Girlfriends first date

For cuckoldresses and the men who serve them.
brooding556
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Re: Girlfriends first date

Unread post by brooding556 » Sat Oct 05, 2024 11:05 am

Thinkin about ya DA - hope you're enjoying your Saturday.

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Sun Oct 06, 2024 9:32 pm

brooding556 wrote:
Sat Oct 05, 2024 11:05 am
Thinkin about ya DA - hope you're enjoying your Saturday.
Thanks, I appreciate it. Getting some things ready right now for tomorrow, in the meantime. I'm going to see about posting those updates, sorry for the wait! Just to preface this btw. The guy I was talking to categorized them into short and sweet paragraphs just generally putting down what I had said to him about what happened that night, though, there are a few things I want to say first. One, I never finished telling him what happened the second day when James was over that night we all had fun with James going bareback. Two, there are also one or two extra things that happened the guy threw in there after I talked with him about it. To preface, James and Alex went and saw a couple movies together a couple weekends, one of them was the new Deadpool when it came out, and another movie I am absolutely spacing on, haha. Besides all that, to get ahead and talk about the first event again. Before anybody asks, no, James did not cum inside of my girlfriend. We wanted to have fun doing this, but, SAFETY was also most important. So, we discussed it with him before. And like the gentleman he has been to us, he did not cum inside of her. Now, besides that, I'll go ahead and copy and paste the stuff when I can. I'm going to go ahead and go over it a bit in the meantime to make sure there isn't anything too, too sensitive the guy I talk to put into the thing. But, yeah. I'll do it when I can rn.

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Sun Oct 06, 2024 10:03 pm

To preface this, there are a few things I feel a bit sensitive talking about here. Nothing against yall, but. Yeah, that said. Here is all the entirety of their time they had together that I talked to with this one guy. Keep in mind with that said, sorry. But, I just did a quick look and no editing, so, yeah. Sorry for my laziness, but with that said. There are a few things here I may not feel comfortable discussing with yall as I talked about with this one guy, anyways. Here it is, and my next message will contain the movie stuff I had talked about in my message before this one.

An update. The last few weeks have really been intense. I've been talking with somebody else in private messages and journaling the situation. So if some paragraphs seem a little disjointed or not quite in order, forgive me. But I can't re-edit everything without wanting to give up. So you get what you get.

My emotions have been all over the place, but I'm good now, don't worry. Sorry I haven't been on. I did something most definitely stupid (or maybe not) and it really made me take a step back and reevaluate. As you know, we'd made a plan for something special, James going bare. But there have been another "subplot" which I'll get to. As we were leading up to the big day,

The "anniversary" event. Anyways, fuck man. We went to dinner with James and all that, well, he made it. And it was nice, albeit both nerve wracking and exciting when he would lightly flirt with Alex. Thankfully we went to Texas roadhouse and it was packed for the most part. So it wasn't like anybody heard. Just fuck man. I feel like my hands shake thinking about those two. Anyways, let me move on. So, we get back home and of course kind of go through the motions like we've kind of done before. In the living room on the couch, letting our stomachs settle as we relax and have some drinks. But fuck man. It was wild that weekend. Complimenting her like he always does and shit, talking about gym stuff, life, all of that while he is just fucking feeling her up in front of me. Well, things got heated quick thereafter man and James and her start heading for the bedroom while I'm just hovering around them like a damn fly on the wall, Alex tries to include me.

I'll be honest, there were times thinking about James just fucking overwhelms her and I can't help but feel like crying even while I'm hard thinking about them bonding so much. I've pretty much opened my girlfriend up to him utterly, I've watched them kiss passionately both during sex and not, hang out as both friends and almost lovers in a twisted sense, and just all but handed her to him on a silver platter. I don't want to lose her, I don't.

So, we make it back to our place I remember after the dinner. Alex led James to the living room while I went and got us some drinks so we can talk some more thereafter. Relax and just have some fun together. We didn't drink nothing crazy of course. Alex had some zero sugar margaritas in the fridge if I can recall, so we had some of those. I being the cuck that I am (haha) sat across from them as we all just chatted away. James telling us about his day and visa versa. Eventually, things got a bit naughtier when Alex I remember was just feeling all up all over James as I just sat there and watched. I think I remember James coming out soon there after giving Alex a bit of her own treatment, as james kind of slowly felt her up too talking about the gym and shit. And fuck man, must I tell you I was hard as a fucking ROCK watching this. Seeing Alex kind of take much more shallower breaths out of excitement from James feeling her up, fuuuuck. Eventually, Alex asked James if he wanted to come with her to the bedroom. And so, of course. He did, as I followed along behind him. Which, btw. Alex had these sexy blue jeans on I think I remember her wearing that James was just absolutely ogling her over as he followed I remember seeing. Anyways, we get to our bedroom and I quickly get out of the way as james and Alex as far as I could tell we're just completely eye fucking each other as I just fucking sat there on that scratchy ass chair.

