I got a little ahead of myself.
Mr. Moneybags and I have hooked up a couple of times since our first fuck and it's been really great. His huge cock (which I have learned to take with much more ease) keeps me mighty satisfied. Well, the last time we got together was about a week ago. We were doing the usual: mutual oral, I ate his ass out for an eternity (he loves it and I love doing it for him) and more foreplay before we get to the actual fucking. Since the first time we met, there has been a little bit of hinting at bareback play. You know, he asked me if I wanted to fuck safe or raw and I chose safe (which I later found was his choice as well), and I use some BB lingo: asking him to breed me, etc.
This last time, I couldn't take it any longer. Before we started fucking, we were talking dirty to each other and he asked where I wanted him to cum. I said how I wanted him to cum inside of me... without a condom. He didn't seem startled and he played along with the dirty talk. So when we were about to fuck, I was sort of expecting him to try and slip it in bare, but he didn't. Instead, he reached for the Magnum condom and put it on. I was a little surprised but it wasn't a problem, so I went with it.
After fucking for a while and using poppers like it was going out of style, I started with the "cum for me" talk. He replied with the standard, "Where do you want it?" and I told him that I wanted it inside me. This is where I got ahead of myself. I started asking him to put it in me bare. He wasn't too keen on the idea, but I wasn't about to take no for an answer. Basically, after a little begging, pleading, and physically pulling him out of me and removing the condom, I got him to slip it back into me. In less than ten seconds, he began to cum and I grabbed his ass and pulled him as deep into me as he could go, all the while encouraging him to squirt his load into me. He had an unbelievable orgasm and left an enormous amount of cum in my hole.
He pulled out of me and we both headed for the bathroom, chuckling over how intense our session was. I hopped into the shower while he washed up at the sink. "You know, I never do that," he said genuinely. I actually believe him 100%; I'm sure of it.
Afterward, I got dressed and we said our goodbyes. A few days passed and I wondered if he was upset at all about it. That was the feeling I had when I left his apartment. I emailed him apologizing and telling him that I still wanted to see him again and that I'd be more than happy to go back to fucking safe. It's been almost a week and I still haven't heard a reply. I really hope he hasn't been turned off by me. He's such a good fuck.