My small penis humiliation started before i had ever heard of such a thing as small penis humiliation or dreamt it could be something anyone would like.  i was in college, 19 or 20 years old, i can't remember for sure. 

i had a steady girlfriend, her name was Kristi.  Kristi was short, stout and had huge boobs.  48G if i remember right.  We hadn't dated very long before i discovered that i could make her squirt while performing oral on her.  She was also quite loud.  But during intercourse she was very quiet.  i always wondered why but never asked.  i found out when we had dated about a month.  i penetrated and started thrusting in and out.  Suddenly she sighs loudly then says "is it in yet?"  "i can't feel anything"  i didn't know what to make of this and just kept thrusting.  i was never a long time fucker, 15 minutes on a good day, 30 on a GREAT day(or very drunk) but alot of the time i was in the 2-5 minute range. i'm not sure how long i lasted that time, all i could hear was her voice asking if "it was in yet?"  A few days later we had sex again.  Same thing, screams and squirts during oral.  i start fucking her.  "is it in yet?"  "Fuck i can't feel you".   Then i came, "oh wow, 2 fucking minutes!"  so snidely, so sarcastic.  i just brushed it off. 

i learned after about 4 months of dating that she had been cheating on me almost the whole time.  Her roommate said he was hung like a horse and she knew i only had 4 inches rock hard.  So this is how it all began, even though i didn't know it.

More coming later.