Author’s Note: This story and all characters are fictional. All characters are over eighteen years old.
I felt like a pervert, running from room to room, peeking through the curtains. Oh my god, I am a pervert because I spied a group of women who were old enough to be my mother. This Saturday morning my parents were gone and some of the neighbors’ MILFs were in their yards and it was the perfect opportunity to meet them. The funny thing is that I grew up next door to these women and it wasn’t until I was eighteen that I started noticing attractive mature women outside my window.
But I peeked under the curtains with binoculars to get a closer look at them. Normally, I’m barely awake at 7:00 a.m., but when I heard Linda walk out the side door with her dog, I had to be cautious. To my delight, I saw the tall, plump, dark-haired mother of three just outside the back property line, wearing only her pajamas. She wore short, tight gray cotton shorts that showed off her long bare legs and a white t-shirt. As she talks about walking her leashed dog, her jiggling breasts reveal that she is not wearing a bra. Oh, my gosh! I thought she looked sexy with a bra, but she looks just as sexy with a bra. I noticed that her breasts were maybe a little saggy – I wouldn’t even call them saggy. But gosh, she’s so tall and her breasts are so big, I think that’s a given for a mature woman. I could see the almost erect protrusions protruding from her nipples.
I was wondering how Linda would feel if she knew I was on top, holding my hard cock in my hand, peeking at her through the blinds, watching her braless breasts jiggle. She’d probably think I’m a little sick too. I immediately picked up my digital camera and zoomed it in as far as I could. I frolicked around in the hallway for a test shot to make sure the flash was really off, then returned to my room and managed to take a few quick pictures of Linda.
As soon as Linda came back into the house, I fell asleep again. At 10:00 am I woke up to the sound of the lawn mower. I looked outside and on the other side of my house, my mom, Kathy, was pushing her lawn mower. Wearing a skirt! How strange. But how sexy! I have seen Kathy in slacks and shorts, but she prefers skirts most of the time, even when she is walking around her house and yard. So, when she walked into the yard behind the lawn mower, her skirt looked sexy, her shoulder length blonde hair was hanging down, her bare dark legs looked sexy, and when she leaned forward, her top showed just a little cleavage of her medium sized breasts. I can’t tell what type of top she was wearing. It almost looks like a swimsuit. Damn it, Kathy, take off your skirt and put on your bathing suit and walk for me!
I will never forget the night when I was in the backyard and I saw the lights on in Kathy’s bathroom. She was taking a shower, and through the transparent glass I could see the flesh-colored outline of her naked body as she washed her blonde hair and soaped herself up. Damn, I wish that glass was clean! Kathy was the nicest woman there for me and we would sometimes have long conversations when I was in the yard. Actually, she did all the talking because I never knew what to say to these women. But she is a friendly woman.
I took a few pictures of Kathy mowing the lawn and ran to find the binoculars to get a better look at her. The binoculars shook when I stroked my penis, so I had to let go of my penis and hold the binoculars with both hands.
By the time Kathy finished cleaning her yard, I was awake, but still naked. I alternated between looking out the windows on all sides of the house, hoping a woman would appear, and lying in bed, touching myself, imagining Linda or Kathy, or both, seducing and fucking me. I imagined them undressing each other in my mind and playing with every part of their naked bodies while they smiled and pleased me the way I wanted.
It was 11:15 a.m. when Valerie came out of the yard. Her backyard is right next to our backyard, so she stays away. Valerie was another blonde, but she had a little more meat on her bones than Kathy. But she was thick like Linda and pretty like both of them. Her favorite backyard outfit today was some denim shorts that were a little tight on her big ass and just as tight on her mound. The binoculars showed that there was a seam in her pussy crack, at least to me. Her legs were not in good shape, but it wasn’t her legs that I focused on with my binoculars. Her big breasts were covered in a tight white t-shirt that showed every line of the cups of her huge white seamless bra.
Val started pulling weeds out of the flower beds. She started with her back to me and I took a few pictures of her big denim covered ass as she bent over. On several occasions, when she bent over, the bottom of her white panties was visible under her shorts. But the best view was when she bent over in front of me, giving me a view of her considerable cleavage spilling out of her top and her bra.
