2 comments/ 60059 views/ 44 favorites Aileen Lost Her Virginity By: phallicdesire My name is Aileen, I'm a 19 years old Chinese girl. I'm just 5' 4" tall, with a nice pair of C cup breasts but not so nice ass to complete the look. My hair was naturally black and straight, but I dyed it brunette with a touch of blonde on the tips. When I was 12, my parents split up. Being devastated, my mother accepted a job offer in Chicago. We moved there eventually, and after several years she finally met someone and got married. My new father is an American, and he's got a son two years older than me. His name is Brandon. I never had a chance to get to know him because when my step father moved in, he was already starting his freshmen year in college. We only met a couple time before the wedding, and after that only on Thanksgiving, Christmas, and New Year's. When I graduated highschool, I got accepted at two different school. I like the first one, but my parents like the second one better because it's close to my step brother's place. It's settled then. I now had been living in my brother's flat for almost a year. Living with my step brother makes me loose myself in terms of living. I used to be this serious kind of girl that always gets the good grades, never drink, never do drugs, never had a boyfriend and too scared to get a tattoo. Well, I now still got good grades, with the occasional drinking and weed smoking, thanks to Brandon and his parties, got a tattoo on my hip, and date some boys. I was currently still a virgin, but I intended not to be in a while. It was a Saturday afternoon. Brandon was out with this chick I didn't know. I decided I could take a bath. I soaked myself on warm water. Feeling up my hairy pussy, I took a razor blade and started shaving my pubic area. By the time I finished, I was satisfied the feeling of my bald mound. I rewarded myself with a good rub on my clit. Since the flat is empty I could make all the noises. I tried inserting one finger in pussy, and then another finger. It kinda frustrate me that I still couldn't cum, so I put a third finger in. It hurts a little bit, but it feels a lot better that I cummed screaming out loud. I dried myself with a towel and put on a pair of shorts and a t-shirt. When I finished dressing up, I heard a knock on the door. "Coming!" I shouted while wondering who is it. I opened up the door to find one of Brandon's teammate from his college's basketball team, Keith. "Er.. Hi Aileen, Brandon's out, isn't he?" "Yeah it's been several hours. Do you want to come in? He might just come home in a while." I'm not really sure though, but I don't mind the company. Especially hot one like Keith. "Sure, I'll just wait in his room then." Keith walked up to Brandon's room. Keith is a black guy with a tall posture. I saw him topless a few times when I crashed their basketball practice and he's got really nice abs. Sometimes I find myself tracing my eyes on his V and trying to figure out how his cock would look like. I closed the door and go to my room to fold some laundry and clean my room. I just made it past a whirlwind of midterms. I hadn't made the time for it so it looked a little bit messy. When I finished, the clock turned to 7 pm, which means Keith had been waiting for almost an hour now. I remembered some leftover chips I made for lunch, so I grabbed a plate and a bottle of beer, and bring them to Brandon's room. The door wasn't entire shut, so I just pushed it with my elbow. "Hey, Keith, here's some..." I stopped midway because I found him in front of Brandon's laptop looking at porn while jacking off his penis which is huge. He stopped his hand and craned his neck towards my direction. "Oh my God! Fuck, I'm sorry!" I was shocked and ran out quickly. I stopped outside Brandon's room. I started feeling a little bit naughty and decided to come back in. "I've got chips and beer for you." I gave him a big grin. "Umm.. Thanks Aileen, just put them on the desk.." He was trying to put his cock back in his boxer. I put them on the desk then sat on the bed next to it. "Do you mind if I look?" He froze instantly. "What?" "Well I never see a cock before, not a black and huge one at least. I just wanna take a look for a little. You can just continue yourself," I smiled at him. "Uh.. Sure," His expression shows a mix of confusion and happiness. He shifted a little bit on his chair so he could face me. He started moving his hand up and down. "Is it always this big?" "9 inches and growing. A girl once gave me a blowjob and before I cummed, she measured my dick and it was almost 10." "Wow," I looked at his black veiny dick. It bent a little bit upwards and the head was purplish. "Can I touch it?" "Sure." I put my hand on his dick. I tried to wrap it with my fingers but it