My hardest erections unfortunately always occur during sleep. I’ve had boners that I thought would rip my underwear. The kind that if I was standing up, it would point to about 1:00. These erections are usually accompanied by humping the bed and shooting into my underwear.
 
My hardest erections unfortunately always occur during sleep. I’ve had boners that I thought would rip my underwear. The kind that if I was standing up, it would point to about 1:00. These erections are usually accompanied by humping the bed and shooting into my underwear.
Sleeping naked will solve the "tight" underwear problem :)
 
Wearing synthetic or cotton briefs feels very good to me and seems to cause more nighttime tumescence which I enjoy. I like the feeling of my erect wiener straining against the fabric.
Same here, it is an incredible feeling to stretch your underwear.
I prefer to sleep naked and wake up with my cock pitching a big tent under the sheets.

Answering the question, I would say that the moment when my cock gets quite hard is when I cum.
 
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Same here, it is an incredible feeling to stretch your underwear.
I prefer to sleep naked and wake up with my cock pitching a big tent under the sheets.

Answering the question, I would say that the moment when my cock gets quite hard is when I cum.
ven if I stroke without a full hardon, I will get super hard as I shoot then immediately go soft
 
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Same here, it is an incredible feeling to stretch your underwear.
I prefer to sleep naked and wake up with my cock pitching a big tent under the sheets.

Answering the question, I would say that the moment when my cock gets quite hard is when I cum.
When first married I wore bikini briefs to sleep, wife liked them but many nights I would wake to a painful erection and need to let my cock out the waistband
 
When a girl teases my cock it gets me super-hard, like soft caresses while she talks to me or something... i can spot the difference between a normal hardon and that kind of hardon, because my cock it's so much veiny and won't move an inch if you push it to the side
 
My hardest erections unfortunately always occur during sleep. I’ve had boners that I thought would rip my underwear. The kind that if I was standing up, it would point to about 1:00. These erections are usually accompanied by humping the bed and shooting into my underwear.

Mine too. I tend to have frequent problems with ED (psychological based) but waking up in the early hours or during the night and I could have the hardest biggest erections I've ever had. I've never been one for getting off first thing in the morning, but love to just handle it and wish I could have these as easily during the day...