Feeling insecure

Sto • Still trying to figure it all out... 🎬💏

This is going to be long and I apologize but I want to give as much context as possible.

So a few months ago, I started chatting with this fella and well - we hit it off. We’ve known each other for forever (through my ex) but never really talked (again because we were always in relationships). We realized we were always into each other. We are both born the same year, a few days apart and it kind of became a thing we joke about.

We talked about our lives and what we’ve been through. We found that throughout the years we’ve been living in the same cities, for roughly the same periods of time. We have had roughly the same problems dealing with partners. Life has been hard on him due to his abusive dad and his mom that has some health issues however he was always there for her and is still doing his best not to crack under the pressure.

Recently, we started going out. I don’t want to jump into anything serious because I just got out of a serious relationship. And his wife left him early this year so I suppose he’s still recovering. However, he says he is over her, that he decided he doesn’t want to be sad over the past and ready to start a family with someone that is truly invested. It seems kind of weird to me but I went along with it because I feel so calm and happy around him. Plus, he always knows how to make me laugh.

Now, the problem is with his past sex life or probably the way I feel about myself after realizing what he’s seen. Before it all, I wanna clear the air - I didn’t ask any questions, he just decided to share this with me. First, when we started talking he was playing it all humble and shy. He said he hasn’t really had any meaningless sex partners - just 4 serious ones. Then, as the weeks went by, I started getting these tiny bits of into that he was quite the man sleeping around (again not asking but just stuff that he up and tells me in the middle of some random conversation). And I’m not saying “random girls” sleeping around but rather “2-3 months relationships with married women” sleeping around. Not just a one time thing. Then I realized (again in random conversation) that he was also having random girls throwing themselves at him and if he was single and liked what he was offered he would go for it.

Now, I wanna be clear, I’m not judging. I’ve had my fair share of sexual experiences. However, I feel bad that he needed to lie to me about it. I feel bad because I’m really laid back and I never hinted that I cared about these stuff. Because, I really don’t. But now as I look back and remember all the stuff he said he felt while having sex with me, all if them seem kind of deceitful. Like “he feels like he was always with women that were too large for his dick”, or like “I’ve never tried anal before”, or like “I’m so insecure that I’m not pleasing you” and so on... All of these feel just like lies now because as I started piecing together all the information he’s given me it just can’t be.

Today, I confronted him about it and he said that he wasn’t lying, he was just hiding some stuff because he was embarrassed of his passed and also because he didn’t want me to think less of him. I honestly don’t know what to think right now. I REALLY like him, LIKE A LOT. But now besides feeling hurt because of the lies, I also feel like I would never be enough in bed for him. I mean, he’s saying he’s never come like this with his wife or his serious partners, but I just don’t believe it.

I’m just really confused, I’m so sorry for this mile long post.