The divorce was final in July, but the marriage had been over for a long time. When I caught her cheating, i gave her a choice. She could break it off with him completely, never communicate with him again, or she could leave. We had three children at home, so she chose to break it off. She was choosing my children, not me. She never apologized for what she did.
I tried to make it work, tried to be loving. When we did have sex, the sex was good. I made sure she had at least one orgasm. Normally she had four or five. But there was no longer love. Eventually, I began to sleep in the spare bedroom. And then one day, when the kids were on their own, she left and never came back.
Over those final years, I had met a few people on a hook-up website. It was always a couple looking for a man to join them. I found out that I was larger than average, and women always wanted me back again. When I wasn’t invited back, it was because the husband was feeling jealous, I think. On one occasion, while I was on my back with the wife straddling my face moaning as I devoured her delicious pussy, i felt a warm mouth on my cock. That was the first time I ever had any kind of sex with a man.
I met that couple regularly for a while, and though we all played together, and his cock was often near my face, i never even touched his cock. I wanted to, but I never did. But sometimes, when I was at home lying in bed, I would get myself off thinking about taking him in my mouth and finishing him that way.
So I started looking at the “Guy for Guy” ads on the website. I even messaged back and forth with a few. But I never got up the courage to meet anyone. Then, I saw the ad with the title, “Riding through town next week, top for bottom.” In the ad he explained that he was a 65-year-old man riding through town on his motorcycle, staying at a hotel Friday night. I knew enough from my communication with other guys what it meant to be a bottom at a top. I also knew that most guys were just looking for oral, with the bottom giving oral sex to the top. The thought of meeting some stranger, one that I would never see again, at a hotel was intriguing.
So I sent him a message. “I am a 55-year-old, recently divorced man with no experience with other men. I really want the experience of giving another man oral sex.”
A few minutes later, my phone pinged with his reply, “You’ve never done anything with another man?”
I was now stroking my hard cock as I answered, “I had another guy suck me for a couple of minutes. I enjoyed it and that made me curious about having a cock in my own mouth.”
My phone pinged again. “Well, I can give you that experience… “
We continued the messages back and forth for about an hour, with him asking about why I wanted to do this, and me sharing why fantasies of sucking another cock. My cock felt good in my hand as I read his question about doing anything more than just giving head. I told him I wasn’t interested in anything more right now, but I admitted that I was curious.
In the end, I agreed to meet him, and my cock exploded, shooting my cum up to my chin.
All that week I lay in bed at night masturbating, thinking about sucking his cock. I imagined him exploding in my mouth. Would I then go to the bathroom and spit it out? Would he expect me to swallow? COULD I swallow?
We messaged back and forth a couple more times and I finally asked him what he expected me to do with his cum when he filled my mouth. He replied, “You don’t have to worry about that, lol.”
That answer puzzled me, so I asked, “What do you mean?”
About an hour later his reply came, “Once we get going, you will know what to do.”
That night I made myself calm thinking about him filling my mouth with a huge amount of cum.
Friday arrived and I was nervous all day. Several times I typed out a message telling him I was wasn’t going to be able to meet him. Then, I would delete the message before sending it. As my workday was about to finish, my phone pinged with a message: “Hampton Inn, 7 PM, room 232.”
My heart was in my throat. “This is real. This is really going to happen!” I closed down my computer and headed home. Back at my house, I jumped in the shower to get ready. Then I thought, “Maybe I should clean myself out, just in case. But i’m just giving him oral, so I don’t need to do that. But just in case…”
At 6:30 I got in my car for the 25-minute drive to the hotel. The entire drive I fought the impulse to message him telling him I wasn’t coming. When I pulled into the parking lot, I sat there with the car running. Then, I put the car in reverse and pulled out of the parking spot. “I can’t do this,” I thought as I pulled out of the parking lot. After driving around the block, i pulled into another parking space by the hotel. I turned off the motor, and I opened the car door. “I am going to do this!”
I barely remember walking through the hotel lobby, and I found myself standing in front of the door. I had just gotten up the courage to knock when the door opened. There he stood. “Come in, I was watching you through the window. I’m glad you decided to join me.”
Inside the room, we made small talk standing next to the bed. Then he said, “Well, let’s get started,” and he began taking off his shirt. I turned away from him and took off my shoes, setting them side by side under a chair. Then, I took off my shirt, hanging it over the back of the chair. Then my pants and my boxers, which I folded neatly and sat them in the chair. As I turned around I saw him, naked and lying on the bed. His body was average, not muscular but not fat. His soft cock lay against his stomach, not quite reaching to his belly button. It was a very well proportioned cock with a nice mushroom head.
He didn’t say a word, just watched me. I reached down tentatively and and began to stroke him. The skin of his cock was smooth and it felt good in my hand. As I slowly stroked, i could feel his cock begin to grow. I watched in fascination as it grew to at least seven inches. Then I bent down, aimed his cock towards my mouth, and took just the head in my mouth. The head was silky smooth against my lips as I circled it with my tongue. Then, I explored the hole at the tip with my tongue before sliding my mouth down onto the shaft of his now semi-hard cock. Because he wasn’t fully hard, I could take his whole cock into my mouth until I felt the head against the back of my throat. I must have been doing a good job, because he soon became very hard. As my head bobbed up and down on his cock, I got into a nice rhythm. After a minute or so I pushed my head down until I felt the tip of his cock entering my throat. I gagged a little and coughed, but continued. Soon I could push my head down and take him part way into my throat without gagging. This was fucking amazing!!
