I've always watched straight porn but loved when it was a guy with a big dick fucking. About 4 years ago is when I became curious and interested in messing around with hung guys. From then to now, I've met with a few guys from Craigslist with very picky ads I put up (lol). I was never interested with anal. I only wanted to stroke and play with a big one. Less than half were impressive, and huge. The rest were above average/ even I was bigger in some aspects.
However, recently I had been fantasizing about trying anal. I know that you shouldn't start with a big cock, but it was the only way I would be turn on and down to try it. I was searching on Craigslist and saw a post of a guy around my age, he was into first timers, but what really turned me on was the pic of his huge thick cock. I almost thought it was a fake post, but he proved to be legit and was able to host. I was really nervous meeting, but we picked a day and time in the morning.
I showed up to his house and he was pretty nice. We went in his room and I saw a huge bulge in his shorts. He was already hard and I was being a little shy. He guided my hand to his bulge. I was rubbing it and thinking wow this is big and hard. I began to take initiative and pulled his shorts off. I was in wow, it was the biggest and thickest cock I've ever seen in person. It really turned me on. I started to worship his cock. Sucking, stroking, deepthroating. Getting slapped by it. He was pretty dominant but not pushy in any way. He then asked if I wanted to go further. I was explaining that I was, but it really was my first time. That I've never even been fingered before. He said that it was no problem and he will use lube and finger me slowly, and if I can accommodate more we can actually try it.
So he puts his magnum condom on, grabs some lube and I bend over doggystyle on his bed. He told me he was going to stick just his middle finger in. He lubed my ass and slowly tried to ease his finger in. I was clinching a bit and was really tight. He had some difficulty to put his finger in. He told me I needed to relax more and take deep breaths. Eventually I was slowly able to take his finger. It was painful but good at the same time. He because a little more rough with it and I began to moan/grunt and told him to slow down. He then asked if I wanted to continue and I said yes
Next he took his finger out and I felt something huge trying to penetrate. And I was thinking it was his cock. I was determined to take it. He slowly tried and tried to get it in. He used more lube and then felt like what was only his head slowly get in. I was squirming and moaning like crazy at this point. He slowly got more and more in and it felt humongous. He kept going in and out of what only felt like half of his cock, and I actually tapped out. I said I couldn't handle it. He laughed and said really? And I turned around and he explained that've was only using 2 fingers. Looking in confusion I was like really? He then took his 2 fingers and compared it to his cock. It barley covered half of his thickness. I laughed and said sorry bud but there is no way that is going in me today. He insisted on at least trying and I agreed. I bent over again and he came up rubbing his cock between my cheeks teasing me. It felt like a baseball bat. He tried poking his head in but there was just no way.
He took his condom off and wiped off. I began to lick his cock again but he wanted to cum by frotting. I was down as well. He lashed over me and grabbed our cocks. His cock made mine look like a joke. It was pretty hot though, and we both came at the same time over my chest. He let me wipe up and leave
It was an awesome experience, but I don't think there is any way I can do anal again. Not sure if I will meet him again, I will stick to banging chicks for now ... Just wanted to share and vent with you guys lol
However, recently I had been fantasizing about trying anal. I know that you shouldn't start with a big cock, but it was the only way I would be turn on and down to try it. I was searching on Craigslist and saw a post of a guy around my age, he was into first timers, but what really turned me on was the pic of his huge thick cock. I almost thought it was a fake post, but he proved to be legit and was able to host. I was really nervous meeting, but we picked a day and time in the morning.
I showed up to his house and he was pretty nice. We went in his room and I saw a huge bulge in his shorts. He was already hard and I was being a little shy. He guided my hand to his bulge. I was rubbing it and thinking wow this is big and hard. I began to take initiative and pulled his shorts off. I was in wow, it was the biggest and thickest cock I've ever seen in person. It really turned me on. I started to worship his cock. Sucking, stroking, deepthroating. Getting slapped by it. He was pretty dominant but not pushy in any way. He then asked if I wanted to go further. I was explaining that I was, but it really was my first time. That I've never even been fingered before. He said that it was no problem and he will use lube and finger me slowly, and if I can accommodate more we can actually try it.
So he puts his magnum condom on, grabs some lube and I bend over doggystyle on his bed. He told me he was going to stick just his middle finger in. He lubed my ass and slowly tried to ease his finger in. I was clinching a bit and was really tight. He had some difficulty to put his finger in. He told me I needed to relax more and take deep breaths. Eventually I was slowly able to take his finger. It was painful but good at the same time. He because a little more rough with it and I began to moan/grunt and told him to slow down. He then asked if I wanted to continue and I said yes
Next he took his finger out and I felt something huge trying to penetrate. And I was thinking it was his cock. I was determined to take it. He slowly tried and tried to get it in. He used more lube and then felt like what was only his head slowly get in. I was squirming and moaning like crazy at this point. He slowly got more and more in and it felt humongous. He kept going in and out of what only felt like half of his cock, and I actually tapped out. I said I couldn't handle it. He laughed and said really? And I turned around and he explained that've was only using 2 fingers. Looking in confusion I was like really? He then took his 2 fingers and compared it to his cock. It barley covered half of his thickness. I laughed and said sorry bud but there is no way that is going in me today. He insisted on at least trying and I agreed. I bent over again and he came up rubbing his cock between my cheeks teasing me. It felt like a baseball bat. He tried poking his head in but there was just no way.
He took his condom off and wiped off. I began to lick his cock again but he wanted to cum by frotting. I was down as well. He lashed over me and grabbed our cocks. His cock made mine look like a joke. It was pretty hot though, and we both came at the same time over my chest. He let me wipe up and leave
It was an awesome experience, but I don't think there is any way I can do anal again. Not sure if I will meet him again, I will stick to banging chicks for now ... Just wanted to share and vent with you guys lol
