Grandpa's Guide to Women Pt. 05

Your response to Grandpa’s Guide to Girls was so flattering that it motivated me to write this sequel. You voted your approval and made very kind comments about the story of Grandpa Frank helping young Ben woo his first girlfriend.

You need to know why I placed this sequel in the “first time” category. Ben is not a virgin when he arrives at college, but every sex scene in this 10-part sequel has at least one character having at least one “first time” experience. Oral. Bondage. Anal. Roleplay. Reluctance. Facials. Threesomes. New partners. The recurring theme is the gradual surrender of diverse kinds of innocence.

As you know, many stories on Literotica defy categorization. It’s almost impossible to give readers all the information they deserve while deciding what stories to read. If you’re looking for a tale of young lovers having erotic experiences for the first time, you’ll find it in Grandpa’s Guide to Women. Just know that these characters surrendered their virginity before this story begins.

Part 5 shows how Ben follows Grandpa Frank’s advice about ways to provide women with exciting new experiences that will make them want to keep him in their lives.

All characters are adults over 18.

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Another one of Grandpa Frank’s predictions came true over the next few weeks. He told me that Julie would want to give me so much sex that I wouldn’t have enough time or energy left for Sonya. She spent night after night in my dorm room. We had lively, energetic sex, which always included a particularly exciting session in the morning before she had to go back to her sorority. It wasn’t ever going to deplete me enough to get me to stay away from Sonya, but Julie was trying her best.

My roommates couldn’t believe it. Neither of them had girlfriends yet, and they were trying hard not to act jealous. Julie spent most nights in my room, and on almost all the others I spent the night in Sonya’s room. I can’t blame them for feeling jealous. If I was in their position, I would have been jealous too.

“Things are going great, Grandpa,” I said during one of my regular phone calls where I gave Grandpa Frank updates. I told him his prediction about Julie’s sorority sisters flirting with me had been accurate. So far, three of them had acted in ways that made it obvious they wanted me to ask them out. I’d followed Grandpa’s advice and resisted, and I’m certain that was the right choice.

“Julie and I are doing fine,” I said, explaining that we were continuing to do roleplaying that featured me as a Dom and her as my Sub. We discovered she loved being spanked. I have no idea why she likes it so much, but I’m happy to slap her round, shapely ass anytime she wants.

“Sonya and I have a more normal relationship,” I said. “It reminds me of the way it was with me and Beth. I think I’m beginning to catch feelings for her, although she doesn’t feel that way about me. She sees me as a nice guy who’s fun to be around and who tries to satisfy her in bed. I’m not sure what to do next. I’m pretty certain she wouldn’t be interested in the kind of things that excite Julie.”

“But you don’t really know, do you?” Grandpa Frank asked.

“No. No, I don’t. There’s no problem. We have lots of fun in bed. It’s very satisfying. But it’s been a while since I’ve introduced her to anything new. I keep thinking of how you’ve told me that it’s my job to think of ways to give girls new experiences. I’m not doing that job very well with Sonya. We just have ordinary sex over and over.”

“There are lots of things you can do about that,” Grandpa said.

“The first is to just ask her. Ask Sonya to tell you about her sexual fantasies. She’s known you long enough to know she can trust you. Offer to help her act out her fantasies. Most women like men who’ll do that.

“Another idea is to see if she likes porn. Ask her to show you some porn that turns her on. That ought to give you some insights. I know most of you young people think of sex videos when you think of porn, but a lot of girls prefer erotic fiction. Since Sonya is such a smart woman, she might have a book of erotica she likes. Ask her to show you her favorite story. You might be surprised. Sonya must have interests you know nothing about.”

That night Sonya invited me over to her sorority to watch a showing of the classic comedy Animal House. It’s a very old film, but I enjoyed it, and so did the others. I was surprised when I discovered I was the only male invited to the party. That made me feel good. Special.

Afterward we went up to Sonya’s room to have sex. I tried something I learned as I was looking for ways to meet Julie’s need for submission. The book Grandpa gave me said that a good way to introduce a woman to bondage is to pin her arms over her head as you have sex. I hoped that would give me a clue into whether Sonya would enjoy being restrained.

I gripped her wrists and held her arms firmly. She seemed to like it, but not nearly as much as Julie. Julie enjoyed it so much I went out the next day and bought some silk bondage rope from an off-campus sex shop.

