i wouldn't know where to start..damn my lack of self control and insatiable appetite!

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By *antasyrealmCouple
over a year ago

Congleton

Not strange just wrong. X

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By *onnydayzMan
over a year ago

preston

Jesus, where do I start. Married MP at the time, foreplay with someone in sports and also another TV personality. As a chauffeur I had numerous opportunities and also witnessed numerous shenanigans.

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By (user no longer on site)
over a year ago

My best mates wife x

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By *elisandre300Woman
over a year ago

dontbefuckingnosey


"A guy I met on a d*unken girlie weekend... who turned out to be my new boss when I walked into work on the Monday.

Oooh shiiiit"

Yep

Tbf he was really good about it.

Although I did fuck him again at the staff Christmas party

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By *friendMan
over a year ago

Basildon

My fuck buddy's mum and her aunt,all on the same day.

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By (user no longer on site)
over a year ago


"Who’s that one person you’ve slept with, but you really shouldn’t of?"

The problem was, we didn't sleep

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By (user no longer on site)
over a year ago

A bloke I was working with's gf, while he was at work.

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By (user no longer on site)
over a year ago


"A bloke I was working with's gf, while he was at work."

Risky. Did he ever find out?

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By *ig tit lover78Man
over a year ago

rotherham

Umm... yes. No self control at all. Anybody you can think of on the 'shouldn't ' list I probably did/ have. Never a boss though

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By (user no longer on site)
over a year ago


"A bloke I was working with's gf, while he was at work.

Risky. Did he ever find out?"

Yep. Worth it tho. She never the same Again.

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By *ig Chris75Man
over a year ago

Sandbach

A couple locally for an MFM - I went to school with the guy of the couple - messaged without knowing it was them...

Probably shouldn't have done it as it's interesting when in Aldi and she's getting something for the kids dinner - but she's properly hot and would I do it again...? Probably...

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By *lassyandkinkyCouple
over a year ago

West Yorkshire


"I was bragging about how hot and dirty my fuck buddy was to a work friend. I showed him her picture, it was his Auntie. "

This is why some things should stay private!

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By *ongueFkYouMan
over a year ago

Bradford

My sister's mate because my sister found out and stopped talking to her I felt bad but then we carried on seeing each other lol she was a naughty one x

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By *ucka39Man
over a year ago

Newcastle

An ex but it's difficult when the sex is unreal with so much sexual chemistry

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By (user no longer on site)
over a year ago

My brother's ex gf

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By *yanShireMan
over a year ago

Motherwell


"My brother's ex gf"

Hope he was cool about it

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By *im4play4uMan
over a year ago

Hemel Hempstead

my brothers x wife!

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By *rying2niteMan
over a year ago

Egremont

My ex wifes mate....AWESOME sex, but bad idea !

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By *ikiLoverMan
over a year ago

Brighton

[Removed by poster at 21/01/21 00:05:32]

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By (user no longer on site)
over a year ago

My ex husbands cousin. A few days after splitting up. A revenge fuck......7 years ago. Do I regret it? Nope.

Funniest moment ever, 6 months ago, when he tried to tell my other half how much of a 'slag' I was and my other half responded with how proud of me he was

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By *iger4uWoman
over a year ago

In my happy place


"“Shouldn’t have”, not “shouldn’t of”.

You’re welcome. "

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By *laymateteeMan
over a year ago

bristol


"“Shouldn’t have”, not “shouldn’t of”.

You’re welcome.

I also find if strange when people say of instead of have lol

Instead have? "

Dude read the post then you'll understand what I mean ,it's not that complicated

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By *ophieslutTV/TS
over a year ago

Central

A guy who went on to be employed by my father. Just too uncomfortable

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By (user no longer on site)
over a year ago


"A guy I met on a d*unken girlie weekend... who turned out to be my new boss when I walked into work on the Monday. "

Did you receive employee of the month??? Curious to know...Did ye fk again??? Or is that a silly question........

