The Paper Route

I had a paper route until I was almost 17. It was only about 30 houses. I'd deliver in the morning and collect money once a week. It was pretty easy and the money wasn't bad at that time. Usually I hated collecting payments and tried to get everyone to pay by the month. There were a few houses, however, that I didn't mind visiting as often as possible. One was the Daniels. They were old to me but I would guess they were a relatively young couple. Maybe in the Thirties. They had one son who was 4. I loved collecting because I loved looking at Laura, the wife. She was short, Maybe 5'1" and kind of plump which I liked. She had huge tits and a wide ass with thick legs. What I liked even more was the show I always got. All of her clothes were a little tight and a lot of times she was in very short shorts or a tank top of just a bathrobe. I didn't realize it at the time but she must have liked showing me. Her husband Vic was a nice guy but I didn't really like it when he was around because he always paid me when he was and I didn't get to see Laura. Somehow I figured out that he was never around on Saturday mornings and Laura always seemed to be in her pj's still and I kind of settled into a routine of collecting from them at that time.

Laura probably noticed this also because she always seemed to be both ready and not ready for me at the same time. I would show up and she would look amazing in a short bathrobe with her bare legs hanging out or a thin pair of pajama bottoms and a very tight tank top with no bra on. I loved this and couldn't take my eyes off of her. She would then look all over the place for some money, bending over, reaching over her head. I would get fantastic glimpses of her cleavage or her ample ass. All the while she would make small talk and I would struggle to say something whitty. I dreamed of her all the time and jerked off repeatedly, thinking of her fat chubby nipples and huge (atleast double d) breasts. She had almost black hair which I loved for some reason. I think because I was a redhead and that seemed like the most different. This went on for quite some time and since I didn't really know what to do with a woman, that was fine by me.

I remember one Saturday morning I showed up and Laura was in her thin pajama bottoms and tank top and she was drinking coffee. She paid me and sat down in a chair in her living room, pulling her legs up onto the chair with her. She asked me stuff like "How's school going?" and stuff like that. I tried to answer her questions but i was mesmerized by her crotch. She hadn't put her legs under, it was more like she was squatting on the big chair. her huge nipples were hard and I could see the faint outline of her darkened areolas. Her pajamas were stretched tightly across her fat pussy and I could see them riding into the cleft. I probably just imagined it but I thought I could see each individual pubic hair pushing against the thin fabric of her pajama bottoms. My mouth felt thick and my crotch and asshole felt kind of numb as I stared at her. "Well, How about it?" I realized she had asked me a question and I had no idea what it was. I looked at her blankly and she asked me again. "Mow the lawn? Vic has to spend more and more time at work lately. Would you be willing to mow the lawn and maybe do some odds and ends around the house from time to time?" Well, it wasn't exactly the 'how about it' that I had imagined but summer was just around the corner and I could use the extra money so I quickly agreed.

It was only two saturdays later that Laura asked me if I had time to mow the lawn. I told her I could be back in about 15 minutes and ran home. I can't say I had a real plan but I did have some ideas. I quickly changed into an old pair of shorts and some shoes I didn't care about. I brushed my teeth and put on a thin tank top. I admired myself in the mirror. I had started working out the year before at school and was very proud of my physique. At 5'8" and 145 pounds, I had no idea that I was probably the only person impressed with my body. I ran back to Laura's house and told her I was ready. She showed me to the shed and showed me where the mower and gas were. She had changed while I was out and was now wearing a very short pair of cut off shorts and a tank top. Her son was at his aunt's house, playing with his cousins. She told me she was going to do some gardening, and as she bent over in the shed looking for some gardening tools, I couldn't help but admire her big round ass, the bottom of which was hanging blatantly out of her shorts. I was probably drooling as I went out and started mowing. Something I had never given any thought to was just how big the Daniels' yard was. I was sweating profusely in no time and had my shirt off. Every once in a while I would chance a look over at Laura bent over in the garden looking just delicious. I wanted to dive head first into that ass and pussy, even though I really had no idea what I would do then.

