Day 23: Thursday

The last couple of days have been quite intense, even though they were school days. I don’t want to wear Anna out before the weekend, so we are going to take it a bit slow today.

We start with a bit of bondage, which is something that we haven’t done much of. I tie her arms behind her back, first at the wrists, and then when she proves flexible enough also at the elbows. Then I bend her legs double at the knee and tie them this way. And finally I connect the ropes from her arms and from her legs so that she cannot move much.

She is in a nice position, and she looks adorably helpless. Of course, that impression is a bit strained when she harps on me to ‘quit looking and to start doing’ (her words). So I start doing by putting her used panties into her mouth and tying them in place.

She can still smirk with the best of them, though.

That stops, however, when she realises my evil plan: I tickle her. I tickle her all over, never letting up, always switching places, so that she cannot get a second of rest and a moment to take a breath.

She is struggling in her bonds and squealing behind her gag, but I only finish when I get tired. At this point, she is completely exhausted. I didn’t spare any part of her, tickling her toes just as much as her armpits, behind her ears, in her elbows (which were devilishly hard to reach with her tied as she was), on her belly and on her thighs.

But now I’m a nice guy and I finger her to an orgasm.

Except... only juuuuuuust not. Right to the edge, but then I stop. She looks at me, thinking I made a mistake and stopped too early. But no, I stopped right on time. As I prove, when I do it again. It takes less time this time around, and I have to be very careful, but I withdraw my fingers in the nick of time, leaving my sister shaking in frustration.

Soon, she is shaking in suppressed laughter again, when I go back to tickling her. And when I’m done... I bring her to the edge again. But no further.

Then it’s tickle time again. And another edge after that, and one more right after.

Wow, the last one was close, I think she had a mini orgasm, but the complete lack of stimulation ruined it.

However, I think that I can’t push her much further, at least if I don’t want to be murdered in my sleep. So I get out a dildo, push it into her ass (roughly, with only a glob of spit as lube), and put my own cock into her cunt.

We both cum while she is fucked in two of her holes.