Letters to Penthouse XVIII

by Penthouse International

  Finally the driver got back in front. Her friend asked me to fuck her from behind, hard and fast. Who was I to turn down this hot blonde?

  I put on a new condom. She bent over in front of me. Her small, firm ass was all the invitation I needed. I held her hips and drove my cock in, palming her ass as I sank my shaft deep in her pussy. She moaned and pushed her ass back to me. I licked my finger and slipped it in her asshole.

  “Yeah, fuck me hard!” she gasped. “I’m gonna come!”

  I pounded her tight hole and fucked her ass with my finger until she came, dripping her juice on my cock and balls. I pushed hard in her and came again. We stayed together until my cock softened and slipped out of her. I slipped the condom off, and she licked my cock and balls.

  “Thank you both!” I exclaimed. “This is the most incredible thing that has ever happened to me.”

  “We’ve never done anything like this before,” the driver said from the front seat. “But it was awesome.”

  “Yeah, that was awesome,” the blonde added. “I’m glad I took the bet.”

  “Me too,” I said as I climbed out of the car and went to the rest area to clean up. When I came out they were gone, and I wondered if it had really happened. My tired cock and the smell of sex let me know this was real.

  I looked at the driver of every car I passed the rest of the way to my parents’ house, and on the way back I caught up to every red car I could see, hoping for a repeat performance. I didn’t see them again, but I will never forget that trip.—D.N., Norman, Oklahoma

  TRUCKERS’ TALES II: THE LONELINESS OF

  THE LONG-DISTANCE DRIVER

  One day I was driving my eighteen-wheeler, just driving along, when I saw this woman on the side of the road. Her car was broken down. As I got closer I realized what a nice piece of work she was, so I pulled over to see if I could help her—or pick her up!

  I jumped out of my truck and asked if I could help. She got out from under the hood of the truck. Oh man, was she hot! I went over and acted like I knew what I was doing, but I couldn’t fix it, so she asked me to take her to the next truck stop.

  Well, what do you think I am, stupid? I said sure, and we hopped in the truck.

  We started driving and all of a sudden she puts her hand on my leg. I ask her what she thinks she’s doing. (As if I didn’t know!) She says she wants to pay me one way or another for taking her to the truck stop. Of course I’m not going to turn someone like her down, especially since I’ve been on the road alone for six weeks. She looks like she can fulfill the things I would like to do, so what do you think I’ll let her do? You bet—anything she wants!

  Well, her hand goes up my leg, and she asks me how I would like it. I tell her any way she wants it! So she starts to rub my balls through my jeans. Then she works her hand up to undo my jeans. I help her, of course. Once they’re unzipped, she puts her hand down my pants and starts feeling around and rubbing my dick and balls.

  She lies across the seat, puts her head down by my dick and pulls it up where she can suck it. She rubs it, going up and down, wrapping her tongue around it. Her tongue is going up and down and around my dick. Oh, that feels so good!

  It feels so good that I have to pull over to the side of the road to let her finish the job without me running someone over. Especially when she sucks hard and licks it like that. Oh my God, it’s going to blow!

  She ties something round it to keep it from coming. Oh, she’s driving me crazy! She tells me she wants me to do something to her, so we go to the back where my bed is. She takes off my shirt, then her shirt, then my pants and her really short shorts. She starts playing with herself, and asks me to feel her and eat her.

  I say, “With pleasure.” So I watch her for a while and then go to her. I feel her lovely breasts, so firm yet so tasty. Then I slide down to her crotch and rub it and lick, then play with it more. My dick is fixing to burst! I don’t know what to do but just pump her harder and harder in and out.

  She’s saying, “Yes, harder,” and how good it feels. She decides to get on top. I hold her breasts and her ass as she rides me, harder and faster until she climaxes like you wouldn’t believe. I take hold of her hair, and to my surprise it’s a wig, and who turns out to be under it but my wife! You may think, How dumb is he, he doesn’t know he’s fooling around with his own wife? The answer is, I don’t know!

  So I say to her, “Honey, what are you doing?”

