1. Carol: My Mentor Part IV: My Debate and Game Plan


    Date: 11/5/2017, Categories: First Time, Hardcore, Author: badboy1958, Rating: 75, Source: xHamster

    So what was the “big debate” within me all about? As far as my lower regions were concerned, there was not much to discuss. If a horny woman like Carol wants to suck you and fuck you, you either dig her or you don’t. If you do, you dig into her as early and often as possible. And, how could you not dig Carol? My higher regions, however, had serious reservations about the relationship precisely because my lower regions were so inexperienced. Technically, I was not a “virgin” at that point in time. But I did not have much experience at “third base” and had only two experiences at home plate. On both occasions I and my partners were tipsy-to-d***k. Both were “one and done” experiences, and neither left me with fond memories. The first dated back to my senior prom night when we both fumbled and bumbled around. My partner did not especially enjoy the pain of losing her virginity and spent much of our “home plate” experience in tears. The other was two years ago, when I had done a freshman after a Freshmen Orientation Week event that I had worked as a SAB volunteer. She wasn’t a total “dog” but was a girl who definitely looked much better after five beers (and a couple of shots) than one. When she puked all over me while we were having sex, it certainly diminished my interest in trying to repeat the experience with other women who had been plied with liquor. The simple truth was that I was really focused on getting good grades during college, and my sexual development had taken a ...
    back seat to other priorities. I was in the honors program and started out in pre-med but switched to pre-law at the start of my junior year after my biology lab experiences made plain that I was not cut out to deal with bl**d and guts. The pre-med program was just brutal and left little time for anything but studying and an occasional party in my first two years. The switch of majors also f***ed me to take heavy course loads in my junior and senior years. Being elected President of the SAB put another heavy time commitment on my plate. There just wasn’t time to develop a serious, steady relationship with a girl that would lead to regular and good sex. Mpreover, since I had never had anything close to “good sex,” I literally didn’t know what I was missing, which made it relatively easy to forego. As far as I knew then, masturbation was as “good” as any sex I had ever had with any girl. Since I lacked any really meaningful sexual experience, the idea of starting a one-on-one relationship with Carol really alarmed me. I mean this was a gal who had not only been around the block many, many times, she absolutely owned it. Now my dick was a “nice” seven-incher when erected. But Carol was used to Brian’s much bigger, horndog cock. And there’s no telling how many other big, bad boys she had enjoyed over the years. I frankly was genuinely concerned that I would just embarrass myself if I climbed into bed with her. This was my dilemma: I absolutely wanted Carol’s gorgeous ass. But was ...
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