was so thick that I couldn't make a full grip. I moved my hand up and down like he did. He moaned. "Oh.." "Is it good?" "Yeah, your hand is very soft, Aileen." I smiled and fasten my movement. I heard several moans, but after awhile my arm was getting tired. "How long is it going, Keith?" "It usually takes me almost an hour to finish with my hand. I started like half an hour ago, so it could be for 20 minutes or more." "Yeah, this is kinda tiring." "I know. A blowjob would make it faster though." I took the hint and gave him a sexy look. I moved down on my knees and put the head in my mouth. It was my first time having a cock in my mouth. It's salty, but I like having the hardness inside my mouth. I couldn't put all of if in, of course, I only managed to put a quarter of its length. I used one hand to jerk the rest of his dick while my tounge swirl on its head. "Fuck, Aileen, that feels so good." I heard a few blowjob tricks from my friends. While I don't intend to deep throat on my first blowjob, I can at least give a good suck. Do I did. "Fuck yeah.. Oh.. Aileen, don't stop.." I bobbed my head faster. "Aileen.. Aileen.. Fuck, I'm close." I no longer bobbed my head as he fucked my mouth. My jaw was starting to hurt when finally he announced he's cumming. "I'm cumming, I'm cumming, I'm cumming!" He spurted his cum inside my mouth. I counted 7 ropes of semen that he shot. It's leaking from my lips to my chin and dropped on the floor. "I'm sorry Aileen but I couldn't hold it." I had no choice but to gulp it to answer him. "That's alright, I kinda like it." I sat back on the bed. "That's hot. Want me to return the favour? " Before I answered, I was pushed down and felt Keith taking my shorts and panties off. "Hmm.. How do you know I like it shaved?" He then touched the tip of his tongue on my clit. My eyes shut directly and I let a moan escape from my lips. I heard a chuckle from Keith. "Prepare for the best pussy licking of your life." Using his fingers he parted my pussy lips and licked upwards to tease my clit with the tip of his tongue. He then stuck his tongue as far as he could inside my pussy. "Keith.. Oh my God!" He proceeded to lick my pussy in a zig zag. He ended it with sucking my clit hard. "Oh yeah.. Oh God.." "You're a virgin, aren't you?" He asked while putting a finger inside me. "Y-yessss.. But I, oh... don't intend to be, fuck, for long. Oh my fucking God!" I swore when he nipped my clit while adding a second finger. He just kept using his magical mouth and fingers on my pussy. I felt the familiar tingle and announced that I'm close. "Oh my God, Keith, I'm cumming, fuck!" I felt the explosion of my orgasm and squeeze Keith's head with my thighs while clenching his fingers with my pussy walls. My body gave a final jerk when the orgasm subsided. "That was the best orgasm in my life. Thanks, Keith." "It's going to get better, Aileen." I gave him a puzzled look. He just moved further until he's kneeling between my spread legs. "Oh." His dick is now back on its full length and it's heading towards my pussy. "Get ready." That's it. No 'are you sure' or asking for permission. He just placed the head of his dick in the opening of my very wet pussy. His black cock looks very contrast to my pale Asian skin. He started to push slowly. He stopped when he felt my resistance. He pulled out again and pushed back again further. He kept doing that until my hymen gave away and suddenly my pussy was full by his dick. It hurt a little but in the same time it felt pleasant in a way that I never felt before. He felt so huge inside me. He pulled out and pushed in again. The friction of his dick against my pussy walls sent a jolt of pleasure through my body. Keith smirked and start thrusting in a faster rhythm. His hand pulled up the hem of my t-shirt to reveal my braless tits. He took one nipple in his mouth while his hand played with my other nipple. It started to feel great and I tried to move my hips matching his rhythm. I lifted both my legs and locked my ankles on Keith's hip. The tempo quickened and the bed started to creak. "Fuck, Aileen, your pussy is so tight." "No, it's your.. dick. It's so.. huge! Fuck! Suck my tits again!" Keith grunted. Although I felt full, he still managed to make a circular move with his dick and I let out a cry. "Fuck yeah!" "Your little pussy is making me cum quickly. Fuck, Aileen, I'm so close." "Me too, Keith, faster!" It was so fast and hard that I heard the bed banging the wall. I don't really care because I felt myself cumming. "Keith, I'm cumming!" My body shuddered in climax. Apparently Keith couldn't take it when my walls were squeezing his cock. "Aileen! Oh!" I felt him spurting ropes of warm liquid to my womb. My orgasm hasn't stop as I milked his 9, almost 10 inches