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Bottomless Happy Hour (Older Neighbor Part II)

Posted by: Age: 23 at the time Posted on: 6 comments
16 likes 3387 views Category: Masturbation Male-Female Tags: older woman, mutual masturbation, younger guy, redhead, cum
My older neighbor and I started a routine where we met on Wednesday nights and shared a few drinks while sitting bottomless. It's a follow up story to "older neighbor" posted on 19 Sep 2015, although you do not need to read the 1st story to enjoy this one.

My neighbor and I would often get together for happy hour, and following an evening where we ended up masturbating together, we started to make both happy hour and masturbating together part of a regular routine. My neighbor was 42 years old, slender and tall (about 6'3 - 170 lbs), Irish with long curly reddish-brown hair, B-cup breasts, a beautiful face, and a very shapely ass. Most of the time she had a full bush of hair, which she seemed proud of because is it was a bright reddish orange (much brighter than the hair on her head). She instructed a workout class a couple nights a week and was in great shape. She was beautiful enough to command the attention of almost any guy, but was very reluctant to enter into any relationship having recently ended a 16 year marriage to a successful lawyer turned gambling addict. I was 23 at the time and having just returned from active duty, I was in pretty good shape. I was slender and athletic, I had nice arms and chest but was not overly muscular. Being much shorter than her (5'10" - 165 lbs), almost half her age, and without a high society job, I was probably not her ideal mate. Although she was sexually attracted to me, and we enjoyed each other's company, she wanted to keep our relationship very casual and thought it was better if we did not have actual sex. I desperately wanted to have sex with her, but I wasn't going to push the issue as I considered myself to be insanely lucky to have such a gorgeous neighbor who wanted to masturbate with me. Soon after we started masturbating together I learned that she loved to be teased and enjoyed foreplay almost as much as having sex. She confessed that while masturbating she liked to tease herself and would experience extremely intense orgasms from prolonged periods of arousal. She craved this intensity and could have an additional 2 or 3 orgasms in a row if she was sufficiently aroused for a long enough period of time. As for me, I was like most 23 year old men where up to that point I was never patient enough to understand the sexual capabilities of my own body or how to manipulate the intensity of orgasmic release. She introduced me to new levels of ecstasy as I discovered my body's reaction to extreme sexual stimulation. In addition to experiencing new levels of orgasmic intensity, I also discovered that if I was aroused enough I could also cum twice in a row with fare ease. While satisfying our desire for foreplay and getting together for drinks, we came up with what we called "bottomless happy hour". Although sometimes the drinks would indeed be unlimited, our "bottomless happy hour" consisted of meeting on Wednesday nights at each others apartment's to share drinks and chat while being naked from the waist down. We both found something very erotic about sitting and talking otherwise normally while being able to see each others genitalia, and this turned into a fun game of foreplay for our masturbation sessions. After having a few drinks we would shed the rest of our clothing, push our chairs facing together (to be as close to each other as possible) and then masturbate until we milked every last orgasm that we could bare out of our trembling bodies. The whole idea of our happy hour was to get aroused as much possible and force ourselves to build up the intensity of our orgasms. We even made rules as to ensure a certain level of intensity, and had a minimum "talk time" of an hour and a half where we would talk, tease, and play, without allowing ourselves an orgasm (it was originally 2 hours but twice I ejaculated without touching myself in the last 10 minuets... so we reduced it a little - ha ha). Sometimes we would get lost in conversation and go over the allotted time, but usually we were both watching the clock closely and striped down completely within seconds of reaching it. Although we stroked ourselves while talking, we had to wait until after the allotted time to orgasm or touch each other. Sometimes we would just stare at each other while edging ourselves, and at other times we would talk while casually masturbating, but we mixed up our routine regularly to keep it interesting and fun. Since we wanted to build up the anticipation, generally we only used toys and lubrication as a reward for us after our minimum time was over, however she sometimes would insert a dildo inside herself and just leave it idly inside her while we continued talking. Keeping it as casual as possible, we would often leave shoes and socks on with only our genitalia region and legs exposed (I loved to watch her walk around bottomless in high heels). While remaining partially clothed was somewhat due to temperature comfort, it created an almost voyeur feeling of being exposed, and also allowed for us to casually rub ourselves anytime during our conversations. We were both very talkative people and while we devoted a fair amount of time to talking about sex and masturbation, we also would discuss a large variety of topics like politics, sports, and how our week was going. While I would never go completely soft while being in view of a vagina, she loved to watch how my penis would react when changing topics (seeing my penis go from resting on the couch when talking about politics to hard and pulsating when discussing masturbation). We both loved talking about masturbation, and would routinely discuss our sessions from the past week like we were talking about our work week. We would