Day 5: This day’s mission was all about appearance and grooming. It suggested I go to the place the girls recommended the day before and buy something. I actually skipped this whole day. Not trying to be conceited, but looks is not really the problem for me, and I dress well, work out, eat well. I’ve spent a great deal of time worrying over these things before, so I was set. So I planned to just go on to day 6. But I didn’t.. yet.

The following isn’t directly relevant to the Challenge, though it happened during the Challenge period. It may seem like its own FR, but I’m including it for completeness sake. And bc if im going to write up this report, it is not going to simply be an FR of success at the club and k-closin bitches. This will include failures. And believe me. There are those.

On this day, I had a date w a girl I’d seen once before before the challenge had begun. She came over to my house, we went to pick up Outback (the best food ever) and came back to watch Batman Begins, since I haven’t seen it. …Still haven’t. I looked first at her pants, “Are those jeggings?! I didn’t know anyone actually wore those!” She laughed, defended her pants to me, pointing out the shininess. During this exchange, I made sure to touch her leg to feel the material as much as possible. From there, I asked her about the tattoo on her wrist, which I touched lightly as my fingers ran over her forearm. Then I asked about other tattoos (she has one behind her ear, which I already knew). So I held her hair back and looked, laughed and told her that the dice looked more like a watermelon (it doesn’t really look like anything haha). And when I’m already holding her hair I touched her necklace, “And this? Is this a particularly important symbol for you?” indicating the pendant. She looked up at me and my lips were on hers. I straddled her on the couch and helped her take my shirt off. I moved her hands up and down my chest. “I think you’re going to come with me upstairs now” I told her. “Fine.” She said, pouting. This was a continual shit-test response throughout evening. I ignored it. We got to the bedroom and everything escalated quickly, her shirt was off, and both of our pants had been unzipped, but then it stopped. She kept biting her tongue and riding me, rubbing herself on my dick, but she wouldn’t let it go any further. I could work her up enough to get a hand in her pants and squeeze her ass, but that was fleeting. We made out and had some pretty tormenting dry humping…

She left at 10:30pm bc she had work in the morning. I had to finish myself off… and I texted her “ya know, it just wasn’t as good without you here” “I don’t doubt it. maybe one day you will get lucky and not have to finish yourself” “Gosh I hope. So embarrassing being a 24yo virgin” “Hahahahahaha I highly doubt that’s your case.” I left it at that.

On to the next stop. Once she left, I joined some friends from high school at a bar. “Why are you so excited and jumpy?” they continued to ask…I didn’t tell them.

They went to bed at about 12:30, but I wasn’t done. I called another girl. I hadn’t had sex with her before, but it had been close. There was the implicit knowledge that we would end up fucking the first chance we had. And so I went over to her brother’s apt where she was staying. The three of us plus two of his friends smoked some weed, had some pizza, and eventually everyone filed out. I was sitting there, stoned, and she began unrolling two yoga mats, on which we’d be sleeping in the absence of a bedroom. “Do you want me to roll these out now?”she asked. “Uh, I don’t know“ said my stoned ass. “You’re right,” she laughed. “I should slow down..” There it was, an explicit reminder of an implicit agreement. I looked at her. “No, let’s.” We unrolled them, and laid down, the brother in his own room. It was only minutes before we were both naked, and she said, “I want to taste it.” Which is when her brother emerged to go to bathroom…he didn’t see us, but he heard. I was pretty pissed about that. But we quickly planned an alternative. As we relocated to the car, I pushed her against the wall as she tried to open the front door. And I kissed her. She melted under the surprise and the intensity. Bitches love intensity. Then we made it to the car. Sparing details, the foreplay was brief. We fucked, and took little time to rest before we did it again.

Afterward I drove home, about 3:30am. Nearly a 2 for 1 night. And it had been excellent. Nevertheless, I would love to hear comments on improving the outcome with the first girl. Day 6 will be next. In two installments. One part challenge, one part failure on that evening.