When I was 18 and went off to college, it was arranged that I should stay with an old friend of my mother’s named Ellie, who happened to live in the town where the college was located, along with her second husband, Ned. I didn’t care much for Ellie, who turned out to be kind of a sourpuss, but Ned was very nice and welcomed me with open arms. I am five feet four inches tall and have a pretty nice body that gets a lot of attention from men of all ages. I loved the attention, but at that time I was still a virgin.
One night after I’d been there for a week or two, I woke up in the middle of the night and wandered into the kitchen to get a snack. While there I heard the sound of voices from the rec room in the basement, and I tiptoed down there to see what was going on. Just before I reached the door, I heard a woman’s voice moaning. I peeked in, and there on the big TV screen I saw a blonde having sex with two men. One guy was fucking her while the other was pumping his cock into her mouth. But what really shook me up was that the blonde was almost the spitting image of me!
I’m a 19-year-old college sophomore, five feet two, with long blonde hair, green eyes and a light spattering of freckles that seem to drive guys crazy. Men are always telling me how pretty they think I am. I know they just want to fuck me, but even so, I get a good feeling when guys hit on me. I’ve even had to go home and change my panties because I get so excited sometimes. But in spite of this, until about six months ago I somehow managed to hold on to my virginity. I gave a lot of hand jobs and some blowjobs too, but I never actually went all the way.
It was shortly before my 19th birthday when I went on vacation with my parents to visit to some relatives in Florida. On my first night there my cousin Howie took me to meet a couple of his friends. As soon as he introduced us I began to get an excited feeling. Though both of the guys were good looking, one of them, Cary, really caught my eye. At one point I was feeling so aroused that I had to excuse myself and go outside.
I was standing there in the dark when Cary followed me out. “What’s up?” he asked me.
“Oh, nothing,” I said. “I just feel a little weird.”
“No need for that,” he said, and he took my arm and pulled me back inside.
My name is April. I have blonde hair, green eyes and a good figure.
When I was 18 and in my first year of college I worked part-time as a lab technician. At that point I was still a virgin. I had given head a few times to various guys, but had never actually had sex.
One of my coworkers was a guy named Bud. He was nice, and we got along well together. Even though he was 35 years old and married, we often hung out and confided in each other.
Bud and I worked in a small room, where we would collect and analyze blood samples, so we had plenty of opportunity to talk when things were slow. One day I told him frankly that I was kind of attracted to him, and he said he thought I was pretty hot too. He added that he’d never have thought a girl like me would be interested in a guy like him in a million years. Then he leaned in and kissed me. I shivered with excitement as the touch of him sent thrills down my spine.
I turned 18 between my junior and senior years in high school, and I spent a lot of time at my friend Denise’s house with her and her family.
One weekend Denise’s Uncle Fred came to stay with them after just getting out of the Navy. Denise’s dad was going to give him a job at his construction company, and he was going to get his own place as soon as he could.
One night Fred and I were watching TV. Everyone else had gone to the movies, but the flick they’d gone to see didn’t appeal to either of us, so we stayed home. We were sitting side by side on the sofa, and I was half leaning on Fred’s shoulder when I dozed off. When I woke up again my head was on his lap, and he was kind of pushing at it as he moved his hips up and down.
“You have a lump in your pants,” I said calmly, and he froze. “It’s okay,” I told him. “I’m 18, and it’s not the first hard-on I’ve ever seen.”
“Do you want to see it?” he asked, sounding a little nervous. I nodded, so he pulled his zipper down and his hard cock bounced into view.
When I was young I had a best friend named Billy. We did everything together. We went to the same schools. We played the same sports. Even though I’m a girl, Billy treated me like one of the guys, and he would stick up for me when the other boys didn’t want me on their team because I was female. He was always fun to be around. We would play for hours and never be bored, because he was always thinking of something for us to do.
Summers were the best. We’d have picnics in my back yard, and play on the sliding board until it got too dark to see. I still miss those times when go back to them in my mind.
One winter day Billy didn’t show up at school. I thought maybe he was sick. But when I got home from school I saw a moving truck at Billy’s house. I ran over to see what was going on, and the man said the people who lived there had moved out. I was stunned, and ran home with tears running down my face. My mom confirmed what the man had told me. My friend was gone, and no one could tell me where he went.
My heart was broken. But life went on, and eventually, as children do, I got past the pain, fell into new routines and played with other friends. But I still thought of Billy, and continued to miss him in my mind.
I had always told myself I would leave this two-bit town, but I ended up having to go to a college close to home, as my mom got very sick and I needed to be there to take care of her. But I got a good education, and put it to use by getting a good job at our local library. I made decent pay and the work was challenging, so I was happy and content. I also started dating a man who I’d grown up with. Don was witty and kind, and while maybe not the most exciting man in the world, he had a good heart and treated me like a queen.
