"Jake and Josephine continue, and deepen, their relationship."
“Jake, I’ve heard from Josephine,” Livia said. “Apparently, you did quite well yesterday.”That was when JoJo was in her dominatrix mode. He was surprised, “I did?”“Yes, you certainly did. She was impressed with your, call in stoicism, during her discipline...
"One girlfriend leaves, and her best friend takes over."
It’s happened to me several times since, but Lenore was the first girl to dump me for another guy. It went about the same way as the later incidents. The first thing I noticed was that she had stopped contacting...
"An abrupt outdoor encounter on Labor Day weekend."
On the Sunday of Labor Day weekend, Lenore and I went out by bus to Pelham Bay Park and Orchard Beach. We weren’t going to swim that day, just walk around. We had gotten off the bus as it entered...
"A student is surprised when a classmate asks him for a date."
Most of us of a certain age remember the 1989 teen romantic comedy, Say Anything. It’s actually an adult fantasy about how they wished teen life had been for them. Yet it struck a nerve with me when I saw...
"A college student has a late-night encounter with a strange young woman."
I thought I lost my virginity to a girl I met at Finley Hall, but afterwards I was never truly sure. I suppose it was a matter of definitions. It wasn’t really about the event itself, but rather the woman...
"A young guy has an encounter with his girlfriend’s aunt."
One day in September, I got a phone call from Lenore’s Aunt Julia. That seemed odd because I hadn’t said much to her in the weeks I had known Lenore. I had been invited to dinner with them at the...
"A spanked employee gets her kinky friend to inflict some payback on her mean boss."
“Jake, I have heard from Josephine. It’s a mixture of good news and somewhat ambiguous news,” Livia said.“Then give me the good news first,” he replied.Jake was Livia’s boss at the offices of a small restaurant chain. At twenty-six, he...
"A first-time john has more trouble than he expected when picking up a tough young whore."
If the object of the New York authorities were to increase prostitution and depravity, they could not better accomplish it than by their present policy towards the unfortunate class that everybody endeavors to ignore, but who suffer and cause more...
"How many mature girlfriends are enough?"
PrologueOne day, not long after the ferry terminal episode, Holly, Tiffany, and I were hanging out in a bar having sherry. I didn’t particularly like sherry, but I decided to follow their lead.At one point Tiffany said, “We know another...
"A cab driver and his kinky passenger."
I drove a yellow taxi in New York long before Uber, Lyft, Juno, and so forth made the whole thing so app based. You had to hustle out there and know where to find passengers on your own. Also, there...