Fucking my MILF neighbor. [MF]

Sorry for such a long post. Its my favorite memory so I wanted make sure I didn’t miss anything.

Skip to *** if you wanna get right into it

I (20 M) just finished my sophomore year of college and was home for summer. I lived in a town house with my parents and next door was a rental so it had new tenants every 2 years or so. The summer before my freshman year a single mom, Jenny (42), and her son moved in next to us. She wasn’t the kind of woman that you see on the street and think to take a second look at, but the more you time you spend around her the more attractive she becomes. She looked just like any other suburban house wife about 5’5, tan, long black hair, a little on the skinny side and C cup breasts that seemed larger because of her smaller build.

After moving in she became friends with my parents and others in the neighborhood so I would see her often not just in passing but at get togethers at neighbors houses and things of that nature. I was never really attracted to her until I came home after my freshman year of college and I started drinking and staying later at these neighborhood get togethers. She had a bit of a wild side, always the life of the party when her son was at his dads house.

She worked as a flight attendant for a private airline so her work schedule was different all the time and I sadly didn’t get a chance to say goodbye before I went back to school. I was a little worried when returning for the summer that someone new would be moved in next door as I knew she didn’t plan on staying in that house for more than a couple of years. Luckily she was still there, I had never tried or even planned on trying to make a move on her it was just a nice fantasy I liked to play out in my head. What 20 year old hasn’t thought about hooking up with the attractive older neighbor.

One weekend that summer my parents were going away for a few days with friends leaving me alone. I worked most of the summer at a restaurant/bar so most nights I wouldn’t be getting home till late. I thought about inviting some friends over for a get together but ultimately decided against it as I am normally too tired after work to do anything. My parents left for the weekend in the afternoon on a Friday and a few hours later I headed off for work. I got home around midnight and noticed Jenny’s’ car wasn’t in the driveway and hadn’t been all day and thought to myself that she might be working and wondered what cool place she is flying to.

After showering and changing I was sitting on the couch drinking a beer watching something random on TV and noticed headlights turn in next door. It took a few minutes before I heard anyone at the door and it sounded like a lot was going on so I peaked outside and noticed Jenny trying to unlock her door while balancing a few bags. I went out to help and grabbed a few of her bags and helped her carry them inside. When inside I asked her about her trip and where she went she says how rude the passengers on the trip were and that all she wants is a drink. I mentioned I was doing the exact same thing after a long a night of work and that if she needs a drinking buddy I’ll be right next door. She says that sounds great and goes and grabs a bottle of wine and two glasses. We sat and drank the wine for about an hour just talking, me about college and her about all the cool places she’s flown too and the celebrities, nice and rude, that she has been a flight attendant for.

After the bottle is gone she is ready for bed and thanks me for helping her with the bags and talking to her, she mentions having a kid and her work schedule she rarely has time just genuinely talking to someone. I go home and was pissed thinking I might have just had my only opportunity to fuck the MILF next door. I masturbated that night to the thought of our interaction heading a different direction.

The next day is more of the same I head to work but before leaving at around 11pm I ask the bartender if I can buy 2 bottles of wine from the bar. Our work was pretty chill with that kind of thing as long as we weren’t doing anything stupid. I had thought of a plan all day of how I was gonna get another shot at Jenny. I get home shower and change into some gray sweatpants (I think you know why) I down a beer to calm the nerves and head to her door. The lights were on when I got home and thankfully still were when I went to knock.

***

She answered wearing some tight leggings and white tank top with clearly no bra underneath. We exchanged hellos and I said I got her some wine since we drank all of hers the night before. She laughed said thanks and invited me in for a drink. We picked up our conversation from the night before and before we know it the first bottle is gone. She says she’s gonna go use the bathroom and I said I’ll open the next bottle of wine if you’d like. She said that sounds perfect. I pour the glasses probably a bit heavy than the few before and when she sees she jokes “What are you trying to get me drunk or something.” I laugh and say “Oh definitely I’ve seen you at the neighborhood parties you’re the life of the party when drunk.”

