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As I’ve said it’s been a month of ill health for me and that means taking to my bed for resting and absolutely no fucking. My libido disappears and leaves me bored. But I can always tell when I’m starting to come back to life when my brain and cunt start working in tandem again.

What I find amusing is that my Master tends to be able to predict when that is happening and he starts setting me challenges again. I never know if it’s because I’m essentially very predictable sexually but I suspect it’s also because he knows my body extremely well.

So I wasn’t at all surprised when he texted me yesterday morning to see what I was doing and my cunt immediately woke up. However I was a little concerned how tight I’d be after a month of nothing inside me and I wondered if I’d have to start my stretching all over again.

My Master however is a very pragmatic man and in setting me a challenge also set himself a bet to see how my cunt would perform which always brings out the best in me as reward is how I perform best.

He gave me 45 minutes to work up to taking the John Holmes toy making sure I started with one finger, then two, then three and then whatever I chose to do to stretch me and open me out. At 11.15 I could come to help my cunt open further and I was to keep him updated of my progress.

I do love sending him smut when he’s at work so just the thought of him getting hard under the desk was enough to make slipping a finger into my cunt incredibly easy. I worked my way up to four much quicker and more easily than I expected before switching over the the little pink G spot toy for a few minutes.

My cunt was a little out of practice at being penetrated and then it wanted more so I scaled up to the double ended toy that Princess and I both like and imagined my Master watching us fuck with it and it wasn’t surprising that my first proper orgasm in ages came along easily.

My cunt felt so good loosened up and soaking wet that I thought I’d see how the John Holmes went since I had 15 minutes to work up to it. A little bit of lube and it slipped straight into my cunt with ease to a good depth. In fact it felt so good buried inside me I almost heard my cunt sigh in satisfaction.

I thoroughly enjoyed sending my Master the photos as I lay there with a huge cock inside me and was pleased to discover I’d exceeded his bet by miles. He thought I’d still be on three fingers at 11.15 and reminded me that being able to take the John Holmes first go after four weeks off means my cunt is never going to be tight again.

He says the best things to me…

June John Holmes

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