Teaching Todd

Todd and Sherry were next-door neighbors. She was a fifty year-old
divorcee, and he was a twenty-five year-old virgin. Or at least he had
been until she met him. She had promised to make him the greatest
lover in the world, or at least in their neighborhood.

The first lesson, she said, was all for him. He had done a little
heavy petting, but he had never seen a woman naked, and never had sex.
So they kissed for a while, and she taught him how to rub her pussy
until she was nice and wet. She said that she would have liked to suck
his cock, but she didn’t want him to come before he even got to fuck
her. Sherry lay on her back; pulling her legs apart for him as Todd
eased his prick inside her pussy. It didn’t last long, but she told
him it was okay, that he would learn.

The second lesson, Sherry said they were still going to concentrate on
him, but not to get too used to it, because she didn’t want him getting
lazy. She had told him to masturbate before coming over, so his
endurance was pretty high. First she sucked his cock, showing him all
the different techniques and asking him what felt best to him. Sherry
said that it was important to know what you liked so you knew what to
ask for. She deep-throated him, then she sucked using only her lips
and tongue, she played with his balls, she tried so many things that
Todd’s head felt like it was spinning from the pleasant sensations.
Then they fucked. Sherry said that there were more positions than she
could count, but she wanted him to experience the basic three: him on
top, her on top, and doggie-style. After Todd had finally come inside
her from doing it the last way, Sherry asked him which was his
favorite. “That one,” he said, panting for breath, his cock exhausted.
“Good,” she said. “Mine too.”

The third lesson, Sherry again told Todd to masturbate before coming
over, but when he arrived, she said this time he wasn’t going to come
at all. “I’ve taught you what you like,” she said. “Today I’m going
to teach you how to make love to a woman.” Todd, under Sherry’s
direction, carefully stripped away her clothing, kissing her
passionately, massaging her breasts gently, paying close attention to
her stiff nipples. Sherry moaned in pleasure and nodded. “Good,
good,” she said. “Now my pussy.” She lay back on the bed and spread
her legs wide, reaching down and spreading her cunt wide, showing Todd
her clit and her anus before thrusting her finger into the hot tight
hole between them. “I’m going to show you how to eat pussy,” Sherry
said. For the next hour, Sherry took Todd’s tongue on a guided tour of
her cunt. He was a quick learner and she came over and over as he
wiggled his tongue over her clit, her slit, and her asshole. When she
finally told him he could stop, they were both exhausted and out of
breath, and Todd’s face was shiny with Sherry’s juices. He was hard,
and asked if he could fuck her, but Sherry said no. “If a man doesn’t
pay attention to a woman during sex, she doesn’t come. And I want you
to know how that feels.” Todd fell asleep, his cock hard and leaky.

The fourth lesson, Sherry told Todd he was ready to move on to more
advanced territory. She had him eat her pussy until she came, not
once, but twice. With her pussy still shuddering, winking open and
closed wetly, she spread her legs wide, pulling them up as she handed
Todd a bottle of lube. “Today you’re going to fuck my ass, so grease
it up good, and then do your cock.” Todd was so excited he was afraid
to touch his cock to grease it up for fear that he might come, but he
finally managed to get Sherry’s anus and his own prick nice and greasy.
“Now take it slow,” Sherry advised as he pushed his cockhead against
the bud of her asshole. Todd took it slowly, both for her sake and
because he was enjoying the sensation of her hot, tight ass sucking his
prick in. When he was buried to the balls, he held still for a moment
as her sphincter relaxed around his cock, and then began to fuck her
with long, hard strokes. He watched as Sherry reached down and rubbed
her own clit, coming again. When he felt her ass contracting around
his cock, he gasped and his cum spurted deep into her ass. When he
withdrew, Sherry had him lick her ass clean, and before he knew it he
was hard again and ready for another go-round.

The fifth lesson, Sherry said he was ready to graduate, but she wanted
him to make love to her, using everything she had taught him, as a
final exam. Todd nodded, lifting Sherry in his arms and carrying her
to the bedroom. He stripped her carefully, kissing her breasts and
sucking her nipples as he fingered her pussy until she was ready to
come, and then he dove between her thighs and ate her cunt until she
came. He asked her to deep-throat his cock, which he had enjoyed so
much, and Sherry nodded, taking him to the edge of his orgasm and then
squeezing the base of his prick to stop his cum. They fucked slowly at
first, Sherry riding his cock as he fingered her clit until she came
again, and then faster, from behind. When Todd finally came, his
orgasm was very intense.

After that, Sherry told him he was ready to go on his own. But she
told him that every time he made a woman come, he would think of her.
And he did.