Anyways, they're taking off their clothes, eye fucking each other as I said. As I move around them to sit down. At that point, I pretty much ripped off my jeans at the same speed as them just watching them be all crazy for one another. Eventually, as Alex is taking off her bra, she turned to me with her usual wild fuck me face, that i KNOW shes very horny then when she has it, as she told me she loves me. Eventually, we're all naked just about. Eventually, and I forget who moved towards who first. But, James and Alex were just ALL over each other man, feeling each other chests, their butt, everything. As I'm just sitting there watching alex's cute sexy ass getting felt up by James as they just stared at each other if I can recall. Eventually, James piped up and asked us both if were truly fine with him going bare. Which, I'm not going to lie, I think him asking that just made my girlfriend all the more hornier for him because I just remember seeing them stare at each other dead in the face as she said yes. Of course, I said yes. And tbh, it just really, REALLY makes me grateful that James is not an idiot who just thinks with his dick as I've seen other horror stories of bulls around seem to suggest. Anyways, of course I said yes. And I think I remember at this point, I am so fucking hard that I just about came just watching them stare at each other like that. Eventually, Alex and James are kissing each other softly like goddamn lovers if I can recall and just fuuuuck man. I think THEN it was around that time I actually came while I watched them if I can recall. Haha. Just thinking back to how they kissed and looked at each other. Just like fuck man.

I remember dipping out of the room for a bit to clean up. When I came back. James was ALL over her again much the same like last time, as Alex just fucking laid right under him. Just, fuuuck man. Seeing the woman you love and cherish pinned down by another man just drove me fucking crazy, which, thank God I brought tissue paper in with me this time. Because I was just in fucking disbelief watching James just completely dominate Alex right in front of me. Eventually of course, James pulls off to get a quick breath, and just fuck man. Hearing her moan as well as james being out of breath was just fucking surreal. Eventually, James is feeling Alex in all the way another man should never. And I just sat there, unawares and in my own world to how James is just completely controlling the situation. Haha. Eventually, I remember snapping out of my fantasy jacking off as I was just staring at each of their bodies, as Alex asked me if I am ok? I said yes. And I told her that I love her. And from there on, that was about all the speaking James seemed to allow, haha. As him and Alex began talking to one another. James just driving us both crazy telling her how sexy she is and how hard she's been working at the gym, and Alex the same back and shit. And just fuuuck man. If I could show you a before and after imagine of Alex without me being a complete ass doing so I would. Because fuck. Alex was never fat, but, you can now really tell that she has definitely lost a bit of weight. And her butt has just become sexier and sexier, I swear. Not that I didn't think she was sexy before or anything. But just, fuuuuck. Knowing James is encouraging her, helping her to get healthier, and he is pretty much reaping the benefits drives me wild.

Note - I don't know if I've made it clear before, but they have been going to the gym regularly on Tuesday/Saturday as part of our whole "relationship" for practically the last year once they became comfortable with each other. I am so, so grateful that he has been kind to the both of us, but, fuuuuck. I actually grow a bit rabid thinking about their gym time, wondering if they almost act like a couple not separating from one another there, maybe he acts like a trainer more for all I know, guiding her and helping her. I'm sure it's a bit of that, but just like. Fuck. Idk. Haha.

But to get back to the first event. Anyways, so, eventually. James asked Alex if she is ready after all of his compliments I remember, and asked the both of us again, if it is fine if he goes bare inside of Alex. Which btw, Alex just shuts him the fuck up by giving him a big kiss I remember. So, without anything really being said except for me, I just watched as james adjusted and stood at the edge of the bed as he just dragged my girlfriends sexy ass along with him. Eventually, and just fuck man. Watching how fucking hard he was, was wild. I got up out of my chair to watch it because I was just in disbelief it was happening. And eventually, he just fucking enters her. Alex moaned a bit with James doing the same I remember, and that scene is just fucking etched in my mind man. Like fuuuuuck. Imagine your wife or girlfriend with a man who seems to just sweep her off of her feet, and you're just standing there like a dofus as he enters inside of her BARE, I was fucking anxiety riddled watching it.