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By *ongueFkYouMan
over a year ago

Bradford


"A guy I met on a d*unken girlie weekend... who turned out to be my new boss when I walked into work on the Monday.

Did you receive employee of the month??? Curious to know...Did ye fk again??? Or is that a silly question........"

I love your pics very sexy x

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By (user no longer on site)
over a year ago

Probably a fair few from my youth.

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By *reakbedsnotheartsMan
over a year ago

bedford

Maybe more than once

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By (user no longer on site)
over a year ago

My husbands sis in law .. sorry not really sorry. He took It well tho

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By *anbrCouple
over a year ago

Edinburgh


"“Shouldn’t have”, not “shouldn’t of”.

You’re welcome. "

This! Well said!

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By *uteguy06Man
over a year ago

Swindon

I got 2 an old best mates mum (not an old best mate because of it but he doesn’t know still) & a another old friend but this time his ex fiancé at the time and think they are back together now.

Both good experiences and stories to tell if any one wants to hear about either message me

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By (user no longer on site)
over a year ago


"“Shouldn’t have”, not “shouldn’t of”.

You’re welcome.

I also find if strange when people say of instead of have lol"

is that as bad as saying if instead of it, asking for a friend ...........

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By *laymateteeMan
over a year ago

bristol


"“Shouldn’t have”, not “shouldn’t of”.

You’re welcome.

I also find if strange when people say of instead of have lol

is that as bad as saying if instead of it, asking for a friend ..........."

My fingers are too big,it was meant to to it and not if lol

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By *omptationMan
over a year ago

liverpool

Oh god... well my sisters mate, just after she'd split from her fella and we were both d*unk...

I kissed and felt up a friends mum when i was like 21 and she and my friends dad were having a really rough patch, then later divorced

I fucked a girl i worked with at a conference once in the disabled toilets with everyone milling about outside, and we werent exactly quiet...

And obviously, some ex's that i deeply regret ha

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By *ornucopiaMan
over a year ago

Bexley


"My fuck buddy's mum and her aunt,all on the same day."

Were they 'insistent' on doing it?

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By *otlovefun42Couple
over a year ago

Costa Blanca Spain...

Over the years there were quite a few that, for various reasons, I should have avoided but one springs to mind as the one I should have run a mile from.

I bumped into the Mrs of a former boss of mine.

To cut a very long story short we had lunch and finished up back at mine for a wild afternoon.

To be fair they had recently split (but not yet divorced) but when I thought about it afterwards it did all seem a bit weird.

The big problem was that she decided that she wanted more and I just couldn't do it.

A few years later I bumped into my former boss. By then they were divorced and he knew what had happened, but was quite chilled about it.

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By *oobaaMan
over a year ago

South Shields

Lass i met in a bar one night. she wasnt very good looking and lived in a right shit tip of a house but what a night we had.

Her phone kept going all night and in the end I asked her to switch it off.She told me it would be clients trying to get late night bookings.

Alarm bells started to ring.

She was an escort.

The next day I had a look on a certain website and there she was. She advertised that she would do BB and hardsports. Ive never been to the clinic so quickly and had months of tests before being safe

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By (user no longer on site)
over a year ago

My best mates ex, and that was in my ex’s sisters bed!

Gets very confusing but was worth every minute!

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By *omptationMan
over a year ago

liverpool


"Oh god... well my sisters mate, just after she'd split from her fella and we were both d*unk...

I kissed and felt up a friends mum when i was like 21 and she and my friends dad were having a really rough patch, then later divorced

I fucked a girl i worked with at a conference once in the disabled toilets with everyone milling about outside, and we werent exactly quiet...

And obviously, some ex's that i deeply regret ha "

Just remembered one more. Somewhere I used to work had multiple offices and whenever the office manager of one of our other branches would call we would have a bit of a flirt on the phone.

Now bare in mind im like 20 at this point, and ive never met her, nor even seen her but she has a sexy voice...

Cut to christmas, and our boss books us all in for a meal at a hotel in town for all the branches, and finally i get to meet her and she is just smoking hot.

