Letters to Penthouse XXXXIV

by Penthouse International

  —B.R., Baltimore, Maryland

  The Friendly Skies

  As I was putting on my uniform, I was all too aware of the fact that I had not fucked in four days. The next day happened to be my birthday, and that night I was scheduled to pilot a plane on a flight to Tokyo. As flight time approached, my copilot, Ron, and I briefed the crew, letting them know that the weather was perfect, the skies clear, and, since this was a red-eye flight, it looked like a quiet trip.

  As the crew boarded the plane, Ron and I took our seats in the cockpit, preparing for takeoff. Just as we were cleared, I glanced at Ron and noticed a silly smirk on his face. Suspiciously, I asked him what he was up to. “Are you ready for a wild birthday?” he grinned. But that was all he would say.

  We took off around ten o’clock, and the first hour or so was spent getting acclimated and preparing for autopilot. At eleven-forty-five the movie started, and soon after that our one male flight attendant came into the cockpit to see if we wanted something to drink. “Hey,” Ron said, “did you know it’s the captain’s birthday?”

  “No, I didn’t,” the attendant said. “How about a birthday drink?”

  Before I could reply, Ron said, “Yes, bring us two shots of tequila.” When the flight attendant left I tried to resist the gesture, but Ron told me to relax. We were on autopilot, the weather was fantastic, and it would be smooth sailing all the way to Japan. So I figured one shot wouldn’t hurt.

  A few minutes later our drinks arrived. I thought it was the male attendant again, until I heard a woman’s voice say, “Happy birthday, Captain.” I looked around and saw that it was Denise, the hottest flight attendant on the plane. I glanced over at Ron, and saw by his face that something was up, and that it was his doing. I swung my chair around to Denise, and as I did I noticed that her tight-fitting white blouse was unbuttoned to just below her breasts. I could see the white lace trim of her bra cupping her firm, perfectly rounded tits. She handed us our drinks, saying, “Bottoms up.” She then took a candle from her pocket, placed it seductively between her large globes and lit it, keeping eye contact with me the whole time. “Make a wish,” she said.

  I stood up, leaned over, and placed my face within inches of the candle before blowing it out. Denise turned toward the door, then looked back and said with a smile, “Hope your wish comes true.” I thought she was leaving, but instead she hesitated and then turned around. My heart started beating faster, and I felt a throbbing sensation in my pants. As she turned she unbuttoned the last button on her blouse, then slipped the garment off her shoulders and placed it on my chair. What a body she had! She reached back to unfasten her bra, and her tits jumped out toward me. At this point my cock was rock-hard. Denise reached for my belt and undid my pants, and as she pulled out my eight-inch rod she licked her luscious red lips. Kneeling down, she started licking the shaft of my dick up one side and down the other, then took the head of it into her mouth. Soon she was engulfing all of it between her luscious lips. She started sucking my dick like a fucking pro, and just when I thought I was going to shoot down her throat, she pulled away and stood up.

  She leaned over then to whisper something in my ear. I could feel her nipples brush against my chest as her breasts swayed back and forth. “Did you know that today is my birthday as well?” she said.

  “No, I didn’t,” I replied. “What would you like for your birthday?”

  “I want your thick cock deep inside my pussy,” Denise said.

  As she stepped out of her navy blue skirt, I leaned down to pick it up and place it with her blouse, noticing her perfectly shaved landing strip. My cock was the hardest it had ever been, and after seeing her voluptuous, tight, tanned body I was more than ready to give her what she wanted. I turned her around and bent her over the arm of Ron’s seat, gliding my cock up and down her hot little box, coating my rod with her pussy juices until it was so slippery that I could ease my way in. I started to enter her hole; she was so fucking tight that it must have been a while since she’d been laid. I was even more excited; this was going to be one great fuck. While I was working my way into her tight box, her pussy was squeezing my cock so tightly that I was ready to explode right then. But I wanted this to last, so I spread her feet a little farther apart and told her to relax and open up for me as I worked my way in deeper.

