Tom's Pleasurable Life

Tom's Pleasurable Life

By:  Antennae  Updated just now
Language: English
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My good friend's wife wants a child but has failed to fall pregnant for a long time. I really want to help her…

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30 Chapters

Chapter 1

It was 11:00 pm. I was doing a night run around the park near where I lived. I stayed with Donald Steele, who was like a brother to me.Out of the blue, I overheard a couple whispering somewhere among the bushes."Donald, can you do it or not? You said you didn't feel aroused at home, so I came out here with you. What more do you want?"Once I caught the woman's voice, I was shocked. It sounded like Tiffany Cross, Donald's wife. I thought Donald and Tiffany had gone out for dinner. What were they doing here in the park—and in the bushes, no less?Although I'd never been in a relationship before, I'd heard my fair share about sexual kinks. Immediately, I realized they were out here to spice things up. It never would've struck me that Donald and Tiffany would be this adventurous in their sex life!To think that they would do it in a park… That sounded rather extreme to me.I couldn't help but feel the urge to eavesdrop on them. Tiffany was gorgeous, and she had a great figure too
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Chapter 2

Amidst my confusion, Tiffany came over and greeted the woman warmly. "You're here, Dorothy! Come on in."Tiffany escorted the woman into the house before making the introductions. It turned out the woman was Dorothy Gray, Tiffany's good friend who lived next door."Dorothy, this is Tom Lawson, a friend of Donald's from his hometown who he treats like a little brother. He just moved in with us recently."Dorothy eyed me peculiarly before remarking with a grin, "I didn't expect Donald to have such a young and handsome friend!""Of course. He just graduated from college, you know. Not only is he young, but he's very fit and capable too!"I wasn't sure if I was mistaken, but I got the feeling there was a hidden meaning behind Tiffany's words. Her gaze seemed to be flitting toward a certain sensitive area of my body.It made me feel extremely uncomfortable.Meanwhile, Dorothy studied me closely while asking, "Tiff, is he the masseur you told me about?""That's right! I was talking a
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Chapter 3

Like a child who was caught with his hand in the cookie jar, I leaped to my feet. "W-What are you doing here, Tiffany?"Feeling awkward and embarrassed as well, Dorothy sat up on the couch. Her cheeks were now as red as a tomato."Don't get the wrong idea, Tiff. Tom and I didn't do anything. I just wanted him to massage my chest to help with the tightness I've been feeling," Dorothy sheepishly explained.Smiling, Tiffany remarked, "I didn't say anything, so why are you guys so nervous? Does this mean you two were up to no good behind my back?"Dorothy and I both shook our heads at the same time, feeling panicked.I couldn't believe I was just about to take advantage of Dorothy, Tiffany's friend! If Tiffany found out about it, would she kick me out of the house?Dorothy was uncomfortable too. She claimed she had something to do—though it sounded like a flimsy lie—and quickly left the house.I saw Tiffany staring after Dorothy with a distracted look in her eyes. After a while, she
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Chapter 4

Tiffany's underwear was soft and smooth. Her scent lingered on it. As I clutched it in my hand, I couldn't resist thinking about what I overheard last night.This thrilled me even more. I couldn't really do anything with Tiffany, but couldn't I at least fantasize about it while using her belongings? With that thought in mind, I unbuckled my belt and stuffed her underwear inside my pants.Just as I was about to jerk myself off, there was a knock at the door. I was scared out of my wits and almost lost it. With just the two of us at home, it had to be Tiffany who was knocking. I quickly took out her underwear and placed it on the towel rack.Feeling guilty, I stuttered, "Hey, Tiffany. Did you need me?""Tom, are you up to no good in there?" she asked."Huh? I-I'm not!" I replied, my voice full of guilt."Why is your voice trembling then?"Her question sent a wave of fear through me. I broke out in a cold sweat.Although Tiffany seemed open-minded about such things, she had clearl
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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 wingwo
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Chapter 6

