Girlfriends first date

For cuckoldresses and the men who serve them.
venus-can99
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Re: Girlfriends first date

Unread post by venus-can99 » Sun Jul 07, 2024 1:54 pm

Looking forward to your updates

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Sun Jul 14, 2024 8:44 pm

Hello there everyone, so. First of all, my apologies if I've kept you all waiting. I won't lie, this heat just knocks me out when I get home from work and all of that, so, yeah. Anyways, let me go on and actually talk about some updates. Last weekend, I invited James out to talk, just me and him. Tbh, with everything going on. With him taking Alex and hanging out with her at the gym pretty much every tuesday and Saturday. I got to talking with James hanging out, and gave him my permission to take my girlfriend out for dates if he'd like to also. I know this may seem out of left field, especially since I dont tell every single thing going on on the thread. But, yeah. I told James he has my full express permission to do so, and that we trust him. With that in mind, he said that he might do things like movies and dinners and all of that, things he already has been doing a bit when they've hung out. So, for now. That's how that might play out with them it seems. Also, next weekend. We will all be meeting for a fun time together to celebrate us having known James now for a year. And, just to preface things before I get any messages asking. Yes, Alex is on bc. Anyways, let me continue. So, we will be celebrating by her and James having bare sex for our naughty time. No, he won't be cumming inside of her before anyone asks. And James for our celebration wanted to be safe on that, and so, yeah. Bare sex, with my girlfriend on her birth control is how we'll be celebrating our first year knowing James. I don't know if there will be a second, but. With how much I'm loving this, and Alex is too. Hopefully we'll get there. Haha, anyways. Just thought I'd let you all know. And I'll try to also get around to typing up our long, wild, Spur of the moment meet up we had like 2 to 3 weeks ago soon. I'll talk to ya'll later.

venus-can99
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Re: Girlfriends first date

Unread post by venus-can99 » Sun Jul 14, 2024 9:35 pm

Sounds awesome…. Hope you find the energy to describe the anniversary celebrations and some of the ones from 2-3 weeks ago

nutjob
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Re: Girlfriends first date

Unread post by nutjob » Mon Jul 15, 2024 6:07 am

DeAd so7 wrote:
Sun Jul 14, 2024 8:44 pm
No, he won't be cumming inside of her before anyone asks.
You may still want to contemplate what happens if he does, and discuss that with Alex. I'm not saying James is going to intentionally cross the boundaries you've set, but things can happen in the heat of the moment -- maybe his orgasm comes out of nowhere and Alex has her legs around him so he can't easily extract himself, or she's about to have her own orgasm and at the moment doesn't want him to pull out because doing so will stop her from coming. Stuff like that.

Again, not saying James, or Alex, or you will deliberately go against that plan, but you might want to consider what happens if things don't go according to plan in that moment.

Otherwise, I hope you all have an incredible time celebrating! I hope James and Alex have a ton of orgasms together, and I hope you have the time of your life watching them!

Dream Weaver
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Re: Girlfriends first date

Unread post by Dream Weaver » Mon Jul 15, 2024 7:21 am

nutjob wrote:
Mon Jul 15, 2024 6:07 am
DeAd so7 wrote:
Sun Jul 14, 2024 8:44 pm
No, he won't be cumming inside of her before anyone asks.
… maybe his orgasm comes out of nowhere and Alex has her legs around him so he can't easily extract himself, or she's about to have her own orgasm and at the moment doesn't want him to pull out because doing so will stop her from coming. Stuff like that.
Man, great points. And I think two people who do have that sort of super intimate experience really are more likely to bond.

Following this has been very slow compared to some threads here, but it seems like dominoes are simply falling in slow motion, not all at once. I think it’s great he’s talking with her fuck buddy?/friend with benefits? In such an honest and open manner. Definitely giving him the submissive cuck signals without being crass about it and the other guy is still being super respectful.

Good luck Dead so7!

Dream Weaver
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Re: Girlfriends first date

Unread post by Dream Weaver » Mon Jul 15, 2024 8:06 am

I just had another thought. This is like a cucking without the cruelty that is sometimes entails. Your gf is onboard, the other guys is nice, maybe to a fault,

It’s almost a Hotwife situation… but it’s got this element of “pushing the envelope” that maybe isn’t there with that. And an element of exclusion as well.


Fascinating!

nutjob
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Re: Girlfriends first date

Unread post by nutjob » Mon Jul 15, 2024 9:25 am

> It’s almost a Hotwife situation… but it’s got this element of “pushing the envelope” that maybe isn’t there with that. And an element of exclusion as well.

