Wife finally met my boss
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readerofthings
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Wife finally met my boss
Well my wife has been joking about fucking my boss for a while and they finally met last Friday at a work dinner. He's mid 30's, so around 10 years younger than us. They exchanged a bit of small talk over dinner but not much. When people started leaving however they chatted more. Finally everyone had left except us and him and his wife, and we all moved to the bar for a drink. My boss' wife got up at one point to use the restroom and like a good cuck, I did the same to give my wife a chance to talk to him alone. When I returned they were still alone and they had around a good 5 minutes to talk amongst themselves.
We left about 30 minutes later and she told me in the car ride home he asked, and got, her number. There was no pretense given and I suspect R was just flirty like she knows how to be and got a direct request for her digits as a result. He texted her today asking to see her alone, just the two of them. Seems brazen but again, I suspect R gave him enough cues for him to go out on a limb like that.
She told him probably not this weekend but left it as a definite maybe moving forward. I'm concerned but she is extremely discreet and knows how to do things without ruffling feathers, so the concern is not huge. I guess my big issue is he'll find out I'm a willing cuck which I absolutely don't want going around work. My guess is he'll ask her out again soon and we'll see how it goes.
We left about 30 minutes later and she told me in the car ride home he asked, and got, her number. There was no pretense given and I suspect R was just flirty like she knows how to be and got a direct request for her digits as a result. He texted her today asking to see her alone, just the two of them. Seems brazen but again, I suspect R gave him enough cues for him to go out on a limb like that.
She told him probably not this weekend but left it as a definite maybe moving forward. I'm concerned but she is extremely discreet and knows how to do things without ruffling feathers, so the concern is not huge. I guess my big issue is he'll find out I'm a willing cuck which I absolutely don't want going around work. My guess is he'll ask her out again soon and we'll see how it goes.
Re: Wife finally met my boss
they didn't waste any time. very hot
Re: Wife finally met my boss
I look forward to hearing how this progresses
Re: Wife finally met my boss
Nice scenario......readerofthings wrote: ↑Thu Sep 05, 2024 7:34 amI guess my big issue is he'll find out I'm a willing cuck which I absolutely don't want going around work. My guess is he'll ask her out again soon and we'll see how it goes.
Your boss, who is 10 years younger than you, and he's going to be fucking your wife. I like it

How would he find out that you are a willing cuck? Will your wife tell him? Maybe she could pretend she's cheating on you.
Or would you prefer that he knows you are willing?
Would she make you go down on her when she gets home from fucking him? And tell him that's what you will do?
Could be super humiliating

