My girlfriend and my boss

[mundyman]

Why do I think this will eventually become all three of them involved in Isla becoming a Courtesan to the rich and privileged that Peter knows or is acquainted with. Isla will tell them what the set up is, and Becky and newcuck will go spy on them. Lucky guy newcuck will then go home and fuck the shit out of Becky and then eventually Isla. I hope newcuck is taking his vitamins b/c he is going to have to keep two girls satisfied.
I wonder how long it will be until Becky wants in with Peter and what he’s setting Isla up with.

[path22]

Hello newcucktoo, I'm following your incredible story. You write very well and in great detail. Keep us updated on the adventures of your beautiful, young, sexy, and somewhat slutty girl. She's perfect for this part of your life. Just enjoy and join her in the fun. You're only 21! Have fun.

[newcucktoo]

So Isla got to my place just after middnight last night after her date with the lawyer. I think his name was Robert.

She was tired but also smiley. She said she had a good time but was also nervous. It was the first time she had met a friend of Peter's alone, that she didn't know.

She walked in and just wanted lots of hugs and a cup of tea. She said they went out fo dinner which was amazing and then back to his hotel for sex. She said when they met he kissed her which was nice and told her she looked so beautiful. He gave her a little present, which she later found out was a beautiful bracelet and 1000 pounds. She put the bracelet on at the restraunt and told him she would always wear it when they went out.

She said he could tell she was nervous and so he said just relax. You're my girlfriend tonight so just enjoy it. And so she did. She said he was so loveley to her and held her hand as they walked. She liked that he opened the door for her and always made sure she was ok first. She said he kissed her in the car and put his hand on her thigh in the restraunt. she said she deliberately open her legs a little and he got the hint. His hand moved inside her thigh and his thumb was just below her pussy. Then he started running his thum across her g-string. She said it felt amzing and she put her hand on his cock and squeezed it. He then had to adjust himself!

She went to the bathroom after to main course and took off her g-string and bought it back to the table and gave it to him. She kissed him and put them in his hand and said somthing to rember me by. He thought that was amazing but also kind of didn't know what to do so he stuffed them in his pocket. 

As they were talking she casually moved his hand back to her thigh. It didn't take him long to have his thumb caressing her pussy, which she loved. Dessert arrived and she said he licked his thumb and smiled.

At this point she said she was gogin to have a shower but then said don't you want to see what i wore and she did a little show in her dress in the kitchen. She asked me to undo her dress and she stood there in her lingerie. It was semi transparent ivory colour with lace around the edges but you could see her nipples and breasts through it. She has b cup breasts and she looked amazing. She didn't have her g-sting as RObert kept it! We started to kiss and she asked if i wanted her to have a shower or reclaim her as is and so we went to bed.

Ok off to a meeting Lol

[newcucktoo]

Oh I thought you would like to know that as Peter is travelling this week, so Isla is going to stay at my house this week. We have already had sex twice since she arrived last night and I walked her to work this morning.

She has decided to go on another date on Thursday night with another of Peter's friends but she asked if I would drop her off and then pick her up after.

Peter has sent her some money to go an buy clothes so we're going to go and have a look together.

Oh and this morning we got coffee on the way to work and she insisted on paying with cash and she said "From Nick" and laughed

[newcucktoo]

Ok back from meeting...

When we got into the bedroom she asked if I wanted to do what Robert had done to her. She said she did. She took off his bracelet and the ear rings Peter had given her, which I thought was interesting.

She came up to me and started kissing me. She said as soon as they go into the lift he started kissing her and feeling her body. She said she was so horny and had her hand on his cock. He was hard. She told him she couldn't wait to feel him inside of her.

When they got into the room he said he wanted her to suck him off while wearing her dress. He said his wife never did that. So she got on her knees and undid his pants and they pooled around his ankles. He didn't even take his shoes off.

She started licking him and sucking his balls and his cock and he started to hold her head and fuck her mouth. So I did the same.

She said it was amazing having him control her. 

After a little bit he pulled her up and they kissed while he undid her dress and told her to get on all fours on the bed. So she did that for me.

He took of his shoes, pants and underwear but left on his shirt and tie and pulled her to the edge of the bed and fucked her  from behind. He put a condom on.

When I was fucking her she said to pull her hair like he did and to slap her ass - I never usually do that but she said he did. She told me to slap her ass a few times. It was really intense and she started to say fuck me, take me back, take me back and then I cam inside her.

We were both a bit speechless and out of breath and collapsed together and started making out. She was saying how much she missed me and wanted to make sure everything was ok. So we kissed some more and I told her of course it was ok. And was she ok. We kissed and talked some more.