At 23 years old, I had never been with a man. I’d done some petting and dry-humping, but had never felt strongly enough about a man to let him fuck me. Don was handsome enough, but aside from copping a feel now and then he hadn’t made a serious move. He didn’t strike me as a prude, but I couldn’t help wondering why had hadn’t at least tried to get into my panties after six months of dating.
One day, as I was working at the library, I heard someone with a deep voice ask the girl at the front desk if I was around. I turned to look, and then just kind of froze, the books I was carrying dropping from my hands and falling to the floor with a loud bang. It was Billy! I couldn’t believe my eyes. I would have known him anywhere, and here he, was standing not 10 feet from me. I was stunned, and I started to tremble and cry. He moved toward me and opened his arms, and I somehow recovered myself enough to walk right into them.
He stroked my back as I wrapped my arms around him and just sobbed into his neck. He spoke to me soothingly and apologized for upsetting me, saying that if he’d known I would react like that he would have called first.
Feeling like a complete fool, with everybody looking at me as though I’d lost my mind, I pulled away from Billy and apologized to him and to everyone for disrupting things. I then took his hand and walked him back to my office, where we sat down and caught up on many things. He explained that he hadn’t known they were moving on that day so long ago, until he was in the car. His parents split up, and his mom took him down south to be with his grandmother. He had missed me terribly and had begged his mom to bring him back. But it wasn’t to be.
Billy had been married briefly, but it had ended badly, which was why he had felt compelled to come back to the only home he really knew, at least temporarily. His life now was in the south, but our town was where he felt at home—and where his best friend was. He went on to tell me how he had always thought of me and hoped to see me again some day. And here he was.
Billy was staying in a hotel in town, but I insisted he come stay with me in my home. I had a spare bedroom with a separate entrance, so he could come and go as he pleased without disturbing my ailing mother. After some persuasion, he agreed.
Things went amazingly well as Billy and I got to know each other again. It was as if we hadn’t missed a beat. The conversation just flowed, and I found myself really looking forward to our talks. I also realized I was developing other feelings for him, which terrified me, because he was leaving soon, and I didn’t want to go through the pain of losing him again.
One night about a week before he was to leave, Billy and I went out to dinner. We had some wine and promised each other that we wouldn’t lose touch again. He thanked me for being such a gracious hostess, and as he reached across the table to stroke my hand I felt as though electricity was coursing through my body. I felt all sorts of tingling sensations everywhere. We locked eyes, and at that moment we both just knew. We paid the check and almost ran back to my place.
We were barely in the door when we were locked in a passionate kiss. It was like nothing I had ever experienced before, and I wanted it to last. His hands were all over me, and it felt amazing. Slowly but surely my clothes were being stripped away from my body as the kiss continued. I felt amazingly sexy and naughty. I reached for his crotch and found a rather large bulge that literally pulsed in my hand as I stroked it. My God, it felt huge!
Somehow we made it to his bedroom. He pushed me gently back onto the bed and proceeded to take off his clothes. As he did so he told me how beautiful I was, and how sexy my body looked. I felt as if a raging fire was burning inside me, and I liked it!
Billy knelt on the bed, straddling my hips as he pulled me up to meet his lips. We kissed hard and deep, and it took my breath away. As he broke the kiss he worked his magic tongue down my neck. He nibbled my earlobes as his hands masterfully massaged my breasts, tweaking my nipples, evoking whimpers from me. He pushed me onto my back and ravaged me with his mouth. He seemed to be everywhere at once. My mind raced with desire, and my body responded with little jolts of pleasure.
The next thing I knew his hands were spreading my legs. I parted them willingly and waited for what I knew was about to come. Then I felt it—sheer pleasure! His tongue swiped at my wet folds like a thirsty dog at his water bowl. That tongue was all over my cunt. It was darting all around my clit, teasing it but not touching it. He sawed it in and out of my dripping hole, making my head swoon. His fingers were masterfully searching for my G-spot when, suddenly and quickly, he nipped at my clit. I saw the most amazing colors as my body convulsed in release. I could feel my stomach rippling with my orgasm. It was more than I could ever have hoped for, and I almost cried from the magic of it all. I grabbed at his head, my hips moving in a spasmodic dance of lust.
When he came up to mount me his face was covered in my juices. He kissed me as he entered me, and the feeling of his massive cock, along with the taste of my juices on his lips, made me come again instantly, all over his dick. He liked that. His pumping became almost manic as he looked down into my eyes. I was aroused to the point of no return as I looked back at my best friend and first lover. As his pace quickened and his breathing became more labored I begged him to fuck me harder. Spurred on by my request, Billy pushed himself deeper and deeper inside me, until finally I felt his whole body tense as his cock pulsed, shooting loads of come deep inside my body. And I came again. I had never dreamed that sex could be like this!
