It was the fall of 1984 when I signed on the dotted line agreeing that I would leave for bootcamp nine months later. Then fast forward to the end of May, and my parents suggested throwing me combination graduation and sendoff party. It only took a few days before word got out, and what started off with burgers on the grill and a couple bottles of booze turned into dad buying a whole hog to roast and three kegs of beer needed picked up.
About a week and a half before the party, I was on my way home from running some errands when I thought I would drop by and see Sandra and the kids. Susie and Sam were a set of 4-year-old twins whom I had babysat the past couple of years. Their parents were friends with my parents, which translated into me being a free babysitter when they would all go out together. In that time, I had become close to the kids, and stopping over to see them was normal. The bonus of that was their mom…Sandra.
Sandra was married to Billy, a black couple in their early 30’s. From day one, I couldn’t help but notice how attractive Sandra was. From her perfect buttery smooth, light caramel colored skin to her amber eyes and jet-black hair that came down between her shoulder blades. She had feint freckles which dotted her cheek bones and I found it both cute and sexy at the same time.
Sandra was no doubt a total package. Thin waist, great legs, pretty face, and an amazing ass. BUT there were two things that I noticed about Sandra the first time we met, and they sat on her chest.
Apart from movies, TV shows, and magazines, Sandra had the biggest set of tits I had ever saw on a “real” woman. Her thin waist only made her football sized boobs look even bigger.
She always wore her clothes conservatively, but there was no mistaking her womanly curves. Her jeans were tight, sculpting in my mind, the perfect ass. Her tops were also conservative but always tight. In her defense, I don’t think she could have worn much of anything to hide the fact she had large breasts. She stretched every shirt to its capacity and occasionally, Sandra would wear a V-neck, and the amount of cleavage seemed to go on forever.
Being that her shirts and blouses were always tight across her chest, on more than one occasion, two very substantial nipples strained through both layers of her bra and shirt giving way to the fantasies. More than once Sandra gave me plenty of motivation for a good spank session. To say I had a crush on her would be the understatement of this whole story.
Anyhow, I decided to pay her and the kids a visit and it was around 1 o’clock in the afternoon, when I pulled into her driveway. I caught Sandra in the middle of cleaning house and was rewarded by seeing her wearing a pair of cutoff jean shorts and a white tee shirt, of which I quickly noted the absenteeism of her brassiere. Her nipples were the size of the tip of my little finger and easily visible.
Smiling when she saw me at the door, I go inside to be greeted with a quick hug. She offered me something to drink and I asked where the kids were. By this time, they must have heard my voice and came running from the back bedroom. Saved!
I tried to keep my eyes on the kids because if not, I would have been hypnotized by Sandra. Her silky-smooth legs glistened with a thin layer of sweat. Then there was her loose-fitting tee shirt. For Christ’s sake that shirt made my heart race every time I got a glimpse of her chest and the large mummeries that bounced and bobbled every time she moved.
I drank a cold coke, played with the kids for about 30 minutes, all the while making small talk with Sandra which consisted mostly about how it was not long before I was leaving.
I hugged and kissed the kids goodbye and told Sandra I needed to get going, that mom had a few things around the house that needed to get done before I left.
“The kids aren’t the only ones who’s really going to miss you Eddie.” Sandra added, then stepped over and gave me a long hug. I inhaled deeply, feeling her chest pressed into mine and returned her hug as best I could.
My mind and groin knew what it wanted, but I was terrified she was going to feel my hardon. Stepping back from one another, I asked if she were coming to the party, and when she said absolutely, I told her I would see her, and the kids soon and quickly left before I embarrassed myself.
The morning of the party started early, but by 7:00 o’clock that evening, the front and back yard were packed with people, half of them I didn’t even know. Music was blaring from a couple of speakers somebody had set up and with the beer and food flowing freely, everyone was having a pretty good time.
When Sandra showed up, she went straight into the house to help my mom. I saw her from across the yard, and sure enough she was wearing a pair of tight jeans and yellow tee shirt. I made my way inside and was greeted with a wonderful hug.
“I can’t believe Eddie’s no longer a boy and becoming a man.” Sandra told my mom who quickly brushed her off and changed the subject not wanting to admit that in a few days her “baby” was leaving.
I told Sandra I was glad she could make it and asked where Billy and the kids were at. She told me Billy had to work all weekend and his mom was watching the kids. I leaned in for another hug (because why not?) and told her that I was glad that she came.