We then had a shower and got back into bed. She said she'd tell me the rest tomorrow but was too sleepy now and we both went to sleep.

[Freemans892]

Excellent, it sounds like you and Isla have had a good opportunity to reconnect. The next steps is to establish what the relationship will look like during the “Isla being a Courtesan” phase. Clearly, Isla wants you involved in some shape or form on her “Courtesan” nights out, even if it’s just being a driver or just to check the guy out, which is good. You should probably establish a routine where you and Isla a least spend a couple nights of the week just being a couple. In addition, have regular coffee dates because you and Isla seem to get a lot out of those dates.

Can I make a number of suggestions. With Isla “she would always wear it when they went out” comment to Robert when she put the bracelet on that jewellery symbolise a lot to her. I recommend the following:
- Buy a high-quality piece of jewellery that you want her to wear when you just want to be a normal couple.
- Buy a piece of jewellery for her to wear when you want Isla to be your submissive or slut. Isla probably always had a submissive streak but both of you didn’t realise it was there until Peter came along.
- You should also buy Becky a number of pieces of jewellery to indicate to her when you want her to be your submissive, want her to be shared with another man, or just go out as a couple.

Remember, Becky is not interested in a vanilla monogamous relationship at the moment. She wants to replicate what Isla is currently experiencing and you are Becky’s wingman, just like Peter is Isla’s wingman. Isla finds the whole situation of you being Becky’s wingman hot and probably finds it a real turn on that you applying ideas learnt from Peter on Becky.

[newcucktoo]

Hi Freemans,

Thank you that's really helpful. I love that idea of buying Isla a ring that she can wear when we are together. I think she'd like that and it would be helpful for us. Like she can put on and take off different identities.

What do you think I should do about Becky? I didn't quite understand.

Thanks

[Freemans892]

I get the impression that Becky wants you to own her pussy as part of the game you guys are currently playing. It seems to me that the bracelet that Robert gave to Isla was an indication that Isla was going to be Robert’s slut for the duration of the date. I was thinking you should play the idea forward and do a similar thing with Becky. For example, in the BDSM world, a choker indicates that woman or person is being a submissive to their dom. It’s just an idea but there is definitely things to learn from these older wealthy guys and it seems to me that Becky is a willing assistant.

[Wantsomefunto]

Maybe Isla could introduce Becky to one of the guys she has met so Becky can enjoy the attention of an older guy who likes to spoil her with a gift for sex? Ask Becky how she feels about that?

[newcucktoo]

You guys are amazing. That's so cool

[OZCPL]

From the beginning Peter would be tuting Isla on how to cuck you, nothing surer.

[Freemans892]

From the beginning Peter would be tuting Isla on how to cuck you, nothing surer.

But this comes down to players involved. It’s clear that newcucktoo and Isla have had an open relationship on both sides prior Peter entering the picture, as newcucktoo has played with girls including Becky with Isla full blessing. Isla knew that Becky wanted to fuck newcucktoo for awhile, just the two of them sessions, and it’s more possible that Becky had to wait until Isla found herself a side-man. To me, Isla loves being a Hot Girlfriend but is also a cuckquean at the same time. Also, newcucktoo is more than confident to get a phone number from a beautiful woman from the nightclub.

Meanwhile, newcucktoo is getting a lot of the detail information about Isla and Peter’s activities more from Becky than Isla, while Becky wants newcucktoo to fuck her like Peter fucks Isla. Becky is focus on creating hot fuck sessions with newcucktoo. With Becky, newcucktoo is fast become her Stag and Isla is loving it.

If newcucktoo become a Bull for another couple, I’m pretty sure that Isla will find that hot as well. Peter is probably tutoring Isla in how to cuck newcucktoo but it’s not going to end up in the traditional cuck scenario. It’s possible to be a stag and cuck at the same time and I can easily see newcucktoo being a cuck, a stag and a bull all at the same time with different parallel relationships and Isla and Becky will find it hot. What Peter hasn’t counted on, was a threesome/throuple style relationship to form when he went after Isla, Isla is a cuckquean and newcucktoo has already been a Hot Boyfriend. What newcucktoo can do is gain as much insight from Peter and his friends.

[mickey151947]

Is it possible to post a few pics of isla and becky?

[annsman]

So Peter is offering Isla to his business acquaintances and they are paying her £1,000 a night, will it end with just Nick and Robert or will he offer her to more of his business acquaintances? They both gave her £1,000 so it looks like Peter is pimping her out, even if he's not taking a cut or commission. Someone mentioned Isla being a courtesan, but that's just a polite way of saying "prostitute" so I am interested how you both feel about that. I have no issue with sex workers, so am not being critical of your situation and am pleased that you are all enjoying it.