I was about half done with the lawn when I saw Laura motioning me over. I shut off the engine in time to hear her say "let's take a break. do you want some lemonade?" I agreed and followed her into the house. As I sat down at the kitchen table, Laura asked me if I had been working out. I was more than a little pleased and tried vainly to hide it. "Just a little" I replied. "It shows" she said "You've got a very nice body." I'm sure I blushed, and since I didn't know what do say, I said "thanks, so do you." Laura laughed a little and thanked me as I turned a deeper shade of red. She handed me my lemonade and I drank it in one long pull. I started to get up but she stopped me. "Hold on a minute. Here's a damp towel. Why don't you wipe yourself off a little." I did and she mentioned that she hoped I wasn't getting burned. I figured it was because I was so flustered but she ran and got some sun block and came back. Squirted some into my hands and I begain applying it to my face and arms. "Why don't I do your back." she said and before I could say anything she was rubbing lotion into my back. It felt great. Just the touch of her hands on me sent shivers through my body. As she rubbed it in, she told me I had nice shoulders and I thanked her. I kind of slumped down in the kitchen chair and noticed that my dick was starting to produce a tent. Laura was talking about something while rubbing my shoulders and arms and I just stared at my crotch willing it to go down. Instead it continued slowly to grow. Laura was rubbing my arms all the way down to my forearms and her breasts were pressed firmly against my back. My cock was straining at my shorts and I was sure she would see it. I realized I could hear her talking right next to my ear as her hands worked their way across my chest and down my stomach. "....It looks like you have a really nice cock" she said. I would have fallen out of the chair if she hadn't been holding me tight to her chest. I could only say I was sorry, but Laura laughed and said there was nothing to be sorry about. She pulled my chair out and came around and straddled my cock pushing her big tits into my face.

I was pretty much paralyzed as Laura ground her fat pussy on my throbbing prick. It hurt and felt so awesome at the same time. She asked me if I liked looking at her and I nodded yes. She told me that she liked me looking at her and she wanted to do something special for me. I think I kind of nodded some more. In one quick motion she removed her tank top and her huge tits fell out. I was completely speechless. She wagged them in front of me and I watched them swing back and forth. Finally, of their own accord, my hands moved up to cup them and I began to massage them. My dick was spasming and jerking and I leaned in to take one of her big chubby nipples in my mouth. Laura moaned a little and rubbed my shoulders and the back of my head. I couldn't believe it. I chewed heartily on first one nipple then the other, all the while massaging her beautiful melons. When I got up the courage to move my hands down to her ass she stopped me. "Let's not move too fast." she said. Instead she slid down to the floor and unzipped my pants. My entire body was trembling with anticipation as she pulled my shorts and underwear all the way down to my ankles. Resting her big tits on my thighs, she took my cock in her hands and admired it. Pre cum was oozing out of it and it looked like it might explode at any moment. Her mouth kind of hung slack as she stared at it. Now I've never been all that big, just average at 6".......6 1/2" if I measure it right, but she looked at it like it was the biggest thing she'd ever seen. Vic, she told me, had a very small penis and she had been thirsting for something bigger for years. As she slid it into her warm wet mouth, I immediately felt myself beginning to cum. I clenched my ass and held it for as long as I could, which was maybe 20 to 30 seconds and she bobbed her head up and down on my cock, before I exploded with the most intense orgasm I had ever had. She kind of gagged and then kept on sucking as I pumped the proverbial gallons into her mouth. I felt bad, as I was sure she hadn't intended for me to cum in her mouth and began to apologize. She just licked her lips and laughed. "You're going to have to stop apologizing to me." "Sorry." I said. She laughed again.

We got cleaned up and went outside to finish the yard. I was staring more openly now at Laura's fine figure. For her part, she seemed to be working it pretty hard. She would bend way over everytime I passed by with the mower so I could see her jean shorts push up into her ass and pussy, outlined by the edges of her white cotton panties with just a bit of dark curly hair peeking out. My mind was racing over what had already happened and couldn't wait to find out what was next as I flew around the yard. I practically ran the last couple strips before I shut off the mower and put it in the shed. "Wow, that was fast!" Laura said as I joined her up by the house. "You want to come in and pick up where we left off?" she asked. Boy did I! We went in and I immediately grabbed her and pulled her to me. I threw my tongue into her mouth and tried to reach the back of her throat. I wanted to be inside of her in every way I could imagine. To my delight she kissed me back just as hard and we shuffled into the kitchen awkwardly as we both frantically squeezed, grabbed and caressed each other's bodies.

