The Neighborhood MILF: Sherry free porn video

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The one thing I like about my group of friends here in Dubuque, is that there is a lot of variety. Young and old, short and tall, fat and skinny, busty and flat-chested, blondes, brunettes, redheads and even a few with gray hair. I'm more into personalities than appearances, but I will say that most of my friends are pretty nice in both departments.

My friend Sherry would fall into the skinny category. The athletic brunette has been pretty slim for as long as I can remember, which spans at least twenty years. She runs a gift shop downtown and has a small makeshift workout area in the loft above her store. She says she runs on her treadmill at least three times a day when things are slow, and has a set of assorted barbells and weights to work with as well.

I meet her jogging while I'm on my morning walks almost every day, and I can see why she doesn't have an ounce of fat on her. She caught me checking out her cute behind when she glanced back over her shoulder one day a few months ago, and hasn't let me forget it. Every time I'm in her store or see her somewhere around town, she seems to go out of her way to flaunt her cute little tushy at me.

I was at her shop this summer, when we were making small talk, when the conversation shifted to her workout regimen. That's where she told me about her mini-gym in the loft upstairs. She asked if I wanted to check it out, then flipped the 'Closed' sign on her door, locked it, and we headed upstairs in the old brick building.

The musty room was empty except for the barbells, a weight bench, the treadmill, a couple of jump ropes laying on the floor, and an antique love seat covered with dust, that had to be about as old as the building. There was also a sink and a wide open shower with some metal lockers right next to it. Not your normal fitness center, but I'm sure it worked out fine for her.

I hopped on the treadmill and began walking at a relatively slow pace as she picked up a couple of the barbells and started to do a few curls. She was extremely muscular for someone so thin, and I enjoyed watching her flex for me.

The window had no curtains, but Sherry smiled at me and confessed that she likes to work out topless and give a show to anyone that happens to be walking by. She proved it by taking off her top and bra, then wiggled out of her jean shorts until she was standing in front of me in nothing but her pink underwear.


She was extremely flat chested, and what little that was there was a bit saggy. I loved her huge nipples, they seemed to contrast with the rest of her tight body. I was checking her out once more, but this time we were face to face, and she appeared to like showing off for me.


Sherry asked if I wouldn't mind spotting her while she lifted some weights on the bench. I hopped off the treadmill and stood over her as she did about ten reps. I have no idea how much weight was on there, but I could barely help her get the bar back on the stand. It was pretty neat to watch her bare body tense up and veins pop out with every thrust. I had no idea she was this strong.

She picked up some barbells again, and handed me a couple of the smaller ones, and asked me to join her. It was pretty erotic standing there doing curls face to face, even though I was still fully clothed. Watching her tight, athletic body work out was turning me on.

Sherry put the dumbbells down and asked if I wanted to get a little more comfortable too. I glanced over at the window, but she assured me that the excitement of knowing that someone might be watching adds to the thrill.
She lifted my light blue top over my head and I stood before her, covering up. My nipples were nothing like hers, but they were erect and poking right though my sheer white bra. I kicked off my khaki shorts as she unhooked my bra, and we stood there in front of the window in our undies.

The beautiful bodybuilder handed me the dumbbells again and we did some more curls, putting on a show for anyone that may have been watching from across the street. She was right. It was an incredible turnon, both watching her, and the feeling that I was performing for perfect strangers outside.

We finally put the weights away and I followed Sherry over to the lockers. Again I was checking out her luscious tiny ass, and sure enough she looked back and caught me again, giggling at my fascination with her.


She teased me by hiking up her pink panties, wedging them in the crack of her ass. Her lovely ass was so tight you could probably strike a match on it. Sherry was loving every bit of it, and played with her undies, tugging on them til they appeared to look like thong. She turned around and shimmied out of her stretched out undies, exposing her meaty pussy lips and huge clitoris.


I followed suit and got completely naked also, leaving my beige undies in a pile next to the rest of my clothes on the floor. She reached out and ran her long pointy fingers though my fluffy red muff, flashing her trademark toothy smile at me.

