Sexual Health
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I want to have a threesome with my boyfriend and his bestfriend?

Okay, before I begin, please just save the judgmental answers; trust me when I say part of me agrees with whatever negative thing you're about to come up with anyway. My boyfriend and I have been together for 4 years now. We have a gorgeous two year old little girl, a beautiful house and great jobs despite our ages of 21 and 24. When I first met my man&his bestfriend in highschool I was actually with the friend first and then settled with my boyfriend. Well now as life has went on the best friend is now my daughters uncle, he is doing great for himself and we obviously haven't had sex since my boyfriend and I decided to get serious years back. Back in the day we used to always joke about a threesome since I had been with both of them multiple times anyway, at that time I always opposed not thinking but knowing I would basically be humiliating myself as attracted as I was to both of them and would have done it had they actually kept quiet. So the friend was visiting us for a few days and one night we all got really drunk, my boyfriend threw the idea of a 3some out there and I still opposed. Over the years I have truly come to love both of these men, in different ways, but I am also still crazily attracted to both of them. This is the only man other then my boyfriend I have been attracted to our entire relationship, since I've been 15, really. Other then the fact that my boyfriend lives with me, we have a daughter together and have an amazing sexual relationship, my relationship with the bestfriend is like a relationship someone my age should have minus the sex part lol, we talk everyday though he lives in another city, he tells me everything and we confide in eachother as much as my boyfriend and him do, it's such a weird and special connection that has grown between us. Last week when he came to visit, we got so close on the way home & it didn't feel wrong, especially now since I had permission to have a 3some with them that night. I think I want to talk to my boyfriend about boundaries and if he was really serious, because I do really think he was "were all drunk, we all love eachother" were his words. And we do all love eachother. As conservative as I am(not that I'm sounding like it) the thought of having them both all over me is torturing not being able to have it, and the thought of losing my mind like a sexy little slut between two guys that have been anticipating having me together for 6 years, ugh, in the moment it feels like it would be such complete ecstasy. The next day when my boyfriend went to work I was watching movies with the bestfriend on the couch and was talking to him about it and he said he would never object to the idea, which was a pretty typical answer. Am I a terrible girlfriend for having this fantasy?I think that with some thought we could have some amazing once in a lifetime sex
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Most Helpful Guys

  • This is the exact reason why I don't with exes, either mine or the significant others. Nothing good ever comes from it.

    I think this might be something that you might want to do and sounds like it will work perfectly because of it being talked about. Things don't always work out according to plan. If I were your boyfriend I'd be more concerned about the amount of attraction to have to the baby's uncle. The way you described your feelings that makes you are terrible girlfriend.

    I would personally never do something like this at all and would breakup with someone over this. However I am not you nor your boyfriend so I guess the only thing you can do is talk with him.

  • u only live once and I say live out the fantasy for sure. you'll regret it more if you don't do it I am sure. sit down sober and talk about it and go from there. keep in mind he is your boyfriend and not your husband so now would be the ideal time to do it because your not technically married. the only thing is you have a daughter and would be easier and less on your conscious if you had a kid. otherwise if that don't bother you do it. I heard double penetrationis great for women. I d love to do it given the opportunity.

Most Helpful Girls

  • You're not terrible for having that fantasy. I think that you should sit down first with your boyfriend and talk about it, then if he says yes, all three of you should discuss it. I don't know the exact mechanics of your relationship(s) but honestly? I'd at least talk about it with my boyfriend, because I wouldn't want to let the opportunity pass. Both your boyfriend and his best friend seem to be fine with it, unless I'm reading it the wrong way.

    Maybe start with telling him you have this fantasy then based on his reaction, ask him if he'd be okay with a threesome.

  • I have had a number of threesomes (FFM, FMM) and also with another couple (FFMM) in my relationship with my boyfriend. With this though, we never involve a close friend during the 3 some as this I think would just be weird. Instead we use people we kind of know or meet casually on vacation. But if you have this type of fantasy, you should discuss it with your boyfriend and see what he thinks of it.

    • Since this post, we have talked about it. He was very surprised that I was serious about wanting to do it and asked why I never jumped on the several opportunities I had in the past to do it. I think I'm going to. I've talked to the friend and my man and they both want to. My man said it would be less weird if it was the bestfriend. he said he would feel really messed up watching a stranger have sex with me. I personally can't wait. The fact that I have already had a sexual relationship with the

    • friend is making me go wild with excitement. We've already been sending eachother dirty messages for a week lol. My man doesn't want to feel left out in the threesome and I'm trying to assure him that he won't as much as he keeps saying he wants it to be all about me. I don't mind being dominated, I love that. I know this is going to be amazing. I've never even tried anal to all of the other commenters lol. Maybe kill 2/one stone this weekend since I'm feeling like such a slut lol

    • I think you should go for it! I love anal too. The best part of a 3 some is doing a double penetration, having one guy in your butt and one in your pussy at the same time. That is explosive!

    • Show All

  • If you value your relationship with your boyfriend don't do it. I learned the hard way that a boyfriend who brought up the idea couldn't handle things when it actually occurred. Our relationship went from very strong to a total disaster.

    • That's exactly why I didn't do it when I had the opportunity to, I'm not sure if my man could handle it or not , I'm really unsure. What's you're story if you don't mind explaining?

    • I was 20 and he was 21. We ahd been together for almost a year when he brought up the idea of doing a threesome. I was surprised he wanted one of he best friends to join us. Initially I said no but he kept insisting. Long story short, I eventually said OK and shortly after that we did the threesome. My boyfriend at the time was positive he could handle seeing his best friend putting his **** in me.

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What Girls & Guys Said

3 12

  • Since you said you settled with your boyfriend, I would say it's a bad idea since this sounds like you want to see if the grass is greener on the other side.

    This is why people should not settle!

  • You have summed up perfectly what's wrong with so many women today. Thank you and good luck.

  • It's a great fantasy, but threesomes can get really messy. As you said, all three of you need to discuss it sober.

  • Your bestfriend will have feelings for you and your boyfriend will get jealous!

  • I think fantasy's are fine but you run the risk of things getting really messy should it be awkwards afterward. I mean, if he is your baby's uncle - you won't be able to just never see him again like a stranger. Consider that.

  • You have to have a strong relationship to do this.

  • hey I have the exact same issue.. well minus the best friend. I've been with my wife for 5 years I'm 28 she's 25 and we also have a daughter together. if you want send me a friend request or a message and we could talk more and maybe help each other out through this.

  • nice

  • You guys should discuss it all out the three of you together! I shared my gf's many times (currect, ex) but never with a close friend.. i think it's safer ;)

  • Why not both of them have sex with you at the same time ? I mean you do have 2 holes you know .

  • which one gets to penetrate your ass?

  • Ask the friend to ask your boyfriend. Plan a get together, drink some beer and have him bring it up. Your boyfriend might just say yes. If he does, they can rotisserie you till your hearts content.

    If not, you will know, and won't be tortured by the thought of it any longer.

  • No don't feel bad for being turned on by fucking them both.. most girls should be the way

  • Don't do it. Let it be a fantasy. It sounds like a good idea, but do you really want to risk the health and happiness of your family and home? I only see trouble brewing here. Things would NEVER be the same.

  • Yeah...get some DP action going

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