Coming up for air, Laura gasped that she wanted me to join her in the bathroom and we ran up the stairs. "Shower with me." she said. She was calling all the shots and that was ok with me. We both stripped at the same time and I was treated to a view of her luscious body. She had a little paunch but it was smooth and tan and her pussy was thickly tangled with coarse black hair. I began salivating just looking at her as she stepped into the shower. We resumed our lip lock immediately while we soaped each others bodies up. My cock was pressed into her belly as I reached down to soap her ass. Laura loved it as I slid my hand in and out of her plump ass crack. She kissed me deeply and rubbed her huge tits against my stomach. Feeling sufficiently clean, we dried off and she led me to the bedroom. Laura asked me if I had ever gone down on a woman before and I said no but I was willing to try. She grinned and spread out on the bed. I got between her legs and she instructed me as I lapped at her pussy. Her clit was huge and she was highly orgasmic. Her hips shook and she thrust her pelvis at me as she had orgasm after orgasm. Finally she said "No more." I pulled away and laid down next to her. I massaged her boobs for several minutes, telling her how great they were. She told me to go ahead and straddle her chest and fuck them if I wanted to. I couldn't believe it. Before she could change her mind, I was on top of her with my dick already hard between her tits. "Spit on them." she told me and I drooled on my dick and between her tits. Laura pushed them together and my cock disappeared. I started to slide between her big pillowy boobs and she moaned as I thumbed her chubby nipples. I was pushing hard and you could just see the head of my cock sliding out of the top of her cleavage with each thrust. My balls were scraping across her soft belly and I loved the feeling. Laura propped her head up on a pillow so she could see my cock in her cleavage and began first to lick it as it poked out and then to open her mouth and suck it quickly before it disappeared. This was more than I could handle visually and I shot a load as I pushed hard between her tits. cum splattered on her collar bone, her chin and her left eye as I shook. We stared into each others eyes as she scraped herself clean with her fingers and fed it all into her eager mouth. We kissed then and I could taste my own cum as we swirled it around in her mouth.

"Are you going to have enough energy left to fuck me?" she asked brazenly. Being young it didn't take much and just the suggestion of sex seemed to do the trick. I wagged my already growing cock at her and said I couldn't wait. Kneeling between her legs, I watched in awe as my cock slid easily into her warm pussy. I began thrusting my hips fast and she told me to slow down. Stopping me she started to push her hips at me in a slow gyrating motion. When I thought I had it she stopped and let me thrust and gyrate slowly into her slickening cunt. She was moaning low and deep from her belly as she pressed her tits together and played with the nipples. Her lets were in the air forming a v and all of this was well beyong anything my young mind could encompass. Before she could stop me, I was bucking furiously again and shooting inside of her. She wasn't mad though. As she patted my bare ass she said, "Its's ok, there's plenty of time baby." I relaxed on top of her and laid there until my dick wilted up inside her and slid out of it's own accord.

I rolled on my back and laid there for a while. Laura asked me to eat her out again and I did. Her pussy was growing more swollen from all this action but her juices continued to flow copiously. I sucked and licked her fat pussy to another orgasm. She squeezed my head like a vice between her short muscular legs and shoved her hairy bush in my face. Rolling me on my back she started sucking my limp cock back to life. In just a few short seconds, I was hard agian and Laura climbed on top of me and slowly lowered her dripping pussy over my aching pole. As I lay there, she set up her own rhythm and I just watched contentedly as she slid up and down. Her tits bounced lightly, pressed as they were between her arms. Laura was squatting over me and I think she was getting a little tired because she decided to turn around and let me help support her as she started slamming down harder on my cock. Her big soft ass was slamming relentlessly on my abdomen as. I palmed her pillowy mounds. She leaned heavily against me and my arms were getting tired, but I didn't want her to stop. The coarse hairs around her pussy were rubbing at my dick like a brillo pad and it hurt but still I didn't want it to stop. I could feel the walls of her pussy convulsing around my shaft and it was delightful. Laura was moaning loud and saying dirty things like "That's it baby, fuck my little cunt. Make me cum, that's it." Her cunt was spasming almost continuously now and her ass was quaking in my hands. I watched her whole body tighten up as I lost control myself and spilled whatever was left of my balls into her hungy cunt. She practically screamed in extacy as her wetness spilled out around the base of my prick. Climbing off of me, we laid there with her tits mashed up against my chest and side.

