Life was hard. I was 18 and out in the world by myself. My home life was not a pleasant situation. My Dad beat my Mom and if I happened to get in the way, he’d pound me to a pulp. I left home when I was 14. I wanted to stay and help my mom but I just couldn’t take it anymore. I love my mother dearly, but I just couldn’t handle it.
I got by pretty well for a homeless kid. I ate scraps that restaurants threw out. I’d found some pretty swanky restaurants that tossed out some near full meals that customers hadn’t eaten. I would encounter cooks taking smoke breaks in the alley and I got on good terms with them. About once a week I’d find a complete meal in a Styrofoam container. I got clothing from a homeless shelter and I was always able to find someplace dry to sleep.
During the day I would stay downtown by the river and entertain myself. There was a lot to do. In the evenings I would wander the streets looking for my lodging for that night. It wasn’t the greatest life, but it was certainly better than being beaten by that asshole I lived with. Everyday I thought about my mother and wondered how she was doing.
Today I did something different. I got on our LRT system and rode out to the suburbs. I hadn’t been in the ‘burbs for more than 2 years and I was curious to see how things had changed. I was lucky that I didn’t run into a transit employee because I hadn’t bought a ticket. I rode for about 45 minutes and then got off at a random stop near a residential neighborhood.
I wandered around looking at the houses. There was quite an assortment; they ranged from pretty average looking streets to some fine looking houses. I stayed mostly in the nicer areas. A kid likes to dream, right? I had been wandering for quite a while when I saw the sun was starting to set and I hadn’t found a place to sleep yet.
I stopped being a house voyeur and looked for a place to rest for the night. I found a park in not too much time at all. I loved that about suburbia; there were parks and schools EVERYWHERE. I looked through the park for a secluded place where no one would notice me. I learned very early in my homeless days that most people didn’t like vagrants hanging around their neighborhoods.
I came upon a wooded area and thought it would be perfect. The sun had set now. I settled down for a rest; I had been on my feet for hours without sitting down. I rested for a bit and then went off in search of dinner. I took notice of exactly where I was so that I could get back to my sleeping area.
I was walking through the woods when I saw a house with lights on the bottom floor. I went a bit closer and was shocked at what I saw. There was a pretty woman standing in her bedroom – NAKED. I had never seen a naked woman before. Since I left home my life had been about survival; I had not even THOUGHT about sex. Even when I lived at home I rarely thought about it. Sure I was fourteen when I left, but my thoughts were more along the lines of exacting revenge on my abusive father.
But here was this beautiful woman not 50 feet away from me. I had to get closer. I crept through the trees to her yard. There was only a small fence so I was able to leap over that quickly. Now I was about 30 feet away from her. There were some shrubs in her yard and I concealed myself behind them while I snuck closer. I could see a lot more now.
She was putting some kind of powder all over her body. She was facing away from me, but I could see her reflection in the mirror. She had pretty big breasts and an hourglass figure. As she patted the powder on her form her hips swayed back and forth as if she was keeping a beat. This was the coolest thing I had ever seen. I looked down and saw my dick was hard as a rock. THIS hadn’t happened for a while. Back to her.
She finished applying the powder and turned around. My heart stopped. What if she saw me? I ducked behind the shrub and stayed there until I felt it safe to look. After a few minutes I looked around the bush and my world darkened. She was gone! The lights were out and she was gone. I waited for some more time before I got up to go. I had to come back here. I snuck around to the front of the house and took note of the address.
I went back to my sleeping area and crashed for the night. I hadn’t had any supper, but that was nothing new. I’d live.
I had a pretty good night and woke up at sunrise. I went about my day as usual, wandering around, looking at houses and looking for food. Not too far from the park I found a restaurant and was able to score some scraps to fill me up. Nighttime came and I went back to my woman’s house. There were no lights on so I was able to get closer and look directly in the windows.
There were three bedrooms on the main floor and the kitchen. The three bedrooms were easy to identify with the contents; the master bedroom, the daughter’s bedroom and the son’s. The master bedroom had a big bed and a jetted bathtub in the en-suite. The daughter had typical daughter stuff in it; a few dolls, some posters of rock bands and 2 a frilly bed. The son’s bedroom was all about sports. I spent most of my time looking into the master bedroom. I was looking at the big TV sitting on the dresser when the light came on. I hit the dirt fast.