  Ron was so aroused from watching us that he now pulled his cock out, needing to get off as well. Denise had only to bend down a little more to take his rod into her mouth, and soon she was bobbing up and down on it as I fucked her from behind. Her pussy had accepted me completely, and it was getting juicier and juicier as I continued to thrust my big cock in and out of her tight love hole. The cockpit was filled with the sounds of slurping and sucking, of the slapping of my thighs against Denise’s nice round ass, and of the moans that were coming from all three of us. This felt so good that I wanted it to go on for hours. Then I caught our reflection in the side window of the plane as I pounded away at my gorgeous birthday present, her tits swinging back and forth with every thrust, her head bobbing up and down on Ron’s dick.

  I couldn’t take it another minute. “I’m going to come, baby,” I moaned. With one swift move I pulled out of her dripping wet pussy, and at the same time she pulled away from Ron’s cock. Ron spewed his load all over her delicious round titties, while I shot my come in ribbons across her squirming tight ass. Denise moaned happily, rubbing Ron’s jism into her tits with one hand, and mine into her buttocks with the other. It was still drying on her when she straightened up and slipped back into her uniform. Then she picked up the shot glasses and went out, saying she would be back for more later on.

  As I was putting my cock back in my pants, I saw that it was glistening with her come, and I thought how I’d really love to fuck her in that tight little ass of hers. Yes, this was going to be one hell of a birthday weekend!

  —J.U., New York, New York

  She Rode Him Ragged

  I am a student at a local university, though somewhat older than most, due to a precollege hitch in the army. At five feet ten and about 205 pounds, I consider myself to be in pretty good shape, notwithstanding a little bit of a gut. I generally keep to myself, and don’t often attract a great deal of attention from the opposite sex. But when I do, it’s just amazing whose eye I catch.

  One day while walking on the campus I heard somebody call, “Hey!” I turned to see one of the freshman girls with whom I had several classes. We had spoken before, but our conversations had been fairly short and usually about classwork, and I didn’t even remember her name. I had definitely noticed her though. She was about five feet tall and maybe a hundred pounds. She had dyed red hair (a fad at the university) and always wore clothes that complemented every part of her perfectly sculptured body. I had often imagined being her boyfriend and being able to grab a handful of that fabulously sexy body any time I felt like it. She also had a cute button nose, alluring green eyes, and lips that made me think wicked thoughts.

  She complimented me on a presentation I had given in English Lit a few days before. I thanked her, and when she didn’t move away immediately, I said, “Can I ask you something?”

  “Sure,” she said, surprised.

  “I’m sorry, but I don’t remember your name,” I said frankly.

  “Jodi,” she replied. “But my friends call me Buzz.”

  “Buzz?” I said. “What kind of a name is that for a beautiful woman?”

  “You think I’m beautiful?” She lowered her chin and looked up at me like a shy little girl.

  “Well, yeah. You can’t tell me you haven’t been told that before.”

  “Well, thanks.” Then she suddenly changed the subject. “You like mountain biking?”

  “Well, I do have a bike, but I mostly ride around the campus, and sometimes in town.”

  “I’m going to ride out to the park this weekend,” Jodi said. “Wanna come?”

  “You mean the state park?” I asked, hoping she didn’t.

  �
�Yeah, it’ll be fun,” she replied, grinning.

  The state park was approximately ten miles away, on the other side of a mountain pass. I had known people who rode through that pass, and I thought they were fucking nuts. I knew that if I tried it, I was going to die. But then Jodi might be worth a temporary death. Besides, my instincts said to go for it.

  “All right,” I said. “It’ll be nice to work up a sweat.” We set up a time and a place to meet, then went our separate ways.

  When we met at the edge of town that weekend I nearly popped a woody on the spot. She was wearing tight shorts that could have put her on the cover of any men’s magazine in the land. She was also wearing a cut-off top that revealed the bottom curves of her breasts and made it quite plain that she had no bra. Over that was a see-through windbreaker, tied at the waist. I almost had a heart attack right there, and we hadn’t even started riding yet!

  The first couple of miles, to the base of the pass, were relatively easy. But once we got to the pass life began to suck. Within minutes I was gasping for air and praying for a break.

