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The naughtiest hookups, the dirtiest deeds, and the most sinful tell-alls... Letters to Penthouse XXXXIV celebrates hot and steamy sexual encounters that are a notch above triple X. Readers will savor this collection of letters, all handpicked by the Editors of Penthouse.
The naughtiest hookups, the dirtiest deeds, and the most sinful tell-alls... Letters to Penthouse XXXXIV celebrates hot and steamy sexual encounters that are a notch above triple X. Readers will savor this collection of letters, all handpicked by the Editors of Penthouse.
I thought I was going to lose my mind. I’d just been talking to my girlfriend—I was allowed one phone call a week—and she’d told me that she had found someone else. She’d explained that waiting for me to get out of prison was just too much for her, and she wanted to break up.
I went back to my cell—it was an open-cell floor—and thought about how Aretha and I used to fuck. Aretha was short and black, with a huge firm ass that any man would love to stick his jimmy into. I’m about six feet, brown, with shoulder-length dreadlocks. As I sat on my bunk the guard shift changed. The evening shift was over and the graveyard shift was coming on.
I felt pretty shitty over losing my girlfriend of five years, and I suddenly felt the urge to fuck somebody. The officer now coming onto my floor was a hot little blonde-haired babe with what looked to be a great set of tits. She couldn’t have been more than five feet one. She walked past my cell as she started on her initial rounds, and I saw she was beautiful. She seemed very friendly; she was smiling as she walked past my cubicle. I casually turned sideways, hoping she would notice my hard-on, but if she did she gave no sign.
I knew I had to do something to get her attention. I didn’t know what would happen, but I figured the worst they could do was take me to the hole. I waited until about three-thirty in the morning, when the blonde made her rounds again, and everyone was sleeping except me. As she passed my cell my jimmy was peeking out of the hole of my boxers, and it was rock-hard.
I had a towel over my head so she would think I was sleeping, but by peeking out I could see her expression. As she approached my cell she looked in, opened her mouth in a gasp, and then laughed. Then she tapped on the bars. I pretended to wake up. All she did was point at my thing with her stick, which made it even harder. I rubbed it for a second, then put it back in my boxers, and she walked away.
I waited till she got back to her post, and then I slipped out of my cell and made my way over there. I had come this far, I couldn’t turn back now. As I approached her post, I told her, “Officer, I can’t sleep.”
She tried to look tough, the way they all do. “What do you want me to do about it?” she demanded.
It was now or never. “Well, I could think of a few things,” I said. “I mean, everybody is asleep, so we could…”
She just looked at me. She could have radioed for backup and they would have beat me up and put me in the hole right then and there. But instead she just sat there.
“Can I use your bathroom?” I asked her, even though the prisoners’ bathroom was right next to hers and wide open. When she said yes, I knew I had it made.
Inside the bathroom I stood there with the light off for about five minutes. Finally she tapped lightly on the door and asked if I was all right. “Come inside, officer,” I said.
She came in, and I was standing there stroking my cock. She looked very nervous, but she didn’t move. I grabbed her hand gently and put it on my rod. She wrapped her fingers around it and said, “I could lose my job.” I shushed her by kissing her wildly on the mouth.
She kissed me back, and I was surprised by her passion. When we broke the kiss, she said, “Hurry up, before someone comes!” I couldn’t believe my good luck. I dropped my sweatpants and shorts down around my ankles and helped her with her belt. As her pants fell down I told her to lean over the sink, which she did. For a minute I just stood there looking at her sweet, firm ass as it stuck out toward me
Getting behind her, I immediately sank my stick right down to the hilt. She moaned. I started to work back and forth, moving harder with each thrust. She was moaning, “Faster, come on, faster!” I started to pound her, her ass smacking against my thighs. It had been so long since I’d fucked that I knew it wouldn’t last long. I stuck my hands under her light blue shirt and felt those beautiful tits as I banged her. She reached under with one hand and put it over mine. I thrust harder now, tweaking her nipples. She turned her head back and began kissing me.
She moaned out that she wanted us to come together, and that was all I could handle. I blew my load right up inside her, and she came, too. I wanted to stay there and hold her tits, but she broke away from me. She took a wad of tissue and wiped the come that was dripping down her leg, then pulled all her gear back on. I pulled my sweats back up, and she kissed me and told me to go to bed. I asked her when she would be working this floor again, and she told me, “I’ll wake you up when I do!”
Then, with a quick squeeze of my cock, she went back to her post. I went back to my cell, thinking that prison wasn’t so bad after all.