share the details of how many times that week, where we did it, the use of lubrication or toys, and what we were thinking about or what type of porn we watched. Surprisingly she had a stronger sex drive than me, and about once a week she would masturbate during her lunch hour at work. She would describe in detail about sneaking off to rub her craving pussy either in a bathroom stall, basement conference room, or in her car at a nearby park. Hearing her talk about her weekly masturbation sessions often inspired my imagination and got me masturbating in different places and ways, which would then give me a good story to share with her. We would usually lay towels down on the living room furniture, mostly talking there, but we would often talk in the kitchen when one of us was making drinks. Sometimes while we were talking she would clean up in the kitchen or wash dishes and I would sit on a barstool slowly stroking myself to her magnificent ass. We would sometimes watch porn or talk while porn was playing on the TV in the background (which made waiting to release almost unbearable). We also liked to tease, and played little games to frustrate the other. She would often take to watering her plants around the living room while reaching over me and bending over directly in front of me. She would put one leg up over the arm of the chair so I had no option but to stare at her spread and leaking pussy, and while talking she would randomly dip a finger into her pussy and taste it as if it were the most casual and normal thing in the world. To mess with her, I would pretend that I didn't know my penis was dripping pre-cum and would be casually talking to her while a string of cum was dangling from my cock. Once the allotted time was over we got naked and pushed our chairs together. We would usually sit up an face each other with her legs over mine so we could touch and kiss. We liked to rub and feel each others body's, but when it actually came to masturbating it was just easier to do it to ourselves. Generally she would start by playing with my pre-cum and then help me to apply lubrication to my penis. However, she never needed any lubrication for herself as she produced more cum than I have ever seen from a woman and would absolutely gush a thick and creamy substance. Her cum was so thick and plentiful that her crotch would look like she was shampooing her pubic hair when she was done, and she had so much cum that if she had placed a dildo inside herself while we were talking, I would sometimes wipe it off with my hand and use her cum as lubrication for myself. She was also someone who like to try different things and different styles of masturbation. Sometimes she laid back with her eyes closed and would really attacked herself, other times she wanted me to stroke my cock right in front of her face. She loved the feeling of holding a hard cock in her hand when she came, so I would often wait to masturbate until after her first orgasm so she could hold my cock with one hand and masturbate with the other. Seeing her shaking and trembling as the vibrations ran through her body while she tightly squeezed my cock was one of the most powerful and amazing things I have ever experienced. As a younger guy, most of the time when I would cum it would already be pretty forceful and plentiful, however after being aroused for an hour and a half, it transformed into an explosion. My cum is more watery and less thick when I get extremely aroused and shoots further and with much more force. I would shoot cum with so much force that you could literally hear it splattering against her skin. She was amazed at how much and far I would shoot, and compared it to a hose as she teased it was like taking a shower. While masturbating she would talk dirty saying "give me that shower baby, wash my dirty pussy with your cum shower". She got such a thrill from my orgasms and love to watch intensely as the cum was leaving my penis. Every time she would stare and smiled with a look on her face like it was the first time she had ever seen cum leave a penis. She loved the feeling of being sprayed by hot cum while she was masturbating and would usually have me cum on her just before she would orgasm. Often she would direct me as to where she wanted me to cum, other times she would just let me cum anywhere I wanted. Generally it didn't matter where I was aiming though, as she would usually end up with at least some cum on every part of her body. My second orgasm was always a lot more tempered than the first, and I would only spray a couple of thicker ropes, usually coating her hand that was finishing up on her pussy. Permanently ingrained in my head is the image of her finishing herself off as I laid back in a complete state of relaxation, still tingling after I had just cum twice with the first being the most intense and explosive orgasm I have ever had. Watching her as she frantically rubbed her pussy to reach her 3rd orgasm, with my cum all over her body - in her hair above her ear - on her left cheekbone and eyebrow - her left breast was completely covered with cum while cum was dripping off her nipple - the right breast had two large drops to the right and just below her nipple -there was a stream of my cum running down from her chin and neck, past her chest, down her stomach, and into her vagina. Then looking down and seeing her hand was covered in my watery cum from my first climax and there was a thick glob on the back of her hand from my second as it was stringing from her thumb, index, and middle fingers. Her bush was completely drenched in cum with little orange hairs sticking through the creamy paste that covered her pussy. My clear and watery cum was mixing with her thick and creamy cum as she rubbed her clit furiously with four fingers. Her pussy made a rapid squishing sound while our cum mixed and bubbled inside of her beautiful reddish orange bush.

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