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I'm fucking my BOSS!

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By *weet.pie OP   Woman 2 weeks ago

Clearwater

I'm fucking my BOSS!

I never dreamed I'd be caught in this predicament, yet here I am!

He's twice my age but "single".

A gentleman, genuine, "my mentor", affectionate, kind, pretty much all a girl could ask for in a partner.

Notwithstanding these attributes, the situation is awkward for me because..... Well, he's twice my age, older than my mom.

He has encouraged me to pursue scholastic advancement and I have done so, had it not been for his motivation I would not be where I am professionally.

The Backstory:

Eight years ago, I once worked for a company he also worked at.

The irony behind it all was, I was the most junior team member transferred into the dept and while my senior colleagues avoided him at all costs, it therefore meant I was coerced to work with him as his assistant.

Assistant in this aspect meant- knowing his next move and basically doing so if instructed.

Because of this, we became really close professionally.

It wasn't until I left the institution (exactly one year to my transfer- although I worked for the institution 7 years prior in a different dept) and relocated abroad our "friendship" grew.

Holiday breaks meant "catch-up dinners" and regular chit chat, always good chit chat despite the age gap.

He was always courteous and charismatic.

Fast forward to the last 18 months:

He invited me by his house........ and while I didn't know what to expect, let's just say what should have happened didn't happened and 6 months after that first house meet, we had sex for the first time.

This man has eaten my pussy in every possible position on every surface in his house.

We no longer work together but he's influential and could put me in top positions outside of the bedroom.

I'm a little afraid that I'm falling too deep and I havent addressed the elephant in the room.

Deep down I want to end it but the way this man eats my pussy, I could tell he's practicing for the last supper.

He seems to enjoy himself in missionary but I can guarantee you the old man won't last very long beyond two minutes- this proves to be true everytime.

He tells me, "The pussy is just too sweet".

It's ok because although I thought of myself to once be a nympho, I've somewhat calmed down.

One round and I'm "ok" with it.

I enjoy when he kisses my forehead and rubs my ass and breasts while falling asleep.

His physical presence and touch means alot to me.

I haven't asked what it is.... (very foolish of me, I know).

But, in two weeks I'll be returning overseas and he wants to know what can he help me with financially.

Low key, I want more but I don't.

Sooner rather than later, I'm going to need to find a husband/ man that will want to be a father.

I'm terrified this man doesn't want this.

How should I handle this situation?

Have you ever been caught up in a similar situation?

Please lend an ear!

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By *oody BMan 2 weeks ago

Mcr. - The Gilded Palace of Sin

TLDR.

but your title suggests a quick way for promotion.

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By *iss.Bella.Woman 2 weeks ago

North Wales

Sorry I've read it twice and still not sure what you're asking. I think I need more caffeine.

Is it that you want more of a relationship situation with him? If so could you ask him?

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By *eroLondonMan 2 weeks ago

Mayfair


"I'm fucking my BOSS!...

..... Well, he's twice my age, older than my mom."

·

So he's 82...?

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By *uriousscouserWoman 2 weeks ago

Wirral

If he's twice your age then he's in his 80s. I'd suggest whether he wanted to have kids or not it's unlikely to happen.

Is the relationship worth that sacrifice to you?

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By *elloWoman 2 weeks ago

alpha centauri

Your age is listed as 41 and his twice your age and you're looking for someone to be a father to future kids

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By *eroLondonMan 2 weeks ago

Mayfair

She's ^ 92. Fåçt.

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By *red333Man 2 weeks ago

Dorchester

You have to weigh up what losing him would mean to you i mean at 40 you're coming close to the end of your child bearing years and you haven't found the father of your future children yet, he sounds like a catch and you're assuming he doesn't want children

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By *ilthy ExplorerMan 2 weeks ago

Near You

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By *orthernJayMan 2 weeks ago

Overseas

What about your “fuck boy” from your previous long winded story telling? Maybe he’s the antithesis to your 80 year old boss?

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By *r SproutMan 2 weeks ago

the middle somewhere

Lots of words! Congratulations

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By *odgerMooreMan 2 weeks ago

Carlisle

I can only assume by twice your age you mean significantly older because at 82 unless you’re shagging Rupert Murdoch there’s not a huge future ahead. Football in the park with a young son or daughter… walks in the country…. Open water swimming… diving in a shark cage…. Rodeo riding…. Triathlon events….extreme white water rafting… all doubtful…

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By *illy IdolMan 2 weeks ago

~Rear of the Year winner 2024~

I wouldn't advise it. You'll be changing nappies for both of them in no time

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By *illy IdolMan 2 weeks ago

~Rear of the Year winner 2024~

I wouldn't advise it. You'll be changing nappies for both of them in no time

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By *illy IdolMan 2 weeks ago

~Rear of the Year winner 2024~

[Removed by poster at 21/05/24 09:36:55]

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By *kphooeyMan 2 weeks ago

Finchley


"I'm fucking my BOSS!...

