Grandpa's Guide to Women Pt. 07

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 7 shows what happens after Grandpa Frank predicts that lots of coeds will want to spend time with Ben.

All characters are adults over 18.

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Something odd started happening at the same time I was trying to set up the threesome. By then I decided that I didn’t need to spend time with any other women. It took an effort to give Sonya and Julie the attention they deserved, and I didn’t have enough time to pursue anyone else.

But a lot of girls were flirting with me. It started out with the women in Julie’s sorority. Grandpa had warned me to expect that, and he’d convinced me to not respond because it would hurt Julie’s feelings if she learned I had sex with any of her sorority sisters.

Eventually, women who weren’t in Julie’s sorority began paying attention to me, and I didn’t know why. I didn’t think it mattered, because I was so happy with my love life that I didn’t want to change a thing. Still, it seemed odd. I made so secret of the fact that I was already dating two wonderful women, so it made no sense that other women wanted me.

I resisted until a girl named Teo began chatting me up. She is drop-dead gorgeous. Now, Julie and Sonya are beautiful women, and so is my highschool girlfriend Beth. I’ve been fortunate to be intimate with three different women who are beautiful in different ways.

But Teo possesses a beauty that puts her in a completely different class. Heads turn when she goes by. She puts off a vibe that makes you think of supermodels and beauty pageant winners. She’s so beautiful it’s actually a bit startling sometimes.

It was especially startling when she began showing interest in me.

We became acquainted because we both take archery class. It’s a nice way to fulfill the college’s phys ed requirement, especially since you don’t get sweaty enough to need a shower afterward. I couldn’t help but notice Teo immediately. All the guys in class – and most of the women – couldn’t keep our eyes off her. When she drew back her bow, Teo stood with her back straight, her chin up, and her chest out. She looked like a goddess.

It was baffling when she began seeking me out. Teo found reasons to strike up conversations, and she gave me all the signs women use to let guys know they’re interested. She smiled a lot, made eye contact, leaned close, and reached out to touch my hand. It was unmistakable.

It wasn’t practical for me to try to take on a third girlfriend, but I couldn’t resist the temptation to pursue Teo. I asked if she wanted to have coffee after class, and she immediately accepted the invitation. As we talked she acted as though everything I said was fascinating. She was being so obvious I felt a little weird.

Teo was out of my league. Way, way, w-a-a-a-y out. She was out of the league of 99 percent of the guys on campus. What possible reason could she have for pursuing me?

I couldn’t understand it, but I knew I needed to make sure Teo realized I was already dating someone. Maybe she mistakenly thought I was unattached. So I made an innocuous comment about having a “friend” in Sonya’s sorority; I said it in a way that made it pretty clear my “friend” was a girlfriend.

Teo already knew. “Are you talking about Sonya?” she asked. “I know Sonya. She’s in my sociology class. Smart girl. She says nice things about you.”

So Teo DID know I was seeing someone! What was happening? She continued sending off positive little smiles, nods, and glances. Even though I didn’t have time for another woman, I couldn’t help but return Teo’s signals.

Grandpa said I should always be prepared with ideas for dates with women who unexpectedly show an interest in me. I was mentally reviewing the options when Teo made it all unnecessary. I mentioned the name of one of my favorite bands, and Teo said she’d just purchased their latest album.

“Would you like to hear it?” she asked. “You could come over and I could play it for you.”

“Sure. That would be great,” I said. “When?”

“Right now would be perfect,” she said. “I don’t have any more classes today. Are you available now?”

This was moving fast. I’d planned to go to the library to study, but listening to music with Teo sounded like a lot more fun – especially since I suspected she wanted to do more than play her album.

“I’m free all afternoon,” I said, remembering that I didn’t have any commitments until that evening, when Julie was coming over.

“My apartment is a short walk from here,” Teo said.

