In the spring of 1956 an 18 year old high school girl named Linda wrote a series of letters to her best friend Becky. I happened upon these in a hidden compartment of an antique credenza I was restoring. The compartment also contained pictures of the girls. I read the letters with a great deal of incredulity. The suggestive content was not compatible with my beliefs about the sexual behavior of young ladies in the 50’s so I had them examined by a specialist. He assured me that the letters could only have been written during that time period by a female hand, most likely a young female.
After much contemplation I decided to publish the letters. I believe they will shed new light on our perception of the generation who came of age during the 50’s – for most of us our parents and grandparents. They have been edited to correct minor spelling and grammatical errors but other than that are exactly as written. Upon the advice of my lawyers I will not publish the pictures to protect the identity the two girls, but I will provide a verbal description to help the reader visualize their appearance.
Linda, the writer of the letters, has a pleasant looking face with lots of freckles and big innocent eyes. Her wavy hair hangs to her shoulders. A picture of her in a swim suit reveals a shapely figure with larger than average breasts. They certainly fill out a sweater quite nicely. It would be a stretch to call her beautiful but she is pretty in her own way. Although the pictures were black and white, the letters reveal that she has red hair and green eyes.
Becky, the recipient, is blonde and attractive in a Marilyn Monroe kind of way. Her soft eyes are adventurous and her smile is sexy. While not quite as well endowed as Linda, her figure is nonetheless almost perfect. I can attest to this because many of the pictures of Becky leave little to the imagination – in fact nothing at all. Her perky breasts are shaped like rounded pears with dark areolas and tips that point slightly upward. The lighter shade of her pubic hair confirms that she is a natural blonde.
It was difficult finding an editor willing to publish these letters. Legitimate magazines called them smut and accused me of fabricating them. I finally found an online magazine that was willing to take a chance. The editor was concerned about the suggestive nature of the letters but nonetheless felt they were important from a historical perspective and captured what young people of that era were thinking and experiencing. Their lawyers could find no evidence that any of the characters mentioned were under the age of 18.
There are a total of fifteen letters, some quite long. I hope you enjoy reading them as much as I did, and would be grateful for any feedback.
Martin Stansberry
Dear Becky,
I miss you so much. Nothing here is the same since you moved to Cincinnati. For example, I turned 18 last week and I know you would have thrown me a big surprise birthday party. Instead I ended up going on a blind date with a boy named Skip. I know, you are thinking, wow. You finally went on a date after Mark dumped you, but who is Skip? Well he’s not one of the boys from school. Molly asked Brian to set me up with a guy he knows from work. I was a little nervous because Skip is 20 like Brian and being older might expect me to do things with him. Well maybe not all the way like Molly and Brian do, but more than kissing.
Skip turned out to be much more than I was expecting from a blind date. For one he was tall which was good for me because I’m 5’8″. He had black hair, deep blue eyes and a friendly smile. The best part was when we were introduced and he said I have beautiful red hair and pretty green eyes. I know I’m not pretty like the popular girls but it still felt nice for him to say it. The plan was to go to the movies with Molly and Brian, and then Maxwell’s Diner afterwards because everybody would be there.
When we got to the theater Molly and Brian wanted to sit in the back row where all the couples make-out so that’s what we did too. Once the lights went out Molly and Brian began kissing right away. I figured Skip would make his move soon but I didn’t mind. I was kind of looking forward to it. It was my birthday and I figured that I deserved a good make-out session. I hadn’t had one in two months. After a while, though, I began to wonder if he was ever going to kiss me.
Skip finally stretched and let his arm fall behind my seat. I leaned into him and tilted my head waiting for him to make his move. He got the hint. As soon as our lips met I could tell that Skip was an experienced kisser. He certainly knew how to use his tongue. I wrapped my arm around his neck and he slipped his hand around my waist. I knew he wanted to feel my breast because he kept sliding his hand up and down my side getting closer and closer. I said what the heck. I lifted my arm in a way that let him know it was okay.
His touch was really sensual when he squeezed my breast. It was as though he was trying to pleasure me and not at all like Mark who was always so rough and mechanical. When he brushed his thumb across my nipple I thought I was going to die. We finally broke for air. That’s when Molly got up and suggested we go to the ladies room. Of course she wanted to know what I thought. I told her we were having fun. She winked and said it looked like we were doing more than that.
When we returned Skip put his arm around me again but we didn’t kiss right away. I looked over and noticed that Brian and Molly were already in another heated make-out session. Not only that, but he had his hand inside her blouse. Even though Skip was a blind date I thought why not? I had let Mark touch me inside like that and Skip was being so much nicer than Mark ever was so I opened several buttons on my blouse. Skip saw what I was doing and quickly pulled me into his arms for another kiss. His hand slipped into my blouse and inside my bra. His fingers felt so incredible against my naked flesh. When he pinched my nipple my whole body shuddered.
The movie finally ended. I barely got my blouse buttoned before the lights came on. Molly and I went to the ladies room to fix up our lipstick and hair before heading to Maxwell’s. She asked if I wanted to go out to the reservoir with Skip afterwards. I shrugged my shoulders and said ‘why not’ like it was no big deal. I figured it was my birthday and I could celebrate anyway I wanted. Still, I was nervous partly because I didn’t know what Brian and Molly would do in the front seat and I knew I shouldn’t go to a place like that with a boy I had just met.
Maxwell’s was fun. Everyone sang Happy Birthday and I got a cupcake with a candle in it. We finally got back in the car to drive to the reservoir. Skip put his arm around me in the backseat and we snuggled during the drive over. There were several other cars there. Once Brian turned off the motor he and Molly began kissing in the front seat so Skip pulled me close and kissed me. He fumbled with the buttons of my blouse but failed miserably. I had to help him only this time I opened all the buttons and reached back to unfasten my bra.
Molly and Brian slipped down on the front seat so we couldn’t even see them. Skip and I resumed kissing. His hand quickly found my naked breast. He rubbed and squeezed and occasionally pinched my nipple. I threw my head back and tried to keep from moaning but my breathing was getting heavy. Skip kissed my neck. I still don’t know what made me do it but somehow my hands went to his head and pushed it lower. His lips slid across my breast and then he sucked a nipple into his mouth.
Becky, I can’t even begin to describe how good it felt. Mark just slobbered all over me when he did it. Skip knew just how to drive me crazy with his lips and tongue. My nipple felt like it was going to burst. I was squirming on the seat and squeezing my thighs together to hold back the throbbing between my legs. I finally couldn’t stand the pleasure anymore. I pulled his head away and kissed him hard on the lips. Our tongues lashed out in a flurry of passion. His fingers went back to torturing my nipple making me dizzy with pleasure. When we finally broke from the kiss I was out of breath.
We heard loud moans coming from the front seat. I didn’t know exactly what Molly and Brian were doing but whatever it was had Molly pretty worked up. In between her moans she was saying things like ‘oh god yes’ and ‘right there’. Then she began to squeal like she was in pain. After the squealing ended we could hear her heavy breathing. They finally sat up. Molly adjusted her hair. I pulled my blouse closed. Even though it was dark I didn’t want to take a chance they would see what we had been doing. Molly asked if we were okay and we both said yes.
I thought we were going to leave but Molly and Brian began kissing again so that’s what Skip and I did. Pretty soon he was sucking on my nipples. The throbbing between my legs became so intense that I could barely stand it. Then Skip did something that, well I shouldn’t have let him but I was delirious. He slid his hand under my skirt and along the inside of my thigh. I had never let Mark touch me down there although he had tried enough times, but I wanted Skip to do it. I wanted it desperately. I shamelessly slumped down on the seat and spread my legs.
When his hand slid over my panties I thought I was going to die. My head was getting dizzy. He pressed his fingers firmly against me and rubbed up and down. I pushed back. The pressure building inside me felt like it was going to rip me apart. His fingertip brushed across the sensitive spot at the top of my opening. Everything went spinning out of control. I bit my lip to hold back the scream that wanted to escape from my mouth. My body thrashed and jerked back and forth in a series of spasms. It felt like my insides were exploding out from between my legs.