of cock, erupting inside me. "Argh!" He shouted as he let a final spurt of cum. I had a slight fear that his potent sperm would reach my eggs in my fertile womb, but I don't care anymore. "God. That, was the best orgasm of my life." Keith grinned at me. "It's going to get better, babe." He then kissed me. I was too busy liplocking with Keith, I didn't heard someone's coming in the flat and pushed the bedroom door. "What the fuck?" Brandon was standing there, glaring at where Keith's now flaccid cock meets my pussy. "Why do you think you can fuck my sister?!" Aileen Lost Her Virginity Ch. 02: Aileen Got DP'ed "Why do you think you can fuck my sister?!" I looked up in horror to see Brandon staring us in this position. "Relax, B. She's just your step sister. Besides, I was just doing a favour to her. Did you know she was a virgin?" Keith answered while still having his cock inside my pussy. "I know that, dude. She's hot, and I actually intended to take her virginity on the summer. Now my plans are ruined." Brandon ran his finger in his hair, looking frustrated. "What the hell, Brandon?!" I was shocked hearing what he said. He wanted to take my virginity? Does he even look at me that way? "I'm sorry, Aileen. First time I saw you, I already thought you're hot. It doesn't make it easier living with you this past year. I don't know how many cold showers and jerking offs I was through when I looked at you being sexy as hell. Sometimes I went out with girls and ask them for blowjobs and imagine it was your lips on my dick. I know you're serious with your studies, that's why I didn't bother you throughout the year, I want you to loosen up yourself before I introduce you to sex life." I blinked. I couldn't help but wander to his crotch. It had grown to a good bulge and I started to wonder what it looks like inside. "Alright, " I started to consider having sex with my own step brother. "How about I give you a blowjob?" Brandon's eyes widened. "Are you serious?" "Yeah. Get off me, Keith." Keith pulled his dick off my pussy, and sat on the chair by the desk, watching both of us. "You guys are crazy." "It's called seizing the opportunity, Keith." I went down on my knees for the second time today. Brandon started to unzip his jeans and pulled out a white dick smaller than Keith's. I still got shocked though, I really hadn't seen a lot of dicks. "Wow." I grabbed his dick in a full grip. It felt similar and different in the same time. "How big are you Brandon?" "7 inch. I know Keith's is bigger, but he's black so it's obvious." I slide his length inside my mouth until it hit the back of my throat. "Wow your mouth is so soft, Aileen." I ran my tongue down to his balls and back up again to give the tip of his cock a slurp. "Damn that was good. Your mouth feels so good on my dick, Aileen." I bobbed my head like I did to Keith's dick, this time I tried to push it past my gag reflex. Brandon moaned. I pulled it out and jack him off with my hand while I licked his mushroom head in circle, focusing on the under side. Another trick I heard from a friend. I put it back inside my mouth and suck it good. "Fuuuuck, Aileen, you need to stop now," Brandon pushed me gently. I looked at him confused. "I need to put my dick inside you, right now," He pulled me up and and lied on the bed. "Ride me." I straddled his hips and with my hand, guided his hard cock to my pussy. I felt the head pushing through my lips as I lowered my hips. I stopped when our crotches met. I closed my eyes, trying to savour the feeling of the second cock that entered me tonight. "Move," ordered Brandon. I moved my hips up and down. "Again," and I did. "Again, and don't stop." I started fucking him cowgirl style. I took his hand and place it on my boobs. His dick was not bigger than Keith but I like it just the same. "Does it turn you on that you're fucking your step brother?" "Oh yeah, it definitely does." I quickened my pace because it started to feel really great. "Wait," Brandon put his hands on my hips to stop me. "I still wanna take your virginity. Get off me and get on your four." "What do you mean?" I questioned while doing what he ordered me. I felt his hands spreading my butt cheeks and something blunt and wet touched my asshole. "Oh." "I'll be gentle, I promise," said Brandon. His cock was already lubricated with a mixture of my spit and my juice so it was no trouble getting it inside my ass. It hurt a little more than when Keith broke my hymen, so I let out a little whimper. "Ow." "Sorry." He pushed a little bit slower and more gently until his cock was completely buried in my ass. "How do you feel, Aileen?" "I feel full, but alright. You can move now." He started thrusting out and in slowly. It started to feel good so I moaned. "Oh wow this feels really