I was doing my best to make my rounds chatting people up, and for some reason, every female I talked to had deemed it necessary to give me a long hug and accompanied it with a goodbye kiss. Surprisingly, many of the kisses lasted longer than a friendly peck. And even a few ended up with me getting a tongue stuck down my throat.
Sherri, one of the waitresses from the restaurant I worked at, had wrapped her arms around my neck and was trying to lick my Adam’s apple from the inside when Sandra saw me. My eyes met Sandra’s when Sherri finally let me come up for air and Sandra had the biggest smile on her face. Up until that point I was completely ok with the women taking advantage of me but at that moment, embarrassment overcame me. I quickly made my way over to talk to Sandra. It was my intention to say it wasn’t me, but for some reason the girls saying goodbye involved a kiss.
“You don’t have to explain it to me. But if those are the rules, then I think I should be able to follow those rules too.”
I stood there like a dumbass. I had no clue as to what to say or what to do. So, my obvious reply?
“OK.” And I held my arms out.
Sandra laughed out loud before turning around and walked away. She made her way over for another beer then found an empty chair sitting next to my mom.
Over the next 30 minutes, more than once I would look over at Sandra who would be looking at me. Our eyes would lock, she would smile, and give me a wink causing my mind to race. Is she really going to give me a kiss? Or is she having fun teasing the hell out of me? Either way, the thought of the former possibility caused my dick to swell.
I was pouring myself another beer when I dropped the cup. Dirt had made its way inside, so instead of grabbing another plastic cup, I decided to go in the house for a decent sized glass. Once inside and with glass in hand, I was getting ready to head back outside when I heard the back door open and shut. Rounding the corner was Sandra.
“Think I could get one of those?” Sandra said as she pointed toward my glass.
“Sure, take this one. I’ll grab me another one.” As I stepped toward her to hand her the glass, she immediately sat it down and stepped closer to me. And in the next moment, Sandra was pressing her body into my own while she reached up, put a hand behind my head and pulled me down for a kiss. Her full lips were soft, and my hands came to rest on her hips. The kiss, albeit short, left me breathless and wanting more…much more.
She took a step back, and I tried to pull her in again for another kiss, but she thwarted my advance.
“That will have to do for now.” She spoke.
I caught her eyes look down at my crotch, and my jeans failed in hiding the erection underneath.
Smiling, Sandra said “That’s what I felt the other day at my house. Meet me in the building in 20 min.” It was a statement. Not a question or request.
I didn’t say a word, but only nodded as she turned around and headed back outside.
I forgot about getting another glass, but instead, ran to the bathroom to brush my teeth. Why? Hell, I couldn’t tell you other than I thought I wanted to be ready in case I got to kiss her again. It’s also one of those little moments I didn’t forget. It’s funny how certain memories overpower others, no matter how mundane it might be.
We had this old shed that we called ‘the building’ where we kept our tractor and most of our garden tools, etc. Ten minutes later I was pacing back and forth inside.
The next few minutes seemed like hours, until eventually I heard the side door open and close. Turning around I saw Sandra walking towards me smiling.
“Nobody can ever know about this.”
Again, I didn’t say a word. I only nodded my head in agreement, not knowing what “this” was.
From her perspective, I must have looked like hungry dog waiting for the food bowl to be put down. I remember my throat and mouth was dry as the Sahara Dessert. When she stepped closer to me, I reached out again and my hands resumed their position, resting on her hips. With the height difference she was looking up at me with those hazel eyes and I damn near feinted. I could feel my heart pounding out of my chest, and my stomach was in knots.
I swear to god I began to get dizzy when our lips met for a second time. Soft like before and dare I even say sensual? I probably didn’t even know what in the hell that word meant back then, but her kiss caused me to become warm from head to toe. And when I felt the tip of her tongue slip between my lips, I followed suit by lightly pressing my tongue forward to meet hers. As the kiss became more and more heated, I could feel the warmth radiating from her body as she pressed against my own.
I felt her fingers wrap around my left wrist and move it upwards so I could feel the sides of her torso. Without her guidance, I did the same with my right hand, and in the next moment I was cupping the sides of her beautiful breasts. Gently I moved my hand up and down, marveling at how soft, yet firm they felt under my fingers.
