Amy's Self Discovery ... continued

[Irishjoe]

Hi all, I know it's been a while, so long in fact that my original posts have disappeared due to inactivity. It's actually been about two years, because there's been nothing happening on the hotwifing front to write about. But I'm hopeful that is about to change soon.

Quick catch-up. I don't know if any of you remember but after a good few years of hoping my wife Amy would sleep with another man she finally did, just to please me initially. She's a teacher (business studies) and had always been quite demure and proper, elegant in her dress sense and very beautiful. She was amazing when she did it and I loved her even more knowing how difficult it was for her to basically change her character for me.

Over a period of about a year she had two lovers, each of whom lasted a couple of months before fizzling out.

Covid came, and we were both very ill. Amy was hospitalised and took quite a while to recover. My business was expanding and I was struggling to cope, but with Amy's help and business nous we got back on track and had a better work/life balance, but the LS had to take a back seat. Quite vague I know, but that brings us up to date.

Business is going very well and Amy has taken a leave of absence from her job to work for the company. She's our financial director and also takes on the role of purchasing and negotiating deals with suppliers etc. etc. This will become relevant shortly.

Over the last year or two I only casually mentioned hotwifing every now and then. She never showed much enthusiasm for it so I didn't push it. She's had a couple of lunch dates but that's as far as they got. There was no connection, no spark there. There's been a change though.

One evening two weeks ago we were settling down after dinner and I noticed she was being very quiet, deep in thought. I asked if anything was bothering her and if everything was ok. "I'm fine," she said, "but I do have something to tell you. There's a guy I quite like."
My heart started to beat a little faster, knowing how choosy she is, and trying to look only slightly interested I asked her to go on. “I've liked him for quite a while now, but never acted on it because, well, it's someone you know, and I didn't think you'd approve.” She said.

We had agreed from the start that she would have full control over who she wanted to sleep with but not with anyone we know as it would be risky from a discretion point of view.

“ It's Ryan from Abc Electrical Suppliers.” (not the real company name)

“I remember him, I used to buy from him before you took over purchasing,” I replied, Tall, about 30? I've dealt with him a few times.”

“Actually, he's 29. “ she smiled.

Amy went on to tell me how she found Ryan attractive when he first started visiting her office with trade deals. After a few visits he began flirting very subtly with her and her first thoughts were that he was trying to get her to buy more from him. She's a very shrewd operator and that was never going to work with her.

But then he started calling in to her office when he didn't actually need to, or calling her on the phone about something trivial just to talk to her.

“There's just something about him,” she explained, “His confidence, the way he carries himself, his outgoing friendly demeanor, not to mention he's very good looking.” She grinned.

Ì asked if he'd directly came out with it and asked her out, or if she'd flirted back or encouraged him.

“ I think he was testing the waters to see if I was interested, so I gave him just a few little hints that I might be, but nothing more. I wanted to talk to you about it first.” She said, and I could detect a little flicker in her eyes that told me she wanted him. “ He knows you're my husband so I'm not sure how serious he is, but he said he hoped to see me at the charity function on Friday night.”

Every year we attend an industry charity function where we raise funds for various deserving charities. It's always in an up-market hotel with the usual round of speeches, music and dancing. It's usually a good night out although you always bump into people talking shop which bores me to tears.

“I've always trusted your judgement Amy, but I think we better discuss this more over the weekend before we do anything else,” I told her.

Amy agreed, and I could see a slight look of relief on her face.

So that's where we are at the minute, and after we weigh up the pros and cons over the next few days I'll post an update

[bbarnsworth]

There's definitely a risk factor in playing with someone that you know. There's always a question mark of what impact that might have. There's trade offs here. She knows him, is attracted to him, and is just organically leaning into him (so to speak). That sort of buildup is hard to have in getting together with someone from a site. On the flip side, if he were to reveal this affair, how damaging could that be? Only you and your wife can evaluate that.

