My girlfriend and my boss

[newcucktoo]

Hi All,
I have been reading here for a while and have really enjoyed your posts. I wanted to share a little about myself as I am learning more about myself by reading what you have to say and would appreciate your experience.

First things first, I am 21 and have a current girlfriend but I am really turned on by the idea of sharing her or seeing her with another man. Mainly with an older man.

After I read some of your comments, I have mentioned this to her. Just subtly. The first time was after we went to a work event and we were all dressed up in cocktail clothes and she was looking amazing was talking to one of the partners through the night.
She was wearing a red cocktail dress that cut low between her breasts and had a split up the side of her leg. Before we left she showed me how it showed her breasts and nipples if she leant forward, which was hot.

I could tell my boss was attracted to her and she also seemed to enjoy the conversation. At one stage they were out on the balcony together. They looked close but I don’t think anything happened. She was definitely into him. The next day we were talking about the night and how great it was and I mentioned that I thought that he fancied her. She blushed and denied it but also smiled like she enjoyed it. I gave her a kiss and a big hug and told her it turned me on. She seemed surprised but nothing much happened that day.
Oh you’d probably be interested in that my girlfriend was really horny after I told her about the partner when we had sex that night. She asked me if I really thought he liked her and I said yes very much. She noticed I was hard.

I should also mention that I think I am open to this way of thinking because I know my mother also saw other men when I was growing up. I don’t know if my dad knew. One of them was my father’s boss. She knew him for ages, and I first caught them together when I was in my teens. She also saw some other men that she told me about later.

So I think I’ll mention it again see if she wants to come into the office. What do you think?

Anyway, I am not sure what else to say at this point, but I’ll try and write more.

Thanks

[BallSpanking]

It sounds like you have an excited accomplice in your wife.
Go for it, you may soon have a Hotwife.

[Wantsomefunto]

Your girlfriend with your boss could become a difficult situation for you and her. The idea is hot, but think it through what it looks like after it happens.

Seems she is interested in older men, maybe ask if she wants to play a game where you go to a hotel bar, have her go in alone and sit at the bar to see who buys her a drink. You come in later and watch from a distance. Her cover story is she is waiting for a friend from work. See how far she will go with the game a few times.

[newcucktoo]

Hi Wantsomefinto,

That's a great idea. She actually did a thing like that already, although we didn't really plan it as a game. I was just late once. I am often held up at work and when I got to the bar she was talking to a couple of older business men. She was talking to one more than the other but they were both interested in her. And she seemed to like their attention. They had bought her a few drinks and she seemed to be having fun. It was quite noisy in the bar and I remember she was standing between the legs of one guy who was sitting on a bar stool. She was leaning into him to listen to him which looked hot. She would often put her hand on his leg to balance herself and I noticed the other guy standing behind her.

I watched her for a few minutes as she seemed to enjoy their company and then she saw me and called me over. She gave me kiss on the cheek and a hug and introduced me to the men. After a couple of minutes she kind of moved back between his legs and continued chatting. I noticed that he had his hand on her hip under her jacket and his beer in the other hand. I couldn't exactly see but I did imagine the guys thump caressing the bottom side of her breast as they chatted. But as I said I didn't actually see that because she was wearing a suit jacket.

At one stage the other guy asked me to help him get some more drinks and so we left her with him. It took ages to get a drink so I think we were away from them and out of view for about 20 minutes. She wasn't there when we got back and the first guy said that she had gone to the bathroom.

Later that night she said she needed to go because she was so turned on and he wanted her to go back to his room. She admitted she had kissed him and liked that he wanted to fuck her. So she had to get out of there while she was still thinking straight. She was very horny that night.

[newcucktoo]

So last night I told my girlfriend that my boss mentioned her again at work today. She wanted to know what he said and I told her he said that she was very beautiful and was asking where she worked and what she liked to do. I asked her if she was attracted to him and she acknowledged it. I wasn't sure what to say so I just kind of blurted out that it turned me on. She actually just smiled and said she knew! We didn't really talk about it any more then but I kept thinking about him taking her when we had sex. I felt a bit bad about that but couldn't help it. But she was also really turned on.

[Dream Weaver]

It sounds like you have an excited accomplice in your wife.
Go for it, you may soon have a Hotwife.

He's 21, she's a girlfriend and they meet at the bar when he gets off work (office job for a 21 year old, would be interesting what that might be. Mail room?), Good thing she's his age! She wouldn't be able to drink so she couldn't be in the bar with the businessmen.

[newcucktoo]

Hi, we are based in London so she is allowed to drink. She works in a large marketing agency where as I'm in a law firm. We don't work together but our offices are in the city and not too far apart. We often end up at the same bars after work.

[milehinbi]

Hot start here. Looking forward to progress reports.

[Dream Weaver]

Hi, we are based in London so she is allowed to drink. She works in a large marketing agency where as I'm in a law firm. We don't work together but our offices are in the city and not too far apart. We often end up at the same bars after work.

My apologies. Carry on.

[newcucktoo]

Hi Milehinb. Thanks for your support. I have to say it is a little nerve racking doing this. Both with my girlfriend and then telling you about it. So I guess we took a little step forward last night.

When she came to bed she was wearing a black nightie and I said she looked amazing. He hair was down and you could see her nipples though the silk. She will often wear something like that when she is horny. After I said how amazing she looked I kind of blurted out that " Peter would like to see you like this" Peter is my boss' name. I've changed it from his real one.

She looked a little surprised and paused and then smiled and said do you think so. Then she pushed one of the straps off her shoulder so her breast was showing more and said do you think Peter would like that. I of course said yes. Then she pushed the other strap off and let her top down so her tits were showing and said do you think Peter would like to see my tits. And I said yes.

