My girlfriend and my boss

For cuckoldresses and the men who serve them.
newcucktoo
Experienced
Posts: 103
Joined: Tue Jul 08, 2025 5:05 am

Re: My girlfriend and my boss

Unread post by newcucktoo » Mon Aug 04, 2025 4:13 am

Hi,

Just to keep you updated on the soap opera! Lol.

So Isla saw Peter for lunch. He called her this morning and wanted to see her to make sure she was ok. She said it was actually really great to see him and she felt better knowing that he was genuinely worried for her. Also she hasn't seen him for over a week and so she liked that.

She said that they ended up kissing and she wanted him to fuck her so badly. She asked if she could suck him off at luch but he said not today. She kind of apologized to me for saying it but she said she is still very attracted to him and so they are working out plans to meet. Which is fine if she's ok. I actually don't mind Peter and he has always treated Isla and me well.

Oddly, I got a text from Peter's wife to see if Isla and I were ok. So she obvioulsy knows everything. She offered to meet for a coffee if I needed to talk.

So crazy town!!!

Freemans892
Player
Posts: 382
Joined: Wed May 06, 2020 6:19 pm

Re: My girlfriend and my boss

Unread post by Freemans892 » Mon Aug 04, 2025 4:38 am

I fucking knew it that Peter’s wife was in on the plan to turn Isla into Peter’s side-chick. After re-reading your earlier post, it was clear that her role was to distract you while Peter made his play for Isla. LOL

I would meet with Peter’s wife to validate that you and Isla see each other as long-term partners and you both enjoying this adventures when it stays within agreed boundaries. Once Peter’s wife gets your input on what’s acceptable, she will keep Peter in check. Peter’s wife probably knows the wives of the other associates within the network. I get the feeling this guy has a lot of explaining to his wife on what has gone down because I getting the feeling that Peter’s wife will have a nice little chat with the guy’s wife.

When you have your coffee date with Peter’s wife, flirt like hell and say that you are able if she needs a young man with stamina for some action every now and again.
Last edited by Freemans892 on Mon Aug 04, 2025 7:32 pm, edited 2 times in total.

newcucktoo
Experienced
Posts: 103
Joined: Tue Jul 08, 2025 5:05 am

Re: My girlfriend and my boss

Unread post by newcucktoo » Mon Aug 04, 2025 4:55 am

So the texts with Mrs P (Peter's wife) started nice and kind and turned a little flirty.

Her first one was that she had heard from Peter that Isla had a horrible experience and she wanted to check that Isla and I were ok.

I replied that firstly yes we're ok but I was surprised that she knew about it

She replied that she and Peter share everything so of course she knew about it. She said how do you think we've stayed married so long

I asked if she knew about the spa at their party, I was trying to be careful as I didn't want to say anything she didn't know about. 

Oddly, I still like Peter and I know Isla does too, which is important to me.

She said of course she knew which is why she invited me into the kitchen and let me ogle her body and tits.

I couldn't help it and replied well you do have amazing tits.

and she said what about my body and I said yes that's amazing too.

Her exact reply was "you should see it without the bikini"

I replied "i'd like to"

She replied simply "I'd like that too"

Then she replied. Ok off now to get the kids.... lol

So there you go

ShyBiGuy954
Player
Posts: 418
Joined: Thu Dec 09, 2010 1:48 pm

Re: My girlfriend and my boss

Unread post by ShyBiGuy954 » Mon Aug 04, 2025 5:03 am

OMG !! You just got an offer to fuck Peter's wife !!

Sounds like you're being "accepted" into their circle.
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)

elina
OHW Addict
Posts: 1997
Joined: Sun Mar 05, 2023 1:29 am

Re: My girlfriend and my boss

Unread post by elina » Mon Aug 04, 2025 5:56 am

So,

You should definitely meet up with Peters Wife,

Remember to show Her the respect She deserves while still not hiding how attractive She is.
There is a saying in the Scandinavian countries with a monarchy; "Everybody has a boss except the Queen" (no matter if there is a ruling king or not. ;) )

You may have been granted a meeting with the Queen of the complete network. And regardless if this hypothesis is correct or not; it will serve you and Isla well if you can demonstrate your Loyalty to this Queen I think.... :cool:

Besides, it was really nice of Her to demonstrate the concern for Isla that She did.

Sincerely
elina
Last edited by elina on Mon Aug 04, 2025 5:59 am, edited 1 time in total.

newcucktoo
Experienced
Posts: 103
Joined: Tue Jul 08, 2025 5:05 am

Re: My girlfriend and my boss

Unread post by newcucktoo » Mon Aug 04, 2025 5:59 am

What do you mean "you can demonstrate your Loyalty to this Queen"?

