Hi everyone, I love the input on this site and the honesty of the people so I decided to post.
I was really frustrated for a while and now i really need you guys to help me.
I am in an amazing, monogamous, stress-free relationship for a few years now. I am 25 and my partner is 49. I am a total top and he is a bottom. We will get married soon.
We always have the hottest sex. I didn't sleep around with many men before the relationship, everything I did involved getting "serviced" only.
So after he came into my life, I really really had an immense urge to try and plow his ass when we play together. I felt he is the right person for me to do so, but I was too embarrassed to ask!
One day, we were playing together and things got really heated up and he wanted me to fuck him! So we did that and all, he loved it - I took my time - - it was my first time fucking someone and this was amazing.
Now, my problem is......
We had anal sex for a few times after that, but later on he won't allow me to do it anymore, he said he doesn't enjoy it as it hurts like fuck. He used to be "slutty" before the relationship but we settled down after that, I knew he got fucked a few times by guys and he enjoyed it. I saw some of his chats with guys he met from previous years, he really wanted to get fucked mainly.
I love giving it to him, but he doesn't like it slow or hard, I try to be as gentle as I can with him but he just doesn't seem to enjoy it in anyway. I am quite frustrated about this, I tried it for a few months and he doesn't really respond well to it. The thing is, he told me he hates "unnatural" things up his ass, so I can't finger him for example. By unnatural he means fingers or dildos, toys etc. He usually says that maybe the "positioning" is not right, but I tried every position possible through my porn-watching experience. Slow,hard, anal strokes but still none work. I am as gentle as it can get.
I don't want to to hurt him, but at the same time I am really, really addicted to giving him a good fuck everytime, but it hurts he says and he can't take it, i try my best to please him as it pleases me. I am a total top but I want to make sure he gets pleasure before me as it is important to me that my partner enjoys himself as much as me if not more.
So here is my problem, any advice anyone can offer please?
How do I get him to enjoy it? what can I do?? I just LOVE giving it to him, but I don't want to hurt him or be selfish. Is he playing hard to get?
How do I get the positioning right? I would love to do it for hours with him but he can't take it for sometimes a MINUTE or two even!!
For the record, my penis is average.
I would greatly appreciate your help! Will wait your feedback!