Right after college I lived in the city in a downtown apartment. Tall building, huge windows, . At that point in my life I was ultra career focused and single. I was in a new city, so when I started living there I didn’t have a lot of friends to go out with at the time.
I was at the top of the building – the tenth floor. My apartment’s windows were only on one side facing an alleyway and an adjoining apartment. I first noticed my neighbor across the way because she rarely closed her blinds. Her windows spanned across much of her apartment: her living room, her bedroom, and an opaque glass window that only let shadows through that I can only assume was her bathroom. My apartment took up about half of the building width wise and she was on the top floor of her building (I think it must have been about 7 or 8 stories high). Given the staggered blueprint of our two apartments, I was probably the only one who had a clear view into her windows when I looked down.
I worked from home a few times a week, with my computer desk against the window. Seeing the daily on-going’s of her life became a regular part of my life. She was older, in her 40’s most likely, a brunette with a fantastic body that looked great in the yoga pants she wore after the gym. Well proportioned boobs and a huge ass. I gathered that she was single and given how much she was home during the day must have had some kind of a night job – she had all the signs of someone working in the service industry (having dated a waitress before you notice when someone has tons of change lying around all the time and branded pens everywhere)
The first time I saw her masturbating I was working from home on a Wednesday (normally I worked from home on a Tuesday or Monday). One second she was doing her makeup getting ready for the day and the next second her pants were at her ankle and her hand clearly buried in her crotch. I was mesmerized – within minutes my pants were at my ankles too and I was furiously masturbating to my hot milf neighbor. She finished, I finished, and I thought how lucky I was to be at the right place and time to catch the show. Little did I know, this would soon become a regular occurrence. The first couple times, she didn’t seem to notice me staring at her, but after the third or fourth time we finally made eye contact. She noticed my gaze, looked at me, then immediately looked away for fifteen seconds… then her eyes returned to mine. The adrenaline rush of knowing she saw me made me cum instantly. I immediately awkwardly fumbled for a towel to cover up with as my post orgasm sensibilities returned. This, in turn, seemed to push her over the edge as I saw her bucking her hips in waves against her hand.
When you can only see a person orgasm without hearing or feeling it you tend to notice things about them that you might not otherwise. I have this perfect mental image of her slouched down in her chair, completely buck naked. I can see the defined edge of her calves, splayed legs revealing an amazing looking and inviting pussy. Even the way her wrinkles gathered at the side area of her boobs. The way her orgasms ripped through her like a shockwave, and how she flexed her toes when she came (that was her obvious tell when she was about to come)
One thing I always think about when I think back on this is how oddly intimate some aspects of our interactions were. She always waited for me to finish before and always played with herself until she saw me cum, despite often obviously orgasming sooner. There was something affectionate about that I came to appreciate and tried to reciprocate.
Our occurrences continued and lasted the better part of a year until I finally moved out. Never got her name. Outside of our little peepshow encounters I only saw her occasionally on the street. We never stopped to talk even though I know she recognized me. What’s strange is even with the small amount of interaction that it was, it seemed to satisfy me for where I was at that point in life. Sometimes all you need is to be able to express your sexuality with a person you’re attracted to.
Source: reddit.com/r/gonewildstories/comments/6jbz7q/my_strange_sex_life_with_a_stranger_mf
Great story. Reminds me of when I watched a couple fucking in any apartment across from where I was working.