From what's described, everything in the relationship has been discussed and negotiated with and between all three participants, and James seems to respect Alex and DeAd so7's boundaries. There doesn't seem to be any humiliation involved, Alex isn't denying DeAd so7 physical intimacy or prioritizing James over him, and there's no sense that Alex is somehow the one in control and DeAd so7 is along for the ride.

To me, it seems like DeAd so7 and Alex are comfortable with Alex being intimate, emotionally and physically, with someone else, while DeAd so7 is her chosen romantic partner. Given that Alex and DeAd so7 don't seem to be interested in Alex being with anyone else, and with the growing comfort they have with James in their lives, I wonder if this is beginning to look more like polyamory.

Dream Weaver
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Re: Girlfriends first date

Unread post by Dream Weaver » Mon Jul 15, 2024 10:25 am

nutjob wrote:
Mon Jul 15, 2024 9:25 am
>
From what's described, everything in the relationship has been discussed and negotiated with and between all three participants, and James seems to respect Alex and DeAd so7's boundaries. There doesn't seem to be any humiliation involved, Alex isn't denying ….growing comfort they have with James in their lives, I wonder if this is beginning to look more like polyamory.
I agree.

readyy2009
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Re: Girlfriends first date

Unread post by readyy2009 » Mon Jul 15, 2024 10:30 am

How strong is your sex life with Alex when she is not with James? Do you and Alex have sex without talking about James?

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Mon Jul 15, 2024 8:33 pm

readyy2009 wrote:
Mon Jul 15, 2024 10:30 am
How strong is your sex life with Alex when she is not with James? Do you and Alex have sex without talking about James?
Hell yeah we do. To be honest, because of some very stressful stuff that was just going on in our lives, as well as I'm sure us, having fun with James. Our sex life did Peter out a bit, for a few months. But, tbh. Recently, we have been having quite a bit of fun *wink* *wink* with no talk of James, as well as some here and there even before these past few weeks.

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Mon Jul 15, 2024 8:42 pm

nutjob wrote:
Mon Jul 15, 2024 6:07 am
DeAd so7 wrote:
Sun Jul 14, 2024 8:44 pm
No, he won't be cumming inside of her before anyone asks.
You may still want to contemplate what happens if he does, and discuss that with Alex. I'm not saying James is going to intentionally cross the boundaries you've set, but things can happen in the heat of the moment -- maybe his orgasm comes out of nowhere and Alex has her legs around him so he can't easily extract himself, or she's about to have her own orgasm and at the moment doesn't want him to pull out because doing so will stop her from coming. Stuff like that.

Again, not saying James, or Alex, or you will deliberately go against that plan, but you might want to consider what happens if things don't go according to plan in that moment.

Otherwise, I hope you all have an incredible time celebrating! I hope James and Alex have a ton of orgasms together, and I hope you have the time of your life watching them!
We have. And so, with that in mind. Our measures against that are this. For one, she is on birth control as I said, two. My girlfriend does roughly track her cycle with one of those apps, so, were also doing it on a very safe day. As well as other measures we're doing to keep safe. Again, I don't know if I talked about it here, but. James of course does not want a child, and of course neither do we. So, we're trying to keep as safe as possible while enjoying the fun that is bare sex.

nutjob
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Re: Girlfriends first date

Unread post by nutjob » Tue Jul 16, 2024 9:02 am

DeAd so7 wrote:
Mon Jul 15, 2024 8:42 pm
We have. And so, with that in mind. Our measures against that are this. For one, she is on birth control as I said, two. My girlfriend does roughly track her cycle with one of those apps, so, were also doing it on a very safe day. As well as other measures we're doing to keep safe. Again, I don't know if I talked about it here, but. James of course does not want a child, and of course neither do we. So, we're trying to keep as safe as possible while enjoying the fun that is bare sex.
That's the pregnancy side of things. You have, like, three or four different mechanisms to avoid pregnancy, and honestly, hats off to that -- that's, like, three or four times more than some people have. :)

By the same token, though, there's no mechanism to avoid him coming inside her other than what everyone has agreed upon, and there's always the possibility that it goes off-script. What happens if, oops, they fall off the bed just at the wrong moment and James comes in her? What happens if she asks him, in the heat of the moment, not to pull out? Or she's having her own orgasm, legs wrapped around him, and is so wrapped up in her own pleasure she doesn't realize he's about to orgasm? What happens if aliens come in and stun him with phasers so that he can't move to free himself of her?