I was still convulsing when he slipped a finger underneath my panties. He pushed it inside me setting off another wave of spasms. It went on and on and on until I could barely breathe. I finally collapsed back onto the seat trembling and gasping for air. Skip pulled out his finger. When I regained my composure I sat up next to him. I noticed that in the front seat I could see Brian’s head but not Molly’s and wondered what was happening. Then I saw Brian stiffen in his seat, throw his head back and grunt. Not long after that Molly sat up wiping her lips.
Well that was my birthday. I can’t believe I really did all those things with a blind date. He probably thinks I’m one of those easy girls like Cindy. If he asks me out again I wonder if he will expect more. Maybe I should just tell him no.
Write soon. I miss you. Your BFF Linda
Dear Becky,
I was so excited to get your letter. I wanted to call but dad wouldn’t let me. He thinks long distance is too expensive. Anyway I’m glad you are settling in and have made new friends, but I do miss you terribly. Dave asked me the other day if I had heard from you. I didn’t tell him you were dating Kevin. He sounds dreamy. I hope to meet him someday.
I can’t believe what you told me about Molly. It’s hard to believe she was doing that right there in the front seat of the car. Are you sure? I thought only prostitutes did things like that. It sounds so gross, not just using her mouth like that but letting him shoot in it too. I guess the rumors about them going all the way must be true. At least they didn’t do that while we were in the back seat.
Well Skip finally did call and ask me on another date. I told him I wasn’t sure and that perhaps he got the wrong impression about me. He said he was sorry if he did anything that upset me and promised he would be a perfect gentleman if I were to go out with him. I finally said yes. This time it will just be the two of us. He is going to pick me up Saturday for dinner and then a movie and then Maxwell’s.
I probably shouldn’t tell you this but ever since my date with Skip I have been having these urges to touch myself in bed at night. I know we talked about this and you said it was perfectly normal but I still feel like I’ve done something wrong when I do it. I know guys do it all the time but somehow that’s different. I find myself playing with my nipples more often and imagining it is Skip touching them or sucking on them but then that makes me all wet between the legs so I end up touching myself there too and the things I think about are not at all ladylike. What am I becoming?
That’s all for now. Write soon. I miss you. XXX Linda
Dear Becky,
I read your letter over and over again. I’m so glad you found a boy like Kevin that you can trust enough to let him touch you like that. The way you described what it was like to have Kevin push his fingers inside you – and not just one but two – well it was breathtaking. The most exciting part was how you described touching his penis and how you used your hand to make him shoot. I shamelessly rubbed myself each time I read it.
Last night was my date with Skip. We went to Mario’s and had spaghetti, then off to the movies. Of course we sat in the back row. There were a few other couples but none very close. Skip put his arm around me but that was all. I practically had to force him to kiss me and then he didn’t even touch my breast until I slid his hand over it. I guess I came on too strong about behaving when I talked to him on the phone, but after reading your letter I was ready for a repeat our last date.
We hung out at Maxwell’s afterwards but what I really wanted was to go to the reservoir. Some of the other couples had already split so I suggested we leave. Skip said he didn’t think I had to be home until 11:30. I told him he was right but that I wanted to go to the reservoir if that was okay. I can’t believe I was being so aggressive. Skip looked surprised but eagerly accepted my suggestion. When we got there Skip turned off the engine and I scooted over next to him on the large bench seat of the Buick he was driving.
It didn’t take long for Skip to figure out what I wanted. He got the hint when I unbuttoned my blouse and removed my bra. When we kissed I fell back on the seat and pulled him on top of me. It was a little awkward at first but we finally found a comfortable position with his right leg wedged between mine and my left leg bent with my foot on the seat. His hand immediately found my breasts and a few moments later his lips. It was everything I felt the last time only more because I could feel his bulge pressing against my sex like Mark used to do on slow dances, only this was so much more intense.
I ran my fingers through his hair and moaned while he continued to suck on me. My head was getting dizzy and a terrible pounding was growing stronger in my loins. He kissed his way back up to my lips and then shifted enough to slide a hand under my dress and between my legs. When his fingers touched my panties I threw my head back and gasped. I spread my thighs as wide as I could. He pulled my panties to the side and touched my moistness. My body was already trembling.
A finger pushed inside me. He moved it in and out. I moved with him trying to draw it deeper. I remembered what you told me in the letter so I whispered in his ear to use two fingers. It was tight at first but he kept pushing and twisting until I stretched open and they plunged deep into my passage. It felt so good I thought I was going to die. He moved them in and out going faster and faster. I pushed against him each time they plunged into me. I was so wet that his fingers made squishing sounds. Then it happened.
I honestly thought my body was going to rip apart when the explosion hit. The pleasure was so agonizingly intense that it was almost painful. My body jerked and thrashed and bucked as spasm after spasm shook me to the core. It seemed to go on forever. I finally fell back on the seat out of breath and barely conscious. When I opened my eyes his fingers were no longer inside me. Skip asked if I was okay. I sat up and kissed him and told him I was just fine. He asked if I wanted to go home but I wasn’t ready.
We kissed some more sitting up. He gently squeezed my breasts and I rubbed his chest. I had this crazy urge to touch him even though I had never even touched Mark down there. I dropped my hand into his lap. It landed right on his bulge. It felt so big. I rubbed my hand across it but I wanted more. After reading your letter I wanted to touch it for real. I tried to pull down his zipper but it got stuck. Skip reached down to help. He got his pants open and shifted in the seat to push them down further. When I reached over to touch him again his naked penis was already poking up from his lap.
It was just like you said Becky. His hard flesh was throbbing with life. I ran my fingers up and down exploring the shape and texture. The mushroom shaped knob at the tip was so big. I even felt the tiny hole where his stuff shoots out. It was slimy like it was already leaking. I moved my finger back down his length until they brushed against his curly hair. I reached under and felt his testicles which made Skip moan. I finally wrapped my fingers around his shaft. I could feel it pulsing.
I didn’t know exactly how to do it but I knew it involved moving my hand up and down so that is what I did. It was quite dark inside the car and I really couldn’t see. I could just make out the outline of the swollen tip. I moved my hand faster and faster. I must have been doing something right because Skip was moaning and thrusting up each time my hand slid down his shaft. I had no idea how long it would take or even how to know when he was going to shoot so I just kept pumping.
The moon came out from behind a cloud and suddenly I could see pretty much everything. I had always thought a man’s penis would be ugly but it wasn’t. It was beautiful and so majestic. I moved my face closer to get a better look. I must have given Skip the wrong impression because he put his hand on the back of my head and pushed down. My lips brushed against the swollen tip. My initial thought was to pull away but then I remembered what you told me about what Molly did with Brian and it didn’t seem so gross anymore.
What I did next will probably make you think less of me but you know we don’t have any secrets from each other. I pushed out my tongue. I felt a shiver go through me when it touched the smooth flesh of the swollen tip. I licked all around it and could taste the sweetness of the secretions that had been oozing out of the slit on top. Then my lips parted. I slid them over the tip and down his shaft. I could feel his hard flesh throbbing with life as it moved across my tongue and pushed deeper into my mouth.
Having him in my mouth was exciting beyond description. My nipples felt like they were about to burst and there was a terrible throbbing between my legs. I had no idea what to do. I didn’t think you weren’t supposed to blow on it even though that’s what it’s called so I swirled my tongue around and moved my lips up and down sucking on it at the same time. Skip was moaning and thrusting up into my mouth so I must have been doing something right. I kept it up moving faster and faster. I even rubbed his testicles with my fingers hoping that would help.
I felt him swell between my lips but didn’t think anything of it. What happened next caught me completely by surprise. A powerful spray shot into my mouth like a blast from a squirt gun. It was warm and creamy and tasted kind of salty. I quickly pulled away but that turned out to be a mistake. Another spray shot up the side of my nose and into my hair. A third one splattered across my face before I was able to wrap my hand around him and point it away. Several more spurts shot into the air landing on my hand and arm. The rest finally oozed out all over my fingers. I had no idea there would be so much stuff.