Our show and tell moment was interrupted when her cell phone went off. At first I didn't think she was going to answer, but after checking the caller ID, she decided to answer. It was kind of awkward to be standing ther in the nude eavesdropping on someone's conversation.

"Hello?"

"Yes"

"I'm glad you liked it."

Sherry glanced back at me and smiled, not seeming to be in any hurry to end the call.

"Yes"

"Nothing"

"That's my friend Jenna."

The last line shocked me, and it was apparent somebody was calling that was watching our routine. I immediately covered up, even though we were out of view from the window.

"Sure"

"Yes"

Sherry was still on the call while I was covering up, thinking that someone was spying on us. She kept listening to her caller on the phone in one hand while using her free hand to play with my pussy. She finally hung up and steered me over to the window. She was right behind me, with her arms around me leering over my shoulder as I stood there exposed.

In the building across the street I could see a young man staring out his office window. I froze as Sherry continued to play with my pussy. I was becoming incredibly wet as the excitement with sending shivers right through me. She kept fingering me until I buckled from a silent but powerful orgasm, leaving her hand soaked. It was an eerie feeling as people were walking around on the street below unaware of our kinky show going on above them. Only the mysterious man across the street seemed to be enjoying our lewd behavior.

I barely caught my breath, recovering from the intense orgasm, when I looked up to see the man was gone. Sherry didn't even explain who it was and handed me my clothes. I quietly got dressed and left without saying another word as if nothing had happened.

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The Neighborhood MILF Jillian

The list of sexy women in our neighborhood keeps getting bigger and bigger. Out of the blue last week, I got a call from my high school volleyball coach Foxx. I hadn’t seen her in years. Though I liked her as a coach, and have a lot of great memories from my time on the team, she resigned under pressure a year after I graduated after complaints about her spying on players undressing in the locker room, and even showering with the girls on occasion. She never showered with us while I was on the...

1 year ago
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The Neighborhood MILF Elexis Monroe

We’ve had a lot of fun in our neighborhood, and playing around sexually is a hobby that everyone enjoys. I’m happy to say I’ve been intimate with eight of my girlfriends already, and that list seems to be growing. I know Elexis, Jodi and Brandi like girls, but I have yet to experience sapphic sex with them firsthand, other than watching Jodi and Laurie fool around a few weeks ago.The four of us were over at Elexis’ house the other day after golf, when the conversation centered around sex toys...

2 years ago
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The Neighborhood MILF Mona

I love sharing the stories of my sexual exploits and those of some of my friends in the neighborhood, but it wouldn’t be right if I didn’t mention Mona, who was instrumental in getting me to come out of my shell. We had never been that close of friends, she was a few years behind me in school, but I knew of her reputation as being pretty wild. She married one of my husband’s golfing buddies, and we managed to see them at a few gatherings around town.Her and Rick hosted a New Year’s Eve party at...

1 year ago
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The Neighborhood MILF Veronica Snow

I love the fact that most of the women in our neighborhood are open-minded, and have a healthy attitude about sex. At first I tried to hide my lesbian curiosities and experiences, but now I’m rather proud of my active sex life. I used to think I was the only housewife on the block that fantasized about getting together with other women like myself, but that theory was laid to rest a long time ago.One event that shows everyone’s naughty side is the sex toy party that my friend Veronica hosts...

4 years ago
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The Neighborhood MILF Jan

If I'm going to to tell some of the stories of the goings-on in our neighborhood, I have to include this one of the first time my next door neighbor and good friend Jan got together. We've lived next door to each other for over twenty years and have become pretty close friends. Their boys were about the same age as our daughters and we always seemed to have a lot in common.Recently DJ and I have done some swinging with her and Al, putting a new spark into our sex life. Before we started having...