A boy’s fantasies do very little to prepare him for the real thing, and I couldn’t believe I was touching her boobs. We moved just a little and Sandra, who still had a hold of my left wrist, moved my hand to the front of her tit and my fingers closed slightly. Not really knowing what I was doing, I began to massage the large mammary, running my hand in circles to cover as much of it as possible. I could feel the now hard tip in the palm of my hand and ever so slightly, I pinched it with my thumb and forefinger, and it caused Sandra to moan into my mouth.
I broke away from the kiss long enough to apologize. “I’m sorry.”
“No, it felt good.” She replied comforting me in the fact it was ok.
We stood for a while making out and my hands never left her tits. I would occasionally pinch a nipple and cause her to moan I little more. Then I bent down to kiss her neck, she cradled my head with her hand and let a long sigh that sounded sexy as hell.
Finally, Sandra pulled my head, and lips from her to take a step back. I thought it was over and I could not have been happier…Until.
Sandra looked around, before she took another step forward and reached down to pull my tee shirt up and over my head. She tossed it to the side and then just stood there. It finally dawned on me that she was giving me permission to do the same. I stepped forward and hooked my fingers under the hem of her tee shirt and stopped. I guess I was waiting for her to slap my hands away but that never happened, so I lifted the garment up and over her head. Her bra was tight and pushed the lovely globes together and I couldn’t help but stare.
It could have been hormones, or pure lust, but something filled me with courage. I reached around her back, found the clasp holding the undergarment together, and with a couple of attempts, succeed in freeing Sandra’s tits. The light brown color of her skin was heavily contrasted with the tips which were a dark coffee color.
I was damn near ready to hyperventilate at this point. Sandra must have seen my apprehension because she stepped toward me, and with one hand she scooped and lifted her large teat, her other hand gently went behind my head and guided my mouth to where we both wanted it.
I suckled like a newborn babe. My other hand found her naked breast where I felt the sheer weight of it. I rolled the nipple around with my thumb and continued to gently suck and lick the other.
Heaven, I was in pure heaven when I suddenly felt Sandra’s hand had moved from around my head and was now running up and down the crotch of my jeans.
I had no idea it would have gotten this far, nor did I know where it was yet to go, but with every touch of her hand, and taste of her skin, all I knew was I wanted more.
I followed what she was doing and lowered a hand until I felt the heat radiating from the apex of her legs. We were both breathing heavily by this time, and some outside force moved my fingers to the button of her jeans where I successfully undid it. I was about to start pulling the zipper down when Sandra moved my hand away.
I thought for sure this was the end of it and I had pushed too far, however just as quickly, Sandra dropped to her knees, undid my own jeans, and pulled my hardness from its confinement. A moment later I felt her mouth descending my shaft before coming back up and going down again. Sandra’s head moved back and forth about a dozen times before she stood up.
“We have to be quick.” She told me in a whisper. Then she unzipped her jeans and pulled them down around her knees before she turned around and bent over. I didn’t need to be told twice and aimed the head of my cock at her warm entrance. I pushed and watched it disappear inch by inch. Sandra began moaning almost immediately and I was overcome with lust. Taking Sandra by her hips I thrust forward and pulled her back. Another moan of satisfaction from Sandra, so I repeated that process. “Mmmmmmm yessssss.” I heard Sandra say.
There was no technique involved, only the violent thrusting of my hips to match the motion of me pushing and pulling at her hips. “Oh Oh Oh yes yes yes.” I could hear her chanting repeatedly when suddenly I felt her body tighten. A shallow shriek let out by my mom’s friend and it was It was over too soon for my liking.
I wished I could have felt the warmth of her insides longer, which seemed to radiate up through my cock and expand throughout the rest of my body but hearing moan and feeling her tighten around my shaft was all I could stand. With a final push, I dumped my young seed deep into the Sandra’s belly.
When our breathing regulated, we got dressed in silence. I wanted more but knew we had pushed way past all boundaries. I reached out for Sandra where I leaned down and kissed her deeply.
“Now you won’t forget about me, will you?”
“Never in a million years.” I whispered back.
Sandra turned and left the shed and I followed a few minutes later.
I went directly to the keg and poured a beer. I could see Sandra was sitting beside my mom again and she had her own drink in her hand and was smiling. With a slight lift of my cup, I toasted Sandra with a smile and a wink.
A week later I was on a bus, heading to Chicago to begin a career in the military.
Source: reddit.com/r/gonewildstories/comments/maw0lj/mf_when_a_mature_woman_30_makes_my_m18_fantasy
Great Story!
Did you get to fuck her again ?
That was a wonderful and hot story!