@MarilynMonroeCH, I'll try to give you an answer with some anecdotes.
I'm on the larger side (as I think you know) but don't get rock hard and stiff like many of the guys here. But I do easily swell up to a large size without getting hard, and can walk around with a significant bulge. Sometimes this makes me self conscious, and sometimes I enjoy the thought that people might notice it.
I prefer to wear briefs because it keeps my package tucked between my legs, sort of wrapping around (so yes, the tip of my cock is sometimes back near my butt). When I wear boxers, I really notice that I've got this long thing hanging down and swaying around in my pants. It's loose, uncontrolled, and very noticeable. This always makes me self-conscious. My wife likes me to wear boxers and has bought me many pairs, so I'll do it for her occasionally.
In school we used to have these hard wooden chairs. Sometimes I would get horny in class (especially in French; the girl in front of me was this German blonde who wore sleeveless shirts and no bra, so I could watch the curve of her breasts and from the right angle I could sometime see a nipple clearly through the sleeve-holes. My cock would stretch... and you know how there's the penile root between the external penis and the anus? I would feel this swelling between the hard chair and my body, like there was a tire being inflated under me. It was sort of an empowering feeling, this sense of this thing growing.
I often wake up in the morning without being hard, but being near full size. It's great since I often hop in the shower right away and grab my cock and love the fact that it fills my hands right away. I say 'hands' because when I want to please myself I almost always use two hands, and thankfully I have enough that it fills them both!
My usually state is fully dressed. And so if I'm on LPSG during the workday (like a lunch break) I do spend time stroking myself through my clothes while reading the site, or perving on your photos (
). I enjoy looking down and seeing my cock stretching out down my leg, or straining my crotch. It's fun in part because I
know I can make it do that, and also in part because I really have
no conscious control over it.