by Letters to Penthouse V- The Ways of Sexual Pleasure (epub)
“I promise,” said Milt. Angie got back in the van, naked, and re-mained naked for the entire ride home!—F.D., Burlington, Vermont
PARTING THOSE CUNT LIPS IS SUCH SWEET SORROW, TEACH
I want to tell you about the sumptuous, erotic humiliation I recently received at the hands of a gorgeous high school fellow. I’ve already described the whole affair to my husband, who found it shocking but stimulating.
I am a former actress who recently took a job as drama teacher in a large, suburban high school. I am extremely attractive and slim, and while I’m not especially well-endowed in the breast department, my legs are long, tawny and elegant. In my younger years I always landed the part of the dewy-eyed ingenue. But it’s hard to play seventeen when you’re forty-one, which is why I’m now teaching.
Since I began last fall at Southton High, I’ve frequently worn a certain short red minidress to my classes—“that damned red dress,” my sweet husband calls it, because of the distraction it has caused him over the years. It barely covers my hips, and shows off nearly every inch of my thighs. I like it because it makes me feel free and youthful. I’m quite proud of my legs, and I suppose I thought the dress would help me bridge the age difference between me and my students. I hoped it would put me more in touch with them. Little did I realize what kind of touching it would ultimately lead to.
We’re doing Romeo and Juliet this semester, and Romeo was being played by an incredible young hunk named Chris. He’s a curly-haired, strapping young eighteen-year-old outlaw with a face to die for, and a reputation as the most sought-after lover at school. Girls swoon over him, boys envy him, and even we female teachers must do our best to keep our thoughts on a professional level when we deal with him.
But it all came unglued for this teacher last week. I was directing a scene in which Romeo kisses Juliet, trying to help Chris and his co-star, a lovely girl named Margaret, turn the scene into something truly passionate. It was increasingly evident to me that neither Chris nor Margaret needed any help making the scene catch fire.
I suppose I was hovering a little too closely over them—out of jealousy—because suddenly Chris released Margaret and turned to me. “Here, Mrs. Hellman. I’ll show you how we kiss,” he said. To my astonishment, he swept me into his strong, enveloping arms. Before I knew it, I was a limp dishrag, a melting pillar of female flesh having the blazing hell kissed out of me—all in full view of my students; mind you! I felt Chris’s ripe, young mouth force mine open (it didn’t take a lot of forcing, actually). His delicious tongue snaked its way into my mouth.
By reflex, I closed my own lips over it, sucking it deeply into my mouth. My clipboard slipped from my hand and my notes scattered across the stage floor. All my dignity was gone. I was scarlet with embarrassment, completely under this boy’s spell. The kiss went on and on. Chris was fucking my mouth with his tongue, kissing me into a trance. I tried to whimper a weak protest, but it got caught in my throat, under his sweet tongue, and came out instead as a meow of pleasure.
My students were shocked. I could hear them whispering, “What a slut,” and maybe they were right, but I couldn’t seem to control myself. I could feel the hem of my red dress rising above my black bikini panties, coaxed ever upward by Chris’s strong, young hand. The teacher’s white ass-cheeks were in full view to all who cared to look. “He’s gonna fuck her right here!” came the hum from the other students, and I wasn’t so sure they were wrong.
Chris brought a hand to my thigh, curling his fingers into the wet, soft inside of my cunt. To keep myself upright, I clamped my thighs around his hard leg. This increased the friction of his fingers against my overheating clitoris. I wondered if I was going to thoroughly disgrace myself by climaxing against him. I needed him to fuck me—I wanted his hard, teenage dick inside me. I didn’t care whether it would cost me my job or even my self-respect. Those things seemed trivial compared to the passion I was feeling at that moment.
Just when I thought I couldn’t take it any longer without coming, Chris released me as suddenly as he’d taken me. My legs were liked cooked spaghetti, and I dropped clumsily to the floor. I struggled to my hands and knees as the entire cast erupted into whistles, catcalls and mocking applause. Looking up, I could not bring myself to make eye contact with my conquering young stud.
