3 comments/ 9540 views/ 1 favorites First Time Fling By: FoxMWonderful My first time? Oh, I remember that quite well. One really never forgets those things do they? Let me see... oh, I've got it now. It was the summer of 1943 and America was at the height of the Second World War. I was nineteen at the time. My boyfriend Johnny was just wrapping up his job at the malt shop. A year older than me, he was a soda jerk, he loved that job. He was saving up to buy his first car, so he took any job that really was available. I made my way to the malt shop and found him behind the same counter he had been behind for a month. Johnny waved to me as soon as he saw me. I was just about to wave back when he hopped over the broad marble that separated him from me. He quickly swept me up in his arms and looked at me looked at me lovingly with those beautiful brown eyes. "Hey there doll-face" he said. Doll-face was my nickname. "Three o'clock already?" "Yes it is." I replied from his arms with a smile that would make Lena Horne herself jealous. Johnny sat me down on one of the tables in the corner of the shop. "Look what I got as an added bonus today." He said as he held up a crisp clean ten dollar bill in front of his face. Naturally I was stunned. "Where did you get that?" I proclaimed as he put the money back in his pocket. "Old man Hightower gave it to me today as a tip just for making him a banana split. I'm halfway to my car already." I thought he had gotten confused in handling his money because just last month he was only one hundred dollars short. But I couldn't lament on this because before I got a chance to speak Johnny stuck his hand in his other pocket. "Now I had to use half of my money for something more important than a stupid car." As he was saying that he pulled out a small box. My heart instantly began to race, is he getting ready to ask me what I think he is? Johnny continued "I realize you are more important to me than any car. I love you with all my heart Dorothy Jo Epstein, will you marry me?" He opened the small red box to uncover the biggest diamond I have ever seen. "What do you say?" Johnny asked "I..." I was speechless. I didn't know what to say at the time. The ring was beautiful, and the thought of spending the rest of my life with the guy I love was wonderful. After I came down off of Cloud Nine I gave him the answer we both wanted to hear. "Yes. YES! I will marry you Johnny." Johnny's eyes lit up as he danced through the malt shop telling everybody he could "We're getting married!" Mr. Markie the malt shop owner gave us a special ice cream sundae on the house. We sat and ate very quickly talking about how our lives together are going to be. We took the long way to Johnny's house that day, Johnny telling everyone we passed on the street the good news. All the while we were walking we began making plans for our elaborate wedding. I planed on having a great big white wedding dress, with full train and all. Doves and white roses would line the aisle as I walked to Johnny, him in a nice black tuxedo with a grand top hat. It was the perfect storybook wedding. I thought it would be something like that Cinderella movie that came to the picture show last week. That Walt Disney guy is putting out good things. We finally arrived at Johnny's house. It was a nice big white house with a wooden picket fence. Lush wildflowers in the front lawn, sprinkler going off gently on the grass. Johnny went up to the door and opened the mailbox; he only glanced at the mail before he dropped it in a pile in front of him. He was staring at one long yellow envelope in his hands. I went over to him and looked at the envelope in question. It had a United States Government seal on it and as Johnny took the letter out of the haunting envelope I could make out the first lines on the paper. "Fifty-fourth United States Secretary of War Henry Lewis Stimson has selected you for active duty, to serve your country in the war in Europe." I read as Johnny looked stunned as he sat down on the bench on the porch. I started to get choked up as I asked him "When does the letter say you leave?" Johnny looked up from the letter and started staring into space. "Tomorrow." He said. His voice almost seemed distant as he carefully folded the letter back into the envelope. Johnny broke the silence after a while and said "I always kept a trunk packed and ready to go, but I never hoped to use it." I walked over to him and sat on his lap and told him: "Listen were going to have fun tonight, so when you're in the latrines and you guys are swapping stories, yours will be the best." Johnny said "Thanks Dottie. What's a latrine?" I shrugged my shoulders and said "I thought you would know." Later that evening Johnny and I were walking down Main Street when we passed the dance