To do or not to do that's the question?

Don’t.

If you are having these doubts about it, it can’t be right.
Don’t do it.
Someone that has had six husbands probably has issues you don’t want involved with.

Your own conscience is guiding you, and doing a pretty good job, I’d say. You don’t need our advice on this; you have a functioning conscience (and brain) to listen to.

You can get any number of people in other venues (and maybe here, too, if you wait long enough) to give you opposing views about how “it’ll be okay” and “it’s what she’s asking for, after all”, but no matter what anyone else is telling you, if your own internal compass says “this isn’t right”, nothing can or should! silence that voice of doubt. Listen to it.

I want to add my voice to the chorus of those saying not to get sexually involved with her. I want to also add that you might want to prepare yourself for a break in your friendship when you tell her you just want to be friends and not sexual partners. She will view that as a form of rejection.

It will irrevocably change (and probably end) your friendship. Besides, you don’t want to be No. 7, do you?

Don’t do it, it’s not worth it. Otherwise you may just be stepping right into her world. Sounds like she is manipulating you and nothing good can come from that, just remember her track record she has that for a reason.

While I have no problem with ‘friends with benefits’ relationships in general, there is no way this particular one is going to end well. Don’t do it.

If you want to get screwed literally and figuratively, then go for it.

You already know this woman’s track record. She is a woman who is a bit screwed up in her head, she seems to have commitment problems with men and always rush into affairs without considering the outcome of her actions. And she always tends to get involved with the wrong men and the worst part is she always marries them and divorce them a year latter

If you don’t mind hooking up with someone who is screwed up and then living with the consequences, then jump into that fire.

Just remember that just because you are currently her “friend” (whatever that means) does not mean that she won’t do to you, the same thing that she has done to all of the other men. If you truly consider her to be a friend, why would you want to toy with her, rather than to assist her in getting some help that might give her a chance to have a normal life, rather than the one she has been living, which is effed up?

What would happen if you hooked up with this woman and she accidentally got pregnant? Have you discussed the possibility of her having an abortion, or the two of you raising a child together, or her taking the child and leaving you and raising it alone? Since she has a track record of leaving men, even if she did get pregnant with your child, it’s likely that she would ultimately leave you, but you would still be responsible for child support. Do you want to get into a situation where there is a fairly good chance, if she got pregnant, that you both would be creating a broken home situation?

If she’s beyond her childbearing years (do you even know?) the situation wouldn’t be as bad, but it still doesn’t sound ideal. Even if you guys hooked up for FWB’s sex, it’s likely that she would still ultimately discard you, and then the friendship part would be over. Are you willing to risk that?

What are you currently getting out of this friendship with a woman who is screwed up?

Steer clear. Don’t complicate your life with a manipulating woman. You will lose. She’s had a lot of practice at getting what she wants and then throwing it away. Don’t become her next plaything.

Oh goodness. Don’t go there. Recipe for disaster if ever I heard of one.

OOohhh. Friendship sex with no strings attached!

When you are through and have your breath back, call me, I would like to talk to you about investing in some prime real estate on the Louisiana bayou.

Your intuition is already telling you not to go there. Listen to it.

In the long run, you’ll be very glad you did.

@Kardamom sadly I can’t make kids, I am a blank shooter due to medical problems, not even two very painful operations could fix me. On her side she had a hysterectomy after her second child.
@Hawaii_Jake you may be right I think our friendship may end because she will see it as a form of rejection. It will be sad tough because as friends we had a lot of fun in the past few years.
@rojo no thanks on your proposal, I am quite contempt here in the mountains
And to all of you jellies thanks one can always trust our fellow jellies to help with a bit of insightful advice.

I know two people who embarked on the friends with benefits relationship, and neither are still friendly, and of course, the benefits went south as well. Lonely is tough, I know, been there many a time, especially after break ups, but you feel even lonelier if you enter into this, it doesn’t work out, and you have lost a friend. Feel better!!!!

Don’t do that!

Thanks for all the nice advice, to end this discussion my friend went to back to her old boyfriend, she told me she could not wait anymore and she moved on, good thing I did not do it, I would have felt used and cheap.

@antimatter Thanks for the followup, nice to know what happens and (at least in this case) be vindicated in our responses.