My girlfriend and my boss
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newcucktoo
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Re: My girlfriend and my boss
Thanks yes that's probably best. She did invite me to the pub tonight for a drink but she mentioned that Peter was also going and that she was gogin there as his girlfriend. So I'm not sure what to do. I kind of feel like if I don't go I'm giving up but if I do it might be embarrassing.
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ShyBiGuy954
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Re: My girlfriend and my boss
Sounds like a test.newcucktoo wrote: ↑Tue Jul 15, 2025 10:10 amThanks yes that's probably best. She did invite me to the pub tonight for a drink but she mentioned that Peter was also going and that she was gogin there as his girlfriend. So I'm not sure what to do. I kind of feel like if I don't go I'm giving up but if I do it might be embarrassing.
If you go they'll both know you're a willing cuck. I'm sure he has some pep talk/speech all lined up for you.
In the long run she's just a temp fuck for him. He can't afford the divorce.
Hard to say, but I think I'd skip tonight.
Maybe text her to say you'd like to talk about the situation in a few days, when you've both had time to think.
Last edited by ShyBiGuy954 on Tue Jul 15, 2025 10:28 am, edited 1 time in total.
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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newcucktoo
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Re: My girlfriend and my boss
She's more than a temp fuck to me.
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Wantsomefunto
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Re: My girlfriend and my boss
Go
To the pub and be her cuck, maybe he will let
You watch
To the pub and be her cuck, maybe he will let
You watch
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ShyBiGuy954
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Re: My girlfriend and my boss
I suppose the second shoe to drop will be what happens between he and you at work.
He may carry over the speech he has planned for you tonight at the bar.
"I'm really fond of Isla, I hope my dating her now doesn't affect our work relationship blah blah blah..."
He may carry over the speech he has planned for you tonight at the bar.
"I'm really fond of Isla, I hope my dating her now doesn't affect our work relationship blah blah blah..."
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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newcucktoo
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Re: My girlfriend and my boss
what do you mean speech je has planned?
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ShyBiGuy954
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Re: My girlfriend and my boss
He;s your boss, you've been to his house, he's now fucking your GF, or ex GF, whatever, and now he knows you're aware of it. At first he just thought she was cheating on you. Now he may even be aware that she told you she was fucking him and you were OK with it.
Of course he has something planned to say to you.
Going to the pub tonight is a test, or an ambush. He has it planned, you're going in blind. He's gonna win, no matter what. No matter what you do you're NOT going to get her back tonight. But in a few days she will fill you in as to what the new plan is.
Like I said earlier.
"Hard to say, but I think I'd skip tonight.
Maybe text her to say you'd like to talk about the situation in a few days, when you've both had time to think."
That'll buy you a few days. Then either she, he or they will let you know what their plan is for you.
Of course he has something planned to say to you.
Going to the pub tonight is a test, or an ambush. He has it planned, you're going in blind. He's gonna win, no matter what. No matter what you do you're NOT going to get her back tonight. But in a few days she will fill you in as to what the new plan is.
Like I said earlier.
"Hard to say, but I think I'd skip tonight.
Maybe text her to say you'd like to talk about the situation in a few days, when you've both had time to think."
That'll buy you a few days. Then either she, he or they will let you know what their plan is for you.
Last edited by ShyBiGuy954 on Tue Jul 15, 2025 11:20 am, edited 1 time in total.
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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wannabecUKold
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Re: My girlfriend and my boss
The married boss fucks the employee’s girlfriend? Looks like you have him over a barrel, gun to head. How can he fire you? Name your price.
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ShyBiGuy954
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Re: My girlfriend and my boss
If in US probably, lolwannabecUKold wrote: ↑Tue Jul 15, 2025 11:18 amThe married boss fucks the employee’s girlfriend? Looks like you have him over a barrel, gun to head. How can he fire you? Name your price.
In London, I highly doubt it.
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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wannabecUKold
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- Joined: Thu Feb 23, 2023 1:51 am
Re: My girlfriend and my boss
Does he want his wife to know?
Bigger UK companies will have disclosure policies. The risk of harassment will mean they ban senior/junior affairs.
He clearly has to keep OP on side. OP shouldn’t make any threats. The dynamic is obvious.
Bigger UK companies will have disclosure policies. The risk of harassment will mean they ban senior/junior affairs.
He clearly has to keep OP on side. OP shouldn’t make any threats. The dynamic is obvious.
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newcucktoo
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Re: My girlfriend and my boss
Ok so I think I have decided to go. I feel a little under dressed as I know he will be in his power suit. But I think I should go. Isla also told me she is bringing one of her girl friends so I guess she will know about the situation.
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Maddie_Hippychick
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Re: My girlfriend and my boss
Have you asked her WHY she wants you to go?