Skip slumped back in his seat apparently drained of energy. I looked down at the mess all over my hand and arm and could feel more of his stuff running down my face and drooling out from my lips. I’m not sure why having him shoot on me like that was so exciting, but the throbbing between my legs was really intense. I shamelessly reached under my skirt and slipped two fingers into my body. Seconds later a powerful climax hit me like a train. When I finally regained my composure I sat up breathing hard. Skip was a perfect gentleman. He handed me his handkerchief so I could clean.
Skip must think that I am one of those fast girls and I can’t blame him. I do want to go out with him again but he probably has the wrong opinion about me and thinks I might want to go all the way next time. I’m not ready to lose my virginity. I’m saving it for Mr. Right. I wish you were here so I could talk about it. Please write soon. I miss you.
Your Promiscuous Friend – Linda
Dear Becky,
I got your letter. I know that what I did with Skip sounds really gross, but for me it was the opposite of gross. It was exciting beyond words. That doesn’t mean you will feel the same way but I know Kevin will go crazy if you decide to try it. Your words about touching myself were reassuring. I don’t feel so guilty anymore. I find I am doing it more and more and not just at night. I tried using a toothbrush like you mentioned and wow… those bristles rubbing over my sensitive spot sent me spinning. It’s a good thing no one was nearby or they would have heard me.
The big news this week is that Bobby Nelson asked me out for Saturday. Can you believe it? He is such a hunk. Who would ever have thought? Maybe it was that entry in the personality book going around school where I said I thought he had the sexiest eyes, but lots of girls said things like that. Of course I know Bobby plays the field and dates other girls so I don’t have any expectations. Still, I am excited. I don’t know how Skip will react because of course Brian will tell him, but it’s not like we are going steady or anything.
I ran into Molly who heard I was going out with Bobby. She told me to be careful. Then she winked at me and said she heard Skip and I went to the reservoir last weekend. I turned red because of what we did and wondered how much she really knew. I bet Skip tells Brian everything and he tells Molly. I just hope she keeps her big mouth shut. I don’t need a reputation like Cindy’s. You don’t think that has anything to do with why Bobby asked me out do you? I hope not.
That’s all for now. I’ll let you know how the date goes. Write soon.
Love ya – Linda
Dear Becky,
I have so much to tell you but first I want you to know how much I enjoyed your letter. Kevin sounds wonderful. It’s nice that his parents both work so you have a place to go after school and be alone. The way you described what he did to you with his mouth made me wish someone would do me like that. Of course you don’t have to do him with your mouth just because he did you, but I think you should try it. Like I said, for me it was really exciting. You don’t have to let him shoot in your mouth if that is your worry, although that’s not so bad either.
My date with Bobby began like most dates. We went to the movies and sat in the back row. I let him feel my breasts thinking it was no big deal and I have to say he knew what he was doing. I didn’t even have to help him open my blouse. He flipped open the buttons with one hand faster than I could do it with two. He reached inside and squeezed my naked breasts. When he pinched my nipple I could feel it all the way down in my toes. Then he put his tongue in my ear sending shivers through my body.
I thought we were safe because we were in the movie theater and he wouldn’t try anything too outrageous but I was wrong. Bobby slid his hand under my skirt and up my leg. The first time I pulled it away and whispered “not here” but he ignored me and did it again and I pulled it away again. He was very persistent. I finally gave up thinking no one was going to see us. Besides, I had already let Skip touch me there so why not Bobby?
His hand slid all the way up my thigh. I spread my legs figuring that if he was going to touch me there I may as well enjoy it. I gasped when I felt his fingers press against my panties. He knew just how to rub me in a way that had me squirming in my seat. Then he slipped his finger underneath and touched my sensitive spot. He rubbed it just the way I like it. I had a really good climax. Afterwards he whispered ‘good girl’ in my ear.
I excused myself to go to the bathroom. When I returned Bobby put his arm around me and pulled me close. We kissed. Bobby grabbed my hand and put it in his lap right against his bulge. I could actually feel it growing bigger. When he let go I should have pulled my hand away but I didn’t. I continued to rub him thinking if this was the worst thing we did it wasn’t so bad. Of course Bobby had other ideas. He unbuckled his pants and pulled it out. It was already hard and poking up from his lap.
I was getting nervous and looked around to see if anyone was watching. There was another couple in the back row but on the other side and they were pretty busy kissing and stuff. I looked down at his penis and realized it was different from Skip’s. It wasn’t quite as long but it was thicker. The tip was shaped more like a bullet than a mushroom. Bobby curled my fingers around it. I could feel the hard flesh throbbing against my hand. I knew what he wanted so I moved my hand up and down hoping I could finish him quickly before anyone noticed. He told me to go faster so I did but after a while Bobby said it wasn’t working and why didn’t I use my mouth.
Becky I was mortified. I asked him why he thought I would do something like that. He said lots of girls do it so he just assumed. He put his arm around me and kissed me on the eyes saying he was sorry and that I didn’t have to so I forgave him. Pretty soon we were tongue kissing again and I was stroking his penis. My hand got really tired and I had to let go. I put my head on his chest and looked down which made me think about how good it felt when Skip slid into my mouth and suddenly I wanted him like that even though I had just told him I wouldn’t. I lowered my head and took him between my lips.
Every nerve ending in my body was tingling with excitement when his hard flesh pushed into my mouth and across my tongue. This time I knew what to do. My head bobbed up and down. I kept my lips pressed tightly to his shaft and swirled my tongue across the ridges and veins. I went faster and faster. I was making loud sucking and slurping sounds but I didn’t care. Bobby had his hands on the back of my head thrusting up into my mouth each time my lips plunged down his shaft. He was going so deep that I was gagging but that didn’t stop me. I felt him swell. This time I didn’t pull away because I didn’t want to get it all over me. Spurt after spurt filled my mouth until it was leaking from the corners.
I had a whole mouthful of his stuff and wasn’t sure what to do with it so I swallowed. I know it sounds disgusting but it wasn’t at all. Tasting him was like an aphrodisiac. The throbbing between my legs was demanding immediate attention. Without even thinking I slipped a finger under my panties and rubbed my pleasure button. I was getting really close when Bobby pulled my hand away and said to let him do it.
Bobby pushed his hand into my panties and curled two fingers up into my body. He pumped them in and out in rapid jabs. I thrust my hips forward each time he buried them inside me. I pulled my legs into the air so his fingers would go deeper. His thumb bumped against my sensitive spot on each thrust. I felt the rumble begin deep in my belly and move down to where his fingers penetrated me. The explosion lifted me off the chair. I bit my lip to stifle a scream. One spasm after the next sent me spinning out of control. When it was over I was barely conscious.
After the movies we went to Maxwell’s. I felt a little ridiculous because all the girls were flirting with him and he was flirting back yet everyone knew he was my date. I had to pee really badly but there was a line for the ladies room. Bobby told me to use the men’s room because no one was in there. He stood guard while I peed. I never realized that you could hear everything that was being said in the ladies room from the men’s room. I was shocked when I heard Susie Metcalf telling Donna about what I did with Skip at the reservoir last week and that was the only reason Bobby asked me out. Everyone knew. I was so embarrassed.
I guess I now have a reputation in school. How did this happen. Am I really that kind of girl? Tell me what I should do. Skip keeps calling. Should I see him again? I miss you so much and need you now more than ever. Please write soon.
Always and Always, Your BFF – Linda
Dear Becky,
I just got your letter. You always know how to say the right things to make me feel better. You are right of course. Why should I care about what other people think? Besides I’ll be graduating soon so it doesn’t really matter. And, as you said, it is 1956. It’s not like the 30’s when our parents grew up and you couldn’t even kiss a boy without getting a reputation. Lots of girls have sex and some of them are really popular in school. What I did with Bobby and Skip isn’t any worse than that.
You know I won’t think badly about you if you lose your virginity to Kevin. It sounds like you came pretty close. The way you described getting naked with him was really exciting. I’m glad you decided to do him with your mouth. I told you that you would like it and that it doesn’t taste so bad. I would never have thought of using my breasts like that but I seem to be learning new things every day.
So much has happened since my last letter. At school Bobby stopped me in the hall and asked if I would go with him to a party at Billy’s house on Saturday. I said okay. I know what you’re thinking. Why would I do anything with Bobby after what I heard in the men’s room? I know it sounds crazy but I don’t hold what was said against him. I mean he can have any girl he wants and most of them do more than I did in the movie theater so why was I so special? I think some of the other girls are just jealous and that’s why they are snickering behind my back.
