Very hot experience. Thanks for sharing.
Has Peter changed the way he interacts with you at work since he has started having sex with Isla?
Also it seems that Becky is more of a girlfriend to you than Isla.
My girlfriend and my boss
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newcucktoo
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Re: My girlfriend and my boss
Hi,
Becky just left and we had a great time together. She arrived last night and then stayed till just now.
My assessment is Isla is my girlfriend even if Peter thinks that she is his girlfriend. Becky is a good friend and we have fun sex together. It's almost a threesome but Isla just isn't there physically
It's interesting that Isla is turned on about me fucking Becky. So that's cool. There have been other times when she has been turned on by me fucking other women so that's not a new thing.
But normally she's been there when we fucked, at least the first time. But I guess not every time.
She definately wanted me to see Becky this weekend and mentioned it a couple of times.
And Becky and Isla must have talked about it because Becky mentioned it as soon as she came over. It is odd when a girl you really like is stradding you, kissing you and striking your cock through your jeans telling you haw much your girlfriend wants you both to fuck. Anyway was fun.
Becky just left and we had a great time together. She arrived last night and then stayed till just now.
My assessment is Isla is my girlfriend even if Peter thinks that she is his girlfriend. Becky is a good friend and we have fun sex together. It's almost a threesome but Isla just isn't there physically
It's interesting that Isla is turned on about me fucking Becky. So that's cool. There have been other times when she has been turned on by me fucking other women so that's not a new thing.
But normally she's been there when we fucked, at least the first time. But I guess not every time.
She definately wanted me to see Becky this weekend and mentioned it a couple of times.
And Becky and Isla must have talked about it because Becky mentioned it as soon as she came over. It is odd when a girl you really like is stradding you, kissing you and striking your cock through your jeans telling you haw much your girlfriend wants you both to fuck. Anyway was fun.
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newcucktoo
- Experienced
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Re: My girlfriend and my boss
So Becky wanted to be shared so we went to the pub and then a little club late last night. She wanted to go as a couple but for me to share her with another man or men. As soon as we got there we headed to the bar which usually works with Isla and I pretended to go to the loo. She immediatly drew the attention of a couple of men who started talking to her. I should explain she was clearly not wearing a bra and with her short skirt, I think every man could tell she wanted to fuck.
They bought her a drink and after a bit started to dance. She came back from the dance floor with one of them and got another drink. They were very touchey and she lept looking over at me every few minutes. It was very noisy so they had to be close to talk. He often had his arm around her and I wondred if his cock was hard. She would often push herself into his body so I supect he was. She would often look at me and smile and I must admit it was hot watching her. You could tell she was horny and having fun.
After a little bit he kissed he neck and ear and then eventually they kissed. I must admit I kind of lost them a bit as it was noisy and crowded and I caught up with some friends including a beautiful women.
It was getting late / early and after a bit I was ready to leave so got her attention. I explained I was going and she said she wanted me to see her leave with him. Evidently they had already been kissing he had already fingered her which i hadn't seen. She told me how wet she was.
So she got him to leave and then I left (with another girl's number) and headed home.
About 6am I got a text asking if it was ok for her to come over so she arrived a little while latter. She said they went back to his which was a bit of a dump. She started sucking him off even thought his house mate was there and then he wanted to fuck her from behind. After a bit she said she got on top and said at least she was able to cum. She said she was still horny and so they fucked again anout half an hour later and she said that was much better and he lasted longer. She said he had a nice cock. It was thick. Not super long but she liked it. She also said he had a hairy chest that she liked a lot. After their second fuck they fell asleep and she woke about 6 when she texted me but he was asleep and didn't want to wake up so she left and came to my place.
They bought her a drink and after a bit started to dance. She came back from the dance floor with one of them and got another drink. They were very touchey and she lept looking over at me every few minutes. It was very noisy so they had to be close to talk. He often had his arm around her and I wondred if his cock was hard. She would often push herself into his body so I supect he was. She would often look at me and smile and I must admit it was hot watching her. You could tell she was horny and having fun.
After a little bit he kissed he neck and ear and then eventually they kissed. I must admit I kind of lost them a bit as it was noisy and crowded and I caught up with some friends including a beautiful women.
It was getting late / early and after a bit I was ready to leave so got her attention. I explained I was going and she said she wanted me to see her leave with him. Evidently they had already been kissing he had already fingered her which i hadn't seen. She told me how wet she was.
So she got him to leave and then I left (with another girl's number) and headed home.