James being the absolute monster he is fucking dominates her. And just fuck, fuck, FUCK man. Watching them as they got closer and closer to each other was just fucking crazy. I was still standing I remember. And just in fucking awe as I watched him pound and pound and pound and pound into her. I'm not going to lie, I came again soon there after. And I remember wanting to fucking cry as I watched them absolutely enamored with one another. Thank God I didn't, but, fuck man. Eventually James is saying he is going to cum. I think it was after a minute or two after I did, and just fuuuuuck. Alex's moans are just ABSOLUTELY engraved into my mind. Watching James pump harder and harder into her, grabbing her sexy little waist as he pulls her in. Which, btw. Fuck you guys (playfully btw) for always talking about James possibly cumming inside of her after all, because, that was all I could fucking imagine as I watched him absolutely pound the ever daylights out of her on the bed. Especially seeing him just fucking death grip her hips it looked like to me. Haha.

So, thankfully James did pull out. Albeit I won't lie and say that I didn't think he cut it very close. Haha, as I said. He was fucking death gripping the shit out of her hips for awhile there while they were both moaning and groaning, and just fuuuuck. So, yeah. He pulls out and cums all over her, which btw. Was fucking wild watching. Watching another man's cum fly all over Alex unfettered was fucking crazy, and I won't lie, quite hair raising just seeing how far it went. So, James then plops down to the side of her, with them both kind of panting for a second I remember, and it was around I want to say maybe like a minute later? That Alex asked me if I can go get her some water. So, still being the standing, albeit weird feeling boyfriend I was, semi tuckered out myself now watching them. I fetched some water, and came back to a sight that was just... fuck. James semi over her again giving her some light tender kisses that just like, fuuuuck man. Anyways, didnt last long of course because I had arrived with the waters, they both take their sips. And Alex excuses herself to the restroom I remember. Afterwards, I gave James his privacy and went to go grab myself some water. After that, we all hung out for a bit. After showers of course, haha. Had some snacks, talked, and went into our respective rooms. And that was how that night went.

I just have to get this out there. But, seeing James just death grip the shit out of alex's hips was just so, SO fucking primal to watch man. I won't lie, it's kind of another one of those things after seeing them that has been kind of haunting me, you know? I've told you about them kissing, and just. Seeing them interact so primally in these ways just drives me crazy. Especially after seeing James just fucking cum, and cum, and cum all over Alex like he did. Seeing her and forgive my vulgarity. Public hairs being weighed down lightly by his cum. Watching the droplets kind of glide down her skin slowly as her stomach was moving from her breathing was just, FUUUCK.

But that's not all. The next day. I will talk about the next day, though forgive me for skimming on some details. So, nothing much happened during breakfast time. But, it was around I want to say brunch time, around 11 or barely 12. That things started kicking into gear a bit.

Alex has a punk rock t shirt she likes to wear casually around the house, a Sioxsie and the banshees t shirt she got years ago with her family. Its definitely got one of those ripped up and kind of worn t shirts for style if you know what I'm talking about, so, Alex was just casually wearing those in some cute nightmare before Christmas pj's. And I must say btw, she was PROBABLY trying to tease the both of us, because for one.

She wore no bra of course, just came out of the room wearing what she slept in. Which btw, I thought was definitely odd. Because usually she gets dressed more appropriately after brushing her teeth in the morning and everything. But, not today I guess. Haha. So, she just paraded her cute sexy butt all throughout the house in those pj's with nothing but her au naturale self. While James on the other hand was more properly dressed with the over night bag he brought. Anyways, it was around after we ate and sat down in the living room.

That James decided he had enough I guess seeing her cute sexy butt teasing him so I guess, so, he asked if he could sit next to us on the couch. Which, I said yes of course. Haha, and decided to give the two fuck bunnies their space. Which btw, Alex told me later she was just all sorts of fucking pent up excited waiting for him to make his move. So, when he did. The woman that I love, Alex told me she loved me of course, and just went to town with James. Kissing the ever loving shit out of him. Which, btw. I'm goddamn ROCK FUCKING HARD immediately watching them go at it like that.

