Letters to Penthouse XXXIII

by Penthouse International

  Richie knocked and had a big grin when I opened the door. He said I looked good enough to eat.

  I lifted my skirt to show him my bush and said, “Some other time, lover.”

  We arrived at the party, and I drank and mingled. It was a bore, but I smiled at the bulges in the pants of a number of the older men. If only they knew what I had on under my skirt! I decided I wanted to fuck Mac, a real hometown football hero. (He was 25.) We danced, and the lewd bulge in his pants told me he was interested.

  We ducked out of the party and went to Mac’s, and went right at it. His cock was huge. I thought it would split me in half, but with a lot of hard work we got it in me. Still, I had trouble getting turned on after the glorious loving I’d had all afternoon. All that concerned Mac was gratifying himself, which he did fast. But then he wanted a BJ! Only I couldn’t get my mouth around his cock. I didn’t much care, frankly.

  Mac drove me back to my hotel and told me how great I was. What a bore! And what a waste of such splendid equipment.

  In the morning I had breakfast with Richie, and afterward we went for a walk around the lake. We talked about our past relationships, good and bad. Ruefully, I shared my experience with Mac, and said what a waste of my time it had been.

  I told Richie he was the most fantastic lover I’d ever had, beyond anything I imagined possible, and apologized for my bad behavior. I asked if he’d let me make it up to him that night.

  He smiled and kissed me.

  We drove out to the farm for the big picnic. It wasn’t much more than an ordinary cookout, with games for the kids and volleyball for all.

  I was wearing a short, tight T-shirt that showed off my belly, with a pair of short shorts. Some of the men who had gotten hard at the party had erections again. Good for them at their age, I thought! Their wives didn’t seem so pleased. If I’d had the time, or maybe the inclination, I’d have taken them all in the woods and given them blowjobs, just on principle. Their wives appeared to be cold prudes.

  I arrived back at the hotel dirty and sweaty from some intense volleyball. A few of us had agreed to get together later that evening. I asked Richie to come by in an hour to get me. I took a shower and took out my trusty toy to help me relax. I found that even in masturbating me with my vibrator Richie’s skill exceeded anything I was able to do for myself.

  There was a knock on the door, then Richie’s voice saying he was ready. I called out that I was coming but he should let himself in with the spare key. He did, and found me with two fingers in my cunt and the vibrator on my clit. He watched me finish up. Trying to catch my breath, I smiled and said, “I told you I was coming!”

  Afterward, I told him I’d really needed that—and he would have his chance after dinner. I threw on a floral sundress without any underwear and put on my sandals, and I was ready to go.

  We had a nice time at dinner with the people we were meeting, but I couldn’t wait to get back to the hotel with Richie. Again he was a gentle, attentive lover who made me feel like a princess. As soon as he closed the door behind us, he took possession of me.

  In the morning, when Richie dropped me off at the airport for my flight home, we both cried.

  A week later an express package arrived, from him. I opened it and was startled to find a gorgeous pair of diamond earrings, with a note of thanks for a wonderful weekend. I called him right away to thank him.

  He said he had business in New York next month and hoped we could spend time together. I insisted that he stay with me. I said I’d even return the favor and pick him up at the airport.

  I can’t wait for his visit. I expect him to give me another “fuck of a lifetime.” My cunt gets soaking wet when I think about it! In my book, older men are really and truly the best.

  —G.R., New York, New York

  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 asked, grinning. 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, 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 farth
er 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

  Porsche Pickup

  This occurred when I was eighteen years old, and if it hadn’t happened to me I wouldn’t believe it myself.

  I was walking home from my friend’s house one summer afternoon, when I heard a man’s voice from behind me. “Hello there,” it said. As I looked around I saw a man and a woman sitting in a Porsche. “Could you come over here for a moment?” the man asked.

  I walked over to the car, figuring that they were lost and needed directions. “How are you this afternoon?” asked the man.

  “Fine,” I answered.

  “I need to ask you a question, if you don’t mind.”

  I shrugged. “Sure.”

  “How would you like to fuck my wife?” the man said.

  I was dumbfounded. I had no idea what to say. I had heard of things like this happening to other people, but had never thought it could happen to me. But from what I could see, the woman looked attractive, and I was young and horny. “Sure!” I said nervously. At that point I saw the woman’s eyes light up with delight.

  I got into the backseat at their invitation, and the car started up. I still couldn’t believe this was happening. “I’m George,” the man said. “And this is my wife, Sally.”

  “I’m Dan,” I said, still nervous.

  “So how old are you?” asked Sally.

  “I’m eighteen,” I replied.

  “Have you ever had sex with an older woman?” she asked.

