Letters to Penthouse V

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“You’re sure there’s no one here?” she asked with doubt in her eyes. I assured her that everyone had gone home, and offered her a chair.

  “So what kind of picture should we start with?” I asked. “You decide.”

  She got up and, without another word, started to undress. She asked me for a hand with the zipper on her dress, and I quickly stood behind her to help. The zipper came down smoothly, and the dress slipped off her shoulders and down her shapely body. She stepped out of her dress. Her butt was big and beautiful. I’d seen it many times in those photographs, but in the flesh it was something else. Being this close to it was quite exciting. I tried to tell myself not to reach out and squeeze it—but I did anyway. She let out a little whoop of surprise and gave me a big, sexy smile.

  Sharon ran her tongue over her lips. Looking down, she saw my cock growing to hardness. She started to unzip my pants. I was stunned and delighted by this turn of events.

  “I thought these pictures were going to be of you,” I said.

  “Can’t a girl have a little encouragement?”

  Was I in heaven or what? She bent over at the waist in her bra, panties and high heels—all red—as she released my cock from my underwear. She made a purring sound as she wrapped her tongue around my shaft and slurped me into her hot mouth. Gary had told me she loved to give head. He used to say she could drink sperm like water. I was amazed at how good she sucked, her big eyes looking up at me as her head slowly bobbed up and down on my swollen dick.

  She increased her suction and her pace, making dirty little slurping sounds the whole time. It was such a rush! Then she started tickling my balls, which made me come like crazy. She deep-throated my cock for the explosion, letting my sperm blast straight into her stomach.

  “So, how was that for starters?” she asked as she used my handkerchief to wipe her lips.

  “Better than I could’ve done,” I joked. “Too bad we couldn’t get it on film for Gary.”

  Sharon sat on a desk and said, “Let’s make this the first shot.” She had on red bikini panties that accentuated the curves of her butt. I was starting to harden again already. I quickly picked up my camera and started snapping pictures of her hot ass and legs.

  After a few more ass poses, she coolly removed her bra and stepped out of her panties, smirking at me as I took in the sight of her in nothing but high heels. I took some more pictures as she moved around the room, showing off her great bod.

  I told her to get on her hands and knees. She giggled, “I’m used to that position, Dean. I love to do it doggie-style.” I snapped some shots of her in her favorite position, and a thought occurred to me. “Maybe you should have a partner in these pictures,” I said.

  “You mean you want to be in them too?”

  “No,” I said. “But my friend Lenny lives across the street. I can call him up and let him in. He’s a good-looking guy. You’d be great together.”

  She seemed unsure at first, but her resistance quickly gave way to approval. “All right,” she said. “Call him up and we’ll see what happens.”

  It took a few minutes to convince Lenny over the phone that I wasn’t joking with him or setting him up for some big practical joke. Finally he agreed to come over. I let him in the freight entrance and brought him upstairs. His first look at Sharon was of her sitting on a desk with her feet on a chair, still naked except for her high heels.

  “Pleased to meet you, Lenny,” she said, her interest growing when she saw how well-built he was. “You’re quite a big guy. Your muscles, I mean.” Lenny just smiled.

  I said to Sharon, “Why don’t you do the same thing to Lenny that you did to me a few minutes ago, and I’ll shoot some pictures of that.” She gave me a nod and said to Lenny, “Come here, big boy. Let’s see what kind of cock you have.”

  Lenny was quiet, but he wasn’t shy about whipping out his prick for Sharon’s approval. She got more then she bargained for, and even I was surprised that he had such a huge shank.

  “All right, Mr. Big Dick!” Sharon said eagerly. She began to suck at once. I shot two whole rolls of film of her feeding on Lenny’s big schlong. I was so hard and worked up, it seemed as though my cock might explode without even being touched. Sharon and Lenny probably forgot I was even there. Sharon was munching wetly, moaning all over Lenny’s dick, tugging his balls and working her mouth—she was born to suck cock. Big Lenny just kept feeding her his tube, fucking her mouth with a velocity I didn’t think was humanly possible.