From then on, I was at Laura's house every chance I got, pumping away at her mat, meaty pussy. She tought me everything she knew and I drank it up. It turns out that Vic knew about us. They had talked about it before the first time and had agreed that I would be the one. At first, sometimes, Vic would hide in a closet and watch us while he jerked off. Eventually as we both became comfortable, he began to watch and masturbate openly and it added fire to my performance. This happened maybe once or twice a week. Laura and I were fucking almost every day, sometimes a quicky and sometimes, like on saturdays we would lay in bed for hours, or if Eric (the son) was out, all over the house. Laura wanted to be double teamed and when we had beed screwing for a couple of months and Vic was a regular next to the bed she asked if I would do it. I already liked having Vic watch and thought it might be ok. So one Sunday morning, they sent Eric to his aunt's house to play with his cousin and we did it. Laura nelt between us and sucked both our cocks alternately as she jerked us off, then she got on her knees on the bed and Vick got behind her and I fed my cock into her hungry mouth. She was sucking hard and each time Vic slammed into her quivering ass, she would swallow my cock whole and her chin would tickle my balls. We were all loving this and it didn't take long before we were all ready to come. Laura wanted us both to cum on her face and tits and got back down on the floor in front of us. Vic and I masturbated urgently and shot long ropey streams of jiz all over her face and tits. Laura rubbed it all over her tits and licked her fingers. It was awesome. Later, she started getting into anal and eventually we took turns fucking her ass and pussy simultaneously.

For several years, this went on. I hardly dated at all in highschool and even when I went to college, I found that most of the girls weren't very experienced and I had to teach them everything. I always managed to find time to visit Laura when I was getting too frustrated. They moved out of the stated when I was 24 and I haven't seen them since. I still think about Laura's short fleshy little body with her huge tits and meaty thighs.

-the end-

My First Time

This is a story about how I lost my virginity. All names and such have been changed to protect identities.
Let me start out by telling you a little about me, my name is Thomas and these events happened when I was thirteen years old. Back then I was a scrawny stick of a boy standing 5’8” and weighing only 120 pounds. I was never really popular with the ladies, never many girlfriends until I met Christy. Now she wasn’t really a looker at 5’3” and weighing maybe 175 pounds and 38 C breasts. We simply met through a choir function which we were both (forced) to be a part of. I noticed her through the crowd of people and went up to her and just started talking to her. We never considered dating the first few times we met, so I was always out with the cheerleaders helping them learn to flip and basically doing all the guy stuff they needed. I remember the one night that Christy called and told me she wanted to take our friendship to the next level. I was beyond happy, she was my first ever girlfriend that I could actually tell my parents about and my friends also and have them believe me. Now when we first started dating it was just a more casual holding hands at school and seeing each other between classes. It took three years for our relationship to really develop to a physical level to where we were comfortable with kissing each other. In the time we had taken to calling each other at 11 or 12 o’clock at night and just talking until we fell asleep. Our conversations were mostly harmless for the first few months and then we discovered our naughty side. They started out simply with me asking her what kind of panties she was wearing or what color her bra was at the time, and eventually progressed to asking her to finger herself for me and play with random objects.

The first time I asked her it was 12:30 at night, “Christy I have a small question I would like to ask you.” She was quiet for a second and then with a slight hesitation in her voice she answered “You can ask me anything Thomas.” I sat there quiet for a few seconds not knowing how to voice what I wanted to ask her when I heard her voice again “If it is something naughty then just tell me I know what has been going through your head, and I see the way you look at me when we are alone.” I gathered up all my courage and finally managed to squeak out “I would love it if you would finger you while I jack off and we both cum at the same time.” I heard her draw a deep breath and then there was silence on her end. I feared I had driven her away with such a forward statement. I heard her walking and then water running so I ventured a question “Why are you in the bathroom at this time of night, won’t your parents get up and find out what you are doing?” I heard her chuckle and tell me that both her parents had, had a little bit much to drink and were passed out in the living room and she could go jump on both of them and they wouldn’t get up. I asked her again “what are you doing in the bathroom now?” This was common for us to be in the bathroom with each other when we were brushing our teeth before going to bed but, it was way too early for her to even be considering bed. To this day I can swear I hear a smile in her voice when she told me “I am shaving my pussy because I want it to be silky smooth when I play with it for you.” I nearly dropped the phone as I came in my pants, and with my voice suddenly very breathy I said “you never said you would do that and I just came in my pants so can we put this on hold until another night?” She laughed and laughed for a good five minutes before she could even say anything. “You just came in your pants because I said I was shaving my pussy.”

