Second part. Please read first part for context. Family life. All participants are 18+ in this fictional story.
Somethings are much easier than they seem. We settled in as a family quickly, although that wasn't what I expected based on their three different personalities. Gee - reserved, Pen - very outgoing, Mary - all organized, and me - holy shit!
I think part of it was that siblings don't get to choose each other. Mary and I, as twins, had always been close, the best of friends, in addition to being siblings. Of course, our being in love with each other didn't hurt. We chose Pen and Gee as siblings, so big difference. Any major incompatibility would have been dealt with years ago.
All of Gee's and Pen's stuff arrived the first week, to be mostly stored. We created four individual rooms in case we got invaded by the morality police. We really only set up one guest room and the master to be lived in.
For the first couple of months, we only used the master. Even when they were on their periods. Didn't make any difference to anyone. One or more might be a bit messy to have sex with but it wasn't a big thing. I'm not man enough to want to go down on them during that time, though. Sorry, no blood moustache for me. Sex wasn't a problem, though. We just made sure to wipe me off well to ensure no possible infection. Shortly, they all got their periods synchronized. All of them made a big effort to not be too touchy.
After a couple of weeks, we started to explore. I was pretty sure that at least one of them would be interested in anal - based on tongue and finger exploration. I brought it up one evening while we were sitting in the hot tub. "I'm definitely not bored with what we have been doing but do we want to expand our activities?"
Mary piped in "Well, brother, you suggesting whips and chains?" to a big round of laughter.
"No, not my cup of tea. Unless you are?"
Three denials.
"Anal?"
Pen: "That sounds like fun. I'm in."
"Worth a try." Gee
"Fuck, yes!" Mary
Even though Mary was ready to jump out of the tub and get started, we just decided to get a little friendlier. I got them to sit on the side with legs open. I really enjoy a round-robin on their pussies. Three different flavors. Three little stars to lick to get them warmed up. Only drawback was the background taste of the hot tub. Didn't take too long before I broke through to the real flavor of pussy and ass.
We moved to the bedroom, drip-drying on the way. We didn't have any special lube, so petroleum jelly was the best choice.
Rock-paper-scissors. Mary, Gee, Pen.
I set Mary on hands and knees at the edge of the bed. Started to really dig my tongue into her little star. Try to get it in as deep as possible. Wetted my middle finger in her sopping pussy and inserted it into her ass. Played for a while before pulling that one out and dipped two fingers in the jelly and back into her. She moaned and pushed back, took every little bit of my fingers. As I played with her, Gee coated my cock in a thick layer of jelly. I didn't dare let her continue because of the way she was making sure it was completely covered. Fingers out and cock in place. Started pushing although she pushing back harder than my push. The head popped in and she didn't delay a second before she drove back and embedded me all the way. Shit, was she tight! There was something so erotic about being ball-deep in my twin that almost made me cum as soon as I bottomed out. Started to rock and at the same time rubbed her clit. Couldn't keep up the rubbing as she's just slamming back so hard that I can't keep contact. Had to grab her waist. Didn't make any difference as she climaxed hard. She squirted! The first time that's ever happened. Was a twin thing or just something she really enjoyed - both? I held her unmoving. Tried not to cum as there are two more asses to fuck. When I pulled out, there was a bit of a relief sigh before she collapsed onto the bed.
Both Pen and Gee had their fingers inside their pussies.
Gee assumed the position. Warmup licking and dick coating are similar but getting two fingers into Gee wasn't nearly as easy as it was with Mary. I finally succeed and played around a little. Then placed the head at her entrance. I pushed very hard as it was proving very difficult to gain entrance. "Relax, Gee."
I stopped pushing and she tried to relax. "Try again."
I started pushing and just before I felt the need to stop, the head went in. A big gasp and she put her hand on my thigh to stop further inroads. Neither of us moved. I can feel her anus contracting, expanding, contracting...Finally, she said "Go slow. Slow. Slow. It hurts a little but is more uncomfortable than anything else."
I eased in, a half inch at a time. Back and forth. It took several minutes before my abdomen came up flush with her butt. Had to grit my teeth to keep from cumming. We started a slow rhythm, slow and gentle enough that I could keep rubbing her clit. Can't keep it slow, though, as the press of an onrushing peak was too much. I speeded up and she reacted positively. Finally, I squashed her ass as thin as I could make it and went into her as far as I could. Shot more than full load into her. A frantic rubbing of her clit got her off before I softened and fell out. She also ended up face-first on the bed.
Pen looked at first my face, then my decaying cock. "Have to fix that, won't we?"
She got a washcloth and cleaned me thoroughly, very thoroughly. Seemed to take a long time. She needed to check to see how clean I was by sucking me to the back of her throat. Damn, I was clean.
Pen both anointed my cock and her little star with a good coat of jelly, before I was really ready. My dick was hard but I didn't get a chance to lick her and stick a finger into her little hole. Guess she was ready.
She, like the other two, got into position. She used one hand to align us and we both started pushing. She was already worked up. Pussy juice was running down her leg. Figured that made it easy as it wasn't very difficult to get the head in. She wasn't as easy as Mary nor as difficult as Gee. We fit together perfectly and I was soon all the way in. Reached for her clit but she stopped me "Don't need that. I'm ready to cum but want it to last as long as possible."
I laughed. "It'll be a while for me, so feel free to cum as often as you want."
We don't make more than a dozen cycles before she came. Now the pussy juice was a river down her leg. I stopped to let her catch her breath before resuming. She was so tight and her skin was so soft. If she got too sweaty, I'd slide off her ass. She ramped up again and I started feeling the urges. Tried to time it so we would end together but she beat me to the checkered flag.
While Gee and Mary had been quiet, Pen certainly wasn't. "SHIT. OH FUCK! OH FUCK! OH GODDAMN!"