I'm Michelle, 5'2 and just have A-cup breasts still even though I'm 19. Maybe that's why I was still a virgin at 19. I have brown hair and eyes as does my brother Stan. But he's 21 and 5'8 though. And I know he has a huge dick. I've seen him getting out of the shower a couple times before. So I had a little incestuous crush on him. As far as I knew, he didn't know about it. We were roommates in an apartment and I accidentally caught him masturbating a few times in the past as well. I caught him like 5 times in 3 weeks once. Then I started to get attracted to him, I don't know why. But I tried my best to catch him one Saturday night about a year into us living together in his room. I saw he was looking at an issue of Playboy, so I knew I had an opening. So I came in and caught him.
“Oh I'm sorry Stan, I didn't mean to. I just needed to ask you something,” I said as I covered my eyes.
Then he was a little annoyed and put his dick away, but I did catch a glimpse of it.
“What is it sis?” Stan asked.
“First is it OK if I ask you something personal?” I asked.
“Well, no offense Michelle, but you have walked in on me during personal time a few times now. So I don't think it's a problem,” Stan replied.
“I'm sorry Stan,” I said as was getting ready to spark a tear.
Then he felt a little bad and then he got up. He came over to me and gave me a hug.
“Thanks,” I said.
“Your welcome,” Stan replied as he took my hand and brought me to the bed and we both sat down.
“Can I ask you, when did you lose your virginity?” I asked.
“When I was 17. Why, what's wrong?” Stan asked.
Then I just put my head down. So he put his arms around me and brought me in for another hug.
“Are you afraid that you won't lose yours anytime soon?” Stan asked.
“Yes, not with these tits. I don't know what I'm gonna do,” I replied.
“Well, you'll find that guy sooner or later. And not just a guy that's interested in having sex. But someone to marry as well,” Stan said.
Stan always could cheer me up and make me happy again.
“I'm sorry I've walked in on you masturbating. I guess I never got to see a guy cum. And I guess I've just liked seeing you masturbate even though you are my brother,” I replied.
“Are you seriously saying you have been wanting to get a glimpse of me cumming?” Stan asked.
“Yes,” I replied.
He didn't know what to say. I was his sister and not his girlfriend.
“I know this is weird. I'm sorry,” I said.
Then I started getting up, but he stopped me.
“Did you like seeing me dick?” Stan asked.
“Yes, it's big. Can I see it again?” I asked.
Then pulled the blanket off him and I got to see it again, I never got to see it so close up before.
“Wow, thank you Stan,” I said.
“Your welcome I guess,” Stan replied.
Then I just eyeballed it for a minute.
“Can I ask you another favor?” I asked.
“What is it?” Stan asked.
I wasn't sure what he'd say, but I asked him anyway. I didn't think it would screw up our relationship.
“Will you masturbate, and let me watch you cum?” I asked.
He gave me a weird look.
“I don't understand. Why would you want to see your brother cum? I mean do you have a crush on me or something?” Stan asked.
Then I leaned in and gave him a kiss on the lips for 3 seconds.
“Yes,” I replied.
I think he might have wanted to say no. But I knew he loved very much as a sister, so I guess he just couldn't say no.
“Sure I can do that for you. But it takes a couple minutes. Can you at least stand a few feet back?” Stan asked.
“Sure,” I replied as I got up and stepped a few steps back.
Then he took his dick in his hands and started masturbating. It was really nice of him to let me watch. He was the best brother in the world. He stroked his dick as he looked at his issue of Playboy. But it took a couple minutes.
“I'm sorry it just takes a few minutes sometimes,” Stan said.
“It's OK. But would it help it you had a better visual aid?” I asked.
“What do you mean?” Stan asked.
Then I started taking off my shirt.
“Whoa, what are doing?” Stan asked.
“Helping you. It'll be better to have a naked woman to masturbate to, that's right here,” I replied.
“OK, I guess I've never seen you naked,” Stan said.
Then I undressed completely in about 20 seconds. Then he looked at me completely naked. I had some hair on my pussy and judging by the look on his face, he liked what he saw.