Still on my knees, I dismissed the cast. When the last student had filed out, ogling me over his shoulder, I finally looked up at my teenage god. “If you have any compassion,” I whispered as I looked into his eyes, “you will finish what you started. Come now, you animal, and fuck your teacher.”
Bless his young heart, he did. He had the tact to take me to the darkened area behind the rear curtain. There he propped me against a costume trunk, pulled my black panties halfway down my legs and filled my soaked, willing vagina from behind with the longest, hardest, silky-smooth cock I’d ever taken in twenty-five years of lovemaking. When this boy erupted in me, I cried out and wept. I was full of shame, but still powerfully aroused. I turned around and covered his mouth with kisses. Then I dropped to my knees again and cradled his fabulous cock in my hands, nuzzling and kissing it gently before drawing it into my mouth to suck the nectar of our combined juices.
The experience was as humiliating as it was magnificent, and I hope it’s only the beginning. As attractive as I am, I know I can’t compete for Chris’s attention forever against the likes of the high-school cuties who are always hanging around him. But I have persuaded my dear, long-suffering husband into serving as a one-man audience for a special performance starring Chris and myself, this coming Saturday night, in the bedroom of our home.—Name and address withheld
SIMON SAYS … WELL, HE DOESN’T SAY MUCH—THEY WON’T LET HIM!
I am a twenty-year-old woman, and share an apartment with my best friend Rita who, like myself, is a college senior. I work out with weights at a gym every couple of days, so I am fairly well-muscled. I’ve had intercourse with men, but for the past couple of years most of my sex has been with Rita. Until last semester, I hadn’t had a dick in me for nearly two years, and I don’t think Rita had either. Well, that changed when Simon moved into the apartment next to ours.
Simon was a small, lightweight freshman who’d probably never fucked anything in his life but his hand. Rita and I thought he was pretty cute, though, so we became friendly with him. Late one Saturday night Rita and I were sitting around watching television and drinking beer, when we heard Simon walking up the stairs. We were both pretty loaded, and all we had on were panties and T-shirts that barely covered our butts. I jumped up, opened the door and said to Simon, “Come in and have a beer with us. No excuses, kiddo. We’re having a party!”
He said he’d just come from the library and had to study, but there was no way I was going to let this adorable little guy spend Saturday night with his books. I grabbed his arm and pulled him into the apartment. He was wearing a T-shirt, gym shorts, socks and tennis shoes, and was all embarrassed about the way we were dressed, but Rita got him a beer to help him relax. We had him sit between us on the couch. Simon was shy and red-faced, and tried to avoid looking directly at our scanty attire. He attempted to keep his eyes glued to the TV, but when I looked down at his crotch, I could see he had a huge erection. It was sticking straight up in his shorts, which started my pussy leaking and made my nipples poke through my shirt.
Rita had also noticed his erection, and I could see we had the same idea. “Rita,” I said, “come into the kitchen with me. Let’s make our friend something to eat.”
In the kitchen, Rita and I took a roll of duct tape from the drawer. We went back to the living room, and I lay down on the floor and told Simon to rub my back. I couldn’t believe it, but he did so without putting up a fuss. Then I told him it was his turn, and made him take off his shirt and lay facedown on the floor. I think he was happy to do that, because it enabled him to hide his hard-on.
“Close your eyes,” I said to him, and he did. That’s when Rita and I pinned his arms behind hi
s back and taped his wrists together. He was helpless, and although he kept struggling and trying to get up, Rita straddled his head, sat on his face and pinned down his shoulders with her knees. She rubbed her pussy over his face while I took off his shoes, socks and gym shorts, leaving him in just his underwear. I pulled off his briefs, exposing his cock and balls. His hard little peter continued to bounce around as he straggled.
He had a six-inch hard-on, nice tight balls and a cute little patch of pubic hair. Rita started to play with his nipples, and I ran my fingers lightly over his genitals. I don’t think I’d ever seen a cock that hard before!
Simon was telling me to stop, but I asked him, “Why should I? Aren’t you having fun?” I kept fondling him just to the point of orgasm, but would not allow him to come. Poor Simon probably never had had a woman touch him before, because all of a sudden his cock spasmed and he started to shoot his spunk. He erupted so hard, it actually hit Rita in the face. Pretty soon there was come everywhere—on his hairless chest, his pubes, my shirt. I know a drop or two even landed on my lips.