  After a while we pulled off near a wooded area and got off the bikes. I was still trying to catch my breath when Jodi bounced over and grabbed my hand. “Come on, lazy. Let’s see if we can get some color back into that handsome face of yours.” Trying not to pant too hard, I followed her into the woods, around a mound of construction gravel.

  Letting go of my hand then, she moved over to stand beneath a tree. There she promptly pulled off her shorts and squatted, and I watched in astonishment as she pissed, letting out a sigh of relief. “Ah, much better,” she said, straightening up. “That was a hot ride, wasn’t it?”

  Before I could reply she lifted her top, windbreaker and all, up over her breasts, and held it there. What was exposed was perfection. It’s rare to see tits that stand straight out without support. They weren’t big, but they were awe-inspiring for her petite size. “Umm,” she said, “the breeze feels good.”

  I started to say something, God knows what, but she cut me off. “George, you know what I want to do?” she said, walking toward me.

  Trust me, I had many thoughts. Jodi was now standing directly in front of me, naked from the tits down, her beautiful breasts reaching out to me. She had let go of the top and the windbreaker, but they still stayed where they were, resting on those astonishing breasts. I shook my head in answer to her query. But I was sure I was going to find out.

  “I want to be one of those girls in the magazines, you know?” Again I shook my head. My mind was a jumble, and my body on hormonal overload. “Yeah,” she continued. “I want to be one of those girls in the pictures, bending over, exposing my bare ass. They always look like they’re about to scream, ‘Fuck me! Fuck me up the ass, hard!’ You know?”

  I knew, I knew!

  “I want guys to jack off all over my ass,” Jodi continued. “But what I really want is to get fucked now. I mean fucked hard.” She turned around and bent over. Man, I was in heaven! “George, will you fuck my ass? I mean right now? Please.”

  I couldn’t believe this was happening. My brain was in a whirl, but my cock was straining to burst out of the loose shorts I was wearing. Jodi must have noticed this as she turned to look back at me.

  “Here, let me get that,” she said, turning to face me again and pulling down my shorts. “Umm, it’s so hard!” And dropping to her knees, she began alternately kissing my shaft and gulping my cock. Then she took it deep in her mouth and her head bobbed up and down. This girl was only a college freshman, but damn, she could suck! And the humming noises she was making around my dick were giving me a clue why she was called Buzz.

  She reached up and gave my balls a squeeze that nearly made me scream, then took my cock from her mouth and rubbed it all over her face. “I think you’re ready, don’t you?” she said, and I could only nod. She turned my cock sideways and started to nibble on it as though checking for soft spots. There weren’t any.

  Standing up then, she walked back over to the tree. She put her hands on the trunk and stepped back, spreading her legs for balance and sticking her ass as high as she could in the air. “Come and get it!” she sang out.

  I started walking toward her, forgetting that my shorts were still around my ankles, and nearly tripped over them. I kicked them away impatiently, not paying any attention to where they landed. Now, standing behind Jodi, I surveyed the position. The base of my cock was a good five to six inches above her waist, and at the moment my dick was standing up at a steep angle. This wouldn’t be easy, but if that was how she wanted it, I wasn’t about to risk her displeasure by arguing with her. Spreading my feet apart, I squatted down and worked my way between her legs. My cock made contact with her crotch, and I slowly rubbed it around her pussy, preparing to enter.

  “My ass, George, fuck my ass,” she pleaded.

  “In time, honey. We need some lubrication first, okay?”

  As I entered her, she let out a moan and began to slowly rotate her hips. She was good and tight, but gradually she began to loosen up, and her moaning grew louder. She also began to bear down on my cock, trying to get it deeper, but my poor prick was being bent down at a very uncomfortable angle. Either I was going to have to come soon or she was going to snap it off. I chose to avoid both alternatives. I reached around the front of her, grabbed her thighs with both hands, and picked her up. She let out a giggle, and then began to cry out in pleasure as I bounced her on my cock. She arched her back, trying to lock her ankles around my lower calves for support. After a while I lifted her off my cock and set her down.

