Tutoring Math: Fucking Tiffany and Friends
I had been a math teacher when Nicole and I first married. I taught at a private school for two years, then moved to a public high school for several years before deciding to move into a more lucrative career. While Heather was in high school, I tutored some of her friends informally and enjoyed helping them find and fill the gaps in their mathematical knowledge.
It was nearly two years after Heather started college before I made the decision to move closer to the university. During this time, I rekindled my enjoyment of pure mathematics and eventually decided to contact the local high school about mathematics tutoring for any students who might benefit.
Naturally, I had to go through all the background checks and even had to dig out my long-expired certification as a teacher of mathematics.
Most of the tutoring happened at the school using one of the classrooms. I also signed up to do private tutoring but was cautioned, by the administration, to ensure that I was never alone with minors. I had heard horror stories of people who's lives had been turned upside down by false accusations of having sex with a minor. These stories almost convinced me to abandon the whole idea.
The tutoring was just as I had imagined. Some of it was more frustrating than I ever would have guessed. It started off informally and then expanded into a regular work schedule primarily for high school students and surprisingly mostly for girls. Many of the girls flirted but I dealt with that easily while building their self-esteem. Little comments like, "I wish I had known a girl like you when I was in high school," seemed to be enough.
Tiffany, a girl who had just turned eighteen, was physically very mature. She was stunningly beautiful but didn't seem to know it. Her beauty and energy were engaging and enhanced by her intelligence. Tiffany did need a little help in math but she was smart and it soon became clear that she had other interests. Tiffany wanted sex and she wanted to get fucked by a mature man instead of some bumbling high school boy.
Tiffany stopped by my house after school one Friday.
"Can I ask you a question Mr. Brostwin?"
"Sure Tiffany," I smiled. I was tempted to have the students call me by my first name but decided that the formality helped to preserve the distance and enhance the professionalism.
I had steadfastly avoided multiple attempts by legal age high school girls who tried to seduce me but today I caved.
"Does this pussy look normal to you?" she asked while pulling the bottom of her skirt up high to expose her pantyless pussy in its unshaved glory.
I was momentarily speechless. Suddenly I wanted nothing more than to lick that pussy. I needed to feel her soft inner thighs wrapped around my head.
I steeled myself, looked her in the eyes and said, "Tiffany, this isn't going to happen."
I looked into her large dark brown eyes with naturally long lashes and framed by her expressive equally dark brown eyebrows. She was speechless as her eyes started to fill with tears. The sadness in her face made my heart ache.
There were many things that I expected her to say, but I was dumbfounded when she said, "Ok."
Without thinking I responded, "What do you really want?"
"I just want to be happy. I'm an only child and my parents hate each other," she admitted.
"So how would seducing me change that?" I asked with concern.
"You seem so kind, so calm and like you are happy even though you live alone," smiled Tiffany timidly.
"When was the last time someone hugged you?"
Tears started running down her cheeks and she replied, "I don't remember," then sniffled and wiped her cheeks with her arm.
I stood and pulled her closer, with her head pressed against my chest. I wrapped my arms around her and hugged her like I hug Heather every time I see her.
Tiffany relaxed in my arms, started to breathe easily and asked, "What did you just do?"
"I hugged you," I replied, "what did you feel?"
"I felt this energy coming from you that warmed me, relaxed me, and took away my fears." she smiled. "And it also made my pussy a little wet," she giggled.
"A good hug can do that," I assured her with a smile.
"Are you sure that we can't do something more? I have a lot of trust issues but not with you!" she stated emphatically.
I hesitated briefly, but proceeded with the goal of bringing us both some happiness.
"Ok, have you ever been kissed?" I asked while being almost certain that she hadn't.
Tiffany smirked and shook her head, "Trust issues, remember?"
"May I kiss you?" I asked while questioning myself for not just sending this amazingly attractive young woman home.
"Mr. Brostwin, I can sense your hesitancy. I like you and I don't want to make you uncomfortable. I should go."
"It's dark out, can you call someone for a ride?"
"No," replied Tiffany softly, "my parents fought, Dad left and Mom is staying at her boyfriend's house."
I gathered Tiffany into my arms again. I held her close. "It's not safe for you to be alone. Text your mother and let her know that you're staying here. You can use Heather's room."