Rita got up and said to Simon, “You got come all over me. Now I have to take these off. She pulled off her T-shirt, exposing her tits to him. She also slipped out of her panties, giving him his first view of her shaved pussy. While I undressed, Rita got up to get a wash cloth and a ball of string. When she returned, she washed Simon off, then tied the string tightly around the base of his cock. Then she pulled him up to a kneeling position and made him crawl on his knees to a chair.
She sat down in the chair and told him to lick her pussy. It’s not like he had a choice, but he didn’t seem to mind either. He tongued her salty box until she came, which didn’t take long, as Rita climaxes easily. I was so hot that I was playing with myself, and as soon as Rita was done with Simon, I took her place. His tongue felt good in my pussy. Although he didn’t really know what he was doing, he managed to hit all the right spots, and pretty soon I came too. He was pretty shocked when my cunt exploded and my juice leaked all over his face!
I pulled Simon up by the string around his cock and then untied it. His cock sprang free and stiffened completely in about three seconds. “Time for your reward for being such a good boy,” I said. I grabbed his butt, slipped my mouth over his hard peter and started to suck him.
I was getting too much of his pubic hair in my mouth, though, so I got another idea. I took him to the bathroom and made him lie on the floor. “What’s going on?” he asked, but I told him to keep quiet and enjoy himself while I clipped his pubes with a scissors. I’d never seen a guy with a shaved crotch before. Simon was going to be my first. After clipping all the hair off, I got shaving cream and spread it over all his pubic area, including his asshole, and shaved him completely. Soon his totally bald boner was throbbing right in my face.
I grabbed him by the dick, led him back to the living room, and made him stand in front of me with his legs spread as far apart as possible. Then I sucked his beautiful cock. I licked and nibbled the head and shaft while Rita worked on his balls. His smooth skin felt warm and slippery in my mouth, and I feasted hungrily on his little pole. I dug into his ass-cheeks with my long nails, and that’s when his cock really began to throb. He plunged his cockhead down my throat, and I got ready for his load. When he blasted off, I swallowed most of his come, and made him lick the rest off my lips.
But we had a problem: Simon’s cock was soft again, and Rita and I were really turned on. I could tell she wanted to fuck him as badly as I did. We made him go to the bedroom and lay down on his back. Then we spread his feet apart and tied them to the bedposts. Rita held Simon’s cock and balls, and I taped his hands to the bedposts.
He didn’t even put up a fight this time. He was such a cute sight, this young, hairless boy spread-eagle on his back, with his beautiful, soft cock aching to be played with. Rita started to suck on it, and then moved up and rubbed her pussy against it.
It looked like it was going to be tougher than we thought to get him hard again. Rita sat on Simon’s face and told him to eat her out. Meanwhile, I got out a tube of KY jelly, lubed my finger up and slipped it into his ass. He bucked a little, and I moved the finger back and forth inside him. Sure enough, his cock began to stiffen, but it still was only semihard. I removed my finger, took out my vibrator, coated it with jelly and inserted it in his asshole. He tried to resist, but I told him to keep quiet. I slowly worked the vibrator in and out of his ass until the hole had loosened up enough to accommodate the whole thing. As my fuck-toy buzzed away in his ass, his peter responded, growing to full hardness.
He had such a nice dick that I hated to cover it with a rubber, but cover it I did. Rita mounted him first because she was really hot. She slid down his pole, rode him for about two minutes and came. It’s such a turn-on watching a woman come so quickly! When she was done, I pushed her out of the way, put a fresh rubber on Simon’s shank and impaled myself on his hot cock. I bounced up and down on him, sticking a finger in my pussy and massaging his dick while we fucked.
Simon began to thrust his hips up, really fucking me hard. Rita took advantage of his movements and began to fuck his ass with the vibrator. I could feel his cock swelling in my pussy, getting bigger and harder by the second. When he came, it pushed me over the edge too. Rita crammed four fingers into her pussy and worked them feverishly, uniting us in a wild, three-way orgasm.