great." "You like it don't you? You like it that your step brother took your anal virginity and now he's fucking your ass." "Yes! Yess... I love it! I love having my step brother's dick in my ass!" Brandon was fucking my ass in a quick pace now. I turned my head and saw Keith jacking off his now fully hard black cock. "Wow, it does get back up real quick, huh?" "Well the view is very helpful, though." "Come here, Keith, I can use my mouth for a better thing." Keith got up quickly and walked to my side. He guided his cock to my mouth because I need my arms to support myself in this position. "Oh yeah Aileen, your mouth is way better than my hand." I couldn't move my head much from being fucked in the ass doggy style, so Keith did the moving and fucked my mouth. "Incredible mouth, right, Keith?" asked Brandon. "Yeah but nothing beats her tight pussy." "I don't mind if you wanna fuck her pussy." "What, are you done, B?" "Nope," Brandon slowed down his thrusting. I spit out Keith's dick and looked around to see Brandon. He continued, "but I can do this." Out of a sudden, he flipped me up so now I was laying on top of him while still having his dick buried in my ass. "There, pussy available." "You're nuts," said Keith while spreading my legs. "I told you this is just going to get better." And with that, he slowly inserted my pussy. I thought it was impossible but when Keith was deep buried there's nothing that could compare the pleasure of having two dicks filling both your holes. Both cock were now thrusting in and out in harmony. Brandon thrust his cock in and Keith pulled back until only his head inside. Then Keith pushed back in, so Brandon would pulled back. They both fucked my holes like piston. I felt like I was in heaven. I never thought I would lost my virginity to a big black cock like Keith's, then lost my anal virginity to my own step brother. I sure never imagined having my first double penetration on the same night. I closed my eyes as I enjoyed the feeling of two cocks rubbing inside me, only separated by a thin membrane between my pussy and my asshole. "Fuck fuck fuck fuck fuuuuuuck, I really love getting fucked with two dicks." All the pleasure was overwhelming and I soon felt the now familiar build on the lower parts of my body. "I'm coming," I announced while matching my hips movement between the two of them. "I can't take this anymore, this feels too gooood... Fuck!" "Me too, I'm so close," Keith grabbed my tits to steady himself as he fastened his thrusting. "Wait, I'm nearly there," Brandon gripped my hips to catch up with Keith. Suddenly Keith pinched my nipples hard. I screamed hard because that made me cum. "Fuuuuuuuuuuuuck!" My whole body shuddered from head to toe as waves of orgasmic bliss flushed from my core. My pussy walls were clenching Keith's cock so hard it made him cum. "Argh! Yeah! Fuck," Keith erupted inside of me. I felt like he cummed much more than he did the first time. Warm goo was flooding the entrance of my womb as Keith slammed his dick deep inside to prolong his orgasm. It felt like hours until both of us relaxed. I noticed that Brandon also stopped moving. "Did you cum too, Brandon?" "Not yet, but I'm almost there. Get off Keith." Keith got up and sat on the chair, still panting. With a slurp, Brandon pulled his dick out of my asshole and move aside then get on top of me. "I wanna cum inside your pussy too. I know you're not on pills and it turns me on so bad to cum inside my very fertile step sister. Although Keith might already knocked you up." I was still in a daze to digest what he said. Brandon slammed inside my now very juicy pussy and fucked me hard to finish himself. He put one hand on my clit and suddenly I was there again, working my way to orgasm. I was surprised I could get horny again but there was no time to talk as I tried to match his pace with my already tired hips. It wasn't long until I finished my journey. "Yes, Brandon, right there. Yes, yes, yes, yes, yes, yes, yes, yes, yes, yes, yes!!" "Aileen!" I locked my heels on Brandon's ass as I felt his warm liquid joining what was left of Keith's cum inside my pussy. Millions of mixed sperms were right now swimming to my egg as I felt my orgasm subsided. Brandon pulled out and lied next to me. I could feel all their spunk gushing out of my pussy. My body was sore in every part, but it was a good kind of sore. I gave Brandon a french kiss. "Thank's brother." I rolled to my side to face Keith. "Come here, Keith, there's still some space for you." Keith lied down on the other side of me. I gave him another french kiss. "Thank's Keith. Thank's, both of you. I don't think I can walk tomorrow." Both guys gave me a tired laugh. "Mission accomplished, then." All three of us laughed until we all passed out.