From the early ages I was curious about porn, sex. I had a neighbour girl with whom I used to mess around from the very young age. We experimented a lot, rub against each other until we came, touch, watch some porn magazines together, or stolen parents sex video tapes when we were alone.
I remember we always tried adult games every time we were home alone. Sadly when we were starting to get older she lost interest in fooling around as she was more interested into the older guys and we were like brother and sister.
Since I could not play with her anymore, I had to start experimenting on my own. I got a new pc with the internet. From that moment I no longer needed to watch same porn from the CDs or video tapes. It unlocked new kind of pornography to me.
I have watched mostly straight porn but after a while I supposed I got bored of this so I started to click off the straight porn to some shemale porn and I got hooked immediately. I was releasing my cum to this porn daily. At that point I never watched gay porn as it was not appealing but after watching porn so much I went to check all sorts of categories and suddenly gay porn was hot as well.
While watching shemale porn I was curious what its like to get a real dick inside my ass. But at that point all I could try was my finger. So when I was really horny I did try that and I wasn't really enjoying, it was weird, kind of hurting and all, even though I used lube. But when I watch porn I become a different person. I often forget what I felt last time and try again.
Fast forward these experimenting sessions, I tried to use some jumping ball handle I had from the childhood as it was all nice and soft and I could even jump on that handle while sitting on the ball. That probably was the time I felt really good inserting something in my ass. I even managed to cum without masturbating while jumping on that ball and feeling the rubbery handle inside of me while my hard cock was slamming against my belly.
Now after these experiments I was more and more curious in getting my ass fucked by the real thing.
I had this friend which whom I used to hand out a bit. He was my age, at that time we were 18 years old. I was pretty skinny but had a nice ass I suppose and he was more muscular since he worked a lot at home as he lived with his father only.
During the summer I used to build a tent in my parents garden and we would sleep together or I would sleep with other friends, played cards, eating junk foot, etc. A year ago his father found a women who had a daughter. So of course my friend and her were fucking from time to time as they were almost the same age.
While we were in the tent playing cards we were talking about a lot of shit and I asked did he fucked her or not and he said that he did. I never actually fucked anyone so it was interesting to me how he did it and all. He said that her pussy wasn't shaved and it didn't looked appealing but he did it anyway. I said that's gross, unshaved pussies its a turn off for me. He then said that he would fuck anything that moves and I jokingly said even guys? And he said yeah, I don't care. If there is a hole I can fuck it. He also added that since last month she started to use her pussy as an advantage, to make him work more or she would not fuck him so he didn't fucked her for the week or so as he said that she pissed him off because of these stupid games. I also asked if he fucked anyone else and he said no, that she was the first for him.
I knew him pretty well to the point where I can tell when he's joking but actually meant it and when he's joking and just speaking nonsense. This time when he said that he could fuck a guy jokingly, he actually meant it and I thought this will be something I can use it to get the real dick in me.
So my plan was next time we sleep, which was actually the next day, I will be well prepared and will try to trick him into fucking my ass. So before we were meeting to do a sleepover I shaved my ass and balls clean so not a single hair was seen. Also cleaned my ass so well that probably inside it you could see a shine. I took my old lube which I used to play with my ass and put inside the tents pocket.
Next evening started as normal, we played the cards, ate some junk food, talked bunch of nonsense. Also the tent was standing next to my parents house and during the summer times they would open the windows as it was hot so whatever we would talk you could hear very clear, so we always tried to keep as quiet as we could.
At about 1am I thought my parents would be asleep so I could use this opportunity to get the same topic about his step sister and maybe move it along into fucking my ass. So I asked if he managed to fuck his stepsister today and he said no, she still wont let him fuck her and that his balls are swollen from the amount of cum he has inside of them.
I said well you said you could fuck anyone anyway even the guys. I bet you just full of shit. And he said no, I could for sure. I would fuck any hole especially now since this bitch doesn't let me fuck her.
Well then prove me you not full of crap. If its true show me your dick I said and laughed to pretend I was kind of joking. Without saying anything while holding with 1 hand his cards with the other he took off his trousers and revealed his cock. I was surprised to see it was trimmed and not bushy at all and looked very nice. Without seeing it hard it was difficult to tell what size it was and how it looked so I said, I meant hard dick, not the limp one and laughed again.
All this talk was as quiet as possible because the last thing I want to do is to let parent hear all this nonsense. While my friend was with his dick out he said well I cant just magically make it hard you know. Then I thought this is the opportunity I can not miss. I said well since you showing something I can show you this which might help you to get hard. I turned around, bent my ass a bit and lowered my shorts to reveal half of my ass cheeks and a smooth looking hole.
