All characters are over 18.
Series Links: Part 1, Part 2, Part 3, Part 4
After helping Jack get off in the bathroom, it was hard to ignore the elephant in the room. I wasn’t sure that I had done the right thing. I could never say no to him, except when something was obviously bad or dangerous for him.
That was always the trouble with single parenting. Jack is my one and only, so I had a tendency to spoil him. Buying him the latest and greatest toy was now not the worst thing that I’ve done to spoil him.
I couldn’t help myself. He is so beautiful and was in such need. I consoled myself in that jerking him off wasn’t the first thing that I wanted to do but a blow job would have been worse. Maybe what was worse even than that was that I kissed him like I did.
He kissed me back and then kissed me again. He all but came right out and said that he wanted to suck me off. There was no way that I misinterpreted. He wanted it. I wanted it too, so very badly.
The only thing that stopped me was that I didn’t know what would happen afterwards. We’d broken down a couple of barriers earlier but what would happen after we broke them all down? Would Jack become my lover? Would we share a bed every night? I didn’t know and the unknown was troubling me.
Maybe I was overthinking things. Jack must have noticed that I was preoccupied. We had gotten him in some boxer shorts and ready for bed and were watching some TV together. He was cuddled up close to me as he usually was.
“Penny for your thoughts.” Jack said quietly as he shoved against me gently.
“Oh, I was just thinking about stuff.” I tried to be vague. I wasn’t sure that I wanted to discuss it. If he would dismiss my concerns then I was afraid that we’d continue to the point of no return.
“Ok, dad. I think I know what’s going on and I think that you should know that there’s nothing that you can’t say or do with me.” Jack said. This kid was getting to me. He knew how to get what he wanted.
I turned off the TV and turned to face him. “Jack, honey. I want to make sure that we’re doing the right thing. It doesn’t matter if it’s what I want or you want. We can both want something but that doesn’t make it right. I don’t want to deprive you of opportunities to be young and free. I don’t want you to make the mistakes that I made. I didn’t have a lot of opportunities after your mom. Not a lot of guys want an instant family.”
“Dad. I’m not missing out on anything, and I’m not asking to get married or anything.” Jack answered me. “I’m not inexperienced, you know. Kyle and I have been messing around for a while now but it’s not the same as it would be with you. With Kyle it’s just sex. Besides, neither of us has to stop messing around, right?”
I thought about it. I had my suspicions about Jack and his friend Kyle. They were both 18 and were on the high school swim team together. They did hang out a lot and Kyle was good to him. Not to mention that Kyle was also hot. I had to stop myself from picturing them together.
“You’re right, Jack. Maybe I’m reading too much into it all.” I offered up.
“Yes, I think so.” He said. “Look it doesn’t have to mean that everything changes. I’m pretty sure that you want it and I’ve wanted it for a while. I love you dad. I want you to be my first.”
“But I thought that you and Kyle?” I wasn’t sure what he meant.
“Yes, Kyle and I mess around but he’s never fucked me and I’ve never fucked him. I want that first time to be with someone I love. I like Kyle but we’re not in love. I want my first time to be special.” Jack said lovingly. Little by little he was wearing me down.
“Jack, you have no idea how much I want to, but this is a big step. I love you so much and I want to give you everything. I just don’t want to hurt you.” I told him as I put my arms around him.
“You could never hurt me, dad. You’ve always been the best.” Jack said as he kissed me on the cheek. “No pressure, ok?”
“Ok. No pressure.” I agreed. We kissed lightly and snuggled in to watch TV. Before too long, Jack had fallen asleep against me. It’s been a long time since I’ve been able to carry him and I didn’t want to wake him up, so I thought to get him setup on the couch.
I turned off the TV and lay him down on the couch as gently as I could and covered him with a blanket. He looked so sweet as he slept there. Every time I saw him my heart swelled. My beautiful boy. Maybe we could have a sexual relationship after all. I thought about what Jack said about me being his first. Did I really want someone else to be his first? Someone else who might take advantage of him?
With that thought in mind, I made my way to the bathroom to get ready for bed. I brushed my teeth and hopped in the shower. As I showered, my mind drifted to Jack and to what we did earlier. I was getting hard thinking about how I jerked him off. If only Jack knew how close he had come to sucking him off rather than jerking him off.
I was becoming more aroused the more I thought about it. I was so hard that I had to take care of myself. I starting jerking off in the shower. As I got close, I started to moan Jack’s name. I thought about doing things with him until I came harder than I had in a while.
Relieved, I finished washing, toweled off and headed off to my bedroom. I put on some boxers and got into bed. Today has been a very interesting day. I jerked off my son. I kissed him and he told me that he wanted me to be the first to fuck him.
I don’t know how long I’d been asleep before the sound of Jack yelling for me woke me up. Once again, he sounded upset. I rushed into the living room as fast as I could. Jack was sitting up and crying again.
“Jack! What’s the matter?” I asked. I lifted his legs and sat down so that he was almost in my lap. I pulled him into an embrace.
“I…had…a really bad dream.” Jack sobbed. “It was about the accident. It was like reliving it all over again.”
“I’m sorry. It was just a dream, honey.” I reassured him rubbing his back. “Are you ok? Do you want to try sleeping in your room?”
“Can I sleep in your bed tonight, dad?” He asked expectantly.
