mrs-greenwald
MATURE SEX

Mrs Greenwald

Mrs Greenwald

by comshaw
19 min read
4.67 (39400 views)
adultfiction

Mrs. Greenwald is the mother of my friend Tommy. They live a half mile down the road from us. My family has lived in our house as long as I can remember. My dad built it himself. Both my parents work so our house looks like a typical family abode, cluttered and lived in.

The Greenwald's had their house built in the late 80's when I was in the 6th grade. When I found out they had a son my age I was ecstatic. A few days after they moved in I went down to meet the new kid. When I knocked Mrs. Greenwald opened the door.

My mom when she was home was always dressed in comfortable clothes: sweat pants and sweat shirt or a pair of old jeans and a flannel shirt or something like those two, worn and comfortable but a long way from Susie homemaker.

Mrs. Greenwald on the other hand looked like someone out of a TV show. She had brown hair to her shoulders, brown eyes, and was eye level with me so her height had to be the same as mine at the time, 5" 2". She was well built with an hourglass shape and breasts that were large, showing their size even under her usual conservative clothes. She was dressed in a pair of low-heeled black shoes, a plaid knee-length skirt and a white blouse buttoned to her throat and black nylon stockings covering her legs.

When she opened the door she asked, "Can I help you?"

"Yeah...I...aw...I live up there," I said pointing in the direction of my house, "I heard you had a boy my age."

She smiled and said, "Yes we do. Tommy was wondering if there were any kids his age that lived around here. Please come in."

As I stepped in the door it hit me that the house was immaculate, no coats hanging on the back of chairs, no glasses sitting on end tables, no spots of dust in the corners, everything was perfect and in its place.

Mrs. Greenwald closed the door then called up the stairs, "Tommy, you have a visitor."

Tommy came blasting down the stairs and as he did his mom admonished him, "Walk young man. You're scuffing the wax on the hardwood floors!"

Tommy rolled his eyes as his gait dropped to a walk.

When he got to the bottom of the stairs he said to me, "Hey. I'm Tommy."

"I'm Wes," I replied.

"You live around here?" He asked.

"Yeah just up there," I pointed in the general direction of my house.

"Cool. Come on up to my room," He said as he turned and started up the stairs at a run in violation of his mother's order.

All the bedrooms in the house were on the second floor and all of them had a set of exterior french doors that opened onto a huge deck that looked out over Lake Warren. I had never seen anything like it. Tommy and I played together for the better part of that afternoon. It wasn't long and we were fast friends.

After we met, we spent a lot of time together which meant that I spent as much time at his house as he did at mine. In the years we hung out together I never saw anything out of place in his house and I never saw Mrs. Greenwald in public in anything other than prim immaculate outfits. Tommy's dad was an executive at a large firm. He worked 6 or 7 days and 70 to 80 hours or more a week so we rarely saw him.

Mrs. Greenwald was always nice, dressed in conservative clothes and as I said the house was always perfect. She never lost her temper and always had meals right on time. After a short while it almost felt like she was one of the perfect Stepford wives from the movie. That impression lasted until halfway through my senior year a few months after my 18th birthday.

Over the years Tommy and I had grown. At 18 I was 5' 11" and because of my weight lifting weighed 180 lbs. Tommy was a little shorter at 5' 9" and a bit lighter at 165 lbs. Since I had grown, the top of Mrs. Greenwald's head now hit me at the base of my throat. She still treated me the same but now she had to look up to meet my eyes.

When Tommy stayed over at my house we would sleep in the basement (Dad had made it into a family rec room) so we could stay up late and play games. When I stayed overnight with Tommy Mrs. Greenwald would insist I use the guestroom rather than bunking with Tommy. On the upstairs floor, Tommy's bedroom was at the far end of the hall, the guest bedroom next, then the upstairs guest bathroom.

There was a large open room that Mrs. Greenwald called the sitting room. The master bedroom was on the opposite end from Tommy's room with the door next to the head of the stairs. Since each bedroom had a set of French doors that opened onto a huge deck, Tommy and I would sometimes sit out on the deck before going to bed and play games.