Tiffany did as I asked and together we made a classic Italian dinner with pasta and a sauce made from fresh vegetables including carrots, celery and tomatoes. I was starting to relax and enjoy having her with me. It reminded me of cooking with Heather and out of habit, I poured us each a glass of red wine.
After dinner we watched a romantic comedy on TV, which was something that Tiffany selected. She relaxed, laughed, and even shed a few tears of joy for the two characters that finally found true love.
After the movie I showed Tiffany to Heather's room and I retired to the master suite. I had just finished brushing my teeth when there was a knock on the door.
I opened the door to find Tiffany standing there in one of Heather's nightshirts. "Why didn't you tell me?" she smiled.
"Tell you what?" I asked while feeling very perplexed.
"That you already have a lover and that you don't want to cheat on her," smiled Tiffany.
"What, what are you talking about?"
"Your daughter's bed has no sheets on it. It's not made up and hasn't been for some time. When she comes home, she sleeps with you, right?"
"Ummmm," I began.
"You don't need to say anything," she smirked, "just tell me where I can find some sheets," she laughed.
We had just finished making up the bed when the front door burst open, "Helloooo, I'm home!" announced Heather.
"Hi, Tiffany, right?" smiled Heather as she recognized the beautiful girl who had been a year behind her in school. "You look cute in that nightgown. I can't remember the last time I've worn one."
"Yes, your dad has been tutoring me in Math," she began.
"Let's go sit in the living room," I suggested.
Heather took Tiffany's hand and as they walked down the hall they talked. "So, how long have you been fucking Dad?" she asked excitedly.
Tiffany's face fell and she just shook her head.
We all sat in the living room and I told Heather everything that had happened and why Tiffany was spending the night. "So, just before you entered Tiffany had deduced that when you come to visit, you must be sleeping with me," I concluded.
"Smart girl!" smiled Heather. "You can sleep in my room but I think you should join me and Dad. You might not get as much sleep but it will be more fun," she giggled.
"You're very kind, and so is Tom, but he's made it clear that he's not interested in anything more than a hug. But it was an amazing hug!" she smirked.
"Dad just worries that he's trapping you into something that you don't really want," explained Heather.
"So, how do I convince him? I've never done this before," admitted Tiffany.
"Just tell him what you want," encouraged Heather.
Tiffany, emboldened by Heather's support, looked me in the eyes and said, "I want you to teach me how to kiss."
This time I didn't hesitate or have second thoughts. If I'm honest with myself I think that I just needed Heather's approval. I moved to Tiffany, caressed her face, tucked her hair behind her ear, supported her head and pressed my lips to hers. She closed her beautiful brown eyes, parted her lips and our tongues met.
"Oh my," gasped Heather.
I immediately felt Tiffany's passion as she felt mine. The kiss became more animated as our tongues dueled, our saliva mixed, her body squirmed and my hardening cock pressed against her belly.
"Phew!" said Tiffany as she broke the kiss, "that was wicked awesome!"
"It was," I smiled, "so, what made you think that I could teach you something?" I chuckled and shook my head.
"I didn't know that kissing a guy would be so much like kissing a girl," giggled Tiffany.
"Whoa! Wait, wait! Can I get one of those kisses?" asked Heather while blushing and biting her lip.
Tiffany turned and reached out to Heather, "I've wanted you since the first day I saw you in school," admitted Tiffany.
"I wish that I had known," replied Heather as the two embraced, their lips and tongues met, and they tasted each other for the first time. Their legs intertwined. as their hips ground together and their hands explored each other's bodies.
Heather's hand slipped beneath Tiffany's nightgown, slid up her wet slippery inner thigh, to find her pantyless pussy. She massaged her clit and slipped two fingers inside. She fingered her to the edge of an orgasm.
"No panties?" asked Heather rhetorically. "You are a naughty girl," she winked.
I started to feel light-headed at the eroticism of their actions. I sat down on the couch as the two ended their kiss and Heather asked, "So what do you want now?"
I watched as the two of them peeled off their clothes, Tiffany took Heather's hand and they walked to stand in front of me. "Hmmmmm, what do I want?" Tiffany asked herself.
