Letters to Penthouse XXI

by The Editors of Penthouse Magazine

  I called down and talked to a bellboy about getting us some drinks and food. I said he would be well-rewarded if he brought them up himself. I added that my girlfriend and I were playing a game and he was to keep his mouth shut about anything he might see.

  Kelly heard me talking and expressed second thoughts about having a bellboy see her “like this.” I said we could quit if she wanted, but wasn’t this just the first step toward those adventures she kept saying she wanted? She nodded.

  I dialed Kelly’s husband at work and held the phone to her ear. She said that she wouldn’t be home when he got there, that there were lots of leftovers in the fridge for dinner or he could order in if he wanted. I fingered her pussy and licked her tits while she tried to tell him what she was doing and where she was. Being tied up already had her stimulated beyond anything she had ever experienced.

  She eventually managed to complete the phone call. A knock on the door made her strain at the ties holding her. I let the bellboy in. Actually he was no boy, but a strapping young man with a bulge in his pants that suggested he was packing heavy equipment. It grew as he stared at my wife’s naked body while he set his trays down on a small table.

  I rubbed her breasts and motioned for him to join us. He needed no prodding. With two sets of hands fondling her, Kelly began a series of shudders. I told the bellboy not to touch her genital area at this time, and untied her right hand—but only the one hand.

  We continued to explore her body, and she sneaked her free hand over to grope first my hand, then the bellboy’s. I lowered my lips to one of her succulent breasts and rubbed her stretched-out thigh. The bellboy, figuring correctly that I wanted him to do the same, descended on her other breast. She placed her free right hand on the bellboy’s head and then on mine, as if trying to distinguish who was who. Then she tried unsuccessfully to move one of our hands to her gaping pussy.

  After a while she realized why her right hand had been freed. As we sucked and licked her hard nipples, her hand snaked slowly over her beautiful body to her aroused pussy. In a frenzy of passion, her fingers started a dance of wantonness. Her ass bucked wildly as she twisted against the ties. The fingers of her free hand were a blur of delirious activity.

  The bellboy was rubbing an obviously massive hard-on through his uniform. I took out my cock, moved to Kelly’s face and rubbed it against her cheek. It took several minutes for her to recover from her first eruption. Then her trembling free hand moved cautiously from her pussy to my cock. She jacked it slowly, then guided it to her lips.

  I nodded to the bellboy, and out of his pants he pulled what I can only describe as a monster cock. He climbed up and rubbed his tool between her legs. She hesitated for several minutes to contemplate what was happening, then resumed sucking on my cock. Her hand left my cock and moved to the cock circling her pussy. It gauged the length and girth of the huge dick, then moved back and forth over the giant stalk. Her wide-open pussy dampened and her ass humped in response to the powerful sexual stimuli.

  The bellboy took his prize cock in hand and moved it around Kelly’s spread pussy. He signaled me that he was about to place his face between her legs, and I nodded approval. Kelly shuddered when his tongue made contact, and her movements became violent again. Her free hand took hold of the bellboy’s head and held him firmly.

  He eventually worked free and positioned his cock at the entrance of her pussy. She moved her hand to cover her cunt before he could begin fucking her. She pulled her mouth off of my cock and cried out, “It’s so big.”

  I reminded her how she always fantasized about taking on some really big cocks. “The bigger the better,” she always said. She nodded again, and he rubbed the head of his club against her clit and around the hairy gate.

  To control entry of the big cock, she grasped it firmly with as much of her hand as she could wrap around it. She cried out, “Rubber!” Fortunately, the bellboy “just happened” to be carrying several varieties in his uniform. He quickly rolled a well-lubricated extra-large one over his dick and returned it to its place outside her fortress. She grasped the giant cock again. As much as she wanted it, she still had reservations about letting it enter her.

  To allow the partners the mobility they needed for the “dance” they were about to do, I untied Kelly’s legs. The bellboy again pressed his cockhead against her opening, and gave it a gentle shove. He backed out and repeated the movement with gentle pressure, got in a little farther, then again withdrew and waited. Her knees rose to his shoulders, and she also waited.

