All Chapters of Tom's Pleasurable Life: Chapter 11 - Chapter 20

30 Chapters

Chapter 11

Seeing Dorothy's nervous and uneasy expression, I quickly offered a smile and said, "I know, I know. Dorothy, I just wanted to say hello. And since you ignored me earlier, I got anxious. That's all."Dorothy looked at me awkwardly. "Is it really that important whether I acknowledge you or not?""Of course it is," I replied without hesitation. I noticed Dorothy's gaze was uncomfortable and tinged with a hint of shyness. It was quite charming.I thought about what Tiffany had said earlier. When pursuing a woman, the man mustn't be too proper or gentlemanly; he should be a brute when the time was right.Dorothy was clearly embarrassed rather than angry or upset. This meant she didn't dislike what happened in the morning; she was just startled and shy about the unexpected encounter."You're special to me, Dorothy." I seized the opportunity to tease her despite my anxiety. I wasn't sure if Dorothy would respond to this."What are you talking about? We've only met once. How can I be
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Chapter 12

"Dorothy, I… Ah, I should watch my mouth. Dorothy… just hit me."My messy explanation was probably making things worse.I wasn't as smooth as Tiffany, yet here I was, trying to be like her and flirting. No wonder I messed everything up. I was really mad at myself.Looking at me, Dorothy suddenly burst out laughing.That didn't put me at ease at all. I was still anxious and unsure because I had no idea what was going on in her head.Awkwardly, I asked, "Dorothy, why are you laughing?""Nothing, I just think you're kinda cute," she replied. "Tiffany's really sharp, and Donald is super capable. But you… You're surprisingly honest." She paused, her face flushing slightly. "I'm surprised that an honest man like you would do 'that.'"I moved closer to Dorothy and quietly said, "Dorothy, a man touching himself has nothing to do with whether he's an honest man. It's just a need—a way to release some tension. It's as normal as going to the bathroom. It gets uncomfortable if we hold it in
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Chapter 13

"Tiffany, I've never thought of it that way." I quickly clarified my thoughts."I know." Tiffany smiled. "You're different from those sleazy men. It's exactly because you're honest and kind-hearted that I asked you to get close to my best friend. Robert's a scumbag. He's seeing another woman and now wants to use this kind of dirty tactic to divorce Dorothy. If he had picked some random guy to seduce her instead of coming to us, Dorothy would've been in real trouble."And the reason he's doing this isn't just because it's the quickest and most effective way to get a divorce. More importantly, he knows his wife is longing for intimacy, and she needs a man's touch."Hearing Tiffany say this, I suddenly felt a surge of excitement. I asked, "Tiffany, are you saying that Dorothy doesn't really lack desire, but her reputation and personality make it hard for her to let go?"Tiffany nodded firmly. "Exactly. Why else would I be helping you break through her walls? I can bet you that when it
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Chapter 14

I couldn't scratch the itch in my heart. Tiffany had promised to help me, yet she was letting me down once again. I wouldn't have felt like this if not for her telling me those things.I looked at her and asked boldly, "How about you come and help me in the bath, Tiffany?""Huh? You want me to help you? What's going on in that head of yours?" she asked.I was frank with her. "I don't really need your help bathing. You can just scrub my back.""Nope." Tiffany turned me down without hesitation. It made me feel worse."Why?" I didn't want to throw in the towel so easily."Do you think it's appropriate for us to be in the same room with you in your birthday suit? You're not a child anymore.""But you saw everything when I was only in my underwear, didn't you?" I muttered, still feeling indignant. I wanted Tiffany in the bathroom with me.She flicked me on the forehead. "As you said, you still had your underwear on. You're going to be buck-naked when you bathe, aren't you? How is th
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Chapter 15

After entering the bathroom, I started taking my clothes off while Tiffany watched. To tell the truth, I felt rather shy. It was as if we were going to do something soon. It didn't help that Tiffany wore such a skimpy nightgown. She made me feel hot and bothered.Soon, I'd stripped to my underwear. My hard-on was evident underneath it. It made me feel shy, and I didn't dare face Tiffany.I turned the shower on, allowing the cold water to pour over me. However, it didn't cool me down at all. I was still burning up inside.Tiffany grabbed a loofah and started scrubbing my back. Suddenly, she swatted me on the ass, making me jolt. "Lean down a little. How am I going to reach you when you're so tall?"Her actions made my blood rush downward. However, I kept telling myself she was Donald's wife. That made her my sister-in-law; I couldn't have these thoughts about her. I already had to thank the heavens that she was willing to scrub my back.I did as told and bent over the counter. Tiff
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Chapter 16