About 6am I got a text asking if it was ok for her to come over so she arrived a little while latter. She said they went back to his which was a bit of a dump. She started sucking him off even thought his house mate was there and then he wanted to fuck her from behind. After a bit she said she got on top and said at least she was able to cum. She said she was still horny and so they fucked again anout half an hour later and she said that was much better and he lasted longer. She said he had a nice cock. It was thick. Not super long but she liked it. She also said he had a hairy chest that she liked a lot. After their second fuck they fell asleep and she woke about 6 when she texted me but he was asleep and didn't want to wake up so she left and came to my place.
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Freemans892
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Re: My girlfriend and my boss
Relax, at the end of the day, you are still Isla boyfriend but she is really enjoying this game. You are still the most important man in this new arrangement.
Both Isla and yourself are enjoying her being a mistress to an older wealthy married guy. Isla is getting a thrill catching up with her new Bull, you, either if it’s for coffee, date nights or for nights out with other women. You are still Isla long-term partner and yes, the relationship will not always be vanilla. At the moment, the flavour of the relationship has changed in the interim.
Yes, Peter see’s Isla as his mistress/girlfriend but his wife sits higher up on the hierarchy scale. Having a mistress that has a boyfriend, who’s on board with the arrangement, works better because Peter can only spend limited time with Isla. A mistress using has a shelf-life before it expires. Peter is using wealth to indulge Isla, e.g. buying her clothes and shoes, in order to end the shelf-life as long as possible. It sounds like Isla is onboard with having two co-boyfriends.
A cuckquean will engage her man to fuck other women and even got out of their way to arrange dates for their man. When you met Isla for coffee and she asked “what I was doing on the weekend” and you indicated nothing, Isla set about changing that. I’m guessing that Isla spoke with Becky, and they reached an agreement where you have Isla one night and Becky the other for the weekend. I’m pretty sure that Isla need to “get organised” on Saturday night to see Peter at the fancy hotel on Sunday was more about allowing Becky to have a date night with you. Receiving a text from Becky 30 minutes after Isla left, seems why to plan to be a coincidence. Isla finds the whole situation hot.
As for Becky, it sounds like she going through a ‘slut’ phase and she’s found her ultimate wingman, you. She can go out and have 100% certainty she will get laid. She’s knows you will get enjoyment with the whole situation. Becky enjoys that the two of you go out as a couple and that your girlfriend (Isla) is encouraging the two of you to fuck.
I love the fact, even though you weren’t looking to pull on Saturday night but still able to get a phone number from a beautiful woman. A possible another to add to the “fuck and cuck” newcucktoo harem. Definitely let both Isla and Becky know about the phone number. Also, you should subtly let Peter that you had fun on the weekend and even got a girls phone number. This will tell Peter that you are not a cuck (who can be denied sex) but more of a stag who have his own fun with other women, with Isla total blessing.
Both Isla and yourself are enjoying her being a mistress to an older wealthy married guy. Isla is getting a thrill catching up with her new Bull, you, either if it’s for coffee, date nights or for nights out with other women. You are still Isla long-term partner and yes, the relationship will not always be vanilla. At the moment, the flavour of the relationship has changed in the interim.
Yes, Peter see’s Isla as his mistress/girlfriend but his wife sits higher up on the hierarchy scale. Having a mistress that has a boyfriend, who’s on board with the arrangement, works better because Peter can only spend limited time with Isla. A mistress using has a shelf-life before it expires. Peter is using wealth to indulge Isla, e.g. buying her clothes and shoes, in order to end the shelf-life as long as possible. It sounds like Isla is onboard with having two co-boyfriends.
A cuckquean will engage her man to fuck other women and even got out of their way to arrange dates for their man. When you met Isla for coffee and she asked “what I was doing on the weekend” and you indicated nothing, Isla set about changing that. I’m guessing that Isla spoke with Becky, and they reached an agreement where you have Isla one night and Becky the other for the weekend. I’m pretty sure that Isla need to “get organised” on Saturday night to see Peter at the fancy hotel on Sunday was more about allowing Becky to have a date night with you. Receiving a text from Becky 30 minutes after Isla left, seems why to plan to be a coincidence. Isla finds the whole situation hot.
As for Becky, it sounds like she going through a ‘slut’ phase and she’s found her ultimate wingman, you. She can go out and have 100% certainty she will get laid. She’s knows you will get enjoyment with the whole situation. Becky enjoys that the two of you go out as a couple and that your girlfriend (Isla) is encouraging the two of you to fuck.
I love the fact, even though you weren’t looking to pull on Saturday night but still able to get a phone number from a beautiful woman. A possible another to add to the “fuck and cuck” newcucktoo harem. Definitely let both Isla and Becky know about the phone number. Also, you should subtly let Peter that you had fun on the weekend and even got a girls phone number. This will tell Peter that you are not a cuck (who can be denied sex) but more of a stag who have his own fun with other women, with Isla total blessing.