  The bellboy provided a steady pressure to accomplish deeper penetration. Kelly’s pretty feet went to his head and her ass circled agilely as her body adjusted to the intrusion. On the next shove he got perhaps half-way in. When he tried to withdraw, her feet descended to his ass and pounded it like a kettledrum.

  Her body thrust violently a number of times, driving him in farther. He had the self-control to suppress his urge to ram it home until she finished a series of short hammerlike pelvic thrusts. Then he completed the insertion with three hard thrusts. He was all the way in, with his balls bouncing against her asshole.

  There was a pause for relief, and then their asses slowly rolled as one, allowing Kelly to adjust to the in-and-out movement of the bellboy’s cock. This went on for a good seven or eight minutes. Then there were groans of “I’m coming” followed by a series of violent shudders and then silence.

  I tipped the bellboy generously for his performance and dismissed him. Then I removed Kelly’s blindfold and released her ties. After being exposed to that giant dick she was essentially spoiled for all other men, but eventually I got her to agree to repeat the mask and tie-up game by having her recall the bang she got out of that first experience.—L.N., Corpus Christi, Texas

  YOU HAVE TO WATCH OUT FOR THOSE SHY GIRLS WHEN THE PASSION FINALLY ERUPTS

  A few summers ago my boyfriend and I were living in a large apartment complex where we had a lot of close friends. One of them was our next-door neighbor, Grace, a quiet but friendly woman in her early twenties. She wasn’t a knockout, but she was really cute and had a really nice figure.

  One day Grace told us she would be moving back East for her job. We were sorry, because she’d been such a good neighbor. Since we didn’t have a lot of other friends and didn’t go out much, Jake and I invited her over to have a farewell dinner and watch some movies on her last Saturday night there.

  That afternoon she and I went swimming in the building pool. We had a few drinks while we talked about her plans back East. It was a hot afternoon, and we sort of lost track of time. Jake showed up around seven, and we were still by the pool giggling. I don’t think either of us realized how much we’d had to drink until we tried to stand up. I know I had quite a buzz.

  We went back to our respective apartments to shower the chlorine off our bodies and freshen up. Jake went to pick up some takeout Chinese food and a bottle of wine. I was just coming out of the shower when I heard the doorbell. I knew it was Grace, so I just wrapped my hair in a towel, pulled on a robe and let her in. She was wearing a halter top that really showed off her figure, and a pair of casual shorts. She looked really mellow from our afternoon of drinking, and I was sure feeling the same way.

  About that time Jake returned with the food. He opened a bottle of wine, and we began eating while the food was still hot. I really wasn’t that hungry, but both Grace and I seemed to drink plenty of wine.

  Jake put on a movie, and we all sat on the couch, with me in the middle. Jake on my right and Grace on my left. By then we were into our second bottle of wine. I was getting a little sleepy, and never had gotten dressed. I leaned my head on Jake’s shoulder while we watched the movie. Soon the main characters were embracing in a love scene.

  I’m a hopeless romantic, and always get turned on during these passionate scenes, especially if I’ve been drinking. So I began to hug Jake, and he kissed my forehead. I kissed his neck, and he massaged my shoulder. Then he turned his head down and kiss
ed me on the lips.

  I was in a bit of a fog from the wine, and I’m afraid I had totally forgotten about poor Grace sitting next to me. Jake kept kissing me, and soon we were really getting into it. He slid his hand inside my robe and massaged my left breast and played with the hardening nipple. After a few minutes he took his hand from my nipple but kissed me even harder. I was really turned on, and let out moans of pleasure.

  I felt Jake’s hand return to my exposed breast, but also felt a hand sliding down my stomach and through my trimmed pubic hair. I was confused: There was one arm around my shoulder, one hand on my tit and one hand playing with my pussy! Even tipsy, I could do the math!

  I was just figuring this out when Jake kissed his way down my neck, pulled open my robe and kissed my right breast. At the same time a tongue was licking my left breast! I found out later that while Jake was kissing me he was also massaging Grace’s tits. He’d pulled her hand over, then got her to fondle my tit—thus the extra hand!