What should I do?

elina
OHW Addict
Posts: 1997
Joined: Sun Mar 05, 2023 1:29 am

Re: My girlfriend and my boss

Unread post by elina » Mon Aug 04, 2025 6:02 am

newcucktoo wrote:
Mon Aug 04, 2025 5:59 am
What do you mean "you can demonstrate your Loyalty to this Queen"?

What should I do?
Show your gratitude,

Thank Her for caring about Isla,

Complement Her for Her looks,

If you are eager to get in bed with Her, don't hide your infatuation but do not try to take complete control unless She indicates this is what She wants you to do....

Sincerely
elina

newcucktoo
Experienced
Posts: 103
Joined: Tue Jul 08, 2025 5:05 am

Re: My girlfriend and my boss

Unread post by newcucktoo » Mon Aug 04, 2025 6:03 am

oh ok cool. Thanks

venus-can99
OHW Addict
Posts: 3096
Joined: Thu May 25, 2023 11:57 am
Location: Not the 51st State

Re: My girlfriend and my boss

Unread post by venus-can99 » Mon Aug 04, 2025 6:23 am

Sounds like a very interesting turn of events if you are going to be servicing the Queen (in elina's words) :) Sounds like a Bond movie :D

newcucktoo
Experienced
Posts: 103
Joined: Tue Jul 08, 2025 5:05 am

Re: My girlfriend and my boss

Unread post by newcucktoo » Mon Aug 04, 2025 6:27 am

So quick update. Isla is going to Peter's tonight and Mrs P just sent me a text saying "I hope you aren't too lonely tonight"

wannabecUKold
Pervert
Posts: 695
Joined: Thu Feb 23, 2023 1:51 am

Re: My girlfriend and my boss

Unread post by wannabecUKold » Mon Aug 04, 2025 6:52 am

newcucktoo wrote:
Mon Aug 04, 2025 4:01 am
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.
What a gem you have there. Sleepy sex is such fun.

ShyBiGuy954
Player
Posts: 418
Joined: Thu Dec 09, 2010 1:48 pm

Re: My girlfriend and my boss

Unread post by ShyBiGuy954 » Mon Aug 04, 2025 7:01 am

newcucktoo wrote:
Mon Aug 04, 2025 6:27 am
Mrs P just sent me a text saying "I hope you aren't too lonely tonight"
Now that's a nice little fun tease on her part, LOL

Obviously they like the way you're playing their game.
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)

Vin231
Pervert
Posts: 609
Joined: Wed Mar 20, 2024 10:47 am

Re: My girlfriend and my boss

Unread post by Vin231 » Mon Aug 04, 2025 9:40 am

WOW....Things are going fast.... Looks like you will have a fun night too. It would be amazing for you four to be having fun in the same bed. Sounds like she is an amazing wife .....

Vin231
Pervert
Posts: 609
Joined: Wed Mar 20, 2024 10:47 am

Re: My girlfriend and my boss

Unread post by Vin231 » Mon Aug 04, 2025 9:41 am

WOW....Things are going fast.... Looks like you will have a fun night too. It would be amazing for you four to be having fun in the same bed. Sounds like she is an amazing wife .....

Vin231
Pervert
Posts: 609
Joined: Wed Mar 20, 2024 10:47 am

Re: My girlfriend and my boss

Unread post by Vin231 » Mon Aug 04, 2025 9:44 am

WOW....Things are going fast.... Looks like you will have a fun night too. It would be amazing for you four to be having fun in the same bed. Sounds like she is an amazing wife .....

Vin231
Pervert
Posts: 609
Joined: Wed Mar 20, 2024 10:47 am

Re: My girlfriend and my boss

Unread post by Vin231 » Mon Aug 04, 2025 9:45 am

WOW....Things are going fast.... Looks like you will have a fun night too. It would be amazing for you four to be having fun in the same bed. Sounds like she is an amazing wife .....

Vin231
Pervert
Posts: 609
Joined: Wed Mar 20, 2024 10:47 am

Re: My girlfriend and my boss

Unread post by Vin231 » Mon Aug 04, 2025 9:48 am

WOW....Things are going fast.... Looks like you will have a fun night too. It would be amazing for you four to be having fun in the same bed. Sounds like she is an amazing wife .....

wannabecUKold
Pervert
Posts: 695
Joined: Thu Feb 23, 2023 1:51 am

Re: My girlfriend and my boss

Unread post by wannabecUKold » Mon Aug 04, 2025 10:10 am

Vin231 wrote:
Mon Aug 04, 2025 9:48 am
WOW....Things are going fast.... Looks like you will have a fun night too. It would be amazing for you four to be having fun in the same bed. Sounds like she is an amazing wife .....
Don't stop there vin231. Say it again!

Vin231
Pervert
Posts: 609
Joined: Wed Mar 20, 2024 10:47 am

Re: My girlfriend and my boss

Unread post by Vin231 » Mon Aug 04, 2025 10:16 am

the site was timing out... get over it...

