1. Carol: My Mentor Part I: Background


    Date: 10/10/2014, Categories: Anal, First Time, Hardcore, Author: badboy1958, Rating: 100, Source: xHamster

    doubled-down, and they were kind of like rock stars at all the Greek parties and other events. Brian’s told me that he and Carol have been going out for almost a year now and have sex about “two or three times a week.” Now he’s never said this, but I’m pretty sure they have an “understanding” that-- although they would go to all the Greek parties and events together and were “boyfriend” and ”girlfriend” and described one another that way-- their relationship was not necessarily intended to be a monogamous one. I know that, while Brian has been going out with Carol, he’s been banging one of the university secretaries—an affair that has been going on for many months. It’s an “awesome NSA relationship” he’s bragged to me. She’s thirty-five and truly a no-strings-attached fuckbuddy. Every Wednesday at noon, he goes over to her townhouse, and “we lunch on one another” for an hour. Slam, bam, thank you ma’am, right in the middle of the week. She just wants good sex from him and neither expects nor requests any other contact. No phone calls, No birthday or Christmas cards. Nothing. The relationship had started up because one of her much younger co-workers, a newbie in the secretarial pool, had slept with Brian after a frat party and then gloated about the size of the cock she had fucked over the weekend. The secretary, who apparently fancies herself some sort of connoisseur of big cocks, had then seized the initiative. She looked Brian up in the student directory, gave him a call, ...
    told him about the newbie’s “testimonial” and shamelessly proposed the Wednesday noon tryst so that “I can try your great, big, bad, rock hard, young, horndog cock on for size.” Brian had readily agreed to the tryst on the phone, sight of her unseen, and has not regretted it. Though “she’s not especially beautiful,” he’s admitted, she’s “not a dog” and has “big tits which I don’t get from Carol.” I get off. She gets off, “quite noisily, I might add,” and there are “no other demands or expectations” Brian smirked. He believes that every young guy should have a “horny, experienced older woman or two” on speed dial. Guys mature sexually in their late teens or early twenties, Brian’s noted, but women don’t reach their sexual peaks until their early forties. He’s already asked the noon girl if she would set him up with a “MILF” friend who would like to “sample” his big cock. “If I could have a fuckdate with a fortyish MILF,” Brian says, “I would forego sex for a whole week” so I would be “ really primed and extremely horny for her.” It would be “deliciously naughty if she were married and wore her wedding ring while fucking me,” says Brian, as the idea of cuckolding some broad’s unsuspecting husband really excites him. His dick’s “astonishing” ability to recover quickly from its last orgasm and rise to please his partners “again and again and again” would surely “ruin the poor bastard’s sex life,” Brian believes, as the cuckold would have no clue why his wife had suddenly become so ...