  Jodi looked genuinely disappointed. “What!” she wailed. “Why did you stop?”

  “It’s back door time, honey,” I said. “You ready?”

  Her expression of disappointment changed to one of grinning delight. She spun around, bent over, and spread her cheeks with both hands. Her anus was incredibly small, whereas my dick was a good two and a half inches in diameter. “I don’t know, honey, I think I might be too big for you,” I told her.

  “I can take it, all of it,” Jodi pleaded. “Trust me. Ah, come on, don’t stop now. Please!”

  “Okay, but we need to find something for you to stand on,” I said. Jodi was beginning to look frustrated. She looked around frantically, then suddenly ran off, returning in a moment with her bike, which she rolled over to the tree. As I watched dubiously, she lay it on its side and maneuvered it until it seemed steady enough to stand on. Hopping onto it, she found a couple of spots to brace her feet, then yelled, “Come on, I want it now!”

  Who was I to argue? I moved over to her and began rubbing my still wet cock over her ass cheeks, then poked it at her hole. As soon as I got my cockhead in her ass, Jodi went into some kind of frenzy. Using her legs for power, she slammed her hips backward, screaming. I just stood there, astonished, as she began to jerk her ass back and forth. She was doing all the fucking. Obviously she had done this before and knew how to do it. Every once in a while she would jerk her hips from side to side instead of back and forth. I knew I was going to blow at any minute. Jodi was screaming at the top of her lungs. “Fuck me, fuck my ass, yes, yes, yes, fuck me!” I could only hope there was no one else walking around in the area. Like a cop or something.

  Then Jodi gave a huge gasp. Her movements became shorter and more intense, and then she stiffened and came just as I exploded in her ass. She was so carried away that she actually seemed to be ejaculating, her fluid spraying against my leg as her hips convulsed again and again.

  When she calmed down I released my grip and pulled out, rubbing the last drops of my come onto her ass. Jodi stepped off the bike and leaned against me as she recovered her breath.

  “That was nice,” she said as she kissed me.

  “Yes, but I’m a little too tired now to go on to the park,” I said.

  “Me, too. Let’s go to your place and take a bath.”

  She picked up her shorts, shook off the dirt, and put them on. As she adjusted her other clothing,
I looked around for my shorts. Jodi let out a laugh and pointed at a tree. My shorts were hanging from a low branch, where I had kicked them in my haste. A squirrel gave me a dirty look as I pulled them down.

  We rode slowly back to my place, where Jodi demonstrated that she had quite an imagination in the bathtub too. But that’s another story.

  —G.Y., Tempe, Arizona

  Surprise Guest

  Last month my wife, Rosie, and I each had to go out of town for a business conference. We decided to meet in Reno, Nevada, after our respective conferences, and take a few vacation days together. According to our schedules, Rosie would be arriving during the afternoon, and I would join her at the hotel that night. But as it happened, my flight was delayed for several hours, and it was nearly three in the morning when I finally arrived.

  During the flight I struck up a conversation with a thirty-year-old guy by the name of Ken, who was planning to stay at the same hotel. But while Rosie and I had reserved our room, Ken had not, and upon arrival the hotel clerk explained that it was a busy weekend, and they had no more rooms. Since it was so late, I volunteered to let Ken sleep in our room. The room had two double beds, so it seemed to work out fine. Rosie was asleep when we got there, and I quickly undressed and got into bed with her, while Ken took the other bed.

  It was about six in the morning when Rosie got up to use the bathroom. I woke up in time to see her emerge and then, still half asleep, get into Ken’s bed instead of ours. As is her custom with me, she started snuggling up to Ken, who understandably responded. The next thing I knew they were making out. Ken quickly removed his underwear and Rosie’s nightie. Rosie, still not realizing that it wasn’t me (at least I think she didn’t; I’ve never actually been quite sure), proceeded to grab Ken’s big cock and line it up with her pussy. But as he eased that eight-inch cock inside her, her eyes opened wide, and now she was definitely aware that something was different. My cock is average in length and width, so she was now filled with more dick than she’d ever had before.