Thanks for coming back for Chapter 5. Hope you enjoy the story of me sucking a dick for the first time.
A couple of days went by and I hadn’t talked to Shawn much. We had talked about baseball and made small talk, but there had been no mention of our jacking each other off just two days earlier. Maybe he regretted it. After all, he did give his sister’s husband a handjob. In the same day that he told me I was like a father to him, I had jacked him off until he came all over his shirt.
Two days turned into three, and then the weekend came. He did stop by on Saturday evening for dinner with my wife and me, and things seemed normal. He hung around, we all watched a movie, and then he headed home. I had incredible sex with my wife as soon as he left, and I must say, I was relieved. Obviously, she hadn’t picked up on any level of tension, which meant it was probably in my mind.
Monday morning, I decided that I would send the first text. My morning was going to be filled with meetings, but my afternoon was free. Around 11:30, I texted him.
“Hey Shawn.”
If he didn’t respond, I would know that things were beyond repair. Fortunately, my phone dinged within seconds.
“Tommy! What’s up?”
“Not much. Just working.”
“I know what would be up if I was there ;-)”
HOLY. SHIT.
Beyond repair? This kid just completely came on to me. To say that I wasn’t expecting it would be an understatement.
“Well damn. Guess that answers my next question,” I typed.
“What was that?”
“I hadn’t heard from you in a few days. Kinda thought you regretted stuff.”
“Oh, nah. I had a date the other night. I hung out with you and Sis Saturday, but I didn’t think I could reach over and grab your dick LOL.”
“How’d the date go?”
“How about I come by this afternoon and tell you about it?”
“Get here at 12:30.”
I knew that him being at my house by 12:30 would give us hours together, but it made the next hour drag by. I marked myself as “Busy” in our work system, moved to the couch, and waited. At 12:25, I heard the door open. Guess he couldn’t wait.
He plopped down on the couch as before, but this time, he didn’t leave a cushion between us. We were close.
“How was the date?” I asked.
“I finally lost my virginity, so I’ve got that going for me,” he beamed.
“There we go! How was it?”
“It was good. I wasn’t her first, but I think that probably helped some. One of us needed to know what we were doing. I lasted long enough to get her off, then I finished up.”
“Perfect.Anything else?”
“I fingered her. She was fucking soaked. She gave me head, but it wasn’t great. She kept hitting my dick with her teeth.”
“Yea, bad head is usually really, really bad.”
“I got head a couple years ago, I told you that. It was good. But yea, this girl had no clue what she was doing.”
“The last girl a swallower?” I wanted details about his experience.
“Nah. She finished me off with her hand. You know, nothing you haven’t done,” he let out a huge laugh. That was twice he had referenced our…experimenting. “What’s the best head you ever got?”
“Hmm. Man, that’s a tough one. I’m old, remember?”
“Shut up; you’re what, 34? That’s not old. Is it my sister? She the best head you’ve ever had?”
I couldn’t believe he was asking me about his sister’s oral prowess.
“Honestly? Not the best ever. She’s good at it, but I’ve had better. There was one girl who did things with her mouth that I’ve had other girls not be able to do with their pussy, dude. She was unreal.”
“Have you ever wondered what it’s like? You know, to suck one?”
I knew exactly where this was going. I wasn’t going to hold back.
“When I was younger, I thought about it a lot. You know how it is around here, though. But yea, I’ve thought about it.”
“Maybe thought about it more recently?” he winked at me when he said it. We both knew.
“I mean, it’s crossed my mind in the last week or so, sure.”
“Fuck yea,” he beamed. “I mean, I’ve been thinking about what it would be like to suck yours for years, and I hadn’t even seen it until recently.”
Ok, now that caught me off guard.
“Years?” I stammered a bit.
“Oh yea. Ever since you took me to the beach with you guys that year. I’ve wondered what it would be like to suck you.”
“You little perv,” I laughed, and he joined in. We both knew how long ago that trip was.
Still, oral sex was a bit of a jump. While my wife and I had been through some ups and downs, including a six-month separation roughly seven years earlier, I had always been faithful (unless online conversations count).
We looked at one another, both in the eyes and lower. Things were somewhere between awkward and ripe with sexual tension. Then, he went for it. Shawn leaned over and planted his lips on mine, slowly sliding his tongue into my mouth. I had never kissed a guy before, and to my knowledge, he hadn’t either. By the time he leaned back, my cock was aching.