—Name and address withheld
When my husband was promoted this spring, we moved to a small town in Virginia. After having spent most of our lives in the big city, we were glad for the opportunity to live in a small community, where we would have the chance to meet and know our neighbors.
Shortly after moving in I developed a slight but nagging illness. I decided to visit a doctor, and since I didn’t really know anyone yet who I could ask for a recommendation, I looked in the phone book and made an appointment at a nearby clinic. Since I was a new patient, the receptionist had me fill out all the forms and insurance papers. After finishing those I only had to wait a few minutes until a nurse called my name and led me back to an examination room.
While she took my vitals, I briefly described how I felt and why I was there. When she finished she told me that since I was a new patient the doctor would want to give me a complete physical exam. She handed me a gown and told me to undress.
I was a little nervous as I waited; this was the first time in years that I had been examined by anyone other than our family doctor. Within minutes there was a knock on the door, and in walked the nurse and the doctor. I guessed his age to be about the same as mine, and with his warm smile and southern tan, he could almost have been described as a hunk.
Normally I’m very nervous about examinations, but because of the doctor’s easy manner and smile, I soon found myself completely at ease. Even with the sheet lowered as he examined my breasts, or pulled back as I lay at the end of the table while he performed the pelvic exam, I was relaxed. And more surprisingly, by the time he was done and said I could get dressed, I was almost disappointed.
Unable to find anything wrong, he wanted to schedule additional tests at the hospital the following week. In addition to the normal blood work, he also scheduled me for a barium enema and X-rays.
Before leaving, I stopped at the reception desk to pay for the visit. As the receptionist looked at my check, she saw my address and remarked that my husband and I must be neighbors of the doctor, who lived on the same street. I was taken aback. I knew that in a small town everyone knew each other, but this was more than I expected. When I got home I checked the doctor’s home address. The receptionist had been right; he lived just across the street.
When John, my husband, got home that night I told him about my exam and the tests that were scheduled. He was glad I had found a doctor that I liked. However, when I told him where he lived, his reaction was different.
At first he didn’t want me to go back. “No neighbor of mine is going to examine my wife,” he said. “Find another doctor.” But the more we talked about it, the more I realized how much I liked that doctor. I finally told him that I didn’t want to change, and by the end of the week he reluctantly agreed.
The morning of the tests, John was more nervous than I was. Knowing that our neighbor, even if he was a doctor, was going to do these tests on me put him totally on edge.
When I arrived at the hospital, both the nurse and the doctor were already there. He explained the procedure to me. I would be given three preliminary enemas to cleanse my system before being given the barium enema and the X-rays. After he left the room, the nurse handed me a small sheet, telling me to undress and lie facedown on the table.
The sheet was only large enough to cover my front, leaving my entire backside bare. I felt more naked than ever as I waited. They both returned a few minutes later, and the nurse prepped me as the doctor readied the equipment. Both ends of the table were lowered, until my bottom was higher than my head and feet. After spreading my legs and telling me to relax and be calm, the nurse began to insert a thermometer into my rectum. I felt both apprehensive and embarrassed; I’d never had an enema before.
I watched as the doctor assembled the equipment. I noticed a large hose-like device, and surprisingly, the thought of that thing being inserted into my ass excited me. The nurse removed the thermometer, and even knowing what was next, I wasn’t prepared for the sensation I felt. While the nurse parted my cheeks the doctor slipped a well-greased, gloved finger into my waiting anus and proceeded to lubricate it thoroughly until I began to quiver from the sensation. The nurse continued to spread my cheeks as the doctor withdrew his finger and then slowly inserted several inches of hose into my anus.
Once he was satisfied that the hose was in far enough, a warm solution was allowed to flow into me, filling my rectum. A clamp was then fitted onto the hose, and the table was returned to its level position. After helping me off the table, the nurse walked me to the bathroom while I clutched the sheet around me, the hose dangling between my legs. As I straddled the toilet, she reached between my legs and gently pulled out the hose. As I expelled the liquid I fell onto the seat, feeling almost as if I had just experienced an orgasm.
Returning to the table, I was no longer embarrassed. In fact, the thought of having the procedure repeated heightened my feeling of excitement. Taking my place on the table again, I willingly spread my legs, secretly looking forward to the hose and the warm solution again filling my rectum.