  “I thought I’d surprise you. Are you surprised?” Boy, was I surprised!—M.S., Regina, Saskatchewan

  THE KEY TO GOOD GROOMING IS FINDING THE

  RIGHT KIND OF PROFESSIONAL ATTENTION

  I’m an eighteen-year-old high-school senior. I had a Saturday appointment with the family’s photographer to have pictures taken, but my folks decided I needed a haircut and with all my afterschool activities I couldn’t get to the barber. So Mom made an appointment for me with her hairstylist for Friday evening.

  I wasn’t looking forward to having my hair cut by some old busybody in a beauty salon. I talked my friend Jeremy into going with me, hoping at least to make the time pass quicker. We arrived at the salon around half past seven, and instead of an old gossip, the stylist turned out to be a fox. Georgia might be in her mid-forties, but she looked much younger.

  Her big boobs strained against her tight, low-cut black shirt, and her short black leather skirt barely skimmed her round ass. As I crawled into the styling chair, she locked the shop and closed the blinds. I noticed Jeremy already had a large lump in his pants. As Georgia cut my hair, her tits danced invitingly inches in front of my face.

  Seeing the effect she was having on Jeremy and me, she smiled. “It seems as if I’ve started something,” she said, eying the tent poles in our pants. “I guess I’ll have to offer you two some of my ‘special services.’ ”

  She finished my haircut, then helped me undress and laid me back in the chair. Jeremy was already naked. He and Georgia locked in a French kiss. She then stripped, showing off her beautiful tits and her pretty pussy and ass. She bent over and began to suck my cock. Jeremy got behind her and began to tongue her pussy wildly. With the cocksucking job she did on me, I soon filled her mouth with come. Not long after, she screamed and began convulsing as Jeremy tongued her butt.

  Jeremy laid Georgia down on the floor. “Oh God,” she cooed, “please fuck me with that hot cock.” He buried his cock in her pussy and rode her with all his energy. I lay beside her and buried my tongue in her mouth while kneading her hard nipples. Soon Jeremy came, roaring his head off.

  The three of us rested awhile. Then Jeremy and I played with Georgia’s sensitive tits and sticky cunt. I decided that Jeremy and I should fuck our horny hairstylist at the same time. She loved the idea. I lay back on the floor, and she lowered her cunt on my cock. Jeremy lubed up his dick with some hand lotion and eased it in Georgia’s tight asshole. It felt good having his cock so close to my own. Georgia begged us to use her as our slut, and we did our best to oblige with our cocks. I came first in her cunt. Then Jeremy followed in her butt.

  It was nearly midnight when Jeremy and I left. Georgia said she needed to get home before her husband came looking for her, but Jeremy and I should come back again for all of our grooming needs. Now we’re both fucking Georgia regularly. Our parents are delighted by our new attention to grooming!—K.L., New Orleans, Louisiana

  LOOK DEEP IN MY MIRROR, AND YOU’LL SEE

  WONDROUS DOINGS OF A LUSTFUL KIND

  Undressed to my silk slip, I look in my vanity mirror and watch you lying on the cotton sheets watching me, amid the scent of candles and roses dried in the sun. You say so much with your eyes. Sitting on the bench at my vanity, I begin to unbraid my hair, French-braided in the round. I close my eyes and think how much I want you to touch me.

  A rush of warmth tells me you’re next to me. I open my eyes to see you finish unbraiding my hair with a single swoop and toss it in your hands. I turn around on the bench to face you. I hand you my brush and place m
y hands on your lower back, pulling you closer to me. You brush my hair, but your body is distracted by the passionate touch of my hands. My legs are inside yours, and my mouth is poised to begin exploring your taut flesh.

  I take the brush out of your hand and move your hands to my head. Your fingers move into action, tossing my hair and massaging my scalp, my neck, then my shoulders. My breasts are tingling now. My lips brush downward over the expanse of your firm chest, and my tongue becomes more active as my mouth descends past your navel.