Soon I heard the water in the tub go on and rose up a bit. She was in the bathroom. I slowly made my way over to the bathroom window and got there just in time to see her unfastening her bra. She put in on the counter and stretched her arms over her head. They were perfect; big breasts with hard nipples about as wide as my thumb. She got into the tub, turned the jets on and adjusted her position a few times. She sat there and soon I could see her hand dart down. She was masturbating. My cock was harder than yesterday and I took it out to play with it. She kept playing with herself as the jets roared away. Soon her hips began to buck and I realized that the jets were aimed right at her pussy. She was using THEM to masturbate with as well. My cock started to spew its load. It hit the lower left window pane and slowly dribbled down. She came too and I knew it was time to get out of there.
Just as I turned to go back over to the bedroom the light in the daughters’ room flicked on. I had to at least look.
I surreptitiously edged up to her window and peeked in. She was as hot as her mother – and equally as naked. She had VERY perky boobs with pointy nipples and a blonde pussy. I guessed she was a bit over 5 feet tall and rather curvaceous. Eighteen at least. She walked over to her bed, sat down and removed something from her bed-side table. It was a dildo.
She laid back and traced lines around her nipples with the dildo. I couldn’t hear if it made a noise, but I suspected it didn’t. She dragged the dildo down her body to her pussy and teased her pussy lips with it. She did this for a while before slowly sliding it into her wet pussy. She started out slow; in and out, in and out, in and out. By this time I had another raging hard on and I was beating my member along with her. As the minutes moved by her actions sped up. Just before she clamped her knees together she was pounding the dildo into her at a ferocious pace. When her orgasm hit, her knees snapped together and she quivered and shook for 10-15 seconds. About now my cock erupted for the second time tonight and spewed its lava on the lower left part of her window. I put my weapon away and got out of Dodge.
The next day went by quickly. I played in the park for a while, talked with a few people that came by and waited for night to come. I was again there before they went to their rooms and had the same seat as the night before at the master bedroom. Tonight I noticed a clock in the corner of the room. At 9:00 PM the light flicked on and she entered. Just as the previous night she disrobed and ran the bath. I hid myself better today and was able to watch her take off her dress and bra. She wasn’t wearing any panties. I slid over to the bathroom and watched her get in the bath. Again today, she settled down and started to masturbate in the tub. But today was a little different. Part way through she got up and took something out of the drawer and sat on the edge of the tub. It was a dildo.
‘Like mother like daughter,’ I thought.
She didn’t tease herself like her daughter; she started pounding her pussy immediately. She was facing the window as she plowed herself so I had to very careful not to be seen. I had my cock in my hand and was sliding my right fist up and down. I had not masturbated much at all in my life, but it seemed to come very naturally (no double entendre there, is there?). As the mother fucked herself I was getting more and excited and in a matter of minutes shot my wad on the lower left window pane. There was still a cum trail from the day before and I added more. The mother came in short order and relaxed in her bath. I watched the sexy goddess for a while and then moved over to the daughters’ room to see if there was going to be a show tonight.
There was no light on, but I decided to wait. It’s not like I had anything better to do. I sat there thinking about the good fortune I had run into and was lost in fantasyland when the light was flipped on. In came the daughter. She was wearing tight sweat pants with ATLAS HIGH across her ass. She had on a tight pink shirt that showed off her bosom handsomely. She got out her iPod and sat on her bed listening to music. As she listened she would occasionally rub her breasts with both hands. She sat propped up against the wall moving her upper body to the beat. Soon her hands began to caress her legs and inner thighs through the sweats. She rubbed her legs up and down, sometimes touching her pussy area. This went on for some time before she put both hands into her sweats and began rubbing her pussy. Of course I couldn’t see exactly what she was doing, but she came soon as did I; spraying my line of cum on the lower left part of HER window, too.
This went on for about a week. Every night I’d go and watch the two sexy ladies. They didn’t masturbate every night, but I sure did; always depositing my cum in the same place – the lower left pane or the lower left part of the window. They were so sexy. They didn’t even have to get naked to get me excited. At the end of the week my life changed.
It was Thursday and I had just watched the mother have her bath. She didn’t masturbate tonight, but it was still an incredible time. I had just moved over to the daughters’ window when I heard a noise beside me. I spun around and there she was – the mother.
part 2 [https://dirtytell.com/stories/watching-a-horny-mom-and-her-hot-daughter-part-2](https://dirtytell.com/stories/watching-a-horny-mom-and-her-hot-daughter-part-2)
Source: reddit.com/r/Erotica/comments/re224q/watched_a_milf_and_her_daughter_masturbate_when_i