  As much as he was enjoying the blowjob, though, Lenny wanted more. He lifted her up while she was still attached to his prick, then pulled her away and said, “Time for something new.” He bent her supple body at the waist and lay her facedown across the desk. “You like to fuck as much as you like to suck?” he asked.

  “What do you think, stud?” she replied, spreading her cunt lips for him. “If you know where to hide it, I know how to ride it.” Lenny slipped his swollen hose into her and began to fuck her doggie-style, just the way she’d said she loved it. It was like an X-rated video. As I took pictures, they really went to town. He was pounding feverishly into her, and she was screaming in pleasure.

  I finished off the last of my rolls of film and considered the aching state of my poor, neglected boner. “I hope you’re still hungry, Sharon,” I said, putting the camera down. I walked over to her, my hard prick sticking out like a weather vane. Sharon grinned at me when she saw it dangling in front of her mouth. God, did she love dick! Even though Lenny was humping her silly, she didn’t miss a beat, and quickly stuffed my penis into her mouth.

  Lenny said, “Fuck her mouth, dude,” and slammed into her hard and fast. A few minutes later he pulled out and came all over her rear end.

  When he recovered from his spasms, he stood next to me and we took turns sticking our cocks in Sharon’s busy mouth. Lenny’s did not get hard again, but Sharon didn’t seem to mind. She alternated between his limp sausage and my hard prong. It seemed that as long as her mouth was filled with something, she was content. So we did our best to keep her happy.

  When it was obvious that Lenny wasn’t going to get another erection for a while, however, he tucked his cock back in his pants and waved good-bye. I was afraid she was going to quit now that Lenny was gone, but she stayed right on me, giving me a blowjob that defies description, and draining another big load of come out of my shaft. Just like last time, she took it all down her throat, swallowing every blast that shot forth from my dick.

  When I was through coming, she licked her lips and got up off the desk. I almost had to hold back a tear when she reached for her dress. It was over.

  “Well, Sharon, it’s certainly been an eventful day,” I said. “I hope you had as much fun as I did. Maybe we can get together again sometime. Tomorrow?”

  “We’ll see,” she said. “Just let me have that film. Won’t Gary be surprised.”

  We left the room, which still smelled strongly of sex. As we rode down in the elevator, she made breezy small talk—as though she hadn’t spent the last hour sucking my cock and fucking a stranger. Amazing!

  We went our separate ways, and I said, “See you tomorrow.” She walked to her car and said, “Thanks for everything, Dean,” and licked her lips one last time for me.—Name and address withheld

  Head & Tail

  NEOPHYTE BENDS OVER TO LAND THAT FIRST BIG CLIENT

  When you’re first starting your own business, you’ll do just about anything for that first big account, right? Well, a while back I learned just how far I would go. I’m a thirty-two-year-old male, struggling through the trials and tribulations of owning my own business. I had been working for three months, trying to land one special account. That account alone would easily set me up for the next two years. I met with the owner of the firm and took him to a very expensive restaurant for dinner. After dinner he wanted to have drinks at a nearby bar. This turned out to be lots and lots of drinks. I was feeling very loose, when all of a sudden he asked me how badly I wanted his account.
I told him I would do “anything” to get his business. He just smiled and said, “Good. That’s definitely good to know.”

  We had several more drinks, and the conversation turned from business matters to sex. He kept remarking how horny he was, and I offered to line up some local girls for his pleasure, but he refused without giving me a reason.

  At midnight I gave him a ride back to his hotel, and he invited me in for a drink. As he handed me my drink, his hand lightly touched my ass. Then he told me to get comfortable and helped me remove my suit jacket. He again remarked how hot he was, and said he might see his way to signing with my company if I could get him some release. Again I offered to get some girls, and he just laughed. “Get more comfortable,” he said. “Slip into the things I have laid out for you in the bathroom, and you’ll be much more comfortable.”

  I went into the bathroom, and saw what he had in mind! My client wanted me dressed as a woman—he had laid out a lacy teddy, a garter belt, crotchless panties and nylons … all in sheer black lace! As I saw it, I had two options—either tell him no and leave, or don the sexy garments, satisfy my customer and land a million-dollar account. Mama didn’t raise no fool, so I hurriedly removed my clothes and put on the lingerie.