She straddled me and whispered into my ear and said do you think Peter would like to see my tits again. I was a bit surprised and then she smiled and nodded acknowledging that he had seen them the other night. We talked more about Peter fucking her.

It was the first time so, it was amazing but also a bit scary.

[milehinbi]

Hi Milehinb. Thanks for your support. I have to say it is a little nerve racking doing this. Both with my girlfriend and then telling you about it.

It was the first time so, it was amazing but also a bit scary.

Most welcome. Thanks for your story. Love reading about a young couple exploring their sexuality.

Wondered if he got a look down her top at the party. Nothing gets a guy interested quicker than a look at the goods.

It’s crazy how the whole concept of sharing your woman gets the pulse elevated and breathing shallow. Even more so when you realize not only is she making your cock and Peter’s stiff but her naughtiness is raising masts all over as others read about your adventures.

[newcucktoo]

Well at the cocktail party I wasn't really sure what he had seen but last night she implied that he had seen her breasts after she deliberately leaned forward to show him.

[venus-can99]

He's 21, she's a girlfriend and they meet at the bar when he gets off work (office job for a 21 year old, would be interesting what that might be. Mail room?), Good thing she's his age! She wouldn't be able to drink so she couldn't be in the bar with the businessmen.

DW - I think you may be slightly behind the times on "Mail room" I know a few guys and gals who just graduated with CS degree - and have 6 figure incomes with big name companies

[Dream Weaver]

He's 21, she's a girlfriend and they meet at the bar when he gets off work (office job for a 21 year old, would be interesting what that might be. Mail room?), Good thing she's his age! She wouldn't be able to drink so she couldn't be in the bar with the businessmen.

DW - I think you may be slightly behind the times on "Mail room" I know a few guys and gals who just graduated with CS degree - and have 6 figure incomes with big name companies

Next thing you're going to tell me she's not working in the typing pool. SUUURRREEE.

[newcucktoo]

He's 21, she's a girlfriend and they meet at the bar when he gets off work (office job for a 21 year old, would be interesting what that might be. Mail room?), Good thing she's his age! She wouldn't be able to drink so she couldn't be in the bar with the businessmen.

DW - I think you may be slightly behind the times on "Mail room" I know a few guys and gals who just graduated with CS degree - and have 6 figure incomes with big name companies

Next thing you're going to tell me she's not working in the typing pool. SUUURRREEE.

What's a typing pool

[milehinbi]

Well at the cocktail party I wasn't really sure what he had seen but last night she implied that he had seen her breasts after she deliberately leaned forward to show him.

Men's eyes are like laser targeting systems when it comes to a peek of nipple. Sure he's thought about them many times since his preview. Is Peter married? Assume so as a partner in a law firm. Guessing he would love the opportunity for a little extracurricular activity with your honey and sounds like the idea of making it happen is growing on you both.

[ferrisandrews]

Nice! I had a partner of the firm talking with my wife years ago, and may have ended up doing something with her if I wasn't there. I still think about those moments though and what could have happened.

Glad you're encouraging her and I look forward to reading more updates from you!

[newcucktoo]

So tonight was pretty hot. We were both so horny after talking about my boss (Peter) fucking my girlfriend (Isla) last night.
Last night was the first time I confessed that had thought about her taking him. She said she knew. Tonight we were pretty keen and when we were kissing and undressing she was holing my cock and asked if had been thinking about Peter fucking her. I said I had been thinking about it all day. She said she had too. Which was so hot. She asked me if it turned me on that he wanted her. She said she knows he wants to fuck her because he messaged her. They exchanged numbers at the cocktail party. She asked me if I wanted to pretend to be Peter and fuck her like that. That blew my mind and she started to talk dirty as though I was Peter. I didn't last long!

She got me hard a second time by continuing to talk as though I was Peter. She even said she noticed his hard cock at the party and wanted to feel it inside her ever since. So that was fun!

[Cuckcuckgoose1]

"Trust, but verify".

[newcucktoo]

"Trust, but verify".

What do you mean?

[joel68]

Sounds hot. It appears that you guys are going to go forward with. Peter will fuck your gf , and soon. Does she think he has a big cock. I think you will find out soon enough.

Any thoughts as to when this will go down?

[newcucktoo]

It's funny but I'm not sure she actually wants to go through with it yet. I think she likes the idea and the attention and she definitely loved feeling his cock but I'm not sure she is ready to actually fuck him. She met his wife at the party too and after we had sex last night she was saying how lovely and beautiful his wife was. I met her too. Actually we danced after Peter introduced us.

But yes she does like his cock. She said his cock was thicker than me and his balls were heavier. She said she thought he would have so much cum and she wanted it to fill her. She said he produced beautiful children.

[milehinbi]

Hold up, lol. You said she noticed his cock and then later that she felt his cock and his balls. How'd that come about?

[Cuckcuckgoose1]

It's funny but I'm not sure she actually wants to go through with it yet. I think she likes the idea and the attention and she definitely loved feeling his cock but I'm not sure she is ready to actually fuck him. She met his wife at the party too and after we had sex last night she was saying how lovely and beautiful his wife was. I met her too. Actually we danced after Peter introduced us.

But yes she does like his cock. She said his cock was thicker than me and his balls were heavier. She said she thought he would have so much cum and she wanted it to fill her. She said he produced beautiful children.

I'm confused. When did she have a chance to feel/see his dick and balls? I thought they just me at a cocktail party?

[newcucktoo]

So when they were dancing and hanging out down stairs she said she felt his cock as they were dancing and touching. She said when they were dancing he said that he wanted to go somewhere to fuck her. So they went to a discrete room and made out and she briefly held his cock in his pants but it wasn't private enough for them to fuck. Which I think she's now relieved about because she was feeling pressured. But she held his cock and balls and wants his cum.