[MF] One time my neighbor was looking out or me

Been lurking for a long time. This is one story I’ve been wanting to tell.

Years ago, I lived with my uncle while going to college. We lived on a street with a great neighbor, Michelle. She’s not who this story is about, but she definitely defined MILF in my young mind.

After losing my virginity at the end of high school, sex was very infrequent. I had to work and pay my way through school. It made it hard to find spare time and make new female friends. And, as you will read, I may have missed several opportunities because of over thinking things.

Michelle was an awesome neighbor. Her porch was the social center of much of the street. After living there a few years, we had come to know each other well. She knew how busy I was and of my struggles with the ladies.

On weekends, my uncle would usually stay at his girlfriend’s house. I would usually go out to the clubs on Friday or Saturday night with no worries about getting in late.

Saturday was usually a yard work and pool cleaning day. After doing all that I would go across the street to have a beer and have a quick chat with Michelle. She was washing her husband’s truck in the driveway. She mentioned her friend, Karen, was staying over. Karen was in her mid-to-late 30’s and had two kids. She was in the process of getting divorced. Her kids were similar age to Michelle’s kids and were visiting too. She also told me she and Karen were thinking about going out to a night club. I knew the club she wanted to go to. I drove past it on the way to my usual night club hotspots. That was Michelle’s go-to for night club fun with her friends. I had been there before and knew I wasn’t much for dancing to the music they played. They would play popular music from the disco era thru modern times as well as country-western music. I was more of a house-trance music fan. The rest of the conversation and afternoon was not memorable.

That evening I went to one of my usual night clubs. It was a typical night there. Again, not memorable. I never had more than 2 beers when I went out, and I usually left the clubs about 1:20-1:30 to get ahead of the drunk people on the roads. Where I lived, the bars and clubs shut down around 2am.

This particular night, I had been home long enough to take off my shoes and shirt which would always reek of smoke. It was a little after 2am when I was surprised to receive a phone call.

“Hello?”

“Hey, Jay. I saw your lights on,” came Michelle’s voice. I had a cordless phone, so I walked to a front window, peaked through the blinds across the street to her house. Her porch lights were on and car was in the driveway.

“Is everything ok?” I asked.

“Everything’s fine. Karen’s a bit drunk and wound up from the club. She wants to go swimming. Can she come over?”

“Sure. That’s fine.”

“She didn’t pack a swimsuit and mine won’t fit her. Is it ok if she skinny dips?”

“I guess so,” I said. I hadn’t had anybody skinny dip in the pool before. The whole neighborhood had tall, wooden privacy fences. It wouldn’t be an issue.

“Alright, I’ll send her on over.”

“Are you coming too?” I asked.

“No. No. I’m too tired,” she replied.

“OK,” I said. I did not know her friend, so I wasn’t sure what to say.

After she hung up, I put on a clean shirt. Peaking again through the blinds, I saw Karen walk across the street. She knocked on the door. I answered it.

“Hi. I’m Karen. Michelle sent me over. She said you have a pool.”

“Yes. It’s right out back.” I invited her in and closed the door. Karen was a middle aged woman with brown hair that was short, similar to a man’s haircut. She was average height, but maybe slightly taller than average. She had tan skin. She was of average build. She wasn’t skinny and she wasn’t fat. Her hips were quite womanly – she was, after all, a woman and a mother. She was wearing jeans and a cream colored shirt that had mesh and a criss-cross tie in the back. Her clothes smelled of cigarette smoke and her breath smelled slightly of alcohol.

“I don’t have a swimsuit. Is it OK if I go au naturale?”

“Sure. Sure. Can I get you something to drink?” I offered.

“Do you have some water?” She asked in reply. I walked to the kitchen and prepared a glass of tap water. When I returned, she had placed her shoes next to the back door which lead out to the pool. Her pants were off and folded next to her shoes. She was wearing maroon lacy thong panties. She had nice tan lines around her panties revealing soft, pale skin underneath.

“Can you help untie me?” She asked, turning her back to me. I assisted untying and she proceeded to remove her shirt and place it with the pants. I started to feel nervous. I was around 22 years old, and I had been sexual with only three girls. I had never seen a naked woman without it being sexual. She only asked to swim, and she didn’t have a suit. This was the only compromise. Right? This was not sexual. We, literally, just met. I decided this was, in deed, not sexual, and that she was just drunk and needed to wind down. I also had a hard rule that I would not proposition or go home with a drunk girl. I was always concerned about sex being properly consensual. I had seen enough posters to know that drunk or high girls and consent is a dangerous mix. Her being naked and my being horny, in the same place, at the same time was not consent.

I turned on the backyard lights and pool lights. She took off her bra and turned to face me. This was getting real. I was getting hard. Her breasts were a nice, full D cup. They were the biggest I had seen in real life up to this point. They were not perky, but they had nice tan lines. They were quite pale, which accentuated how tan she was. Her areolas were middle sized and her nipples were like pencil erasers. They were soft. She kept her panties on. Standing before me, I realized I had been limiting my search for girls too much. This older woman was quite attractive.

