I can hardly believe my luck! The captain of the football team at my college asked me out this weekend. I have had a crush on him since the beginning of school but thought he would never ask a girl like me out. I am so different from the other girls at school who wear revealing designer clothes and high heels. I feel so plain Jane by comparison so imagine my surprise when he stopped me in the hall and asked me on a date! As excited as I am, I am also nervous because I'm sure he will be expecting me to do something sexual. You know I promised my virginity to Daddy... so do you think he would like a hand job instead of sex? I really value your opinion. You're my step brother and always have hot girls around you so you would tell me if you think a hand job is cool, right? I'm sure I will have to explain this heart ring on my finger at some point on the date and I think letting the guy know I will give him something good will maybe increase my chances of future dates with him. Ok, now that I have that part figured out, I need your help with the hand job. I haven't given to many of them and need practice before my big date this weekend. What do you say? Will you help your sister and let me jack you off? I want you to let me know if I give a good hand job. Awesome, you will help me?! Ok, lay down and lets take your pants off. Oh wow, you have a nice cock big brother! Do you mind if I spit on your dick to get it lubed? I know enough to know a dry hand job is not a good thing. Ah, there, does that feel good? Do you like the way my hand fits around your pole? Have you fantasized about your little sister doing this to you? Would you like to see your sisters bit tits? Can I practice titty fucking your cock? It's something else I can do with the football captain on our date. I really want to make him feel as good as I am making you feel right now. I'm going to get naked for him while I stroke him off, can I get naked for you right now so I know what it feels like and won't be so nervous. Hey, I wonder if I let the football captain fuck my ass instead of my pussy, if it still makes me a virgin. So long as he doesn't put it in my pussy then Step-Daddy still owns my virginity right? I'm so glad you are helping me with all of this. It turns me on that I can make you so hard. I want to see you cum. I haven't seen a guy cum yet. Will you cum for me? If I stroke you fast will it make you jizz on me? I am so wet in my pussy right now. I want to do more with you but have to remember my promise to Daddy. I can hardly wait to see you cum though. I turns me on just knowing I can make a guy cum with my hands. Are you ready? Are your ready to make a mess on my hands? That's it, cum for me big brother! Ahh, that was so hot! I liked watching your jizz spew from your dick. Thanks so much for your help because now I know my date this weekend is going to go perfectly. Starring: Brooklyn Chase