I Went Where? Ch. 05

I Went Where? Ch. 05

Discover the steamy twists and turns in “I Went Where? Ch. 05”! Dive into a captivating tale of passion, exploration, and unforgettable encounters that will leave you breathless. Join the characters as they navigate desire and connection in this must-read chapter of their journey!

Pete, Rod, Gerald and I were talking about a golf outing this coming weekend. Pete waved the bartender over, holding up some bills. “I’ve got to go. Jack, Rod will send his address to you. I’ll see the two of you on Friday night.”

Rod nodded to Gerald and me, and they were off. Gerald said, after they had walked out, “Fuck. That guy is hot.”

Rod was about the same height as Gerald (6’2″), but with much more muscle. There was hair visible under his polo shirt, so I knew he wasn’t smooth. I’ve been hard since Pete told us that Rod had a big cock.

I didn’t think I was a size queen, but my eventual goal was to get fucked by my friend Carl, the guy with 10+ inches of black cock. I looked at Gerald. “Can we head to your place?”

Gerald got up and headed for the door. He was texting his address to me as we were walking, but he said, “Follow me.”

Gerald lived in an apartment near the campus of the University on the west side of town. As we were walking up to the second floor, I asked, “Is your roommate home?”

Gerald said, “I saw his car outside, but he won’t bother us unless we invite him in.”

Gerald opened the door and I saw a young guy was on the sofa playing a video game. He paused the game and looked up at us. Gerald said, “Art, this is Jack.”

Art stood up. He wasn’t wearing a shirt. Like every other guy in my life, he was taller than my 5’7″, by several inches. He was smooth on his chest, but didn’t shave under his arms. He was maybe 6 feet, and I’m guessing that he wasn’t much heavier than my 140. He was extremely thin.

He held out his hand. “Nice to meet you, Jack.”

He had a nice smile. I shook his hand. “Thanks. It’s nice to meet you too.”

Art walked across the room and picked up a pair of headphones and went back to the couch. Gerald asked me if I’d like a beer or a water. “A beer would be good.”

We walked out to the kitchen and Gerald opened a couple of beers, handing one to me. “Follow me, Jack.”

We went to a bedroom and after I walked in, Gerald closed the door. I turned to face Gerald, and he grabbed me, and laid a big kiss on me. After the initial shock, I kissed him back. Gerald started pulling on my polo shirt. His had buttons, but after I worked on the top button, Gerald just slipped it off, over his head.

“I want to fuck you, Jack. Do you want it bare?”

This was something that I had time to think about over the past week. Most of the porn that I watch now was bareback, but I knew that it was risky. “Condom.”

Gerald walked over to his nightstand, and opened a drawer. He pulled out a few condoms and a bottle of lube. He kicked off his shoes (no socks) and took down his shorts (going commando). Then he said to me, “Get your ass on the bed. I hope you like having your ass eaten.”

THAT was becoming one of my favorite things. I dropped my shorts. I was wearing a jock strap today. “Keep that on, Jack. Can I have a picture of you in that?”

I gave him a couple of different poses and asked him to send the pics to me. He had me leave the jockstrap on and lay on my back on the bed. The bed wasn’t made from this morning. You could tell he didn’t live with my mother.

He lifted my legs and handed them to me. Then he dove in and started licking my ass. This was the third time that I’ve had it done to me, and each time it has been great. After 5 minutes or so, he had me remove my jockstrap and we got into a 69.

Gerald’s cock was longer than mine, maybe 8 inches, but not as thick. Carl had worked on opening up my throat, and it didn’t take much before I felt Gerald’s cock slipping into my throat. Carl was right. Feeling a cock slide into my throat was a special feeling. True to form, I didn’t last long. I apologized and told Gerald that I would be ready again shortly.

Gerald said, “I know what I want until you’re ready again.” He flipped me around and laid me on my back. He was working his lubed fingers in my ass in no time at all. “I’ve wanted to fuck you since I saw that ass pic, Jack.”

Gerald put the condom on, lubed up and started to work his cock in my ass. I could get used to this. I said, “Wait. Can you take a video of you fucking my ass?”

Gerald didn’t have to be asked twice. He asked for my phone and started taking the video. He was taking long strokes, letting his cock come almost all the way out before stroking it all the way back in. His strokes were causing me to moan. “That’s it, Jack. Moan for the camera.”

The first video would last maybe 2 minutes. I was going to forward it to Patty. I thought that she would enjoy it. Gerald started to pick up speed. I guess our moans were loud enough that Art heard them through his headphones. I saw the door to the bedroom crack open, but that was it.

Gerald continued to pound into me. His strokes were stimulating my prostate big time, and when he grabbed a hold of my cock, it didn’t take long for me to cum again. “Fuck, Jack. I love feeling a guy cum while I’m fucking him.” With that, Gerald took another couple of hard strokes and I felt his cock spasming in my ass.

I opened my eyes and saw Gerald had the phone pointed at me again. I wasn’t sure when he started recording again.

Gerald finished off, withdrew his cock, removed the condom then straddled my face. “Clean me off, Jack.”

I had watched Adam do this and was turned on by the sight. He fed his cock to me and I was able to easily take his deflated member in my mouth and lick it whole, tasting his leftover cum and what I assumed to be latex from the condom.

Once cleaned, Gerald got up and grabbed our beers. We sat up against the headboard and talked. Gerald asked, “Can you send that video to me? I tried to keep your face out of it, but you might want to edit it first.”

“I’ll look it over later. I was planning on sending it to a friend.”

“Carl?”

I laughed. “Carl would rather be the one fucking in the video, but I may send it to him as well. No. It’s a girlfriend of mine who found out that I was experimenting with men.”

“Whoa. A girlfriend, eh?”

“Long distance now. She moved out west.”

I explained what was going on with us, and why I had become curious about tasting cum other than mine.

Gerald asked, “Is there a verdict? You seem to be enjoying it. Are you seeing any girls now?”

“Yes, I’m enjoying this. No, I’m not seeing any girls right now. Can I ask a question?”

Gerald smiled. He had a nice smile. “Of course. Ask away.”

“Have you ever had sex with a woman?”

“Once. A couple of years ago. I kind of enjoyed it, except when she asked me to eat her out. I tried to lick her ass as well, and she freaked out.”

“So that turned you off of women?”

“Not really. But, I’d rather be fucking a tight ass than a pussy.”

“Another question. Is it always this easy to hook up with guys?”

Gerald’s smile got bigger. “Man. When you look like you do, you can have your pick of any guy in the bar. You do have to be careful about guys outside of the bar though. Some of them will not enjoy that type of attention. That is one of the nice things about the Tar Pit. You can be almost certain that a guy there will be into guy sex, or at least not be bothered if you approach them. Not all of the guys at the Pit are safe, though. I have a group of guys that I can introduce you to, or at least go only when Lou is behind the bar. He’ll watch out for you.”

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