Chapter 5

After taking off her underwear, Dorothy put it in her handbag before staring out the window as if nothing had happened.

However, her face was flushed scarlet, and she kept her legs tightly pressed together. I could see her entire body through the rearview mirror. The sight of her looking all shy and uneasy was simply too alluring. I began fantasizing about what was going on in that area between her legs.

Tiffany was really something. I had no idea what she had said to Dorothy to make her act like this.

Out of the blue, my phone buzzed. I checked WhatsApp and saw a message from Tiffany. "Did you see that?"

Feeling both embarrassed and excited, I didn't know how to respond, so I just sent her a smiley emoji.

She quickly messaged me again. "Dorothy is a little shy, just like you. But I'll help her feel more open and less inhibited. You just need to know how to seize the opportunity."

I texted my response. "Got it."

Honestly, I was thrilled. Tiffany was really good at playing wingwoman.

Once we arrived at the mall, Tiffany kept creating opportunities for me to get close to Dorothy, but Dorothy always deliberately avoided me, which left me feeling helpless.

When Dorothy went to the washroom, Tiffany took the chance to ask me, "What's going on with you? I've been creating all these opportunities for you, but you're not making a move."

"It's not that I don't want to get closer to her," I said anxiously, "Dorothy keeps avoiding me on purpose. I'm starting to think maybe she knows I'm trying to make a move on her."

"Is this your idea of what it takes to get close to a woman? I guess my lesson this morning was a waste," Tiffany replied with a slight shake of her head. "Remember, when dealing with women, you can't be too much of a gentleman.

"Are you not going to approach her just because she doesn't seem keen to let you do it? Even if she doesn't let you help her with her bags, you should still insist on carrying them for her. You're a man. You need to be more assertive and show her your masculine side.

"Then, when she least expects it, you need to tease her a little. Slowly but surely, you'll be able to stir up her inner desire. Otherwise, with how slow you're being, it'll take forever to win her over."

Tiffany was right. I had always been a bit clueless. Back in school, I only focused on studying and never pursued anyone. I had no idea how to woo an experienced woman like Dorothy.

Although I didn't fully understand what I had to do, I nodded anyway. "I got it, Tiffany."

Tiffany suddenly stepped closer and fixed my collar for me. Her pleasant scent filled my nose, and as I looked at her face up close, my heart started racing.

Her skin was flawless. Even though she was in her 30s, her skin was as smooth as that of a younger woman. Moreover, her ample breasts were almost brushing against me as she leaned in. That made me even more nervous, and my mind couldn't help but flash back to the things I'd seen earlier.

"Tom, did you see something this morning?" she suddenly asked.

Her question sent my heart racing in fear. My heart jumped into my throat.

"N-Nope! I didn't see anything, Tiffany! Why do you ask?" I stammered.

"Really? In that case, when did you put your underwear on the rack in the bathroom?"

Tiffany wasn't all that tall. She only reached my chin, and she was looking up at me right now. Her flawless-looking lips were so close I could feel her breath on my neck. It was warm and tingly.

I was a nervous wreck. "I-I put it there last night. I know what I did was wrong. I won't do it again."

Tiffany chuckled and released my collar. "I'm not mad. I just thought your reactions were a little strange today and figured maybe you saw something."

"I was sleeping like a rock this morning. I didn't wake up until after 9:00 am. You know that," I lied.

She nodded. "I must've overthought it. I get it though. You're a recent college graduate who hasn't even dated before, and here I am, suddenly talking about this kind of stuff. It's bound to make you uncomfortable.

"And with everything I said this morning, I wouldn't be surprised if your mind wandered. But let me remind you that I'm Donald's wife. Since he's basically a brother to you, that makes me something of a sister-in-law. I'm also your mentor right now. You can't get any ideas about me, understand?"

I knew nothing could happen between us, but hearing her say it still left me feeling a bit disappointed.

Tiffany glanced toward the restroom and added, "When we go for lunch later, stir up Dorothy's desire a little. Try to offer to help carry something so that maybe you can go to her place afterward."

I didn't say anything.

Tiffany tilted her head and looked at me. "What? You don't know how? If you really don't, go watch some videos and learn."

"I don't have any," I muttered, my voice barely audible as I lowered my head.

She burst out laughing. "Seriously? I thought all guys loved that kind of stuff."

"I really don't have any. I wouldn't even know where to find them."

"Wow, you really are a good boy," she said, laughing so hard she couldn't stop. She was looking at me in a strange way too. She pulled out her phone and started searching for something.

Just then, Dorothy came out of the restroom.

Tiffany quickly put her phone away and gave me a knowing look.

Catching the hint, I hurried over to offer my help. "Let me carry those for you, Dorothy."

"No need. I can handle it myself."

"I'm a man. How can I let a woman carry those bags without offering to help? Give them to me," I insisted as I remembered Tiffany's advice. This time, I didn't care what Dorothy's attitude was. I just took the bags right out of her hands.

Dorothy smiled and nodded at me. "Thanks for the help."

I was on cloud nine.

Tiffany was an amazing mentor. The advice she gave me actually worked!

I carried the big shopping bags alone, loading them into the car while Tiffany and Dorothy went to find a place to eat. Once everything was in the car, my phone buzzed twice.

When I checked it, I saw that Tiffany had sent me a video—a smutty one.

Immediately, I felt like I was doing something wrong. I quickly looked around. Luckily, there was no one else in the parking lot at that moment.

Tiffany sent another message. "Don't rush back. Watch the video and learn a bit first. I'll tell you when the food's about to be served."

I was rather giddy and excited. I'd never watched an adult video before.

I opened the car door, got in, and after making sure no one was around, I excitedly opened the video with trembling hands.

The content was very explicit, and within moments, I couldn't take it anymore. The arousal that I felt after being teased by Tiffany this morning reignited inside of me.

I couldn't help but unbuckle my belt as I got ready to relieve myself. Just as I was getting lost in the moment, I noticed a shadow outside the car window.

Upon seeing who it was, I froze. It was none other than Dorothy.

I saw her staring at me with her wide, beautiful eyes. As soon as our gazes met, she looked like a deer caught in headlights and ran off.