“I can’t say no to you. Of course you can sleep in my bed tonight.” I relented. Having a half naked Jack in my bed tonight wasn’t part of the plan but I didn’t want him to have to wake up alone again.
Jack thanked me and when he had calmed down I helped him to his feet and led him to my room. I turned the covers down and helped him climb in and then got in on the other side. “Good night, Jack. Do you want me to leave a light on for you?” I asked him.
“If it would’t bother you, I’d feel better if you did. Thanks, dad.” Jack smiled at me.
“You’re welcome.” I told him and gave him a kiss goodnight. “I love you, son.”
“I love you, daddy.” Jack answered. I expected him to push things but he fell asleep very quickly. I propped myself up on my elbow and gazed at his sleeping face. I wasn’t sure how much longer I could deny myself, and Jack.
I thought about setting a specific event as a point when we could finally take that step. He was due to get his casts removed in 4 weeks. That seemed both too far away and too soon. I decided that I was overthinking things again. I should just be open and let things take their own course. I closed my eyes and drifted off to dreams of Jack.
As I awoke the next morning, Jack was the first thing that I saw when I opened my eyes. He was still asleep and was breathing deeply. He must have worked his way free of the sheets last night. He was lying there with nothing but his boxers and was sporting an impressive morning wood.
I stared at him for a while, drinking in the site of his firm tight body. He had just a little bit of hair on his chest, only about a dozen light brown hairs and had a light happy trail leading from his belly button to the treasure beneath. I became painfully aware of my own morning wood.
Jack opened his eyes and saw me looking at him. “Good morning.” He whispered, still waking up slowly.
“How did you sleep?” I asked him.
“Good. No more bad dreams. Must be because my dad is here to protect me.” He smiled and lifted his arms above his head, exposing his underarms and projecting vulnerability. It was an invitation.
I realized that I didn’t want to wait any longer. I couldn’t. I accepted the invitation. I slid over and kissed him gently. “I will always protect you, Jack.” I kissed him again, kissing him deeper and thrusting my tongue between his lips. The taste of his mouth was amazing.
Jack kissed me back matching my intensity. My hands explored his armpits and chest, sliding down his abdomen. Rubbed his morning wood through his boxers.
“Oh, dad.” Jack gasped as I moved from his mouth and began kissing his neck. “Yes, daddy!” He cried.
“Oh, Jackie. I love you so much.” I said between kisses. I sucked his nipples and flitting my tongue against them. Jack moaned in pleasure, his hips pushing his cock against my hand.
“Don’t stop, daddy.” Jack moaned as he spurred me on, encouraging me to take the next step. I positioned myself between his legs and slowly pulled down his boxers, revealing his hard cock inch by inch. Once free of the confinement it slapped against Jack’s taught abs. I threw his boxers on the floor and leaned over. I began kissing up his thigh, slowly.
Jack was breathing hard and looking down at me. I made my way up his thigh, getting ever closer to his hardness. I planted gentle kisses along the base of his shaft making my way up to the head to lick the impressive amount of precum that was leaking from it. I sucked on the head gently and then took all of him.
“Oh fuck, dad!” Jack cried. “Yes, oh god.” He was in heaven and so was I. His taste, his smell, all of it was like a thousand tiny explosions going off in my head. Jack bucked his hips and started fucking my mouth. He was still leaking precum like a faucet and I was greedily drinking it all. His juice was addictive.
It didn’t take long for Jack to reach the edge. “Oh, dad, I’m going to cum! I’m going to cum!” He announced.
A second later and he was shooting into my mouth, crying out in pleasure. There was a lot of cum and I wanted all of it. I swallowed all of it and kissed his softening member gently.
“Oh, god. That was intense.” Jack panted. His chest was heaving in the aftermath of his orgasm.
“I’m glad you enjoyed it.” I smiled down at him, still playing with his cock and savoring the aftertaste.
“It was incredible. We’re not done. It’s your turn next. By the look of the tent in your boxers, you could use some relief.” Jack grinned at me.
“Jack, you don’t have to…” I started to object.
“I want you to come up here and fuck my mouth, daddy!” He demanded.
I slide off the bed and removed my boxers, exposing my hard cock to my son for the first time.
“You’re so sexy, dad.” He said softly as he gazed at my erection. “I want to taste you.”
I gently straddled Jack’s chest and brought my hard cock to his mouth. He opened and took it in hungrily. His eyes rolled into the back of his head and he worked my cock with his mouth. It felt incredible. Jack was no newcomer to giving head.
I began to slowly move my hips, gently ramming my cock into his mouth. He didn’t flinch or gag. He just continued to take it. The sight of him was sending me over the edge. I wasn’t going to last long.
“Jack, I’m going to cum!” I announced.
“Yes, daddy! Give me your cum! Cum in my mouth, daddy!” Jack shouted. That was all it took, I plunged my cock back into his mouth and shot my load. It felt like my orgasm went on forever and that I shot a gallon. Jack took it all.
I pulled out and he continued to plant kisses on the head of my cock as it softened and gave up the remainder of my cum. He looked up and met my eyes. He smiled joyfully at me.
“Am I your good boy, daddy?” He asked.
“Yes, you are my love. You’re my good boy.” I told him and bent down to kiss him.
To be continued
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