“Are you going to join me? I don’t want to be out there all alone,” she said.

I was really liking the idea of seeing more of her, and my dick was starting to respond in kind. She being drunk and wanting to swim did not invite me to point my erection at her all night. This was Michelle’s friend. Michelle was my good friend. I don’t want her to complain to Michelle about being sent over to Young-and-horny’s house. Skinny dipping was not on my plate.

“Let me just get my swimsuit on,” I said. After all, I was at my home. I didn’t need to skinny dip.

I went to my room, quickly changed, and returned to find Karen had gone outside. I grabbed 2 towels from the bathroom and a beer from the fridge. I joined her outside. It was a warm, late-summer night. I arranged two patio chairs closer to the pool facing the water. I sat down in one, placed the towels in the other, and cracked open my beer. I was not up for swimming – the pool wasn’t that big, and I got to swim all the time.

She jumped in the deep end. In the pool light, I could see her curvy, womanly form. I had to adjust my shorts a bit to give some relief to my straining member. I was able to enjoy my beer and my view. The can also provided a way to hide the tent I was pitching in my shorts. She swam around the pool from deep end to shallow end a few times. After a while of small talk, I eventually moved to sitting on the edge of the pool with my feet hanging in. We hung outside for nearly an hour. By this time, the confusing sexual part of my mind had relaxed. My cock had relaxed. I was enjoying a conversation with a naked woman in my pool.

She got out of the pool and grabbed a towel. I followed her. She dried off and wrapped the towel around her waist as she sat down. I sat next to her. We had more conversation for a while.

“Can you put on some music?” she asked.

“We have some speakers out here, but it’s too late and they can be loud. I have a stereo inside,” I replied.

So, we went inside. I turned off the outside lights and she set her towel on the couch, sat on it, and wrapped the sides around her waist and upper legs. I turned on the radio. We tried some different radio stations to no satisfaction. I asked her what she liked to listen to. I don’t recall what she liked, but in response, I grabbed a crate of CDs from my room. She and I went through the CDs talking about music and playing different songs.

She still wore the towel, but at some point had removed her panties. I noticed them setting next to the couch, just out of view. I dismissed this to her not wanting to wear wet clothes in the air conditioned house. Her nipples had been hard since coming out of the water. She must be chilly.

“Can I get you a shirt?” I suggested.I stood up to walk back through the hallway to the bedrooms, when she opened her towel, displaying her full self to me. Because of her seated position, I could only just see the cleft of her pussy and that she was shaved smooth.

“Jay…” she paused, “You know there’s a naked woman here with you.”

“I… I… I can see that.” I stammered. Things had taken a sudden turn.

“What are you going to do about it? Don’t you know what to do?” she teased.

“I know what to do. I’m just not sure where to start,” I answered as I stepped toward her. My cock was immediately ready for duty. She noticed and gave it a gentle rub through my shorts.

“Start by kissing me” she replied as she pulled my arm to join her seated on the couch.

———– it begins ———–

I sat down quickly, and we instantly wrapped our arms around each other, passionately kissing. I explored her smooth back with my hands and she searched the muscles of my chest and arms with hers. We kissed heavily for several minutes alternating between sitting up, her laying on me, me laying on her. I took many opportunities to caress her supple breasts and knead her soft ass. I sucked on her nipples and she licked and nibbled on mine.

I reached my hand between her thighs to gently explore her pussy and she leaned her back against the couch cushions. She spread her legs giving me full access. I rubbed her outer lips with my finger tips before probing further into her folds. She was completely smooth. I played with her inner lips and found the wet entrance of her pussy. I gently probed it, collecting moisture, and used my finger to rub her slit and clit.

She was taking the time to catch her breath from our make out session and enjoy my fingers. She stopped touching me and just leaned back. I knealed before her, my knees on the floor and leaned my head toward her crotch. I continued to probe her slit with my finger tips. I spread her folds open and made a light, sensual lick of my tongue on her clit. Then I blew a breeze of cold air across it.

“Oh yes,” she said in reply.

I used both of my hands to spread her snatch, revealing her pink pussy in its beautiful glory. I lapped and probed her pussy with my tongue. I would lick her little nub and push it around vigorously with my tongue. I took my time to relish that button and give it proper affection. I would break occasionally to stick my tongue in and out of her pussy and fuck its entrance. After several minutes of enjoying her moans and responses, she grabbed me on my shoulders. I was rubbing her clit hard with my tongue.

“I can’t stand it anymore,” she motioned for me to stand up. I did. She grabbed my waistband and tried to pull my swim shorts down. They were tied with a drawstring and wouldn’t come off. The instant I had the drawstring just loose, she pulled them down to the floor. My 7-inch cock popped out and hit her in the nose. She chuckled.

She cupped my balls with her hands and played with my sack. I expected this to tickle, but, instead, it felt really good. I had never had that done before. She motioned for me to straddle my legs slightly and she stroked my sack and rubbed back and forth toward my ass. Again, never done before – awesome. She wet her lips and put my cock in her mouth for a few seconds. She bobbed back and forth about 2 times, then lay back on the couch with her legs wide open.