  I take the head of your manhood in my mouth, and my tongue proceeds to wrap around the shaft as I suck you in. Your hands cup my head as it moves slowly up and down. I take a deep breath, which forces my tongue down and opens my throat. I feel the effect my hands are having on your buttocks, and I swallow, never wanting to let go. But I have to have air, and your hands draw my head away.

  I am weak and need to tap into your passion. Once again your hands guide the rising and falling of my head around your cock, around which my tongue is dancing. I want the warm, salty milk your body produces—to thrill me, to nourish me. But I will have to wait. I swallow again, but I cannot yet draw the precious liquid out of your shaft.

  You lift my head and place your lips on mine. You take my tongue in your mouth. As we taste each other, you pull me up in your arms and brush my silk slip down to the floor. You sit on the bench. I kneel between your legs, and you take my head in your hands and guide me back to your erect manhood, which you ease back in. My throat expands to accommodate it.

  Still you withhold your precious liquor. When finally I need to breathe, you withdraw your shaft. You move me to the bed and place your hands inside my legs, spreading me apart. You feel my moisture, my passion. Now you are ready to enter. As the bulb of your cock passes just inside my pussy lips, you rotate the shaft, so the head touches every part of my inner sanctum. As you penetrate farther, my arms embrace you. My hands are on your hips, pulling you in me.

  You thrust, and I feel you deep, spreading me open and then penetrating even deeper until all of you is inside, filling me with your passion. I feel the sexual energy rise inside me. My body can no longer control its desire, which reaches the first peak on the road to climax. You continue to work your shaft in me until we ride the final wave of bliss.

  Exhausted, we sleep. I awaken and in the mirror witness the union of our flesh, causing a renewed stirring inside me.—D.R., Rochester, New York

  Losing It

  HIS SEXY NEIGHBOR TAUGHT HIM A LOT, BUT SO

  DID HIS VIRGINAL CLASSMATE

  My neighbor Renee lost her husband some time ago, and for a long time afterwards she withdrew into her own private world. It was very difficult for her friends and neighbors to get her out of her depression, despite the fact that she was a very attractive woman in her late thirties.

  When I was about eighteen, Renee asked me if I could help her around the house. She said she would pay me sixty cents an hour. I agreed, and the first thing she asked me to do was to help her straighten out and organize one of her closets. The space was small, and we kept bumping into each other. After a while I realized she was backing her very fine rear end into me on purpose. Then at one point she suddenly asked, “Do you have a girlfriend, Joey? Have you ever had sex with a girl?”

  “Um—well, no,” was my honest answer. I had fooled around with a couple of the girls in the neighborhood, and I’d also masturbated quite often, but I didn’t mention that. I had often heard the older guys bragging about how they had screwed this girl or that, and how great it felt, and I’d always daydreamed about having sex with a girl.

  “Put your arms around me, Joey,” Renee commanded. “Hold me.”

  I did what I was told. Renee was a little shorter than I was, and it thrilled me to feel her large breasts pressed against my chest. “It’s been so long since a man has held me,” she said. “And it feels so good. I think I’ll show you what a female body is all about sexually. Would you like that? You mustn’t tell anyone about it, though. No one! Do you understand?”

  I said I did, and she put my hand on her breast. What a thrill it was to feel the softness of her, even through her blouse and bra. Then we kissed. I almost expected to hear background music, like in the movies, but even though that didn’t happen, I never forgot that first kiss.

  At that point she unbuttoned her blouse so I could play with her tits, still inside her bra. Then, while I was enjoying myself, she opened the bra and let those wonderful globes fall free. I was so thrilled my brain was spinning, and I felt like I was about to explode. Renee told me to lick and suck on her nipples, because she loved that. Obeying her, I found it was totally wonderful, and I would have been content to do that for quite a while. All this time my pecker was hard as a rock inside my jeans.

  At that point she took my hand and led me into her bedroom, where she lay on the bed. “Suck on my tits some more!” she begged. I went back to work on those marvelous nipples. As I played with her breasts, she drew her knees up, with her feet flat on the bed. Her skirt slid down over her thighs, further and further, until I could see a little bit of her pubic hair, and I realized that she had no panties on. I almost passed out, because I knew that in a minute I was going to see my first female sex organ. “Joey, I want to show you something,” she said. She pulled her skirt out of the way and there it was—Renee’s pussy.