She had a sweet smile on her face as she led me to the off-campus apartment building where she lived in a one-bedroom unit. I felt jealous. It was much bigger and more comfortable than my little dorm room, and she’d done a nice job decorating it so it looked homey. I later learned that Teo’s family had money, so she lived more comfortably than most undergraduates. I thought it must be nice that she didn’t have to deal with any knucklehead roommates. Teo began playing the album, then sat down on her sofa and pointed to the cushion beside her.

“You have a nice stereo,” I said.

“Thanks,” Teo said. “It was a going-away present from my parents. I get a lot of pleasure from it. I much prefer listening to music this way than with earbuds.”

She gave me a nice warm smile as we sat for a moment and listened to the album. “There’s something I’ve been thinking about since we started talking,” she said.

“What’s that, Teo?” I asked.

“I think it would be nice if you kissed me,” she said.

Wow.

Naturally, I leaned in and gave Teo a delicate little kiss, then another and another. I kept kissing her, and as we continued our kisses became more soulful and passionate. She let me wrap my arms around her. I began kissing her long, slender neck. Teo made happy little sounds of contentment. It was just heavenly. She was wearing an especially alluring perfume.

Teo took my hand and placed it on her breast. She was wearing one of those expensive bras made from very thin material that let me know she had a warm, meaty nipple that felt big and hard.

It seemed like a good time to undo the top button of her blouse. I ran my fingers over the exposed flesh of her upper chest, then undid another button. I forced myself to go slowly, but soon her blouse was all the way undone, and my hands were roaming all over her breasts and abs. You can’t imagine how excited I became the first time I reached into her bra and felt her bare breast.

“Let’s take this to the bedroom,” she said with a smoldering look. At that moment I was glad I followed Grandpa Frank’s advice to always carry condoms in my backpack. It was stunning to think that we’d started speaking less than an hour earlier. I still didn’t understand why it was happening, but I was thrilled.

Teo draped her blouse and bra over a chair, then stepped out of her slacks. She helped unbutton my shirt, unzipped my pants, and gently massaged my cock in one hand. I was hard as iron, and her touch felt wonderful. She reached inside my underwear and wrapped her fingers around my naked dick. She seemed pretty sure of herself. Confident. I liked that.

She laid back on the bed and raised her arms over her head, inviting me to touch and kiss her anyway I wanted. It was hard to believe just how beautiful she was. Looking at her was like looking at magazine photos of a spectacular nude model. She seemed to know what I was thinking, and I could tell she enjoyed being caressed by my eyes.

Teo made a purring sound when I began kissing and sucking her breasts and nipples. My hand wandered across her abs, and eventually I slipped my fingers inside her panties. She let out a satisfied sigh when I placed my hand over her pussy. Her hips rose and fell slowly as I massaged her outer lips.

It was time to remove her panties and pull her legs apart so I had better access. Teo seemed to love it when I began caressing her inner thighs, and she started moaning softly as my hand circled closer and closer. Her pussy was very warm. Pretty soon I decided she was ready for more, so I dipped one finger inside and ran it up and down her wet slit.

“Oh . . . Ben . . . that feels soooooo good . . .” she moaned. Words can’t describe how nice it felt to touch Teo in a way she so clearly enjoyed. I wanted her to have good memories of our first time having sex. I had no idea where any of this was going, but I wanted our first time to be so pleasurable that she’d want to have a lot more sex in the future.

I slipped one finger inside Teo, then added a second. I went in and out slowly and gently, moving as though each finger was a tiny cock pressing deeper and deeper into her pussy. Her hips were going up and down forcefully by this time. Everything about Teo was sexier than an average woman. It wasn’t just how beautiful she looked. It was the way she moved. The way she breathed. The way she smelled. She was hypnotic.

Teo gasped when I began rubbing her clit with my thumb. “. . . there . . . right there . . .” she whispered. I’m not sure, but I think she might have climaxed. It certainly wasn’t a strong orgasm, but for a moment Teo seemed to tremble from head to toe.