Letters to Penthouse V Read Online Free PDF Page A

to eat it, I made him slowly lick up every drop.
    Having planned this event for some time, I had already purchased women’s clothing, makeup and a wig for him to wear. I dressed him up in his sexy new attire—garter belt, stockings, bra—the whole nine yards, except that I wouldn’t allow him to wear panties.
    I took him to the gay bar, where we met up with a gay black friend of mine. I enlisted my friend’s help, and before the night was over he arranged for Harlan to suck off five guys in a back room of the bar, including sucking off my friend twice. It was the greatest sight watching Harlan, on his knees, kiss, lick and finally suck a cock. I made sure everyone came in his mouth, and that he swallowed every drop.
    For the rest of the weekend I either kept him naked or in a frilly French maid’s outfit that kept his ass, cock and balls exposed. On the second night I invited three girlfriends over (Cleo is actually a transsexual, but she looked hot, especially her cock, which I saw for the first time that night). I dressed him in a French maid’s outfit for the evening. I made him masturbate for us and eat his come, but only after begging.
    Then I was ready for some real fun. I told the girls how much Harlan liked sucking cocks, and they wanted to see Harlan work on Cleo. Since they all knew of Harlan’s previous taunting of gays they were going to have some real fun. Cleo dropped her dress and stood there wearing only a pink garter belt and stockings. With her firm tits, small waist and tasty cock hanging between her legs, she looked great.
    The girls told Harlan to kneel in front of Cleo and beg to suck her cock. We all loved watching his humiliation and made it as embarrassing as possible for him.
    I had never seen my girlfriends this excited before. They said that if his begging wasn’t good enough, they were going to spank him. He begged and pleaded to suck Cleo’s cock, but the girls decided to spank him anyway. While begging he said, “Please let me suck your big, beautiful cock, please, I beg of you, let me suck your big, hairy cock, please let me suck your cock and taste your hot, sweet come.” After some more begging we had him kiss and lick every square inch of Cleo’s cock. Then the girls told him to take Cleo’s cock in both his hands and suck her off. When Cleo came, she shot part of her load in his mouth and the rest all over his face, spreading it around with her cock.
    I made Harlan swallow the come in his mouth, but had him leave the rest on his face for the entire evening. One of the girls told Harlan that for the privilege of being allowed to suck Cleo off, Harlan should show his appreciation by kissing and licking Cleo’s asshole.
    The girls told me that that was the most exciting and sensual night of their lives. They loved watching Harlan’s humiliation, and they all asked if they could return for some more fun with the “sissy.” Of course I said they could use Harlan anytime and any way they wanted to, and the girls have been over frequently, especially Cleo.
    Since that first weekend, Harlan has been my slave. Being able to live out my fantasy took some initiative and careful planning, but it was well worth it.—
L. M., Biloxi, Mississippi
    YOU’RE NOT TOO OLD TO BE TAKEN OVER MY KNEE
    I moved here from England ten years ago, when I got married. My wife Liz had a nine-year-old daughter. England has a long history of spanking for discipline. My wife didn’t believe in it.
    My stepdaughter Bonnie is now nineteen and has been away at college for the past year. She came home on break recently, and brought her roommate Moira. On Friday night they stayed out until three in the morning. Saturday my wife and Bonnie had a fight, as her curfew is one o’clock.
    I told her that, regardless of whether she was right or wrong in her argument, she had to control her temper or she’d get the spanking she was so long overdue for. She said I wouldn’t dare.
    Bonnie normally sleeps in just a