My Wife’s Best Friend

Last year my wife and I went on a vacation with another couple who happened to be our best friend’s. We vacation a lot with them so all of us are really comfortable around each other. Nothing all that sexual had ever really happened except a few times where the four of us went skinny-dipping. It was relatively tame and always led to some pretty good s** for my wife and I when we got back to our room. I think it was just a pleasant boost to our s** lives.

On this trip we had rented a house with two bedrooms, a pool and hot tub. One night we all drank a little too much and ended up skinny-dipping again. No big deal. My wife and I went back to the room, had some great s** and fell right to sleep.

I woke up in the middle of the night with a headache and needed an aspirin. I was naked but assumed I’d be fine going to the bathroom for my aspirin and then the kitchen for water. There I was naked as could be when my wife’s friend Jill came out of her room. She was wearing just a tank top (clearly no bra) and a pair of boy shorts.

Both of us were uncomfortable, but we’d both seen each other in various forms of undress before. We chatted casually (and quietly) in the kitchen, but I could feel my c*** was growing. After all, I’m standing there naked with my wife’s best friend wearing barely anything.

Everything seemed so fuzzy, but before I know it Jill is casually giving me a handjob. Her nipples were pressing against her shirt. I knew I should stop it, but I couldn’t. She went on about how her husband passed out the minute they got in their room earlier.

I wasn’t thinking straight and next thing I know Jill is bent over the center island and I’m f****** my best friend’s wife while my wife and her husband are asleep in other rooms. It didn’t last long, but I filled up her p**** with my c**, we shared a passionate kiss and went back to our rooms/spouses.

Things weren’t awkward the next day or the rest of the trip, but when we got home from vacation she started texting me and the texting soon turned sexual. It’s now been three months since that trip and we’ve f***** at least a dozen times since. I know I shouldn’t be doing it, but I can’t stop. Neither can she. In the meantime, even when we’re not f****** I’m jerking off to her thinking about it.

I still love my wife and our family, but I feel like this thing is spiraling out of control and it’s only a matter of time before we’re caught. Every time I say I’m going to stop I get more h**** and need her again. What do I do?

(I’ve learned her marriage wasn’t as rosy-colored as they led on to with my wife and I....and I don’t think she has the same remorse that I do.)

5 Comments

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  • Don't tell anyone. Just keep her as a sidekick. An extra p**** is always welcome. While you can, f*** her hard and often. Meanwhile, see if your wife is open to a threesome!! You never know. Women have all sorts of kinks. It might work. You are one lucky guy. Many would die to have an extra c*** to pound. Enjoy her while you can!!!

  • Go slow. Ask your wife is she would be open to an open relationship. Your relationship with Jill doesn't have to mean the end of your marriage.

  • I’ve thought about that, but I’m struggling with how to broach the subject. And believe it or not, my wife and I have talked in the past about exploring the lifestyle. That’s where it’s always ended, though. It seems as though the fantasy of it is hot, but the reality is really just a fantasy.

    Right now I feel like I’m in too deep. I’m worried that soon our cover is going to be blown, and I also worry that Jill wouldn’t care because I could see her leaving her husband anyway. I also worry she might be falling for me, but I could be wrong.

  • At this point you really need to make the decision - do you want to stay with your wife or do you want to be with Jill? If Jill is just a bit of fun for you then you need to cut it off before she gets too deep. If you suspect that she is falling for you she likely is. It’s not hard to see why - you’ve been giving her best friend everything that she wants for years and she wants that too. She’s ultimately jealous of your and your wife’s marriage. Her affection for you may be purely symptomatic of the state of her marriage - you’re paying her attention when she’s not getting it at home.
    In relation to trying to kick start the open relationship arrangement, it’s high stakes. Even if you could pull it off, how will your wife react to that inevitable moment when you suggest her best friend? And even if you manage to fabricate an evening where Jill comes round and one thing leads to another... I can’t imagine it’ll be too hard for your wife to see that it’s not the first time you and Jill have been together.
    Whatever you decide, hope it works out - sounds like it’s starting to eat you up so the sooner you can get out of that position the better.

  • Thanks for the feedback. Shortly after my last post (and just before yours) I made the decision to cut things off with Jill. I just explained to her that I love my wife and while what we had was fun, I couldn’t continue. She actually agreed. It probably helps that we haven’t been able to see each other in three weeks with everything going on, which has allowed me to reconnect with my wife.

    Thanks for the advice. I pretty much knew I had to do what you told me, it’s just nice to hear from someone else.

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