[MF] I’m thinking about letting my gf to have casual sex w someone else since she never got to do it and she feels bad about my sexual history (help)

I proposed this to her bc I thought it would help. I had no problem opening up to her about my past and she wanted me to be very honest, I also asked and I thought that she has had her fair amount of experiences and I was totally ok with that. Turned out that she had only been w an ex and only about 5-6 times which she didn’t really enjoyed. We have an incredible connection and we have been enjoying sex so much, only thing is that I know that she has this curiosity of being able to have casual sex w someone else and is not going to leave, she’s had it for over a year now. She had always been very reserved and casual sex was a big deal for her, when we started dating she was changing that and started being more open to try new things (sexually speaking). The problem is that we fell in love and she didn’t get the opportunity to do it. She constantly says that she’s happy with what we have and I believe her because everything has been absolutely amazing, I’m just not sure if I want her to carry this curiosity with her along the years and I also think it would be fair for her to have this experience. She’s a very very sexual girl but she repressed herself for a long long time so I think she could really enjoy being fucked by someone just for pleasure. Her response to my proposal has shifted a couple of times, at the beginning she said that she didn’t need it, then I asked why the thought kept crossing her mind then? She admitted that it is still a curiosity then she told me that she wanted to consider my proposal then she told me again that she didn’t need it, but right after she told me that she wanted to do it since she didn’t want to carry this thought over the years and she didn’t want me to be thinking that she is constantly considering it so she rather just do it rn to leave it behind. Then she said again no, and last time she said she wanted to consider it again. This is a one in a lifetime opportunity since we are on a break because of a fight that we had that got out of control and we decided to give us a little distance. Aside from that we love each other and we always have a great time together.

I am not 100% convinced of doing this but sounds like something it could help her get over that and honestly it also sounds exciting about knowing that she might want to fuck just because. She has this cute looking face, she has always been a good and decent girl, everyone knows her like that, she has always been reserved, no one would ever tell she’s dirty and maybe that is what is a bit exciting, that deceiving cute and decent face but in reality she is really dirty and the fact that she thinks about someone else penetrating her just for fun is a bit of a turn on. I’m still not very convinced and a little scared, but think that it could help out relationship on the long run, as we have already talked about marriage.

She’s on the same position, she’s scared about regretting it after and that she only wants to be with me but she also knows that it would mean nothing to her if it happens and that this thought has been on her mind for quite some time now, before we started dating, she just couldn’t get to do it.

Should I push? Should it let her decide? Should I cancel??

We agreed on talking about the specifics like what’s going to be permitted (blowjobs, getting her pussy licked, kisses, cumming, the person, when and where) after it is decided.

If I receive opinions/recommendations I will keep you posted on what the next steps are.

Source: reddit.com/r/gonewildstories/comments/iendwd/mf_im_thinking_about_letting_my_gf_to_have_casual

4 comments

  1. Sounds like a poor idea. Everyone has a past, it’s a part of who we all are. I’d cancel this, everything I’ve seen seems to only work for couples who have been together for a very long time.

  2. So you’re “on a break” because you had a giant fight about something, and you need advice on whether or not to convince her to fuck other people?

  3. Personal opinion with some experience to back it up: if you do let her, you will forever be her second option.

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