Re: My girlfriend and my boss
It's OP's boss, not her boss.wannabecUKold wrote: ↑Tue Jul 15, 2025 11:44 amDoes he want his wife to know?
Bigger UK companies will have disclosure policies. The risk of harassment will mean they ban senior/junior affairs.
He clearly has to keep OP on side. OP shouldn’t make any threats. The dynamic is obvious.
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njcouplenj
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Re: My girlfriend and my boss
ShyBiGuy954 wrote: ↑Tue Jul 15, 2025 10:38 amI suppose the second shoe to drop will be what happens between he and you at work.
He may carry over the speech he has planned for you tonight at the bar.
"I'm really fond of Isla, I hope my dating her now doesn't affect our work relationship blah blah blah..."
Our story:viewtopic.php?f=5&t=76487
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Cuckcuckgoose1
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ColoCuck75
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Re: My girlfriend and my boss
Good luck! I'm curious on how she behaves and talks to you now.newcucktoo wrote: ↑Tue Jul 15, 2025 11:58 amOk so I think I have decided to go. I feel a little under dressed as I know he will be in his power suit. But I think I should go. Isla also told me she is bringing one of her girl friends so I guess she will know about the situation.
Re: My girlfriend and my boss
Hope the night went well! Thank you for sharing your experience with us!
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wannabecUKold
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Re: My girlfriend and my boss
I know. But there is still the issue of undue influence, and a boss/subordinate working relationship, where the subordinate feels constrained from objecting. And there's the boss's wife.sconesy73 wrote: ↑Tue Jul 15, 2025 3:45 pmIt's OP's boss, not her boss.wannabecUKold wrote: ↑Tue Jul 15, 2025 11:44 amDoes he want his wife to know?
Bigger UK companies will have disclosure policies. The risk of harassment will mean they ban senior/junior affairs.
He clearly has to keep OP on side. OP shouldn’t make any threats. The dynamic is obvious.
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newcucktoo
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Re: My girlfriend and my boss
Hi All,
So I went last night and it was ok / odd / stressful / fun all in one. When I arrived Peter and Isla were already there talking with some people so I went to the bar. When I was waiting to be served Isla came over to me and gave me a kiss on the cheek and thanked me for coming. She looked amazing and had upgraded her clothes. She still had work cloths on but looked more refined and classy. We chatted for a couple of minutes while I got a drink and then she said that she should go and be with Peter.
When she went back to him she kissed him on the lips and made eye contact with me. It was very very sexy. She stayed talking with him and a couple of other people most of the time. Until a bit later she came over and we started chatting. After a bit she whispered into my ear that she was going to leave with Peter soon and she wanted to make sure I was ok with that because he was going to fuck her multiple times tonight. I was a little stunned. But said yes and she rubbed my cock through my pants and said good. And then left and about five minutes later they left.
During the night I had a brief chat with Peter and nothing seemed different really. We talked about work stuff and it was strangely undramatic.
One thing I didn't expect was that Isla's friend Becky was there and I probably spoke to her more than anyone. She knows everything which was a shock at first but makes sense. After Isla left Becky asked if I wanted to dance with her. I don't usually dance much but I'd had a few beers and thought why not. So that was fun. When we were dancing Becky leaned into me and told me she thought what I was doing was so sexy, which I din't expect. She put her arms around my neck and was saying it was sexy as fuck that I would share my girlfriend and have the balls to show up and watch. We didn't kiss but she was pushing her breasts into me and I think we could have. We were both a bit drunk too.
So after the dancing we had one more drink. She asked if I was ok about Isla and Peter and we talked about it for a bit and I said yes but just nervous. I explained that it is a massive turn on to see her with Peter buy I'm also worried I loose her. Again she mentioned how hot she thought it all was and I have to admit I was attracted to her when she said that. We left soon after and outside the pub she asked for my number and said I could call her anytime if I needed to talk which was nice and we left.
So all in all it was much better than I expected. I haven't heard from Isla over night or today but I did get a text from Becky.
So I went last night and it was ok / odd / stressful / fun all in one. When I arrived Peter and Isla were already there talking with some people so I went to the bar. When I was waiting to be served Isla came over to me and gave me a kiss on the cheek and thanked me for coming. She looked amazing and had upgraded her clothes. She still had work cloths on but looked more refined and classy. We chatted for a couple of minutes while I got a drink and then she said that she should go and be with Peter.
When she went back to him she kissed him on the lips and made eye contact with me. It was very very sexy. She stayed talking with him and a couple of other people most of the time. Until a bit later she came over and we started chatting. After a bit she whispered into my ear that she was going to leave with Peter soon and she wanted to make sure I was ok with that because he was going to fuck her multiple times tonight. I was a little stunned. But said yes and she rubbed my cock through my pants and said good. And then left and about five minutes later they left.
