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Is my(38m) gf(35f) fucking her brother(33m)? Should I?
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Ok, so I wanted to write this all down since this has progressed lately to a situation that now seems somehow plausible unless it's already happening without me. Before recently these things were all just kinda notions in my head fueled by my girlfriend's abnormally close relationship with her family. But more and more, it's starting to seem like I've been missing something.

When I met her 11 years ago Sarah had really short colorful hair and we got off to a really fast start. I being bisexual used to make jokes that when I fucked her from behind it was extra hot because sometimes I could imagine she was some cute barely legal twink boy with a really nice butt. Obviously I only made this joke already knowing that she was perverted enough to take it as a compliment. Oddly enough though there was always a sparkle of amusement in her eyes when she'd laugh at this particular comment.

When I met her brother I began to understand why. Aaron was only 2 years younger than her but they looked a lot alike. He had the same slender build, had the same cute nose and high cheek bones. He also was the type of self assured twinkish gay man that walked like a cat. He had this kind of sway so that I could almost imagine his tail lashing slowly from side to side. I almost found it obnoxious at first.

Now, as me and Sarah got to know each other and grew closer I realized she had a much different relationship with her family in terms of talking about sex than I had with mine. I'd never even seen my parents more than give each other a peck on the lips. I didn't really want to either. I grew up in a house where we didn't see nor hear nor talk about sex. The few times we watched any kind of movie where there was some sort of makeout scene were some of the most awkward moments of my childhood. But now i watched her talk openly with her mom and dad about her sexuality and sexual escapades and it was something I had to gradually get used to.

I remember one Christmas break her dad was over visiting one night and as usual had already had quite a few drinks which could usually be measured by his volume level and lack of any kind of filter. I was in the kitchen grabbing another round of drinks and I could hear him talking about his new girlfriend he had met at some hippy festival, and he shouted, "oh yeah Lacey has more hair on her ass than I do, you should see it!" It took me a little longer than it should to return with the drinks on that trip.

Her dad had a habit of being kind of a dope, and when he drank it certainly didn't improve things, but it's a good example of the type of open communication they had. I had no doubt that both her parents at the very least knew how big my cock was and had a reasonable rundown of our sexual escapades and partners since we'd met. I don't know what most of you have experienced, but this was a lot for a kid who grew up with a family that apparantly had no idea how babies were made.

Her younger brother Aaron was no exception. He didn't get along with her dad, and was a bit of the black sheep of the family. Sarah and Aaron were close though, they certainly talked in earnest whenever he came by about their latest exploits and goings on, vanilla and sexual. I'd gotten quite used to it after the first year or two and had actually gotten comfortable with being able to chat with what were quickly becoming new family members about personal sexual experiences. At least with some of them.

So eventually her Mom moved down south and her brother followed. Her dad stayed local with Lacey and her ass hair who was actually a really nice woman despite her taste in men. Once or twice a year Sarah would drive down south to visit her Mom and Aaron for a week or so while I stayed up here with the kids. We didn't really have the resources to take a full family vacation being young parents. Considering we were also young swingers in a completely open relationship, it wasn't a huge deal. Having some alone time was usually vacation in itself if we planned ahead.

So one of the first times she went down there she came back with a story to tell me and it was a kind of a, "ok sit down, have a strong drink, this is going to be intense" kind of story. Apparently Sarah and Aaron went out drinking one night. Not to a gay bar or anything like I'd expect Aaron to take her to. No they went to some country bar and somehow convinced a pair of guys who were supposed to be straight and wearing cowboy hats to come back home with them.

Now, I've heard the story a bunch of times, and usually she has had a few drinks when she tells it. But the overview is this. They got these two "Cowboy" type guys back to Aarons place and sometimes he takes one of them back to his room and she fucks the other one on the couch. There was one night where she told the story and she was pretty drunk and admitted that they both fucked them right next to each other on the couch and she ended up making out with Aaron. I never brought it up with her the next day. But I have definitely jerked off to that story alone on several occasions.

I know it's really messed up, but that's what makes it so incredibly hot. I'm not entirely sure which version is accurate but i originally assumed it had never went further than possibly making out considering Aaron was pretty solidly gay and not bisexual. Now that I'm thinking about it, as she's gone down to visit over the more recent years that she's seen Aaron with the occasional female bestie that he has casual sex with. So who knows now.

Now that happened years ago, and recently we had a vanilla normal friend of mine from work over for his birthday. I've known Steve since grade school and him and Sarah get along great. So after dinner we had quite a few drinks and I don't know how the conversation ended up where it did but we somehow started talking about sex and morals and how and why they exist. This is the type of weird shit that comes up when Steve is around. So somehow I brought up having sex with Sarah's brother as an example and she interrupted admitted she might be ok with that. Full stopโ€ฆ.

I didn't ask to have sex with him mind you, but she offered the information right away when I brought it up. Thank god Steve was pretty hammered at the time because he immediately started making it into some big dark joke, otherwise it would have been a rough day at work the next Monday. But at first she said she thought she'd probably be ok with it, then she kind of became more sure of herself. While Steve kept joking, she kept saying it as if she was teasing him. She wasn't looking at him though, she was looking at me the whole time. Eventually we moved on to other topics without making Steve uncomfortable and everyone went to bed later.

So it's been like a week or so and it hasn't come up again. But I think I'm starting to realize how deep the well goes here and I figured I'd give all of you fellow perverts a chance to weigh in since some of you have way more experience in these matters than I do. I recently started following this and a few other forums and well, I suppose I'm a much more amateur pervert than I had previously imagined. Let me know what you think about the situation.

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1 year ago