“Wow, Michelle you are one stunning lady,” Stan said.
“Than you Stan,” I replied as I blushed a little.
Then he laid down flat on his back and eyeballed me as I was completely naked. My eyes were glued to his dick. I so wanted to ride him and I wanted him to ram me. I think he saw that in my eyes. It still took him a couple minutes, but he came, and it was great.
“Wow, and to think that I never seen a guy cum before,” I said.
“Well your welcome, but I think you can get dressed now,” Stan replied.
“OK,” I said in disappointed tone.
“What's wrong?” Stan asked.
Then I hesitated to say anything.
“What's wrong sis?” Stan asked.
“Well, I guess I thought if you saw me naked you would wanna have sex with me,” I replied.
Then we both stayed silent as I was still standing completely naked.
“You really wanna lose your virginity to me?” Stan asked.
“Honestly yes. You are the best brother in the world, and you have been so good to me. I really want my first time to be special, and I know it'll very special with you Stan,” I replied.
“Then come over here and lay down with me?” Stan asked.
I wasn't sure where that would go, but I thought it was worth it to come over there with him as I was naked. I got into bed with him and then he started feeling me up.
“Are you sure about this?” I asked.
“Well, you wanna be with me. Do you not want this now?” Stan asked.
I wasn't sure I wanted it so soon honestly.
“But do you want to be with me though?” I asked.
“Yes if you feel the same way. I think now that I saw you naked, I wanna be with you too sis and take your virginity,” Stan replied.
“You really wanna make love to me?” I asked.
“Yes,” Stan replied.
“Good, but can you promise me something?” I asked.
“Anything,” Stan replied.
“If I get pregnant, promise me you will raise the baby with me no matter what,” I said.
“I promise,” Stan replied.
Then he kissed me again and got out a condom. He got completely naked with me and put the condom on. Then he got on top of me.
“OK sense this is your first time, it'll hurt. I'll probably break your hymen, so do your best not to scream,” Stan said.
“OK,” I replied.
Then he slowly inserted his dick into my tight pussy. He was right, it did hurt.
“Oh shit that hurts Stan. But don't stop,” I said.
Then he slowly went in deeper. Eventually my hymen did break, I couldn't help but scream and it also made me pull him closer to me too.
“Fuck!” I screamed.
He tried kissing me to get me to stop.
“Calm down Michelle. It'll be OK,” Stan said.
Then I calmed down a bit, I liked him kissing me.
“Make love to me now Stan. Show me how much you love me,” I said.
Then he slowly started thrusting his dick in and out of me. He kissed me multiple times as he felt my small boobs leaning up against him and he wrapped his arms around me. I was skinny, so it wasn't hard to do. He kept thrusting his dick in and out me slowly, but picked up some speed as well.
“Oh shit Stan. That feels so fucking good. But come on, push your dick deep into me. Go as far as you can Stan and really make love to me,” I said.
Then he started getting a little rough with me. He started thrusting his dick in and out of me even quicker.
“Fuck Stan. You are making me feel so damn good. Don't stop, don't you fucking stop. I don't care if hurts, just make sure you pleasure your sister,” I said.
“I take your challenge,” Stan replied.
Then we switched positions to doggie style. In that position, he could really pleasure me. He really started ramming me hard. It was an absolute dream come true. I finally got to have sex with my brother, and we both loved it.
“I fucking love you sis,” Stan said.
“I mother fucking love you too bro. Now ram me like you have never rammed a girl before,” I replied.
He began spanking me as well as he shoved his dick into me as far as he could. It felt absolutely amazing, it completely crushed all my expectations I had. But the fact that I was losing my virginity to my brother, might have had an impact on that though.
“I seriously love you now angel. Now more than ever,” Stan said.
“Me too Stan,” I replied.
He kept his hands on my butt and kept thrusting his nice dick in and out of me very slowly. Then we both were getting rather sweaty and my heart was beating rather quickly. My dreams usually don't come true honestly, but this one did come true. Even though he was going in and out slowly, he still made me moan.
