Lost my virginity in all three holes I going to tell you about the time I lost my virginity. I lost the virginity in all three holes with in an hour's time. I was 14 years old and back then, I was a very hot and petite little thing and I knew I had the goods. All the boys chased me and I pretty much was a prick tease.
I went to a Jr. Sr. school which is 7th grade through 12th grade, and my 17 year old brother was a popular football player and always protected me and watched me like a hawk.
With my parents being so conservative, my brother wouldn't let me be alone long enough with any boy to even get in a couple of kisses. There was this boy named, "Mike" that I had a crush on, but my brother wouldn't let him near me. One day my girlfriend gave me a note from Mike and he told me to fake sick the next day so I could stay home. Then after my parents went to work, he would come over to the house and we could be alone.
The next day, I did as he said and it worked. When Mike got there, I was so nervous because I never had sex before.
When the time came, he seemed just as nervous as I was. He spent a lot of time with foreplay trying to make me, or himself, or both of us comfortable. When he took his clothes off, I saw his dick. It was so hard and I wanted to just grab it and do something with it. But before I could, he laid on top of me and slid it inside my pussy. It didn't hurt like I thought it would, so I told him to go for it.
He began fucking me and I loved the way it felt. But right after he began to fuck me, my brother kicked the door open and caught us in the act. He was so pissed and I was terrified.
He yelled at Mike to get the fuck out of the house which he was already doing. Mike was out of the in a flash and I put a blanket around me as my brother stood there looking at me. I said, "Oh my God! Please don't tell mom and dad." If they found out, I was going to be in real deep shit.
My brother walked over to me and pulled the blanket off so that he could look at my naked body. His eyes lit up when he checked me over and he said, "Damn! You got a hot fucking body" fearing the worse from that statement, I looked down at his crotch and saw that he had a huge hard-on.
I said, "what are doing?" he stepped back and said, "I'm not going to tell mom and dad, but your going to do something for me." He then took all his clothes off and walked up to me.
I couldn't believe what he was doing. There I was, sitting on the bed, and he was standing there with his dick in my face. I was staring at his cock because it was so big.
I couldn't believe it. It was long and really fat and hard as a rock. He then put his hand on my head and brought to his dick and stuck it in my mouth. I could barely open my mouth wide enough to get his dick in it.
But when I manage to do it, he pushed his cock all the way in against my throat and made me gag. He said, "now, now, don't be doing that. Open up your throat and take the whole thing inside your mouth and suck my fucking dick." I did what he said and he held my head in place and slowly slid his dick all the way in and out of my mouth, as I tried not to choke on it. He kept saying over and over, "Ya!
Suck it!" after a little bit, I began to get use to it and even started to enjoy it. Having his cock in my mouth made me feel sexy and I knew I was meant to suck dick.
I grabbed his balls ever so gently and began caressing them. He let out a good moan and said, "yes! That's it. Play with my balls." shortly after that, he held my head tight and said, "I'm going to cum for you baby.
Don't waste it, swallow every drop." That scared me, but he held my head in place and continued to fuck my face. Then when he started moaning, I felt his dick swell up in my mouth and then I felt and tasted all kinds of hot cum begin to shoot in my mouth and down my throat. He continued to hold my head in place as he kept fucking my mouth. I tried to swallow as fast as he was cuming, but there was so much of it.
His dick wouldn't stop shooting cum. Finally his dick slowed down and I managed to swallow it all. It tasted so good. I love the warmth and the texture of it. I said, "I love your cum Matt. How about I keep sucking your dick and make you cum again?" He said, "you'll have plenty of time to suck my dick.
But right now I got something better in mind." He left and came back with a bottle of baby oil. His dick still hard, he told me to get on my hands and knees and stick my butt up in the air. So I did what he told me, not thinking about what he was going to do.
I thought he was going to fuck my pussy. Anal sex never entered my mind at that age. He lifted my butt nice and high in the air and started rubbing baby oil on my butthole. I raised up and asked him what he was doing and he just put his hand on my back and pushed me back down and said, "don't move." I was scared. I didn't want my butthole fucked, especially with a dick as big as his. I said, "please Matt, not in the butt." He said, "Sorry Lil Sis, I got to teach your butthole a lesson." I said, "But why?" He responded, "I have to show you who is in charge here.
You need to know how to obey me. Your going to be my little sex slave from now on, and you will do what I say, when I say it." Before I could respond to that, I felt a sharp pain shoot through my butthole as he stuffed his huge cock all the way up inside it. I just yelled. It hurt something bad as he pushed it in as deep as he could get it. My butthole felt so stretched open by his huge cock, it was like having a baseball bat shoved up my ass.
My asshole was stretched open so tight, that it paralyzed me. When he began to fucked my asshole really deep and hard, I began crying and screaming. The more I cried, the harder he fucked my butthole. As he was pounding my asshole hard and fast, he was saying, "you're my bitch!
Right? Your going to worship my cock everyday. Right?" as I cried from the punishment he was giving my butthole, I answered "yes" to all his questions. My brother was on a power trip. The more I cried, the higher his trip was. He pounded the fucking shit out of my asshole for a good long hour and it hurt something bad.
But the weird thing was, it excited me. In all that pain, I still found the pleasure in it. Especially when he had another orgasm. His hot cum sort of soothed the pain a little bit and made my body tingle.
When he was done with me, my poor butthole was so sore that I could barely sit, or even walk for that matter. And I couldn't take a shit for two days, but deep inside me, I was hoping he would teach me that lesson again. For the next year until he went to college, he never fucked my pussy. He didn't want any accidents happening.
He just had me suck his dick everyday, sometimes twice a day. And two or three times a week, he taught my butthole that painful lesson.
He really worshiped my asshole.
It was his personal sex toy. It hurt every time, but I loved it anyway. It must have been because the size of his cock. I have never seen a dick as big as his since then and it never hurts to get fucked in the ass anymore.