40 Year Old Virgin 2

It turned out he was climaxing. I did not think he would be squirting that quickly. But he did. I felt his dick pulsate and release his load. Sigh. I hope he won’t wanna stop just yet.

After about 15 seconds, he got up and I saw the pool of cum on my belly. He apologized for shooting prematurely. Apparently I was giving him the fucking of a lifetime that he could not hold it in any longer. Yes, he was on top of me and I was drilling into him and no one was touching his dick. He came without any touching.

I’m amazed at this phenomenon. It would never happen to me. Ever. But it has happened to my conquests a few times.

He said he had not had any for a while and when I entered him, he just could not hold it in. I asked him if he could still take a fucking (coz apparently after you’ve cum, you can’t take an ass fucking anymore). He said he could. I think that was just out of courtesy since I am still hard as a rock and had not cum yet.

I asked him again just to be sure. He nodded. Then I realized that all the while we were talking, he was still sitting on my groin, with my erect cock still up his ass. I lifted him off of me and put him in my favorite position (as to cum faster) and I penetrated him.

He winced. Quite loudly. Again, being the nice guy that I am, I asked him he if could take it. He told me to go ahead. So my mission was to just get off so I just fucked his ass. At the back of my mind I knew he’d be hurting. I tried to get off as quickly as possible.

After a couple of minutes, he was thrashing wildly underneath me. It was not the pleasurable kind. He was in pain. But if I asked he’d just tell me to go ahead and fuck him. Finally, I stopped completely and asked him yet again. He admitted that it hurts. I stopped and took out my cock. He smiled sheepishly and apologized.

I went and washed up while he took a shower. After he left, I masturbated before I went to bed. Sigh.

Suddenly Three

I was chatting with this one guy from Hartamas. Um, notice how most of my stories would begin with “I was chatting”? This is how I mostly get my sexploits from… :P

Where was I? Oh yeah, Hartamas guy. He did not give me his photo but he apparently liked what he saw so he wanted to stop by. He mentioned that he is fit because he is an amateur sports player so he works out a lot. Sure, why not. It’s been a while since I did a sports star. Okay, I’ve never done a sports star before.

So I went home (this was when I’ve not subscribed to Maxis Bareback, I mean, Broadband) and got me some dinner and waited. Actually I did not really wait coz sometimes people would say they were coming but they never showed. So I just watched TV and chilled.

He called half an hour later and said that he would be slightly late because he had to drop off his mom at the train station and then pick up a friend. Picking up a friend? To meet me? Well, was I unwittingly getting myself into another threesome? Seemed like it.

So I waited downstairs for them to show up and brought them up to my place. The sports guy was decent enough, kinda cute, definitely fit. Okay, except for the slight beer belly, he seemed fit. The other guy, a Chinese, is kinda short. Definitely not as cute as the sports guy.

So once we were in the living room, I popped in a porno flick, at the request of the sports star. He then immediately stripped and prompted us to do so also. After fondling each other, we sat and watched the porn. I got the feeling that the Chinese guy was not really into me. I guess that’s okay coz I was not really into him. So both of us kinda avoided touching each other. Wait, I think the Chinese guy was not really into it all because he just sat there and kept fiddling with his phone.

The sports guy had to service us both and kept insisting that we should touch each other. My phone then rang so I had to go and answer it. Saved by the phone eh? When I returned, the sports guy had already jerked the Chinese guy into spurting. Btw, the Chinese guy had a very thick dick. Not long but massive.

So once the Chinese guy was done, it was just the two of us. Sports guy asked what I wanted to do and I just smiled. He seemed to get me and said that he did not mind. He asked me to get the condom. He put it on me and bent over for me to penetrate him. I wanted to tell him that we should have gotten some lube first but he was too insistent on being butt fucked that he could not wait. Besides, the condom was kinda lubed. He insisted that it should be fine.

I forced my cock into him, as the lube was not enough. He moaned. Painfully. After I finally got all the way in, he asked me to take it out because it had hurt. Duh. Just as I was about to try again, he said he could not take it. I told him there was no lube. That was why it hurt. True enough, when I took the condom off, it was dryer than the Sahara. He insisted that we just jerk off coz it was too painful. So I jerked him off until he came and they both got cleaned up and left. The sports guy said that he’d want to come again but I highly doubt it. My gut was right. I never heard from him again. Oh well, his loss…