For my wife and I, she's had several lovers who know a great many details about her and her life and could have caused harm but didn't. A couple of them have been here to our home, and she's played with them here. That's been quite enjoyable, and it's never caused an issue. Of course, that's anecdotal and wouldn't necessarily apply to you.

Evaluate carefully, weigh the pros and cons. You'll make the right call.

[Irishjoe]

There's definitely a risk factor in playing with someone that you know. There's always a question mark of what impact that might have. There's trade offs here. She knows him, is attracted to him, and is just organically leaning into him (so to speak). That sort of buildup is hard to have in getting together with someone from a site. On the flip side, if he were to reveal this affair, how damaging could that be? Only you and your wife can evaluate that.

For my wife and I, she's had several lovers who know a great many details about her and her life and could have caused harm but didn't. A couple of them have been here to our home, and she's played with them here. That's been quite enjoyable, and it's never caused an issue. Of course, that's anecdotal and wouldn't necessarily apply to you.

Evaluate carefully, weigh the pros and cons. You'll make the right call.

Thanks for your input. Amy has never went the way of selecting someone from the web. She prefers meeting a man in real life. Her previous boyfriends were from outside of town so this wasn't an issue. That said, I trust her judgement, I guess we'll know more in the next few days. We've had a couple of discussions this weekend.
It's Sunday evening here and we're about to talk again tonight.

[Wantsomefunto]

Hoping things work out well for you and Amy! Keep us updated.

[Long Lurker 34]

Hi all, I know it's been a while, so long in fact that my original posts have disappeared due to inactivity. It's actually been about two years, because there's been nothing happening on the hotwifing front to write about. But I'm hopeful that is about to change soon.

Quick catch-up. I don't know if any of you remember but after a good few years of hoping my wife Amy would sleep with another man she finally did, just to please me initially. She's a teacher (business studies) and had always been quite demure and proper, elegant in her dress sense and very beautiful. She was amazing when she did it and I loved her even more knowing how difficult it was for her to basically change her character for me.

Over a period of about a year she had two lovers, each of whom lasted a couple of months before fizzling out.

Covid came, and we were both very ill. Amy was hospitalised and took quite a while to recover. My business was expanding and I was struggling to cope, but with Amy's help and business nous we got back on track and had a better work/life balance, but the LS had to take a back seat. Quite vague I know, but that brings us up to date.

Business is going very well and Amy has taken a leave of absence from her job to work for the company. She's our financial director and also takes on the role of purchasing and negotiating deals with suppliers etc. etc. This will become relevant shortly.

Over the last year or two I only casually mentioned hotwifing every now and then. She never showed much enthusiasm for it so I didn't push it. She's had a couple of lunch dates but that's as far as they got. There was no connection, no spark there. There's been a change though.

One evening two weeks ago we were settling down after dinner and I noticed she was being very quiet, deep in thought. I asked if anything was bothering her and if everything was ok. "I'm fine," she said, "but I do have something to tell you. There's a guy I quite like."
My heart started to beat a little faster, knowing how choosy she is, and trying to look only slightly interested I asked her to go on. “I've liked him for quite a while now, but never acted on it because, well, it's someone you know, and I didn't think you'd approve.” She said.

We had agreed from the start that she would have full control over who she wanted to sleep with but not with anyone we know as it would be risky from a discretion point of view.

“ It's Ryan from Abc Electrical Suppliers.” (not the real company name)

“I remember him, I used to buy from him before you took over purchasing,” I replied, Tall, about 30? I've dealt with him a few times.”

“Actually, he's 29. “ she smiled.

Amy went on to tell me how she found Ryan attractive when he first started visiting her office with trade deals. After a few visits he began flirting very subtly with her and her first thoughts were that he was trying to get her to buy more from him. She's a very shrewd operator and that was never going to work with her.

But then he started calling in to her office when he didn't actually need to, or calling her on the phone about something trivial just to talk to her.

“There's just something about him,” she explained, “His confidence, the way he carries himself, his outgoing friendly demeanor, not to mention he's very good looking.” She grinned.

