All parties are of legal age at the time of sexual activity.
***
The thing I would soon realize with Bess is she loved sex from the first time we fucked. I am not complaining about it but you wouldn't believe how much she wanted it. After that Saturday it was almost a daily thing for my dick to be buried in one if not all of Bess' holes at some point. Before the end of that first week I added her anal virginity to the list of me taking.
I don't know how we never got caught between the close calls and her being aroused by them it was a miracle. There was this one time we were in the loft of the barn when Alex came looking for Bess for our mom. Just before she sees Bess with my cock up her ass barely staying quiet she is called back to the house by mom. Even then Bess nearly gets us busted when she can no longer take it and screams in pleasure "Yes Joe fuck my ass just like that."
Luckily Alex didn't hear her and we got by with it once more. I think that is why we did it so many different times and ways cause the thrill of not getting caught when we kept coming so close. After that first weekend for almost the next three months Bess would come home from school wanting to try something new she had heard about from her friends. With everything we tried I only know of one thing we both agreed that we did not wanna try and that was piss and scat play.
We also never did anything with animals but that was not ever discussed we just didn't do it. Bess I realized later was a true nymphomaniac she loved sex and couldn't get enough of it and it really didn't matter what type. As long as she was getting fucked she was fine with it didn't matter if it was rough, loving, submissive, dominant, solitary, single or multiple partners, bondage, role-playing, and even forced.
One other thing with Bess was as long as it was during multiple partners that another female was involved she was OK but alone no not even if the I was watching with intent to join. She would do anything with another girl but a guy had to be actively involved or she wouldn't continue. She never said anything about it she just wouldn't do it so I never understood why but I didn't push her either.
I guess I should now tell of 2 specific times that we tried something new during our sexual experience with one another. The first one is kinda of short but I think important cause it explains how we got into anal sex. Now the thing about this is where the idea came from was a fight our mother had with our stepfather in which taking it in the ass was brought up.
The argument took place the Sunday after our first time fucking and on Monday Bess wanted to try taking my cock in her ass. So after we had both finished our homework for the day we went down to the barn which thinking about it now was a regular spot for us to fuck. The reason we used the barn regularly for sex was neither mom or our step-dad went to it and Alex avoided it cause "It was just nasty".
As soon as we are in the loft Bess strips completely naked and tells me to strip as well. As soon as I am out of my boxers she has my cock in her mouth sucking it with a purpose. Now don't get me wrong no man is going to complain including me but I'm caught completely off guard and quickly cum right in her mouth. So here I am standing in the loft of the barn with my cock in my little sister's mouth that now has my cum leaking out of it while she is sucking on it to get me hard once more.
Once I am hard again she looks up at me with cum on her chin and says "Your turn big brother and don't forget about taking me in the ass today!". Which is the first time I have a clue about anything other than me fucking her pussy causing me to ask her "What do you mean by that?". Without blinking an eye as I begin to go down on her licking her sweet nectar from her wet folds Bess tells me "I want to take your cock in my ass like mom does our step-dad's cock". Now this is a bit of a turn off for me thinking about our parents fucking but with Bess laying there naked wanting me to fuck her in the ass it's not that big an issue.
So after eating her pussy out through one orgasm and making sure to well lubricate her rosebud and my cock do I turn her over and start pushing my cock in her ass. I thought her and Alex's pussies were tight the first time but they had nothing on Bess' asshole. It takes me awhile but finally I work my cock into her ass all the way but it wasn't without a lot of patience and discomfort for us both. I suggested that we stop a couple of times and just fuck normal but Bess was set on me fucking her in the ass at least once.
I will admit that we both had no idea what to do for anal that first time otherwise it would probably have been easier and better. That being said once I was in there I did take my time and make sure her ass stretches around my cock. Once it does though it quickly became one of Bess' favorite ways to get fucked and didn't take long before she once more was cumming on the floor in the loft. I was close to my own release when hers hit causing her ass to clamp down on my cock and push me over the edge again.