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newcucktoo
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- Joined: Tue Jul 08, 2025 5:05 am
Re: My girlfriend and my boss
So I just got off the phone with Isla and I'm so hard! I'm actially thinking of calling Becky to see if she wants a quick fuck.
So as some of you suggested, Peter wants to share Isla. I had no idea till Becky and some of you mentioned it!!!! She didn't tell me till I called her this morning.
Isla did meet a guy that Peter introduced her to. Last Sunday night he asked her if she be interested in meeting some of his collegues or friends. She said of course and then realised that he was talking about shaing her for sex.
She asked him who and he said people like himself who were older but enjoyed beautiful younger women like her. He said they were good people and she would be safe.
He also implied that some of them would probably pay her for her time, and pay very well. She wasn't sure about that part.
The first man was a senior partner at his firm, named Nick.
So Peter organised everything. Her dress, her shoes and underwear. Well g string and thigh high stockings. She said the dress was a simple long dress almost like a long nightie. It had simple thin straps over the shoulder, was fitted and went down to her calves. She said she felt very sexy and a little exposed in it even thought it was quite long. It was a little gappy over her breasts. She needed some tape but didn't have any.
She met the guy, Nick, at his Club at 7. Peter said he would be late. Nick is about big man, about 6 4 and used to play rugby. A bit posh but super lovely. He's in his late 50s. He was in a suit and was super welcoming and showed her around the Club. She thought he was attractive but she was a little nervous. The had a drink at the bar and most of the other patrons were men. There were a couple of wives and some other younger men and women. She didn't feel out of place. Nick introduced her to some of the other patrons and enjoyed that.
Oh Peter had warned Isla that Nick may be expecting sex that night.
So they had dinner which she said was fun. Peter explained how they met etc etc. At one stage Nick looked at Isla quite seriously and said we can introduce you to alot of fun if you are interested. But only if you are keen. Isla smiled and said yes.
After dinner Peter excused himself and left and Nick suggested they ajourn to the lounge upstairs. She said it was a beautiful old room a bit like a library with a couplle of older couches and a fireplace. But the fire wasn't on. He ordered an old scotch for them both and a waiter bought it to them. As the waiter left the room Nick casually locked the lounge door and said that will give them some privacy. She was sitting on the couch with her drink and he suggested she stand so he could look at her.
She thought that was odd but he moved behind her and unzipped her dress. He then pushed the straps off her shoulders. She was shocked and so caught the dress and held it to her breasts before it fell. He moved back to near the firplace and said maybe she should let it go. So she did. And stood there in just a g sting and thigh high stockings and heels.
He said she looked magnificent and that Peter was right. She slowly moved her hands down and let Him see her. He took off his jacket and started undoing his belt and called her over. She undid his belt and his pants and went to kiss him but he pushed her head down to his cock.
She knew her instructions and so undid his pants and shorts started sucking him. He got hard and she said he had a big cock. He didn't shave his balls and so they were hairy, which she actually liked.
She sucked him for a while and he said he wanted to fuck her so he sat he on the arm of the sofa. She said he picked her up easily and opened her legs and started to lick her. She said he was kind of rushed but he seemed to like it. He then turned her around an fucked her from behind. She said she had to move a little to take his cock and he felt really big. She said his cock was a little uncomfortabel at first but then really good. He actually lifted her off the ground to get a better position.
He then turned her around and sat her on the couch so he could fuck her standing between his legs. She was a little worried he was going to have a heart attack! Lol
When he was ready to cum he moved her down and he came on her tits and neck. She sucked his cock and licked his cum until he regained his breath and he started to soften. He told her to keep cleaning his cock. He sat on the couch and she sat on his knee. She was naked except for her stockings and he still had his shirt and tie on!
She said he didn't kiss her. B
After they chatted for a little bit he pointed out the washroom just off the lounge but he asked her to keep his cum on her breasts. She went and tidied up and came out and he was fully dressed and sitting on the couch with his drink!
He stood and escorted her down stairs. He had organised a car to take her home. She stil had his cum on her.
The attendant gave her her coat and Nick kissed her on the cheek. When she was in the car she found an envelope in her pocket with Thanks on the front and 1000 pounds inside!
She said it was so amazing. I have to go to a meeting but there is more....
So as some of you suggested, Peter wants to share Isla. I had no idea till Becky and some of you mentioned it!!!! She didn't tell me till I called her this morning.
Isla did meet a guy that Peter introduced her to. Last Sunday night he asked her if she be interested in meeting some of his collegues or friends. She said of course and then realised that he was talking about shaing her for sex.