Skip kept calling so I finally agreed to see him Friday because I had already promised to go out with Bobby on Saturday. He took me to one of those expensive dinner clubs with a band. I wore my blue dress with a “v” cut in front that showed my boobs. He was dressed up in a coat and tie. I felt a little guilty about how much money it cost. It was at least $20. I figured I owed him for spending so much but when we left it was too late to go to the reservoir. Instead I did him with my mouth in the driveway and swallowed it all so I wouldn’t get any on me.
Saturday night got really crazy. Bobby called and told me to meet him at Billy’s house around 8, and not to dress up because it was a casual party. I wore my pink pedal pushers and white pull over top. It turned out to be a small party without any chaperones because Billy’s parents were away for the weekend. The only other girls there were Cindy, Alice, Sally and Cheryl – all popular girls with reputations for going all the way. Most of the boys were from the football team. I felt a little out of place when I arrived and even more so when I found Bobby in the kitchen with Cindy hanging all over him like she was his date.
Bobby greeted me like nothing was wrong and fixed me a drink with rum in it. I didn’t want to seem like a party pooper so I took it even though it was my first drink ever. It went right to my head making me a little silly and giggly. Bobby took my hand and we went down the hall to a bedroom with bunk beds. Billy followed us with Alice. They got in the top bunk and we got on the bottom. Pretty soon we were kissing and touching. Bobby took off my bra and played with my breasts, then sucked on them. Then he pushed his hand down the front of my pedal pushers and fingered me. They were really tight so I undid the zipper on the side to make it easier.
At first I was so into the make-out session with Bobby that I didn’t pay any attention to what was happening in the top bunk, but as Alice’s moans got louder and louder it was impossible not to notice. The bed was squeaking and shaking, and the mattress was moving up and down above us. They were doing it Becky – right there in the same room. I couldn’t believe it. Alice wasn’t just moaning either. She was saying dirty things to him and even used the “F” word.
I guess it was the excitement from knowing what was happening right above us and Bobby’s fingers inside me that set off my first climax. I was still catching my breath when Bobby unfastened his pants and rolled onto his back. I knew what he wanted so I got on my knees and put him in my mouth. He tasted funny. I recognized it right away as the same taste I get on my fingers when I rub myself. Bobby must have had sex with Cindy before I arrived and that’s why she was hanging all over him.
I should have been upset because he was my date, but I realized that Bobby was never going to be exclusive to me so what difference did it make? I know this sounds crazy but I actually found it exciting to be sucking his penis knowing it had been inside someone else and that made me suck him even harder. Above us I heard Billy grunt. He climbed down and left but Alice stayed. A few minutes later Carl came into the room and climbed into the top bunk with Alice. Pretty soon they were having sex. I knew she had a reputation for being fast but I was still shocked that she would do two different guys in the same night.
While I was sucking Bobby he pulled the back of my pedal pushers down over my butt along with my panties and put his fingers in me from behind. Oh my god, it felt so good. It was hard for me to concentrate on making him shoot because his fingers were driving me crazy and also because the bed was shaking violently from the way Alice and Carl were going at it. I thought the bedsprings were going to break. Alice was screaming like she was in pain and yelling the “F” word again and again followed by the word “me”.
Bobby’s fingers continued to pump into me until I had another climax. Then he rubbed my pleasure button sending me into a series of spasms that went on and on. I felt weak and drained when he finally pulled his hand away. As I was catching my breath I heard a loud grunt from the top bunk followed by Alice screaming for him to shoot inside her only she used really crude words. I wondered if he was really filling her or just shooting into a rubber.
I wanted to finish Bobby so I took him back in my mouth bobbing my head up and down and swirling my tongue around his shaft. It took a long time. My jaw was getting sore and there was spit everywhere so I used my hand. I could tell he was getting really close. I pumped faster and faster. Bobby grabbed my head and pulled it down forcing his penis into my mouth just as he exploded. I clamped my lips tightly around him. Spurt after spurt shot out but none of it leaked out. When he was finished I swallowed.
I had to pee really bad so I pulled up my panties and pedal pushers and headed to the bathroom. I stayed there a long time even after peeing and thought about everything that had happened. I finally went back to the kitchen. Billy was there by himself. I asked about Bobby. Billy said he was in one of the back rooms with Sally. That was just too much for me to ignore. He was supposed to be my date and he was most likely having sex with another girl for the second time that night.
Billy fixed me a really strong drink. I was so upset that I drank it too fast and it went straight to my head making me really dizzy. I wish I could blame what happened next on the alcohol or the fact that I was mad at Bobby for deserting me. Both of those contributed but ultimately I am responsible for my own actions, which makes what I did even worse. I thought about not telling you but you will probably hear from Molly or someone else and besides, I don’t ever want there to be secrets between us.
Billy pulled me into the pantry and kissed me. As I said, I was pretty drunk by that time so I kissed him back thinking that if Billy could cheat on me I could do the same thing. I let him feel me up and squeeze my butt cheeks. Then he put his hands on my shoulders and pushed down until I was squatting in front of him. I saw his hard penis only inches from my face. Somehow he had unfastened his pants while we were kissing. Billy put his hands on my head and pushed the tip of his penis against my lips.
I don’t know why I didn’t immediately leave. I could blame it on the alcohol or wanting to get even with Bobby, but the truth is that I wanted him in my mouth. I wanted to taste his hard flesh and give him pleasure that way. It was like I was addicted to it or something. I parted my lips and felt him slide inside. He moved in and out really fast bumping against the opening to my throat on each thrust. I tried to keep up with him. Strands of spit were drooling from my chin and soaking the front of my blouse. I felt him swell and clamped my lips tightly around him as he filled my mouth. I swallowed it all.
He pulled up his pants and left. I fell to my knees to keep from falling over. When I looked up I saw this really big penis poking at my face. It was Carl. I didn’t even pretend to resist when he pushed it into my mouth. He was so big I could barely get my lips around his shaft. He put his hands on my head and thrust in and out. I was choking and gagging with spit flying everywhere. When he was ready to shoot he pulled out and aimed at my face. It splashed against my cheek and shot up the side of my nose. He kept shooting and shooting until I was drenched.
I won’t bore you with all the details but after Carl there was Mike, George and Fred. I did them all with my mouth. After I finished the last one I got sick from all the alcohol and ran to the bathroom. When I came out Bobby was there with Sally who had this big smile on her face. I knew they just had sex and the only thought going through my head was that I had gotten even by what I did in the pantry. Anyway, it was getting close to curfew and I had to leave. I was surprised that Bobby offered to walk me home. He has this way of saying things that make me feel special so I forgot all about the other girls. When we got to my house we kissed and then I did him with my mouth on our back porch.
I know that what I did will be spread all around school by tomorrow. I will be labeled a slut even though I’m still a virgin. Molly will probably tell Brian who will tell Skip and he certainly won’t want to ask me out after hearing how many guys I did in the same night. I just hope that you don’t hold it against me and stop writing. I don’t know what I would do if I lost you as a friend. I really need you now more than ever.
Your Slutty Friend, xxx Linda
Dear Becky,
Thank you for being so understanding. Like you said I have always been a people pleaser and a little boy crazy. I do have a hard time saying no. When I think about how I sucked off six different guys in the same night I really do sound like a slut. I will definitely keep away from the alcohol. I was sorry to hear that Kevin dumped you for that girl with big boobs. I know you were always jealous of my 36 Ds but your C cups aren’t so bad. Is that girl really 38DD? They must be huge. At least you didn’t sit around and sulk. Mike sounds really sexy. You two certainly didn’t waste any time getting to know each other.
Molly was not very understanding about what happened at the party when I saw her at school. She asked me what I was thinking. I told her I had too much to drink and that Bobby was having sex with another girl when he was supposed to be my date so it was like getting revenge. She said she tried to warn me about Bobby and now my reputation was completely ruined. She hoped Skip would not find out because he really likes me. She asked Brian not to say anything.