During the night I had a brief chat with Peter and nothing seemed different really. We talked about work stuff and it was strangely undramatic.
One thing I didn't expect was that Isla's friend Becky was there and I probably spoke to her more than anyone. She knows everything which was a shock at first but makes sense. After Isla left Becky asked if I wanted to dance with her. I don't usually dance much but I'd had a few beers and thought why not. So that was fun. When we were dancing Becky leaned into me and told me she thought what I was doing was so sexy, which I din't expect. She put her arms around my neck and was saying it was sexy as fuck that I would share my girlfriend and have the balls to show up and watch. We didn't kiss but she was pushing her breasts into me and I think we could have. We were both a bit drunk too.
So after the dancing we had one more drink. She asked if I was ok about Isla and Peter and we talked about it for a bit and I said yes but just nervous. I explained that it is a massive turn on to see her with Peter buy I'm also worried I loose her. Again she mentioned how hot she thought it all was and I have to admit I was attracted to her when she said that. We left soon after and outside the pub she asked for my number and said I could call her anytime if I needed to talk which was nice and we left.
So all in all it was much better than I expected. I haven't heard from Isla over night or today but I did get a text from Becky.
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njcouplenj
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Re: My girlfriend and my boss
what a dreamy night at the soap opera social
Peter, what a legend - chatting about spreadsheets like he’s not the star of your live-action cuck porn.Iconic. No drama, just vibes. This trainwreck’s got my popcorn ready. Now about Becky, knows all about your girlfriend banging her boss and thinks it’s “sexy as fuck”. mate, she’s practically auditioning to be your rebound. Gotta love her “call me anytime” exit line; nothing screams “just friends” like that.
Our story:viewtopic.php?f=5&t=76487
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newcucktoo
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Re: My girlfriend and my boss
Hi, yes I was super nervous but it was actually ok. Peter is pretty cool and confident so he would never say anything at a pub. And he didn't really need to as Isla was with him most of the time. I haven't heard from Isla since but I did get a text from Becky that I replied to. I'm hoping to see Isla in a couple of days.
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ShyBiGuy954
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Re: My girlfriend and my boss
Wow, that went better than I expected.newcucktoo wrote: ↑Wed Jul 16, 2025 4:57 am
When she went back to him she kissed him on the lips and made eye contact with me. It was very very sexy...... After a bit she whispered into my ear that she was going to leave with Peter soon and she wanted to make sure I was ok with that because he was going to fuck her multiple times tonight. I was a little stunned. But said yes and she rubbed my cock through my pants and said good.
And it's so HOT that she's teasing you about fucking Peter.
Well then, from what Becky was saying, and she's getting it directly from Isla, is that you and Isla are still a couple, she's just fucking Peter, and she knows it turns you on.newcucktoo wrote: ↑Wed Jul 16, 2025 4:57 am
.. She put her arms around my neck and was saying it was sexy as fuck that I would share my girlfriend and have the balls to show up and watch.
I explained that it is a massive turn on to see her with Peter buy I'm also worried I loose her. Again she mentioned how hot she thought it all was
And, now Peter knows you're not only OK with him fucking Isla, she's probably told him it turns you on to know she's getting fucked,
Congratulations, you're a Cuck now.
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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Wantsomefunto
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- Joined: Tue Mar 14, 2023 1:17 pm
Re: My girlfriend and my boss
You should text Becky and ask her if she wants to come hang out with you while your gf is with Peter ? Seems Becky is begging to something with you
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newcucktoo
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Re: My girlfriend and my boss
Hi So she texted about midnight and I texted back....
"Hi, hope you had a good night. I was thinking about Peter fucking Isla. It's so hot you allow that. Let me know if you ever need to talk about it. X"
I texted back
"Hi, yes was a different experience tonight. I have been thinking about them too. It could be good to talk. I'll let you know."
"Hi, hope you had a good night. I was thinking about Peter fucking Isla. It's so hot you allow that. Let me know if you ever need to talk about it. X"
I texted back
"Hi, yes was a different experience tonight. I have been thinking about them too. It could be good to talk. I'll let you know."
Re: My girlfriend and my boss
It sounds like she is his flavor of the month. My guess is he is a serial cheater, used to using his wealth and status to get women of all ages to have some fun with.
Some wives married to a man like this let this behavior go in exchange for the wealth and privilege they have access to, and perhaps the affairs they have as well.
My guess is that as soon as he tires of her and the next young, hotter thing comes along he will break things off with her. It will also be interesting to see what he begins to try and get her to do. Group Sox? Perhaps sex with the other partners? Maybe being the companion and fucking a potential client?
Be ready, this ride could get turbulent….