She asked him who and he said people like himself who were older but enjoyed beautiful younger women like her. He said they were good people and she would be safe.
He also implied that some of them would probably pay her for her time, and pay very well. She wasn't sure about that part.
The first man was a senior partner at his firm, named Nick.
So Peter organised everything. Her dress, her shoes and underwear. Well g string and thigh high stockings. She said the dress was a simple long dress almost like a long nightie. It had simple thin straps over the shoulder, was fitted and went down to her calves. She said she felt very sexy and a little exposed in it even thought it was quite long. It was a little gappy over her breasts. She needed some tape but didn't have any.
She met the guy, Nick, at his Club at 7. Peter said he would be late. Nick is about big man, about 6 4 and used to play rugby. A bit posh but super lovely. He's in his late 50s. He was in a suit and was super welcoming and showed her around the Club. She thought he was attractive but she was a little nervous. The had a drink at the bar and most of the other patrons were men. There were a couple of wives and some other younger men and women. She didn't feel out of place. Nick introduced her to some of the other patrons and enjoyed that.
Oh Peter had warned Isla that Nick may be expecting sex that night.
So they had dinner which she said was fun. Peter explained how they met etc etc. At one stage Nick looked at Isla quite seriously and said we can introduce you to alot of fun if you are interested. But only if you are keen. Isla smiled and said yes.
After dinner Peter excused himself and left and Nick suggested they ajourn to the lounge upstairs. She said it was a beautiful old room a bit like a library with a couplle of older couches and a fireplace. But the fire wasn't on. He ordered an old scotch for them both and a waiter bought it to them. As the waiter left the room Nick casually locked the lounge door and said that will give them some privacy. She was sitting on the couch with her drink and he suggested she stand so he could look at her.
She thought that was odd but he moved behind her and unzipped her dress. He then pushed the straps off her shoulders. She was shocked and so caught the dress and held it to her breasts before it fell. He moved back to near the firplace and said maybe she should let it go. So she did. And stood there in just a g sting and thigh high stockings and heels.
He said she looked magnificent and that Peter was right. She slowly moved her hands down and let Him see her. He took off his jacket and started undoing his belt and called her over. She undid his belt and his pants and went to kiss him but he pushed her head down to his cock.
She knew her instructions and so undid his pants and shorts started sucking him. He got hard and she said he had a big cock. He didn't shave his balls and so they were hairy, which she actually liked.
She sucked him for a while and he said he wanted to fuck her so he sat he on the arm of the sofa. She said he picked her up easily and opened her legs and started to lick her. She said he was kind of rushed but he seemed to like it. He then turned her around an fucked her from behind. She said she had to move a little to take his cock and he felt really big. She said his cock was a little uncomfortabel at first but then really good. He actually lifted her off the ground to get a better position.
He then turned her around and sat her on the couch so he could fuck her standing between his legs. She was a little worried he was going to have a heart attack! Lol
When he was ready to cum he moved her down and he came on her tits and neck. She sucked his cock and licked his cum until he regained his breath and he started to soften. He told her to keep cleaning his cock. He sat on the couch and she sat on his knee. She was naked except for her stockings and he still had his shirt and tie on!
She said he didn't kiss her. B
After they chatted for a little bit he pointed out the washroom just off the lounge but he asked her to keep his cum on her breasts. She went and tidied up and came out and he was fully dressed and sitting on the couch with his drink!
He stood and escorted her down stairs. He had organised a car to take her home. She stil had his cum on her.
The attendant gave her her coat and Nick kissed her on the cheek. When she was in the car she found an envelope in her pocket with Thanks on the front and 1000 pounds inside!
She said it was so amazing. I have to go to a meeting but there is more....
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ShyBiGuy954
- Player
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- Joined: Thu Dec 09, 2010 1:48 pm
Re: My girlfriend and my boss
Holy Fuck!!! Your GF just got pimped out !!!newcucktoo wrote: ↑Mon Jul 28, 2025 4:09 am
She undid his belt and his pants and went to kiss him but he pushed her head down to his cock.
She knew her instructions and so undid his pants and shorts started sucking him. He got hard and she said he had a big cock.
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
- Experienced
- Posts: 103
- Joined: Tue Jul 08, 2025 5:05 am
Re: My girlfriend and my boss
Ok, so out of that meeting.
Btw way I am meeting Becky after work. I'm so horny. She's very happy about that.
So Isla fucked Nick and the next morning Peter went to her place early in the morning to fuck her. Isla said he just texted her and showed up and she was still asleep. She said it was fortunate that she had washed the cum off from the night before!