I looked at him and said well now we both shoving stuff to each other and laughed a bit. I saw he was looking at my ass with the dead look and took his cock in his hand and started to rub a bit and within just couple of seconds I saw his cock get really hard. It was about the same size as mines, average and pretty thick. I thought I need this cock in me asap.
I said well you were not kidding about fucking any hole by showing your hard dick. Since your dick is hard and my hole is prepared might as well we try things out? I said while taking the lube from the tents pocked and putting some on my fingers.
I then lowered even more of my shorts so he could see it all and lubed my hole well while he was dead silent and rubbing his cock while watching me prepare the hole. I then inserted my finger inside to loosen it up a bit as I knew I will have to take it slow and easy as his cock will be the biggest thing I was putting in my ass.
I played a bit with my finger inside my ass, my cock was hard as hell knowing that my dream will finally come true and the experience I will have will never be the same. I looked at him and said I am ready when you are. We need to be very quiet and take it super slow.
He then came from behind of me, I gave him the lube to apply on his dick and then I felt his warm cocks head against my warm wet hole. I was waiting for this moment so long. I asked him not to move and let me push against him until his cock will be fully inside of me.
I started to apply more pressure against his cocks head and I felt how my boy pussy was expanding to take it all in. Not sure if it was me so horny or I was well prepared but it did not hurt or anything and as soon as I felt his tip slowly bypassing the entrance I applied a steady pressure again and felt his cock sliding all the way in in a smooth motion.
I could not help but let a moan out hoping nobody heard and as soon as the whole dick slid inside, my cock became even harder. I then asked my friend how does it feel and he said its tight and amazing. Then after couple of moves back and forth I prepared my ass for him to be fucked and said now you can enjoy it all but very quiet, so no slapping against my ass.
He took over the action and slowly started to move back and forth sometimes sliding his whole dick out of my ass and putting it back. Every time he did that my cock would jump from excitement. That felt so good I was about to cum. While he was penetrating me all I could think was how it will feel once he's going to cum inside of me. Will I feel his cum shooting inside of me or not. Since he didn't fucked for a week or so I thought he will cum buckets in me.
I felt how the action got more and more intense, how his strides with his cock got deeper and deeper. My boy pussy was getting super warm, my cock was dripping with precum already. It did not lasted long as he said I am going to cum and I said that he should do it inside my ass. From the past experiences he was only cumming inside the condom and now he's funking my raw ass without it and going to cum inside as well. That drove him nuts.
I could feel his cock getting more and more stiff until he slowly took his whole cock out, and shot his first stream of cum directly in my open hole. I could hear that stream of cum leaving his dick and hitting my ass. It was a nice thick and powerful shot. Right after the first shot he pushed his rod all the way in me and pumped me with another good 5 streams of cum. I could feel all of them hitting my insides, could feel his cock pulsing which stretched my ass even more with every cum shot.
I didn't have to touch my cock to for me to cum as I felt so horny while he was filling my ass I just exploded on my sheets with good thick cum shots as well. I felt how he enjoyed while I was cumming as it was gripping and squeezing his cock tight with every cum shot I made.
After we both were with empty balls he still stayed inside my ass until his dick got softer. Then slowly taking it out with a nice slushy sound which caused by his cock leaving my ass with all that cum leaking from it. I wanted to feel how much of my ass was stretched and how much cum he left in me so I inserted my finger in it and my ass was so hot inside, all wet and stretched well.
Since our balls were empty, our minds worked differently as well. Same way when you cum watching some hardcore porn and after it you feel disgusted and disappointed sometimes. This time wasn't the same, maybe because I came without actually masturbating, it was like a prostate orgasm or because it was the first time and all of this intense feelings got mixed up but I knew for sure that I will need this cock back asap.
I put my clothes on while his cum was still inside of me. I did not know where should I put it. So I kept it in thinking that he will fuck me tonight again for sure and the cum I have inside will be the lube for his next fucking. I said to my friend that he proved well that he could fuck any hole and asked if he liked more than fucking his step sister and if he does not regret it. He said it was 100% better and that he would do it again any time.
It was the new chapter of my life as from this point he used my ass more times than I could count. He event declined many times his step sisters offering to fuck her as she noticed that he doesn't beg her for sex and he always refused as his balls were always emptied inside my ass.
We kept the sex straight to the point. We never kissed or did any kind of relationship. I never felt any kind of attraction to him apart of his cock. The same way he never asked or did anything similar as he just wanted to use my smooth ass. I have tried sucking his cock as well couple of times but nothing compared when he was fucking my ass raw and cumming inside of me.
