Letters to Penthouse XXVI Read online

  As the waitress led me to a table for one, I could feel heat on my thighs from the stares I was getting from the men in the room. I ate my meal slowly, treated myself to a gooey dessert, and then wandered outside. The hotel had an outdoor bar by the pool where at night the tourists danced and drank while the calypso band played. I sat at the bar sipping a frozen margarita, which seemed appropriate to my surroundings. I felt a hand on my shoulder and when I heard the accent say hello, I knew it was my bellhop. Dressed in a blue Hawaiian shirt and khaki pants, he asked if he could join me. When I said yes, he slid onto the stool next to mine and we started talking.

  His name was Jesse and he had just moved to the Bahamas three months ago. At twenty-three, he was trying to avoid becoming part of the rat race and had decided to live in the Caribbean and take things slow for a while. As he spoke, I realized he was even more appealing out of uniform. He had wavy brown hair and dark brown eyes. His face was smooth and he had a dimple on his cheek that made me tingle.

  We danced close to the calypso beat, my arms around Jesse’s neck and his around my waist. He pressed his forehead to mine and ground his thigh against my mound. I was so hot I thought I would come right there on the dance floor. I knew he felt the same because I could see the tent forming in his pants. I thought about it for a second before inviting him up to my room for a drink.

  I made two tropical drinks and brought them out to the terrace where Jesse was waiting. He reminded me why I like younger guys when he grabbed me with passion and intensity and pulled me down on top of him. One of the drinks spilled all over us and the glass dropped to the floor. He took the other drink from me and placed it to the side so he could kiss me. When Jesse pushed his tongue into my mouth, I moaned into his throat.

  He grabbed my hand, sticky from the drink, to lick it clean. Starting with my fingers, he sucked them one by one. He traced his tongue up my arm, then stood up quickly with me in his arms and sat me back down on the chair. After untying my sarong, he licked each nipple until I moaned in total ecstasy.

  Abandoning my breasts, he continued down past my stomach. He pulled my panties down my legs, over my sandals, and tossed them aside. Jesse lifted the other drink, aimed it a few inches below my belly button, and poured its contents onto me. The cold liquid flowed down into my pubic hair, over my clitoris, and down between the lips of my pussy. I jumped, then very quickly calmed down as Jesse covered my puffy sex with his mouth to lap up the concoction. As he licked my clit and sucked my labia, I started to jerk this way and that and was soon coming, wave after wave of pleasure rushing through me. When I awoke from my blissful haze and came back to my senses, I could hear the band playing down below by the pool.

  I was dying to get Jesse undressed. I unbuttoned his shirt and pulled it down to reveal his well-tanned shoulders. I ran my hands over his chest and became even more excited when I saw it was hairless. It didn’t take too long to remove his pants because I was in such a rush to get his cock into my mouth.

  His cock was swollen with anticipation. I tasted the tip with my tongue, then engulfed the head with my hungry mouth. He tasted delicious, and before I knew it he was holding my hair and his cock was inside my throat up to his balls. I sucked him hard until I heard him moan. Thinking he was ready to come, I stopped sucking and Jesse moaned but soon cheered up when I removed my sarong and leaned over the railing of the terrace, beckoning him to hurry and slide himself into my pussy.

  In seconds he was thrusting hard into me as I braced myself on the iron railing in front of me. He pulled almost all the way out on each stroke, then rammed himself back into me, both of us crying out. When he reached around to stimulate my clitoris with his fingers, it wasn’t long before we were both coming explosively. I felt his warm cream on my back and ass as he pulled out and came on me.

  The rest of the week was just as incredible as that first night. I relaxed alone on the beach in the day and at night Jesse and I made love in every position and place possible. On the morning I left I called for a bellhop—asking for him by name—to come and get my bags earlier than necessary. My Jesse showed up in the uniform he was wearing when I first met him. We had one last hoorah, a little faster than we would have liked it to be because he had to get back to work.

  We made our way outside where he placed my bags in the taxi. I gave him a tip, a big kiss, and a promise to visit when I get sick of the rat race.

