All characters in sexual situations are 18 years of age and older.
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It was a dark and stormy night (donât all stories start like this?) Actually, it was a beautiful, moon lit evening and I was naked from the waist down, peering out of my bedroom window and into the bedroom window of the woman that lived in the house next to us. For the past five years or so, since I was just a snotty little teenager, I had jacked off pretty much every night as I stood at my window and watched our beautiful, large breasted neighbour get ready for bed.
Her name is Mrs. Smith, Cynthia Smith actually, and she is a very beautiful older woman. She has huge tits. Really huge tits! Tits so big that Iâm sure they are almost as big as my momâs massive mammaries. I guessed that she is pretty much about the same age as my mom too. I usually got off watching the way she took care of her big tits almost each and every night as she got ready for bed. To be perfectly honest, I have never seen my mom naked nor have I thought of her in a sexual way but come to think of it, I guess that she looks every bit as hot as Mrs. Smith.
For some time now, I had been suspecting that Mrs. Smith knew that I was watching her undress every night. She never really did anything to let on that she knew I was watching, it was just the way her evening ritual started to get a little more elaborate, provocative and somewhat theatrical. She did things that you probably wouldnât do unless you had an appreciative âaudience.â I couldnât be sure that she knew I was watching her but I had my suspicions.
I, or perhaps we, were very lucky in that the only place that could see into her bedroom at night was from my bedroom. Both our windows had privacy from the street and this meant that we could do our thing without too much worry that we might be seen, interrupted or busted.
When I first started watching her, she just did the normal things you would expect of someone who is getting ready for bed. I would get a brief glimpse of her massive tits just as she slipped out of her bra and turned out the lights. The moment I lived for every night, was when she unhooked her bra and let those big babies hang loose and get some air. They would almost leap out of her big bra and then roll around on her chest for a few seconds before gravity took over completely.
Because my window was higher than hers, I had a pretty good view of her from the waist up as she sat in front of her mirrored dresser. When she sat down, it looked like her huge tits would finally come to rest on her lap. I couldnât tell for sure if they hung all the way to her lap but it looked pretty darned close.
As she slipped off her bra, she would usually give her tits a quick (too quick) massage. It was if they were itchy or something after being cooped up all day in that massive industrial strength garment. As she massaged them, her fingers would almost disappear into the twin-mountains of soft looking breast flesh and then she would turn out the lights and the show would be over. It was hard to see how big her nipples were because she would sit sideways and the whole show would be over in the matter of just a minute or so. This short glimpse of her big tits however, was more than enough brain candy to fuel my nightly jerk off session even though, by the time I was finally ready to cum, I was staring into a dark window unable to see anything. The âshowâ would never last long enough that I was able to cum while actually looking at her big tits.
As time went on, she started to take more and more time as she prepared for bed. Lately, âgetting ready for bedâ was taking her almost an hour every night and I was finally able to jerk off and cum while actually looking at her big tits. So far, my luck has been holding and lately Iâve been treated to great show after great show.
I have a roll of paper towels stashed under my bed and pretty much every night, I blow one or two massive loads into a couple of paper towels. I learned at an early age that it got terribly messy if I tried to blow my load into anything less than at least two or three layers of heavy-duty paper towel. Jerking off with Kleenex was a joke. When I was much younger, I tried jerking off into some Kleenex and my load blasted right through the stuff and hit the wall. Then I tried using a paper towel with the same messy result. The wall was taking quite a beating! Then I tried jerking off into two or three thickness of paper towel and the same frickin thing happened. What a mess! I finally learned that the secret to success was to leave a gap of about two inches from the end of my dick to the paper towel that was held tightly around the end of my cock by one of my hands. This worked better but was still really messy sometimes because I would usually cum so much that I would fill the end of the paper towel and it would start leaking out. And, sometimes I would get a bit carried away and shove the end of my cock right through the paper towel and blow my load all over the place. I was on a search for something I could blow my load into without worrying about where all my cum would go.