Lolita Wolf's Predictions & Predilections

You can be very careful about picking your poly partners, but there’s nothing you can do about the poly partners that they pick. Sometimes you totally luck out with people like Viviane, Madeline or Atreyu. Other times, it is just a little bit of a challenge. So, here’s another exercise in poly. All three of [...]

[Read more →]

As an educator, people ask me stuff all the time. Like, “How long can I keep someone tied up?” The answer to this and to 80% of all other question is “It depends.” Don Quixote was tied face down and spread eagle on the bed. His balls were stretched down low. I rolled off of [...]

[Read more →]

Jefferson and I sat on the number 7 train. We had lots to talk about and every story led to another story. “A friend wrote to me and his Mistress wants him to get fucked by a man, but he doesn’t know where to go for that. Of course, he thought he should ask me [...]

[Read more →]

“I’m glad that I passed the review,” said Don Quixote.I laughed, “Well, in six months there’s going be one-year review.”“Uh-oh…”I laughed some more. But really this review is more about me than him. I made all these lifestyle changes and I need to step back and look at it and see if it is working [...]

[Read more →]

We were out having afternoon tea. It’s not an activity that was usual for Jefferson and me. On only one date have we ventured beyond the bedroom, and that was for a cheeseburger after sex. This was like a special occasion. Ordering tea for two is extremely complicated. The tea list is huge and then [...]

[Read more →]

At one time in my life I did a lot of casual sex, pick up sex. This was before I got into SM. I was exploring and searching for something, but I did not know what. All that casual sex got a bit boring after a while. And I wasn’t finding what I needed. I [...]

[Read more →]

Back in the days of the Paris Peace Accords, before they could even sit down to talk, the North Vietnamese and the South Vietnamese argued for weeks about the shape of the table. I remember how everybody laughed and thought this was the most ridiculous thing they ever heard of. Well, now, I finally understand. [...]

[Read more →]

I grew up in Queens, but I was always taught that “The City” was where it’s at. “The City” being, of course, Manhattan. At an early age I was taught that Manhattan had everything, that everything was better in Manhattan. Manhattan had most of my relatives, Lincoln Center, museums, our temple and the best shopping. [...]

[Read more →]

I sent Don Quixote an email, “Are you interested in a threesome with him?” I included a link. It was someone he knew and he noted that he had never heard the Squirrel talk about girls. “DQ, gay men who have sex with girls never talk about it, because all the other guys would say [...]

[Read more →]

You know how you go away on a vacation and meet someone and you hit it off and share special times with them? And then when you try to reconnect in the city, the magic is gone? That’s what I thought it would be like with me and Jefferson. Just a summer fling. When I [...]

[Read more →]