  —L.C., New York, New York

  ADVENTUROUS COUPLE ON SECLUDED ISLAND PUT ON WILD SHOW FOR LOCAL FISHERMAN

  To Jed I was like a fruit, round and juicy, and each time he saw me naked he thought of eating me. My rounded belly, full hips, and buttocks reminded him of temple sculptures, goddesses waiting to be taken. To rekindle some of the original fire of our passion, we decided to rent a small house on a secluded island beach off the Spanish coast. It was just what was called for, and from the moment we landed I was certainly ripe for the plucking.

  The big old bed stood by the glass doors on one side of the cottage’s only room. Lying there you could see the long white beach and the path down to it, used only by local fishermen who were used to tourist antics. The thought of appearing naked to one of them aroused me as I toweled myself dry from the shower. Even better, suppose one chanced to be walking by as we were making love on the big bed. The thought dampened my pussy almost before I had fully articulated it to myself.

  Jed lay there, and I began to play at stirring his desires by swaying my hips against the towel. His cock responded, growing even without my touch. Jed was savoring the electric distance between our bodies, prolonging it till contact would become uncontrollable. I continued my dance, for him and for my fantasy fisherman. Letting the towel slip down to cradle my ass, I bent my knees and wiggled back and forth. Jed threw back the sheet and sat up, his cock rigidly erect, his eyes glazed in a trance, fixed on my ass.

  I teased him deliberately, feeling his desire and mine rise and fill the room, his cock seeming to nudge my swollen clit. I felt myself grow wet thinking of it penetrating me. I fondled my breasts, teasing my nipples erect, and turned to face him. He watched me play with my breasts, calculating the roughness with which I began to slap their curves and pinch the nipples. I wanted him to seize his cock with equal roughness, but he held back. I could feel his desire grow, and its red flush made me long to take his cock in my mouth. I turned away again and began to flaunt my ass, rubbing its cheeks, spreading them and letting go, looking over my shoulder to see his reaction telegraphed by his bobbing cock. I had set myself up with my bottom for his target.

  He rose and my heart began to pound. I was no longer in control of events. I would have to submit to his desires. When his hands grabbed my ass, something seemed to tear loose in both of us. He whispered his many-layered craving to fuck, to lick, to handle all of my flesh at once.

  I pushed up against him, trying to rub his erection hard. I pulled back, wanting to make it go on, but I needed to feel his hardness sliding over and between my asscheeks. He grabbed me around the waist and pulled me toward him as he fell back onto the bed. I fell to my knees, wanting his cock in my mouth, but he wrestled me up onto his lap and turned me over one thigh, his other leg holding mine down. One arm held me fast, my ass exposed. His cock pulsed against my belly.

  His hand swatted hard against my butt and his cock leaped up even harder. His slaps came hard and fast, with short pauses to feel the heat of my stinging flesh that aroused us both as if I were stroking his cock. Spanking was his own selfish foreplay, exciting, but not to the point of making him come involuntarily. As he spanked me, he reminded me that he wanted my ass bare whenever I was with him. One last swat and he told me to get up.

  I grabbed my ass, trying to soothe the sting with some rubbing. Nevertheless I wiggled my red bottom at him, daring him to fuck me, bending over to display my cunt as I fingered my clit and shoved my fingers into my vagina. He looked as if his swollen cock was on the verge of bursting at the very thought of a touch.

  I stoppe
d masturbating and reached for the lubricant. Handing it to him, I again turned my bottom toward his face and moved over to the bed, stacking pillows over which I proceeded to drape my body, ass in the air. He climbed up behind where I was kneeling, loaded his palm with lubricant, and grabbed his cock to make it slippery, voicing his longing to slide it first into my cunt and then into the incredible tightness of my ass. He placed his hands on my burning asscheeks and pushed his cock into my cunt, which was offered up under him. He tried to enter me slowly, but the huge size of his erection startled me nonetheless.

  He thrust in, filling me up, sliding in and out with a sure, heavy stroke that took my breath away. The heat of my ass warmed his abdomen as he pushed against me, fucking. His heavy testicles squashed against my slippery cunt as he bore down on me, pushing more and more weight to grind my belly against the heap of pillows. My genital mound rubbed against them, building up the pressure of orgasm. He thrust from the rear and I pressed into the pillows. Soon he had pinned me, pushing me forward with each stroke.