I sat there unable to answer her because this had never happened to me before, I was unsure of how to answer her. I considered hanging up the phone right then and there because the shame I was feeling was multiplied by the thought that I had never done anything sexual before and here I was with a hair trigger and I hadn’t touched it. There was the awkward silence that both of us had fought so hard to avoid in all of our conversations. I took a deep breath and answered her “Yes I did and I didn’t mean to I just got so excited because you are the first girl to ever tell me something like that.” She giggled like a little school girl until I asked her to stop it. She giggled some more and asked me why she should. I told her that the giggling was bringing down my self-esteem because not only was I still a virgin but I seemed to have a hair trigger when it came to things like that. She started taking deep breaths to calm her breathing down until she was able to talk. Our conversations continued like that up until my sixteenth birthday, that was the day that I would get the phone call that would change my teenage life. I had the phone by my side that night because at school Christy had pulled me aside and said she was calling that night and had something very important to tell me. I kept on questioning her every time I saw her and she wouldn’t relent on telling me to wait until later.

Finally when 12 o’clock rolled around, I jumped when the phone started to ring and grabbed fast so not to wake my father. I said hello tentatively when I hear her voice say “I bet you hated me for all that teasing at school when I wouldn’t tell you what this call was going to be about.” I truly did hate that she did that I didn’t hate her. So we settled into our normal rhythm of going back and forth until both of us came and after I finally did, did she tell me what she wanted to tell me. “In honor of your birthday I have decided that this weekend we will finally take our relationship to the last level.” I was shocked beyond belief; I had been waiting for this moment for the longest time. I would no longer be a virgin after this weekend was over. We talked until 2:30 before she said she was going to sleep to try and get this week over with so we could have our special weekend. My birthday came with the pomp and circumstance that came with the usual birthday around my house. I really didn’t talk to Christy that much on the phone since that fateful night. For me the weekend seemed to take forever to get there but when it did I could hardly sleep the night before. I kept on getting weird looks from my parents because I kept on dozing off in the car as we drove to go get groceries. They knew I had plans to go see Christy at the rec center not far from our house. We finally got done shopping and before I knew it I was waiting on Christy to get dropped off. From the moment she stepped out of her mother’s car I knew that it was going to be a very interesting day.

We took our time slowly walking around the perimeter to scope out a good place for both of us to have sex without being seen or not knowing if someone was sneaking up on us. We came to the conclusion that the woods would be the best place since the inside had cameras everywhere. So we took off into the woods and when we found the right spot she jumped on to me kissing me with a passion that I had never seen from her. Our clothes were off in a matter of seconds, we weren’t wasting any time we wanted to get down and get dirty for the first time in our lives. I looked at her and was amazed by what I saw; she was beautiful for her weight. We both were virgins so we didn’t really know how to have sex so we tried different positions until we found the one that worked best for us. I was lying on the ground and she climbed on top of me and just impaled herself on my penis without regard for foreplay or anything. We fucked like rabbits for maybe ten minutes before I came deep inside her without regard for the possible consequences. I smiled up at her and said “That was the best birthday gift any one could ever give me.” She smiled back climbed off of my penis and proceeded to suck it clean and after a few minutes hard again. This time we tried doggy and I managed to last about thirty minutes this time and came deep inside her again. When we got done having sex she was all aglow and she was more than happy to let me watch my cum fall out of her pussy on to the ground. We cleaned up the best we could and headed back to play some pool. After she left I started to consider the events that had taken place that day. We continued to fuck outdoors for another couple of months until I got the most frightening phone call a guy could ever get, she was late. I knew immediately that it was just from all the sex we had been having, throwing caution to the wind. I asked her how far along she was and she said she was about six weeks. She cried to me on the phone for the better part of four hours. I had no idea what I was going to do, or how I was going to tell my parents. The weeks rolled by as I still looked for that one moment to tell my parents that my girlfriend was pregnant when I got another still scary phone call from Christy. This one was to tell me that she had had a miscarriage. I didn’t know what to do and from that moment on I promised myself to be a better man. She didn’t see it that way and just a few days after she miscarried she broke up with me stating that she couldn’t date someone who had created life with her and then to have the life taken away.

To this day I will find my self thinking about what my life would have been like if Christy hadn't miscarried the baby and I would have become a daddy.That part of my life is over and I have moved on.

-the end-