My girlfriend and my boss

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newcucktoo
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Re: My girlfriend and my boss

Unread post by newcucktoo » Thu Aug 21, 2025 9:57 am

I just had the best morning. Nat was with her new bf last night on a proper date. Nat slept at his place last night so we had coffee this morning which was really good to do and I think we will try and do it if one of us ever spends the night with someone else.

I was so turned on about her seeing him.

She said that Nick (another Nick!) and she wanted to go on a date so he picked her up at her place with flowers. She said they had a great night. She said she loved holding his hand or arm and feeing him close to her. She loved his little kisses and the way he held her from behind when they were standing in line. Or him guiding her with his hand in the small of her back through doors. She admitted to rubbing his cock through his pants when they were at a bar. lol

She said their sex last night was different than before. Less rushed and more loving. She said they started kissing in his bedroom and he slowly undressed her as they kissed. She also undressed him and they were naked. She said she loves his cock. He is thicker than me and she loves how it is heavy and fills her hand. She also said his balls felt so big and full of cum. She lay on the bed and he started to kiss up her thighs and lick and eat her pussy. She said he licked her for ages and she came which she said she doesn't normally do from oral.

After she came he crawled up her body kissing her and said he wanted to make love to her. They had agreed that they would stop using condoms and so she told me she was desperate to feel him inside her for the first time. He asked her to take his cock and put it in her which she did and he kissed her as he pushed his cock into her. She wanted him deeply and so she said she found herself opening her legs to take him.

I was so turned on when she told me this and she could tell I was hard.

She said that when he was inside her he stopped kissing her and just smiled at her and told her she was so beautiful and she said thats when she said needed him. She said she wanted his cum inside her and wanted to be his.

She said it was the best when he came inside her and she felt his sperm. She just wanted to hold him inside her.

After they made love. They snuggled into bed and were watching tv and she fell asleep.

She said she woke up and he had turned off all the lights and it was about 2am. She started to kiss his body and his face and felt his cock. She said she felt so close to him and she wanted to thank him. As she kissed he started to wake up and kiss her back and she felt him getting harded as she stroked him.

She said she was so horny and needed him again and so she got on top of him and and guided his cock into her and fucked him. He went to move but she pushed him back down and told him to enjoy it and so she made him cum and just loved watching his face as he ejaculated into her. She said they kissed passionaltly afterwards and was so amazing as he held her with his cock still inside her.

They slept through to this morning and made out in bed this morning but he had to go to an early meeting so they just kissed in the shower before they left.

It's funny that I am so turn on by her being so happy.

Freemans892
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Re: My girlfriend and my boss

Unread post by Freemans892 » Thu Aug 21, 2025 4:24 pm

I’m assuming that Natalie now considers you and her to be boyfriend and girlfriend as well? If so, will you and Nick have equal status or will you more likely to have primary status? Are you still catching up with Becky? How do you think the relationships you have with both Isla and Natalie will play out over the next couple of months?

newcucktoo
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Re: My girlfriend and my boss

Unread post by newcucktoo » Fri Aug 22, 2025 6:52 am

Hi Freeman, I think Nat and I are boyfriend and girlfriend as we have decided to always try and see it each as soon as one of us has been with someone else even if it's late at night or for coffee the next day. I'm not sure what Nick thinks but he is married and I think he will only see Nat once or twice a week. But Nat really likes him and enjoys sex with him so I'm supportive of her. But Nat is also interested in other men too so we'll see what happens with Nick longer term.

I feel like the relationship with Isla is really now FWB when she is interested. For instance I haven't seen her this week although we have been texting. I haven't seen Becky because she is such good friends with Isla but Mrs P introduced me to a girl from their group who also works at our firm called Tina. I had lunch with Tina and she told me more about Mrs P etc

scarfolamew
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Re: My girlfriend and my boss

Unread post by scarfolamew » Fri Aug 22, 2025 8:49 am

newcucktoo wrote:
Fri Aug 22, 2025 6:52 am
Tina
Alex cannot be stopped lmfao

Cuckcuckgoose1
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Re: My girlfriend and my boss

Unread post by Cuckcuckgoose1 » Fri Aug 22, 2025 9:46 am

Alex is seeing more pussy than a girls HS gym teacher.

