I managed to retire in my middle fifties due to wise investments, rising property values in my native California, and being a Baby Boomer, probably the luckiest generation in history, economically speaking. I was lazy, not stupid. I decided to take my money and relocate to a place where I could live well for less. I bought myself a nice little Pueblo Revival home in an upscale development just outside Santa Fe, New Mexico...

Grace and Stan were finally getting out of the upper Midwest and moving to sunny Florida. There were a few advantages to marrying an older dude, as Stan was in his sixties and had just retired from a very lucrative career with plenty of money. Grace was only forty-two, twenty-three years younger than Stan, but they made the marriage work for them. They had built a beautiful home on one of the barrier islands with all the...

Suzie had just turned forty, and it was hitting her hard. She was feeling old and began to feel like she was losing her looks. Her marriage was also in shambles. Tony and she had not had sex in a very long time, and Suzie loved sex more than anything else in the world! The truth was they had both cheated on each other regularly throughout their marriage, though even that was wrapping up for Tony. He was twelve years older...

Suzie's marriage was starting to feel a little stale. Suzie had just turned thirty-three and was feeling a little old and sexually frustrated. Tony was nine years her senior and not holding up well physically. He drank way too much and was getting fatter and more irritating by the day. Tony was Suzie's second husband, and she realized she had made another huge mistake. She had caught Tony cheating on her several times in...

It was the fall of 1976, and Suzie had just turned twenty-two. She already had a three-year-old little boy with her and a newly divorced husband. They had been high school sweethearts, and she had gotten pregnant at eighteen. It was a marriage doomed from the beginning, and it didn't last long. Suzie was happy to be free. She was a true nympho at heart and enjoyed sex with a lot of different guys, and even a few gals when...

It was the Summer of 1966, and Peggy Sue had just turned twenty-seven and was feeling a little old and out of it. The culture was changing fast as the Boomers took center stage, and she was a 'Silent Generation' fifties' girl for sure, although a very sexually liberated one! Peggy Sue loved having sex and turning guys on, and had a sexual skill set way beyond the average woman of her generation. Peggy Sue had been married...

Several guys had asked Peggy Sue to her high school senior prom, but she had her eyes on bigger game. Craig McAdams was the football quarterback, the cutest guy in the class, and all-around BMOC. The only roadblock was Janie Stevens. She was beautiful, the head cheerleader, and had been wearing Craig's letterman jacket all senior year. But Peggy Sue had a few weapons in this battle that Janie didn't. This was the class of...

I had just retired at seventy after a very successful career in real estate and had bought a nice beach house to live out my golden years in. I rode out a real estate boom in Florida and had worked longer than I had anticipated due to a hot market, and I decided to retire when the market went south. Truthfully, I wasn't feeling all that golden about life from here on out, but I suppose it beat the alternative. In many way...

I was turning forty in a few days and feeling a little down. I think all birthdays that introduce one to a new decade have that effect, but forty has always been the cliched one you hear about. It makes sense too, as it has become the official marker of being middle-aged. That is if you are lucky enough to reach eighty and beyond! I had not set the world afire, but I never had much ambition or direction really. I pretty m...

I had just turned 50 and was feeling a bit low. I had a successful real estate practice in the Detroit burbs I had worked very hard to build up. It was not an easy market, but I found ways to make it work. I was also on my third marriage and was starting to realize I had made a huge mistake. Why am I always attracted to the crazies? She was turning into a complete Looney Toons character. There was a very strong sexual att...

In 1995, my wife was a very attractive thirty-six-year-old woman who had done very well for herself in the corporate world, especially considering her blue-collar roots. She had dropped out of high school when she became pregnant at seventeen and earned her GED later on while waiting tables. Then Suzie took computer classes and became quite proficient in the now ancient DOS Programming Language, which opened up the doors...

In 1985, I was a thirty-four-year-old head lifeguard in Southern California. I had a sweet gig, really. My life up till then was almost the direct plot from that old Sam Elliot movie 'Lifeguard' from the 70s. I was quite content, and having an adult job didn't interest me. In fact, it had been the only job I had ever had, since becoming a Jr. Lifeguard in the 60s. I could not even imagine a job where I couldn't hear the w...

One of the great things about marrying my cock whore, slut wife in our 30s was I not only got to enjoy her current sexual escapades, many of which I helped orchestrate, but I got to hear the stories of her many past sexual adventures. It was a dream 'cum' true for this cuckold husband and voyeur! She reminded me of a vet telling war stories, only this particular story actually did have a military setting. Jeanne got knock...

It was the Summer of nineteen sixty-five, and Peggy Sue had just gotten married the year before and was a little bored with it quite honestly. Frank was a great guy, good in bed, and a hard worker, but Peggy Sue was missing having sex with other guys. She had been way more sexually active than the average fifties' girl and loved her cock and turning guys on. She was feeling a little old at twenty-six and was sensing a who...

Gil had had a rough time since landing on the beaches of Normandy on D-Day in WWII. He saw and experienced things that no man should have to. Since the war's end, he had pretty much just been a drifter, roaming the country from one dead-end job to another and drinking and partying heavily. He was 34 now, 12 years from that fateful day on the beach, but the memories still tortured him daily. Underneath it all, Gil was stil...