I made it to the bathroom by myself this time, and as I expelled the liquid I again found myself trembling from the sensation. Unable to control the feeling, I felt the sheet slip from my fingers and fall to the floor. As I got ready to leave the bathroom. I stared at the sheet on the floor. I was so hot now, I didn’t care who saw me; in fact, I wanted them to see me. Besides, I rationalized to myself, between my exam last week and the tests today, there wasn’t anything left of me that the doctor hadn’t seen or touched. Leaving the sheet where it was, I returned to the room totally naked. If either the doctor or the nurse was surprised, they didn’t show it, nor did they say anything.
Returning to the room after the third and final cleansing, I was surprised to see that another man had joined us. He was a lab technician, there to assist with the X-rays. Still on a sexual high, even with this stranger in the room I made no effort to cover myself. I could tell he was more than surprised by my nakedness, and as he set up his equipment his eyes never left me.
Once more I assumed my position on the table. The nurse again parted my cheeks and the doctor inserted the hose. As the solution flowed into me I could feel my stomach expand, trying to accommodate the volume of it. This time, after clamping the hose and leveling the table, the doctor asked me to roll over and scoot to the end of the table.
With both the doctor and the technician watching, the nurse positioned the stirrups and placed my feet in them. With my legs up and open and the hose extending from my rectum, I lay naked in front of them. I remained that way for about twenty minutes, unable to move until the X-rays were taken and reviewed.
That night, as I told John about my day, I could see that he was turned on as much as I was. “Secretly,” he confided, “I was turned on all day, knowing what you were going through, knowing that another man—our neighbor—was seeing you naked.”
My illness turned out to be a minor one, easily treated with antibiotics. Since then we see our neighbor often. In fact he and John are good friends, often golfing together. And guess who continues to be my doctor?
—M.J., Bluefield, Virginia
It was about seven o’clock on a Wednesday morning when I was awakened by a knock on my door. I sleepily got out of bed, and as I went to the door, trying to pull my robe around me, the knocking became more frantic. Wondering what the hell was going on, I opened the door, still tying the belt of my robe. Standing there before me was the most handsome man I have ever seen, dressed in a fireman’s uniform. I suddenly snapped awake.
“Is there a problem?” I asked.
The man told me there had been a small fire in the apartment next to mine, and he needed to make sure everything was okay on my side. I invited him in and led him into my bedroom, which shared a wall with the apartment next door. As I did so I was suddenly very aware that I had nothing on under my thin robe, and that he was probably getting quite a show.
In the bedroom he inspected the walls, and as I watched him I felt myself getting very turned on by this strange man, who I was sure had checked out the shape of my ass through my robe. When he asked if he could move a dresser over to check the wall behind it, I got up and went to help him. As I leaned over, my robe fell open, giving him a full view of my breasts. I stood up quickly and pulled the robe around me. I thought I saw him blush just slightly, but there was also a small smile on his lips. He told me that everything looked fine—and then added hastily that he was talking about the wall.
As we walked back through the apartment I thanked him for checking on me, and he said it was his pleasure, adding that he was sorry he woke me, but now I could go back to bed. “No,” I said, “I’m just going to fix some coffee and breakfast.”
“That sounds nice,” he said.
I looked at him for a minute. I couldn’t believe what I was about to say, but I said it. “What time do you get off?”
I saw his eyebrows rise. “I’ll be back at nine,” he replied. “If that’s an invitation.” I told him it most definitely was.
As the door closed behind him I took a deep breath, then ran inside to shower. I was incredibly turned on. I reached down to feel my pussy, and it was wet. I played with myself a little under the warm water, but not too much. I didn’t want to waste it.
I was all dressed and had started the coffee when I heard his knock on the door. My nipples were suddenly hard. I called out for him to come in, telling him I was in the kitchen. When he walked into the room I had to catch my breath. He looked so yummy in his black T-shirt and jeans that I wanted to drop to my knees right there on the kitchen floor and suck his cock.
My hand was shaking as I handed him a cup of coffee. I felt his eyes follow me as I moved across the room to the toaster. “Lost the robe, huh?” he said. I laughed nervously and said I was sorry about that morning, and he said there was nothing to be sorry for; he’d enjoyed it. I felt awkward as I put some bread in the toaster, talking about anything I could think of, just to keep myself from begging him to fuck me.
I was so distracted that the bread started burning, and when I tried to pop it out the toaster got stuck. For a minute I didn’t know what to do, and then I felt him behind me, his hand reaching around me as he calmly pulled the plug. I turned to him, laughing and saying, “Boy, am I glad you were here!”
“Me, too,” he said, and then he took hold of the back of my head and kissed me hard on the mouth. When he stopped I was panting. “By the way,” he said, “my name is Tony.”