Freemans892
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Re: My girlfriend and my boss

Unread post by Freemans892 » Fri Aug 22, 2025 9:55 pm

I’m assuming that Tina got introduced to the group thanks to an intense fling with Peter?

newcucktoo
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Re: My girlfriend and my boss

Unread post by newcucktoo » Sun Aug 24, 2025 7:15 am

So I had a really lovely lunch with Tina. You might recall Mrs P and Isla had both told me that she was part of Peter's network.

I have seen Tina around work and always found her attractive but haven't really talked to her. I think shes a little old than me like 25.

It's funny because of the common link through Mrs P the conversation was easy and quite intimate for a first time lunch.

She was wearing corporate lawyer clothes but she had a black lace bra that you could see sometimes.

I think i was horny. lol

Any way she has know Peter since she joined the firm and always been attracted to him but she first met Mrs P at a company client cocktail party.

She remembers she was a little tippsy but Mrs P was very friendly and chatted to her for ages. She said she specifically remembers Mrs P complementing her on her breasts and what a beautiful shape they were. lol

She then said that Mrs P invited her out for lunch the following week and told her that she was interested in seeing her if she was interested. Tina admitted that she was bi and so they went to a hotel that day and fucked.

She asked me if I had been with Mrs P and I said that we hadn't had sex but that she had given me a hand job. lol

She said that she saw Mrs P for a few months but then Mrs P invited her to a weekend with her and Peter and that was the first time she fucked Peter. But she said she hasnt fucked him many times as Mrs P doesn't really want to share her.

She said she sees Mrs P every couple of weeks and loves it. She feels like Mrs P is a mum she wished she had.

She said she sometimes sees some of the men and women in the network but not too much. She has good job and isn't really into random people.

Mrs P introduced her to one of the younger wifes of a Partner and Tina said she meets her quite alot. But she said she doesn't really see any men at the moment.

She was kind of leaning forward so her top feel forward a little and I stole a little glimpse at her breasts. Maybe A or B cup. Not very big. But she was wearing a black lacey bra.

She asked about how I knew Mrs P and it was interesting that she put her hand on my knee as she leaned forward to listen. Admitedly we were crammed into a tiny table but it was hot and i have to admit my cock was hard.

I told her about Isla and Peter and Nat and she kind of already knew everything, which was interesting.

Then she asked me if I was straight or bi, which kind of came from no where. I said I thought I was mainly straight but that I had been with a couple of men over the years but it was with a woman in a threesome. She seemed interested in that and she asked if I was a top or bottom and I said I hadn't gone that far. She asked if I had sucked a cock and I said yes a few times and she seemed to like that.

By the way my cock was so hard at this point and I adjusted my cock in my pants. She smiled and asked if I wanted some help and laughed. Her hand was still on my thigh and I found myself opening my legs a little. I think she noticed.

She asked why I was seeing her for lunch given Isla and Nat and I said I think I just wanted to see someone that was less complicated and maybe someone that just saw me. She nodded and said but she was still interested in seeing women. I said I don't know why but that felt different.

She said what if she didn't want to share me and I said then I thought it probably wouldn't work as I dont think I'm built for monogamy. And explained how I didn't really like where it ended up with Isla. She smiled.

I offered to pay the bill which she seemed to like even though I am sure she earns way more than me.

So as we were walking back to the office she asked, so what now? I was a bit caught off gaurd and said well maybe we could go out again and she said that would be good and so we're thinking of having lunch tomorrow.

Midnight Joker
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Re: My girlfriend and my boss

Unread post by Midnight Joker » Sun Aug 24, 2025 7:57 am

newcucktoo wrote:
Sun Aug 24, 2025 7:15 am

She said what if she didn't want to share me and I said then I thought it probably wouldn't work as I dont think I'm built for monogamy. And explained how I didn't really like where it ended up with Isla. She smiled.
You're young. Enjoy the variety of pussy while you can. That's the best thing about being a guy, you can do this until your 30 (or more) and then find a decent and loyal young woman to marry and have a family with later.

Vin231
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Re: My girlfriend and my boss

Unread post by Vin231 » Sun Aug 24, 2025 8:46 am

You live one interesting and exciting life. Thank you so much for sharing all the details. Really sounds like you are having such a great time....

