This could be a position which you could find yourself in. There is a local gym that I frequent, and I know most of the members. A situation started several weeks ago, and I was in a position of not knowing what to do. Up to this point, I kept my sexual thoughts personal, limiting them to fantasies.
Visiting the gym at a variety of different times exposed me to both males and females. There were casual conversations with no interest in any one person. Things changed several weeks ago with a new male member. At first, I ignored him outside of casual greetings. One day, he approached me, and we started a conversation. Jack had moved from California and was working for a local investment company. He was interested in learning more about the local area.
Our schedules were the same as we had met at the gym at the same time. Jack was six feet tall, medium build, brown hair and was always clean-shaven. He had blue eyes and shapely lips, which I found to be attractive. When I was near him, there was a strange feeling that I developed. There was no thought of a sexual attraction at first. The more I saw Jack, the more my feelings shifted.
One day, we did a quick run from the gym. We ran out for a couple of miles and on the return; he caught a cramp. I had Jack sit down while I massaged his calf. His skin was soft as my hands rubbed up and down his calf. He glanced at me a few times while making small talk. I thought I heard a moan escape from him.
The more I rubbed his leg, the more I liked it. A few times, I let my hand go up to his knee. I looked closer up the left leg of his running shorts. I had a close-up view of the beautiful dick head. It looked nice and round. I wanted to grab it. I was too embarrassed to say anything. He looked down at me.
“I am sorry, but your rubbing is getting me excited.”
“Jack, I think I should stop before we get carried away.”
We walked the rest of the way back to the gym. In the locker room, we both stripped. While Jack walked by and stopped to talk, I was sitting on a bench. I looked up, and the head of his dick was at eye level. I saw the rest of his extended shaft with smooth skin and his delicious head.
Jack looked down at me and smiled. I knew he was teasing me to see what I would do. There was a strange feeling that came over me, and I froze. I never gave too much thought to sucking a dick. Jack had the prettiest dick that I had seen.
I said nothing and stood up and walked in front of Jack to the shower. I did not want him to see my dick, as I was getting an erection.
Jack stepped into the shower across from me and left the curtain open. I saw him reach for what I thought was shower gel. It was a bottle of coconut oil, which he squeezed into his hand. Jack looked over at me and placed a finger to his lips to motion me to be quiet.
“I want to give you a show and watch me jack off. You made me horny while rubbing my leg. I thought you were going to touch me. There is something I have been saving up for you. You need to watch me cum.”
It was a good thing we were alone in the locker room. I watched his oiled hand grip his limp, beautiful dick. Slowly, his hand was going back and forth as I saw his dick swell. It took a few minutes for his dick to get erect. He was clean-shaven, and his dick looked larger.
I was getting excited watching Jack pull on his hard dick. Something came over me and I walked over to Jack’s stall. My dick was erect and pointing up. I did not care if someone came in.
“Jack, honey. You look beautiful with your lovely dick oiled up. I want you to cum for me, baby. I want to see you shoot your hot cum for me. Will you cum for me?”
“Oh yes, Paul, I can cum for you. Agghh!! It feels good, baby. I am almost there. Yes! Yes! Look at my head. I want to cum so bad.”
“Alright Jack, shoot your hot sticky cum for me.”
“Here it comes, baby. Watch me. Agghh! Oh yeah! I am cuummiinngg!”
I watched three brief spurts of Jack’s cum shoot from the tip of his dick. It looked beautiful. There was a trail of sticking cum rolling down his leg.
Jack reached down his leg with two fingers to scoop up some sticky cum that he brought up to his lips.

I moved closer to Jack, and we had our first cum-soaked kiss. His lips were soft and his cum was sweet and sticky.
“You must like this, judging by your dick.”
“This was something different, and I did not expect any of this.”
“There is more that we can do if you are up to it. I have been watching your pretty ass walking around the gym.”
“I am not sure about this. I am not into guys.”
“Paul, looking at your dick, I think you are wrong. It has nothing to do with that. We can explore with each other to see what we like.”
“I noticed you wear panties and what is with that?”
“Okay, I have a fetish. They make me feel good. I seep sticky lube throughout the day.”
“Is there anything else that I should know about you?”
“Cross-dressing is something that I love doing. When I am dressed up, I have powerful orgasms. Sometimes I jack off twice a day. My favorites are thigh-highs and pantyhose. There are times I wear them to work, and I get horny and jack off in the bathroom.”
“Now, I want to get to know more about you. Will you hold my dick?”
At first, I hesitated. I reached out and wrapped my hand around his flaccid dick. It felt wonderful in my hand.
“You can squeeze it a little.”
I tightened my grip, and I could see his penis enlarging in my hand. His head was the first to swell. It looked delicious.
“Yes. It feels so good. Just hold me a little longer. Please.”
Looking up in his eyes, he moved closer, and our lips touched while I was still holding his dick. Slowly, his tongue pushed beyond my lips. We were in a sloppy French kiss as he sucked my tongue.
“Oh yes. Paul, I can fall in love with you.”
Jack pulled me closer, and I could not resist. His smooth body felt wonderful. I still had a firm grip on his hard dick as he fucked my hand slowly.
“Please do not let my dick go, please. I want to cum again and squirt my cum down your leg. Oh, baby. This feels so wonderful. Make me cum. Please. Agghh. Agghh.”
We pressed our lips tighter and moaned. I was jacking him off. I was getting turned on.
“Are you going to cum for me? I want to feel your hot seed splash against my leg. Give me your sticky stuff, baby. Your dick feels so hard. Give me your cum.”
I could feel Jack tense up as he shook while pushing his hips faster in my hand. I had oiled my finger and was pushing against his tight opening.
“I am gonna cum. Oh yes. Here it is, baby. Agghh. Fuck!"
There was one squirt against my leg and the rest of his cum oozed out of his love slit. I looked down and watched his cum travel down my leg.
“That was intense. I can’t remember the last time I came like that.”
There was nothing I could say. Mixed emotions overcame me. I wanted to do more, but I was nervous being in a first-time situation like this.
The door to the locker room opened. My heart raced as I let Jack go. I stepped back in my shower and waited a few minutes. The last thing I wanted was for a guy to see me standing with a hard-on. Looking at my dick, I thought about jacking off. There was a need to rush because I was making plans for a better session once I was home.
We were getting dressed and Jack flashed me a smile when he saw me slip on my red panties. We finished getting dressed and walked out of the gym.
Jack walked me to my car. Once seated, he leaned in and kissed me. "I know you liked what just happened. I am not gay. But I love sex with a partner who enjoys sex, and that is male or female. Here is my address.”
“I will give it some thought, and I can say you have a lovely dick.”
“My lovely boy. You are coming around and I want to do more with you. See you later, sweets.”
While my car was running. I watched Jack drive off. My thoughts were mixed, and I was playing back on our activity. I realized I loved every minute. There was another part of that I wanted to do more. The thought of sucking his beautiful dick crossed my mind. I had the opportunity, but I was too nervous.
Okay, lovely boy, what are you going to do?
To be continued.
