(A lot of backstory to this one so apologies in advance)
Kathy was the 10th woman I slept with, and the sole reason I even started this journal in the first place. It was such a wildly unbelievable experience, it completely changed what I thought was possible for someone like me, and it was the first time I realized that my journey was gonna be far from typical, which is why I needed to start documenting it.
I suppose I have to backtrack a little, since I’m skipping over some past experiences.
After Lauren (who was my 4th hookup), I fucked another 5 women over 6 months. 2 of them were one time things, 2 were fuck buddies, and 1 wanted something more with me. I didn’t want to waste her time, or lead her on, and told her straight up that I wasn’t interested in a serious relationship with *anyone* at that time.
It was unfortunate, because I really liked her, (and really liked fucking her, obviously), and it was the first time *I* had to reject someone.
Having to reject someone felt just as bad as *getting* rejected, in my opinion. It made me more understanding of the women who had done it to me. No one likes doing it. It’s just an unfortunate part of dating.
I could’ve led this woman on. I could’ve given her some vague non-answer to buy me some time and get a few more fucks out of her before she gave me an ultimatum. I could’ve agreed to a relationship and just continued fucking other women behind her back. But I didn’t wanna be that guy. Every hookup had to be ethical. “Ethical pussy,” became my mantra. I didn’t wanna be a douchebag, so I did what I had to do, and kindly rejected the offer for a relationship.
And while I was bummed out, I still had *two* reliable fuck buddies to fall back on.
I mentioned in my last post that I wanted *multiple Laurens,* and I achieved that. And, because I was an insatiable fucking *deviant*, I would try and fuck both of them on the same day as often as possible (showering in between seeing them, of course). The math was simple: *One* woman in a day? Awesome. *Two* women in a day? *More* awesome.
And one day in particular regarding that was so ridiculous, it didn’t seem real.
One of my fuck buddies was in the middle of riding me reverse cowgirl when the other one had texted me that she was on her way. I had lost track of time (because, sex), and was frantically texting her from my watch, telling her to take her time, because I was running (well, *fucking*) late. I was having a text conversation with one fuck buddy, while my *other* fuck buddy was actively riding my cock? What was my life?
I finished with the first woman, sent her home as quickly and politely as I possibly could, and took the fastest shower of my life, just in time to hear the doorbell ring as soon as I finished.
When I brought fuck buddy number two to my room, the smell from my previous encounter was still lingering, which prompted her to raise her an eyebrow and ask “Umm…you wanna change your sheets?”
I apologized, and was of course embarrassed, but ultimately, it didn’t kill the vibe, and for the second time that *hour* (on fresh sheets), a woman was riding my cock. I don’t need to tell you what that did for my confidence, although that second woman *did* make it a point to end the night by saying “Space us out next time, dude.”
It put my ego in check and reminded me that I was dealing with real people who deserved better. It was one of few moments where I had to remind myself to not be a fucking sleaze when it came to navigating hookup culture. As casual as it was, there *were* still dos and don’ts. I made sure it didn’t happen again. Can’t book my appointments so close to each other. Noted.
All of this to say – by the time Kathy came along, my needs were being met, and then some. I was getting laid consistently, I was bringing not one, but *two* different women to orgasm every time we fucked, and I considered myself pretty experienced as a result. Or so I thought.
But for all the quantity *and* quality of sex I was having, none of it could’ve prepared me for her.
[Continued here](https://www.reddit.com/r/Erotica/comments/12og2il/journey_to_100_women_brians_sexcapades_part_9/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1)
Source: reddit.com/r/Erotica/comments/12ofii2/journey_to_100_women_brians_sexcapades_part_8