I didn't come into contact with soft lips, though. My lips kissed the air.I opened my eyes to see Tiffany standing at the bathroom's entrance. She had her arms crossed as she looked at me, her gaze appraising. She asked, "What were you doing, Tom?"I felt diffident. I'd been up to no good, and it hadn't worked out. Tiffany had even caught me red-handed! This was so awkward.More importantly, she'd shattered the courage I'd mustered. My gaze darted around as I tripped over my words. I didn't dare look at her. "I was wrong, Tiffany. I won't do it anymore.""Take your time showering. I'm going to cook." She turned and left.Regret overwhelmed me. How could I have said those things to her earlier? She had to think I was a pervert. I slapped myself hard. "How could you say those things, Tom? How could you talk to Donald's wife like that?"Feeling uneasy and distracted, I couldn't continue with my shower. I briefly let the water run over me before putting on my clothes and leaving the
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Chapter 17

"If one is incompetent, they won't do well anywhere, even if they hold positions of power. My grandfather also said I must learn as much as possible and expand my horizons since I'm still young. It doesn't matter whether I can work at Central Hospital," I said.These words came from the heart—I wasn't lying.Tiffany looked at me admiringly and said, "You're a good kid. I'm sure you'll do well in the future."Her gaze happened to land on my dick. It had formed a tent in my pants again. This surprised her. "Didn't you just have a cold shower? Why are you hard again?"I felt helpless. "I don't know. It became like this shortly after I came out of the bathroom.""Oh, you. You're too easily stimulated because you've been holding yourself back for too long. You haven't experienced being with a woman before."I know you really want it, but don't you dare think about getting it on with me anymore. Remember that I'm Don's wife."I want you to do as I say tonight and sneak over to Dorothy
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Chapter 18

Suddenly, my phone vibrated in my pocket. I hurriedly pulled it out and put it on silent mode. Then, I checked my WhatsApp. I'd received a text from Tiffany. She wrote, "I sent a video to Dorothy; I'm positive she'll watch it. You just need to wait for the show."In that instant, I knew exactly what type of video Tiffany had sent to Dorothy. I honestly had no idea where she'd found so many of them. Still, this wasn't the time to think about that. I excitedly peeped through the curtains into the bedroom.I saw Dorothy clap her phone to her chest, her cheeks turning red. She looked hesitant. After a while, she picked a black lace nightgown from her wardrobe before heading to the bathroom. Soon, the sound of running water rang out.She'd really gone for a shower. She was oddly compliant to Tiffany's instructions, which surprised me. I thought she would've told Tiffany off.It looked like Tiffany was right—Robert had left Dorothy high and dry for too long. She desperately needed a man
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Chapter 19

If I'd really barged in there and done anything to Dorothy, I'd be dead meat. Knowing what she was like, she probably would've called the cops. I'd be labeled a rapist and be shamed for life. It was no wonder lust was one of the seven deadly sins.I'd been too rash. Tiffany had sent me here to see whether Dorothy would masturbate, not so I could do anything to her.I was still scared as I clambered over the balcony. I didn't stay to find out who was calling Dorothy.Tiffany was in her bedroom when I got back. She got out of bed when she saw me. "So, how'd it go?"I said absent-mindedly, "She did it. Dorothy really did it.""See? I told you she would. No woman who's gone without her husband's touch for long wouldn't be lonely and desperate," she said.She suddenly noticed something was off about me and asked, "What's wrong with you? Why do you look like you're unwell?"I was afraid. I'd been this close to committing a crime. I'd been an obedient child since childhood; I'd never d
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Chapter 20

I shook my head, feeling confused. "I don't know."Tiffany said, "Robert is leading Dorothy on like a dog with a bone. Whenever he calls her, he'll tell her he misses and wants her. He'll get her hot and bothered but won't give it to her."I couldn't help snarling, "He's such a jerk! Why's he doing this to Dorothy when he already has a mistress?"Tiffany was equally angry. "Right? Robert is an unfaithful bastard. He's even trying to lure Dorothy into a trap now. He's the biggest scumbag in the world!"I couldn't help feeling sorry for Dorothy upon hearing this. Robert had cheated on her, yet she was still unaware. She'd remained faithful to him despite him being away for over half a year. She hadn't done him wrong.Tiffany looked at me. "You must find it weird that I haven't told Dorothy about this despite being her best friend."She was right. I did indeed find it weird.Tiffany smiled bitterly. "It's not that I've never thought about it. It's that I can't tell her. Dorothy is
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