Free Letters to Penthouse XII by Penthouse International

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    The doctor closed the door. He turned toward me, holding on to his serious expression for half a second. Then he burst out laughing. “Sorry,” he said, “but I just love to see her get really pissed off every now and then. God almighty, what a woman!”
    I could see the unmistakable bulge of an erection in the front of his pants. He gave my paperwork a glance, signed the bottom, and said, “I’m sure you’re fine. Unless you really want a finger shoved up your ass, you can leave now. Rebecca and I have some making up to do!”
    As I hurried past the front reception counter, all I said to Rebecca was, “I think the doctor is ready for you now.”
    EXTENSION COURSE LEADS TO EXTENSIVE CORNHOLING
    I had wanted to take some night courses for a long time in order to get a better job. But getting motivated to sit behind a desk in a college classroom after working all day is pretty tough. I might have been content to coast along forever in my deadend job, if my boss hadn’t pissed me off.
    I was talking to a couple of my coworkers on the loading dock one day about Karen, my most recent girlfriend, who had the sweetest ass I had ever kissed. This girl was totally into anal sex. She loved having things up her pretty butt––my fingers, my cock or any of the kinky toys that we had accumulated together.
    What she especially liked was having her asshole licked and tongue-fucked. I’ve never known any woman before or since who preferred anilingus to having her pussy eaten, but Karen was one of a kind. She would lie naked on her stomach and I would straddle her back, facing the foot of the bed. That way, I could lean over, spread her buttcheeks wide and expose her pink asshole. I loved the way it flexed open and closed as I ran my tongue around it and probed inside.
    I was describing how good it felt to shove my dick up Karen’s beautiful rear end when my fuckhead boss came up behind me. I didn’t even know he was there until he blurted out, “Here’s an idea, you foul-mouthed fuck-up. If I ever catch you wasting any more time here talking about asses, I’ll put a boot up yours!” Everyone laughed and I felt like complete shit.
    An extension college catalog was in my mailbox when I got home that day. I signed up and two weeks later, I was sitting in a business management class.
    I was between girls at the time—Karen had hooked up with some rich prick—so I was hoping to meet a few potential conquests in class. No dice. Although a few of my fellow students looked okay, none were must-haves. I had resigned myself to devoting all of my attention to nothing more exciting than my studies when the teacher walked in.
    She was the kind of sweet-backed sweetheart that ass fanatics like me dream about. She was in her early thirties with spiky blond hair that looked cute and punky. Her perfectly shaped butt stuck out far enough that the back of her miniskirt didn’t touch the back of her legs when she walked. Her stretchy black leotard top was short enough to show off her flat stomach, where I saw a gold belly-button ring.
    She told us to call her Cindy. I could barely concentrate as she lectured through that first fifty-minute class. I was too busy wondering what she would be like in bed.
    I was sitting in the front row, which made for better viewing. Her black leotard top disguised the fact that she wasn’t wearing a bra, but that illusion vanished when she turned. In profile, the outlines of her nipples and the big curves of her tits became cock-stiffeningly obvious as I went into a daze.
    But it was really her ass that hypnotized me. When Cindy walked back and forth in the front of the room, my eyes locked onto her butt like laser sights. I wanted to bury my face between her cheeks and feast on her asshole. I wanted to stretch it wide and push my hard cock up her rectum. An ass like hers was made for good loving.
    When that first class ended, I lingered at my desk while everyone else filed out I had to say something