They are still young so they should enjoy what they are doing and not look too much into the future.
I think the danger is that Isla will be corrupted by these rich and powerful men who will discard her when the are done with her.
However, she will have to decide whether she wants the good life style in return for sex with rich and powerful men or a future with newcucktoo.

He seems to be enjoying her exploits so far and enjoying Becky, but he doesn't say how he sees their long term future.

[newcucktoo]

Hi All,

So this whole girlfriend sharing thing is much more complicated that I or Isla expected.

Isla called me in tears this morning and I am now at her place while she watches TV in bed.

Seems this guy Peter introduced her to, who has been on a few dates with Isla, started to get really possessive and she got scared. Last night he said he wanted tp put her up in an appartnment near him. He was going to pay for everything and give her a weekly allowance so she could give up her job and she could be available to see him. But he didn't want her to see any other men, her friends and especially me.

He also wanted her make changes in her life like the way she dressed and looked and she got super creeped out. So today she said she would think about it and he was like it's either yes or no. There's no thinking and so she said he was really stearn and upset and suggested she go. So that's when she called me. She got an Uber and I met her at her house and so have just been hanging out.

I think we might put these other experiences on a hold for a bit.

[pixmangurn]

Sounds like a good idea to hold up for a while. She should also tell Peter. If he makes excuses or tries to minimize the situation, cut him off too, he's part of the problem.

[venus-can99]

Good of you to support Isla in this. I would suspect Peter knew about this. Perhaps telling him that she wants to take a break from the LS might be helpful?

[newcucktoo]

Thank you for your support. It has been a bit distressing. Isla spoke to Peter a little while ago and he said that what the guy did was not on and he would speak with him. You may recall Nick. Peter has obviously spoken to him too because he texted Isla to see if she was ok and said that this was not how they treat women in their world so that's really good.

[elina]

Thanks for sharing Newcucktoo

You did the right thing.

To me, the most important thing in any cuckolding relationship is that both the cuck and especially the Lady enjoy doing what they do. This guy trying to take complete control of Isla, demanding that She quits Her job and allows him to control who She sees is off on a completely wrong track. That is exploitation and what is worse.

I am glad that you supported Isla and that Peter supports the two of you.

Maybe this is an opportunity for the two of you to bond more fully and make sure that both of you see the other as their long term partner while what Isla does with Peter and his more well-behaved friends like Nick is an adventure She is currently allowed to pursue while you can have a little adventure with Becky....

elina the romantic wannabe cuck....

[newcucktoo]

Thank you Elina. That's very kind of you.

[Freemans892]

I agree with Elina.

I also think episode has provided Isla with an opportunity to validate with Peter that you are her long-term partner, anyone who messes with this arrangement will be immediately cutout, while enjoys being Peter’s girlfriend she isn’t looking to become a full-time mistress, both Isla and you see this as adventure to explore while you are young. Isla should explain to Peter, while she has been having fun with Peter and his friends, newcucktoo has been having own adventures with Becky. I am sure that Peter has been seeing newcucktoo as a Beta cuck, when in fact he’s a stag, and so he thinks he can get away with anything he wants to with Isla. Peter and Nick control messaging to the other guys in the network, and one of the guys in the network made a play based on incorrect assumptions.

[hornedhubby]

Sorry about the bad turn of events. But glad Isla saw the danger and got out of there.

As an outside observer, not sure I'd let Peter be blameless here. He has been acting like Isla's pimp. It may cost you your job, but if Isla can pull back and away from him, that might be her smartest course.

She obviously will have plenty of play opportunities without his influence.

YMMV.

[Freemans892]

Update on my thoughts:

I’m not an expert but from what I read and seen over time, the British upper-class/wealthy class live by different set of rules where infidelity is accepted and not necessarily seen as morally unacceptable. Discretion is the key.

Peter makes a play for Isla in order to get her to cheat on you. What Peter didn’t know that you and Isla discussed a possible scenario before hand. Re-reading your early posts, I believe Peter’s wife was aware of Peter’s plan and her role was to distract you while Peter makes his play on Isla. For his perspective, the plan worked.

Later, Peter finds out that you are aware of Isla relationship with him and you are turned by it. Peter starts playing a game of chess to cuck train you hard. This is demonstrated through, Peter spends 1 to 2 weeks fucking Isla on a daily/nightly basis. You don’t see much of Isla during this period and you get denied sex. Peter starts take control of the PIV sex between you and Isla. You met Isla and Peter at the pub, where Isla is publicly introduced as Peter’s girlfriend. Peter is buying Isla’s clothes, shoes and other accessories. Peter starts pimping Isla to his friends. My take is this was done over a month’s duration, so yeah, Peter had/has a full cuck plan for you.