Skip must not know because we went on a date Saturday night. My parents were out for the evening when he arrived so I invited him in and said we could just hang there and watch TV rather than go to the movies. There didn’t turn out to be much TV watching. As soon as we sat on the couch Skip pulled me into his arms and we kissed. It didn’t take long before my blouse was open and my bra was loose. I decided it would be easier to take both off. Pretty soon Skip’s pants were down around his knees and I was stroking him while he sucked on my nipples. Then he fingered me and I had a climax.
The couch wasn’t very comfortable so I suggested we go to my room. I stepped out of my skirt and sat on the side of the bed wearing just panties. Skip finished removing his pants and took off his shirt. He stepped in front of me and told me I was beautiful. I smiled at the compliment and then pulled down his boxers and took him into my mouth. My hands slid around his body and cupped his naked butt cheeks. He put his hands on my head and moved in and out between my lips. My fingers dug into his flesh and helped guide his thrusts.
I remembered you telling me in a letter how you had used your breasts to pleasure Kevin. Since mine were already out I figured why not? I took him from my mouth and wrapped my hand around him rubbing the tip over my nipples. I almost had a climax just from doing that. Then I slid his penis between my breasts and squeezed them tightly around him. I moved my breasts up and down along his length. I was a little dry so I had to spit on it.
I could tell Skip really liked what I was doing because he was thrusting up in perfect rhythm with the way I was moving my breasts. He pushed down on the back of my head and asked me to use my mouth at the same time. I tried but could only get the tip through my lips on each thrust. He moved faster and faster and I could tell he was close by the intensity of his moans. I felt him swell and heard him grunt. He shot like a geyser hitting my lips and shooting up my face. I tried to put my mouth over him but he was jerking wildly. His stuff shot everywhere, but mostly all over my face and breasts.
What happened next still has me breathless just thinking about it. I was wiping his stuff off my face and breasts when he dropped to his knees and pulled off my panties. He was looking right between my legs at my sex. I looked down and could see that it was peeking out through my pubic hair. I was so embarrassed to be exposed like that. Skip moved his face closer and licked me with his tongue. It was like someone connected a high voltage battery to my feet. The jolt began in my toes and shot right up through my head.
You tried to tell me what it felt like but there are no words that can describe the excruciating pleasure. His tongue flew up and down my gash and over my pleasure button. I lifted my legs in the air and pulled them back giving him complete access to lick me. I didn’t climax right away but the tension in my body was like a piano wire stretched too tight. His tongue pushed into my passage and licked every nerve ending down there. Then he pushed two fingers into me and flicked his tongue repeatedly over my sensitive spot.
The pressure building in my belly was so intense that I was afraid it was going to rip me apart when it let go. My whole body was shaking and trembling. My muscles tensed into a knot and then released in and explosion of ecstasy. My fingers dug into the back of his head trying to pull him inside me. I bucked and jerked and squealed like a pig being slaughtered. One spasm after the next sent me spinning into another world. I’m not sure if I blacked out or just went comatose.
I was still recovering my senses when Skip slid up my body and kissed me pushing his tongue into my mouth. The taste of my secretions was strong but I didn’t mind. I kissed him back and threw my arms around his neck. I felt his hardness rubbing against my sex. If he had tried to put it in me at that moment I would have let him but Skip was too much of a gentleman. He rubbed it across my slippery folds and over my sensitive spot. My body shuddered again.
After that we held each other. I loved the feel of his warm flesh against my naked body. We kissed some more. Skip rolled onto his back and pulled me on top of him. I straddled his body and rubbed my sex up and down the length of his hardness. He slid his hands down my back and squeezed the cheeks of my bottom. I kissed my way down his body and took him in my mouth. Skip grabbed one of my legs and pulled me around until I was straddling his face. He pushed his tongue into my sex. His hard penis was right in front of my face so I took it into my mouth. We were doing each other at the same time. I loved it!
I was having a hard time concentrating because of the way his mouth and tongue were pleasuring me. Then he did something that sounds gross but felt really good. He slid his finger up my butt crack and over my bum. It made me shudder. He kept rubbing me there while he was flicking his tongue across my pleasure button. Well it worked and I went off like a keg of gunpowder. Afterwards I was able to refocus my efforts on him. It didn’t take long to make him shoot. This time I swallowed it all.
I ran into Bobby at school on Monday. He was all apologetic about forgetting to invite me to a party at Carl’s house over the weekend. To make up for it he invited me to a party on Saturday at George’s house. I told him I would think about it but of course I’m going to go. I know he’s just using me but it is like he has some kind of spell over me. I am really confused about my feelings for him.
Please write soon. I miss you.
Confused and Used… XXX Linda
Dear Becky,
Your letters always make me feel so good. It’s nice to have a friend who doesn’t judge me. I do think you are right to be concerned about what Mike asked you to do. I would certainly be nervous if someone asked to take pictures of me without any clothes. I know you trust Mike and that he only wants them so he can feel like he is with you all the time, but what if someone else sees them?
This was another crazy weekend. Skip had to work Saturday so we went out on Friday. We went to the movies and then to the reservoir. We got in the back seat because it has more room. He took off my panties and did me with his mouth. I had a really intense climax. Then he climbed on top and slid his penis between my breasts. I used my mouth and breasts at the same time until he shot all over my face. He did me again with his fingers and mouth sending me spinning into another world. When he drove me home I did him in the front seat with my mouth and swallowed it all.
When I arrived on Saturday to the party at George’s house I realized that there were a lot more people there than last time and not just the fast girls so I felt a little more comfortable. I looked for Bobby but couldn’t find him and asked George where he was. He said to follow him. We went upstairs. He quietly pushed open a door and we stepped inside. It was Bobby alright but he had his pants down around his knees and was on top of a girl who had her legs in the air. Bobby was between them and his butt was moving up and down as he thrust into her.
I should have been upset but I was too mesmerized by the scene in front of me to think about it. I just stood there like an idiot and watched. The girl, who turned out to be Alice, was moaning and begging Bobby to do her harder using the “F” word. I felt George put his hands on my shoulders from behind and press against my backside. I was so transfixed on the scene in front of me that I didn’t think anything of it. His hands slid down my arms and then over my breasts. I could feel him grinding against my bottom.
I was getting quite turned-on by watching Bobby and Alice having sex. George’s hands felt really good so I let him continue to feel me up. When he slid one of his hands from my breast down my body and between my legs I figured it was no big deal considering what my date was doing right in front of me. His fingers rubbed me through my pedal pushers. I was getting all wet down there. While George was rubbing me Bobby rolled onto his back and pulled Alice on top of him. I could see his penis going in and out between her butt cheeks which continually lifted up and slammed down onto his length.
George pushed his hand down the front of my pedal pushed and into my panties. His fingers slid through the curls of my pubic hair and touched the moist folds of my sex. I gasped and spread my thighs apart to make it easier for him to touch me there. I was on fire from watching Bobby and Alice. When he curled two fingers up inside me my whole body began to tremble. His other hand was now under my blouse and inside my bra pinching my nipple. I was getting dizzy with excitement.
Alice had a climax while she was riding Bobby. Her whole body shook. Seconds later I heard Bobby grunt and knew he was shooting his stuff. Well all of that was too much for me and my own climax hit like thunder. I felt a gush come out that must have drenched George’s fingers. My eyes were still on Bobby and Alice. I watched her roll off him. My mouth fell open when I saw his stuff dripping out from between her legs. He hadn’t used a rubber. Wasn’t she afraid of getting pregnant?
Alice and Bobby finally noticed us watching. She pulled on her panties, buttoned her blouse and left the room. George followed her. I just stood there like a statue still in a daze. Bobby was on the bed with his pants around his knees and his penis exposed. He motioned for me to join him. I don’t know what I was thinking but I walked over and sat on the side of the bed. He pulled me down next to him and removed my top and bra. Like a fool I let him. Then he pushed my head down and asked me to do him with my mouth.
I don’t know what kind of a spell Bobby has over me but I can’t say no to him. Even though his penis had just been inside Alice and was still slimy with their secretions I did what he asked. The taste of sex was really strong. I sucked on him and used my tongue until he was hard. I bobbed my head up and down swirling my tongue around his shaft while I used my fingers to massage his testicles. I went faster and faster hoping to make him shoot but it wasn’t working and my jaw was getting sore.
