I aimed my cock and moved close to her.Joey admonished my Mother, "Watch closely, Mom. Junior is about ready to bust your daughter's asshole cherry."S...owly and as gently as I could, I pushed my cock into Cara's ass. Her sphincter was very tight, much tighter than Mom's had been, and I had to hold my cock in my hand to keep it from being rejected by her gorgeous little red spot. I told her to relax and when she did, I pushed into her ass. The feeling was incredible. She was soooo tight and warm. And I know she is preparing herself for the event of breaking our virginity. Not only that, breaking our brother-sister bond too. I, too, researched about the safe sex and kind of things for our own safety.Four days passed. It’s the day of the act. It was Monday, and as usual, mom and dad left to work.After closing the door, I came running to grab my sis, but she was not there. She was in the bathroom and came out fresh after taking a bath in a towel. I don’t have any words to explain it.She. Frederick kept opening the curtains wider and wider as fewer and fewer men were left outside. “They acutally thought she was the only one in here. Heh.. idiots.”Finally, Frederick pulled both curtains wide open and dingy orange light filled the room. I was exposed to anyone who may have been outside..... but there was nobody.The three of them turned back to me with the most evil grins I've ever seen on a man's face.“Nervous, sissy?”“You should be.”“You won.”“She lost.”“She'll break before the. She bucked up and held there for what seemed like a long time. It was really only a matter of seconds, but her orgasm seemed to go on and on. When Jean relaxed enough to lower her hips back to the bed, I crawled up her then sweat covered body and passionately kissed her until she started moaning again. Massaging her tits and stroking her pussy with my fingers helped her climb towards her second orgasm. When she seemed about to burst, I positioned my cock's head at the opening to her soaking.