..... Well, he's twice my age, older than my mom.

·

So he's 82...? "

Quite surprised he lasts two minutes. Marry him and make sure its quick before he pegs it!

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By *glyBettyTV/TS 2 weeks ago

About 3 feet away from the fence


"Sorry I've read it twice and still not sure what you're asking. I think I need more caffeine.

Is it that you want more of a relationship situation with him? If so could you ask him? "

From what I understand she actually wants less of a relationship with him, but doesn't want to give up the pussy eating and potential professional perks of keeping this old man happy.

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By *eroLondonMan 2 weeks ago

Mayfair


"I'm fucking my BOSS!...

..... Well, he's twice my age, older than my mom.

·

So he's 82...?

Quite surprised he lasts two minutes. Marry him and make sure its quick before he pegs it!"

Two minutes more than most people on here, dear fellow. Willy can barely manage more than two² seconds these days.

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By *illy IdolMan 2 weeks ago

~Rear of the Year winner 2024~


"I'm fucking my BOSS!...

..... Well, he's twice my age, older than my mom.

·

So he's 82...?

Quite surprised he lasts two minutes. Marry him and make sure its quick before he pegs it!

Two minutes more than most people on here, dear fellow. Willy can barely manage more than two² seconds these days."

He sucks like a hoover^ treat him with respect guys

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By *kphooeyMan 2 weeks ago

Finchley


"I'm fucking my BOSS!...

..... Well, he's twice my age, older than my mom.

·

So he's 82...?

Quite surprised he lasts two minutes. Marry him and make sure its quick before he pegs it!

Two minutes more than most people on here, dear fellow. Willy can barely manage more than two² seconds these days."

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By *mmaleiaWoman 2 weeks ago

East Northamptonshire


"I wouldn't advise it. You'll be changing nappies for both of them in no time"
. ^this #fact

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By *viatrixWoman 2 weeks ago

Back in Gatwick!

He’s 82?

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By *LiamMan 2 weeks ago

Midlands

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By *orthernJayMan 2 weeks ago

Overseas

She’s probably 82 and dreaming

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By *bi HaiveMan 2 weeks ago
Forum Mod

Cheeseville, Somerset

I get quite 'handsy' with the boss of the business I work for quite regularly.

Have done for years.

No biggie.

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By *ssex_tomMan 2 weeks ago

Chelmsford

82? If Tom has told you once he has told you 100 times.. Stop exaggerating.....

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By *red333Man 2 weeks ago

Dorchester


"82? If Tom has told you once he has told you 100 times.. Stop exaggerating....."
we go up to 99 here Tom

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By *heBelladonnaWoman 2 weeks ago

Somewhere Out There In The World

Step back s as if ask yourself if you enjoy what you have with him. As you’re asking what to do, it would seem deep down you know what you should do.

His qualifications and ability to further your career shouldn’t be tied to the way he eats your pussy or spends two minutes inside of it. If that’s muddy, you’ll forever find yourself questioning your professional accomplishments: are you only as good as you are professionally because of your entanglement?

If he’s not someone you see being a part of your long term plan of children, and that’s of importance to you, well surely you’d know what needs doing…

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By *ex HolesMan 2 weeks ago

Up North

I hope I’m still shagging at 82

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By *rispyDuckMan 2 weeks ago

Chinese Takeaway near you

Shouldn’t this be in the stories/fantasy section?

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By (user no longer on site) 2 weeks ago

I feel like you’ve already answered your own question. If your long term plan is to find a husband and have kids, that’s not going to work out well with someone twice your age.

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By *bi HaiveMan 2 weeks ago
Forum Mod

Cheeseville, Somerset


"I feel like you’ve already answered your own question. If your long term plan is to find a husband and have kids, that’s not going to work out well with someone twice your age. "

Unless he's minted, has a dodgy ticker and your the sole beneficiary....

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By *ravelling_WilburyMan 2 weeks ago

Beverley

What's your next CHATGTP prompt?

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By *lowupdollTV/TS 2 weeks ago

S. Herts


"Shouldn’t this be in the stories/fantasy section? "

I thought this too just didn’t want to say it

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By (user no longer on site) 2 weeks ago


"I feel like you’ve already answered your own question. If your long term plan is to find a husband and have kids, that’s not going to work out well with someone twice your age.

Unless he's minted, has a dodgy ticker and your the sole beneficiary.... "

Does he have a friend OP?