Bobby told me to use my breasts so I did but even that didn’t work. Then he told me to take off my pedal pushers and lie face down on the bed. I hesitated but he told me not to worry and that he wasn’t going to put it in me so I did what he said and got face down on the bed wearing just my panties. Bobby got on top of me and slid the tip of his penis between my legs. He pressed his penis against my panties right at my opening. They were so wet that I could feel them pushing into me.
I know that what he was doing sounds really weird and I guess it was but it felt incredible. I squirmed against him. More of my panties pushed inside me but there was no way he could go very far. I think maybe he got the tip in but not much more. He kept moving it in and out like we were doing it only we weren’t. Still it felt so good that I was about to have another climax. Before that happened Bobby reached down and pulled my panties to the side. He slid his penis up the crack of my butt. My panties held him in place so he was wedged firmly between my cheeks.
Bobby began to move back and forth along my butt crack and over my bum going faster and faster. I could hear him moaning like he was about to shoot. I figured if he was enjoying it that much I may as well help. I tilted my butt and squeezed my cheeks against him. That must have worked because moments later I heard him grunt and felt his warm creamy stuff shoot up my crack. He kept shooting and shooting and filling my panties. When he was finished I could feel it oozing down my butt and between my legs.
Bobby pulled up his pants and left. I had been so close to a climax but he didn’t help me finish so I had to do it with my fingers. I was still face down. I slipped a hand under my body and into my panties. His stuff was everywhere. It got all over my fingers, but I just ignored it and pushed two of them into my body. I pumped them in and out pretending it was Bobby doing me with his penis. I had a really nice climax about a minute later. It suddenly dawned on me that my fingers had sperm all over them and I panicked thinking maybe I could get pregnant that way.
I heard the door open and turned to see Jim Nolan and Cheryl come into the room. I know that you must be wondering what he was doing with Cheryl. I didn’t tell you this but right after you moved Jim and Martha broke up. It was a shock to me too. They had been dating like forever and everyone thought they were the perfect couple. The rumor was that Jim kept pressuring Martha to go all the way and she refused so he finally had sex with Cindy and Martha found out.
Anyway, when they walked into the room I was so embarrassed because all I was wearing was my panties which were completely soaked. I sat up and tried to cover my breasts with my hands. Jim said they could come back later but I told him I was just leaving. He could see something was wrong and asked if I was okay. I don’t know what came over me but I began to cry like a baby. He sat down and put his arm around me for comfort. I buried my head in his chest and continued to sob. Cheryl sat on the other side of me and rubbed my arm telling me it was okay.
I’m not sure how I went from sobbing with my face buried in Jim’s chest to kissing him. It was like I needed to feel appreciated and I had always considered Jim a friend. We fell back on the bed. Jim squeezed my breast and slid his lips down my neck until he was sucking on my nipple. I turned my head and found myself staring at Cheryl who was only inches away. She looked back at me with those soft brown eyes. Somehow our lips met and then we were kissing. I don’t know why I didn’t pull away. I just remember thinking how soft and gentle her mouth felt.
The kiss became more than a kiss. Her tongue pushed between my lips. I was so confused. I knew I wasn’t a lesbian but her kiss was magic. It was like she had cast a spell on me. Then things got even crazier. Jim reached between my legs and fingered me. I was a little embarrassed because I was still all gooey down there from Bobby. He knew just how to rub me and pretty soon I had a small climax. Jim pushed down his pants and his hard penis bounced free. I know you are going to think I am crazy for saying this but his penis was gorgeous. It was longer than Skip’s and thicker than Bobby’s. Veins pulsed out along his shaft and the tip was swollen like the cap of a mushroom.
Jim straddled my body and brushed his penis across my lips. I eagerly stretched my lips over the tip swirling my tongue around the smooth flesh and across the tiny opening in the top. He pushed deeper into my mouth and thrust it in and out. I moved with him. He bent over my face and pushed until I felt him against the opening to my throat. I wrapped my hands around his butt cheeks and pulled him deeper swallowing his entire length.
While I was sucking on Jim, Cheryl slid to the floor and removed my panties. I felt something warm and wet licking me between the legs and realized that it had to be Cheryl. I was too focused and pleasuring Jim with my mouth to think much about it. Besides, what she was doing was driving me crazy. Then Jim pulled out of my mouth, climbed off the bed and moved behind Cheryl. He lifted her skirt and lowered her panties. Cheryl pulled her mouth from between my legs and gasped when he slid his penis into her from behind. While he was doing her Cheryl slipped two fingers inside me and flicked her tongue over my sensitive spot. The climax hit me like a thunderbolt. I arched my back and thrust hard against Cheryl’s face. She clamped her lips around my sex. A flood of juice gushed into her mouth.
I was still trying to catch my breath when Cheryl climbed up between my legs and kissed me on the lips. I could taste my secretions all over her mouth and tongue. Jim pushed his penis back into Cheryl and continued having sex with her while she was on top of me. She looked at me with these hungry eyes and talked to me about what Jim was doing to her using the “F” word and telling me how big he was and how good it felt. She took my hand in hers and guided it between our bodies pressing my finger over her pleasure button. She wanted me to rub her while Jim was having sex with her so I did. The tip of my finger brushed against Jim’s penis. I could feel it moving in and out of her opening.
Cindy’s climax was really powerful. Her body shook and thrashed wildly. Secretions poured out of her opening and dripped all over my fingers. Jim continued to slam into her sending Cindy spiraling out of control. Her shrieks and squeals pierced the air. When he pulled out Cindy collapsed onto me still shaking and breathing hard. She finally regained her composure and rolled off me. Jim climbed onto the bed, straddled my naked body and slid his penis between my breasts. It was all slimy with Cindy’s secretions. I squeezed them together rubbing up and down his length. Cindy leaned over and kissed me on the lips.
I thought Jim was going to shoot all over my breasts but he didn’t. What happened next still doesn’t seem real. Cheryl swung a leg over my head and fell forward on her knees. I was staring right up at her sex. Her pink folds were open like a flower petal glistening with morning dew. I wondered if she was expecting me to use my mouth on her and to be honest I was somewhat tempted just to see what it was like, but before I did Jim knelt behind her and slid his penis into her opening. I watched it disappear into her body right in front of my face.
I stared at them have sex from only inches away. Cheryl tilted her butt to meet his thrusts. Jim’s huge penis moved in and out between Cheryl’s folds again and again and again. She was so wet that I could hear squishing noises coming from inside her on each thrust. Cheryl was screaming “F-me” over and over. His penis was glistening with her secretions. I saw her pleasure button sticking out from its little house with a tiny drop about to fall onto my face. I don’t know what compelled me to do it, but I reached up and rubbed my thumb across it.
Cheryl exploded with an ear shattering climax that made her body twist and contort like she was possessed. Secretions gushed from her opening and dripped onto my face. Seconds later Jim grunted. I could see him pulsing as he sprayed his stuff into her body. When he was finally finished he pulled out and fell onto his back. The creamy mixture inside Cheryl dripped onto my lips. I licked it from my lips with my tongue. Then Cheryl’s vagina twitched like mine sometimes does after a climax. A huge gush poured out from her opening directly into my mouth.
Jim pulled up his pants and left the room. Cheryl slid to the floor between my legs and licked me to another climax, then slid up my body and kissed me on the lips. She took my hand and slid it between our bodies pressing my finger against her pleasure button. I looked up at her face and watched her eyes close and mouth open in a gasp when she climaxed. We finally got dressed and left just as Billy and Cindy were coming into the room.
I really wish you were here. I need someone I can talk to about all this. Is Cheryl a lesbian? Am I? Is it possible to be both? I still think about boys all the time but I also think about being with Cheryl when I rub off. I am so confused. Maybe I should have sex with Skip to see if I really like it. That way at least I will know.
Please write soon.
Confused and scared – Your friend Linda
Dear Becky,
Your letter really lifted my spirits. I’m not sure that practicing how to kiss in the 7th grade is quite the same as what Cheryl and I did, but I appreciate your attempt to make me feel better. I do think you are right about a little lesbian being in all of us and in my case perhaps it is more than a little after what happened with Cheryl this week. I’m just so confused. I’m definitely going to have sex with Skip to see if I really do like boys.
