Hot Summer Job/Try to slip your cock into her pussy
“Well, if I don't get a better hold on you I am going to drop ya.” You explain as you adjust your grip and lift her up just enough to allow your stiff member to clear the obstruction provided by your little sister's ass. With how hard you are now, you don't even need to use your hands to get it pointing straight up. As you settle her back down, your cock veers immediately off to the right and the mushroom head nestles quite firmly (and sexily) into the junction between her pelvis and her left thigh.
You figure you can shift her around just a little more under the guise of getting a better grip. You lift her up again and use your thumb and fore-finger of one hand to guide yourself to her entrance as you lift her up with the other. You just manage to nestle it into her little pre-teen hole quickly enough you figure it might fit within your pretext. “There,” you say, easing up on your support of her weight just enough to lower her onto your cock.
You just manage to register her giving you a glare that seems to say “You did that on purpose” before you feel a wet rubbery pressure envelop the head of your dick. She lets out a shocked gasp as the rubbery ring of her entrance pops over the head of your penis. You meant to lower her slowly, but the sensation combined with her sudden gasp shakes you up and you lose your grip on her ass completely. You manage to catch her lower back witch prevents you from dropping her, but you are no longer supporting her above your cock and she slides straight down, causing you to bust right past her hymen and keep going until you bottom out with over half your shaft buried inside your 10 year old sister's virgin snatch.
Her eyes seem to bulge out like saucers and her mouth holds slack open as your cock divests the fourth grader of her virginity. You can feel your balls beginning to churn. You have been on edge all day ever since you saw Kylie walking around naked, and the content of this game so far has brought you right back to the edge. You are not going to last long at all before you are filling your sister's virgin pre-teen womb full of its first load of cum.
“RIIILEY!!!” She screeches in your ear.
“I... I'm so....” You stammer.
“That hurt!”
“I'm sorry!” You snap back. “I didn't mean for that to happen like that.”
Bree looks back at you, sniffling as her misty eyes start to overflow and a few tears run down her cheek.
“I'm sorry,” you say again, “I'll take it out right now.” With that, you move your hands back down to hold her by the butt cheeks and begin to lift up on her intending to take her off your cock, but it seems as though Bree has other ideas.
“No!” She urgently wines as she clings tight to you, wrapping her arms and legs so firmly around you that you couldn't possibly take her off you if you wanted to.
“Bree? What's wrong?” You ask.
“It hurts too bad,” she tells you.
Great, this is bad. You're going to cum at any second, and here Bree is not budging an inch. Well, you don't THINK she has started mestrating yet that you are aware of. Maybe it wouldn't really be that bad a thing since you have gone this far anyway, but what are you supposed to do about the hurt and distressed little sister you have clinging to you because of the pain of losing her hymen?”