when were you most proud of having a big dick?

When my wife came back from her vacation, said my small dick looked big due to being swollen by excessive masturbation
 
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The day my girlfriend gave me a hot photo of her in lingerie and she wrote on the back “ To ( my name), who makes giving head my most favorable experience of life so far”. Wrote in a previous thread she is the one who made games out of giving head.
 
I was masturbating along with a fwb by my side and she was so fascinated by my meat, veins, techniques (helicopter, slapping my stomach, two hander...) that she forgot finger herself.

She was truly fascinated and said it was the biggest she had ever seen. She had just split with a boyfriend that was with her since forever so statement that may very well have been true.

Still puts me rock hard to this day everytime I remember.
 
Undergraduate school was the crowning moment of awesome for me. I was a late bloomer and still shy about sex, even though I had lost my virginity before then. Hell, I got embarrassed when a girlfriend at the time blurted out about my cock to all our mutual friends.

Not too soon thereafter, I discovered the joys of drinking and partying and wild abandon. My friends talked about my dick enough to feed some ego. I wasn't a shit about it, but I wasn't a prude either. It helped that my friend circle consisted of a bunch of horny devils too. So, by graduation, I had a healthy dose of self-confidence and not a single care about whipping it out under the right circumstances.

I spent the rest of my 20s working hard and continuing education. I already had my debauchery phase, so I was just able to coast into continued self-confidence and carry that forward. Granted, life in middle age with a career and where I live is nowhere near those partying days. Still, it all worked out for the best. I appreciate what I'm working with and not shy at all about recognizing other hung dudes in the world (as rare IRL as that is).
 
what moment filled you with pride that you were a part of an elite group of men?
For me, every single time I have ever slid my erection deep inside a woman's pussy, and she reacts, eyes widening, a short intake of breath, a moan of pleasure, etc.

Every woman, every first insertion, every time.
 
For me, every single time I have ever slid my erection deep inside a woman's pussy, and she reacts, eyes widening, a short intake of breath, a moan of pleasure, etc.

Every woman, every first insertion, every time.
Right there bro plugging it in is an incredible step in the process, I could be there forever but I'd cum too quickly. :joy:
 
For me, every single time I have ever slid my erection deep inside a woman's pussy, and she reacts, eyes widening, a short intake of breath, a moan of pleasure, etc.

Every woman, every first insertion, every time.
This 100%. One of the best things about sex with is being able to laugh and be silly leading up to it and during, but one of the OTHER best things is seeing how her face changes when she starts to feel you slide in.

Lip biting, sharp inhale, the way her body stiffens momentarily as she adjusts to you opening her up with your flesh. It always fills me with pride to make my partner visibly react when I do something in bed, especially having her stretched out over my girth
 
This 100%. One of the best things about sex with is being able to laugh and be silly leading up to it and during, but one of the OTHER best things is seeing how her face changes when she starts to feel you slide in.

Lip biting, sharp inhale, the way her body stiffens momentarily as she adjusts to you opening her up with your flesh. It always fills me with pride to make my partner visibly react when I do something in bed, especially having her stretched out over my girth
While this topic is specifically about pride moments with a big dick, I've found being an attentive and giving as a lover is far more important. I big dick is a nice-to-have, but knowing how to use it in conjunction with everything else that goes into making love (or even just fucking) makes for the best experiences, more frequents experiences and having the woman crave being with you.