hall. We had already been to the picture show to see Cinderella and the song "Bippity-Boppity-Boo" was going through our heads. We walked into the dance hall to do a little jitterbugging. The Andrews Sisters were performing their song "Boogie Woogie Bugle Boy of Company B" when we walked out on to the dance floor. My Johnny had always been a great dancer; he knew how to do the Lindy Hop, the Twenty- Three Skidoo, and can that guy Fox Trot! We danced for hours, leaving only when the place closed. Me and Johnny walked back to his house and went inside before the June bugs got a hold of us. I sat down on the sofa in the parlor and called Johnny to sit beside me. I had been deciding what to do for a long time now with Johnny and I and our relationship. Tonight my decision was made final. Johnny came into the parlor and turned on the radio. Glenn Miller's song "Pennsylvania 6-5000" was just in its first few bars of play. I placed my hand on Johnny's and I looked him deep in his eyes. "Johnny" I began. I realized that this was the man I am going to spend the rest of my life with and I must let him know how I feel about him. I finished "I want you to love me." Johnny looked back at me with those beautiful brown eyes and asked "Are you sure?" I shook my head yes and continued "I want you to love me, right here and now. I love no one but you, and I want you to know that by giving you the most precious thing I have- myself." Johnny didn't know what to say, so I had to help him. I pulled him atop me and kissed him. He seemed to the idea as he undid his trousers and I my undergarments. He positioned himself between me and then stopped. I looked directly at him and said "Please be careful. I've never done this before." Johnny looked back at me and said "Don't worry, neither have I." I gave a slight laugh as he lowered himself closer and then I felt his touch. Even though he was going in slowly it hurt like the dickens! He began picking up speed and it was starting to feel good. The faster he moved the more good it felt. It was like something I never had experienced before. Then as soon as it happened it was over. I felt him tremble and the thing that was in me stopped and shrunk. "Is that it?" I asked. He replied with an uncertain "I think so" We got ourselves up, not sure if we did it right. Later Johnny walked me back home, he gave me a soft kiss on the forehead and said "I leave at nine o'clock OK?" I kissed him back and said "I won't forget." I went to sleep that night feeling so special, thinking of the night that had just passed. When I woke up the clock said nine twenty-five. I rushed to the bus stop, hoping that the bus would be late, but I knew it wouldn't be. Johnny's mother met me on the way back from the bus stop. She said Johnny had to leave early and to give me a kiss from him. I thought of him all day that day, on his way to Europe, ready to fight for his country. I felt proud to be his fiancé. About a month later, my mother took me to the doctor because my monthly visitor hadn't come yet. I then learned I was with child. On the way home my mother and I were planning out a letter to Johnny when on our veranda there were two men. They were dressed like the guys I saw on the newsreels at the picture show so I assumed they were from the army. They addressed themselves as Generals Williamson and Oswalt of the United States Army. They were asking which one of us was Dorothy Jo Epstein. I introduced myself to the General and he asked if he could come inside. I obliged and allowed him and the other general he was with inside. I asked them if they would like some sweet tea, but they politely refused. General Oswalt handed me a picture of Johnny and a pair of metal tags. The General explained that it was a dog tag; it held the personal information of the officer holding it. I couldn't understand what was going on. I politely asked the General "But why aren't they with Johnny?" The General started to explain "That's why we're here. Johnny was in the Airborne Division of our infantry. The plane he was in was struck by German bombers and crashed over France." The General started to place his hand on mine but I quickly drew away and asked "He'll be alright won't he?" General Williamson finished where Oswalt left off. "We managed to pull him from the wreckage and get him on the way to the hospital. He just had one request. His words were 'Go tell my Dottie that my life was better having known her. Go tell my Dottie that she always made me feel swell. Go and tell my Dottie...I love her.' He died shortly after that en route to the hospital." I couldn't believe what I was hearing. I felt faint, I tried to stand up but my legs didn't seem to work. I collapsed there in the middle of the floor. I caught sight of the engagement ring he gave me and that was