  By that point I was so horny, I would have let anyone do anything to me. Jake’s fingers were working their magic, moving from inside me up to massaging my clit. I felt my orgasm coming twenty seconds before I actually came. It felt great.

  Jake eased me down on the floor, on my back, and Grace continued kissing and licking my tit. He kissed his way down my torso, and she alternated breasts with her kisses. He sat up and undid the ties of her halter. She didn’t resist as he pulled it away. I felt her hard nipples on my stomach, and was surprised when she started kissing her way up my chest, then up my neck to my lips.

  I had never even considered being with another woman, and really couldn’t believe what was happening. I kept my lips together, thinking Grace would understand that I wasn’t interested. But her kisses were soft, very different from Jake’s or any other guy’s, and her tongue kept moving back and forth between my lips. Finally I let my mouth come open, and our tongues became intertwined.

  It felt different and wonderful. I loved the feel of Grace’s nipples rubbing against mine as she rubbed my breasts against hers. I put my arms around her naked back and kissed her passionately. I let one hand slide down her back and around her firm ass.

  As I moved my hand around, I realized that Jake had his face buried in Grace’s pussy from behind. No wonder she was so excited. I ran my fingers through his hair and humped against her thigh. She started kissing her way down my body, and I knew where she was headed.

  She tongued my belly button, then licked her way down through my trimmed bush. She hesitated just a moment, then began devouring my pussy. I had never seen her as animated as she was while licking my pussy. Then she exposed my clit and flicked it back and forth. I half opened my eyes, and saw her on all fours, her head between my legs. Behind her stood Jake, naked, with a full erection. He looked at me questioningly, and I knew what he wanted. Who was I to deny him pleasure from the very same person I was receiving it from?

  I nodded, and he smiled as he dropped to his knees. He began by again eating Grace from behind, then put his hands on her hips and slid his erection in her and began fucking her doggie-style. He started fucking slowly, but soon picked up the pace as she pushed herself back into him.

  Grace started to shake and let out a long, low moan that got louder and louder until she climaxed with a scream. This was more than I could take, and I started coming as well. I placed my hands on her head and held it in place there as I came.

  Jake pulled out and shot his load on Grace’s back while he ground against her ass. I crawled around and licked his come from her back while she recovered on her stomach. As I licked up the familiar load, I massaged her ass cheeks.

  Licking up the trail of Jake’s come led me back to Grace’s ass. While I lay there massaging her perfect ass, I couldn’t resist licking her tight hole. My rimming brought quite a reaction. She began lifting her hips to meet it, and I stuck my tongue inside her. This drove her wild, and soon she was in a state of frenzy.

  I was so turned on that I had to taste my first pussy. I rolled Grace over and began licking her. I did all the things that I would want done to me, and she seemed to enjoy it. This new excitement got Jake back into the action. He had recovered quickly, and soon was giving it to me doggie-style, as he had done with Grace. She ground her hips in my face and soon was gyrating wildly. The sensation of giving pleasure and receiving it at the same time, with two different people, was electrifying. Jake’s cock was doing the trick. Soon we both came again.

  The three of us lay in a sweaty heap recovering. I asked Grace if she had ever done anything like this before, and she said never. But she said she felt really close to us, since we were her closest friends here. Somehow it all felt right.

  After Grace moved away we kept in touch for a while, but we haven’t talked with her for a long time now. Jake and I have talked about it in the time since, and while it was pretty exciting at the time, we don’t think we could ever do it again—the combination of people and circumstances will never be the same again. But the memories will be with us forever.—T.O., Monterey, California

  ONCE THEY DROPPED THEIR GUARD, IT WAS CLEAR SAILING TOWARD A FANTASY FOR THREE

  It was an early spring evening, and a fantasy was about to unfold for Brad, our friend Bonnie and myself. All the preparations had been made. Now we just needed to pass a barrier—not a physical one, but an emotional one. Once that was accomplished, we would be able to let go of the defenses holding us back.

  I had given Brad a black mesh brief to put on for his entry. It was very sexy, but also very uncomfortable. It had the desired effect on Bonnie, though. She immediately became weak when she saw the size of the outline of his manhood.