I excuse myself to the bathroom to pee and give myself a little pep talk about how this is my chance. I thought I was quiet but apparently not because when I come back out she asked who I was talking to in there. “I was just telling myself its now or never don’t mess this up.” She had a smirk on her face and took a sip of wine then asked “Don’t mess what up?” She was biting her lip as I leaned in to kiss her.

It was slow at first just a few pecks between the two of us then she pulled me in by my shirt. Tongues in each others mouths hands going all over each others bodies it seemed like she was waiting for this just as much as I was. I’m on top of her and start working my way down to her neck and eventually pull up her shirt to revel her breasts and start giving them the attention they deserve, licking one playing with the other, going back and forth giving them equal amounts of love. Her moans continued to grow louder as one of my hands found its way into her pants and started to massage her clit. I moved all the way down and took off her pants I started to lick her clit while playing with her tits. She continued to moan and let out the occasional “fuck or “oh god”. I put two fingers inside of her soaking pussy and start to rub her g spot, between that and her clit her body movements and curse words were going crazy I knew she was about to cum. I felt her pussy walls tighten around my fingers and she let out a loud “holy shit!” After she stopped shaking she said its been so long since anyone but herself has made her cum. I give her a kiss so she can taste herself.

“Now it’s your turn” she said pushing me off of her and off of the couch. She pulled my pants down and my rock hard cock flings up and nearly smacks her in the face, she grabs it and instantly gets to work. Licking the tip then down the bottom to my balls, she takes my balls in her mouth while stroking my shaft. She licks back up to my head and takes the whole the thing in her mouth, no warmup just right to the back of her throat. She’s hitting all the right buttons, one hand playing with my balls one had stroking my cock while she sucks and she is damn good making sure her tongue is paying attention to the head. I was rock hard the second we started kissing so I knew I wasn’t gonna last long and I think she knew it too. She found her rhythm and wasn’t stopping. I put both hands on her head told her I was about to cum then she put both her hands on my ass and pulled me all the way into her and I blew my load right into the back of her throat. I don’t know how she kept it all in because it was a solid three-four ropes but she took it like a champ swallowed, smiled, and started stroking my cock while she came up for a kiss.

We both sat down on the couch out of breathe and took a sip of wine. She sat facing me with legs spread, one hand holding the glass of wine the other rubbing her clit. “Please don’t tell me that’s all you have.” she said almost sad but yet provocative at the same time. “Not at all.” I said finishing my glass of wine. My dick was still about half hard after shooting that load into her mouth so I dove in to get another taste of her pussy juices while it gave it time to recharge. It didn’t take long after tasting her again to be rock hard again.

I pushed her legs back and lined myself up. I like the go slow on the first few strokes but she was so wet and ready there was no need. My first stroke I’m in balls deep and she lets out a scream, she has one hand on her slit and one massaging her tits. I’m giving her deep and fast strokes and she is loving every second of it. After a few minutes of the this I feel her start to shake and her pussy starts to tighten so I push all the way balls deep into her and feel her squeeze my cock while letting out her loudest yell of the night. When her pussy loosens its grip on my cock I slide it out and tell her I want her to taste herself and then get on her stomach. She tastes herself and lets out a seductive moan.

Prone boning is one of my favorite positions and I couldn’t wait to get her into it. I get behind her pull her ass up a little bit and with her help I get cock inserted into her. With this position I an getting even deeper into her than before and I can hear it in her voice as her “fucks” and “oh my gods” sound even more lustful and slightly painful. I’m putting almost my entire weight into each stroke, I need and want her to have all of me. I put one had under her chin so that my pinky and thumb are around her throat and my index and middle finger are in her mouth. I keep pounding away and she’s sucking my my fingers I feel myself getting close. I lean into to her and tell to keep sucking my fingers if she wants me to fill her up. She continues to suck, I’m nearly at the edge I give a few more deep strokes pushing as far in as I can possibly go and unleash rope after rope of cum inside of her sweet warm pussy and collapse on her. We lay there for what felt like hours before either of us could move.

Source: reddit.com/r/gonewildstories/comments/qbqfl1/fucking_my_milf_neighbor_mf