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By *ansoffateMan 2 weeks ago

Sagittarius A

I have, she was delightful and I cared for her a great deal - for a time, but things changed. She went to such a huge extent to keep it a secret that it became obvious to everyone else and she couldn't cope with the attention that brought.

One of the reasons I don't tell colleagues about being poly, the whole stigma thing and how women tend to be slut-shamed "he's a married man!" etc.

In the end her solution to this was to ask me to leave my wife for her. When I refused she didn't take it particularly well.

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By *arkus1812Man 2 weeks ago

Lifes departure lounge NN9 Northamptonshire East not West MidlandsMidlands

Where can I find a woman half my age? after all I am only 84

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By *ornucopiaMan 2 weeks ago

Bexley


"I'm fucking my BOSS!...

..... Well, he's twice my age, older than my mom.

·

So he's 82...? "

Either he must like work or the poor old chap has no choice other than poverty!

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By *weet.pie OP   Woman 2 weeks ago

Clearwater

You guys rock!

Thanks everyone for responding.

He's actually 70.

Didn't think I'd receive much feedback.

My listed age is not my "actual" age but for the record, I'm 32.

Maybe I was being generous, but he's double my age plus change.

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By *ranny-CrumpetWoman 2 weeks ago

King's Crustacean

I blame texting.

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By *kphooeyMan 2 weeks ago

Finchley


"You guys rock!

Thanks everyone for responding.

He's actually 70.

Didn't think I'd receive much feedback.

My listed age is not my "actual" age but for the record, I'm 32.

Maybe I was being generous, but he's double my age plus change. "

And you're actually a bloke...

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By *ranny-CrumpetWoman 2 weeks ago

King's Crustacean

Oh now phooey that's mean. I wanted to say it first.

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By *eroLondonMan 2 weeks ago

Mayfair


"Oh now phooey that's mean. I wanted to say it first. "

Grånny! wash your mouth out with soap and water!

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By *irtydevil666Man 2 weeks ago

bristol

I am the storyteller, and my stories must be told,

I tell my lovely stories to the young and old.

In Russia I am Ivan, in Sweden I'm Johan,

In Ireland I am Ian, but in America I'm John.

Sometimes there is crying, sometimes there is laughter,

But always, at the end, there is a "happily ever after....

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By *kphooeyMan 2 weeks ago

Finchley


"Oh now phooey that's mean. I wanted to say it first. "

We were all thinking it, but as usual I am the one heading for the naughty step!

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By *ot to giggleWoman 2 weeks ago

Coventry

so let me get this right - your not 41 your 32 because every woman that ever lived said she was older than she actually is - well unless your 16 and want to be 18 right!

so he isnt in his 80's but his 70's ... now who is eating pussy? did you get the promotion or want the promotion ?

i doubt he wants babies now - has he not already had them.

wow and i thought i found complex situations good luck - i'm so not sure what your question was or if there actually was one .... might use this

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By *ranny-CrumpetWoman 2 weeks ago

King's Crustacean


"Oh now phooey that's mean. I wanted to say it first.

Grånny! wash your mouth out with soap and water! "

You are right Nero .. I should go and flagellate... I think that's what it's called.

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By *mf123Man 2 weeks ago

the space between spaces

Im my fucking boss

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By *kphooeyMan 2 weeks ago

Finchley


"Oh now phooey that's mean. I wanted to say it first.

Grånny! wash your mouth out with soap and water!

You are right Nero .. I should go and flagellate... I think that's what it's called."

Take your hand out of your panties now!

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By *aitonelMan 2 weeks ago

Liverpool

Not Matt Damon is it?

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By *ranny-CrumpetWoman 2 weeks ago

King's Crustacean


"Oh now phooey that's mean. I wanted to say it first.

Grånny! wash your mouth out with soap and water!

You are right Nero .. I should go and flagellate... I think that's what it's called.

Take your hand out of your panties now! "

Panties......... how kind.... think bloomers and you'd be nearer the mark.

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By *ranny-CrumpetWoman 2 weeks ago

King's Crustacean


"Not Matt Damon is it? "

Is that you Sarah ?

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By *aitonelMan 2 weeks ago

Liverpool


"Not Matt Damon is it?

Is that you Sarah ?"

Maybe!

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By *eliWoman 2 weeks ago

I'll know it when I find it.

Is this copy and pasted from somewhere?

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By *oyoteUglyWoman 2 weeks ago

somewhere

I need a hot boss

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By *istnbroke69Man 2 weeks ago

Cheshire / West Midlands

My boss is stunning, so hard to concentrate on work stuff

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By *ickyKlungespeareMan 2 weeks ago

St Leonards

Has Tom started posting as a woman?