What Peter didn’t count on in this game of chess, was that Isla and Becky reached an agreement where Becky can have fun with you. Isla had known for ages that Becky wanted to you and wanted to be shared by a man. Once Peter made his play, Isla kicked off the process for you have fun with Becky. The night Isla is publicly introduced as Peter’s girlfriend, is the night that Becky auditions to be your side-chick/secondary girlfriend. Once you and Becky had sex, Peter’s game of chess has gone pear shaped because you and Isla are back to full PIV sex without a condom.

While Peter away for the week, you and Isla have been able to reconnect as a couple. So when this disgraceful man plays hard ball in Isla becoming his mistress, you are Isla’s first port call. You and Isla are determining if you both wish to proceed with this game, not Peter.

I believe that Peter and Nick are crisis mode at the moment because of the following:
- Peter and Nick need to determine if they have to kick this guy out of the network.
- Peter and Nick are trying to work their magic to keep Isla in the game.
- Peter now realises that you are Isla first port call, not him, when there is an issue when playing with other men. The Bull has lost control.
- Peter and Nick are coming to realisation that you know more about what is going on than what they originally thought.
- Peter wants to ensure that you are discreet about whole thing. Peter’s wife is fine with his infidelity but if it becomes public knowledge, that’s a different story, it could be grounds for divorce.
- You could damage both Peter’s and Nick’s professional reputation if word got out that he’s running a pimping operation with associates spouse/partner/girlfriend.

The fact that Nick has sent Isla a text, tells me that both Peter and Nick need to carefully manage the situation. You and Isla now have full power. Peter needs to be mindful of what you can say work, so you will need to play the game.

You and Isla need to determine if wish to park this game at the moment or proceed. You should also consider the possibility that Peter has been trying to corrupt Isla. If you do decide with the game, I would recommend that Isla informs you and her have decided to break from the game for a week or two and this includes him as well. By taking a break, tells Peter that he lost control of his game of chess.

If do proceed with the game, I recommend Isla tells Peter the following:
- Isla is only available, no more than 3 nights at week.
- newcucktoo will not be denied raw PIV sex.
- newcucktoo has been having own fun with a female friend.
- No regular repeats with Peter’s and Nick’s associates/friends.
- Isla sees newcucktoo as her long-term partner, so he needs to be respected as such.
- newcucktoo and Isla are willing to pause the game anytime they feel it’s getting out of hand.

You need to consider that both Peter and Nick are counting on the fact both of you, being only 21, to be inexperienced in this type of lifestyle, thus using this to their advantage.

[hornedhubby]

I agree with much of Freemans892's analysis. But not his conclusions.

What you and Isla know about Peter and Nick's side hustle is too much; it's a threat. The power balance is too much in their favor. First, I think you should cut off all contact, act dumb and move on. Second, I think you should together make an appointment with an attorney and put all of your experience on a private, legal record, in order to protect yourselves from future harm.

Again, if Freeman's analysis is accurate in terms of P and N's paranoia, you can't be careful enough right now.

Please do not be conceited enough to think that "you and Isla now have full power."

Best luck.

[newcucktoo]

Hi all, Thank you for your thoughts and suggestions above. I'll take some time to read them and come back to you.

Quick update. So Isla was exausted last night and went to bed early. She did ask to have a shower together which was good and we kissed and she got my cock hard which was very good. I love that feeling of getting hard with her as we kiss and she strokes me and plays with my balls. I love kissing her neck and ears and feeling her pushing her breasts into me. But she was content to put her PJs on and hop into bed.

She seemed to enjoy leaving me with a hard cock.

She went to sleep pretty quickly and i just watched stuff on my laptop in bed and went to sleep.

At some stage in the middle of the night she woke me up with kisses on my face. When I was awake we started making out with me and she was really turned on and was pushing her body into me. She said help me get naked and so we took her cloths off and she told me to get naked to. Very quickly she said I need you inside me and she lay on her back and i got on top and she guided my cock into her. She was so wet. It felt so perfect to be inside her and we kissed as I pused in and out of her.

It felt amazing to be her man again and my balls felt so full of cum. It felt quite primal.

She told me to fuck her and claim her which I did. She told me harder. Fuck me harder. As she was getting closer to cumming she was more breathless and kept saying claim me claim me, take me and we both came pretty quickly. It was so good to cum inside her. We were both so relieved I think. We just stay like that and eventually we fell asleep.

This morning we had a shower together again and she enjoyed getting me hard but just left it like that. I am not sure if this is a new thing for her???

We are both going to work today which is good.