I remember that night I noticed that the lights were on in Val’s bedroom. Her bedroom was a fair distance from my window. But I could still clearly see her taking off her top and then her slacks, she was wearing only a white bra and panties. It was a distant glance and she went from there to her bathroom, but Val became a favorite masturbation partner for a long time after that. Repeated performances occurred and I saw her in lingerie many times. Only once did she unhook her bra and take it off, but her back was to the window and I caught a glimpse of the edge of her right tit from behind, far from the full tit.
Around half past twelve, Gail shows up in her backyard. Her house is next to Val’s house on my left. Gail looks like she’s been working out a lot. She has dark brown straight hair down to her shoulders, a petite, slim body with small breasts, a big ass for an older woman, and muscular calves and thighs. I think I could crack an egg on my thigh. I’ve seen her running in black spandex shorts before. What a slut!
Today she wore a lime green one-piece swimsuit. I wish it was a bikini, but I’ll take what I can from an older woman. She set up a lounge chair, and I watched her apply sunscreen to her legs, shoulders and face, and took many pictures of her spreading her legs, bending over, arching her back and doing other beautiful poses. What a hot mom!
As she lay on her stomach, I looked at her ass through the binoculars. The swimsuit fabric tightly covered her ass, exposing her two irresistible hemispheres. When she turned over, I could just see her belly sticking out a little. For the most part, her stomach was quite flat for an older girl, and the dress tightly covered her prominent mound. She reluctantly bent over while arranging towels. Her tits were so small that I could see under her loose top, see the unshaven part of her breasts and almost see her nipples. Hey, I bet if I stood next to her, I could see her entire tits and nipples!
I connected the camera to my computer and transferred the cheesecake photos of the four neighbor women to my computer before I stopped masturbating to orgasm. One by one I inserted them into my photo editing software, studied them and then edited them. I often kept one hand on the computer and one hand on my cock under my pajamas, cropping and enlarging them, adjusting brightness and contrast, or doing my best to turn a distant photo into a picture that best displayed a woman’s sexy body. All four women are married and have children. I wondered what their husbands would think if they found out I took these photos of their wives, and what I planned to do with them.
xxxxxxxxxxxxxxxxxxxxxxxxxxx xxxxxxxxxxxxxxxxxxxxxxxxxxxxxx
By the afternoon, while I was poking around and editing photos, I noticed a lot of cars out front, mostly in front of Kathy’s house and in her driveway. There are also a few balloons tied to lampposts. Kathy is hosting an afternoon party. Why? I finally remembered that Kathy’s daughter, Jenny, was getting married. Maybe it was a bridal shower or something. Jenny is several years older than me and doesn’t live in my neighborhood, so I don’t know her very well.
Around 6:00 p.m., as I was finishing taking pictures, I noticed that the party next door seemed to be ending. There were only a few cars left ahead. As soon as I saw the movement outside my window, the phone rang. It was my mom.
“Oh, Kyle, I’m so glad you’re back. I just remembered that Jenny’s wedding is today. I left a wrapped gift on the table. Can you pick it up?”
“Oh, Mom, do you want me to go to the bride’s wedding ceremony?”
“Put the presents down, Kyle.”
“I think it’s too late, Mom. There are almost no cars ahead. Why don’t you take it in hand when you get home tonight?”
“We won’t be home until at least midnight, Kyle. Take your presents over there. Promise?”
“Oh, okay, Mom.”
I have mixed feelings. As a shy kid, I didn’t want to join the bride’s sendoff party. But I wouldn’t mind meeting Kathy if she was left home alone. I would have to give a gift, but not before cleaning up. I quickly showered and dressed, brushed my teeth, rinsed my mouth with a half gallon of mouthwash, and looked as good as possible to meet the mature mom next door. I wore a short-sleeved T-shirt with three buckles on top and a pair of clean white Dockers shorts.