Ì asked if he'd directly came out with it and asked her out, or if she'd flirted back or encouraged him.

“ I think he was testing the waters to see if I was interested, so I gave him just a few little hints that I might be, but nothing more. I wanted to talk to you about it first.” She said, and I could detect a little flicker in her eyes that told me she wanted him. “ He knows you're my husband so I'm not sure how serious he is, but he said he hoped to see me at the charity function on Friday night.”

Every year we attend an industry charity function where we raise funds for various deserving charities. It's always in an up-market hotel with the usual round of speeches, music and dancing. It's usually a good night out although you always bump into people talking shop which bores me to tears.

“I've always trusted your judgement Amy, but I think we better discuss this more over the weekend before we do anything else,” I told her.

Amy agreed, and I could see a slight look of relief on her face.

So that's where we are at the minute, and after we weigh up the pros and cons over the next few days I'll post an update

IJ
- I recall your handle.
- We have some idea about Ryan, perhaps you could tell us about Amy, it has been awhile after all.

[venus-can99]

IJ hope you and Amy had a great discussion about Ryan. Hopefully it went well and the Charity Ball may prove eventful

[skoot1958]

If you do not want to just ask him upfront, then affair road is a way, he will think she is having an affair and you both will know she is HW, remember once she crosses that line you are not in control, she is in control, she is the one in the relationship with someone else

As she has come to you with the idea and she has been thinking about it, I can not see how you could say no, you just need to work out how to be supportive and for you both to enjoy the next steps

[Irishjoe]

So, over the past few days Amy and I have talked extensively about how she's feeling, our needs and desires, but our main concern is discretion.

Tonight as we sat on the couch having a glass of wine Amy leaned into me, her head on my shoulder. “ I've been thinking about Ryan.” She paused, then sat up. My heart quickened. “Ok, go on,” I replied, trying to sound calm.

“He's been pretty obvious lately, I think he's pretty serious about wanting to see me, romantically.”

“How about you? How do you feel about it now? I asked.

“Umm, I might have given him a little encouragement today on the phone.” She smiled mischievously.

“How?”

“He asked if you and I were both going on Friday night. When I told him we were he feigned disappointment and jokingly said he'd just have to go home after it without me then.”

“Go on.”

“ I said, you never know, play your cards right and we'll see.”

“Honestly, I want him too, I haven't felt this way about a man for a long time and if I'm going to do this, he's the one I want to do it with.” She said, leaning into my shoulder again.

“You know I could never jump into bed with just anyone Joe. There has to be a strong attraction, a spark for me. Ryan ticks all the boxes, and I think he'd be a good fit.”

“You know that's what I want for you, Amy, it just that we don't know if he'll be discreet, that's my only concern. I replied.

“We've talked this out before Joe, It's a concern for me too, but you know I won't do anything reckless, “her cheeks flushed, “I'll have a good talk with him at the charity night and if I get the slightest vibe that he'd be indiscreet I won't let things go any further if that's OK with you. He's not stupid, he'll know he has just as much to lose”

“ I've always trusted your judgement, I said, Iets leave it at that and we'll play it by ear, we'll know more on Friday night.” I agreed.

You won't be surprised to learn we've been having sex a lot this week!

[skoot1958]

If Amy get the right feeling, are you ok with Amy heading back to Ryan place Friday?

What approach are tou taking, Amy tell Ryan you ok with her being with Ryan, that is the easiest road moving forward or the affair approach ?

Amy is ready you just need to find a way of making it happen, the quicker Amy breaks the seal the easier it will be

It would be nice if you can paint a picture or Amy, age fighter, sexual appetite, we all like the details

[Curious450]

Great to have you back! Your previous threads were so wonderful :-)

[JRE2]

Great news for those of us who enjoyed Amy's previous adventures!

[venus-can99]

How did the event go and did Amy and Ryan get together afterwards?

[skoot1958]

Yes we are dying for an update

[54321]

Please continue!

54321