So here is what happened with Cheryl. At school she stopped me in the hall to apologize for Saturday night. She said she sometimes gets carried away and doesn’t always think before she acts. I told her that I knew exactly what she meant. We had a really nice exchange before we had to run to class. She asked if I wanted to hang out after school so we could talk some more. I agreed. I don’t have anyone else here to discuss the things that have been happening in my life.
We had a really long talk. I asked why she didn’t make Jim wear a rubber and if she ever worried about getting pregnant. She told me most of the boys didn’t want to wear a rubber. At first she tried to manage by only having sex during the right time of the month or by asking the boy to pull out and not shoot inside her, but twice they forgot and she was worried sick until her period came. After that she got a diaphragm from a lady all the girls go to and said she could arrange to get one made for me if I wanted.
I finally got up the nerve to ask her about what she did to me at the party and if she does that with all the girls. Cheryl said that I was only the second person. I was shocked when she told me that Miss Baker was the first. Miss Baker was tutoring Cheryl when she suddenly kissed her. Cheryl didn’t know what to do and just let it happen. Miss Baker fingered her to a climax and then used her mouth until she had another. Miss Baker took off her clothes and asked Cheryl to do her the same way only it was more like an order. Cheryl said it sounds crazy but in a way she wanted to just to see what it was like and besides she didn’t really want to disobey Miss Baker because she was a teacher.
Cheryl got between h Miss Baker’s legs and realized how much different she was down there from Cheryl. Miss Baker had shaved off all her hair so Cheryl could see every detail. Her mound puffed out from between her legs like a big peach that had been cut in half. Her folds were dark and protruded way out through her gash like sheets of burnt paper. The most amazing thing was her pleasure button. It was at least a half-inch long. Cheryl said that once she began she actually enjoyed giving Miss Baker pleasure. When Miss Baker had a climax her juices squirted almost like she was peeing only it wasn’t pee because Cheryl could tell by the taste. Anyway, Cheryl saw Miss Baker several more times before she was fired for trying to do the same thing to Nancy Miller.
I don’t know why, but listening to her talk about Miss Baker was getting me excited. Cheryl looked at me with her big eyes and suddenly we were kissing. I won’t go into all the details but we had sex if you can call being with a girl having sex. It was so much different than with a guy. She knew just where and how to touch, and her body was so soft and sensual. When she finished doing me I wanted to return the favor. I slid down her body, lifted her skirt, and pulled off her panties. I could see the faint outline of her gash visible through the dark curls that covered her mound. I spread her petals with my fingers and watched the juices gather in her opening. Then I moved my mouth over her and pushed my tongue inside.
It’s hard to describe what it was like. I knew exactly how to pleasure her by doing to her what I like done to me. The excitement was in knowing that I was giving her pleasure. I used my fingers and tongue. She moaned and squirmed against me and finally had a climax. I clamped my lips around her opening and sucked her secretions into my mouth. She was still shaking when I climbed on top on kissed her on the lips. That’s when we heard her mother come home so we quickly dressed and had our books open on the bed when she walked in to say hi.
We agreed to get together again on Thursday at her house and talk some more although I know it will be more than just talk and I want it to be. I must still like boys because I rub off thinking about them, but I also rub off thinking about Cheryl and, please don’t take this the wrong way, I think about being with you like that too. Of course I would never do anything you didn’t want but I can’t help but think it. I told Skip I was going to have sex with him this weekend but I’m afraid I won’t like it and that I am becoming a lesbian.
Please write soon.
Your confused friend, XXX-Linda
Dear Becky,
I have so much to tell you but first I need to say that your letter really surprised me. I had no idea that Miss Baker had made advances on you like she did with Cheryl. I can understand why you let her do it. After all she was a teacher. At least you didn’t have to do her like Cheryl and it was only one time. I wish you had told me though. You know I would never judge you or say anything to anyone. I can understand why you were upset that you had a climax but I think it is only natural.
I did see Cheryl on Thursday. We got naked and pleasured each other to many climaxes. Afterwards Cheryl asked if I was still a virgin. I told her I had been foolishly saving myself but planned to have sex with Skip on Saturday. Cheryl told me it would be better if I broke my cherry first and asked if I wanted her to do it for me. I thought maybe I didn’t have one anymore after being fingered but she said it had only stretched. She rolled a rubber over the tapered end of a carrot and pushed it into me until I felt a small pinch. There was a tiny bit of blood but that is all. She said to tell Skip that I used to ride horses if he asks why I don’t have a cherry.
As it turns out I didn’t lose my virginity to Skip. I lost it to Bobby on Friday night. I know what you are going to say and you are right. I certainly wasn’t planning it and even stayed at home rather than go to the party Bobby wanted me to attend. I was sound asleep when I heard a knock on the window. It was Bobby. He was soaking wet from the rain that was pouring down. He asked if he could come inside to get dry. I felt sorry for him and, like a fool, I opened the window but told him he had to be quiet. He took off his clothes and wanted to hold me to get warm. My nightgown got all wet so he asked me to take it off and of course I did.
I don’t know why I can’t help myself when I am around Bobby. The way he looks at me with those big eyes and killer smile just melts any resistance I have. Somehow we ended up in my bed naked and kissing. I felt him grow hard against me. He fingered me and I stroked him with my hand. After I had a climax I slid down his body to take him into my mouth. As soon as I put my lips around him I could taste another girl but I didn’t really mind. After a while my jaw got really sore so I did him with my hand and then my breasts but none of it worked. He pulled me on top of him and said he could just rub it back and forth between my thighs and promised to not go inside me.
I can’t explain exactly how it happened. His penis moved along the folds of my sex. I was moving with him and shifted to put more pressure on my pleasure button. Somehow that caused the tip of his penis to press against my opening. I was so lost in the passion of the moment that I pushed down on him at an angle that made him slip inside me. Before he could pull away I pushed down even harder and felt him go deeper. More and more of his penis slid into my body stretching me open and filling me completely. There was no pain because Cheryl broke my cherry – only pure intense pleasure unlike anything I had ever felt.
I kissed him hard on the lips and felt the final inch of his penis slide into me. I didn’t move at first. I wanted the experience of being completely filled to last forever. I could feel him pulsing inside me and I squeezed him back. My whole body was trembling. It was like I was standing on the edge of a cliff and the slightest movement would send me over the edge. Then he slowly moved inside me. He pulled out and pushed back in filling me so completely over and over I thought I was going to die. Bobby had to put his hand over my mouth to keep the loud moans and squeals I was making from waking my parents.
The first climax was so powerful I think I blacked out momentarily. I remember only that I found myself on my back with Bobby on top thrusting into me. My body was consumed with pleasure. I could feel him going deep inside me again and again. I bit my lip to keep the moans and shrieks from escaping and waking my parents. It felt like I was having one climax after the next or maybe it was just a never ending climax. My entire body was shaking. I threw my arms around his neck and wrapped my legs around his thighs to keep from shattering.
Bobby finally pulled out. I was trying to catch my breath when he rolled me onto my stomach. He straddled my thighs, lifted my bottom off the bed and slid into me from behind right between my butt cheeks. I grabbed a pillow and buried my face to muffle my screams. He thrust into me really hard and fast. I tilted my butt at an angle which made him go even deeper inside me. It felt like my whole world was spinning into another universe. I was barely conscious when he finally pulled out. He rolled me over and sprayed his stuff all over my breasts and stomach. I was still shaking when Bobby grabbed his clothes and climbed out the window.
When Skip came by the house for our date on Saturday we went back to my room since my parents were out for the night. We got naked and climbed into bed. I wished I had let him be the first because he was so loving and gentle. We kissed and fondled each other for a long time. He pleasured me with his fingers and then his mouth. Just when I was recovering from a climax he climbed on top and rubbed against me finding my opening and slowly pushing into me.
