What moment was your chance?

A place for "wannabes" to compare notes. Talk about how close they are but not yet. Complain. Hopefully smile and enjoy.
HWHubbyHopeful
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What moment was your chance?

Unread post by HWHubbyHopeful » Mon Oct 06, 2025 8:39 am

Hi, these are two “tame” examples, but which moments do you wish you could go back and have again?

The first was when I organized a girls night out for her at a male strip club. She came home and I openly jerked off as she told me about the guys. She was surprised- but did not stop me. Wish I had told her to get a dance and wear a lower scooped top.

The other was when she was riding me once and said, “ I wish I could make your fantasies come true.”…I wish I had told her all she had to do was talk about it more.l.would have led to more open discussion. Sadly I was too shocked at the opening and missed it..

And you fellow wannabes?

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Photo Cuck S
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Joined: Tue Feb 19, 2008 8:33 pm

Re: What moment was your chance?

Unread post by Photo Cuck S » Tue Oct 07, 2025 1:48 pm

In my case, I had an inkling she might be open to such things before we were even married. The earliest I recall having that thought was one evening while we were dating, we had progressed from making out to my sucking her nipples. I was alternating, going from one to the other, and back, as we were loving what I was doing to, and FOR, her.

In the middle of doing it, a thought hit me - how I wished I could suck on both of her nipples at the same time, which then became how much would she love having that done. I stopped sucking long enough to tell her that I wished I had two heads so that I could do that, then went back to doing it. Afterwards while she was relaxing, I asked her if she thought having both nipples sucked at once, or a nipple and her clit being sucked at the same time, would feel good. She got a really naughty look on her face, and she breathily replied "Probably" in a tone that made me think she meant "YES!" but didn't want to be so obvious. At that point, I had the thought that my 17 year old girlfriend might like to take on a couple of guys at one time.

I revisited that after we were married. There was a period when I was concerned that I wasn't satisfying my wife as well as I would have liked to, as we had hit a "dry spell" sexually. She kept saying it wasn't me, but we know that when it isn't us, it is us that is the reason. So one day we were talking about a friend of mine who had long hair. She had said she would love to run her fingers through it, and I flashed back to what she said as a teen. I said I was sure he would enjoy her doing so, especially if she did while he was sucking her nipples. Or, better, while he sucked her clit and I sucked her nipples. She got flushed, and her breathing quickened, but she didn't say anything.

So, if I knew then what I know now, those would have been a couple of "those moments" I wish I could have back to try to capitalize on.

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Photo Cuck S
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Joined: Tue Feb 19, 2008 8:33 pm

Re: What moment was your chance?

Unread post by Photo Cuck S » Tue Oct 07, 2025 1:51 pm

In my case, I had an inkling she might be open to such things before we were even married. The earliest I recall having that thought was one evening while we were dating, we had progressed from making out to my sucking her nipples. I was alternating, going from one to the other, and back, as we were loving what I was doing to, and FOR, her.

In the middle of doing it, a thought hit me - how I wished I could suck on both of her nipples at the same time, which then became how much would she love having that done. I stopped sucking long enough to tell her that I wished I had two heads so that I could do that, then went back to doing it. Afterwards while she was relaxing, I asked her if she thought having both nipples sucked at once, or a nipple and her clit being sucked at the same time, would feel good. She got a really naughty look on her face, and she breathily replied "Probably" in a tone that made me think she meant "YES!" but didn't want to be so obvious. At that point, I had the thought that my 17 year old girlfriend might like to take on a couple of guys at one time.

I revisited that after we were married. There was a period when I was concerned that I wasn't satisfying my wife as well as I would have liked to, as we had hit a "dry spell" sexually. She kept saying it wasn't me, but we know that when it isn't us, it is us that is the reason. So one day we were talking about a friend of mine who had long hair. She had said she would love to run her fingers through it, and I flashed back to what she said as a teen. I said I was sure he would enjoy her doing so, especially if she did while he was sucking her nipples. Or, better, while he sucked her clit and I sucked her nipples. She got flushed, and her breathing quickened, but she didn't say anything.

So, if I knew then what I know now, those would have been a couple of "those moments" I wish I could have back to try to capitalize on.

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