  Jed bit along the line of my shoulder as he pumped. The touch of his lips on my back made heat rush through me to my breasts, which were rubbing the sheet at the same time his belly was grinding down on my sore ass and his cock was filling me. The combination broke in me with a shuddering wave, and Jed used all his control not to come when I cried out. He wanted to come in my well-spanked ass.

  He pulled out of me, but neither of us was finished yet. I raised myself, scolding him for leaving me, saying I’d punish him for it. He slapped me hard to remind me he was not through with my ass and bent me back over the pillows. Then he grabbed the lubricant again and loaded his palm. He rubbed his cock, then reached for the cheeks of my bottom. As he stroked their hot surface his cock grew harder again, and he rubbed it over the handprints he had raised, promising to soothe them with lotion later. Then he reached his finger down between my asscheeks and pressed into the tiny hole, smearing lubricant and easing me open. I groaned as he slid one, two, three fingers into me, pumping them gently in and out as his cock bobbed for a chance of its own.

  He moved closer, lubed his cock again, and began slowly to ease it into my ass. His shaft was hugely swollen, and he had to press hard as my tight hole began to give way, taking in his enormous girth. He began to pump in and out, increasing his pace as I moaned loudly that his cock was a little too big for me to take, and secretly prayed he keep on ramming it into me. He looked down at me, intoxicated by his view of my ass being penetrated by his cock.

  Jed swatted me once again as he fucked my ass still harder, telling me what an uninhibited exhibitionist I was, showing off for all the locals. Pulling my hair, he raised my head and told me to look out the glass doors and see something that would make me come all over again. I looked down the beach that, to my astonishment, was no longer deserted. A fair distance from our cottage, a man stood down by the shoreline, watching us with a pair of binoculars! I felt completely exposed but I couldn’t take my eyes off the observer.

  Jed didn’t mind at all, remarking that he liked our being too exciting to pass by. He was far past the point of controlling himself as he continued to drive his hard spike into me. He told me I was going to get everything I had been looking for. Suddenly his cock exploded in my ass, flooding its tightness as he pushed down hard, pressing me into the pillows. The bed rocked like the expanse of ocean before my eyes as I washed over him in waves and he sank into me.

  We lay for what seemed like hours in the warm light of morning. When we looked for our secret observer, he was gone but Jed was sure he would likely see us again.

  —V.F., Parkersburg, West Virginia

  A NORTHERN COUPLE’S SPECTACULAR LUST IS EMBLAZONED ON A SOFT SOUTHERN NIGHT

  My lovely wife, Darlene, was in charge of coordinating an upcoming conference in Memphis, and a year’s worth of hard work and detail was finally coming together. We decided that I would go with her to offer support, escort her to social functions, and generally make a week of it.

  Darlene is a beautiful woman. She’s tiny, but with a body to die for and a voracious and varied sexual appetite. Her full breasts are topped with large pink sensitive nipples, and her ass is a work of art: creamy, soft, and round. However, it is her sweet pussy that is my pride and joy. She has puffy pink outer lips surrounding very large and protruding inner lips that she loves to have sucked and even bitten. Darlene keeps herself clean-shaven and has a sensitive pink clit as big as a button.

  Since we’ve been together, I’ve introduced Darlene to virtually every sexual variation, and she has embraced each and every one wholeheartedly. I have a strong lingerie fetish, and I’ve taken her from Hanes Her Way to thong panties, and she now wears only garter belts, hose and heels, with half-cup bras that showcase her lovely breasts. Who would guess that underneath her conservative business attire is a true sexual dynamo, dressed to kill? The clerks at Victoria’s Secret and even Frederick’s know us by name, and Darlene’s lingerie collection ranges from soft and sensual to erotic and trashy.