I had stayed over one night after a football game. Tommy's dad was gone for a couple of days to some convention or board meeting which he did quite often. Tommy and I had watched a couple of movies, then went to bed. I woke in the early morning hours with a dry scratchy throat. I decided I wanted something other than water to drink so I got up and headed downstairs. As I started down the stairs I heard a faint groan. I stopped and listened. A moment later I heard it again. When I heard it for a third time I realized it was coming from the master bedroom.

I stepped over and put my ear against the door just in time to hear a long drawn-out groan. My first thought was that maybe Mrs. Greenwald was hurt or sick. As I listened, another long groan sounded from her bedroom.

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I was just about to knock and ask if she was ok when I heard her groan, "Yes! Yes! Just like that!"

It finally hit me that she wasn't sick. Her groans were groans of pleasure! Instantly the question hit me, 'Did Tommy's dad come home and are they having sex?'

I hadn't heard or been aware of Tommy's father arriving home, so I wondered if Mrs. Greenwald masturbating. I was only 18 and since I got hard at the drop of a hat, the sounds issuing from her bedroom had an effect, my cock jumped to attention. I listened for a bit then an idea hit me, I might be able to see into her bedroom through the French doors from the deck. I had never thought of Mrs. Greenwald as a sex object but that was about to change when I discovered what she was doing.

I had a mental argument with myself that lasted a whole 30 seconds or so as I made my way back to my room and out onto the deck. I tiptoed to the doors leading into the master bedroom. I could see a faint light coming through the lace curtains covering the door widows. I stopped and looked at the windows built into the doors, but the curtains covered them entirely. I stepped to the window next to them and looked at it. Like the door windows, the curtains covered them entirely except for a spot about 2" above the curtain rod. It was too high for me to see through standing on the deck so I grabbed one of the deck chairs and stood on it.

As I peeked into her room, I realized the view I had was on an angle toward the foot of the bed. I also realized the light I had noticed was coming from a tv. I couldn't see what was on the tv screen (I later realized she must have been watching porn), but the light from the screen illuminated the bed quite nicely. The sheets and covers of the bed had been thrown back and Mrs. Greenwald lay in the middle, naked. She had both feet flat on the bed, her legs spread wide and was pushing a cock shaped dildo in and out of her pussy.

At first I was shocked, then my teenage hormones took over as I became completely absorbed in the scene. I realized that naked she had a very sexy body. Her skin was smooth and her tits were large, but looked firm and her nipples were erect. As I watched, every few minutes she would groan loudly, her hips would rise off the bed and tremble as she pushed that dildo in and out of her pussy. After a minute or two of that, she would let her hips fall to the bed and the frantic pace she was using the dildo would slow. After a bit, her pace would pick up and she would again be slamming that dildo into her pussy. It took me a little while to realize she was cumming each time that happened.

As I watched her I pulled my hard cock out of my boxers and began to stroke it. By then I wasn't seeing the prime and proper Mrs. Greenwald but a sexy naked woman playing with her pussy. I got my first nut a few minutes later as her hips rose from the bed and she climaxed I did too. I didn't stop there though, I kept right on stroking my cock. All together I got a nut three times that night. I think I could have done another one but right after the third one Mrs. Greenwald pulled the dildo out and stopped fucking herself. I quietly got off the chair, put it back in position and returned to my room.

The next morning as she was making us breakfast my view of her had changed. She was dressed as she always was, immaculately, in a green knee-length skirt, flower print blouse buttoned to her throat, white nylon stockings and a pair of low-heeled black shoes. I didn't just see that though, through. In my mind's eye I could see her naked body under those prim and proper clothes. My cock grew hard thinking about it. When I realized my cock was making a noticeable bulge in my pants I made myself think of other things until it went down.

Mrs. Greenwald would get up an hour before we did and have our breakfast ready for us. One day when I stayed with Tommy, I woke and realized I had fallen asleep and missed watching her. When I looked at the clock I saw it was about the time she got out of bed. I figured a look at her naked body was better than nothing, so I slipped out onto the deck and made my way to her window. I climbed onto the chair and peeked in.

She was just pulling on her stockings when I peeked in. To my shock, they weren't just tights or pantyhose as I had thought, but mid-thigh stockings held up with a garter. Another thing that caught my attention was her lack of panties. I had no idea how a woman's clothes worked so I wondered if she was going to put them on after her stockings. A moment later my question was answered as she stepped into and pulled up a dark brown wool skirt. She didn't have on panties! She didn't wear panties!