"Ah…"It didn't feel this intense when I did it myself. It usually took some time for me to find my release.However, for some reason, I felt stimulated, excited, and agitated after seeing Dorothy peek at me while I was doing that.I ended up coming right there and then.Since I did it completely exposed, the sperm mostly didn't get on my pants but rather made a mess of the driver's seat. It was everywhere.I was in a panic. It would be incredibly embarrassing if Tiffany found out. She loved this car after all.Yesterday, when she and Donald came to pick me up, she wouldn't even let Donald drive her car. Donald said Tiffany bought this car by herself. It was her dream car, so she cherished it a lot.I quickly grabbed some tissue from the passenger seat to clean up the mess I made. However, there were still some traces left. I wondered if they would dry up after we finished eating. It would be awkward if there were any traces left.Tiffany asked me to learn, and instead, I ended
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Chapter 7

"Alright. Rest up," Tiffany said before she ended the call.I quickly asked, "What did Dorothy say?"Tiffany sighed. "Dorothy wouldn't say anything. She only said she wasn't feeling well and went back to rest."I breathed a sigh of relief. "That's good.""Good?" Tiffany tapped my forehead. "What's good about it?"I was confused upon hearing her question. "Since Dorothy didn't say anything, I don't have to feel embarrassed about it.""Just because she doesn't say anything doesn't mean what happened didn't happen," Tiffany reminded me. "Listen, the more she doesn't say anything, the more that incident will be deeply rooted in her head. In fact, she might be reminded of what you did in the car every time you and her meet after this."I suddenly felt that Tiffany's point was quite valid.It was just like when I accidentally overheard Donald and Tiffany doing "it". Every time Tiffany did something suggestive, I couldn't help but think of her in bed.I quickly asked Tiffany, "What s
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Chapter 8

I suddenly remembered that bold thought I'd had.I had never resisted whenever Tiffany teased and flirted with me.Should I resist this time? Tiffany always told me to open up, but how could I open up if I didn't try?So, I pulled up my pants halfway and suddenly said to Tiffany, "Tiffany, I feel horny. Didn't you say before that you could help if I felt this way?"After I said that, my heart raced with fear. I didn't feel confident at all as this was the first time I told Tiffany something so bold."I need to cook," Tiffany muttered.It both surprised and pleased me to see Tiffany blushing, looking quite shy. Tiffany didn't directly refuse me, so there might be a chance for me.I brazenly continued, "It's okay. We can just wash up later." I then pulled Tiffany's soft and smooth hand, noting how it felt like it was boneless. This was my first time touching a woman's hand, and I was very nervous.Tiffany didn't reject me and seemed to enjoy it. I seriously suspected that Tif
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Chapter 9

"Please don't tell Donald about what happened earlier." Tiffany helped me pull up my pants. "Of course, I won't tell Donald, but you did well earlier. You should act like this not just in front of me but also in front of Dorothy. The more vulgar a man is, the more a woman will go crazy over him. Sometimes, it's even okay to use a bit of force if necessary."I asked somewhat dejectedly, "Tiffany, did you do all this just to help me open up?""What else? You don't think I wanted something to happen between us, do you?"My heart sank. I shook my head feebly. "No."I knew I shouldn't feel disappointed, but at that moment, I couldn't control my emotions. Especially as Tiffany helped me with my pants and tidied my clothes as if my reactions were childish.I didn't like that feeling. I was grown up and eager, yet Tiffany seemed to ignore that completely.I recalled Tiffany's earlier words about how women preferred vulgar men. Could it be that if I acted more daringly, Tiffany's view
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Chapter 10

As Tiffany watched my departing figure, her cheeks turned pink once more. She was deeply savoring the feeling of being held by me. My embrace had been so broad, and my arms so strong. She must have felt a deep sense of stability while being held tightly in my arms. She couldn't help the quickening of her breath.Tiffany was no longer in the mood to cook.She sat on my bed, gently touching the spot where I had been lying. The sheets still held the warmth of my body. As she kept touching, she couldn't help but lie down. It was as if she were still in my embrace.She hadn't felt such a solid and reassuring embrace from a man in a long time. It filled her with infatuation and longing. Tiffany pulled the blanket over herself when an unprecedented sensation hit her. She couldn't resist slipping her hands under her clothes as she let out soft sighs.…I'd only meant to tease Tiffany a bit at first. Somehow, I ended up fleeing instead.First of all, I didn't have enough courage. Seco
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