I'm not saying any of these things are even remotely likely, but winning the lottery is highly unlikely, and there always seems to be somebody who wins eventually. In the same way you might daydream about what you'd do if you won a $100 million lottery prize, it might be worth thinking about, and/or discussing with Alex, what you -- and Alex, and James -- would do (how you would think, feel, and react) if you all are the unfortunate winners of the "James inadvertently comes inside Alex for whatever reason" lottery.

If nothing else, it might just be another opportunity to reinforce just how important the "no coming inside Alex" line is to not cross.

Please don't misunderstand: I'm not trying to ruin your fun, and I genuinely hope the three of you have a fucking amazing time, and an amazing time fucking. I just don't want it to end up being a disaster because something unexpected happens that no one was prepared for.

Mkliny442015
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Re: Girlfriends first date

Unread post by Mkliny442015 » Wed Jul 17, 2024 9:12 pm

I read back early in your thread from
When you first posted to catch up. You said your fantasy is to have her “fall in love” with him or another guy. Just curious if you still feel that way or now that you have experienced the real thing do you want to slow that down? A year is a very long time, and my wife dated her last boyfriend for almost three years. The turning point was about a year when they started having unprotected sex and she did fall in love with him, i can say from experience sperm bonding and him cumming inside my wife definitely changed their dynamic. Of course you can fall in love only having protected sex but it’s almost inevitable once they start sharing that fluid bond. Im a big fan of taking everything slow but is cumming inside of her off the table completely or will you and her consider it in the future?

Mkliny442015
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Re: Girlfriends first date

Unread post by Mkliny442015 » Wed Jul 17, 2024 9:13 pm

I read back early in your thread from
When you first posted to catch up. You said your fantasy is to have her “fall in love” with him or another guy. Just curious if you still feel that way or now that you have experienced the real thing do you want to slow that down? A year is a very long time, and my wife dated her last boyfriend for almost three years. The turning point was about a year when they started having unprotected sex and she did fall in love with him, i can say from experience sperm bonding and him cumming inside my wife definitely changed their dynamic. Of course you can fall in love only having protected sex but it’s almost inevitable once they start sharing that fluid bond. Im a big fan of taking everything slow but is cumming inside of her off the table completely or will you and her consider it in the future?

MY APOLOGIES For the DOUBLE POST

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Wed Jul 17, 2024 10:06 pm

nutjob wrote:
Tue Jul 16, 2024 9:02 am
DeAd so7 wrote:
Mon Jul 15, 2024 8:42 pm
We have. And so, with that in mind. Our measures against that are this. For one, she is on birth control as I said, two. My girlfriend does roughly track her cycle with one of those apps, so, were also doing it on a very safe day. As well as other measures we're doing to keep safe. Again, I don't know if I talked about it here, but. James of course does not want a child, and of course neither do we. So, we're trying to keep as safe as possible while enjoying the fun that is bare sex.
That's the pregnancy side of things. You have, like, three or four different mechanisms to avoid pregnancy, and honestly, hats off to that -- that's, like, three or four times more than some people have. :)

By the same token, though, there's no mechanism to avoid him coming inside her other than what everyone has agreed upon, and there's always the possibility that it goes off-script. What happens if, oops, they fall off the bed just at the wrong moment and James comes in her? What happens if she asks him, in the heat of the moment, not to pull out? Or she's having her own orgasm, legs wrapped around him, and is so wrapped up in her own pleasure she doesn't realize he's about to orgasm? What happens if aliens come in and stun him with phasers so that he can't move to free himself of her?

I'm not saying any of these things are even remotely likely, but winning the lottery is highly unlikely, and there always seems to be somebody who wins eventually. In the same way you might daydream about what you'd do if you won a $100 million lottery prize, it might be worth thinking about, and/or discussing with Alex, what you -- and Alex, and James -- would do (how you would think, feel, and react) if you all are the unfortunate winners of the "James inadvertently comes inside Alex for whatever reason" lottery.

If nothing else, it might just be another opportunity to reinforce just how important the "no coming inside Alex" line is to not cross.

Please don't misunderstand: I'm not trying to ruin your fun, and I genuinely hope the three of you have a fucking amazing time, and an amazing time fucking. I just don't want it to end up being a disaster because something unexpected happens that no one was prepared for.
We've talked about it and prepared for it. Don't worry.