“Jill,” I said weakly, and with that I felt his hands start to roam all over my body. As they slid across my ass he told me he wanted to see what had looked so good to him earlier on. Then he unbuttoned my jean shorts and slid them down over my hips, kissing my stomach as he stood back up. I felt his hands on my ass again, his finger sliding under my thong and into my crotch, and I thought I was going to come right there.
But the next thing I knew his hands had moved to my breasts. “I saw these before,” he murmured. “But now I want to feel them and suck on your nipples.” He pulled my tank top over my head and lowered his mouth to my breasts, his warm tongue on one nipple and his fingers playing with the other. My hand was on the back of his head, pulling him closer. With my other hand I tugged at the back of his shirt, and he straightened to allow me to pull it off over his head.
Looking into his eyes now, I brought my hands to his jeans, telling him that I had wanted to do this from the time he walked through my door. I unbuttoned the jeans and tugged them down, and his hard cock popped out. In a second I was down on my knees. Taking him in my hands, I ran my tongue up the shaft, and he let out a soft moan as I sucked the head into my mouth. I felt his hands in my hair, gently guiding me as I took him all the way into my throat. I cupped his balls in my hand and heard him groan. His hips began to move slowly, and I rejoiced in the feeling of him fucking my mouth.
When I felt his balls start to tighten I pulled away and stood up. My panties were soaking wet. I started to take them off, but he stopped me. Picking me up in his strong arms, he placed me on the kitchen table and told me to lie back. My pussy was in his face as he sat down in a chair. I could feel his breath through my panties. I grabbed the edges of the table and let out a long, slow moan, lifting my hips as he kissed my pussy. Only then did he pull my panties off. A second later his mouth was on me again, and I felt his tongue licking upward to my clit. I shuddered as he sucked it into his mouth. Then he put two fingers into my pussy and started finger-fucking me. It was too much. I grabbed his head and screamed his name as I went into the most earth-shattering orgasm I’d had in years, my hips bucking with wave after wave of pleasure.
When I felt his hands pulling at me I slid off the table and onto his lap, straddling him. I locked my hands behind his head as he lifted me onto his cock, and we started to move together. I leaned in to kiss his neck. Oh God, it felt so good that I never wanted it to stop. But I obeyed eagerly when he told me to get up and lean over the table.
I felt him pressing against me from behind and I squirmed against him, begging him to fuck me. He rubbed his cock up and down my smooth wetness, then slowly slid it in, his hands on my hips pulling me closer. When I thought it couldn’t possibly get any better, I felt his moistened finger pressing at my asshole. I came again immediately, the table shaking beneath my body.
Tony growled in my ear that he wanted to come in my ass. As he pushed his cock slowly into my rear end, another orgasm took me over, and I could hardly catch my breath. After only a few strokes I felt his hot come spurting into me, and I loved hearing his loud cry of pleasure.
When he slid out of me I turned to face him, our bodies pressed together as I told him how incredible he was. Later, as I watched him get dressed, I couldn’t stop myself from asking if I would see him again. Tony smiled at me and said that this fire was so hot that it would take him many visits to put it out.
—J.M., Miami, Florida
Last week my wife, Grace, and I went out for a meal with an old friend of Grace’s named Rachel, and her husband, Roger. Grace and Rachel hadn’t seen each other for ages, so they had lots to talk about. We had never met Roger before, and he turned out to be a real jerk. He was something of an egotistical snob, and after a while I couldn’t even stand to talk to him.
By the time we finished the meal Grace, Rachel, and I were getting on famously, but Roger was sulking and ignoring us all, and to make things worse, he’d gotten completely shit-faced on wine. We got a cab back to our place, and I had to help Rachel put Roger to bed in the spare room. As soon as his head touched the pillow he was out like a light.
The girls and I went and sat in the front room, and before long we were all talking about Roger and putting him down. Rachel started going on about what a shitty lover he was, and how he never made her come. Then, completely out of the blue, Grace suggested that I fuck her. Rachel and I looked each other, and then Rachel said, “Yeah, good idea.”
My heart was thumping like mad as she got up and walked over to me. She sat on my lap, stroking my cock through my jeans as we started kissing. Grace stood up and stripped off her clothes, then came over and undressed Rachel, while we continued to kiss. Rachel undid my trousers and started to play with my hard-on, and Grace knelt on the floor to lick Rachel’s pussy. I couldn’t believe this was happening, but I wasn’t going to look a gift horse in the mouth. Rachel slid to the floor and began licking up and down my dick, then took it into her mouth. When Grace joined her I thought I was in heaven. Two beautiful women sucking me off—and I wasn’t even dreaming!