  She put her hand on it, and it jumped. That made all three of us laugh, and we lightened up. I began to trace the outline of Brad’s cock, then rested my hand on his inner thigh. At that moment Bonnie kneaded him free. She held her prize in her hands, riveted as it grew between her palms.

  As we became more familiar with each other, humor flowed and clothes dropped away. Brad made himself comfortable near the fireplace, and Bonnie and I trailed our fingers over his strong chest. She reached for the body paints we had ready, I reached for a couple of soft-bristle paintbrushes, and we set about decorating his cock. We painted hearts, words, flowers and eventually our mouths on his masterpiece.

  Brad’s cock is as strong as the rest of his body. Although his hands are unusually powerful, he rubbed both of us gently and slowly all over, his fingers tracing over our bare flesh. The smell of two pussies produced a smile on him as wide as the Grand Canyon.

  Brad’s cock was so wet that it shone in the soft light of the room. I grasped the shaft with both hands, while Bonnie planted her lips around the tip. I traced around the edge of his balls and cock. Bonnie and I lapped all over his gorgeous bald nut sac. I ran the tip of my tongue up and down between his nuts. His eyes filled with tears.

  Bonnie got a firm grip on the base of Brad’s cock and bobbed up and down the swollen head. I smelled the heavy musk of her “cock breath”—my man’s cock—and it turned me on wildly. Her lips closed down and then her eyes shut as she savored the moment. We became lost in what was happening between us, holding on to one another and allowing our hands to roam freely.

  Brad’s cock was so beautiful in Bonnie’s mouth. Then he guided her upward and sucked her nipples to stiffness. I held his head as he tongued around her nipples, making them grow with excitement. He caressed her, his gentle touch concealing a firmness that promised limitless pleasure. He sucked one nipple while rolling the other between his thumb and finger.

  My warm mouth continued to engulf his cockhead, which was no small feat. I held on to the base of his cock for dear life as I took him down to his balls, my nose and lips buried in his black pubic hair. He started feeling our breasts and sliding his hands all over us.

  Our bodies rearranged themselves. I put my arms around Brad’s shoulders and encouraged him to live out his fantasy. I whispered how much I loved h
im and licked his neck and chest as he fingered me. He reached over and kneaded the soft flesh of Bonnie’s breasts while tweaking her nipples. Her face was flushed, and her eyes sparkled with excitement.

  Brad stared between Bonnie’s legs, imagining what he couldn’t see. She spread herself on the floor. The sight of her cunt in front of him mesmerized him, as did the erotic invitation she sent to explore this forbidden area between her legs. Her crotch was completely hairless. Brad bent down and worshiped it with his lips and tongue.

  He spread her legs gently, and the light pressure of his finger was just enough to part her pouting lips, exposing the light-purplish pink of her pussy like an open rose. He coaxed her lips farther apart with his left hand. A fingertip brushed her glistening wetness.

  There was no doubting Bonnie’s state of arousal as her erect clit peeped out of its sheltering hood. Her slit was already damp when Brad ran his fingers over it. I pressed his palm against her puffy lips. He pried her legs farther apart with his hand, then drove his tongue deep inside and ate her glistening womanhood. His probing tongue found every fold of her cunt.

  As his tongue snaked in and out, she whimpered, then trembled. He sucked her labia tenderly, then sucked on her swollen clit again. He lifted her ass cheeks and eased her toward him. Now he was able to lick all the way up and down her slit. Her smoothness allowed his tongue to slide easily over her clit and pussy lips.

  Bonnie’s clit hardened, and her pussy tightened around Brad’s tongue. I drew in a breath as I imagined his tongue penetrating her pussy. I placed my hands on either side of his heart and leaned forward. I took one of his nipples in my mouth, and sucked and rubbed it to hardness.

  All this while, my principal focus was on the intense pleasure I was feeling from Brad’s cock filling my pussy, which was only heightened by the sight of his tongue filling Bonnie’s pussy. My pussy felt like a velvet glove, rubbing sensuously up and down the length of his rod. I lowered myself on it slowly, as I wanted to savor each inch. My pussy clutched as I made it slide in and out. I increased speed with each thrust.