I was so sunk in the thought of her walking around, being close to me with no panties on that I almost missed the sight of her putting on her bra. She did the hooks in front of her then spun her bra around to get into it. It was fabulous to watch her cradle each breast with her hand and work it into the cups of her bra. As she cupped the second one to put it in she stopped and I could see her rolling her nipple between her fingers before she tucked it away. I knew she was close to finishing so I jumped down and went back to my room. All through breakfast I covertly watched her move around the kitchen knowing that her pussy was bare under her skirt.

From then until circumstances finally ended the shows I would wait until Tommy was asleep then sneak out onto the deck and wait by her window. Every time I did I was rewarded with a show by her. After that first time I watched her I thought about mentally calling her by her first name, Katharine when I watched her. That didn't seem right so I thought of shortening it to Kat. Finally I decided to leave it at Mrs. Greenwald because for some reason I got a perverse pleasure out of thinking of her as the prim, proper Mrs. Greenwald as I watched her writhing naked on the bed, watching porn and fucking herself with a vibrator.

Each time I watched her it was fabulous. I soon began to realize that she was more sexually flexible than I knew. I never could see what porn she was watching on the tv, but it must have been good because she got off 5 or six times every time I watched her. The first time I saw her pull the vibrator out of her pussy and suck on it, I thought it was fabulous. The first time she pushed a vibrating dildo up her ass and one into her pussy I busted my nuts right then and again a second time as I watched her fuck herself in both holes with those dildos. Through the last part of my senior year and all summer after graduation, I'd stay with Tommy every few days. When I did I'd sneak out to her window and 3 out of 4 times she would unknowingly put on her show and I'd watch her fuck herself with her sex toys.

All good things come to an end and my sex shows starring Mrs. Greenwald did too. Tommy accepted a scholarship to a private school and left at the end of the summer. I had been working a summer job but decided to go to the local community college for 2 years then transfer to a 4-year school. I saw Tommy at Christmas break that year and got to stay with him one night, I was really excited about it because I assumed it would mean a show by Mrs. Greenwald. It did. As I watched her I realized how much I missed it and how she turned me on.

Toward the end of January I got a call from Tommy.

We talked for a few minutes about school and other things then he said, "I need you to do something for me."

"Sure dude. Whatever you need." I told him.

"In my hidden spot in my,bedroom I stashed some pictures the last time I was home and I forgot to take them when I left. Could you go get them for me? They're of me and my girlfriend. I don't want my mom to find them. If she did she'd freak out!"

"Fuck pics huh?" I asked to be a smart ass.

"Yeah. They are of me my girl and a threesome with a friend of hers."

"You lucky bastard!" I said,"I haven't had anything but the five sisters since Penny broke up with me."

"Aw dude that's too bad," Tommy said with faked sincerity.

"Aw fuck off dude! Go fuck your girlfriend and see if I care!" I growled in mock anger.

"I will and once for you too." He replied, then added seriously, "You will get them for me?"

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"You know I will. I take it you don't want your mom to know I'm going to get them either right?"

"No. She'd want to know what you were doing, why you needed to go to my room and probably accompany you there. You're going to have to use the old escape route."

When Tommy and I were in the 9th grade we had set up a way to get off and back onto the deck so we could sneak out at night. His mom never found it and it was still in place. I know because I had used it twice to go watch her through her window. I didn't do it more often because the last time I had made some noise when I left and thought she might have heard me. Tommy also kept a key for his bedroom deck door hidden behind a loose piece of door fascia so I knew I could get in.

I was going to a party that night so I decided I'd sneak over and do it that afternoon. I figured Mrs. Greenwald would be busy with housework and I could get in and out without her catching me. When I got to the house I climbed the tree that was part of the route, then swung to the deck with the rope attached to one of the tree branches. I tiptoed over to the door of his room, found the key and quietly let myself in. I pulled out the drawer that concealed the latch to Tommy's hiding place reached in and pressed the small round release. A piece of the molding on one side popped open to reveal a small space behind, now holding a picture envelope from a film development place. I pulled it out, put everything back in place then tiptoed to the door.