the last straw. I couldn't control myself as tears flowed down my face. My mother ran to me and hugged me "I know baby, I know." She said over my sobs. I struggled to get out of her grip, but it was no use. I yelled "No you DON'T know! We were supposed to get MARRIED! He was going to be MINE FOREVER!" I couldn't compose myself and I don't know when I fainted, all I remember is waking up in my bed and it just being the middle of the night. The next few months went by in a blur. I remember a lot of people coming by offering their condolences, but that's it. After Johnny's mother heard the news she went to pieces. She was a complete wreck; she tried to kill herself a few times. She was eventually moved to the Morningwood Sanitarium upstate, where she succeeded a month later. The doctors don't know how it happened but they went to her room one morning to find her just lying there. I don't think she killed herself, I think she just had a broken heart. I had Johnny Jr. in February of 1944. As he got older he began to look more and more like his father. Even though Johnny left me in one way he came back to me in another. I got older, eventually gotten married, had three more children of my own with my husband, and they in turn have given me grandchildren. And my grandchildren now have children of their own. I turn eighty- three next month, my husband is long gone, and I only have my memories and my family to love now. Even though I got married, my heart will always be with my Johnny. I loved him like I have and never will love anyone else in the world. I just love him too much. First Time Fling For a fifty year old he aged well and soon enough after months of flirting over social media, and skyping, he'd invited me on a date to meet up with each other. I was only twenty one but at his age, Hank had managed to talk his way in to many meets ups with me online that transformed in to meets ups face to face. He was a sly and very charming man who made me realize how much I loved muscle daddies. Him being a biker didn't hurt either. Hank was a smooth talker who knew how to get me riled up, and he'd made me feel good about being in a vulnerable position. It was a relationship I knew was going to end up in bed, over and over again. We agreed to meet at a public place first, only for caution's sake, but we were very comfortable around one another. We met at a cafe from where I lived and dressed in casual wear just to look like I knew what I was doing. When I arrived at the cafe I was looking for him. There he was, with a square jaw, bald head and great physique. My mind told me to turn back, but I just went for it. I walked over and he smiled noticing me. He asked me to sit-down and after a while I felt comfortable around him. Quickly the tension wore off and we chattered like old friends for hours. He was divorced and ultimately preferred men to women; he also knew I was experimenting and open to new experiences, but didn't seem anxious to try anything other than the casual flirting. That day was filled with fun experiences including pool, lunch and driving around on his bike with me on the back of it. I knew things were taking a turn for the better when I began hanging on like one of his lovers, holding on for dear life. The bike would take a pause prompting to subtly grab his crotch which he seemed to enjoy. Eventually I just set my hands down on his crotch, leaned against his back, and let the bike take us away. At twenty I didn't feel right letting myself become vulnerable to a fifty year old I'd just met, but he felt right, and that day after a lot of driving we'd settled at a diner on the coast. I couldn't explain it but he had a way of making me do things by talking his way through to me. Maybe it was because I was young or inexperienced but my hesitation always met no match for his will. That day during dinner, we'd spent most of the time talking and he'd jokingly suggested that he jerk me off under the table. I'd denied it adamantly, but after twenty minutes of talk, he'd convinced me that it was a daring idea. He leaned over and began caressing my cock under the table. I was uncomfortable at first but then he unzipped my pants and started jerking me off in public. I became so aroused and tilted my head back. He smiled at the sight of me in pleasure then grabbed my hand and led me to his bike cutting dinner in half and almost storming out of the diner with our cocks hanging out of our pants. We drove to his apartment where he made me feel comfortable around him. We talked and then he leaned forward and kissed me gently on the lips. I was terrified but aroused. Then before I knew it we were making out passionately on his couch, I was swimming in heaven. His tight shirt, goatee, and bald head made me aroused which had never happened to me