Evidently he was all over her and super horny. She said he fucked her twice. The second time was more making love but she loved it! She said best way to start the day
She actually said he remninded me of you when I've been with another man! He couldn't get enough of me. She obviously likes that.
They talked about the night before and Peter said Nick loved meeting Isla and found her very sexy. He'd like to see her again but didn't say when. He comes to London every couple of weeks for a few nights.
Anyway, Peter has organised for her to meet another one of his friends. Not from the firm. But he's also a lawyer and a member of his Club.
She is meeting him for dinner tonight at a top restraunt. But not at the Club. She laughed and said at least she is wearing underwear tonight!
She seemed very excited by the idea.
Btw way I am meeting Becky after work. I'm so horny. She's very happy about that.
So Isla fucked Nick and the next morning Peter went to her place early in the morning to fuck her. Isla said he just texted her and showed up and she was still asleep. She said it was fortunate that she had washed the cum off from the night before!
Evidently he was all over her and super horny. She said he fucked her twice. The second time was more making love but she loved it! She said best way to start the day
She actually said he remninded me of you when I've been with another man! He couldn't get enough of me. She obviously likes that.
They talked about the night before and Peter said Nick loved meeting Isla and found her very sexy. He'd like to see her again but didn't say when. He comes to London every couple of weeks for a few nights.
Anyway, Peter has organised for her to meet another one of his friends. Not from the firm. But he's also a lawyer and a member of his Club.
She is meeting him for dinner tonight at a top restraunt. But not at the Club. She laughed and said at least she is wearing underwear tonight!
She seemed very excited by the idea.
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newcucktoo
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Re: My girlfriend and my boss
ShyBiGuy954 wrote: ↑Mon Jul 28, 2025 4:51 amHoly Fuck!!! Your GF just got pimped out !!!newcucktoo wrote: ↑Mon Jul 28, 2025 4:09 am
She undid his belt and his pants and went to kiss him but he pushed her head down to his cock.
She knew her instructions and so undid his pants and shorts started sucking him. He got hard and she said he had a big cock.
Yes. I have never thought about that but it seems pretty hot
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ShyBiGuy954
- Player
- Posts: 418
- Joined: Thu Dec 09, 2010 1:48 pm
Re: My girlfriend and my boss
So how does Isla keep her pussy? Shaved smooth, trimmed and shaped? Natural etcnewcucktoo wrote: ↑Mon Jul 28, 2025 4:54 am
Anyway, Peter has organised for her to meet another one of his friends. Not from the firm. But he's also a lawyer and a member of his Club.
She is meeting him for dinner tonight at a top restraunt. But not at the Club. She laughed and said at least she is wearing underwear tonight!
She seemed very excited by the idea.
And same could be asked of Becky?
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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- Joined: Tue Jul 08, 2025 5:05 am
Re: My girlfriend and my boss
Both wax their pussy now. Becky used to have a little landing strip of hair but now waxes it too.
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venus-can99
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Re: My girlfriend and my boss
Thanks for the update on Isla's latest adventure. Getting paid for something you love makes it even more fun 
Something new viewtopic.php?f=13&t=75158
Re: My girlfriend and my boss
As Peter is your boss and Nick is a senior partner at his firm, does that effectively also make him you boss?
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newcucktoo
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Re: My girlfriend and my boss
Nick is from one of the offices up North. I don't work 'for him' because the offices are separate but I guess he's senior to Peter. I'm not sure if that makes sense. I haven't met Nick. I only know his name from internal communications etc etc. I don't think he'd know me at all
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Freemans892
- Player
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Re: My girlfriend and my boss
My take is that Peter and his wife are swingers. Peter probably even went through the same process, what you are currently going through, in his 20s with his now wife or a previous girlfriend. My guess is that Nick could have easily recruited Peter into this private club network, as he’s about 10 years old. Isla is Peter’s play thing / girlfriend to share with his friends in this little well-to-do private network. Isla is Peter sexual outlet to do what want to pleases himself, with Isla consent of course. If Peter did this with his wife, he would look more a like a cuck to his friends, but with a young girlfriend, it’s a completely different story.
The fact that you and Isla currently don’t live together makes things so much easier for Peter to setup his arrangements for Isla. I’m guessing that Isla will be visiting your place than you will be going to her place, for the time being.
Remember, Becky is your play thing and sexual outlet for similar sorts of games and she’s totally onboard with it. You and Becky will be using each other for sexual release on regular basis after hearing the adventures that Isla has gotten up to thanks to Peter. Your unique threesome. I also reckon you are being monitored by Peter on well you will fit into this type of lifestyle that he and his wife are involved in.
The fact that you and Isla currently don’t live together makes things so much easier for Peter to setup his arrangements for Isla. I’m guessing that Isla will be visiting your place than you will be going to her place, for the time being.