  As I stared, she put her hands between her legs and spread the lips of her vagina a little. “This little knob at the top of my slit is called the clitoris,” she said. “If you play with it very gently it will send me into orbit.” So play with it I did, as I gazed in fascination at that hairy gash. As she arched her body I could also see her puckered asshole.

  A little hesitantly, I slid a finger into that wet-lipped pussy and probed her love tunnel, reaching in as far as I possibly could. The inside of a woman’s cunt was fascinating to me, and my groping seemed to send her into paroxysms of ecstasy.

  “Okay, Joey,” she said after a while. “I’m going to take off my clothes, and you can take yours off too. I want to see that young male organ of yours.”

  In seconds we were both naked. Renee held my cock for a little while, looking it over and playing with it. Then she lay back on the bed, spread her legs and said simply, “Fuck me!”

  Hoping like hell I would know what to do, I climbed on the bed. I was a little nervous, but my cock was swinging freely, very ready to enter that warm hair-covered hole. Renee drew her knees way up and spread them wide, causing her crack to open up a little. I was so excited I could hardly stand it.

  It was an awesome feeling to be jamming my hard shaft into that warm moist pussy, experiencing for the first time the sensation of having my cock inside a real woman. As I started pumping away, Renee wrapped her legs around my back. Of course I didn’t last long. Within minutes my semen was shooting deep into her warm tunnel, as she whimpered with delight. Then it was all over.

  As I left her house she asked, “Can you come back tomorrow, so we can finish that closet? I loved what happened today, Joey, and I’ll show you more about sex, but you must not tell anyone.”

  Of course I went back the next day. This time the fucking lasted longer and was even more fun. We did it in several positions. After that we started fucking two or three times a week.

  Renee taught me about oral sex. She loved to suck on me, and I learned to eat her cunt. The first time I came in her mouth I thought I was in heaven. There I was with my cock sliding in and out between her soft warm lips, and I could feel my balls getting ready to blow. While I was wondering if it would be all right to shoot in her mouth, all of a sudden it was too late. As I helplessly shot off, Renee just kept sucking and swallowing, with her lips tight around my shaft. I couldn’t believe how good it felt, coming in Renee’s mouth, with her pretty eyes watching me, while her fingers played with her clit. When I finished shooting my wad, she licked off all the remaining jism that was dripping from my dick.

  One day as she was sucking me off
she said, “God, I want to feel that cock in me! But I’m having my period, so you’re going to have to stick it up my butt.” She got a tube of something called K-Y jelly and smeared some all over my erection, and then on her anus. She got on all fours and waited for me to enter her. I moved in behind her, and I could see the string of her tampon hanging out of her pussy. Above it was her tight-looking anus. I probed it with a finger, then two, as it started to open up. “Come on, let’s do it,” Renee whimpered.

  As I positioned my prick at her little brown hole and began to push, my foreskin started to pull back. All of a sudden the head of my penis popped in past her tight sphincter, leaving my foreskin retracted. The feel of that tight muscle around my cock as it slid in was fantastic. I eased the rest of the way in, then started a slow, short back-and-forth stroke that brought moans of pleasure from Renee. The thought of my cock deep in her fabulous rear end, and the knowledge that I was soon going to shoot my semen deep inside her rectum, soon brought me to the brink. I had to slow down or this wasn’t going to last very long. Meanwhile Renee was fingering her clit. I felt her shudder into orgasm, that little brown hole squeezing my cock with hard pulses. She begged me not to stop, and I kept fucking her as she started all over again, building to another climax. I wanted to shoot so badly that I wasn’t sure I could wait for her next orgasm. But her passion was building with more even more urgency than before, and then she made a sound like a bear growling as she came again. Her little brown asshole spasmed away on my cock as I sent my load deep into her marvelous butt.

  Before I left that afternoon, Renee told me that a very nice gentleman was taking her to dinner that evening. She thanked me for taking the edge off her sex drive, so she would be able to stay cool.