I never told Billy he was my first. I don’t know why; I just never did. After that night, he started thinking about staying, and the two of us sharing a life together. I, of course, thought that would be just perfect.
But when Billy went away for a day for a business meeting, I got very lonely, and horny. I couldn’t stop thinking about how great the sex had been, and I got so raunchy that I sought out Don (who I had ended things with), and seduced him. In fact, I fucked his brains out, and to my surprise I found out that the guy could really fuck! I only wished I had done this earlier, when he’d been so shy. We had amazing sex, and I found that I not only loved getting laid, I also loved variety!
When Billy came back, I told him that I didn’t think it would work out between us—at least not exclusively. He said he understood, and he still wanted to stay. So we’re still best friends, but now it’s with benefits.
—T. J., Jackson, Mississippi
Call me what you want, but there is nothing quite like taking a girl’s cherry in a bathroom stall!
I met Tabitha during our first year of college. She was a really hot piece of ass, which all my frat brothers tried to go after, but she told them in no uncertain terms to fuck off. So of course, in their eyes she was a bitch.
Tabitha and I had a couple of classes together, and I was struggling in both. She was an A student, so the professor in one of the classes asked her to help me. She wasn’t thrilled, but she gave me her schedule and told me when to meet her at the library. She also warned me that I’d better be serious and not waste her time.
I made it a point to be at the library on time. I was actually early, since I was boffing a sweet piece of ass there on a regular basis. It was nothing serious; we just hooked up in the men’s room (which I called my “office”) to fuck away the stresses of the day. There were a lot of stresses, and this girl—along with others, from time to time—relieved them, and I did the same for her.
As I approached the table where Tabitha had told me to meet her I saw that she was already there, scribbling notes on a pad in front of her. As I sat down beside her I told her that she could see I was serious, since I was there early. She raised her head, looked me dead in the eye and said, “From what I hear, you’re always here.” And went right back to writing her notes. So I guess my reputation preceded me.
When she was done with her notes we got right down to business. I have to say that she was a pretty good teacher, and I actually started getting it. We met that way for the next few weeks, and on the next exam I got a much better grade than usual. But the really big exam was only weeks away, and I needed to get at least a B, or be forced to take the class over again during the summer. I really did not want that to happen.
Tabitha was very patient with me, and a wonderful teacher, but I was really stressed out. My regular fuck partners were too busy studying for their exams to meet for any men’s room fun. I was quite frustrated and distracted, and Tabitha noticed. Finally she asked me what was wrong.
At first I told her that the work was just too hard, but she said she didn’t think that was what was bothering me. For a moment I wondered if I should just tell her that I was used to getting laid at least several times a week, and that I hadn’t had any pussy for seven days; but I didn’t think she would appreciate that, and I didn’t want to piss her off, so I just stuck with my story about the material being too difficult for me to get a handle on. At that point Tabitha threw her pencil down, stood up angrily and told me to get serious or get lost.
What the fuck did she want from me? I was trying, goddamnit! I couldn’t help the fact that my balls were fully loaded, but that my sperm had nowhere to go. Jerking off was all very well, but my cock needed some pussy—now! Her attitude had shriveled my dick at first, but now, seeing her standing over me, her hair in her face, her arms crossed under those amazing tits, it was all I could do not to take her right there on the table.
Suddenly, she took my hand and dragged me out of my chair. Her strength surprised me, but I followed her like a puppy, and was shocked and amazed when she led me into the men’s room and pushed me into a stall.
“Is this what you need to concentrate?” she demanded through gritted teeth as she pulled up her skirt and pulled off her sweater. Oh my God! She was gorgeous! If ever there was a perfect woman, Tabitha was it. Big tits, a small waist, long hair, strong legs, and a smooth-shaven twat! My head was spinning, but it didn’t impede my ability to strip my pants off.
“So that’s it,” Tabitha said breathlessly. “You need pussy to get your head on straight, do you?” And with that she came closer and kissed me, hard.
I think I really saw stars. I kissed her back, but after a moment she grabbed my face in her hands, saying, “Listen, mister. This virgin wants that giant hard cock in her slick, soaked cunt. Do you understand that? Can you comprehend that? I want you to do to me what you do to all the other girls you bring here to your ‘office!’”
“Yes . . . Yes,” I stammered out. Virgin? Really? Was that possible? But I wasn’t about to question my good luck. I grabbed her tits and started sucking on her erect nipples, while sliding my hand to her wet pussy. She wasn’t kidding when she said slick and soaked. This girl was dripping! I had to taste her. The confines of the stall made it difficult, but not impossible. I got down on my knees and spread her legs. Tabitha moaned and asked me what I was doing. Instead of answering I stuck my tongue up her hole and wiggled it around.
