30 and still not penetrated a woman - complete failure
I haven’t been on here for a long time but a familiar problem has been on my mind again.
I’m 30 now and although I’ve had relationships in the past with women, I’m still yet to successfully penetrate a woman. I’ve done other stuff like mutual masturbation, received handjobs, frottage (naked rubbing) but I have never gone all the way. This has caused me much distress and trauma. Without boring you with all the details my main concern right now is that I’ve noticed for a long time I cannot stay hard WITHOUT touching my penis for stimulation. In other words, I have to constantly touch my penis in order to stay excited and reasonably hard. Now this is all in reference to masturbation. I have not been with a woman in a physical sense since my last gf, the relationship which ended back earlier last year (it was horrific, she was a horrible person and treated me like utter crap, cheating on me and disrespecting me in so many ways and without getting into the details here I’m sure it is one reason why I failed to penetrate the few times we did try and have sex).
So, when I masturbate daily to porn (nearly always softcore only), I notice in order for me to stay reasonably hard I need to keep touching it whilst looking at some stimulating video/pictures. The moment I let go of my penis, it starts getting soft rather quickly. Why is this? I’m worried because I know this should not be happening, right? Should you need CONSTANT stimulation to stay hard? Surely a man like myself (I don’t drink, smoke, take drugs, I’m in decent shape, no health issues) should be able to maintain an erection? I realise daily masturbation may not be helping but this is a habit I’ve had for many years now and so it’s hard to suddenly stop. Earlier last month I did infact stop for 8 days (no masturbation and no porn), I noticed very little difference at all but maybe that’s not long enough to really change things up.
The larger issue in all of this is being a technical virgin at my age has really affected my self esteem now. Even though I am a decent looking guy who is outgoing and friendly, I know this issue simply does not go away. I am constantly plagued by the thought that I still have not penetrated a woman. This leaves me feeling extremely depressed to the point where I wish I was never born. The few times I did try, I failed. I feel like this has to be greatest failure of a man. There is surely nothing worse than failing to even get it inside.