ShyBiGuy954
Player
Posts: 418
Joined: Thu Dec 09, 2010 1:48 pm

Re: My girlfriend and my boss

Unread post by ShyBiGuy954 » Mon Aug 04, 2025 10:24 am

Vin231 wrote:
Mon Aug 04, 2025 10:16 am
the site was timing out... get over it...
It usually still posts on the first attempt even if it times out.
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)

path22
Experienced
Posts: 123
Joined: Sat Aug 15, 2015 7:48 pm
Location: Argentina

Re: My girlfriend and my boss

Unread post by path22 » Mon Aug 04, 2025 10:33 am

What incredible updates! So it was true that Peter is a good person and cared about Isla. Great, this will allow Peter and Isla to continue exploring new situations and "friends" safely. Keep us updated!

newcucktoo
Experienced
Posts: 103
Joined: Tue Jul 08, 2025 5:05 am

Re: My girlfriend and my boss

Unread post by newcucktoo » Mon Aug 04, 2025 11:38 am

I spoke to Isla and she confirmed that she was going to Peter's tonight. She actually told me they almost fucked at lunchtime. And she wanted to so badly. She told me she didn't realise how much she missed him and how she was so turned on by him caring for her and rebuking that other guy. She thought it was hot the way he protected her.

When he told her about him having a go at that other guy she said she actully straddled him and started kissing him. He was in his work suit but she said she was so thankful that he looked after her. When they were kissing she could feel him getting hard and she told him she needed to fuck him. She told me she had missed his cock inside her and part of the reason she didn't fuck me this morning was she thought she might see him today.

She actually seemed a bit manic when she was talking. Like really excited.

She told me how good his cock is and how it fills her. She absolutely got me going too!!!

She said she can't wait to fuck him and feel his cum inside her.

Cuckcuckgoose1
Pervert
Posts: 521
Joined: Tue Feb 20, 2024 3:07 pm

Re: My girlfriend and my boss

Unread post by Cuckcuckgoose1 » Mon Aug 04, 2025 11:43 am

ShyBiGuy954 wrote:
Mon Aug 04, 2025 10:24 am
Vin231 wrote:
Mon Aug 04, 2025 10:16 am
the site was timing out... get over it...
It usually still posts on the first attempt even if it times out.
100%. When this happens to me I just hit the back button, reload the page and boom .....there it is.....my post.

Triggershy
Trainable
Posts: 72
Joined: Sun Feb 26, 2023 1:25 am

Re: My girlfriend and my boss

Unread post by Triggershy » Mon Aug 04, 2025 12:13 pm

I’ve been on this site for 10 plus years this is the hottest story ever. I envision all of you being off the charts young good looking and beyond sexy. Everyone wanting each other. The amount of sex everyone is having is sooo fucking hot.

My wife is the same with her main Bull. He’s dumped so much cum in her and her body craves it when she hasn’t fucked him for a week.

Best of luck with Peter’s wife tonight.

Freemans892
Player
Posts: 382
Joined: Wed May 06, 2020 6:19 pm

Re: My girlfriend and my boss

Unread post by Freemans892 » Mon Aug 04, 2025 2:56 pm

Clearly my assessment was slightly wrong. Mrs P (Peter’s wife) wasn’t trying to distract newcucktoo, instead she was trying to seduce newcucktoo. Newcucktoo being respectful of his boss, didn’t realise it at the time. It didn’t take long for newcucktoo and Mrs P to start flirting over text, so there is undeniable sexual tension between the two of them. This story is getting hotter.

I also take back the concept that Peter and Nick maybe using your inexperience to take advantage of you and Isla. By Peter giving Mrs P your phone number and allowing her to contact you, indicates that Peter sees great potential in adding Isla and you to their network. Not all married alphas are willing for their spouse to engage with the other spouse/partner. There is definitely respect there and Mrs P will ensure that boundaries are adhered to.

As for the guy who made the demand on Isla, he’s cactus. He clearly got a bollocking from Peter and his wife will be having a nice little chat with the “Queen” of the network, I guessing this is Nick’s wife, and with Mrs P. It’s clear that Mrs P has a soft spot for newcucktoo and would have made sure that the guys wife find out what went down.

Based on the lunch date that Peter had with Isla, there is no need for Peter and Nick to work their magic because Isla really missed Peter. Mrs P got validation from you (indirectly) via the texts that you are keen on playing this adventure. By the sounds of it, Mrs P is keen on exploring a possible parallel relationship with you.

Lastly, why don’t you work with Mrs P to organise a date night for Becky with one of the older married gentleman’s? Tell Mrs P that you want to give Becky the same experience as what Isla has had, and you want Mrs P help to find a suitable gentleman that will give her a great experience. I reckon both you and Mrs P will have fun with this and find it a bonding experience as well.

Post Reply