Our shy little Simon was shy no more. He was insatiable that night, and moved in with us the next month. We made him our love slave. He had to fuck us, suck us and do anything else Rita and I told him to do. Occasionally we would bring a woman friend over for dinner, and if he got an erection in her presence, we made him jack off for her.
A few weeks ago Simon went to Europe on vacation, but he’ll be back in a month or so. Rita and I can’t wait. We’ve thought of a few more things to do with our slave. Maybe we’ll order him to write to you and tell you all about them.—Name and address withheld
SOUNDS LIKE THANKSGIVING WITH ALL THAT DARK MEAT AROUND
For a long time I tried to get my sexy wife Gina to fuck a black man. We used to swing and pick up young male hitchhikers for her to fuck and suck while I watched, so I knew she wasn’t a prude. But for some reason she always turned me down on this particular request.
I work nights, and don’t get home until about one o’clock in the morning. The other night when I came home, I found my wife doing her thing with three young, big, black studs. They were all naked and fucking like mad. I was amazed to see this, and my cock was hard in a flash. One of the guys came over to me and told me to take off my clothes. I said, “No, I just want to watch.”
The man grabbed my arm and yelled, “You’ll watch, all right. Now strip!”
I got undressed, and he tied me to a chair to watch the show. All the guys were very large in the cock department—one of them was nearly a foot long! He was fucking my wife doggie-style, pounding the hell out of her hot cunt for all he was worth.
“How do you like seeing your bitch fuck a black man?” he asked.
“I love it.”
“Yeah,” he replied, “she said you would. Well, keep looking. She’ll be getting plenty of it.”
My wife was having a super time. She had one cock in her cunt and one in her mouth. The third guy was jacking off in her face. The guys told me that after they were done fucking Gina, I’d have to suck them clean. Then they were going to fuck me in the ass. I didn’t know what to do, but the look on his face assured me that they weren’t going to let me out of that room without getting a piece of me too.
When one of them came in Gina’s pussy, she climaxed, screaming like mad. I knew she was loving it. He pulled his cock out of her. It was dripping with his come and her cunt juice. He stuck the cock in my face and said, “Suck my dick.” I couldn’t refuse. I opened up wide and he stuffed it in. It felt like a log in my mouth, but I found I loved the taste.
By this time one of the other guys had shot his load down my wife’s throat. He too wanted a
piece of my white ass. My wife urged him on. “Go on and fuck my husband,” she squealed. “Get on all fours for him and take it up the ass like a man, Jim.” I got on my hands and knees, my mouth still wrapped around the twelve-inch meat-stick I’d been sucking.
“Use some Vaseline and go easy on me,” I said.
“Yeah, right,” the man said with a laugh. “Why don’t you just shut up and let your ass do the talking.” He stuck his big thumb up my rump and primed the tight hole a few times. I knew I was in for a heavy fuck. My wife was laughing and looking on, sucking a pair of big black balls while I got ready to be split open.
The man grabbed my ass cheeks, spread them wide and eased his big cock up my ass. It hurt at first, and my eyes began to tear. But as it went in deeper, I relaxed my muscles. He started to fuck me deep with long strokes. It felt great. To my amazement, I went wild. I began pushing back hard, to get the giant penis all the way up my ass. He was really getting into it too, fucking my ass like it was a cunt.
“I love fucking!” he bellowed. “Ass, pussy, man, woman, black or white—I don’t care!” Then he turned to Gina and said, “I’m going to fill your pussy-ass husband with a load he’ll never forget!” When he came, it felt so good that I shot my load too.
I loved being fucked so much that I begged the other two me to cram their dicks in my ass. They were only too happy to oblige. My wife was getting off watching them fuck me. When they pulled out of my ass, they had me bathe them clean with a wash cloth, then suck them back to hardness so they could fuck my wife some more.
It went on like that until four in the morning. When the three men left, I asked my wife what made her finally decide to fulfill my fantasy and do it with a black man in front of me. She told me she worked with the three men, and had been fucking them for years without my even knowing it! I’m glad she finally let me in on her secret. I would’ve never known the pleasures of being humiliated and fucked up the ass by such a trio of studs.—J.V., Boston, Massachusetts