Shes got that middle aged, divored, professional woman thing going on, and i finally pluck up the courage to go over and introduce myself, and there are sparks immediately

After several drinks, the night wears on and im saying my goodbyes to people, and when i go to say goodbye to her, she slips me a keycard and tells me a room number.

Thats enough for me, i rocket up those stairs and wait in the room for her... a few mins later she joins me and we end up fucking all night in every position and hole and she cant get enough, and cos im 20 i cant stop cumming haha, no sooner have a shot a load im hard and ready to go again...

By the time we leave the next morning she must have showered off or swallowed a fucking gallon of me haha

Anyways, its only in the new year that i find out that she's not only the girlfriend of the guy who owns the company, but due to take over our branch shortly!

Sadly, I had just accepted another job elsewhere and i never got to work under her, as it were... but i probably shouldnt have done that but glad i did

Havent thought about that in years so thanks to the OP for bringing back fond memories haha

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By *ugby 123Couple
Forum Mod

over a year ago

O o O oo


"

You do know that is illegal..."

So was the previous post about sleeping with an aunt that was posted by a couple

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By *ugby 123Couple
Forum Mod

over a year ago

O o O oo

Please don't post anything illegal on the site.

If anyone sees anything illegal on the site please report rather than call a person out on it. It will be dealt with quicker and stops it getting reposted again and again.

Also if you are going to report can you report all the posts that are illegal and not just the ones from single men

Thanks

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By *aughtywifeandhimCouple
over a year ago

bedford

Was lucky man mmm

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By *ayjay211201Man
over a year ago

Paisley

A barmaid in a pub i lived above & who's husband was a regular & a copper.

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By *heRazorsEdgeMan
over a year ago

Wales/ All over UK

My ex wife?... Would have saved so much hassle if I’d never gone there in the first place!

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By *elisandre300Woman
over a year ago

dontbefuckingnosey


"A guy I met on a d*unken girlie weekend... who turned out to be my new boss when I walked into work on the Monday.

Did you receive employee of the month??? Curious to know...Did ye fk again??? Or is that a silly question........"

I fucked him again at the Christmas party

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By *astesLikeMagicWoman
over a year ago

Newcastle

I've got to pick just one?

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By (user no longer on site)
over a year ago

At the time my best friends girlfriends daughter

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By *r-OrangeMan
over a year ago

Nottingham

Mates girlfriend but she was worth it

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By (user no longer on site)
over a year ago


"Your mum "

Hahahahaha

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By (user no longer on site)
over a year ago

My mates on/off girlfriend. Maybe that's one that I shouldn't of slept with?

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By (user no longer on site)
over a year ago

I also use to regularly sleep with my step sister before she was my step sister! Small world haha! Also makes it very awkward now lol

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By *tarburst babydollMan
over a year ago

Dingwall

Probably one night at a club with my sister in law. After arriving at the club we went through to the hot tub area and it was quite a shock to see the hubby's sister in the tub. I did end up having fun with her that night after making sure the hubby was OK with it.

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By (user no longer on site)
over a year ago

my former colleagues missus....wasnt aware it was his missus until i woke up in their house and saw their wedding photo....i left that job with few days

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By *itzimadCouple
over a year ago

harwich

two cousins

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By *verysmileMan
over a year ago

Canterbury

When I left school as an 18 year old, there had been a student teacher who basically flirted with every sixth form lad. A week after leaving, she was in the local when I was there with a mate, we nodded and smiled at each other across the pub and that was it. After "time", everyone left and I was about to stroll when she tapped me on the shoulder and she invited me back to hers. It wasn't right but it was fun.

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By *eardyBikerMan
over a year ago

nr stonehaven


"A guy I met on a d*unken girlie weekend... who turned out to be my new boss when I walked into work on the Monday.

Oooh shiiiit

Yep

Tbf he was really good about it.

Although I did fuck him again at the staff Christmas party "

Ah well then ....daft not to enjoy

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By (user no longer on site)
over a year ago

Quite a few but that's what makes it so hot

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