Miss Jen

Miss Jen M my old high school TA a beautiful blue eyed brunette. Shoulder length hair shorter only 5 foot 3 every guy had the hits for her. She was in her late 20s at the time and had a killer body. Big hips an amazing ass and a set of tits that bounced around whenever she walked. She always tried to hide them by wearing loose clothing and sweatshirts and jeans. But once spring came there was no hiding those babies. I’m sure ever guy at one point did the accidental hand slip across her ass I know I did. I was 18 graduated and horny. I let Miss Jen know she was gorgeous in hoping she would cave and let me have it. Nope she told me she was flattered and her husband would be not happy to know how much i fancied her all year. Yes I was a bit pervy with her but hey again 18 horny great shape good looking guy I had to try. I failed miserably never getting a shot with her. Moved on went to college graduation came went to for my parents lived with them for a while then bought my first house. A 2 bed 2 bath house 1800 sq feet in a nice established neighborhood close to midtown. An easy walk to lots of restaurants bars coffee shops etc…. Nice neighbors on both side of me a young couple on my left with kids and a single guy on the right a fireman recently divorced. We hung out and he gave me the news in the single and hot chics in our area. He mentioned the women that lives across from me said she was thick but looked good. Divorced with a kid he tried hitting on her but it was a no go. I was out first one of the first evenings I lived there and a car pulls in to the divorced neighbor’s driveway across the street. I stop and look up see a kid get out and a shirt thick women who look up and waved instantly I waved back and call out Mrs Monta she stops looks and says yes well Jen just call me Jen or Jenny calls me by name Bruce I say yes’s we walk up to each other and hug. As we hugged I felt her big knockers on my chest. Her face looks led the same she had out on about 40 lbs but it was all around her ass and tits. Still had a slender waist probably close to 190 lbs. we chatted for a minute and she excused herself to check on her son. I asked her over for drinks and to catch up. She thought about it and said ok my sons dad will be picking him up for the weekend in about a half hour how about around 6 sure I had plenty of booze and wine from a gathering I had. Watching Jen walk away was a nice view. It was a bit larger but her ass rip looked good. An hour later I hear a knock and Jenny’s at my door blouse and leggings make up the blouse was fitted giving me a great view of her tits. I felt like a teen again wanting to do nasty shit to her. We chatted about how are life’s had changed her son is 6 shortly after having him he and her ex split she caught him chatting with others they tried to work it out and at the end he kept on cheating so he kicked her out and they divorced. They don’t get along she moved here bought this house and shares the kid. All while she talked she went from wine to hard liquor. After a while and some booze she apologized for the weight gain and ruining what I once called beauty. She said that it had been a while since she felt beautiful and admitted to being depressed. I assured her she still had it and she still made me rock hard. Next thing I know she’s in her panties and nothing else and I’m railing her on my couch doggie style clap clap tits flopping around. I sucked her tits I fucked her tits I came 3 times that night each time in each hole. Miss M is a closed freak and likes the feeling of cum on her tits and face. It’s been about 6 months I don’t date anyone else Jen spends the night often I spend the night over there. Clothing when we are together is minimal. She dropped some weight on her own I told her I liked her how she was her idea to start exercising. She’s still a teacher and recently told me that some of the boys in her class where hitting on her once again. It made me a bit jealous she saw I was bothered and assured me she would never cheat on me. Anal with her is like nothing I’ve ever experienced. She likes her ass smacked and hair pulled and rough really hard and rough. I cum so hard on her tits. I’m honestly going to pop the question. My fire man neighbor call la me a lucky fucker who better pull the trigger before someone else snatches her up

Comments

Anonymous

by Anonymous on May 17, 2025 at 7:01 AM

Knock her up and then pop the question so she can't say no.

If you had been more aggressive in HS you would not have lost all this time together.

The reality is that, having missed out once before, she will now say yes to those horny 18-year-olds. It's just fun, don't get upset about it or she will divorce you as well.

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Anonymous

by Anonymous on May 18, 2025 at 7:51 AM

How much of that 190 pounds did she lose? At 5 feet 3 inches tall. I would say, lose maybe 40 lbs. That would put her at 150? This way she has a nice big ass to fuck, but not to big. I know what the old saying says. More pushing in the cushion. But it has to be just right for assfuckng. I like a big ass to plug, but not too big.

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