  When I stepped out of the bathroom, he just stared. “Black’s your color,” was all he said. He had removed his clothes while I was changing. He led me to the bed, laid me down and started feeling every inch of my lace-covered body. I had never been with a man before, but I let him have his way with me. After feeling my body, he gave me a deep French kiss. Strangely enough, I felt myself getting hard! He then maneuvered us into a 69 and took my stiffening cock into his mouth. He rubbed his cock over my lips until I finally opened my mouth and took him in. He pumped my mouth for several minutes, and I could tell that he was about to come. He didn’t pull out—he just unloaded his hot come down my throat, gagging me slightly until I managed to swallow the entire load. It was slightly salty, but not as bad as I thought it would be.

  He rested for a few minutes, then climbed on top of my cock—lowering himself until I was buried deep in his ass. He then rode me hard, pumping like a madman. His asshole was so tight, I exploded in just a few minutes, filling his hole with my hot juices. As he climbed off my cock and repositioned himself between my legs, I noticed that he was hard again.

  He took some come and lubricated my asshole, then lifted my legs and spread them wide. He penetrated me slowly, but soon was fully buried inside me and humping me as if there was no tomorrow. He finally came and filled me with his spurts.

  By that time we were both exhausted. He lay next to me and went to sleep. I waited about half an hour, put my clothes back on and left. True to his word, a signed contract was delivered to my office the next day. There is, however, a clause in it, requiring that we meet every three months to personally discuss the “relationship” of our two companies.—C.H., Salt Lake City, Utah

  HIRED SHUTTERBUG FINDS SOME INTERESTING DEVELOPMENTS ON PAYDAY

  I’m twenty-five years old with black hair, brown eyes, a dark complexion and a five-and-a-half-inch dick. I recently had a fantastic sexual experience that I would like to share with you. My girlfriend’s friend was having a birthday party for her son. The friend knew that I owned a video camera, and wanted to know if I would videotape the party. My girlfriend’s friend Lori is thirty-five years old and pretty good-looking, with a nice, large ass on her. That ass always gets me hard.

  While my girlfriend was at work, I went to Lori’s apartment to get paid. When I got there, she asked me to come into the bedroom so she could get the money for me. She sat on the edge of the bed and motioned me to come closer. That’s when Lori told me she didn’t have the money, but would be willing to compensate me in other ways. I asked, “In what other ways?” even though I already knew the answer to the question.

  Lori smiled and pulled my shorts down—my cock popped out right in front of her face. She put my dick in her mouth and caressed my balls with her hand. As she sucked my dick, she took her clothes off while I removed my own. Lori sucked me until I couldn’t hold back any more. I shot my load down her throat until my knees went weak and I could barely stand.

  She then pulled me on top of her, and we made out for a while. As soon as I was hard again, she said, “I want you to fuck my pussy from behind.”

  Lori got on all fours, and I started pumping her pussy. Large asses like Lori’s have always turned me on, and seeing my cock disappear into her was great. She then surprised me by saying she wanted my dick up her ass. I asked if she had any lubricant, and she said, “Forget that shit. Just ram me with all you’ve got.”

  So into her asshole my cock slid. Lori squeezed my cock with her inner muscles. It felt wonderful. After some more humping, she told me to tell her when I was ready to come. I told her I wasn’t going to be long. Lori pulled away from me and lay on her back, saying, “I want you to eat me.”

  I stuck my tongue deep inside her pussy while she tenderly cleaned my dick and jacked me off. I felt her pussy contract as my licking intensified. At that moment I couldn’t hold back anymore, and I busted my nut all over her hand.

  We lay there exhausted for a while, then put on our clothes. As I was leaving, she said, “I can’t wait to do this again.” Trust me, we didn’t wait that long.—Name and address withheld.