“Fuck me, Jay,” she invited.

“Let me get a condom real quick,” I cautioned.

“Oh. Yes. Go,” she replied.

I half-jogged back to my bedroom with my boner bouncing up and down. I reached into my dresser drawer and grabbed the box of condoms. I turned around and found Karen standing there. She grabbed the box from my hands and began to remove a condom. She was standing quite close and gently forced me back toward my bed. I bumped the bed about knee level and sort of fell to a sitting position. She opened the condom from its wrapper and dropped the box. She put the condom on my throbbing member then gently pushed my chest so that I was lying down on the bed. I scooted back with my elbows so my whole body lay on the bed. She crawled over me, straddling me. She positioned her hips around mine, lined my cock up with her pussy, and sat down on me quite forcefully. She was well-lubricated.

“Oh my God,” she said in a low voice. She reached her hands on my shoulders and slid back and forth on my rod. I grabbed each full, swinging breast in my hands and massaged them. I placed my thumbs on her nipples and circled them much to her delight. She moaned in pleasure. When she would slide down on my cock, I would raise my hips to meet hers. After a minute of this she put a hand on my stomach and pushed down with the slightest of force.

“Stop moving,” she directed. Then she resumed her slow back and forth on my hard manhood. She had her eyes closed and I was enjoying a faceful of swinging tits. Then she changed her hip position slightly and I could feel my cock catching against something inside of her with each downward push. She took my hands off her breasts, pushed them to my sides and placed her hands on my shoulders.

“I’m going to ride you like you’ve never been ridden before,” she declared. And she was not wrong. That woman held me in position and increased her pace. She pushed into me with ever-increasing force. Our bodies were slapping together. She began grunting. After a few minutes of her cock riding, she collapsed against my chest.

“Oh yessss,” she squealed in a high-pitched tone. She lay there for a few moments, my cock still inside her. She was breathing hard. She pushed herself back up and began riding me again. She remained in complete control, riding my piston in a very specific manner. I realized I could still reach her breasts with her hands on my shoulders, and I grabbed them. I raised my head and licked and sucked on her nipples. She fucked my cock, and I enjoyed two amazing, womanly, boobs. I could feel the all-familiar tingle welling in my balls. I was getting close. A few moments later, she sat completely up, her body perpendicular to mine, made 3 or 4 riding hops on me and collapsed against my chest. She repeated her soft, high-pitched squeal with no discernible words. She lay catching her breath for a moment.

I pulled my arms from between us, reached around her and stroked her back. I moved my hands to her voluptuous buttocks and gently massaged them. Then, I slowly resumed fucking her under my power this time.

“Yessss,” she approved. I started slowly, pulling my cock out to the point where it might slip out, then slowly slid back into her, pushing in with as much pressure as I could render. I did this for a little while, quickening my pace. She began to grunt with each thrust as my tempo increased.

“Fuck me. Pound my pussy. Get it,” she would repeat as I pumped her pussy with my cock. After a minute, she let out a loud “Ahhhhhhhhh!”

I was so ready at this point. A couple of strokes later I pushed all the way into her pussy and shot my load, pulse after pulse.

“Oh God,” I grunted. Waves of endorphins washed over me. My legs got numb and tingly. I slowly rubbed her back. We lay quietly, sweaty. She was breathing heavily on top of me and my cock was starting to shrink. I reached down to pull my cock and cum-filled condom out of her. I placed the used rubber on the night stand.

A minute later, I realized Karen was asleep on top of me. I was ok with this. I continued to lightly touch her body. Exploring her smoothness. The music was still playing in the main room, but the CD was on the last track. Then it became quiet.

I looked at the clock, it was nearly 5am. After laying like this for a while, a layer of sweat had built between us and I was getting uncomfortably hot. My forehead was pouring sweat. I managed to gently roll her off of me. I pulled the sheet over her and got out of bed.

I threw away the condom and set the box on my nightstand. I used an old shirt to mop up the sweat. I grabbed a drink of water, turned off all the lights, and came back to bed. Karen lay flat on her back snoring softly. After a short while, I dozed off.

I was startled awake by Karen who woke up suddenly. We were both naked in the bed and she probably was just realizing where she was. The early morning light was shining through the windows.

“What time is it?” she asked.

“Almost 6,” I answered. She seemed relieved. She rolled on her side to face me.

“Thank you, lover. I really needed that,” she said.

“I enjoyed it, too,” I replied.

I reached a hand up to play with her nipple.

“That’s not nice,” she said and wagged her finger at me. She reached under the covers toward my dick. I rolled her nipple between my thumb and forefinger. She touched the tip of my erect manhood.

“Oh the joys of boys and their morning wood!” she proclaimed.

Source: reddit.com/r/gonewildstories/comments/6ypvyv/mf_one_time_my_neighbor_was_looking_out_or_me