But, of course from everything I've told you thinking back on it just watching James. He didn't let alex's domination over him last. And I just watched him meet her kisses with such a fuckinh crazy fervor man, like fuck. I think I remember around this time, just seeing him practically rip the clothes off of Alex, i had quickly gotten undressed myself. And I just stared in awe as they kissed and talked quickly back to each other between each kisses, back and forth. Back and forth, like fuuuuuck. So, eventually James has her standing up with him. As she is still wearing her pj's bottoms I remember. And James asked her around then if she'd like to continue in the other room. Which, thank God Alex had my back. Because of course you know I just changed the damn sheets last night after their absolutely crazy session they just had. So, thankfully Alex insisted they have sex there in the living room.

So, after Alex got James to sit back down on the couch. She must've been so, so fucking wired. At least that is my guess, because Alex went and sat on his lap there after. Which, btw. We do not have a big couch, haha. So, it was kind of uncomfortable it seemed like for the both of them a bit. Nevertheless, which, this is driving me so fucking crazy thinking about it now. But, I dont really remember them letting up on their kisses.

That said, eventually James had her stand up, and he so monstrously just pulled off her pj's exposing her her naked self to him. Which was just like, wow. Watching James do that to her. Which, btw. I think it was around this time I was about to cum, because James decided to play with Alex some more before going to the next part. I watched him play with her pussy. As she just stood there kissing him, panting and kissing, panting and kissing. And just fuck. I'm about to cum again now just remembering it. Haha.

Watching her hair getting all messy and frizzy from their crazy movements. Just fuuuck. Anyways, James asked her next if I can recall if she's ready. And of course from the absolute sexual mind fucking I just witnessed, of course she is. Haha. And James asked her if she wanted to fuck on the couch. Or on the floor, which, again. Thank God James is so fucking polite, because I also very much did not want to have to worry cleaning the couch up later. Haha. But, my girlfriend in all her wisdom 🙄 told him let's do it on the couch.

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Sun Oct 06, 2024 10:10 pm

Alrighty, here is what happened at the movies with them. Sorry again if there is any mess, but this is generally unedited from what that guy did.


Now for the "stupid" part. After this, in the next week or two, I was stupid and let my you know what guide me. I wanted to give James permission to really date Alex. So I did. He was respectful, he said he didn't want to bring her around others, but he said he wouldn't mid going to the movies with her, that kind of thing.

Tbh, just with everything being how it was with coming off of using condoms, and my stupid idea for James to invite her on a "date", plus work and the summer heat. I was just overwhelmed.

And I talked with James about him taking her out to the movies perhaps if he wanted. I told him that we haven't seen twisters, and unlike Alex. I have no desire to see it, so what the hell. Well, we talked for a bit, and he said he would love to take her out. And so, he did. On that Saturday, he took her out to the movies. But that's not all, afterwards Alex called me sounding up beat and happy and asked me kind of nervous I guess? If she can go to James's house to you know. I said fuck it, sure. Do what you want, and she did. But that's not all of course, she spent the night. And so that weekend, me and her didn't really get to hang put much because she was with James instead till Sunday evening. It really messed with my head. As for aftercare? No, she didn't. Neither did she bring it up. Again, last weekend she came back in the evening. And I won't lie man, she was tired and knocked out just about as soon as she got home.

Thinking about it, this stuff comes to me in waves, and it was just not a good time for me to enjoy that kind of stuff happening to me and I just kind of freaked. I won't lie, as I said, I don't want to lose Alex. And I don't see myself going out and finding another girl I can fall for as I have with her. That said, dating nowadays just seems so, SO crazy. But, just thinking about all of that, and just wanting to do nothing more but cuddle up with her instead of her getting fucked by James(haha) it was a bad combination.

Then the next weekend, James I guess asked her out, this time on his own to see if she wants to go see that new Deadpool movie. Something we've been talking about seeing, and Alex said yes.

I feel like so much has been happening, and I'm scared of losing her man. I wanted to so nothing more than to cuddle up with her and not let her go. I've been thinking about asking her to hold off, I won't lie. But, I feel like at that point I'm being selfish I guess? Plus, I've noticed after a day or two, maybe more I feel different about it. Idk, but. Just, yeah. Idk. I talked to her telling her that I wanted her to come back after the movies so we could cuddle and/or relax with each other. That said, last weekend when they were together definitely got me hot, hot, HOT. Besides of course me being a bit freaked as I have been. Besides that, I was also very much excited when they went to go see Deadpool. It was a fun time.