As always, I managed to give Sonya two orgasms before I allowed myself to climax. She fell asleep with a smile on her face. There was absolutely nothing wrong with our sex life, but I felt sure I could do better. So when she woke up I followed Grandpa’s advice, and asked if Sonya had an sex fantasies she’d care to discuss.

“I have lots of dirty little daydreams, but none of them are particularly stimulating,” she said. “I doubt that you’d find any of them to be very entertaining.”

“I’m not looking to be entertained,” I said. “I want to know more about what arouses you. I’m very happy with the sex we have, but I want to know if there’s some fantasy I can help you make real. If there’s any role playing you’d enjoy, just ask. I’m happy to do anything that doesn’t involve instruments of torture.”

Sonya laughed. “Yeah, I’m not turned on by torture. We’re on the same page there,” she said.

“Ben, I have a fantasy that’s kind of embarrassing. I’m not sure I’m comfortable telling you about it.”

“Sonya, you know you can trust me,” I said. “Just tell me what it is. I want to know what makes you tick.”

She rolled her eyes. “I’m going to regret this,” she said.

“No, you won’t,” I said.

“Ok. You asked for it,” she said.

Sonya described an erotic story about an inexperienced adolescent man who was obsessively interested in sex, but knew nothing about it. He had fantasies about a middle-aged woman who lived next door. He found her to be very attractive, but never imagined she’d have any interest in a high school kid like him. Still, he kept finding ways to hang around her house while she was there, and the woman eventually noticed that the boy always had a boner whenever he was near her.

The woman thought it would be fun to relieve this young man of his virginity, but she knew he was too frightened to let it happen. She lured him inside and “forced” him to have sex. After that first time, they had sex repeatedly until she moved to another town.

“That sounds hot,” I said. “I would have liked having a neighbor like her.”

“Did you have a bad experience when you lost your virginity?” Sonya asked.

“No. Not at all. It was wonderful. My high school girlfriend and I had a terrific relationship. Our first time was perfect. But there was nothing remotely kinky about it. Being seduced by an older woman sounds like something I would have enjoyed.”

“Yeah, too bad it didn’t happen,” Sonya said.

“It’s not too late,” I said. “We could do some roleplaying. You could pretend to be an older woman, and I could pretend to be an innocent virgin. That might be fun.”

Sonya gave me a strange look. “I’m not sure I’m a good enough actress to pull that off.”

“We’re not trying to win an Oscar,” I said. “We’re trying to let you live out a fantasy. It arouses you. What do we have to lose?”

“Nothing, I guess. But we can’t do it right now. We just had sex. Something like that would be a lot easier if we were both really horny.”

“Maybe in a day or two,” I said.

We cuddled for a while. At times like that I find it very easy to appreciate the differences between Sonya’s body and Julie’s. Sonya is smaller, leaner and more compact. She has very perky boobs, a cute face, and head-to-toe freckles. Julie is bigger, taller, and has wonderful large breasts that are a joy to play with. Her lovely legs are a work of art.

Some time went by, and I began feeling a stirring in my cock. I could tell we’d be able to have sex again soon. Sonya reached down and held my cock, feeling it get firm in her hand. Suddenly, she looked up at me and flashed a great big smile.

“I’ve got an idea!” she said. “I know how we can make that fantasy work!”

Sonya jumped out of bed and threw on a robe. “Wait here! I’ll be right back!” After a few minutes she returned with a baggy that held what looked like two chocolate cookies.

“What’s that?” I asked.

“These are edibles,” Sonya said. She didn’t need to explain that the cookies contained marijuana; I know they are popular with people who enjoy weed but don’t enjoy the experience of inhaling harsh smoke. “One of my sorority sisters always has these on hand. She and her boyfriend like to have sex after they’ve had some edibles.”

“I’ve never had sex like that,” I said. “And I have very little experience with marijuana. None of my friends are into it.”

“Have you ever used it?” Sonya asked.

“Sure. I liked it the few times I tried it. I particularly like listening to music after smoking a joint.”

“Yeah. Music is my favorite,” she said. “One time I smoked a joint and got really horny. It led to a very hot make-out session. That’s what made me think it could help us find the inspiration to do that role playing game.” Sonya handed me one of the cookies, then played some music through a nice pair of wireless speakers that filled her little room with sound.

We sat next to each other in the bed and waited for the edibles to take effect. It wasn’t long at all before I noticed that the music sounded especially wonderful. Sonya looked even sexier than usual, and I loved the way it felt when I ran my hands over her hot body. My cock got so hard the head turned a pale shade of purple.