Freemans892
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Re: My girlfriend and my boss

Unread post by Freemans892 » Sun Aug 24, 2025 5:01 pm

I see Isla preferred man is someone that is 10 years or more older than her and is well on the track to becoming a partner or equivalent, e.g. has wealth, and has major cuck tendencies. As Alex has already stated, Isla likes to lead the relationship and have rules where she is free to play as she likes but he needs permission. In public, she will be the ultimate trophy wife, but in private, the ultimate cuckoldress. Isla will retain FWBs like Alex, someone her age, to provide her with sex that requires great stamina and she is free to conduct these affairs in secret.

As Natalie, I’m not a 100% sure what her ultimate man is but she needs a man with cuck tendencies to allow her to kept see her clients. She is possibly also looking for an older man to be her main guy, who knows.

As for Alex, he won’t be able to compete with the older, more experienced and wealthier guys until reaches 25 or 26. When he gets closer to 30 and beyond, his eligibility will only increase. When Alex reaches 30, he is likely to be eligible for girls in their mid-20s. In meantime, it seems a hotwife has taken a liking to educating the young Alex and setting up various opportunities through her network of lovers.

wannabecUKold
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Re: My girlfriend and my boss

Unread post by wannabecUKold » Sun Aug 24, 2025 10:16 pm

Alex has been offered access into a secret world of career sex and progression. He should keep in with these more senior men and keep offering them his girlfriends (and himself to their wives). They will look favourably on him and give him the better work and promotion chances.

newcucktoo
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Re: My girlfriend and my boss

Unread post by newcucktoo » Tue Aug 26, 2025 8:35 am

I had a lovely morning. As we always try to do, I caught up with Nat this morning because she had been with a man last night.

She said he was a married guy in his late 30s. He has two kids and evidently doesn't have much sex. He is a partner in a law firm but was in town for business. She said he was nice and the sex was good but nothing super exciting. She didn't cum. She got paid 1000 pounds so she's happy.

But one thing her meeting clients does it it makes us both super horny!

I noticed today she had this beauitiful super tight one piece dress on. It was quite long and beige/bone /skin coloured but revealed everything including her nipples and g string.

She told me it had just come into the store and that she is supposed to wear it with underwear but she didn't want to for me.

She had a little jacket so she could cover up if needed. When we sat down she took off her jacket and you could clearly see her breasts and nipples. She looked amazing.

There is a cute guy in the cafe and so I dared her to go in and order and talk to him for a bit. So she did. You could clearly see him checking her out and she was flirting with him. It was actually really hot watching her. She was in there talking to him for about 5 minutes

I think he was about 24 / 25.

When she came back to the table you could see him watching her ass as she walked away. She was so smiley when she came back to the table and said that he was really nice and she could tell he was looking at her.

We then talked about last night which I'll tell you about seperately.

When our coffee was ready he bought it out to us. He didn't really talk to me but Nat was clearly interested in him.

As we were about to leave I said why don't you give him your number. She was like, what the guy inside and I said yes. So she wrote her number on a napkin and took it into him. He was surprised and very smiley.

Nat was obviously turned on.

Anyway she got a text from him as we were walking back to her shop. She replied but didn't tell me what they had said.

We walk past her shop on the way to my work and she asked me if I wanted to fuck her. I think we were both so turned on and so we walked in and she went and spoke to Mrs S who owns the store and we went through to a back room. Like a little lounge. I've never been there before.

We started kissing as soon as we got in there and she undid my belt and pants and started to suck me off. She was very horny and I needed it so badly. I felt like my balls were gogin to explode.

After a little bit she said don't you dare cum and she sat me on a chair, took off her g string and lifted her dress and took my cock inside her. She was super keen and started fucking herself on my cock. It didn't take long for her to cum and the she was telling me to fuck her and cum inside. her so i did. lol

While she was still sitting on my cock she said that the guy last night had made her suck his cock and lick his balls and ass and then fucked her but she didn't cum and was so horny today.

She got off me and we kind of cleaned up and we went out. As we were walking out. She said the guy from the cafe replied to her message. I asked her what her message was and she said she told him she really liked him looking at her. He replied he'd like to see more of her so she sent him a picture of her nipple. Shes such a slut sometimes.

Anyway she kissed me goodbye and I went to work!

hornedhubby
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Re: My girlfriend and my boss

Unread post by hornedhubby » Tue Aug 26, 2025 8:48 am

Wow. Thru the Wardrobe and into a sexual Narnia!

Such a lucky Edmund. Say hello to Mr. and Mrs. Beaver, please.

When you return, you might want to visit Diagon Alley. Just next door.

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