Remember, Becky is your play thing and sexual outlet for similar sorts of games and she’s totally onboard with it. You and Becky will be using each other for sexual release on regular basis after hearing the adventures that Isla has gotten up to thanks to Peter. Your unique threesome. I also reckon you are being monitored by Peter on well you will fit into this type of lifestyle that he and his wife are involved in.
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ShyBiGuy954
- Player
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- Joined: Thu Dec 09, 2010 1:48 pm
Re: My girlfriend and my boss
So now Peter has openly shared his new prize, Isla, with his superiors in the business, but denied newcuckto, his subordinate, any sexual contact with her.Freemans892 wrote: ↑Mon Jul 28, 2025 7:02 amIsla is Peter’s play thing / girlfriend to share with his friends in this little well-to-do private network. Isla is Peter sexual outlet to do what want to pleases himself...
I also love the way Isla is responding to Peter's grooming of her to be a submissive shared toy for his friends.
.
With all the new revelations of the past week or so, what does everyone else think of the idea of newcucktoo introducing Becky to Peter?
So she's saying you're still her BF in all of this.newcucktoo wrote: ↑Mon Jul 28, 2025 7:42 am
Basically, She is meeting another of Peter's friends tonight. Isla and Peter went shopping yesterday for clothes and lingerie for her to wear tonight. He also bought her some ear rings to wear.
She doesn't know him yet, but Peter said he is lovely and that he will want to have sex. She likes that idea. She said she's turned on by these men wanting her.
----------------
Interesting she also said she still wants to make love to me on the weekends. She likes to wake up naked with me and feel my cock inside her without a condom. She hasn't told Peter about that.
She asked about Becky and heard that I was meeting her tonight. I said that I was so turned on after hearing about her. She liked that and said I should give her 100 pounds to add to the fun! So I'll do that. Lol
Last edited by ShyBiGuy954 on Mon Jul 28, 2025 7:56 am, edited 2 times 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
- Experienced
- Posts: 103
- Joined: Tue Jul 08, 2025 5:05 am
Re: My girlfriend and my boss
Ok so this has obviously got my attention today so I just met Isla for a coffee.
She was very smiley when we met and we kissed. Really kissed.
So the conversation jumped around and went everywhere.
Basically, She is meeting another of Peter's friends tonight. Isla and Peter went shopping yesterday for clothes and lingerie for her to wear tonight. He also bought her some ear rings to wear.
She is meeting this man at the bar at the hotel where he is staying and they are going out for dinner. He is sending a car for her.
She doesn't know him yet, but Peter said he is lovely and that he will want to have sex. She likes that idea. She said she's turned on by these men wanting her.
He is married with kids. In his 50s. She doesn't know much more than he's a lawyer who works with Peter sometimes.
They are going to dinner and then probably back to his hotel. She's not planning to stay the night although Peter asked her if she was open to that and she said she probably would in the future.
She said Nick was really lovely and made her cum. She said his cock was really good and bigger than me and Peter! She also said she like how he was a big man and really powerful physically. She actually liked the way he threw her around a little She said it reminded her of the Canadian I told you about in Spain.
She could see I was turned on and I adjusted my cock
She asked if I was ok about her fucking these men and I said of course. I just asked that she told me. She said she didn't know how to because of the money. She went on to say being paid was such a turn on. She liked that me liked her enough to pay her 1000 punds for sex!!!!
Interesting she also said she still wants to make love to me on the weekends. She likes to wake up naked with me and feel my cock inside her without a condom. She hasn't told Peter about that.
She asked about Becky and heard that I was meeting her tonight. I said that I was so turned on after hearing about her. She liked that and said I should give her 100 pounds to add to the fun! So I'll do that. Lol
Also, Isla is interested in meeting late tonight if I'm around. She also said I should drop past his hotel and check them out, I think partly for her safety!
Ok. Got to go to another meeting.....
She was very smiley when we met and we kissed. Really kissed.
So the conversation jumped around and went everywhere.
Basically, She is meeting another of Peter's friends tonight. Isla and Peter went shopping yesterday for clothes and lingerie for her to wear tonight. He also bought her some ear rings to wear.
She is meeting this man at the bar at the hotel where he is staying and they are going out for dinner. He is sending a car for her.
She doesn't know him yet, but Peter said he is lovely and that he will want to have sex. She likes that idea. She said she's turned on by these men wanting her.
He is married with kids. In his 50s. She doesn't know much more than he's a lawyer who works with Peter sometimes.
They are going to dinner and then probably back to his hotel. She's not planning to stay the night although Peter asked her if she was open to that and she said she probably would in the future.
