"When was the last time you came?"
"about 40 minutes ago ma'am"
"It's about time again"
"You can't be serious? This will be the sixth time I've cum today and I have a hot date tonight. I think I'm finally going to score, she really likes me"
"What don't you understand about I own your cum? I don't give a rat's ass about who you are going to fuck but your cum belongs to me, do I make myself clear?"
"What time is your date loser?"
"8:30 ma'am, I have reservations at that hot new Italian restaurant"
"Okay you'll find a picture of a sissy cuckold just like yourself attached, I want you to paint that picture and I want to SEE the jizz dripping from your cock afterwards"
"Ma'am why does it always have to be humiliating pictures, why can't I jack off to a hot chick sometime?"
"Are you questioning me worm? You are blessed that I even waste my time talking to you. If I wasn't thrilled that I was messing up your life big time, I don't even think I would make the investment. Because you have the gall to question me, we are going to cam chat at 7:45, I want you nice and empty for your date..."
20 minutes later another instant message.
"Hey loser, when was the last time you came cucky?"......