My curiosity was killing me. I looked at the envelope and it read ' Intimate Images' with a New Jersey address printed below it, so before I stepped out I opened the envelope and pulled out the pictures. There were over three dozen glossies. As I flipped through them it showed Tommy and his girlfriend and another girl in all kinds of sex acts. Several showed Tommy fucking his girl while the other girl licked them both, then a 69 with Tommy's girl and the other girl while Tommy fucked the second girl from behind.

'Fuck dude!' I thought, "No wonder you didn't want your mom seeing these! You lucky bastard!'

I tucked them into my pocket and slipped out the door. On impulse I tiptoed down the deck, picked up a chair, carried it to the window, stepped up onto it and peeked into Mrs. Greenwald's bedroom with the hope I'd get lucky, that she might be naked and fucking herself. What I saw jarred me. A guy I didn't recognize was standing by the edge of the bed naked. Mrs. Greenwald was laying on her back with her head over the side of the bed. The guy had one hand on her throat and was slowly fucking her mouth.

He was talking to her and I could just make out what he was saying, "You like that don't you little whore? You like my cock stuffed down your throat. I'm not sure yet whether I'm going to cum in your mouth or fuck your slutty pussy and fill it. Maybe both. You want that bitch? You want me to cum in your pussy and mouth?"

For a moment I wasn't sure she was enjoying it until she reached up, grabbed both cheeks of his ass and began to pull him forward urging him to slide his cock deeper into her mouth and down her throat.

As I watched the guy fucking her mouth the only thought in my head was, 'I want that!'

As that thought filled my head my gaze settled on her pussy as she parted her legs and I realized she had shaved it bare. My brain went into overtime developing and rejecting ways for me to be in his place. I knew I could just tell her I saw them. The problem with that plan was she could deny it happened and put it back on me for being a peeping tom. A moment later I thought of Tommy's camera I had seen on the dresser. It was a top-of-the-line Konica 35mm snap shot model. I went to his room and picked it up hoping there was film in it. There wasn't. Desperately I looked through the drawers. I finally found two rolls of film in the top drawer of his nightstand.

I loaded the camera and quickly returned to the window. Over the next 30 minutes I used up the film and got some really good shots. Some were of the guy's cock buried to his balls down her throat, some were of his cock buried to his balls in her pussy and several were of his cock buried to his balls in her ass.

The guy had kept up a running commentary while he fucked her, calling her a slut, a whore, a cum dumpster, a cunt and a bunch of other things I don't remember. It seemed that she loved it. From all the times I had watched her, I knew how she looked when she climaxed. I saw her climax at least 4 times before the guy groaned and filled her pussy with cum. When he pulled out and stepped aside I had a great view of her pussy as cum ran out and dribbled down the crack of her ass. That was the next to last picture I snapped, then I reached down and began to stroke my cock. I didn't get more than three or four strokes before I had to bite my tongue to stop a groan as my cock exploded.

'Go on, play with my spunk." He growled, "show me how much you like it."

She slipped her fingers into her pussy and began to rub his cum all over her bare pussy. The guy watched her for a second then stepped over and grabbed her wrist. He pulled her hand up and without a word shoved her cum coated fingers against her mouth. She opened her mouth and began to lick their combined juices off her fingers. I had one frame left and I took it.

"That's it cunt, clean it up. I'll be back for more." He said as he bent to get his clothes.

I figured it was time for me to go before I got caught. I tucked my cock back into my jeans and slipped away. Later that evening I called Tommy.

"Did you get them?" He asked.

"I sure did," I replied.

"Did you look at them you asshole?" He asked.

"I sure did," I replied with a grin in my voice.

"Bastard!" Tommy yelled into the phone in mock anger, then added. "It was a fucking blast! Sarah, my girlfriend, wants to do it again but with a guy added."

"You fucker!" I yelled back at him, "Don't tell me shit like that when I'm not getting any!"

"Aw, poor baby." Tommy teased, "But I tell you what I'll do for you. I've already shown your picture to Sarah and Jessica, that's her friend in the pictures, and they both want you to join us."

"Shit how can I? Your damned school is on the other side of the country and I don't have the money for a plane ticket."

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