She said Nick was really lovely and made her cum. She said his cock was really good and bigger than me and Peter! She also said she like how he was a big man and really powerful physically. She actually liked the way he threw her around a little She said it reminded her of the Canadian I told you about in Spain.
She could see I was turned on and I adjusted my cock
She asked if I was ok about her fucking these men and I said of course. I just asked that she told me. She said she didn't know how to because of the money. She went on to say being paid was such a turn on. She liked that me liked her enough to pay her 1000 punds for sex!!!!
Interesting she also said she still wants to make love to me on the weekends. She likes to wake up naked with me and feel my cock inside her without a condom. She hasn't told Peter about that.
She asked about Becky and heard that I was meeting her tonight. I said that I was so turned on after hearing about her. She liked that and said I should give her 100 pounds to add to the fun! So I'll do that. Lol
Also, Isla is interested in meeting late tonight if I'm around. She also said I should drop past his hotel and check them out, I think partly for her safety!
Ok. Got to go to another meeting.....
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newcucktoo
- Experienced
- Posts: 103
- Joined: Tue Jul 08, 2025 5:05 am
Re: My girlfriend and my boss
I hadn't thought about Peter's wife like that, although she seemed pretty relaxed when Isla was in the pool with Peter at their house. And in retrospect she actually asked for my help in the kitchen. She was wearing a bikini and noticed me looking which was a little embarrassing. She also seemed pretty cool when Peter and Isla were dancing at the cocktail party and asked me to dance with her. She is very sexy. But also my boss' wife!!!Freemans892 wrote: ↑Mon Jul 28, 2025 7:02 amMy take is that Peter and his wife are swingers. Peter probably even went through the same process, what you are currently going through, in his 20s with his now wife or a previous girlfriend. My guess is that Nick could have easily recruited Peter into this private club network, as he’s about 10 years old. Isla is Peter’s play thing / girlfriend to share with his friends in this little well-to-do private network. Isla is Peter sexual outlet to do what want to pleases himself, with Isla consent of course. If Peter did this with his wife, he would look more a like a cuck to his friends, but with a young girlfriend, it’s a completely different story.
The fact that you and Isla currently don’t live together makes things so much easier for Peter to setup his arrangements for Isla. I’m guessing that Isla will be visiting your place than you will be going to her place, for the time being.
Remember, Becky is your play thing and sexual outlet for similar sorts of games and she’s totally onboard with it. You and Becky will be using each other for sexual release on regular basis after hearing the adventures that Isla has gotten up to thanks to Peter. Your unique threesome. I also reckon you are being monitored by Peter on well you will fit into this type of lifestyle that he and his wife are involved in.
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ShyBiGuy954
- Player
- Posts: 418
- Joined: Thu Dec 09, 2010 1:48 pm
Re: My girlfriend and my boss
Speaking of Peter being your Boss, have you had any interaction with him at work lately, and how did it go??newcucktoo wrote: ↑Mon Jul 28, 2025 8:03 am
I hadn't thought about Peter's wife like that, although she seemed pretty relaxed when Isla was in the pool with Peter at their house. And in retrospect she actually asked for my help in the kitchen. She was wearing a bikini and noticed me looking which was a little embarrassing. She also seemed pretty cool when Peter and Isla were dancing at the cocktail party and asked me to dance with her. She is very sexy. But also my boss' 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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newcucktoo
- Experienced
- Posts: 103
- Joined: Tue Jul 08, 2025 5:05 am
Re: My girlfriend and my boss
Nothing has changed with Peter. Sometimes it feels like there's an elephant in the room for me, but he doesn't;t seem to care. He just does his thing. I don't really see him much. May once or twice a week and usually there are other people around. I don't report directly to him which possibly helps.
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Freemans892
- Player
- Posts: 382
- Joined: Wed May 06, 2020 6:19 pm
Re: My girlfriend and my boss
Next time you meet her, you should flirt with her and add innuendo into the conversation. You could also indirectly imply that you have been recreating the adventures that Isla has been up to with a mutual friend. There is nothing stopping you being a tease with the bosses wife, considering what he’s doing with you girlfriend.newcucktoo wrote: ↑Mon Jul 28, 2025 8:03 amI hadn't thought about Peter's wife like that, although she seemed pretty relaxed when Isla was in the pool with Peter at their house. And in retrospect she actually asked for my help in the kitchen. She was wearing a bikini and noticed me looking which was a little embarrassing. She also seemed pretty cool when Peter and Isla were dancing at the cocktail party and asked me to dance with her. She is very sexy. But also my boss' wife!!!Freemans892 wrote: ↑Mon Jul 28, 2025 7:02 amMy take is that Peter and his wife are swingers. Peter probably even went through the same process, what you are currently going through, in his 20s with his now wife or a previous girlfriend. My guess is that Nick could have easily recruited Peter into this private club network, as he’s about 10 years old. Isla is Peter’s play thing / girlfriend to share with his friends in this little well-to-do private network. Isla is Peter sexual outlet to do what want to pleases himself, with Isla consent of course. If Peter did this with his wife, he would look more a like a cuck to his friends, but with a young girlfriend, it’s a completely different story.
