This is the third story about a delightful young person who I have written about before in: "The Landlady's Daughter", and "The Landlady's Daughter 2." As I mentioned there, I had studied at a small New England college to be a professor of English, and my very first job as an assistant professor by pure coincidence was at the same small but expensive college where I had gotten my master's degree.
The job as an assistant professor didn't pay all that much, so at the beginning, I was required to find a modest accommodation somewhere around town. I found it in a small upstairs apartment in a nice suburban house owned by a single mother who worked at the city hall in the town. And like a character in a certain famous book, I was sold on the apartment when she introduced me to her daughter, Tiffany, who was 18 and a senior at the local high school but, since she was small and petite, looked more like 16.
Tiffany was beautiful. She was about five foot four, 105 pounds, and had red hair and pale skin, as most redheads do. I had found out a short time after moving in that she had a pretty red bush as well. (Read the previous stories for how I found that out.) At the time that this story took place, I had already been living at the apartment for about nine months.
Tiff was always home from school by about 2:30, while her mother did not get home from work until about 6 p.m. So that left Tiffany with plenty of time to relieve her boredom, since she was often bored. As indicated in the previous stories, I was able to relieve her boredom many times and in many ways.
After changing her clothes into denim shorts that were short indeed and a cutoff gray t-shirt that was cut off about six inches above her waist, just barely covering what I could tell from her "points" were naked breasts, Tiffany walked into my room while I was reading some student papers.
"Mr. Baxter, do you know how to play chess?"
I looked up. "Yes."
"Do you think you could teach me?"
I sighed. "I suppose so. Why?"
"There's a guy in our class named Dennis. He's really hot, and I would like to get to know him. He comes from a rich family who have a big house out near the golf course. Anyway, his parents are renting a house in the south of France for a month and will be going there. So he has the whole house to himself for a month. He's going to have a chess tournament at the house next month, with a hundred dollars going to the winner, and I would like to enter it. But I don't know how to play chess."
"Then what makes you think you could win?"
"I don't think I could win. I just want to enter it to get to know him....So could you teach me?"
I sighed. "I have a lot of papers to read and grade."
"I'll make it worth your wile."
I knew what that meant, and I always found her offers to be ones I could not refuse.
"Okay, I'll make you a deal: I'll tutor you for one hour a day in chess until you're fairly proficient. Then we're done."
"Deal," she said with a smile. "When can we start?"
"This afternoon if you like."
"Great. I bought a chess set at the game store, so I'll bring it in."
"Okay." I was not really crazy about the idea, but little was I to know how interesting it was going to get.
I arranged the pieces on the board, and we sat down opposite each other.
"Okay, some of these pieces can move in only one direction, while others can move in a variety of directions. By the way, what did you have in mind for making it worth my wile?"
She smiled. "Have you ever heard of Strip Chess?"
"No."
"It works sort of like Strip Poker, only with chess pieces. And that's how the tournament is going to be played, Denis said."
"What do you mean?"
"There will be twelve people, six boys and six girls. They play matches until only one person is left—and that's the winner. So that's the chess I want to play with you—and that's your reward."
This was beginning to grow a little more interesting. I had already seen Tiffany naked a number of times of course, but watching her slowly strip in a chess tournament was a new and kind of kinky treat.
"Here are the rules," she said as pulled a small piece of paper out of the pocket on her shorts and handed it to me. I read it.
1.Any time you lose a pawn, you remove a small article of clothing, such as a shoe or sock. Jewelry, a watch, or money in your pocket does not count. 2.Any time you lose a large piece, such as a knight or a bishop, you remove a larger piece of clothing such as a shirt or pants or dress. 3.When you remove your last piece of clothing, such as shorts, a bra, or panties, you can either give up, and the other person wins, or you can continue, risking the two final things you have to offer: oral sex and finally, intercourse—otherwise known as fucking. If your queen is taken, you have to perform oral sex on your competitor in front of everyone. If you are checkmated, you have to fuck your opponent in front of everyone.