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Wed Jul 17, 2024 10:15 pm

Mkliny442015 wrote:
Wed Jul 17, 2024 9:12 pm
I read back early in your thread from
When you first posted to catch up. You said your fantasy is to have her “fall in love” with him or another guy. Just curious if you still feel that way or now that you have experienced the real thing do you want to slow that down? A year is a very long time, and my wife dated her last boyfriend for almost three years. The turning point was about a year when they started having unprotected sex and she did fall in love with him, i can say from experience sperm bonding and him cumming inside my wife definitely changed their dynamic. Of course you can fall in love only having protected sex but it’s almost inevitable once they start sharing that fluid bond. Im a big fan of taking everything slow but is cumming inside of her off the table completely or will you and her consider it in the future?
I still very, VERY much feel that way. Tbh, it's my biggest, dirtiest, naughtiest fantasy of mine. But, as for cumming inside? For now, it is off the table. Again, neither James, nor we are wanting to have a child. And all that does is increase the risk. We're doing everything we can to minimize that risk while we all get to enjoy my girlfriend and him having bare sex. But, yeah. For now, it's a no. And I do not know if it'll ever happen. Me and Alex like to stay safe, and as much as I want to say they should say fuck it and do it. There is a much, MUCH bigger gap than what I think is hot vs. Being responsible. And tbh, James seems the same way. When we proposed us having some bare sex fun if he'd like. James was very vocal, and communicative about being safe. And tbh, I wouldn't have it any other way. But, yeah. For now, to answer your question. It's going to be a no. Will it happen in the future? Maybe. But, everyone involved. Alex, me, and James would like to keep this as safe as possible. And allowing that is just removing one less fence between us having fun, and us possibly having a sudden 18+ year commitment. So, yeah. If you have any other questions btw. Shoot!

venus-can99
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Re: Girlfriends first date

Unread post by venus-can99 » Thu Jul 18, 2024 7:14 am

All three of you seem to be keeping safety in mind and acting responsibly. Thats wonderful to hear.

Mkliny442015
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Re: Girlfriends first date

Unread post by Mkliny442015 » Thu Jul 18, 2024 2:52 pm

DeAd so7 wrote:
Wed Jul 17, 2024 10:15 pm
Mkliny442015 wrote:
Wed Jul 17, 2024 9:12 pm
I read back early in your thread from
When you first posted to catch up. You said your fantasy is to have her “fall in love” with him or another guy. Just curious if you still feel that way or now that you have experienced the real thing do you want to slow that down? A year is a very long time, and my wife dated her last boyfriend for almost three years. The turning point was about a year when they started having unprotected sex and she did fall in love with him, i can say from experience sperm bonding and him cumming inside my wife definitely changed their dynamic. Of course you can fall in love only having protected sex but it’s almost inevitable once they start sharing that fluid bond. Im a big fan of taking everything slow but is cumming inside of her off the table completely or will you and her consider it in the future?
I still very, VERY much feel that way. Tbh, it's my biggest, dirtiest, naughtiest fantasy of mine. But, as for cumming inside? For now, it is off the table. Again, neither James, nor we are wanting to have a child. And all that does is increase the risk. We're doing everything we can to minimize that risk while we all get to enjoy my girlfriend and him having bare sex. But, yeah. For now, it's a no. And I do not know if it'll ever happen. Me and Alex like to stay safe, and as much as I want to say they should say fuck it and do it. There is a much, MUCH bigger gap than what I think is hot vs. Being responsible. And tbh, James seems the same way. When we proposed us having some bare sex fun if he'd like. James was very vocal, and communicative about being safe. And tbh, I wouldn't have it any other way. But, yeah. For now, to answer your question. It's going to be a no. Will it happen in the future? Maybe. But, everyone involved. Alex, me, and James would like to keep this as safe as possible. And allowing that is just removing one less fence between us having fun, and us possibly having a sudden 18+ year commitment. So, yeah. If you have any other questions btw. Shoot!
I like the way you think and have gone about everything, you seem to have a level head and being responsible is always best. At the same time I'm sure in the heat of the moment anything can happen too and you sound like you are prepared for the “what if’s”.

I had the same experience, my wife wasn’t ready yet to have unprotected sex with anyone so she thought she was playing it safe using condoms and quickly learned things do happen. A few years back she started hanging out with this guy, nothing serious just fuck buddies. She described the sex as the wildest she had in her life and he was like a pornstar. She wasn’t on birth control and assumed condoms were enough. One night during sex he pulled out just before he was going to cum and ripped the condom off and used his hand to finish. He shot a giant load of cum all over her vagina and she was laying on her back legs open and some of it got in her. She cleaned off in the bathroom but she was kind of worried because she was ovulating. The next day I found myself in the store buying my wife Plan B . I kind of laughed to myself thinking how far we came as a couple to being hopeful she would do this to now buying her Plan B because some other guy may have got her pregnant. It was a turn on but nerve wracking at the same time. She didnt end up getting pregnant and it was still a nervous wait for her to get her period. But the good that came out of it was she decided to get an IUD so we wouldn’t have to worry again. She still practices safe sex and the only time she has let another guy finish inside her was when she was dating her long term boyfriend.