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By *istnbroke69Man 2 weeks ago

Cheshire / West Midlands


"I need a hot boss"

Your profile CV is mighty impressive, your hired!

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By *illy IdolMan 2 weeks ago

~Rear of the Year winner 2024~


"I need a hot boss"

I'm currently hiring. Send your CV over

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By *oyoteUglyWoman 2 weeks ago

somewhere


"I need a hot boss

I'm currently hiring. Send your CV over "

Boobs incoming

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By *illy IdolMan 2 weeks ago

~Rear of the Year winner 2024~


"I need a hot boss

I'm currently hiring. Send your CV over

Boobs incoming"

Wow

You're hired!

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By *oody BMan 2 weeks ago

Mcr. - The Gilded Palace of Sin


"Is this copy and pasted from somewhere?"

I’ve had this reply in my DMs

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By *red333Man 2 weeks ago

Dorchester


"You guys rock!

Thanks everyone for responding.

He's actually 70.

Didn't think I'd receive much feedback.

My listed age is not my "actual" age but for the record, I'm 32.

Maybe I was being generous, but he's double my age plus change. "

I'll marry him if you dont want him

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By *istnbroke69Man 2 weeks ago

Cheshire / West Midlands


"I need a hot boss

I'm currently hiring. Send your CV over

Boobs incoming"

Yes please!

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By *oodmessMan 2 weeks ago

yumsville

You're 32, you worked at the company 8yrs ago, and in a different dept 7yrs prior (making 15yrs). You moved abroad, you don't say for how long, but after about another 2yrs of meeting you are having sex.

It doesn't add that at minimum (not including relocation) you started there aged 15.

You wouldn't have been coerced into working with him, he would have been your departmental boss, and I'm surprised if true you had any interaction at all that didn't raise eyebrows - supervisors, line managers, colleagues, all come before dept managers.

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By *antastic_Mr_Fox_76Man 2 weeks ago

District 13

Cobblers

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By *oeBeansMan 2 weeks ago

Derby

r/ThatHappened

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By *ornucopiaMan 2 weeks ago

Bexley

[Removed by poster at 21/05/24 19:06:45]

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By *ornucopiaMan 2 weeks ago

Bexley


"Cobblers "

Willie Mossop fucked his boss and he was a cobbler!

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By *eecount1815Man 2 weeks ago

Tenbury Wells


"I'm fucking my BOSS!

I never dreamed I'd be caught in this predicament, yet here I am!

He's twice my age but "single".

A gentleman, genuine, "my mentor", affectionate, kind, pretty much all a girl could ask for in a partner.

Notwithstanding these attributes, the situation is awkward for me because..... Well, he's twice my age, older than my mom.

He has encouraged me to pursue scholastic advancement and I have done so, had it not been for his motivation I would not be where I am professionally.

The Backstory:

Eight years ago, I once worked for a company he also worked at.

The irony behind it all was, I was the most junior team member transferred into the dept and while my senior colleagues avoided him at all costs, it therefore meant I was coerced to work with him as his assistant.

Assistant in this aspect meant- knowing his next move and basically doing so if instructed.

Because of this, we became really close professionally.

It wasn't until I left the institution (exactly one year to my transfer- although I worked for the institution 7 years prior in a different dept) and relocated abroad our "friendship" grew.

Holiday breaks meant "catch-up dinners" and regular chit chat, always good chit chat despite the age gap.

He was always courteous and charismatic.

Fast forward to the last 18 months:

He invited me by his house........ and while I didn't know what to expect, let's just say what should have happened didn't happened and 6 months after that first house meet, we had sex for the first time.

This man has eaten my pussy in every possible position on every surface in his house.

We no longer work together but he's influential and could put me in top positions outside of the bedroom.

I'm a little afraid that I'm falling too deep and I havent addressed the elephant in the room.

Deep down I want to end it but the way this man eats my pussy, I could tell he's practicing for the last supper.

He seems to enjoy himself in missionary but I can guarantee you the old man won't last very long beyond two minutes- this proves to be true everytime.

He tells me, "The pussy is just too sweet".

It's ok because although I thought of myself to once be a nympho, I've somewhat calmed down.

One round and I'm "ok" with it.

I enjoy when he kisses my forehead and rubs my ass and breasts while falling asleep.

His physical presence and touch means alot to me.

I haven't asked what it is.... (very foolish of me, I know).

But, in two weeks I'll be returning overseas and he wants to know what can he help me with financially.

Low key, I want more but I don't.

Sooner rather than later, I'm going to need to find a husband/ man that will want to be a father.

I'm terrified this man doesn't want this.

How should I handle this situation?

Have you ever been caught up in a similar situation?

Please lend an ear!

"

Men don't like Boss bitches

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