“I am so sorry,” he stammered. “I really shouldn’t have done that.”
“It’s…it’s fine. I mean, I wasn’t expecting it, but yea, totally fine,” I said as I took his hand and guided it toward my crotch.
There he was, biting that bottom lip again. Soon, he took the lead and slid his hand into the waistband of my jogging pants. The feeling of his hand on my dick was even better than before. I raised up enough to slide my jogging pants and underwear down.
“Tommy…can I do it? Can I suck your dick?”
“How long have you wanted to ask me that, buddy?”
“When did we go to the beach? 2019?”
He had been wanting to do this for 5 years…shit.
“Suck it, Shawn. Do it.”
What happened next still blows my mind. He ran his hands down my body and along the inside of my thighs before he started licking my swollen purple head. His tongue swirled around it as he slowly took more of it in his mouth.
“You’ve done this before,” I managed to say between my short breaths.
He shook his head and then pulled back, keeping one hand on my slobber-covered dick. “No, I haven’t. Just seen a lot of porn.”
Without missing a beat, he went back to sucking me, giving me some of the greatest head I had ever experienced. He knew exactly where to put his tongue, how to play with my balls, and how to use the drool that ran out of his mouth as a lube for the fun he was having with his hand. I was in heaven.
I lightly ran my fingers through his long, brown hair, pulling his face in closer to my crotch. I didn’t want to force him to take more than he could handle, but I couldn’t keep my hands off. For a moment, it was as though I was watching the whole thing from outside my own body. Him on the floor between my legs in the middle of my living room, more and more of my cock disappearing into his face. Fuck.
It was swelling up inside me. I could feel my cum inching toward the top. I had to warn him. I didn’t want to fill his mouth if he didn’t want that. I tried to control my breathing to slow things down, but I was fighting a losing battle.
“Shawn…I’m…cumming.” If he wanted to move his mouth from my cock, he didn’t show it. He kept working my dick with his mouth as rope after rope of cum shot into his mouth. He gagged a bit, but he took it like a champ. Finally, he pulled his head away, swallowed hard, and looked at me with a look of pure joy in his eyes.
He licked what leaked out of my dick and sat back down on the couch beside me.
“Holy shit, Shawn; I can’t believe that just happened,” I said, completely out of breath.
“I know. That was incredible. Better than I even imagined,” he said as he leaned back.
“So, can I ask you something?” I said.
“Anything.”
“Can I return the favor. I’ve never done it before, but I’ve always wondered what it would be like,” I admitted.
“I was hoping you’d ask.” He wasn’t even finished talking as he stood up and dropped his shorts and underwear to the floor.
“One more favor,” I said with a grin on my face. “Can you take your shirt off too? I was kinda hoping to have you totally naked.
He quickly obliged and tossed his shirt off. Now that his pubes were shaved, his body was completely smooth from the neck down and I was thrilled.
I licked down his upper body, anxiously approaching his cock, which was rock hard. His head was purple and completely swollen. I started with his balls and slowly licked from the bottom of his sack to the tip of his dick a few times. I was dangerously close to his ass crack, and if I was sure of him liking it, I would have explored it as well.
I kept massaging his balls as I slowly slipped his aching cock into my mouth. He tasted better than I could have ever imagined, and the moan that he let out nearly made me cum again. I slid my lips down his throbbing shaft, paying careful attention to the tip with my tongue. I started massaging his balls with a bit more firmness as I felt his body tensing up.
I think he tried to warn me, but he couldn’t get words out. Fortunately, his words meant nothing to me. I wasn’t going to move. I ran my hands down his smooth abdomen while sucking his dick as I felt his back arch. When his ass lifted from the couch, I quickly slid my hands under him so I could feel his ass cheeks. Soon, my mouth was filled with his cum as I gulped down every drop.
I slowly raised up, careful to lick up every drop that dripped out of him. His head was leaned back on the couch, and I couldn’t wipe the smile from my face. My cock was rock hard again, but I didn’t want to push him into giving me another blow job. Instead, I sat down beside him and placed my hand on his thigh.
“Tommy, I think things might be different between us now,” he said with a laugh.
“I guess they are. You OK with that?”
“That was the best head I’ve ever had. I’m more than OK with it.”
We sat there for a minute, looking at one another’s naked bodies. I couldn’t believe what was happening, but I loved it, and I wanted more. Much, much more.