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readerofthings
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Re: Wife finally met my boss
That's the thing. I don't think she'd tell but she has dropped some bombshells in the recent past so I am a little worried. We're no strangers to the "fake cheating" game but lately it's all been out in the open with her boyfriends.
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ShyBiGuy954
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Re: Wife finally met my boss
I like the scenario.readerofthings wrote: ↑Thu Sep 05, 2024 7:34 amWell my wife has been joking about fucking my boss for a while....
But if she had never met him before, how did she know she'd want to fuck him??
Just because he's younger and your Boss?
And what made her think that he'd be willing to cheat on his wife?
Her: Did you like eating my pussy tonight?
Me: Of course, why?
Her: Your my second date tonight, I already fucked ******
(it was a guy I worked with)
Me: Of course, why?
Her: Your my second date tonight, I already fucked ******
(it was a guy I worked with)
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readerofthings
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Re: Wife finally met my boss
I've learned she definitely has a bit of a meanstreak, even though she's always sweet and smiley about it. It was mostly just jokes before last Friday, but now that she has a chance to move forward things have changed. We're not sure what the dynamics are between him and his wife. I will post more if I find out.
Re: Wife finally met my boss
Very hot. Hope your boss is fucking her soon. Looking forward to the updates.
Re: Wife finally met my boss
You should buy her a really short skirt and suggest that she show off a bit for your boss.
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mattyg_2671
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Re: Wife finally met my boss
Maybe it’s just me, but I’d love it if she told him I was a willing cuckold…everything out in the open, no sneaking about etc.readerofthings wrote: ↑Sat Sep 07, 2024 9:33 amI've learned she definitely has a bit of a meanstreak, even though she's always sweet and smiley about it. It was mostly just jokes before last Friday, but now that she has a chance to move forward things have changed. We're not sure what the dynamics are between him and his wife. I will post more if I find out.
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Rogueuser1
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Re: Wife finally met my boss
This could be fun... good thing she is discreet! I wonder if his wife knows about his wondering eye? Perhaps she is a cuckoldress and gets off on her stud husband nailing other men's wives?
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readerofthings
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Re: Wife finally met my boss
Update to this one. My boss asked R out again for this weekend and she asked whether his wife knows about it. Apparently they are into the swinging lifestyle and have been looking for a woman to have a threesome with. R has never had sex with a woman before, but she has licked and sucked a friend's breasts when she was in her 20's and drunk at a party.
She accepted his offer but wanted to make him wait so she told him it can't be this weekend, but soon, when her best friend is back in town and can be used for a few hours alibi. I can tell she's excited about doing this. She already sent him a couple of pics in risque outfits as well as her bare DD cup breasts in a full body shot with her face. She's also told me I won't be getting anything sexual from her until she gets together with them and joked she'll be a born again virgin for my boss to have his way with.
She accepted his offer but wanted to make him wait so she told him it can't be this weekend, but soon, when her best friend is back in town and can be used for a few hours alibi. I can tell she's excited about doing this. She already sent him a couple of pics in risque outfits as well as her bare DD cup breasts in a full body shot with her face. She's also told me I won't be getting anything sexual from her until she gets together with them and joked she'll be a born again virgin for my boss to have his way with.
Re: Wife finally met my boss
So your boss doesn't know you are aware. Are you planning on keeping it this way? (I'll go read up again)readerofthings wrote: ↑Thu Sep 12, 2024 2:39 pmUpdate to this one. My boss asked R out again for this weekend and she asked whether his wife knows about it. Apparently they are into the swinging lifestyle and have been looking for a woman to have a threesome with. R has never had sex with a woman before, but she has licked and sucked a friend's breasts when she was in her 20's and drunk at a party.
She accepted his offer but wanted to make him wait so she told him it can't be this weekend, but soon, when her best friend is back in town and can be used for a few hours alibi. I can tell she's excited about doing this. She already sent him a couple of pics in risque outfits as well as her bare DD cup breasts in a full body shot with her face. She's also told me I won't be getting anything sexual from her until she gets together with them and joked she'll be a born again virgin for my boss to have his way with.
my blog - https://theroadlesstakenlifestyle.blogspot.com/
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readerofthings
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Re: Wife finally met my boss
He doesn't know. R is going to "sneak around" with him and his wife. Possibly next week. His wife has seen R's pics and apparently is very interested in her as well. She is also texting R and sent her some pics too. I asked if I could see, not really thinking about it, and R told me with a smile, no, it wouldn't be appropriate.
Re: Wife finally met my boss
Need a new job? I'm hiring.
Re: Wife finally met my boss
my blog - https://theroadlesstakenlifestyle.blogspot.com/
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pixmangurn
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Re: Wife finally met my boss
......so Reader, did your wife get together with your boss and his wife?
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readerofthings
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Re: Wife finally met my boss
They finally got together last night. She had the night to herself on the pretense that she was going to visit relatives about an hour away. She spent about 4 hours playing at my boss' house with him and his wife. She's being coy this morning but has given me a few details. Apparently he is dominant and she and the wife were his submissives. She's already told me with a smile that he had his "car" in all three spots in her "3-car garage", and she had her mouth everywhere both a man and woman would possibly want to be licked. As a cuck there are things here that she and I have not done. Also apparently he has a thing about cumming in one girl and having the other lick it out. So she covered quite a bit of new ground last night.
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readerofthings
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Re: Wife finally met my boss
Where did you park your car last night?
Out in the open air, I presume?
Out in the open air, I presume?

Re: Wife finally met my boss
Are you worried this situation will cause any problems with your work?
the long stony way: viewtopic.php?f=6&t=57837
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Rogueuser1
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Re: Wife finally met my boss
Amazing! Hopefully she enjoyed taking it in all 3 holes and eating a creampie --- or was the creampie eaten out of her perhaps?
My Tumblr: hopetobecucked.tumblr.com/
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Re: Wife finally met my boss
I wonder, had she used the third bay before? I went through what post history I could find here and didn't see any sign of it.readerofthings wrote: ↑Sat Oct 19, 2024 5:48 amThey finally got together last night. She had the night to herself on the pretense that she was going to visit relatives about an hour away. She spent about 4 hours playing at my boss' house with him and his wife. She's being coy this morning but has given me a few details. Apparently he is dominant and she and the wife were his submissives. She's already told me with a smile that he had his "car" in all three spots in her "3-car garage", and she had her mouth everywhere both a man and woman would possibly want to be licked. As a cuck there are things here that she and I have not done. Also apparently he has a thing about cumming in one girl and having the other lick it out. So she covered quite a bit of new ground last night.
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pixmangurn
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Re: Wife finally met my boss
Great update Reader! Hopefully she'll give you a more detailed account of her night, very exciting!
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ShyBiGuy954
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Re: Wife finally met my boss
How's things at work today??
Any questionable smirks by your boss, knowing tells??
Any questionable smirks by your boss, knowing tells??
Her: Did you like eating my pussy tonight?
Me: Of course, why?
Her: Your my second date tonight, I already fucked ******
(it was a guy I worked with)
Me: Of course, why?
Her: Your my second date tonight, I already fucked ******
(it was a guy I worked with)