I probably worked on his cock like that for ten minutes before he told me he wanted me to lick his balls. Somehow that had never come into my fantasies. But I went down and began to lick his shaved balls. They were smooth, and I gently took one into my mouth. For the first time, I heard him moan. But what I really wanted was his cum, so I went back up and took him into my mouth again. I continued for another several minutes, establishing a nice rhythm, sucking his cock and then going down and licking his balls.
And then, as I went down to lick his balls one more time, he sat up. I watched as he slid his legs off the edge of the bed and stood next to me. “I’m ready now, i want you to bend over the bed.”
That’s when I saw the bottle of lube sitting on the nightstand. I didn’t think. I just obeyed. The click of him opening the cap of the bottle of lube seemed to echo against the walls. I could hear the sound of him rubbing lube on his thick hard cock, and then I felt the drizzle of cool liquid. I swallowed as I fell it dripping down. Then, a finger began to massage my bottom, entering that forbidden hole. He began just moving one finger slowly in and out. Then a second finger. Although it burned a little it felt good. Then emptiness. I wanted his fingers back inside me!
He placed one hand on my hip, and then I felt the soft head of his cock rubbing the entrance. “I won’t do this unless you tell me to,” he said. I didn’t answer. He kept rubbing the tip of his cock against my now hungry hole. His fingers had felt so good. The tip of his cock rubbing against me felt so good! My own cock was hard and aching.
I couldn’t speak. At least I didn’t think I could speak. Then I heard myself whisper, “Please.”
“Please what?”
“Please put it in me…”
Then, I felt the pressure as he began to push. I felt the resistance give as the head of his cock slid inside me. Then, I felt the pleasure as he began to slowly push inside me, stretching me. It burned! I almost told him to stop, but I felt his hips against my bottom. He was all the way in. He just stood there! His thick cock was buried in my ass, and he just stood there not moving. I found myself begging, “Please… please fuck me.”
He pulled almost all the way out. And then rammed himself back inside me. I felt like my bottom was on fire! Again he just stood there. “Please don’t stop,” I begged.
He pulled out again. And again, he rammed his hard thick cock into my burning ass. Then, I felt a sting and heard a loud slap as his hand came down hard on my right cheek. Again, he pulled out and plunged back in. Another slap, this time the left cheek. He began to thrust in and out. I begged him to fuck me harder as he continued to rain down hard slaps on my bottom with each thrust of his hard cock. My arms gave way and my face hit the mattress as he continued his assault on my ass. My bottom was burning from the slaps, and my ass was burning from his thick hard cock forcing its way in and out.
Then he stopped and pulled out. I heard myself whimper, “No!”
“Get on the bed facing away from me,” he ordered. I climbed on the bed and lay down on my side. He lay down behind me and I felt the tip of his cock again pressing against my waiting ass. This time he slid in easily. As he began to move in and out, i felt his hand on my chest, pinching my nipples. That just heightened the pleasure! He must have been fucking me this way for about five minutes before I felt his hand reach down and grab my throbbing cock. “You are a horny bitch, aren’t you,” he said. “Most guys can’t stay hard after being as fucked as hard and long as I’ve been fucking you.”
He continued like this for ten or fifteen minutes. My ass was burning, and now was at a point where I wanted him to stop. But I wanted him to cum. I wanted to know that my body was good enough to give him that pleasure. I finally told him, “I think I need a short break.”
“I bet you do,” he said as I felt him pull out of me. He got off the bed, and I rolled on my back. Next to me was a wet spot from the precum leaking from my hard cock.
I only got a couple of minutes rest before he ordered me on my back with my ass at the edge of the bed. He put my feet on his shoulders and plunged his cock back into my now very sore bottom. It hurt like hell, but the angle was wonderful! His cock was hitting someplace that just sent a jolt through my body with every thrust! He must have been fucking me like this for 10 minutes before my cock exploded. Cum shot across my chest, some landing on my lips and cheek. Without thinking, I licked the cum from my lips, savoring the taste.
Seeing me come was too much for him, and he thrust deep into my ass and began to groan. I felt his cock pulsing and a warmth in my bowels. His stomach muscles tightened with each pulse as he filled me with his seed.
He stayed inside me until he began to soften, and then he pulled out. I was exhausted. My ass was on fire. My own cum was rolling off my stomach and on to the bed. He didn’t say a word, just walked to the bathroom. I heard the faucet running and he returned with a warm, wet hand towel for me to use to clean up.
We dressed in silence. Then he said, “Told you that you wouldn’t have to worry about whether or not to swallow my load.”
I finished tying my shoes and told him that I should be going. As I was heading out the door he said, “I’ll be coming back through town in about a month. I will have a buddy with me. I will expect you to join us.”
I replied, “Yes, Sir,” as I walked out and closed the door behind me.