Tbh, I just tried to distract myself with food and watching something till she got home. That said, we had fun after she came back from the movies.

brooding556
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Re: Girlfriends first date

Unread post by brooding556 » Mon Oct 07, 2024 8:28 am

Wow dude, that update did not disappoint 😅

Kudos for sharing with such honesty, shedding light on the immense pain & pleasure that comes with an experience as intense as this.

I do have a question tho - where do you see all of this going? Alex and James have shown no signs of slowing down and they're far past the "honeymoon" time window of 3-6mo in typical relationships.

Are you open to the idea of James becoming a permanent (ish) sexual partner of Alex's if/when you two move toward marriage, starting a family, etc? (Assuming that's what you and Alex are working toward, apologies if not!)

wannabecUKold
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Re: Girlfriends first date

Unread post by wannabecUKold » Mon Oct 07, 2024 1:35 pm

Amazing up to the minute on the spot updates.
You will be glad to have that written record. It is staggeringly hot. Even your readership is fully turned in. No wonder you are beside yourself.
And then suggesting he take her out. More angst. But that felt right in the circs. They are human and it’s nice to imagine your girl enjoying herself with another man.

Ha - going to watch Deadpool… where Mr & Mrs DeAd live??

Rogueuser1
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Re: Girlfriends first date

Unread post by Rogueuser1 » Mon Oct 07, 2024 3:36 pm

Congratulations! Glad it went well. Don't worry about not sharing everything, some might complain but the majority of us are just happy you share anything at all!
My Tumblr: hopetobecucked.tumblr.com/
My BDSMLR: https://bdsmlr.com/blog/hopetobecucked

venus-can99
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Re: Girlfriends first date

Unread post by venus-can99 » Mon Oct 07, 2024 8:31 pm

Thanks for your very emotional update DA. Admire your honesty and the roller coaster your mind is when James and Alex go out on dates. Hope you’re getting time to communicate and connect with Alex.
Please continue to share what you feel comfortable with.

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Tue Oct 08, 2024 5:29 pm

brooding556 wrote:
Mon Oct 07, 2024 8:28 am
Wow dude, that update did not disappoint 😅

Kudos for sharing with such honesty, shedding light on the immense pain & pleasure that comes with an experience as intense as this.

I do have a question tho - where do you see all of this going? Alex and James have shown no signs of slowing down and they're far past the "honeymoon" time window of 3-6mo in typical relationships.

Are you open to the idea of James becoming a permanent (ish) sexual partner of Alex's if/when you two move toward marriage, starting a family, etc? (Assuming that's what you and Alex are working toward, apologies if not!)
Alright, so as for how things seem to stand. Yeah, for the foreseeable future, James is still going to be part of our lives in this capacity. That said, as for being a permanent ish partner for Alex and our relationship? I am unsure. I love Alex, and yeah, marriage and/or a family has crossed my mind before. But, with a future with James being with us for either of those? Idk. Something to think about, but, all I can say for now is what I said earlier, James is still going to be here apart of our lives for the foreseeable future, as far as I see. Well, that is what I'm seeing and feeling at least, same thing from Alex. That said, I'm not too sure about James, but, I believe this to be the case with him too, too. So, yeah. Anyways, hope I answered your question. And if you have anymore, lmk.

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Tue Oct 08, 2024 5:41 pm

Rogueuser1 wrote:
Mon Oct 07, 2024 3:36 pm
Congratulations! Glad it went well. Don't worry about not sharing everything, some might complain but the majority of us are just happy you share anything at all!
Thanks, I appreciate it.

DeAd so7
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Re: Girlfriends first date

Unread post by DeAd so7 » Tue Oct 08, 2024 5:44 pm

venus-can99 wrote:
Mon Oct 07, 2024 8:31 pm
Thanks for your very emotional update DA. Admire your honesty and the roller coaster your mind is when James and Alex go out on dates. Hope you’re getting time to communicate and connect with Alex.
Please continue to share what you feel comfortable with.
I appreciate the kind words, and yeah, we are.

wemightjust
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Re: Girlfriends first date

Unread post by wemightjust » Wed Oct 09, 2024 2:59 am

hi, have you actually spoken to Alex about what she wants? about what she sees is the future.
if you are having these thoughts and feelings, she should know and you should know, each others thoughts.

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