As Rachel sucked my cock, Grace stroked it with her hand, and as I looked down at them I felt my spunk rising. Grace realized I was about to come and pulled my cock out of Rachel’s mouth, continuing to stroke it until I spurted all over Rachel’s face.
Grace licked the last dribbles of come off my dick, then pushed Rachel onto her back, licking my spunk off her face before kissing her passionately. Rachel responded by slipping a hand down between Grace’s legs and stroking her cunt, and then she slipped a finger into Grace’s pussy hole and she went wild. Rachel turned around so that the two girls were in 69 position, and they began to lick each other out. They started off gently, but within a couple of minutes they had their tongues buried deep in each other’s cunts and were writhing around all over the place.
Of course as I watched this it didn’t take long for my dick to get hard again, and I knelt behind Grace and slid my cock up her cunt while Rachel licked it. Grace’s twat was soaking and my cock slipped in and out of it really easily, causing her juices to dribble out of her hole and run down into Rachel’s mouth. I was playing with both girls’ tits as I fucked my wife, and then Grace started coming as Rachel licked her clit, and I pumped my cock into her in time with her spasms.
When Grace recovered she said she wanted to see me fuck Rachel, so I pulled my cock out of Grace and climbed on top of her friend. She guided me in and I rode her sweet body for all I was worth, feeling her tight pussy clinging to my boner with every thrust. Rachel climaxed twice, and when Grace started to suck her pert little tits she came again. I fucked her long and hard, and finally emptied my balls into her clinging pussy, kissing her deeply as I came.
Once we’d got our breath back we went upstairs to clean ourselves up, and ended up doing it all again, this time in the bathroom.
We finally slipped into bed around five in the morning. Rachel and Roger left the next day, but Rachel promised to visit my wife again as soon as possible—without Roger. We’re both looking forward to that.
—B.H., Milwaukee, Wisconsin
I have been happily married for eighteen years. My husband and I have enjoyed a good sex life for most of that time, but in recent years, much to my frustration, his job has taken him away from home for extended periods of time.
This winter was unusually cold and snowy, and in late December our furnace quit working. I called a friend who works with an oil company for help, and she immediately sent out two servicemen, who arrived within an hour. I let them in and we went straight to our furnace room. The taller one introduced himself as Hal, and his friend as Matt. The two of them went immediately to work and had the furnace up and running within five minutes.
I had been waiting in the rec room, just off the furnace room, and when Hal told me they were done, I said I couldn’t believe they had been so fast. Hal moved toward me, placed his hand on my hip and asked if there was anything else he could help me with. My heart was suddenly pounding hard, and I knew I was damp between the legs. I meant to say no thanks, but I found myself threading a finger through his belt loop. Hal grinned, then pulled me closer and kissed me. I moaned and kissed him back. Then he asked again if there wasn’t something he could do for me. It had been over three weeks since my husband had left, and I guess I just needed it bad. This time my answer was, “Well, maybe there are one or two things…”
He quickly pulled my sweatshirt over my head and told me to take his dick out. My hands shook as I worked his zipper while he massaged my nipples. I finally freed his dick and started to stroke it, quickly bringing it to full erection. He popped his top button and slid his jeans over his hard butt, then sat back on our couch and told me to suck his dick. I was breathing hard now, and I automatically went to my knees, slipped his cock between my lips, and started sucking. It was the first time since before my marriage that another man’s cock had been inside me.
I was just getting into the deliciously hot, salty taste of him when I became aware of another set of hands working on my jeans. Matt was behind me, pulling them down, and I wiggled to help him slide them and my panties down to my knees. He fingered my pussy, which was overflowing with my juices. Then the head of his cock was pressing against my slippery cunt. I arched my back and pushed against him. I was not prepared for the size of his cock; it filled me completely, and when he started thrusting I began to come immediately. Nothing had ever filled me like Matt did. He was thrusting so hard my knees were off the floor, and my head was being driven into Hal’s stomach. All I could do was to hold on to Hal’s cock and suck as hard as I could to keep it in my mouth. My orgasms kept coming in waves, and after a few minutes I felt Matt shudder as his come bathed my insides.
Matt withdrew, and I felt his jism running out of me as I concentrated on Hal’s blowjob. Hal’s cock was throbbing now, and I kept sucking hard until his huge load exploded in my mouth. I swallowed every drop, and kept sucking until he was drained.