The fact that you and Isla currently don’t live together makes things so much easier for Peter to setup his arrangements for Isla. I’m guessing that Isla will be visiting your place than you will be going to her place, for the time being.
Remember, Becky is your play thing and sexual outlet for similar sorts of games and she’s totally onboard with it. You and Becky will be using each other for sexual release on regular basis after hearing the adventures that Isla has gotten up to thanks to Peter. Your unique threesome. I also reckon you are being monitored by Peter on well you will fit into this type of lifestyle that he and his wife are involved in.
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newcucktoo
- Experienced
- Posts: 103
- Joined: Tue Jul 08, 2025 5:05 am
Re: My girlfriend and my boss
Ok. What a day! lol
So I went home and Becky came over about 10 minutes after I got home. I was so horny we barely spoke but i fucked her from behind. She was saying fuck me like a Isla, fuck me like those men fuck her. I didn't last that long I must say but we had fun. We lay in bed and talked for a bit and then she said lets go see her so we had a quick shower and Beck went with me to see her.
We felt very conspicuous in a luxury hotel kind of sneaking around but found a way to hide in the bar and saw her arrive. It was fun!
He was already waiting for her. He was quite tall with dark/grey hair and wearing a navy suit. He definatley looked like a corporate lawyer type. He gave her a little present that she put in her purse.
She looked amazing. She was wearing a cute little burgandy dress that was cut off above her knees, was very tight. Her hair looked amazing and was slightly up but all curley and she looked older than 21. Really dark eye and lip makeup. Becky put her hand on my cock when we saw them. at one stage she said she definately looks fuckable. They weren't there long. We were going to follow their car to the restraunt but that seemed a bit stalkerish! Lol
So I went home and Becky came over about 10 minutes after I got home. I was so horny we barely spoke but i fucked her from behind. She was saying fuck me like a Isla, fuck me like those men fuck her. I didn't last that long I must say but we had fun. We lay in bed and talked for a bit and then she said lets go see her so we had a quick shower and Beck went with me to see her.
We felt very conspicuous in a luxury hotel kind of sneaking around but found a way to hide in the bar and saw her arrive. It was fun!
He was already waiting for her. He was quite tall with dark/grey hair and wearing a navy suit. He definatley looked like a corporate lawyer type. He gave her a little present that she put in her purse.
She looked amazing. She was wearing a cute little burgandy dress that was cut off above her knees, was very tight. Her hair looked amazing and was slightly up but all curley and she looked older than 21. Really dark eye and lip makeup. Becky put her hand on my cock when we saw them. at one stage she said she definately looks fuckable. They weren't there long. We were going to follow their car to the restraunt but that seemed a bit stalkerish! Lol
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ShyBiGuy954
- Player
- Posts: 418
- Joined: Thu Dec 09, 2010 1:48 pm
Re: My girlfriend and my boss
Did Isla see you two, make eye contact?newcucktoo wrote: ↑Mon Jul 28, 2025 11:32 am
We felt very conspicuous in a luxury hotel kind of sneaking around but found a way to hide in the bar and saw her arrive. It was fun!
He was already waiting for her. He was quite tall with dark/grey hair and wearing a navy suit. He definatley looked like a corporate lawyer type. He gave her a little present that she put in her purse.
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
- Experienced
- Posts: 103
- Joined: Tue Jul 08, 2025 5:05 am
Re: My girlfriend and my boss
I don't think so. If she saw us she didn't make it known
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ShyBiGuy954
- Player
- Posts: 418
- Joined: Thu Dec 09, 2010 1:48 pm
Re: My girlfriend and my boss
Heckling your GF when she's "At Work"newcucktoo wrote: ↑Mon Jul 28, 2025 1:54 pmI don't think so. If she saw us she didn't make it known
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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Freemans892
- Player
- Posts: 382
- Joined: Wed May 06, 2020 6:19 pm
Re: My girlfriend and my boss
My bet is that Isla was secretly hoping that newcucktoo and Becky showed up and hide out at bar when Isla was meeting this new man. Newcucktoo and Becky could easily hide in plain sight because everyone was assuming that they are just a normal couple having a night out.