  Darlene and I are both very oral, and she truly enjoys sucking my cock and taking mouthfuls of my creamy come. In turn, I can lick and suck her sweet pussy for hours, nibbling and biting her big lips. As a bonus, she is multi-orgasmic and can come over and over again. We regularly read Penthouse Variations together, and she will masturbate for me at the drop of a hat, which I find terribly exciting. She loves to play “dress up” and pose for the camera in her lingerie, and we have a sizable collection of adult videos in all genres. Our stock of sex toys is second to none.

  As icing on the cake, I introduced Darlene to anal sex, and she has become a true fanatic. She absolutely adores having her lovely ass filled to the hilt with a dildo, a vibrator, or my hard cock—the bigger the better to fuck her hard and fast, the way she likes it. Then, after a day at the office, sitting and squirming on the aftereffects, she’ll come home with a raging fire inside that I am only too happy to extinguish for the moment.

  When the big conference arrived, Darlene was running to and fro all week. Everything was incredibly hectic, but her colleagues gave her a round of applause for her efforts at the closing banquet. We hadn’t had as much time together as we’d hoped, so we decided to spend one more night in our sumptuous suite, after enjoying dinner and some of the town’s incomparable music.

  When we got back to the hotel, Darlene told me to lie down while she went into the bathroom to change out of her dinner dress. I must have dozed off, because the next thing I knew I was being awakened by my beautiful wife dressed in the skimpiest French maid outfit imaginable. In the tiny, sheer skirt that didn’t begin to cover her lovely ass or bare pussy and a sheer top that plunged to her navel, she was stunning! To all this she had added a lacy black garter belt, black stockings, and her four-inch “fuck me” pumps that I love so well.

  It was obvious she wanted to make our last night in Memphis memorable. As I took her in my arms, my cock sprang to attention and pressed against her soft belly. My hands cupped her perfect, naked asscheeks as we shared a long, deep kiss and our tongues dueled. As my hand crept around to cover her bare pussy, I commented on how incredibly wet she was, and she told me she’d been masturbating in the bathroom while I napped. I immediately grabbed the camera, posed her in numerous erotic positions, then scooped her up and carried her to the king-size bed. It was then that I noticed her favorite vibrator, a dildo, and flavored lotion on the nightstand.

  As I professed my love for her, I hurriedly stripped off my clothes. By then she had pulled her top apart and was busy pinching and pulling one nipple while her other hand was sliding two fingers in and out of her slick pussy. Since I love watching her, I stood back, stroking my hard cock as I took several more photos before joining her on the bed.

  Smothering her with kisses, I moved down to her breasts. Her big nipples were as hard as marbles as I sucked first one and then the other. She loves to have her nipples sucked hard, then bitten gently, so I always spend a great deal of time on
them, pinching and pulling till they’re bright red. Finally I moved lower to feast on her amazing pussy. As I licked up and down slowly, all around but never touching her clit, her intoxicating scent enveloped me. I began to suck and chew gently on her pussy lips as she moaned with pleasure. I moved lower and thrust my tongue deep into her wet cunt, and with a steady rhythm began fucking her with my tongue as she cupped her breasts and played with her nipples.

  Darlene was on the verge now, and it was time to make her come. Reaching for the vibrator, I dipped it into her pussy for a moment before sliding it deep into her beautiful ass. She squealed in delight and was panting furiously as I zeroed in on her clit, marveling at her taste. As she was about to come, she demanded that I bite her clit, and as I did she came as only my sweet Darlene can come.

  As she came down from her orgasm, Darlene wanted to be fucked, and I was certainly ready. I removed the vibrator and ordered her onto her hands and knees, our favorite position. She is such an erotic sight with her lovely ass in the air, framed by the garter belt and hose! I slid my cock the length of her wet slit several times before easing it into her velvet pussy. After a few slow, easy strokes, I picked up the pace. Because she likes it hard, I was soon slamming it into her, my balls slapping against her clit. As she pulled at her clit, it was obvious she was about to come again, which she did as soon as I reached around to pinch her nipples.

  Still on her knees, she looked around and begged me to do her ass. She only had to ask once before I was lubricating my cock and pushing its head against her tight rosebud. She eased back until it popped inside, and I was suddenly buried to the hilt in her hot ass. What an incredible feeling! I knew I wasn’t going to last very long, so as soon as she adjusted to my size I began to fuck her.