Hal looked over at Matt and said, “Shit, I’ve just had the best blowjob of my life. Maybe we ought to come back tomorrow. You know, to make sure the furnace is still running good.” I said I thought that was a great idea, and suddenly my husband’s job did not seem so bad at all.
—G.V., Boulder, Colorado
I am a security officer at a large hotel, and what happened to me is every security officer’s dream.
One day I was working the three-to-eleven shift, and I struck up a conversation with one of the housekeepers, a gorgeous girl named Elena. She had exotic-looking dark skin and dark hair, and she was very nice and at the same time very flirtatious. Things were slow that day, and I went along to keep her company as she cleaned up one of the suites. As she was making the bed, I walked by her and accidentally rubbed my hand against her ass. She looked back at me with a little smile and said I shouldn’t do that, because her boyfriend was out of town for a week, and she was feeling kind of horny.
Well, needless to say, I “accidentally” rubbed up against her again, and that was all it took. She instantly grabbed me and shoved her tongue down my throat. We began kissing passionately. I was a little nervous at first, but I was getting too excited to think about it.
I walked her over to the bed and began unbuttoning her shirt as I slowly and softly kissed her neck. She reached down and felt my swiftly hardening love shaft, then began to massage it. When I got her shirt off, I found that her sexy brown nipples were just as aroused as my stick. She removed my shirt and started licking at my nipples, then slowly worked her way down to my navel, making soft slow circles with her tongue. When she pulled my cock out of my pants she found one very excited piece of equipment, with pre-come dripping down to my pubic hair. She eagerly took me in her mouth and began to bob up and down, massaging my balls with one hand and stroking my cock with the other as she sucked it.
I reached around to finger her from the rear. She was so wet that I could have damn near washed my hands under her pussy. I got us onto the bed and pulled her on top of my face, and we went into the old 69. I licked her asshole as well as her pussy, and once I had it nice and moist I started slowly sliding my thumb in and out of it. Before I knew it she was squirming in relief as she released her love juices all over my face.
A moment later she jumped up and sat down on my long hard diamond cutter. She rode me with amazing energy from here to breakfast, and before I knew it she was having her second orgasm. When she calmed down I rolled her onto her stomach and started licking her asshole again. I guess this really excited her, because she couldn’t stop squirming. She cried out, “Put it in my ass and suck on the back of my neck!” So I did just that, and she went nuts. I was ramming her steadily and hard, and the two of us could probably have been heard halfway down the hall. Then, all of a sudden, there was a knock on the door.
We both jumped up in panic, and Elena went to the door and looked through the peephole as I scampered around to get my uniform back on. Then she gave a sigh of relief and said, “It’s okay, it’s just Anita.” Before I could say anything she opened the door, and in walked another housekeeper. Elena was still nude, and I was standing there with my pants halfway on and a semihard dick. Anita didn’t seem a bit surprised.
The two housekeepers started a conversation in Spanish. I knew they were talking about me, because they were staring me up and down as I was pulling my clothes on. This made me uncomfortable, and I went to the bathroom to finish getting dressed and to wash up a bit. When I came out I got the surprise of a lifetime. Anita was lying on her back on the bed, with her maid’s dress pulled up to her waist, and Elena had her face buried in her friend’s crotch.
When Anita saw me she pushed herself up on her elbows and told me to get naked again and come join them. Well, you know what I did. I immediately stripped out of my uniform again and crawled onto the bed.
Elena was still gobbling Anita’s neatly trimmed muff like it was a Thanksgiving turkey dinner. Anita was moaning and groaning, at the same time looking into my eyes with a very nasty but passionate stare. I knelt over Anita’s face and she began to suck my balls and lick my ass crack. I leaned over her body and joined Elena in savoring Anita’s pussy and sharing her juices.
Anita then wanted me to fuck her, and I gladly did. She was so tight that she felt like a virgin, though I was pretty sure she wasn’t. I pumped into her with long hard strokes as I watched Elena finger herself and suck her own tits. After about ten minutes of good hard fucking, Anita began to scream with excitement as her orgasm crashed over her.
During this whole episode I still hadn’t come. Elena spoke to Anita in Spanish again, and before I knew it they were both spread-eagled on their backs, fingering themselves and grinning at me. I had my pick. I slid myself into Elena again and started pumping her; then after a few minutes I switched to Anita. I went back and forth for about another thirty minutes, until Elena asked me when I was going to come. I told her very soon. Then they told me to straddle their faces, and when I did Anita took me into her mouth and Elena began sucking my balls. I was getting closer and closer to orgasm. Finally, I was ready, and when I told them they said they wanted my jism all over their tits, and that’s what I gave them. I shot my huge load all over both of them, and then Elena took me into her mouth and milked every last drop out of me. Then the girls began kissing again and sharing my juices with each other.