She grabbed my head to steady herself. “Oh my God, yeah!” she gasped out. “Oh fuck, that feels so fucking amazing! Oh my God, lick my pussy, baby. Oh fuck, yeah, lick it all over. Suck my clit, please. Oh please suck my clit for me!” Her words spurred me on, and I went to town, feasting on her virgin box. She moaned and grabbed my head harder, and when she came she tensed up and rolled her crotch all over my face.
Before she could even catch her breath I grabbed her by the hips and, sitting on the toilet bowl, had her straddle my lap. I slipped right into her slick sheath, and her warmth was out of this world. She started babbling again, talking like a girl who fucked for a living, and the more she talked the harder I got, until finally I told her I was going to come. She stayed with me all the way, and when I came she climaxed also. It was sensational.
I ended up failing the final exam, because my now devirginized teacher just couldn’t get enough dick, and ended up missing many scheduled study dates with me because she was busy fucking other guys. And when we did get together, we spent more time in the men’s room than at the books.
There was a silver lining though. Tabitha agreed to help me with the summer school program, and with just about everybody going home for the summer I knew I would have her to myself a lot more. I didn’t know how much studying I’d get in, but I knew I’d be getting in Tabitha all right, and that was worth giving up my summer vacation for. In fact, I figured it would make my summer vacation. And it did.
—T. K., Staten Island, New York
When I married Roger he was the only man I had ever been with sexually. I had done some light petting and kissing with some dates, but no boy ever got to grab or taste my goods. Soon word got around that I was a prude, and guys were told they shouldn’t waste their time even dating me. It got lonely in high school, I can tell you that, but I was brought up to believe that a woman’s virtue is the greatest gift she can give the man who becomes her husband. Yes, very “Leave it to Beaver,” I know, but that is what I was taught.
When I first met Roger we were counselors at a summer camp. He was from New York, and was the talk of the town. All the girls wanted to date him. I thought he was cute too, but I knew he had already been told to steer clear of me, the prude. He did date some of the girls I knew, but word soon got around that he was a player who left a trail of heartbroken girls behind him.
I thought his behavior was terrible, but I wasn’t crying for those girls either, since many of them were the ones who had called me a prude and warned guys not to ask me out.
To my surprise, as the camp was closing down at the end of the summer, Roger asked me if I would grab a bite with him sometime. When I just looked at him and laughed, he asked me what was so funny. I then told him that he had a reputation for using girls and then abandoning them, and it turned me off.
“Well, it beats being a prude!” he responded. “At least I’m having fun, and the ladies aren’t complaining either.” I could feel my face become flushed with fury, and I quickly turned and stormed off.
A few days later he and I accidentally ran into each other in the dining hall, and Roger apologized and asked me to please sit and have a soda with him. He made a sincere effort to explain himself to me, and after a three-hour conversation he had won me over, and actually had me swooning. Within a week we were dating exclusively. He had me over the moon, and he was loyal and true to me.
When he asked me to marry him, some of the girls tried to warn me about him, but I knew they were just jealous, nasty tramps who wished they were in my place. It felt good to be the one who was envied for a change. This prude had won a prize, and people recognized it!
On our wedding night, I was ready to give myself to Roger, but I was terrified. I had never let a man see me naked. I had never touched a penis, or had a man touch me anywhere explicit—except for the time I had allowed Roger to feel my tits through my sweater after he proposed to me. And now here I was naked in a hotel room with an experienced and equally naked man, with his cock standing straight out, inches from my mouth.
Roger taught me how to suck his dick that night. It was an awkward experience at first, but very exciting. I soon caught on, and from that night on I would suck him three or four times a day. I loved it!
When he went down on me and put his tongue on my clit, I exploded immediately. I had never felt such an exhilarating feeling before. My body shook and throbbed in places I didn’t know I had. Roger had to explain to me that I had had an orgasm. Wow! He made sure I had a bunch of them that night, and by the time it was over I was completely exhausted from the sheer pleasure we had given each other.
My introduction to sex had been more wonderful than I could have imagined, and I was very happy. I waited to give myself to my husband all the time. At first it bothered me, thinking about how many women he’d had before, and I wondered if I even came close to pleasing him the way they had. But Roger assured me that I was the best he’d ever had. He loved showing me what to do to please him, and he loved it even more when he no longer had to show me.
Now, 27 years later, this prude has really spread her wings—and legs. Roger and I have dabbled in swapping and wife-watching. He’s watched me with another woman, and has enjoyed directing me in a gang bang. We’ve taken racy pictures and made sexy videos that we love to watch over and over again.
Our life might not be very conventional, but I know that your audience will appreciate my story, and that’s why I wanted to share it with your magazine. Penthouse Letters has become our bible of sorts, and we can’t wait for it to show up every month. We just love it!
—Name and address withheld