When she is ready and you are ready you will know. I didnt plan it with my wife i told her let it happen naturally and it eventually did and it was beautiful. But that moment only comes once, the first time another man cums in your wife or girlfriend is a moment to savor. In the meantime enjoy the ride.

wanker69
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Re: Girlfriends first date

Unread post by wanker69 » Tue Jul 23, 2024 12:42 am

DeAd so7 wrote:
Wed Jul 17, 2024 10:15 pm
I still very, VERY much feel that way. Tbh, it's my biggest, dirtiest, naughtiest fantasy of mine.
Have you told her that you would want her to fall in love? Do you think she will get there with James?

I hope you had a wonderful weekend!

patw3268
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Re: Girlfriends first date

Unread post by patw3268 » Thu Jul 25, 2024 5:35 am

De,
I read his whole thread. Wow. I wanted to revisit when you first officially became a cuckold and say congratulations again. I was happier for you than for your gf or James. I am a wannabe and was living vicariously through you. Powerful stuff.

I really like that you guys have set up this semi poly lifestyle and that you’re not humiliated by them and that you’re not pussy-free. I wasn’t sure you could have the whole package and you proved my thinking wrong.

I would like to know if she would be open to truly loving two men at the same time. Can her heart be in love twice. Is there a stage where you could go 50/50 with her time?

If she could really handle that, would love to see you and James be genuine friends. I think you should invite him to go golfing or go to a game/event together. Maybe I’m in the minority but it be so cool to have a hetero-poly friendship.

Mkliny442015
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Re: Girlfriends first date

Unread post by Mkliny442015 » Thu Sep 19, 2024 7:13 am

Any updates? Good or bad?

brooding556
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Re: Girlfriends first date

Unread post by brooding556 » Tue Sep 24, 2024 10:10 am

Not gonna lie, I have a not-so-great feeling about DA falling off posting completely right as James and Alex had their first session unprotected.

Been following since the beginning, best of luck DA and hope you're doing well!

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Thu Sep 26, 2024 10:16 pm

brooding556 wrote:
Tue Sep 24, 2024 10:10 am
Not gonna lie, I have a not-so-great feeling about DA falling off posting completely right as James and Alex had their first session unprotected.

Been following since the beginning, best of luck DA and hope you're doing well!
Hey, sorry if I've worried you. Tbh, quite a bit has happened since I last talked. Nothing bad, not really. I'm just really, REALLY lazy recounting the entire story again sometimes. Making sure I'm getting everything, and yeah. Sorry. Tbh, one of the guys I talk to kind of made a summarization for me of that evening, and, yeah. I'll probably post them here soon. Hopefully the message hasn't gotten deleted from the inbox overfilling. But, yeah. I am so, so sorry if I've worried you. And I'll speak here again soon.

venus-can99
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Re: Girlfriends first date

Unread post by venus-can99 » Fri Sep 27, 2024 6:01 am

Good to see you back DA and glad that things are well. Looking forward to your posts.

brooding556
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Re: Girlfriends first date

Unread post by brooding556 » Fri Sep 27, 2024 9:57 am

DeAd so7 wrote:
Thu Sep 26, 2024 10:16 pm
brooding556 wrote:
Tue Sep 24, 2024 10:10 am
Not gonna lie, I have a not-so-great feeling about DA falling off posting completely right as James and Alex had their first session unprotected.

Been following since the beginning, best of luck DA and hope you're doing well!
Hey, sorry if I've worried you. Tbh, quite a bit has happened since I last talked. Nothing bad, not really. I'm just really, REALLY lazy recounting the entire story again sometimes. Making sure I'm getting everything, and yeah. Sorry. Tbh, one of the guys I talk to kind of made a summarization for me of that evening, and, yeah. I'll probably post them here soon. Hopefully the message hasn't gotten deleted from the inbox overfilling. But, yeah. I am so, so sorry if I've worried you. And I'll speak here again soon.
no apologies necessary my dude. really looking forward to the update when you get around to posting.

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