  “No, but I have been with four different girls my own age.” After that we made some more small talk, until the car pulled into a motel parking lot.

  Once inside the room we sat and talked for a while. I was wearing shorts and a cutoff tank top, and as we talked Sally started to rub my bare thigh. Immediately my cock began to swell. Sally quickly turned her attention to the growing bulge in my shorts. “That looks nice,” she said as she started unbuttoning my shorts. I looked at George to make sure he wasn’t getting mad or anything, and I saw that he had moved the coffee table to get a better view of what his wife was doing.

  By this time Sally had my eight-inch cock out of my shorts and was stroking it gently. “That is a nice cock,” she said. I stood up and took off my shorts. My cock was level with her mouth, and she started kissing it in a way it had never been kissed. Then with one smooth stroke she took over half of it into her mouth, and I almost fainted. None of the girls I had been with had known how to suck cock like this. Eager to see Sally naked, I reached down and pulled her to her feet. We kissed passionately, our hands exploring each other’s body. I reached down to the hem of her skirt and pulled it up, soon discovering that she wasn’t wearing panties. She had a nice firm ass that felt great in my hands. As I rubbed it she pulled her shirt up over her head and revealed the most beautiful breasts I had ever seen. She was completely naked in front of me. My cock was hard as a diamond and sticking straight out.

  I heard a noise coming from the corner of the room and looked around to see George stroking his own cock. “Don’t worry about him,” Sally said as she began to caress my dick again. I put my hand on her pussy, and she let out a gentle sigh as I slid a finger into her slit. I found it was as wet as a river. This was great! I laid her back on the couch and began to kiss her slit gently, while kneading her breasts with my hands. Sally began to squirm as I did this, so I went on, licking the length of her pussy and getting my first taste of cunt juice. It was so sweet I couldn’t stop as Sally writhed and wriggled under my inexperienced mouth. I put my tongue into her cunt as far as it would go, experiencing a different taste as Sally bucked like a wild horse. Then I realized she was having an orgasm, and I slurped up every ounce of her juices with my eager mouth.

  “That was soooo good,” Sally said, sitting up. “Now I want that cock inside me.” She pushed me down on the floor and climbed on top of me, then slowly slid herself down the length of my shaft. “Oh, god!” she moaned as she took the last inch of my cock inside her wet hole. “It’s so big! I’ve never had a cock quite this big before.” With that she began to rock back and forth, grinding her hips into mine. I looked at George once more and saw that he was jacking off wildly, while looking straight into Sally’s eyes. “Oh, my god! I’m coming again!” Sally cried, slamming herself up and down on my ramrod with all the strength in her body.

  When she calmed down I rolled her over and got on top of her and began to fuck her for all I was worth, while she bucked her hips up to meet my every stroke. She was moaning and I was loving it. “Fuck me doggie-style,” she panted, pulling away and getting up on her knees. I couldn’t wait to get my cock back into that hot wet cunt. When I did, I started to bang her like a wild man. When I glanced over to the corner I saw that George was gone. Then I saw him move around in front of Sally and put his cock into her mouth.

  Wow! My first threeway. I pounded away at her as she sucked on her husband’s dick. I could hear her muffled moans, and I could see George’s twisted face as the spasmodic movements of her mouth on his cock sent him over the edge. “I’m coming!” George yelled, throwing his head back as Sally sucked him frantically to get every drop of his cream. This sent me over the edge, and I fucked her wildly as I shot a huge load into her pussy. Sally met my every stroke and soon exploded in a final orgasm of her own. George staggered back to his chair as Sally and I collapsed on the floor.

  Soon we caught our breath and got dressed. As I was about to leave, Sally kissed me gently on the mouth and told me she had had the time of her life. I never saw George or Sally again, but I will surely never forget them.

  —D.H., San Antonio, Texas

  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.

  Her eyes were wide open now, but she didn’t panic or anything, and she didn’t move away from him; all she did was to look over at me, as if for approval. It was fine with me; I just blew her a kiss, and we smiled at each other. Then she rolled Ken over on his back and started to hump his huge cock like a madwoman. Within minutes my wife was quivering and shaking, and Ken was filling her pussy with a major load of semen.

  After she’d had time to recover, I introduced Rosie to Ken. They kissed, and then Rosie did something even more out of character for her—she rolled off Ken and went down on his cock, licking and sucking all the come and other juices off that big dick. She then got up, hopped into bed with me, and blew my cock until I exploded in her mouth.

  After that we all drifted back to sleep, and I figured our big adventure was over, until I woke up around eight o’clock and didn’t see either of them. The shower was running, and as I approached the bathroom door I saw Rosie in there with her legs wrapped around Ken’s waist, screwing him for all she was worth.