I dropped off the gift next door. The storm door was closed, but the main door was open and I could see into the foyer. I sighed and rang the doorbell. Casey came toward me from the hallway, walked to the door and opened it.
“Oh, hi, Kyle!” the blonde whispered, reminding me of Lauren Bacall. She wore a white scoop-neck top and a white denim skirt that reached mid-thigh. “Come in!”
I lingered outside and mumbled, “My, uh, my mom told me to keep this down.” I held out the wrapped box.
Casey didn’t accept this. She kept opening the door for me. “Come in, most of the girls are gone, we’re the only ones finishing our drinks.”
His breath definitely smelled of alcohol. His eyes were glistening and he had a smile on his face, which told me he had had a lot to drink this afternoon. “It’s okay,” I stuttered, although I really wanted to go inside with him and see who else was there.
“No, come in, there’s plenty to eat and drink.” Finally I walked through the door, my right shoulder touching Kathy’s left nipple as I slid past her. I probably blushed, but she still had a smile on her face. I tucked the package under my left arm and Kathy took my right arm with both hands and led me down the hall to the family room. As I turned the corner, I saw three other women. They are Val, Gail and Linda. I was now in a room with the four older women I had been secretly spying on all day.
“Kyle!” Val yelled, as if I wasn’t just some neighborhood kid but some very old relative or something.
“Oh, hi, Kyle,” Gail said.
“Hi, Kyle,” my other neighbor Linda yelled out. Three women were sitting on couches and chairs, all with glasses of wine in their hands. To my right were bottles of wine on the kitchen counter. My first reaction was relief that none of them were aware that I was watching and photographing them. They seemed genuinely happy to see me, which was better than being annoyed, or even indifferent to my existence.
Kathy led me straight to the family room, still holding my arms with both hands. She also pressed her left breast against my shoulder.
Then Valerie said, “Sit down, Kyle,” and patted the middle seat on the couch.
“Oh no, I’m just giving it as a gift from my mom,” I mumbled.
“Oh, come on, tell us what you’re doing,” Valerie replied. Gail and Linda issued similar friendly orders.
Kathy reluctantly let go of my hand and I sat on the couch, Valerie on my left and Gail on my right. Linda sat in the chair to my left.
“So, what are you doing this summer?” Kathy asked, sitting across from me at the coffee table.
I looked around absentmindedly as the four neighborhood moms asked me about my life. Valerie quickly turned to me and pressed her right thigh against my left thigh. As I spoke, I realized she had a distant bright and amused smile on her face, like she had drunk a little wine too. She was wearing cropped pants, I think they were called overalls, that covered her knees but left her calves exposed. She wore a thin white sweater on her upper body, wrapped tightly around her neck, but sleeveless. It was very tight, accentuating her large breasts, which were held in place by a white bra. She looks quite fat. As I spoke, she pressed her right breast against my left shoulder. It is very distracting.
To my right, Gail’s left knee touched my right knee. She was wearing dark blue leggings, or one of those dresses that lots of girls wear but very few mothers wear. I know it’s usually a very tight garment and I think Gail has the back of it. In fact, it looked good on her firm thighs. She was wearing a white short-sleeved top that hung so low, and the way she leaned forward toward me, it hung so low that from my vantage point next to me, I could see the top of her white bra, like the gap between a shirt and top.
In front of me on the left, Linda looked gorgeous in a long summer dress that was basically black but covered in flowers. Unfortunately, it covered her long legs. But it sloped down in the front, and as she leaned forward toward me, it also showed some cleavage, and she had a lot more cleavage than Gail.
Kathy was sitting on the coffee table, her knees about two feet from mine. Her denim skirt had rolled up two-thirds of the way to her thighs, and my eyes fell on her bare legs. There’s just a little extra flesh on her thighs, but I think they look sexy, as do her calves. Her knees were a few inches apart and I instinctively wondered if I could see panties.
I was talking about boring sports and school stuff, but Val, with her drunken eyes and the smell of alcohol, leaned in, rubbing her thigh against mine like I was the most interesting guy in the world. When I looked over at Kathy, Val put her right hand on my left thigh. Awesome!