“Will you do me a favor?” I asked.
“Yes,” Stan replied.
“Put your hands on my boobs,” I said.
Then he pulled me up and had his chest against my back. And he held me there by putting his hands onto my small boobs. He kept thrusting his dick in and out of me, but he started doing it slowly.
“I'll be OK Stan. Just make love to me,” I said.
Then he lost his balance and fell onto his butt, taking me with him.
“Whoa shit. You scared me Stan. Be nice to your sister,” I said.
“I'm being nice, I didn't do it on purpose,” Stan replied.
Then we kissed each other once and he put his hands on my boobs again. I started bouncing up and down as I was moaning. Then I think I was enjoying it a little too much, I started moaning very loudly.
“Oh shit Stan. I think I'm gonna cum now Stan. I'm gonna cum,” I said.
Then I came on him. Then I was really breathing heavily as we both leaned back with me still on top of him. After another minute I got up and turned over. We kissed each other a few times as well.
“Well is it safe to say that you really love me too?” I asked.
“I'm thinking so yes Michelle. And is it safe to say you are happy that you lost your virginity to your brother?” Stan asked.
Then I laughed a little and kissed him.
“Yes, it was great, but my friend bet me if I get you to have sex with me, and I won,” I replied.
“And how much did you win?” Stan asked.
“$5,” I replied.
“Smart ass. I love you Michelle,” Stan said just before we kissed again.
“I love you too Stan, more than you know. But I gotta do one more thing,” I replied.
“What is that?” Stan asked.
Then I climbed down and got over his dick. Then I took off the condom.
“I always wanted to try this with you too,” I said.
“Just don't be nervous,” Stan replied.
Then I took his nice cock into my mouth. He immediately just laid back and enjoyed. He was breathing in and out slowly as well.
“Holy shit sis. That feels so fucking good. Keep doing that Michelle, don't stop,” Stan said.
He put his hands onto my head. But he didn't force me to go down any further than I was comfortable with. I went down about 6 inches down his nice 8 inch dick. Then I started going up and down as well making sure he was loving absolutely every single second of it.
“Wow Michelle you are you so fucking good. You are a major goddess to say the least. Make me cum Michelle. Make me cum a river for you,” Stan said.
Then I went down on his dick even further and made sure I sucked on it very passionately. I made the slurping sounds as well.
“Oh shit Michelle, I can't take it forever. You are gonna make me cum soon. Keep going Michelle, show me how much you love me too,” Stan said.
“I will Stan. I'll make you love me more than ever,” I replied.
Then I took his whole dick in my mouth. I couldn't believe it honestly, I could actually get the whole thing in my mouth. I knew he loved blow jobs, I saw a couple girls doing it for him before. He had his hands all over my head, then he really started moaning loudly just like I was.
“Shit sis, I'm gonna cum now,” Stan said.
Then I backed away a little and watched him cum for the second time up close. But of course that time he came a lot more, then he was really breathing heavily. Even though he had cum on him, he pulled me onto him. We made out for about 3 minutes straight.
“No bullshit, the best sex of my life. You should have told me how you felt months ago,” Stan said.
“I know. I guess I was just afraid you would hate me I guess. I didn't think you would want incestuous sex with me, and I just came up with the idea to catch you masturbating. Then it just went from there and I just fell in love with you,” I replied.
Then he brought me in for another kiss.
“I don't hate you, I love you Michelle. You have been like the best sister ever since you said you wanted to move in with me. You knew I needed a roommate and you offered yourself to move in. Maybe this was just a matter of time,” Stan said.
“Maybe,” I replied just before we kissed again.
Then we just cuddled for awhile in silence for a few minutes.
“But you wanna do it again?” I asked.
“I wanna spend the rest of my life with you Michelle, that's how much I love you,” Stan replied.
“Promise?” I asked.
“I promise, and even though these are only A-cups, you are still really sexy sis,” Stan replied.
"Thank you," I said just before we kissed again.
That's how I got to do it with my brother. We actually started a real relationship together and we started sleeping together too. I certainly swayed him to love me the way I loved him.
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