I thanked them both and told them not to tell anyone, and they promised they wouldn’t. Then they told me that the two of them had been doing this for months with each other, but this was the first time they had ever let a man join in. I told them I was extremely grateful for the opportunity. After that we all got dressed and went down to the coffee room for a well-deserved break.
—S.I., Newark, New Jersey
After some minor surgery, my physician recommended that I schedule a barium enema X-ray. Having done so, I got to my appointment early, and after checking in and completing some insurance paperwork, was asked to have a seat in the waiting room.
There seemed to be two nurses on duty, and every so often I would catch glimpses of them as they moved from one room to another. They were both in their twenties or early thirties, and they both wore white uniforms that were thin enough to show the faint lines of their bras and panties underneath. Both had exceptional figures and terrific-looking tits. I couldn’t believe that two such beautiful, sexy nurses were working in the same office.
I could have sat there all day watching those two women, but finally I was called into the procedure room. One of the nurses introduced herself as Sophie and gave me a paper robe to put on, open down the back. When I was ready Sophie explained that the barium solution, as it entered my stomach through the rectum, would be observed on the television monitor that was mounted on the wall. I was positioned on my right side, and Sophie inserted the nozzle into my anus and began to release the liquid. She told me to relax as much as I could, and to observe the TV monitor if I desired.
I found it impossible to relax, however. Although Sophie seemed to be doing her job in an impersonal manner, the feeling of her hands on my body, added to the sight of her in that tight uniform, gave me a tremendous hard-on. The more I tried to hide it, the less concealment the paper gown seemed to offer. Sophie was watching the monitor, but then she turned to check on how I was doing.
“Oh goodness, we have a small problem, don’t we,” she said. “Just try to relax, okay?”
I told her that I was sorry, but I couldn’t really control such an involuntary reaction. Sophie told me not to worry about it, that this happened occasionally. Saying she would try and make me more comfortable, she reached down and pulled my cock free of the paper gown. She asked if that was better, and I said that it didn’t seem to help. She tried gently adjusting my cock into a different position, but each time she touched it, it only made it harder.
At that point the other nurse, whose name was Grace, came in to see how things were going. When she saw the situation, she also told me not to be embarrassed, as she had also seen it happen before. She went around to check the tube in my ass, and as she leaned over me I felt her large tits pressing into my side.
That was too much. I couldn’t stand it anymore, so I reached over and put my hand on her right tit. I was expecting a slap or worse, but Grace just lifted my hand away, saying that that was not going to help my condition. I told her that being in the same room with two sexy nurses wasn’t going to help either. Grace giggled and said she would try one more thing to relax me.
Still standing behind me, she reached for my dick and pulled my foreskin up over the head of my cock, asking if that helped me to relax. My cock was so swollen that the foreskin went right back. She then pulled it up again, and again it receded. “No, I guess it’s not helping,” she said, but she didn’t stop. Now she was doing it with a rhythmic motion, actually stroking my dick with her hand. In a breathless voice I told her not to stop, because I thought the problem would be solved in a minute.
“Maybe I can do something about this,” Sophie said. She knelt down in front of me with her mouth on a level with my prick. As Grace continued to stroke it, she stuck out her tongue and licked the head. That did it. My come shot out like a cannon, right into Sophie’s open mouth. Grace went on stroking my dick until it was completely drained.
The two of them then completed the procedure, saying that everything looked fine. They then led me to the bathroom to get rid of the barium solution. When I was ready to leave, Sophie said I should probably get the procedure done again next year. I said that sounded like a good idea.
When I got home my wife asked me how it had gone. I told her everything had come out just fine.
—B.L., Carson City, Nevada
Every now and then my wife, Rhoda, likes to surprise me with an unusual sexual treat. One time we drove to the sea and fucked in the dunes at night. Another time she took me to the library and sucked me off back in the stacks. I had quite a time keeping quiet.
Last week I was having a rather boring day at work. I got back from lunch, sat down at my computer, and started working on my latest report. A minute later Jud, my intern, a young student at the local university, sat down across from me and started to work on a paper he needed to do for school. When it’s not busy I let him do his schoolwork on the job to save time.