  AN UNEXPECTED RESTROOM ENCOUNTER LEADS TO FORBIDDEN PLEASURES

  The park was dark—I think they turn the lights off because of all the nightly action. There is a light on outside all the restrooms, which are easy to spot from the parking lot. I looked around carefully to ensure that no one was hiding close by. Parked in front of one of the restrooms was a pickup truck—since it was the only vehicle around, I figured I was safe.

  I rushed into the restroom. As I went in, I noticed that all the stall doors were closed, and it seemed as if no one was there. After I’d finished tending to my needs and turned around to tuck my cock back into my ladies’ panties and raise my feminine jeans, I looked up and saw him. His pants and briefs were down around his ankles. With one hand he held the door to the stall open—the other was wrapped around the thickest cock I had ever seen. It was about eight inches long, and I knew instantly that I wanted it. As sexily as I could, I lowered my jeans to expose my panties, trying not to appear too cock-hungry. He flexed his finger and beckoned me closer.

  With my jeans at my hips, I was barely able to walk without making a fool of myself. During the whole encounter, not a single word was spoken. There were a lot of grunts and moans, a couple of sighs and plenty of heavy, fast breathing.

  His left arm went around my waist, and my left hand replaced his on his cock. We kissed deeply as I started jerking his thick cock. His hand soon dropped to my ass, and he rubbed it through the silk panties. As we finally broke the kiss, I dropped to my knees and started licking his cock from base to tip. I kissed the whole thing before taking it into my mouth.

  I worked his cock as I never had worked a cock before, using everything I had ever learned. I reached into my pocket, pulled out a lubricated condom and lovingly stretched it around the thick cock that was inches from my mouth.

  Once it was on, I stood up, lowered my jeans and panties, then turned around and bent over from the waist. I offered myself to him as I relaxed the muscles in my ass.

  He rubbed his cock up and down the crack of my ass, then put his thick head against my tiny hole and held my hips. With a combined effort, he pushed forward as I pushed back. We both moaned as he popped in. His thrusts were slow at first, which drove me crazy with desire. As his speed increased, I pushed back to meet his thrusts. I shot my load on the floor as he kept fucking me faster and faster. All of a sudden he moaned and forced his entire cock inside me. I felt it pulse and jerk as he shot his thick load. I came again.

  He held me for a long time and then slowly pulled out, much to my disappointment. As he cleaned his cock, I cleaned my ass. He raised his trousers and walked out first. I followed a few minutes la
ter, and it was then that fear gripped me, thinking about what I had just done. But I got over it quickly, and ultimately was glad I’d done it.—S.F., Carson City, Nevada

  DRESSING UP FOR FUN GETS THIS GUY MORE THAN HE BARGAINED FOR

  I’m a twenty-three-year-old lesbian. I’ve just recently read my first Penthouse Letters, and I got so turned on from reading the letters about two women getting it on, I want to share the first, but certainly not last, experience I had with a woman.

  I’ve always been turned on by the sight of a woman in nylons and heels, but I was too shy to make a move. So up until about a year ago, when I ate my first pussy, I’d make my boyfriend Chris wear nylons, pumps, dresses and makeup. This helped to satisfy my lesbian desires. After making Chris dress like a woman every day for almost a year, I still wanted to eat a pussy.

  One Saturday night Chris and I went out dressed up as hookers. He did his makeup extra heavy that night and painted his fake fingernails bright red. When we got to the nightclub and went in, several guys hit on him, telling him how much they’d love to fuck him.

  Chris grabbed my hand so we would look like lesbians, and we walked in. Now, since Chris makes a great-looking girl and the two of us were acting like lesbians, this beautiful woman walked up to us and asked if we wanted to party with her. I quickly said yes.

  To make a long story short, Chris, Rory (the lady we met) and I ended up at our apartment later on that night. I talked Chris into letting me handcuff him to the bed and letting Rory watch me fuck him. Little did he know that he was literally going to get fucked for the first time.

  After cuffing his hands, Rory and I sat down in front of him and began kissing and caressing each other’s legs, quickly moving our hands under each other’s skirt. I finally touched my first pussy. After stripping down to nothing but our nylons, Rory lay down beside Chris and I began caressing her satiny-smooth legs while sucking the crotch of her hose. My fantasy was coming true.

 

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