before. He kissed my neck and I sighed with pleasure, he undid my shirt and slowly gently kissed my nipples. I stopped him. He looked concerned and asked me what was wrong. "I never done anything like this before," I said. "I know. I guessed it by the way you shivered," he said. "But I wanna keep on," I said. He smiled and kissed me passionately. I shook in pleasure and grabbed his head. He took off my shirt and took off his revealing his large build. He then undid his clothes getting completely naked. My how he was hung. My jaw dropped to the floor, I was surprised at how turned on I was. My body shook in nervousness, as I looked at his big head. He reached over and undid my pants slowly, my bulge was revealed as he unzipped me. He threw my pants away and started massaging my bulge. I gasped in ecstasy. "Don't worry," he said, "you'll love this." I leaned my head back and let him get to work. Before long I could feel his warm silky mouth wrapped around my decently sized cock. I gasped and jerked my body wildly, as I felt my cum build up. He began caressing my nipples as he went to work and soon I blasted his mouth with loads of cum hard and long. I couldn't believe it. I grunted and screamed as I shot load after load in his mouth. He swallowed it all without hesitation and began waving his huge cock in my face. He smiled and caressed my face. "Try it. Suck it like a lollipop," he said. I leaned over and slowly explored the cock sliding in and out in my mouth, I clenched my eyes close at first but soon got to like the taste, I started speeding up the pace, He pulled my hair in pleasure as he grunted feeling my tongue circling his head. It was heaven. I started going faster and faster until finally he shot a huge load into my mouth. I swallowed most of it but some of it was spit out. He panted as his dick became soft. He lay on top of me and we began making out passionately on his couch, we talked a bit, and kissed. I asked him if he's done this with a younger man before and he told me about how he made love to young men in the past, but none quite like me. It made me even more aroused. He suggested we finish this in his room and he led me onto his bed. At first I was reluctant to enter his room, but felt comfortable. I was so turned on. I was his toy. We fell on the bed kissing and he laid me gently on his pillow. I was ready and willing. He became hard again and turned me over gently massaging my body with his soft kisses. I moaned in ecstasy. This was the greatest experience I've ever had. He started probing my ass softly making my virgin ass ready. I was moaning in pleasure. He then raised my ass gently and started fingering me again. It stung at first but felt really tingly after a while. He took some lube from his drawer, obviously kept there for his usual experiences with men and lubed my asshole. He then mounted me and told me it would hurt at first but go pass the pain. I felt his huge rod enter my virgin hole as he pumped me slowly, it stung like hell but soon felt tingly and hot. Soon as he gained rhythm pumping me as my asshole adapted to his huge cock, he began pumping me faster and faster. I screamed in pleasure as he grabbed my shoulders and pumped me harder. The bed shook as there was a brief silence where there was only the sound of his balls slapping my ass and his headboard banging against the wall, this made him enraged and he pumped harder and harder making me moan in ecstasy. I lay my head on a pillow and let him fuck me wildly. I grunted in pleasure as he fucked me and jerked me off. I gasped as I shot all over his sheets; finally he stopped as I could feel him shoot into me wildly. He grunted and fell down with me. We lay there panting and chuckling. This was a great experience, later that night I fell asleep in his arms and stood over night. The next morning I felt weird, we ate breakfast at his table and talked, but not much. I felt sore and admittedly swimming in a haze of exhaustion and new feelings. That changed though as his skill for talking me in to everything prompted a quick fuck on his table before he went off to work. That night when I got home I fell asleep instantly thinking about my new experiences I'd shared and how much I'd indulged in for a first outing. That weekend my roommate went off on a trip Jeff talked me in to seeing one another again and came over; we made love all day. Towards the night he left and we parted ways. After that night Jeff and I saw each other again every summer; the experience I had made me realize what I really wanted as my passion for men increased my passion for women as well. Regardless of where my loyalties lay, Hanks always found his way in to my pants, even after I'd married. And he would always be there lying beside me, dominating me as his own every single time.