Tutoring Sex [MF] pt. 2

If you missed Part One: I hadn’t seen Willow in years, she invites me to a nondescript Italian restaurant in Philly to catch up. I’m expecting a rote conversation, and she shows up looking three times hotter than what I remembered in college. She’s touching my arm, looking at me. Like that. She’s wearing black mesh over a tight tank top over a pair of 34Cs. And as dinner winds to an end, she asks me whether she can come up to my hotel room. To study flashcards, for her anatomy final.

I considered that an invitation.

*

Willow comes up to my hotel room, one of those suitelets with a couch beside the bed, and she parks herself there, spreading out her flash cards.

It didn’t take me long to put my arms around her. I might have made the expected quips about distracting her from studying. Or giving her something better to study. Real life anatomy flash cards.

She had leather pants on, and I really should have put two and two together on the outfit she had worn to dinner, the mesh top. I think of all the Reddit posts: “What are the biggest sexual hints you have ever missed?”

We make out, hard. Move over to the bed, go horizontal. Hands everywhere. As I put my hands under her bra, I got the answer that I wanted. Those tits she had gotten since college? They were real, and they were magnificent. Like the movie quote. Her story about gaining weight, losing it back, and some of it staying. All true. In all the right places. Most women would kill for that.

Willow wouldn’t object to my hands moving downwards, grabbing her ass, under her underwear. She was soaking through, and gave a light shudder every time I ran my fingers over her slit. But every time I tried to slide her bra off – I had unhooked it to take things further – she pushed my hands away.

We played cat and mouse for another 45 minutes. She’s kissing me hard, she’s responding to my touch, making all the right sounds. But that’s the furthest she appeared to want it.

I’m a firm believer in enthusiastic consent. It’s sexy, it’s crucial, and the mixed messages unnerved me. So I gave her a final kiss, a tight hug, and showed her the door.

I think back to that night, and it’s spank bank material. I can’t get enough of her body, and how surprised I was that she would invite herself up, share what she shared with me. But I was also confused about why it hadn’t gone further.

*

Several months later, I’ve moved to Philly. And I get a call. It’s Willow. And I want to ask her, but I let her speak first.

W: “So I wanted to call to say that I’ve started a new relationship. And I wanted to ask you something. It’s awkward.”

I’m disappointed, but unsurprised. At this point I’m thinking she hadn’t had sex with me because she had been into someone else.

I: “Sure. Go ahead.”

But why did she invite herself up to my hotel room?

W: “I’ve never had sex with anyone. All my life I’ve been working to get into medical school. I didn’t have the time or interest in college.

W: “I’m pretty excited about this relationship. I want everything to go right. I want to have sex with him. And I want to make sure I know what I’m doing.”

I: “Wait, what? I’m not the biggest expert on what a woman should be doing. I just do my part, and read and react?”

I: “You want me to explain sex to you? What my partners have done that I’ve liked? I don’t know that I’m the best person to do that. . .”

W: “You seem to know what you’re doing, from the night that we spent together. And I know you have tons of experience. I want you to *show* me.

I: “???”

W: “Before I have sex with him, I want to practice with you. I want to learn how to do it. I want you to teach me.”

Source: reddit.com/r/gonewildstories/comments/brkdfx/tutoring_sex_mf_pt_2