After working for a while, I looked over at Jud and noticed that he had his eyes closed. Well, I couldn’t blame him—I would have liked to take a little catnap too about then. I decided not to bother him; I really didn’t care if he goofed off once in a while. I went back to my project.
The radio was on in the office, but a couple of times I thought I could hear some other noises as well. But I didn’t think too much about it until I heard Jud moan softly. I turned to see what he was up to. His head was thrown back, and now he was making little whimpering sounds. Then he gasped and muttered, “Yeah, yeah, yeah.” The way he was going on, I thought the guy must be dreaming, or else he had his pecker out and was stroking it under the desk.
All of a sudden his body jerked and he moaned deeply, then slumped into the chair. “Wow, that was awesome!” he finally said.
“What the fuck are you doing?” I asked.
“I’m not doing anything,” he said. “But someone is.”
And then, as I looked on in shock, my wife crawled out from under my desk.
“Oh my God what have I done?” Rhoda exclaimed, looking first at Jud, then at me. “I came to surprise you. I mean I wanted to…” Her voice trailed off.
“Oh God,” Jud said. “You mean this is your—”
“Yes, this is my wife,” I finished for him. “Jud, this is Rhoda. Rhoda, this is Jud. But I think you have already met—sort of.”
“Oh my God, I can’t believe it!” Rhoda said. “I’m so embarrassed.”
“You shouldn’t be,” Jud said boldly. “That was the best blowjob I’ve ever gotten! It was so slow and sweet.”
“It was meant for my husband, that’s why,” Rhoda answered.
“Well, I’m glad about the mix-up,” Jud said. “That was so awesome!”
My wife looked at me with a kind of wide-eyed stare, but there was something in her eyes that made me wonder just how accidental her action had been. I was so strangely turned on that my cock was like iron in my pants. I went to lock the office door, then came back and sat down. “My turn,” I said as I took out my cock. It was already rock-hard.
Rhoda crawled to me and started to suck my dick as only she can, giving me the same kind of sweet blowjob she had evidently lavished on Jud earlier. I looked up to see that Jud had gotten hard again, and was stroking his pecker as he watched us. I signaled for him to come over to us, and he quickly stood and took off his clothes.
Rhoda continued sucking my cock as I lifted her skirt, and Jud peeled her panties off. She raised her eyes to me as he lined his cock up with her moist snatch. “Oh, baby,” she cooed. “Is this all right with you?”
“Why not?” I replied. “You’ve already got a load of his spunk in your stomach. Anyway, it’s about time he got some real on-the-job training. Go ahead Jud, fuck her.”
Jud didn’t wait for us to change our minds. He aimed his cock between my wife’s ass cheeks, and it slowly disappeared until his pubic hair was rubbing against her pretty bottom. Rhoda looked up at me, her eyes filled with lust now as she enjoyed two cocks in her at once. Jud picked up the pace, fucking her harder now, his balls slapping against her cunt as he screwed her.
Meanwhile I was getting the best blowjob of my life as the motions of my wife’s mouth reflected the pounding her pussy was receiving. She moaned around my dick as she had her first orgasm. Jud never stopped, and Rhoda sucked harder than ever as a second climax built up in her until her body convulsed again.
Jud was ready to lose it. He looked at me as if to ask for my approval, so I gave it to him. “It’s okay, dude,” I told him. “Fill her up.”
As Rhoda moaned, Jud held on to her hips and buried his bone deep in her cunt. He wiggled back and forth and from side to side, with his cock still buried. Rhoda raised her head from my cock and cried, “Oh, yes! Oh, I feel his warm come spurting inside me!” Jud was grunting and spasming over and over as he filled my wife’s cunt.
When he was done, Rhoda turned her attention back to my cock, taking me all the way down her throat. I couldn’t hold out any longer. Rhoda didn’t spill a drop as she took shot after shot right down her hungry throat. Only after my orgasm had subsided and my pecker had fallen from her mouth did I realize that Jud was still fucking her. He was so excited, his hard-on just wouldn’t quit.
Rhoda fell away from him now, and rolled onto her back on the floor. Her tits were glistening with sweat, and her pussy was moist with Jud’s sperm and her own juices. Jud moved on top of her, sank his cock right back into her snatch, and started fucking away as though he was out of control.
“Baby, he’s fucking the shit out of me!” Rhoda groaned. She wasn’t complaining.
“He sure is,” I agreed. “Do you like it?”
Excerpted from Letters to Penthouse XXXXIV by Penthouse International Copyright © 2012 by Penthouse International. Excerpted by permission.
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