Gail’s tits were not large. In fact, they were small, but she jerked them off, causing her stiff bra to pop open and I could almost see her nipples at a glance. I didn’t want anyone else to notice, but I couldn’t resist taking a look at her top and bra. She didn’t have to bend forward too far. There was a gap in her bra that allowed her small tits to fall out of her bra and I could see where her brown lines ended and her pure white flesh began, almost sloping up to her conical breasts, up to the areola.
I was torn between leaning forward to look at Gail’s nipples or leaning back to try and grab a panty miniskirt from Kathy whose knees were already spread even wider. She still had a smirk on her face and smiled at me as she sipped her wine.
The flesh of her nipples was thicker than her panties, and when Gail put the glass on the coffee table and turned to face me, I picked up the glass and stared at the top of it. For my adventurous spirit I was rewarded with a clear view of her right tit. It was the size of an eraser, with a mere brown circle around it. Her entire nipple was barely a mouthful, but my words were restrained because I was seeing a real female nipple for the first time I had ever seen, and on an adult woman, one I had seen and done a secret photo shoot of earlier today.
I realized I was hardcore, but I was afraid to look down and see if it was obvious because I didn’t want to draw attention to it.
Valerie wrapped her right arm around me from the back of the couch, and pressed her big tits hard against me. Now she put her left hand halfway on my thigh and started rubbing her tit back and forth against me. I could feel her tits swaying under her bra, which didn’t have much padding.
Only then did I realize that Linda’s long skirt had a slit; when she crossed her legs, the dress fell off her right leg, exposing most of her thigh and calf. I often imagine a long naked leg wrapped around my head.
Kathy spread her legs wide and put her butt on the table, lifting her left knee higher than her right, resulting in a bigger gap and more exposed thigh flesh. Now, in the clear sunlight, there they were, her panties. Silky and shiny. And lavender. Her hands were at the hem of her skirt and her palms were pulling the hem of the skirt up. She thrust her chest out and it looked like she was posing for me. I could even see the bulge of her pussy because of the tight pull of the silk panties.
Gail put her left hand on my right thigh, so now two women had their hands on my legs. Val’s hand went higher again. Val had the advantage because I could feel my cock hanging over the leg of my boxers. Val’s hand couldn’t get much further than the head of my cock. But I’m sure she won’t touch it.
When I became too distracted to make small talk, Kathy began making small talk about the party and who was at it. Soon the women were gossiping about some of Kathy’s daughter’s friends that I didn’t know.
Then Valerie’s fingers touched the tip of my cock. I almost jumped. Her mouth was inches from my cheek and her nipples were sliding over my upper arms. I hoped no one else noticed. But Kathy was looking down between my legs. Val didn’t back away, but she ran her fingers over my hard cock. Linda didn’t notice at first, but when she did notice, she reacted differently than Kathy did. Linda opened her mouth and I thought maybe she would make me gasp. But she kept her mouth shut and tried to look away, sometimes even looking down.
Casey, who hadn’t taken much action, suddenly yelled, “Oh! Food! I’m sorry, Kyle, I didn’t give you anything to eat or drink!”
“Oh, I’m fine,” I mumbled. I don’t want to leave where I am.
“Oh, but we have leftovers and you have to eat something. We have all these sandwiches and soda.”
I realized I hadn’t eaten all day and was staring at the photos I had taken of the four women around me, in front of the window and on my computer screen.
“Yeah, Kyle,” Linda said, go get something to eat. Shelly, with just one island. You’ll be very happy in a month.
There was a lot of food on the kitchen counter and drunk Kathy handed me a plate and told me to get a sandwich and some salad. I put some food on my plate and Kathy led me to a stool on the island in the kitchen. “Oh, what do you want to drink?”
“Coke?” I asked.
Kathy laughed and said, “Let’s see if there’s anything left. We had punch, but it’s gone. And we’ve suffered a lot.” There were several open bottles of alcohol on the kitchen counter. “If there’s any Coke left, it’s been put in the refrigerator.”