If he was surprised I didn’t have a cherry he never said anything. He pushed deeper and deeper until he was completely buried. I already told you that he is longer than Bobby and I could feel it. He moved in and out sending ripples of pleasure through my body. I didn’t have to worry about waking my parents like I did with Bobby. Afterwards Skip told me I was so loud that he was worried the neighbors might hear. I was in the middle of a series of really powerful climaxes the first time Skip grunted. I thought he was shooting inside me and pushed him away, but it turned out he was wearing a rubber. I don’t even remember him putting it on.
We had sex for almost three hours only taking brief breaks to get a snack or go to the bathroom. Needless to say I set my personal record for the number of climaxes in one night. Skip went through four rubbers and never seemed to tire. I wanted more but he didn’t have any more rubbers. I told him he could do me without one as long as he pulled out before he shot. He lasted almost 30 minutes pausing only to change positions. We were both exhausted and sweating with perspiration when he pulled out and sprayed all over my breasts and stomach.
I don’t know why but I feel different now that I’m not a virgin. I see people, even my parents, looking at me like they know but of course how could they? Well, everyone in school knows but that is different. Anyway, I can’t wait to hear all the juicy details when you lose your virginity to Mike. I guess the prom is next weekend so it won’t be long. By the way, did I tell you that Skip asked me to mine? I think Brian mentioned that I didn’t have a date. I’m so excited!
Love, Your BFF – Linda
Dear Becky,
I’m really glad your family is coming for a visit this summer. We have so much to catch up on! Who would have thought that neither of us would be virgins the next time we saw each other. Are you really serious about wanting to be with me the same way I was with Cheryl? You know I want that too but I also don’t ever want anything to threaten our friendship.
Speaking of Cheryl, I went to her house on Tuesday after school and we pleasured each other. She had a plug-in device her mother uses for relaxation. She turned it on and pressed the tip against my pleasure button. I had a climax so powerful that I thought it was going to rip me apart. I had to push her away. Anyway, before I left she set me up with an appointment to get fitted for a diaphragm with that lady she knows. She said it would only be a matter of time before a boy shoots inside me.
Well she was right about that. Bobby knocked on my window again on Wednesday night. I had just turned out the lights but my parents were still up and sitting in the front room. I told him he had to leave but you know how Bobby can be. He was looking at me with his big brown pleading eyes and said that if I showed him my breasts he would go away. Like you said, I have a hard time saying no. I told him that I wasn’t going to turn on a light but he said he could see just fine from the streetlamp outside and the night light in my room.
Like an idiot I took off my night shirt but kept on my panties so he couldn’t see me down there. Bobby said my breasts were beautiful and asked me to play with them. I must have been out of my mind. I don’t know why I let him control me like that, but I lifted my hands and squeezed them. Then he told me – more like ordered me – to play with my nipples. I must admit that doing this in front of him was somehow erotic. What Bobby did next was even crazier. He unfastened his pants and began stroking himself right there in front of me.
Watching him while I touched my breasts made me dizzy with excitement. Bobby asked me to take off my panties and rub myself. I didn’t even hesitate. Bobby whispered really nasty and dirty thoughts about what he really wanted to do to me as the two of us stood there pleasuring ourselves in the light of the street lamp. I was really close to a climax when he asked me to push my butt through the window so he could do me like he did on Friday. I know it sounds crazy but I was so dizzy with excitement that I did it without even thinking. It was a little awkward. I had to put my hands on my knees for support.
I almost died when I felt Bobby rubbing the tip of his penis through my folds and over my sensitive spot. Suddenly he thrust hard and plunged deep filling me completely. I had to cover my mouth to keep from screaming. The pounding deep inside me was excruciating. He pulled out and slammed back into me again and again making me dizzy with pleasure. The first climax hit me like a truck. My whole body was shaking uncontrollably. Bobby didn’t stop. He slammed into me faster and deeper sending me spinning into an orgasmic frenzy. I was trying desperately to muffle my shrieks with my hand but it was becoming harder and harder.
I was just catching my breath and gaining some semblance of sanity when Bobby thrust really deep inside me and grunted. He didn’t pull out. He kept shooting and shooting. Well that set off another big climax which went on and on until he finally finished. I quickly pulled my butt back through the window and turned around to confront him about shooting inside me. There was so much stuff that I could feel it running down my legs and dripping onto the floor.
Bobby said he was sorry but he couldn’t help it. He was too far gone to pull out when it happened. I told him not to do it again but I didn’t get too mad because I knew my period was in a few days and Cheryl had told me I couldn’t get pregnant during the last week. Besides, I kind of liked how it felt when he shot his stuff into me. I can’t wait to get my diaphragm so I don’t have to worry about that anymore.
I know that when I get your next letter you will no longer be a virgin. I want all the details! As you know, I’m going to my prom with Skip but it’s a week later. We are going to double date with Brian and Molly. Of course I told my parents that I was sleeping over at Molly’s and she said she was sleeping over with me so we can both stay out all night. I can’t wait!
Love and Kisses – Linda
Dear Becky,
I read your letter over and over again just so I could memorize all the details. I told you words couldn’t describe what it really feels like to have a boy inside you. I’m glad you took my suggestion and broke your cherry before you had sex with Mike. I can’t believe you did it seven times with him in one night. No wonder you were sore the next day. I still think it is weird that he made you strip and pose for pictures before you had sex but maybe that was his way of getting ready.
I did get my period on Friday which was a relief. I didn’t think I could get pregnant by Bobby but I still worried a little. Anyway, Skip had to work on Friday night so we went out Saturday. When he went to touch me down there I pulled his hand away and told him I was having my period. It was so embarrassing. I told him to sit back and I would do him with my mouth, only this time I was going to make it really special.
Usually I can make him shoot pretty fast if I really try but I wanted this one to last. I went slow, first licking the tip and swirling my tongue around it. Then I kissed my way down the underside of his length all the way to his testicles. I spent some time licking, kissing and sucking on them while stroking him with my hand at the same time. I could tell it was driving him crazy. I finally kissed my way back up his shaft and teased the tip some more. He was really groaning. I massaged his testicle with my fingers, then plunged my lips down his length and took him deep into my mouth.
I could tell he was getting close so I backed off. I sat up and kissed him on the lips while I slowly stroked him with my hand. When I felt him relax I took him back in my mouth. He was really worked up and grabbed my head holding me down and thrusting hard between my lips. I didn’t mind but I was having a hard time keeping up with him because he was moving so fast. Spit was pouring out from my lips and running down his shaft. Somehow I managed to pull away before he shot. I went back to kissing and licking his testicles until he had calmed.
The next time I took him in my mouth I felt him pushing against my throat. Cheryl had told me there were women that could take a man all the way if they opened their throat and relaxed. I was curious so I tried it by pushing my tongue out through my lips and relaxing but it was not working. Each time he pushed into my throat I gagged and had to pull away. I was determined though and next time forced my mouth down even further. At first I thought I was going to die but I didn’t pull away. I tried to relax. He slid deeper. Suddenly the urge to gag slowly went away and I was able to take him deeper until I felt his pubic hairs brush against my lips.
Skip was groaning like he was in agony. I held him in my throat as long as I could but had to pull away to get some air. The next time he slid into my throat a little easier. The third time he slipped in without any effort. Doing that to Skip had unleashed his wild side. He went crazy and grabbed my head forcing my mouth up and down his length and into my throat again and again. I was gagging and choking but he didn’t stop. Tears were running down my cheeks smearing my make-up. Spit was flying everywhere. When he was ready to shoot Skip forced his penis into my throat and roared like a lion lifting up from the seat of the car.
His stuff came shooting out so hard that at first I thought he was peeing. I choked on it because he was in my throat. It came spraying out of my nose. I managed to pull him back into my mouth. He kept shooting and shooting and shooting. I tried to swallow but there was just too much. It was drooling out from my lips and running down my chin. He finally fell back in his seat as the last few drops dribbled into my mouth.
Skip apologized for being so rough with me but I said I didn’t mind at all and was glad that I could make him feel good. He laughed and said ‘good’ was way too mild to describe what I made him feel. He asked how I learned to do that with my throat and was surprised when I told him it was the first time. That implied that he thinks I do those kinds of things with other people. It is certainly no secret. He didn’t seem to mind though, and even talked about how much he was looking forward to taking me to the prom.