3 years ago
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The Neighborhood MILF Deb

My friend Deb is one of the most beautiful people that I know. The former Iowa representative in the Miss America contest has the radiant smile and natural good looks that most of us can only dream about. Her down to earth demeanor and friendly personality make her one of the most popular women in our close-knit neighborhood.Deb isn't all milk and cookies though. Underneath that gorgeous middle-aged woman is a sex kitten with a very strong sexual appetite. Deb is one of the original women on...

2 years ago
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The Neighborhood MILF Tracy Licks

With all the beautiful women in our neighborhood, I can’t go without mentioning Tracy, even though she and her husband are snowbirds, making their home in Florida during the winter months. They’re known for some of their wild parties and reputation as swingers. One party that stands out to me was a backyard barbecue last year on the 4th of July. It was hot and humid, and the guys were shirtless and gals were mainly wearing tube tops, halters, or bikini tops. One popular game that afternoon was...

3 years ago
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The Neighborhood MILF Katie

The circle of friends in our neighborhood that is into swinging and lesbian flings is getting bigger and bigger. I’ve only come around a couple years ago to the new lifestyle, and have enjoyed every bit of it. One pleasant surprise to our group is Katie, a local hairdresser that must have got sick of gossiping about us, and joined in the fun. The cute sandy-haired blonde with chipmunk cheeks and a nice round ass was about ten years younger than me, but seemed to follow my pattern of behavior by...

2 years ago
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The Neighborhood MILF Charli

If you’re familiar with me and some of my friends from the neighborhood, you probably know that the most exciting thing to me, about taking part in some lesbian extracurricular activity, is bringing in someone new. My first time, with my friend Mona at a New Year’s Eve party a few years ago, is still one of the fondest memories. The thrill of delving into the other side of normal sexual activity was by far, the biggest turning point of my carnal behavior.That’s why I thought I’d share this...

2 years ago
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The Neighborhood MILF Michelle

Our neighborhood is full of beautiful, bored housewives who love to get in touch with their sexual side by escaping to the fantasy world of the internet. I’m no exception, browsing this website and others daily in search of interesting nudity and porn. My fascination with lesbian erotica has led me to incorporate the once taboo subject into my personal life.Another person on the block to allow her porn surfing to affect her life is my friend Michelle. The beautiful happy go lucky brunette...

4 years ago
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The Neighborhood MILF Leilani

Our neighborhood may be filled with beautiful, sexy women who like to have a little naughty fun on the side, but we don't have a monopoly on it. For the past ten years, I have spent about five or six weeks each Spring in Arizona for work, a place that is also a hotbed for older women, like myself, that like to enjoy a bit of extracurricular sexual activities. The Phoenix area is a major destination for many retirees, widows, and snowbirds just looking for warmer weather.Leilani is one of those...

3 years ago
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The Neighborhood MILF Cherry

There is a woman that isn’t exactly part of our neighborhood, but deserves mention with all of my other sex-starved friends. Cherry is a house sitter and dog walker for an elderly couple down the street. She’s only around for a few months in the winter when the Mitchells are making their home in the warm weather of Scottsdale, Arizona.The Russian beauty with the unmistakable silky black bangs and slender body is quite a hit with many guys on the block, especially with her sexy broken accent....

2 years ago
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The Neighborhood MILF Colleen

Our neighborhood is is full of colorful characters, but it would be even greater if my sister Colleen was still around. She and her husband Tom built a new home on the other side of town several years ago, and moved there when their two boys were in high school. I missed used having my older sister just a few houses away, to lean on her whenever I needed support, advice or just someone to talk to. Along with our other sister Kelly, we’ve had quite a roller coaster relationship over the years...

2 years ago
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The Neighborhood MILF Evelyn

Our neighborhood is lucky to have a place where we can go to get a quick bite, a cup of coffee, or even a cocktail if you feel the need. Evelyn’s is a cozy diner I go to at least twice a week. The owner was a divorced lady that lived in the apartment upstairs and seemed to be open all the time. It can be a relaxing getaway by myself or a nice place for a little one on one conversation.Recently I agreed to meet an online friend there that I met on this site’s message board. Dirk and I shared a...

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